Osprey/Nokomis FL Real Estate, Homes for Sale Near Sarasota Middle - Ed Grabowski

3 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34275 Zip Code

Your boat belongs in the backyard. Welcome to 404 Picasso Drive, where waterfront living is all about easy access to the water and enjoying the Florida lifestyle right outside your door. Set on a large corner lot with marina views, this 3-bedroom, 2-bath Nokomis home offers the exceptional convenience of a private dock and boat lift, with the Intracoastal Waterway approximately two minutes away by boat. Inside, the former lanai has been thoughtfully integrated into the home, adding approximately 313 square feet to the floor plan and creating additional light-filled living space overlooking the marina. Impact windows and sliders throughout bring in abundant natural light while complementing the waterfront setting. The home has also benefited from substantial improvements, including relined plumbing pipes, A/C replaced in 2024, a new dock and pier in 2019, and a new septic tank being installed. The tile roof is approximately 16 years old. Whether you're heading out for a day on the Gulf or simply relaxing at home and enjoying the marina view, this property delivers the Florida boating lifestyle. Park your boat in your private slip and lift just outside your back door, then be on the Intracoastal in minutes. This isn't simply a home near the water. It's a home built around the water.

404 Picasso Drive, Nokomis

$1,100,000

4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code

Rarely does a property offer this much flexibility in such a prime Osprey location. Set on two private acres in Pine Ranch, 403 Longbow Trail is more than a four-bedroom, three-bath home; it offers space to create a lifestyle most residential properties simply cannot accommodate. Bring the car collection, RV, boat, motorcycles or horses. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, a farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area, offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial three-car garage, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, an expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to the Legacy Trail via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: space, privacy, flexibility, location and the opportunity to make the property your own. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey

$799,000

4 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Virtually Staged. Set on a private, preserve lot in Woodlands at Rivendell, this inviting home offers peaceful views and a desirable open floor plan. 4 bedrooms, 3 full bathrooms, 2-car garage with epoxy-coated flooring and roof replaced in June 2025. The grand covered entry and front porch lead into formal living and dining rooms, with neutral tile throughout the main living areas. The spacious family room features a built-in entertainment center and sliding glass doors opening to the lanai. The eat-in kitchen is appointed with maple wood cabinetry, granite countertops, tumbled marble backsplash, stainless steel appliances, farmhouse sink, under-cabinet lighting, ample pantry storage, and a breakfast bar. The primary suite features two walk-in closets and a separate bonus room overlooking the pool, ideal for a sitting area or home office. The ensuite bath offers separate vanities, soaking tub, and a walk-in shower. A split-bedroom layout provides three additional bedrooms and two full bathrooms on the opposite side of the home, offering privacy and flexibility. One bathroom serves as a convenient pool bath with direct access to the lanai. Enjoy the privacy of the secluded backyard, featuring an expanded screened lanai, heated pool and spa, and an expansive stone paver deck with plenty of room for entertaining. Additional stone paver space beyond the pool enclosure offers even more outdoor living options. Woodlands at Rivendell is a quiet, nature-filled community nestled among acres of lakes, preserves, and open spaces. Amenities include a heated community lap pool, playground, and scenic nature trails. Outdoor enthusiasts will appreciate the nearby Bay Street entrance to the Legacy Trail for biking and hiking, Oscar Scherer State Park for camping, hiking, kayaking, canoeing, and birding, and the boat and kayak launch on Blackburn Point for access to the Intracoastal Waterway. Conveniently located between Sarasota and Venice, the community is minutes from Gulf beaches, as well as shopping, dining, medical facilities, and cultural attractions. Experience the best of Florida living, surrounded by nature and close to everything you need.

819 Golden Pond Court, Osprey

$775,000

2 Beds ⋅ 2 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Your OPPORTUNITY to call THE OAKS Country Club home has just become AFFORDABLE! This TURNKEY-FURNISHED ESTATE HOME by Legendary Architect Bo MacEwen, is Located on a Cul De Sac in the PRESTIGIOUS SAINT JAMES PARK Neighborhood. If You Are Seeking EXCLUSIVITY and PRIVACY You'll Appreciate the Nearly 1/3rd Acre of Lusciously Landscaped Grounds Overlooking the Eagle Golf Course Located Near the Clubhouse and THE OAKS World-Class Amenities. OUTSTANDING FEATURES of this Elegant Home are the HURRICANE IMPACT WINDOWS & SLIDING DOORS (Installed 2019 & 2024), NEWER ROOF (2024), and NEWER STAINLESS KITCHEN AIDE APPLIANCES, with Solid-Wood Cabinetry. ELEGANT FEATURES of this Distinctive Home include; Crown Molding, Wainscoting, Wood-Burning Fireplace, Engineered Hardwood and Tile Floors plus a Hidden Wet Bar for Entertaining and Personal Enjoyment. An Abundance of Sunlight Pours through the EXPANSIVE Sliders Mid-Day to Welcome You Home. The Primary Suite is Spacious and Inviting with a Private Dressing Area; Featuring a Walk-In Closet, Dressing Table, Dual Vanities, Private Commode, Soaking Tub and Custom-Tiled Shower. The 2nd Bedroom has its own En-Suite Bathroom and Can Also Serve as a Spacious Den with Closet. Entertaining in Your CLASSIC OVER-SIZED Dining Room is Wonderful for Extended Family and Guests. Once You Step Outside onto the INCREDIBLE SCREENED LANAI (48X20 feet) and Gaze Upon the Luscious Landscaping and Serene View, You Will Realize that this is the Place You Can Call Home! Spectacular Sunsets with Western Exposure Await You on this Lanai Where Dreams Unfold. The Oversized 2- Car Garage has a Charging Station for Electric Car Enthusiasts. THE OAKS Country Club Community is Among One of America’s Healthiest Clubs, having been Awarded Numerous Accolades including: Platinum Club of America, Emerald Club of the World, and Elite Distinguished Club of the World. Members enjoy 3 Restaurants, a Ballroom, a State-of-the-Art Fitness Center, Junior Olympic Heated Community Pool, an Award-Winning Racquets Program with 12 Har-Tru Hydro-Grid Tennis Courts, 4 Pickleball Courts, plus a Croquet Facility and more. The Premier Attractions in THE OAKS are the TWO 18-Hole Championship GOLF courses. Membership is Mandatory; Either Select a Golf or a Social Membership. Located Close to the World Famous Siesta Key Beach and a Short Drive to Downtown Sarasota for World-Class Cultural Entertainment, this Amazing Lifestyle is Awaiting You. Call Today for Your Private Showing.

227 Saint James Park, Osprey

$2,150,000

4 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop, stainless appliances, two wallovens, a breakfast bar, an adjoining dining area and two pantries. The kitchen opens to an expansive family room overlooking the pool. The spacious master suite features a large luxury bath, two large his-and-hers closets and a lovely sitting area overlooking the pool. All three additional bedrooms are en suite. A dedicated office with built ins and a versatile bonus room/game room adds valuable flexibility for a wide variety of lifestyles. The large and lovely lanai includes an outdoor grill and bar, covered seating, awnings, and a freeform pool and spa overlooking the water and golf course. With a four-car garage, abundant storage and numerous updates, including a new roof installed in December 2024 (with warranty), a new pool heater installed in 2024, new central air conditioning (2 units, 2 zones) in 2022, freshly painted interior and exterior, this home is the perfect choice for those who want to live in comfort and luxury. A complete list of updates is available. The mandatory Membership to The Oaks Club will provide everything for living a country club lifestyle; two championship golf courses, tennis and pickleball courts, a regulation croquet lawn, state-of-the-art wellness center and a wide array of dining and social options. There is currently no waiting list for either Golf or Sports/Social membership.

642 Trenton Way, Osprey

$739,000

3 Beds ⋅ 2 Baths ⋅ Park Trace Estates SubDv. ⋅ 34229 Zip Code

Virtually Staged. Welcome to 335 Park Trace Blvd, an exceptional residence in the sought-after Park Trace Estates of Osprey, close to Pineview Education Center and The Legacy Trail where refined interiors, custom craftsmanship, and spectacular water views come together to create an elegant Florida retreat. From the moment you enter, the home makes a statement with its open living and dining spaces, dramatic triple tray ceilings, custom woodwork, and beautifully detailed wainscoting. A custom electric fireplace serves as a striking focal point, while the private den is enhanced by custom built-in shelving and handsome bookcases—an ideal setting for a home office, library, or quiet retreat. The kitchen features a Viking gas range, a Bosch dishwasher and refrigerator, offering both style and functionality for everyday living and entertaining. Designed for an exceptional indoor-outdoor lifestyle, the home opens to an extraordinary 44' x 39' screened lanai, featuring a gas-heated saltwater pool and approximately 32' x 24' of covered outdoor living space. Whether hosting an elegant gathering or enjoying a quiet evening at home, the expansive outdoor setting provides a front-row seat to the beautiful water views. The residence offers three generously proportioned bedrooms, each complemented by plantation shutters and an updated Jack & Jill Bath. The luxurious primary suite is a private sanctuary, featuring a spacious bath with a walk-in shower, soaking tub, and large walk-in closet. Important updates provide added peace of mind, including a new flat tile roof installed in 2026, plus an updated A/C system and hot water heater, both replaced in 2022. A large two-car garage adds valuable functionality, complete with a workbench and impact-rated garage door, providing ample space for vehicles, storage, and projects. With its remarkable water views, extensive custom millwork, designer-quality details, resort-style pool and lanai, updated systems, and exceptional outdoor living space, this home is waiting for you.

335 Park Trace Boulevard, Osprey

$12,650,000

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Spanning nearly an acre from the Gulf of Mexico to Blackburn Bay, this one-of-a-kind Casey Key residence pairs 140 feet of private Gulf frontage with 130 feet of protected bayfront, offering private beach access, boating and sweeping water views from sunrise to sunset. Designed by Jerry Sparkman, AIA, NCARB, of Sweet Sparkman Architecture and completed in 2021, the residence blends architecture and nature, land and water, and linear and curved forms. Its elevated "split-level hugger" design combines a split-level floor plan with a modified courtyard concept, creating intimate gathering spaces and a seamless indoor-outdoor connection. Flowing rooflines, curved walls and broad overhangs form a sculptural silhouette, while warm wood ceilings and walls of glass fill the interiors with natural light and frame the Gulf, Blackburn Bay and tropical landscape in nearly every direction. The light-filled interior is centered around an open great room, dining room and kitchen, where soaring wood ceilings, oversized windows and expansive glass doors open to an elevated waterfront terrace. A separate lounge with a bar offers an inviting space for entertaining, while a waterfront fitness space opens directly to the lawn and bay. Upstairs, the primary suite is wrapped in floor-to-ceiling glass and features a private terrace with uninterrupted Blackburn Bay views. Its spa-inspired bath includes a floating dual vanity, freestanding soaking tub, glass-enclosed shower and corner windows overlooking the water. Three additional bedrooms accommodate family and guests, while the loft provides flexible living space. An elevator connects the home's levels for added convenience. Designed for coastal living, the residence unfolds around a private oasis with a resort-style pool, expansive terraces and shaded lounge areas. Curved stairways and elevated walkways wrap through the architecture, offering changing perspectives of the pool, lawn, bay and Gulf. Covered entertaining spaces provide comfortable places to gather out of the sun, while the open lawn extends toward the bayfront and private dock. From morning on the water to sunset over the Gulf, the property offers a seamless waterfront lifestyle. The residence has also earned NGBS Emerald certification, the highest tier under the National Green Building Standard, along with a RESNET HERS Index rating of -28, a score below zero means the home produces more energy than it consumes, powered in part by on-site solar. It's a rare combination of coastal luxury and true net-positive energy performance. The Gulf-to-Bay setting is essential to the experience. The private dock and boat lift provide direct access to Blackburn Bay, the Intracoastal Waterway and the Gulf. On the west, sunset views are just steps from the beach. A refined palette of stucco, glass, wood and concrete balances architectural sophistication with coastal durability. Native beach grasses, sea grapes and palms soften the transition between the home and its island landscape. Elevated to meet FEMA floodplain requirements and coastal-resiliency standards, the residence responds thoughtfully to its barrier-island setting. Located on Casey Key, it offers exceptional seclusion without sacrificing convenience. The property is positioned between Sarasota and Venice, near historic downtown Venice, Nokomis Beach and waterfront dining, with convenient access to Sarasota International Airport and downtown Sarasota.

1716 Casey Key Road, Nokomis

$6,850,000

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Virtually Staged. Imagine the possibilities of Gulf-to-Bay living on Casey Key, where deeded private beach access, deep-water boating and a resort-style bayfront setting create the foundation for an extraordinary coastal retreat. Set on more than half an acre with frontage on Blackburn Bay, 2116 Casey Key Road offers more than 5,500 square feet and an exceptional opportunity to enjoy a substantial island residence within one of Sarasota County’s most coveted waterfront settings. The exterior has been thoughtfully enhanced for enjoying life on the water. Along the bayfront, a multi-level tropical setting unfolds through expansive pavered terraces, covered lounge areas and a gazebo-style dining pavilion with a fully equipped summer kitchen and built-in grilling station. At the center is a heated swimming pool and spa finished in PebbleTec, creating a private resort environment framed by mature tropical surroundings and the waters of Blackburn Bay. A screened second-level bayfront terrace provides another inviting place to relax. For boaters, the property is equally compelling. The extended dock, updated in 2018, includes a lift and provides deep-water access, accommodating both powerboats and sailboats. Deeded private beach access places the Gulf’s turquoise waters and spectacular sunsets just steps from home, creating the increasingly rare opportunity to enjoy both boating and the beach from a single property. Inside, the residence reveals an impressive sense of space and a distinctive architectural character. Soaring cathedral ceilings, generous room proportions and walls of oversized impact windows and sliders fill the home with natural light while capturing sweeping views across Blackburn Bay. The substantial footprint and flexible two-level configuration provide an exceptional foundation for comfortable waterfront living, with the opportunity to embrace the home's individual character or introduce a more contemporary coastal aesthetic. The first level offers inviting spaces, including a family room, game room, two guest bedroom suites, an office with built-ins that can also function as a fourth bedroom, and a convenient kitchenette. This arrangement lends itself beautifully to extended family, visiting guests or the creation of private living quarters within the home. Upstairs, the main living spaces take full advantage of the elevated bayfront setting. The living and dining rooms are joined by a kitchen with granite countertops, center island, informal dining area and stainless steel appliances, along with a wet bar and wine cooler. The primary suite is also located on this level, allowing the principal living spaces to share the home’s expansive water views. A three-stop elevator and interior staircase connect the levels. Considerable improvements include a 2022 metal roof, multiple A/C replacements from 2017–2024, replacement of non-impact windows with Andersen impact windows, updated dock and lift pilings, new ductwork, electrical upgrades and re-piping. Located on the quieter southern end of Casey Key, the property feels wonderfully removed while remaining convenient to Nokomis, Venice and Sarasota. Nearby destinations include Nokomis Beach, the restaurants and boutiques of Venice Island, area marinas and the Legacy Trail, while Downtown Sarasota’s dining, performing arts, cultural attractions and waterfront are within comfortable reach.

2116 Casey Key Road, Nokomis

$1,445,000

3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Discover incredible value and endless potential in this beautifully maintained 3 bedroom, 3.5 bath home, tucked into lush tropical landscaping, on a quiet cul-de-sac in The Oaks Bayside. A grand traditional residence, with generous sized rooms, flexible living areas, and a private outdoor setting, the possibilities here are limitless. Step into the marble entry through the double front doors, and you will love what you find inside. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal living and dining areas opening through French doors to the covered patio and resort-style pool. The kitchen combines beauty and function with granite countertops, center island cooktop, breakfast bar, and a sunny nook overlooking the pool. The elegant primary suite offers marble floors, soaring ceilings, plantation shutters, and private access to the pool for an early swim or late-night dip. A glamorous dressing area leads to the spa-like bath with soaking tub, walk-in shower, and marble finishes. Two additional oversized en suite bedrooms provide comfort and privacy for guests. A large laundry room with ample cabinetry and an adjacent private sauna completes the interior. Outdoors, the free-form pool with rock outcroppings and waterfall is a showstopper, surrounded by both shaded and open areas for dining and relaxing. With two adjoining lots preserved as gardens, this home offers rare seclusion in a natural setting. The Oaks Club features two 18-hole championship golf courses, an award-winning tennis program, pickleball courts, a state-of-the-art fitness center and a junior Olympic, community pool as well as a celebrated social calendar, and incredible dining options. There is currently no waiting list for either Golf or Sports/Social membership.

422 Blue Garden Lane, Osprey

$3,700,000

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

This custom-built 2024 masterpiece was thoughtfully designed to deliver the perfect balance of luxury, functionality, and effortless indoor-outdoor living. Positioned to capture sweeping views of the 6th and 7th holes of the Heron Course, the home showcases exceptional craftsmanship and attention to detail at every turn. From the moment you arrive, the impressive 10 foot hurricane-rated steel front door, circular driveway, and beautiful exterior create a lasting first impression. Inside, wood-look tile flooring flows throughout. The expansive open concept layout seamlessly connects the main living spaces while still offering dedicated rooms for privacy and everyday comfort. The designer kitchen is a true showpiece, featuring a custom range hood, pot filler, oversized refrigerator, and premium finishes that cater to both casual family meals and formal entertaining. The large master suite is a study in elegance. The luxurious master bath is the pinnacle of luxury, with dual sinks, a lighted stand alone make up table, claw foot tub, huge steam shower, expansive countertop and storage space along with custom lighting. The upstairs loft is a great addition for those who love to entertain and host guests. It has a bedroom, bathroom, and living area with a bar and a balcony providing lovely views over the pool. Step outside to a truly exceptional outdoor retreat where luxury and tranquility come together in a breathtaking setting. The resort-style pool and spa serve as the centerpiece of the home's outdoor living experience. Designed for both relaxation and entertaining, this private oasis features expansive lounging areas, an incredible outdoor kitchen, and seamless indoor-outdoor connectivity through hurricane-rated bifold sliders that open the home to the stunning golf course backdrop. Built not only for beauty, but also for convenience and peace of mind, the home is equipped with premium hurricane-rated windows and bifold sliders, spray foam insulation, central vacuum, automated lighting and climate control systems, and wiring for a generator. Everyday functionality is enhanced by a dedicated mudroom, spacious laundry room, climate-controlled storage, and a four-car garage complete with epoxy floors, custom storage solutions, and additional space for a gym or workout area. shaded dining, and a sun-splashed pool and spa area under a screened enclosure. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership.

650 Oaks Creek Court, Osprey

$415,000

3 Beds ⋅ 2 Baths ⋅ Springhill Park SubDv. ⋅ 34275 Zip Code

Florida cottage charm meets real room to breathe in this 3 bedroom, 2 bath pool home in Nokomis, Florida, with NO HOA, an oversized fully fenced lot and a detached 472 square foot workshop, all about 3 miles from Nokomis Beach and conveniently located between Sarasota and Venice. This is the kind of place where the workshop is waiting when inspiration hits, afternoons slip away by the pool and every day feels like a little getaway. Inside, a split floor plan gives the primary suite privacy from the second and third bedrooms while keeping the home easy and connected. Kitchen work completed in 2023 added tile flooring, a backsplash, custom butcher block countertops and a dry bar, bringing warmth and character that suits the cottage feel. The primary bedroom features luxury vinyl plank flooring, trim molding, a smart fan/light and a walk-in closet. The ensuite bath includes tile flooring, a tiled shower and wall surround, vanity, fixtures and hardware. The second and third bedrooms and guest bath have also received improvements, and the bonus room is ready for whatever you need most: a home office, guest space, reading room, craft room or something entirely your own. Then there is the workshop, and it is much more than extra storage. The detached concrete workshop has power, a roll-up door and a separate door to the fenced backyard, giving you real space for hobbies, tools, equipment and projects. For anyone who has ever wished for room to actually do the things they enjoy, this may become their favorite feature of the whole property. Step into the backyard and you may not want to leave. The large private pool was resurfaced in 2022 and retiled in 2025, with plenty of surrounding space for lounging, entertaining or simply enjoying a quiet Florida afternoon. A 6 foot privacy fence, re-stained in 2025, frames tropical landscaping and fruit trees, including a lime tree now producing fresh limes. The outdoor shower is perfect after a swim or a day at the beach, and a repaired well pump supplies a dedicated hose near the pool with well water for landscaping and plants. Behind the charm is the kind of substance Florida buyers, and their insurance agents, ask about first. The home sits in Flood Zone X and has a 24 gauge metal roof with hurricane straps installed in 2022. Most windows are impact rated, and impact windows for the remaining three are already on site. The 5 ton HVAC system with UV light and replacement ductwork dates to 2020. Septic components, including the tank, leach field and lift station, were replaced in 2019, and the system was most recently serviced in July 2026. A 50 amp whole house generator outlet was added in 2024. From here, the beach is never far. Nokomis Beach and the Legacy Trail are each approximately 3 miles away, Oscar Scherer State Park is about 5 miles away and Downtown Venice is approximately 5.6 miles from home. Siesta Key, Sarasota and the rest of Sarasota County’s Gulf Coast beaches are within easy reach, along with golf, boating, dining and shopping. This is a home that lets you bring your own style. Fill the workshop with the projects you have been waiting to start, shape the bonus room into the space you actually need, plant more, entertain more, spend more time outside and enjoy the freedom to use your home your way.

142 2nd Avenue, Nokomis

$2,800,000

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Ideally positioned on a quiet interior cul-de-sac this beautifully updated 4 bedroom, 4 bath home is located behind the gates of The Oaks Bayside. The residence features 16 ft and vaulted ceilings, white oak and marble flooring, custom crown molding, plantation shutters and extensive built-ins. The chef’s kitchen boasts marble countertops, custom hardwood cabinetry, a galley workstation sink, and premium appliances. The spacious layout flows to the private screened lanai with pool and spa, outdoor kitchen, and multiple covered seating areas overlooking lush gardens and offering tranquil lake views. The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. Club memebership is required. There is currently no waiting list for either Golf or Sports/Social membership ---

662 Fernwalk Lane, Osprey

$1,590,000

3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Under contract-accepting backup offers. Located behind the gates of The Oaks Clubside and within close proximity to the clubhouse, this 3-bedroom plus office, 3.5-bath residence offers over 3,500 square feet of refined, comfortable living. Positioned on the 4th hole of the Eagle Course, the home features expansive golf views enjoyed from the screened lanai with pool and spa. The interior includes an elegant formal living room with fireplace, formal dining room, a spacious master suite with an oversized walk-in closet, a large laundry room, tray ceilings, crown molding, ceiling fans. This home has a whole-house generator, hurricane protection. a NEW ROOF and NEW HVAC. An oversized 3-car garage and circular paver driveway complete the property, providing everything needed to enjoy refined country club lifestyle The Oaks offers. The club’s amenities include two championship golf courses, pickleball courts, 14 Har-Tru courts and a croquet court, exceptional culinary experiences and a robust social calendar. Required with homeownership, there is currently no waiting list for either Golf or Sports/Social membership.

402 Macewen Drive, Osprey

$1,700,000

3 Beds ⋅ 3 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Custom built by Emerald Homes, this beautifully updated 3 bedroom + bonus room, 3 bath residence, offers a bright, inviting layout with generous living spaces and thoughtful design throughout. Behind the gates of The Oaks Bayside, it is beautifully situated, set back on a lot that offers peace and privacy. The open kitchen is a home chef’s dream and serves as the centerpiece of the home. Showcasing custom cabinetry, expansive counter space, and high-end appliances, the layout is ideal for both everyday cooking and effortless entertaining. There is a breakfast bar, dinette that is flooded by filtered sunshine through the tinted aquarium window, as well as a formal dining room. The living spaces flow seamlessly, enhanced by abundant natural light and refined finishes that elevate the home’s incredible appeal. The master suite has extra insulation between the great room and the master bedroom wall, ensuring a quiet, private sanctuary. The room is spacious and features a spa-like master bath with a tub, large separate walk-in shower, dual sinks and an abundance of mirrors and lighting. Step outside to a lovely lanai, with pool, spa and outdoor kitchen. This space is perfectly designed for relaxing, hosting gatherings, or enjoying the tranquil Florida lifestyle year-round. This gorgeous home offers so much, you truly must see it to fully appreciate it! Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

141 Sugar Mill Drive, Osprey

$4,795,000

Casey Key SubDv. ⋅ 34275 Zip Code

A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other.

2417 Casey Key Road, Nokomis

$4,795,000

2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other.

2417 Casey Key Road, Nokomis

$565,000

3 Beds ⋅ 2 Baths ⋅ Cordes Cove SubDv. ⋅ 34229 Zip Code

Virtually Staged. Nature Lovers Paradise! Tucked along a tranquil creek with direct water access to the Gulf of Mexico, this elevated 1,705 sq ft home sits on almost a 12,000 sq ft lot offering the perfect blend of coastal adventure and peaceful natural surroundings. Launch your paddle craft right from the yard and paddle out to open water, or cast a line from your private fishing dock. The fishing here is easy and the setting couldn't be more scenic. The home offers 3 bedrooms and 2 baths, with the primary suite privately situated on the entire second floor featuring a spacious walk-in closet and abundant storage. Downstairs, heart pine flooring flows through the living area, warmed by a cozy wood-burning fireplace on cooler evenings. A screened wraparound porch on the first level extends your living space outdoors, ideal for morning coffee or evening breezes off the creek. This home is ready for your personal touch and is an incredible opportunity to update and build instant equity in a location that can't be replicated. The elevated design offers peace of mind along with sweeping views of the creek and surrounding woods. Outside, the yard is a true nature lover's dream--idyllic and alive with birdsong, from herons to osprey, all just steps from your door.

2046 Cordes Street, Osprey

$6,000,000

6 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

A rare combination of timeless grandeur and effortless waterfront living, this bayfront estate in The Oaks Bayside commands approximately 150 feet of Bay frontage across 0.60 acres, with water views framing nearly every principal room. The residence offers 6 bedrooms, 5.5 baths, multiple covered balconies overlooking the Bay, additional ground-level flex space and a side-entry 3-car garage. A circular brick-paver driveway, tropical landscaping and a stately columned entrance create an unforgettable arrival. The dramatic two-story foyer features architectural columns, custom millwork and a wood-clad ceiling accent. European French white oak engineered flooring flows through the main living spaces. The living and family rooms feature soaring ceilings, extensive millwork, statement lighting, carved-stone fireplaces and oversized windows framing expansive water views. An adjoining sitting area features arched windows, a wood-clad ceiling and multiple glass doors opening to the waterfront balcony. The new kitchen is appointed with ceiling-height Shaker cabinetry, champagne-bronze hardware, marble countertops and an oversized waterfall island with seating for five. A GE Monogram appliance suite includes a professional gas range with griddle, refrigerator and dishwasher. A custom range hood, dimensional tile backsplash, apron-front sink and walk-in pantry complete the space. The waterfront dining nook incorporates built-in cabinetry, a stone serving counter and beverage cooler, while the formal dining room features a tray ceiling, paneled walls and columns. A waterfront office with built-in bookshelves, fireplace and balcony access, an updated laundry room and multiple en-suite guest accommodations complete the main level. Upstairs, the landing overlooks the living spaces beneath a crystal chandelier. The primary suite offers separate sleeping and sitting areas, a carved-stone fireplace, wide water views, private balcony access and two walk-in closets with custom storage. Its spa-inspired bath includes dual furniture-style vanities, a freestanding soaking tub beneath a picture window and an oversized frameless shower with marble-look tile, rainfall and handheld fixtures. Additional bedrooms offer en-suite or nearby baths, walk-in closets, abundant natural light and water or tropical views. Multiple covered balconies overlook the newly resurfaced pool, paver terrace, manicured lawn and waterfront. The pool features a 7-foot depth, entry steps, seating or sun-shelf areas, lighting, a self-cleaning system and a new pump. A private walkway through the mangroves leads to a new 5-by-60-foot composite dock completed in 2026, equipped with electric, water and a 6,000-pound boat lift. The property also features a concrete seawall and direct boating access. The lower level provides substantial additional flexibility for recreation, fitness, media or entertaining. Further updates include a newer 2023 tile roof, new HVAC, all-new appliances and flooring, new interior doors and moldings, hurricane protection and exterior lighting. The renowned Oaks Club is one of the area’s premier member-owned clubs, featuring two championship 18-hole golf courses, a full slate of tennis and fitness facilities, and an elegant clubhouse offering fine dining and a vibrant social calendar. Ideally situated in Osprey, the property offers convenient access to Gulf beaches, the Legacy Trail, dining and shopping, with downtown Sarasota and Venice both within easy reach.

112 Osprey Point Drive, Osprey

$1,800,000

3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Beautifully maintained Arthur Rutenberg 3 bedroom, 3.5 bath home located on a quiet cul-de-sac. This architecturally inspired residence features crown molding, marble, tile and hardwood flooring, coffered ceilings, granite countertops, and a travertine pool deck. The first floor master suite includes a sitting area and private access to the lanai and pool. The outdoor living area offers an architectural enclosure, lush landscaping, and a built-in stainless steel gas grill. Two second-floor en-suite bedrooms plus a spacious bonus room provide excellent flexibility for guests or additional living space. This must-see home, with timeless finishes and exceptional care throughout, situated in St. James Park behind the gates of The Oaks Clubside, offers picturesque views from the incredible lanai. The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership.

222 Saint James Park, Osprey

$392,000

3 Beds ⋅ 2 Baths ⋅ Venetian Gardens SubDv. ⋅ 34275 Zip Code

A home designed for easy Florida living - without the HOA. Welcome to 216 Hibiscus Street in Nokomis, where morning coffee can move easily from the kitchen to the screened patio, dinner can spill outdoors through the sliders, and the fenced backyard offers room to garden, play or simply enjoy the Florida sunshine. Inside, fresh paint and new bedroom flooring create a clean, move-in-ready feel. The kitchen features granite countertops, stainless-steel appliances, a new sink and faucet, while a separate laundry room adds everyday practicality. With a 2024 roof, 2025 water heater, three bedrooms, two baths and an attached two-car garage, many of the pieces buyers are looking for are already in place. And with no HOA fees and no deed restrictions, you'll have the flexibility to enjoy your property without the added cost and limitations of a homeowners association. 216 Hibiscus Street offers a comfortable Florida lifestyle, practical updates and the freedom of non-deed-restricted living - all in Nokomis! Schedule your showing today!

216 Hibiscus Street, Nokomis

$665,000

3 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code

Ideally located to enjoy all that Sarasota, Venice and Casey Key has to offer, this superbly remodeled maintenance-free home offers more than 2,800 square feet of thoughtfully redesigned living space and lives comfortably like a private, stand-alone residence. Nestled within an intimate enclave of just 44 homes, this property offers the ultimate lock-and-leave lifestyle, with the HOA taking care of exterior building maintenance, roof and landscaping. Professionally redesigned this year, the kitchen and bathrooms are complemented by numerous upgrades throughout the home. In the main living area, a soaring cathedral ceiling with wood-plank detailing creates a warm, sophisticated focal point. The home offers two spacious primary suites, each with an ensuite bath—one on the main level for convenience and one upstairs for added privacy. A third upstairs bedroom or flex room adds versatility, while the main-level office provides an ideal space for working from home or enjoying hobbies. The generous main living area flows seamlessly into an additional spacious family room in the loft, providing plenty of room for both everyday living and entertaining. Step out to the expansive glassed-in lanai, where a peaceful preserve backdrop creates a private tropical setting framed by mature palms, bamboo, and lush Florida greenery. An attached two-car garage adds everyday convenience. Residents also enjoy access to the amenities of the adjacent Pine Run community, including a large, heated pool and clubhouse, fitness room, tennis courts, and pickleball courts. With its extensive recent updates, flexible floor plan, beautiful preserve setting, and exceptional maintenance-free lifestyle, this is a rare opportunity to enjoy relaxed Sarasota living in a truly special home.

264 Woods Point Road Unit 264, Osprey

$630,000

4 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Completely renovated St. Charles floor plan in the highly desirable Woodlands community of Rivendell. You must see to believe the upgrades! Just half a block to the community pool and less than five minutes to the renowned Pine View School for the intellectually gifted.Enjoy stunning brand-new granite countertops in the kitchen and bathrooms, plus beautiful ceramic tile flooring throughout the entire home for easy durability and maintenance. Gain total peace of mind with a new tile roof installed in 2023 and a new air conditioning system from 2024, making this home truly move-in ready. Located just minutes from world-famous Gulf beaches, shopping, and entertainment, this property features low HOA fees and an unbeatable location.

1036 Oak Meadow Lane, Osprey

$555,000

3 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Discover one of Osprey's best-kept secrets-The Cottages of Rivendell. Tucked away within The Woodlands of Rivendell, offers a lifestyle that is becoming increasingly rare. Towering oak trees create a tranquil, park-like setting, while charming front porches, white picket fences, and classic Old Florida architecture give the neighborhood its unmistakable character. This beautifully maintained 3/2 home welcomes you with an expansive great room featuring an elegant tray ceiling, creating a wonderful sense of openness. Enjoy peace of mind with numerous recent updates, including a new roof (2022), HVAC system (2025), water heater (2026), exterior paint (2026), a separate AC system for the garage, and a generator for the house. Residents enjoy exclusive access to a private community pool and clubhouse, while the Association provides landscape maintenance, allowing you to embrace a carefree, low-maintenance lifestyle. What truly sets The Cottages of Rivendell apart is its warm sense of community. Neighbors know one another, friendships flourish, and life's special moments are celebrated together, making this a truly exceptional place to call home. Ideally located just a short walk from the nationally recognized Pine View School, one of Florida's top-rated schools for the gifted, and only 5.5 miles from Nokomis Beach.

547 Meadow Sweet Circle, Osprey

$285,900

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Over $80,000 in upgrades and designer renovations by renowned Murray Homes, a symbol of luxury in Sarasota. The team included an architect, designer, and contractors to transform this Pine Run end-unit, second-floor condo into a stunning modern coastal retreat. Featuring a completely reimagined light and bright open floor plan and custom kitchen with quartz countertops, custom cabinetry, floating shelves, designer tile backsplash, stainless appliances, and workstation sink, this move-in-ready home also offers luxury wide-plank flooring throughout, beautifully updated bathrooms, newer HVAC, fresh interior paint, contemporary lighting, new trim, doors, hardware, and window treatments, new ceiling fans, new stackable washer and dryer. Primary bedroom is ensuite with a walk-in closet and both bedrooms enjoy a private balcony. The spacious screened lanai is private and overlooks lush tropical landscaping, creating the perfect setting to relax and enjoy Florida living. There is an abundance of storage closets and attic space. Covered end-unit parking with storage and guest parking. Walk to shopping and waterfront bars and restaurants. Ideally located just minutes by bike to Nokomis Beach, Casey Key, Oscar Sherer State Park, and the Legacy Trail, Pine Run offers resort-style amenities including two pools, tennis and pickleball courts, kayak storage and launch, a clubhouse, and gym. Luxury, location, and lifestyle—all in one exceptional, and updated-to-like-new condo ready for you to call home.

120 Woodland Place Unit 120, Osprey

$399,000

2 Beds ⋅ 2 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code

Welcome to 329 Bay Vista Ave., Osprey, FL 34229—a rare opportunity to own a beautifully renovated 2-bedroom, 2-bathroom home on an expansive lot (0.47 acre!!!) with no HOA, no deed restrictions, and endless possibilities. Inside, you'll find a thoughtfully updated interior that's move-in ready, offering the perfect blend of comfort and style. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this charming home provides easy, low-maintenance living in one of Osprey's most desirable locations. Situated on a generously sized homesite, this property offers the flexibility that's becoming increasingly difficult to find. Whether you've been dreaming of adding a pool, building a detached garage or workshop, parking your RV or boat, creating a garden oasis, or expanding the existing home, the space is here to bring your vision to life. Without the limitations of an association, you have the freedom to truly make this property your own. For those who love the Florida waterfront lifestyle, this location is hard to beat. Enjoy being just minutes from the Intracoastal Waterway, public boat ramps, Casey Key, Nokomis Beach, and waterfront dining, while having the added peace of mind of being outside of a flood zone. It's the best of both worlds—close to the water without the added concerns that often come with waterfront living. Conveniently located near the Legacy Trail, Oscar Scherer State Park, shopping, dining, top-rated schools, and with easy access to both Sarasota and Venice, this home combines location, flexibility, and lifestyle. Whether you're looking for your first home, a winter escape, or a property with room to grow, 329 Bay Vista Ave. delivers a unique combination of updated living, land, and freedom that's becoming increasingly rare to find. Bring your boat, your RV, your ideas, and your vision—because with this oversized lot, no HOA, and endless potential, the possibilities are truly limitless.

329 Bay Vista Avenue, Osprey

$420,000

3 Beds ⋅ 2 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code

Being built in 1999 makes this stylish home one of the newer homes in the neighborhood. Large windows and high ceilings allow natural light to flood the home, creating a warm inviting feel which makes you want to stay. Central to the home is a spacious living and dining room area with its own built in entertainment section. Three panel sliding glass doors open to the screened lanai overlooking the backyard. To the left is a charming breakfast nook facing the open kitchen with its brand new, never been used stainless steel appliances. This smart floor plan provides privacy for all. To the right of the living room is the oversized primary bedroom and large bath with dual sinks, garden tub, two walk in closets and a unique walk-in shower. The left side of the home has two guest rooms separated by the guest bath with tub and shower. New roof installed in 2024 and AC in 2017. Situated on .27 of an acre lot in the heart of Sorrento East and halfway between Sarasota and Venice in the Pine View School district. Convenient to shopping, restaurants, Oscar Scherer State Park, Nokomis Beach, The Legacy Trail and only 11 miles to the world-famous Siesta Key Beach.

439 E Rossetti Drive, Nokomis

$230,000

2 Beds ⋅ 2 Baths ⋅ Sorrento Villas SubDv. ⋅ 34275 Zip Code

Welcome to 404 Oxford — Maintenance-Free Living in a Prime Location This spacious villa offers the easy, low-maintenance lifestyle you've been looking for — with exterior upkeep, roof, and lawn care all handled for you. A brand new roof has just been installed, and recent updates to the HVAC, hot water heater, and electrical panel mean the big-ticket items are already taken care of. Inside, you'll find a smart split floor plan with two additional flex rooms, perfect for a home office, library, or exercise space. There's no carpet throughout, an interior laundry room conveniently located just off the kitchen, and abundant closet space. The garage offers plenty of room for storage. Solid block construction adds lasting peace of mind. Step outside to quiet, walkable residential streets and frequent visits from local wildlife, all just adjacent to Oscar Scherer State Park. Ideally situated between Sarasota and Venice, you're only 10 minutes from Nokomis Beach and the Jetty, and 5 minutes from Publix, shops, and restaurants. This is not a 55+ community — a great fit for buyers of any age looking for comfort, convenience, and natural beauty right outside the door.

404 Oxford Drive Unit 404, Nokomis

2251 Jessie Harbor Drive Unit 2101, Osprey

$310,000

2 Beds ⋅ 2 Baths ⋅ Blackburn Harbor Waterfront Villas SubDv. ⋅ 34229 Zip Code

INCREDIBLE VIEWS!....INCREDIBLE LOCATION!...You Will be Wowed by the LONG WATER & SUNSET VIEWS in this Bright and Spacious (2) Bedroom (2) Bath Corner Unit with PRIVATE GARAGE located in Blackburn Harbor Waterfront Villas, a PET FRIENDLY Gated 11 acre Waterfront Resort-Style Community with: HeatedPool; Fitness Center; Kayak Storage & Launch; BBQ Gazebo; Dog Park; Walking Trails; Pickleball/Tennis and****BOAT SLIPS****for easy "no bridges" access to Intracoastal & Gulf......Abundance of Storage; Ideal Split Bedroom Floor Plan; TILE THROUGHOUT & Expansive Screened Lanai---providing the Ultimate Indoor/Outdoor Living and PERFECT for Morning Coffees, Enjoying Your Favorite Podcast and of course, SUNSET COCKTAILS!....Blackburn Harbor is Conveniently Located to EVERYTHING: Shopping; Dining; Recreation; the New Sarasota Memorial Hospital; Legacy Bike Trail and just minutes to MULTIPLE BEACHES, including TOP RATED SIESTA KEY!....Ideal as Year-Round; Vacation or Investment Property!

2251 Jessie Harbor Drive Unit 2101, Osprey

2309 Jessie Harbor Drive Unit 2402, Osprey

$480,000

3 Beds ⋅ 3 Baths ⋅ Blackburn Harbor Waterfront Villas SubDv. ⋅ 34229 Zip Code

Your screened lanai comes with a front-row seat to the sunset. This second-floor, 3-bedroom, 2.5-bath condo in Blackburn Harbor Waterfront Villas overlooks the canal, boat docks, and green space. Vaulted ceilings in the living, dining, primary suite, and kitchen areas, two sets of sliding glass doors opening to the screened lanai, and side windows keep the 2,006 square feet bright from morning to evening. Canal views carry from the main living and dining areas and into the primary suite, which offers a private lanai slider, dual closets, and an ensuite bath with dual sinks, a jetted garden tub, and a walk-in shower. A spacious second bedroom with its own ensuite bath and walk-in closet gives guests real privacy, and the third bedroom, with French doors, adapts easily as a home office or flex space. Solid wood cabinetry and granite countertops carry through the kitchen and ensuite baths, with newer stainless steel appliances completing the kitchen. The A/C (2016) and water heater (2021) add welcome peace of mind. Two pets are welcome, with a maximum of 30 pounds per pet. This well-maintained, gated, 11-acre waterfront community offers a heated pool, tennis and pickleball courts, BBQ gazebo, kayak storage and launch, and a boat dock rental program (subject to availability), with easy access to the Intracoastal Waterway and the Gulf of Mexico just beyond. Centrally located between Sarasota and Venice, you are minutes from Nokomis Beach, the Legacy Trail, downtown Venice, Oscar Scherer State Park, Sarasota Memorial Hospital Venice Campus, and the dining and shopping along US-41, with I-75 and the 681 connector minutes away as well. The Blackburn Harbor Waterfront Villas HOA fee is $980/month. A rare opportunity to live, entertain, and boat from the same address. Schedule your private showing today.

2309 Jessie Harbor Drive Unit 2402, Osprey

$2,910,000

3 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by the breathtaking bay views through a plethora of windows and sliding glass doors that flood the space with natural light. The open, main level is designed for both comfort and style, with vaulted ceilings, unobstructed water views from every room and hardwood floors. The kitchen is uniquely designed, featuring an extended breakfast bar, high end designer cabinets and stainless steel appliances. The great room, with wet bar, has views so perfect, they almost feel like artwork. The new clear view lanai screens provide a gorgeous tropical back drop to the pool and spa. Host friends and loved ones, using the outdoor kitchen and setting area for a fun-filled dinner, and watch the sun set, painting the sky with a golden glow. The first floor master suite consists of a spacious bedroom, a spa-like bathroom, and a separate area utilized as a private study. Upstairs you will find two additional en suite bedrooms. One opens to the new deck, has views over the Dryman Bay out to Casey Key, and is large enough to use as a second master suite. While the views and location of this home are drop-dead gorgeous, practical features also abound. This home has impact windows and doors, a brand new washer and dryer, and recently replaced roof, AC and tankless hot water heater. Southbay Yacht and Racquet Club has a seven-acre deep-water marina accommodating boats up to 55 feet with slips available to homeowners. It has an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball and kayak storage. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events.

321 Lookout Point Drive, Osprey

$750,000

4 Beds ⋅ 4 Baths ⋅ North Creek Estates SubDv. ⋅ 34229 Zip Code

BEACH LOVERS & ADVENTUROUS NATURE LOVERS — YOUR FLORIDA DREAM HOME AWAITS! This STUNNING 4-BR/3.5 BATH POOL HOME offers an OPEN CONCEPT, SPLIT FLOOR PLAN designed for comfortable living and effortless entertaining. The luxurious Primary Suite is your private retreat, featuring Dual Walk-In Closets, 2 separate vanities, 2 private toilet closets, and a relaxing garden tub. The heart of the home is the OVERSIZED KITCHEN with a Breakfast Bar, Island, Under Cabinet Lighting, Dinette, Walk-In Pantry, SS Appliances, and a GAS STOVE—all overlooking the spacious Great Room. Enjoy additional living space with a Formal Dining Room AND Separate Living Room, both offering SGD that open to your Outdoor your Private Tropical Oasis with Pool Bath Access, complete with a resurfaced SALTWATER POOL, Expansive Paver Lanai, and plenty of room for Entertaining. Best of all, the backyard offers direct access to Little Sarasota Bay via North Creek, making it perfect for Kayaking, Paddle Boarding and Fishing. Recent updates include: * NEW Roof (2026) * Two A/C Systems (2020 & 2023) * Pool Resurfaced (2023) * Lanai Rescreened (2018) * Paver Patio (2019) * Water Heater (2021) * Tile flooring throughout—NO carpet! Ideally located just 15 minutes from world-famous Siesta Key Beach, and close to the Legacy Trail, A-rated Sarasota County Schools, Shopping, Dining, and Entertainment. NO CDD, LOW HOA This home truly offers the best of Florida living—whether you’re relaxing poolside, launching your kayak from your backyard, or spending the day at the beach, THE ONLY THING MISSING IS NEW HOMEOWNERS! Call today to schedule your private showing.The beach is calling… Have you?

919 Tranquility Circle, Osprey

$645,000

3 Beds ⋅ 2 Baths ⋅ Rivendell The Woodlands SubDv. ⋅ 34229 Zip Code

There’s a quiet kind of beauty in a home that just feels right the moment you walk in, where the light pours through the windows, the spaces flow effortlessly, and every detail invites you to slow down and stay awhile. Welcome to this thoughtfully designed 3-bedroom + den, 2-bath retreat tucked inside the beloved Woodlands at Rivendell. The kind of neighborhood where tree-lined streets and timeless charm set the tone for everyday living. Step inside and you’re greeted by an airy, open layout that feels both spacious and warm. The main living spaces are grounded by rich, hand-scraped engineered hardwood floors, while large sliding doors disappear into the walls, blurring the line between indoors and out in the most beautiful way. Out back, the home truly comes to life. The gas-heated, saltwater pool and spa, with its soft, cascading glass waterfall, creates a peaceful backdrop for everything from slow mornings to lively evenings with friends. The lanai has been freshly painted, giving the entire outdoor space a clean, refreshed feel that’s ready to be enjoyed year-round. The kitchen sits at the heart of the home, open, inviting, and designed for gathering. With an induction cooktop, stainless steel appliances, generous cabinetry, and a walk-in pantry, it’s as functional as it is welcoming. Tucked just off the main living area, the den offers a quiet place to work, read, or simply unwind, made even better by its natural light and calming views of the pool and pond. The split floor plan creates a sense of privacy, with two guest bedrooms positioned toward the front of the home and the primary suite set apart as its own retreat. Here, you’ll find two walk-in closets, soft natural light, and sliding doors that lead directly to the pool. The ensuite bath feels like a spa escape, complete with a soaking tub, walk-in shower, dual vanities, and a private water closet. And it’s not just beautiful, it’s been thoughtfully updated. In 2024, the home was refreshed with new interior paint, lanai floor paint, a portable generator, and new washer, dryer, and refrigerator. In 2025, a new HVAC air handler was installed, and in 2026, brand-new carpet was added to the bedrooms. Plantation shutters throughout add a timeless finishing touch, while every update has been made with care to ensure comfort and ease for years to come. Beyond the home, the location brings together the very best of Florida living, just minutes from Nokomis Beach, Siesta Key, downtown Sarasota, and Venice. With easy access to I-75 and US-41, and nestled alongside Oscar Scherer State Park and Pine View School, Rivendell offers both convenience and a sense of peaceful retreat. This is the kind of home that doesn’t just check the boxes, it tells a story. One of light, warmth, and living well every single day. Home is being offered partially furnished.

730 Fordingbridge Way, Osprey

$305,000

3 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code

Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. The popular Ibis floor plan features an open-concept kitchen, dining, and great room with 42" upper cabinets, granite countertops, a custom tile backsplash, and stainless-steel appliances. The designer-level, fully customized laundry room includes soft-close custom cabinets, a laundry sink, a custom backsplash, and a stacking washer and dryer, providing exceptional storage and functionality. The primary suite offers a water view, a barn-door entry to the bath, a custom frameless glass shower enclosure with stone flooring, a linen closet, custom closet organizers, and a designer ceiling fan with light. Bedroom two also features custom closet organizers, while bedrooms two and three include custom ceiling fans. Ceiling fans are additionally installed in the great room and the lanai for enhanced comfort. Plantation shutters are installed in the entry foyer, primary bedroom, bedrooms 2 and 3, and the family room, adding style, privacy, and a cohesive look throughout the home. Additional upgrades include upgraded carpet on the stairs and in the primary bedroom, keyless front-door entry, keyless man-door entry, and an exterior garage door keypad. Quality construction provides peace of mind with hurricane-impact windows and doors, concrete block construction, a tile roof, and a paver driveway. The monthly condo fee covers water, sewer, exterior maintenance, landscaping, gated entry, a heated resort-style pool, cabana, fitness center, and clubhouse. No CDD fees. Ideally located near Nokomis Beach, Casey Key, Siesta Key, the Legacy Trail, Oscar Scherer Park, Sarasota and Venice shopping and dining, and A-rated Pine View School. Maintenance-free Florida living at its best.

173 Navigation Circle Unit 107, Osprey

$540,000

4 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

Welcome home to this beautifully maintained 3-bedroom + den, 2-bath pool home nestled on a desirable corner lot, in a cul-de-sac, in Osprey. This home has been impeccably maintained and is an unbeatable location, this is the effortless Florida lifestyle you've been searching for. Peace of mind comes standard here. The roof is less than 7 years old, the AC was replaced just 2½ years ago, and the hot water heater is under 3 years old... meaning the big-ticket items are already handled, so you can simply move in and enjoy. You will find vinyl plank flooring, tile and carpet throughout. The care and attention put into this home shows in every corner. This home offers space to rest, work, entertain and relax...The flexible den offers the perfect home office, creative studio, 4th bedroom or guest retreat, whatever your lifestyle calls for? along with two spacious bathrooms. Then, step outside to your private screened pool, where the corner lot provides extra breathing room, privacy, and that open, airy feel that's so rare to find. Positioned in the heart of Osprey, this home is only minutes from the beloved Legacy Trail? which is ideal for cycling, jogging, and morning walks through some of Florida's most scenic natural surroundings. Nature lovers will also enjoy the proximity to Oscar Scherer State Park, offering kayaking, wildlife watching, and over 15 miles of trails. And when the beach calls, it's answered quickly. Nokomis Beach is just a short drive away for a casual sunset stroll, while the world-famous Siesta Key Beach, home to some of the whitest, finest sand on the planet, is within easy reach for those perfect beach excursions. 523 Oak Bay Drive checks every box: updated systems, private pool, flexible living space, and access to the very best of Florida's Gulf Coast. People also love the access to top-rated schools, including the nationally acclaimed Pine View School and Laurel Nokomis Elementary, making this the complete package for anyone looking to plant roots in one of Sarasota County's most sought-after communities. Homes like this don't last long. Schedule your private showing today.

523 Oak Bay Drive, Osprey

$1,595,000

4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

75 Osprey Point Drive, Osprey

$695,000

Oaks The SubDv. ⋅ 34229 Zip Code

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural beauty and impressive estate homes. The Oaks Bayside is treasured for its peaceful, Old Florida character, with a neighborhood setting along Little Sarasota Bay and beautifully landscaped streets that reflect the elegance and privacy of this exclusive community. Design your dream home in a tranquil environment while enjoying access to the exceptional lifestyle The Oaks is known for. Club amenities include three restaurants, a ballroom, two 18-hole championship golf courses, award-winning racquet programs with 12 Har-Tru hydro-grid tennis courts, four pickleball courts, official croquet green, state-of-the-art fitness center, Junior Olympic heated community pool, bocce, basketball court and playground. The Oaks has earned recognition as a Platinum Club of America, Emerald Club of the World, Distinguished Club of the World and one of America’s Healthiest Clubs. Ideally near nationally ranked Pine View School, the Legacy Trail, world-famous Siesta Key, shopping, dining, cultural venues, entertainment and Gulf Coast beaches, this exceptional homesite offers a rare opportunity to enjoy privacy, prestige and the full country club lifestyle in one of Sarasota’s premier gated communities.

216 Osprey Point Drive, Osprey

$239,900

2 Beds ⋅ 2 Baths ⋅ Sorrento Park SubDv. ⋅ 34275 Zip Code

One or more photo(s) has been virtually staged. Welcome to endless sunshine, nature & Nokomis Beach, a coastal jewel in the middle of Sarasota County. This spacious second-floor corner-unit condominium offers a wonderful sense of openness with generous room sizes, split bedrooms, abundant windows throughout & excellent Outdoor Living space with two covered & screened lanais. The large 24’ x 18ft wide’ great room offers far more width & flexibility than a typical condominium floor plan. Sliding glass doors open directly to the expansive rear covered & screened lanai spanning 26 feet with amazing views of the Oscar Scherer State Park Preserve. The front covered & screened lanai is approximately 12’ x 12’ & includes a private laundry room. Both lanais have plenty of room for seating & dining areas! The primary suite includes its own private bathroom & a large walk-in closet. Both bedrooms enjoy views toward the pool area, adding to the light, cheerful, resort-style atmosphere. The kitchen offers newer appliances & a cozy breakfast nook, making this condominium equally suited for full-time living, seasonal use, or a Florida retreat. Low, affordable condo fees add to the appeal, with exterior maintenance & building/master insurance included through the association. The location is outstanding — right in Nokomis, where you can enjoy nearby shopping, grocery stores, pharmacy, dining, boutiques, Ace Hardware, & everyday conveniences. You are also super close to both bridges leading to renowned Casey Key, where waterfront dining, tiki bars, live music with dancing, boating, beaches, & the best of the coastal lifestyle await. The historic Island of Venice is just minutes away & offers something for everyone, including the popular weekly Farmers Market, art shows, boutique shopping, outdoor dining, live music, community events, & the charming walkable atmosphere that has made Venice one of Florida's most beloved coastal towns. The impressive Sarasota Memorial Hospital campus is close by, I-75 is convenient with no red light to the interstate via the expressway, & the location is well positioned for easy access to Sarasota, Tampa, Punta Gorda, & all area airports. Come live on vacation in this terrifically vibrant community & enjoy the lifestyle!

211 Rubens Drive Unit E, Nokomis

$289,000

2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code

Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the unit and offers a private interior stairway leading to your second-floor residence. Open-concept living and dining area are perfect for entertaining beautiful kitchen with center island, walk-in pantry and stainless steel appliances. The primary suite offers a walk-in closet and an ensuite bathroom with dual sinks, a makeup vanity, and a walk-in shower. Bay Street Village provides resort-style amenities, including a sparkling pool and a fitness center, along with plenty of guest parking. The community is dog-friendly, with a fantastic dog park just a short walk outside the gate. Outdoor enthusiasts will appreciate the easy access to the Legacy Trail right on Bay Street. Pine View School for the Gifted (grades 2-12) is conveniently located on the next street. Bay Street offers easy access to Nokomis Beach and the world-famous Siesta Key Beach. Close to shopping and restaurants.

4296 Expedition Way Unit 104, Osprey

$533,000

4 Beds ⋅ 3 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

Situated in the highly sought-after community of Palms at Casey Key, this beautifully maintained 2017-built home offers the perfect blend of comfort, style, and location. With low HOA fees and no CDD fees, this property delivers exceptional value in one of Osprey’s most desirable areas. From the moment you arrive, the paver driveway and lush tropical landscaping create a warm and welcoming first impression. Inside, the home opens to a bright and airy great room where tray ceilings and expansive triple-panel sliding glass doors allow natural light to pour in, creating an effortless connection between indoor and outdoor living. Designed with both everyday living and entertaining in mind, the kitchen serves as the heart of the home with a large center island offering ample seating, white cabinetry, stainless steel appliances, and a spacious corner pantry for additional storage. The thoughtfully designed split-bedroom floor plan offers privacy and comfort, while the owner’s suite feels like a relaxing retreat with tray ceilings, a large walk-in closet, dual vanities, and a walk-in glass shower. Step outside to your private patio overlooking the in-ground spa — the perfect place to unwind after a beach day, enjoy a quiet evening under the stars, or cool off during warm Florida afternoons. Location is everything, and this home truly delivers. Ideally situated just minutes from nationally ranked Pine View School, less than a mile from the Casey Key boat launch and waterfront tiki bar, and only about 15 minutes to both Nokomis Beach and Siesta Key Beach, you’ll enjoy easy access to some of the area’s best boating, dining, shopping, golf, parks, and coastal lifestyle amenities. Whether you're looking for a full-time residence or the perfect Florida retreat, this home offers the lifestyle so many buyers are searching for.

4424 Conchfish Lane, Osprey

$568,000

2 Beds ⋅ 2 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code

TALON PRESERVE'S MOST AFFORDABLE LAKEFRONT POOL HOME - BETTER VALUE THAN CURRENT BUILDER PRICES! Secure your spot in this highly-desirable, resort-style community! This exquisite 2024-built home is the only Contour Model with a private pool currently available on the market. Designed for both comfort and elegance, this 2-bedroom, 2-bathroom residence with a separate office and an extended 2-car garage showcases top-tier upgrades and a pristine lake view. Step inside to discover a beautifully designed open-concept floor plan with porcelain tile flooring, high-impact windows, and LED recessed lighting throughout. The gourmet kitchen is a chef’s dream, featuring high-end appliances, natural-gas stove, quartz countertops, soft-close cabinetry, and a spacious island with seating, perfect for casual dining and entertaining. Custom window treatments add a polished touch to the thoughtfully designed interiors. The outdoor space is truly a showstopper. Relax and entertain in your screened-in lanai, complete with a covered outdoor dining area, a full outdoor kitchen, and a heated saltwater pool with a tranquil waterfall feature. Whether you’re enjoying morning coffee by the pool or hosting family and friends at sunset, this private backyard oasis is designed for year-round enjoyment. Located in Talon Preserve, a premier gated community in Nokomis, FL, residents enjoy resort-style amenities, including a clubhouse, fitness center, heated community pool and spa, restaurant & bar, pickleball, tennis, and bocce ball courts, walking trails, and direct access to Legacy Trail. Just minutes from Siesta Key Beach, downtown Sarasota, and top-rated golf courses, this home offers luxury living in a prime location. Don’t miss the opportunity to own this exceptional property!

6260 Fish Eagle Court, Nokomis

$745,000

3 Beds ⋅ 2 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code

Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity. The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant quartz countertops. Sun-filled living spaces are enhanced by large windows with partial views of Little Sarasota Bay, creating a calm and inviting atmosphere. Well-appointed bedrooms and beautifully finished bathrooms provide comfort and style throughout, with high-end details and a seamless, modern layout. Set in the desirable Edgewater community, this home combines upscale living with easy access to scenic waterways and green spaces—offering the perfect balance of luxury and relaxation.

280 Hidden Bay Drive Unit 302, Osprey

$3,995,000

5 Beds ⋅ 4 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code

Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with high-end designer finishes and luxurious modern upgrades throughout. From the moment you arrive, the home makes a striking impression with its expansive front porch, lush new landscaping, updated driveway and beautiful natural surroundings. Inside, every space has been thoughtfully transformed with premium materials, stylish finishes, and exceptional attention to detail. The result is a home that feels luxurious and inviting with a chic contemporary style rarely found. Featuring five bedrooms and 3.5 baths, the expansive floor plan is designed for both elegant entertaining and comfortable everyday living. Upon entering, stunning views of South Creek immediately draw your attention through the open living spaces and out toward the resort-style outdoor setting. The completely redesigned gourmet kitchen is the centerpiece of the home, showcasing KitchenAid® professional appliances, custom cabinetry, designer lighting, and luxurious finishes throughout. The spacious family room with a built-in electric fireplace flows seamlessly from the kitchen, while the formal dining room, butler’s galley and large walk-in pantry create the perfect setting for upscale gatherings and entertaining. Additional bonus spaces include a large media/game room with flexibility for a home theater, fitness space, billiards room or lounge area. Throughout the home, every detail has been elevated, including new flooring, custom wall accents, designer paint selections, premium fixtures, sophisticated lighting and beautifully renovated baths and living spaces. Anderson windows further enhance the quality and craftsmanship found throughout the residence. Upstairs, two oversized guest bedrooms feature walk-in closets connected by a Jack-and-Jill bath, while built-in desk spaces create ideal work-from-home or study area flexibility. Outdoor living is equally spectacular and has been totally reimagined. The new covered and screened lanai with outdoor kitchen overlooks the newly enhanced pool and spa area featuring a brand-new picture-frame pool cage and elegant paver deck. Beyond the pool, a dock extends toward the peaceful waters of South Creek, where panoramic natural views and complete privacy create a truly breathtaking setting. The dock and creek can accommodate a boat up to approximately 24 feet with direct access to the Intracoastal Waterway and beyond, offering an exceptional opportunity to enjoy boating, waterfront dining, and the waterfront lifestyle directly from your backyard. Completing the property is an oversized three-car garage with abundant space for vehicles and recreational storage along with an additional shed for tools and equipment. A one-year home warranty is included. The home features 69 solar panels that provide electrical service to the entire home and heated saltwater pool. This system is not financed. Private, stylish, luxurious and surrounded by nature, this exceptional waterfront estate offers a rare opportunity to own a fully transformed retreat in one of Nokomis’ scenic and secluded locations.

4678 Silent Creek Way, Nokomis

$410,000

2 Beds ⋅ 2 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code

Welcome to the peaceful charm of Sorrento East, one of Nokomis’ most established and desirable communities. Tucked away on a quiet street with very little traffic, this inviting two-bedroom, two-bath pool home offers privacy, flexibility and exceptional value in an ideal central location. Recent updates include a newer air-conditioning system, a new roof, a new solar pool heater and brand-new cage screening, offering important improvements already in place. Surrounded by mature landscaping and featuring a beautifully maintained lawn with irrigation, the property creates an immediate sense of tranquility and pride of ownership. Inside, the spacious open floor plan offers multiple layout possibilities with a large living room and a separate family room, ideal for entertaining, working from home or easily creating a third bedroom if desired. The expansive covered lanai and screened pool area provide the ultimate Florida lifestyle setting with generous outdoor living space ideal for relaxing year-round. This home also presents an outstanding opportunity for buyers seeking affordability and long-term potential. With optional HOA fees of only $150 per year, Sorrento East remains one of the area’s most attractive values. Well-priced and full of possibilities, this property is ideal for someone looking to personalize a home, invest wisely or transform it into a truly beautiful Florida retreat. Located just east of U.S. 41, residents enjoy proximity to Nokomis Beach, Casey Key, Oscar Scherer State Park, golf courses, dining, shopping, Venice and Sarasota, all while enjoying the quiet atmosphere and natural beauty that make Sorrento East so special.

450 Rubens Drive E, Nokomis

$300,000

2 Beds ⋅ 2 Baths ⋅ Ogburns T B Add To Town Of Osprey SubDv. ⋅ 34229 Zip Code

Take advantage of a RARE OPPORTUNITY in real estate with the current owners ASSUMABLE MORTGAGE at 2.75%! Step out your french doors and wake up to the songs of birds, as you sip coffee in your lanai. The day ahead is whatever you want! What"s your pleasure? Beach? Siesta Key (#1 in US multiple times) is minutes away. Nature Hiking? Oscar Scherer State Park is even closer to your front door. The same goes for Restaurants, Shopping, Golfing and even Tiki Bars. Or maybe a day in Sarasota, at the Ringling Museum, Mote Marine Laboratory, or Jungle Gardens. And that night you can catch a show at the Van Wezel, Asolo Reperatory, or Florida Studio Theater. Afterwards return home to the charm of your bungalow in the sun. Beautiful rosewood floors sparkle to welcome you as you head to a stainless steel decked kitchen for a snack to bring into the open living/dining room and once again visit the french doors. NEWER A/C 2018. NEW LONG LASTING METAL ROOF AND NEW BEAUTIFUL GARAGE DOOR (2025). This home is surrounded by everything you could ever want at an AMAZING Price!

222 Glenwood Avenue, Osprey

$275,000

1 Beds ⋅ 1 Baths ⋅ Windsor Lodge At The Oaks SubDv. ⋅ 34229 Zip Code

Situated in Windsor Lodge in The Oaks Clubside, this updated second floor condo has a kitchenette with quartz countertops, a modern bath, a bonus space set up as a small office area and in-unit laundry. An end unit, it has more windows than the typical interior location, filling the interior with wonderful natural light and offering sweeping views of Eagle #18 and lake. This immaculate condo is perfect for hosting out of town visitors, or for you to use as a weekend get-a-way. And, when you are not using it, the flexible rental policy allows you to easily lease the unit. Offered turnkey furnished and with the convenience of the Windsor Lodge pool and clubhouse just steps away, there is no better way to experience The Oaks with little effort and a lot of comfortable, maintenance-free enjoyment.

51 Macewen Drive Unit 12, Osprey

$350,000

3 Beds ⋅ 3 Baths ⋅ Vinterra Townhomes SubDv. ⋅ 34275 Zip Code

three-bedroom, 2.5-bath townhome offers scenic lake views from the open lanai and includes a garage plus two parking spaces in the driveway. The layout features three bedrooms and a laundry room upstairs, including a spacious master bedroom with en suite bathroom. The downstairs area boasts an open floor plan with a beautiful kitchen and all-new appliances. The property is situated in a wonderful community featuring a pool, hiking trails, and close proximity to the Legacy Trail.

15125 Cuzcorro Court, Nokomis

$499,999

3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

Virtually Staged. MOTIVATED SELLER- SPACIOUS 2,000+ SQ FT HOME, UPDATED BEDROOM FLOORING, PRIVATE BACKYARD, COVERED LANAI & 2-CAR GARAGE in The Palms of Casey Key, offering a comfortable layout designed for both everyday living and entertaining. The inviting interior features UPDATED FLOORING THROUGHOUT THE BEDROOMS & CLOSETS with durable tile in the main living areas for easy maintenance. A spacious great room provides plenty of room to gather, while the private primary suite is tucked away at the rear and features DUAL SINKS, SOAKING TUB, WALK-IN SHOWER & GENEROUS CLOSET SPACE. Step outside to the COVERED LANAI & PRIVATE BACKYARD, perfect for enjoying your morning coffee or hosting friends and family. Additional highlights include a 2-CAR GARAGE and a well-maintained community with HOA oversight and nearby amenities. Located JUST STEPS FROM PINE VIEW SCHOOL with easy access to US-41 and I-75, this home puts TOP-RATED SCHOOLS, BEACHES, MARINAS, DINING & SHOPPING within minutes.

4429 Conchfish Lane, Osprey

$2,470,000

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

449 Webbs Cove, Osprey

$285,000

1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area is complemented by a full bathroom with a walk-in shower. It has a beautiful foyer, luxury laminate flooring, and is clean and well-maintained. From your window, you can enjoy lovely views out over the pool, across to the lake. This is an incredible opportunity to own your personal sanctuary, perfect for weekend golfers, vacationing guests or weekend get-a-ways. And you will appreciate the flexible rental policy. Windsor Lodge Residents have their own private swimming pool and club house. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options.

51 Mac Ewen Drive Unit 14, Osprey

$235,000

1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental. Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly blends the living and sleeping areas. The updated kitchenette features dishwasher, oven, stove, fridge, freezer, microwave, quartz countertops, complemented by a dining nook and a convenient workspace. The modern bathroom includes a huge walk-in shower. Take in peaceful water views and picturesque scenes of the 18th fairway on the Eagle Course right from your patio. Residents of Windsor Lodge enjoy exclusive access to their own private pool. Short-term rentals are permitted, offering flexibility and excellent investment potential. Membership to The Oaks Club, a private, member-owned community renowned for its exceptional lifestyle amenities, is mandatory. Enjoy two championship golf courses, twelve tennis- and four pickleball courts, croquet lawns, pool and a state-of-the-art fitness and WellFit center. The expansive clubhouse features three dining venues, banquet facilities, and a vibrant social calendar. Perfectly positioned just 15 minutes from Siesta Key Beach, this property combines luxury living with unbeatable convenience in one of Sarasota’s premier locations.

51 Macewen Drive Unit 5, Osprey

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