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156 Bishopscourt Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home features a Sonos surround sound throughout. The backyard, overlooking the preserve, is a quiet sanctuary, where you can enjoy the open air, freeform pool with spa in complete privacy. The whole-house stereo system goes out to the enclosed back patio, making a lovely place to sit and enjoy a peaceful, rare rainy afternoon with a good book and a cuppa. There is an additional 732 square feet of outdoor deck space off the second floor and rooftop. Recent renovations in 2023 include two main bathrooms with high-end decorator tile, premium glass enclosures, and premium plumbing fixtures, including an elegant standalone bathtub. The powder room has also been completely renovated. The kitchen boasts new ceramic tile floors, backsplashes, an induction cooktop, an LG smart refrigerator, a farmhouse sink, and a garburetor. The laundry room features new ceramic tile floors, a washer and dryer, extensive shiplap walls, and a sliding hanging barn door to the pantry. The second-floor bathroom has new tub fixtures, shiplap walls, and a decorator granite sink area. Additional updates include crown moldings throughout the ground floor, new ceiling fans in all bedrooms and the den/office, with a decorator oversized 52-inch windmill fan in the main bedroom. The home also has new LED ceiling can lights, new plantation shutters in the front hall/foyer, and new Levolor blinds in the kitchen and laundry room. The pool area has been upgraded with a new heat pump pool heater, a new filtration system, and a new pool pump and motor. The lanai has new aluminum framing and screening with a screen door, installed in 2025. The second floor has a new flat roof by Curry Roofing with a warranty. The landscape has been renewed with new trees, bushes, sod, and flower plantings worth $20,000, completed in 2022. Premium decorator light fixtures have been added to the dining room, kitchen, and foyer. The entire house exterior was painted in August 2025, and a new second-floor deck was also completed in August 2025. The pristine condition of the lovely home, combined with the quiet, private setting on double lot at the end of a cul-de-sac, makes it the perfect Florida retreat for you and your loved ones. Situated in the enclave of Bishopscourt, a maintenance-free neighborhood behind the gates of The Oaks Preserve, lawn and landscape maintenance, as well as irrigation, are included in the homeowner’s association fees. You will delight in this graceful, inviting home. Membership in The Oaks, Sarasota’s finest golf and country club, is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club. There is currently no waiting list for either Golf or Sports/Social membership.

156 Bishopscourt Road, Osprey

758 Sarabay Road Unit 5, Osprey
$598,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked along the shores of Little Sarasota Bay, this intimate waterfront community consists of just 25 single-story villas situated on approximately 10 acres across from the northern end of Casey Key. Surrounded by natural beauty and offering a quiet, private setting, Heron Bay Club captures the charm of Old Florida without sacrificing convenience. The villa enjoys beautiful views of the bay, along with the community pond and its decorative fountain, creating a picturesque backdrop. Interior improvements include updated electrical outlets and switches, a tankless water heater, newer appliances, and an A/C system replaced in 2021. A private courtyard offers additional outdoor living space, while the attached two-car garage is a particularly desirable feature not found in every residence within the community. The spacious attic with high ceilings provides even more storage, a welcome bonus in condominium living. For those who enjoy spending time on the water, Heron Bay Club has plenty to offer. Residents enjoy a heated swimming pool, tennis courts, and a fishing pier. Boating enthusiasts will especially appreciate the availability of boat dockage at no additional fee, providing convenient access to the Intracoastal Waterway and Gulf. Whether boating, fishing, or simply watching the dolphins, manatees, and coastal birds that frequent the area, the waterfront lifestyle is an everyday part of life here. The community's western exposure also provides a beautiful setting to enjoy sunsets over Little Sarasota Bay. Another standout feature of Heron Bay Club is just how much is included in the association fee. In addition to maintaining the beautifully landscaped grounds and community amenities, the fee covers water, high-speed internet, cable television, pest control, building flood insurance, exterior building maintenance and painting, roof maintenance and repairs, trash collection, and more. With so many services and expenses already included, residents can enjoy the benefits of a low-maintenance lifestyle with fewer individual bills and responsibilities. Unlike traditional multistory condominium buildings, Heron Bay Club's single-story villas offer the privacy and convenience of having no elevators or neighbors overhead. The community's small size and private courtyards create a more residential feel than what is typically found in larger waterfront condominium developments. Despite its peaceful setting, Heron Bay Club is conveniently located near beautiful Gulf beaches, shopping, restaurants, and the arts and cultural attractions of Sarasota. With its combination of water views, boating access, extensive association benefits, and intimate community atmosphere, this home offers a distinctive opportunity to enjoy Florida's Gulf Coast lifestyle.

758 Sarabay Road Unit 5, Osprey

1568 Vermeer Drive, Nokomis
$549,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code
SORRENTO WOODS UPDATED HOME WAITING FOR YOU! This beautifully updated home combines stylish renovations, valuable improvements, and an exceptional Florida lifestyle. The renovated kitchen features granite countertops, custom finishes, and new appliances, while updated bathrooms showcase custom tile and oversized tubs. Hand-scraped bamboo flooring and plank tile flow throughout (2020–2021), complemented by double-pane windows and a spacious vaulted Florida room with dimmable lighting (2022). Major updates include a new electrical system (2020), HVAC (2020), a re-piped home, and a roof installed in 2011. Enjoy added water quality features with a whole-home water softener and kitchen reverse osmosis system (2025). Enjoy your private backyard retreat with a saltwater pool and solar heating (2022), renovated pool deck and front porch (2024), and pool cage with no-see-um screening (2023). Additional improvements include upgraded gutters (2024) and a professionally leveled concrete driveway (2025), both with warranties. The generous 0.344-acre lot extends well beyond the row of trees at the rear, offering additional space and privacy. Sorrento Woods offers an outstanding community lifestyle with a private boat ramp and day dock, playground, bocce court, pavilion, and ponds perfect for fishing. Enjoy a welcoming neighborhood filled with food trucks, a community-wide Christmas Eve luminary display, garage sales, Halloween festivities, and so much more! LOCATION, LOCATION, LOCATION! Just minutes from Sarasota Memorial Hospital, Nokomis Beach, the Legacy Trail, numerous grocery stores, and convenient I-75 access, close to A rated schools: Laurel Nokomis about a mile and Pineview is just a short drive! This home offers the perfect blend of comfort, recreation, community, and convenience. Discover the best of Florida living in Sorrento Woods!

1568 Vermeer Drive, Nokomis

403 Longbow Trail, Osprey
$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

871 Macewen Drive, Osprey
$3,190,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separate guesthouse occupy more than half an acre framed by mature trees, with southern exposure, expansive greenspace to the east and no golf cart path bordering the property's side of the course. The setting feels remarkably private and spacious, with beautiful views from virtually every room. Timeless Southern character meets thoughtful updates, including a new tile roof, new hurricane-rated windows and skylights, freshly painted interiors and exterior, refinished wood floors, new upstairs flooring and updated lighting inside and out. Designer wallpaper and a new powder room vanity add fresh style, while the generous covered front porch offers an inviting place for morning coffee and relaxed gatherings. The kitchen features white cabinetry, quartz countertops, a waterfall-edge peninsula and a walk-in pantry. An oversized Viking six-burner gas range with a griddle, a Thermador refrigerator, a EuroCave wine cooler, a built-in Miele coffee maker and reverse osmosis system complement the space. Formal dining, a living room with a fireplace and a light-filled family room create inviting settings for entertaining and everyday living. The main-level primary suite overlooks the pool and grounds, spacious custom-organized closet, dual vanities, soaking tub and separate shower. A study and an exceptionally large laundry room with abundant storage complete the first floor. Upstairs, three bedrooms each feature an en suite bath and walk-in closet. A hidden playroom with skylights offers a magical retreat for imagination and creativity, with its area additional to the stated living square footage. With a full kitchen and bath, the separate guesthouse provides flexible accommodations for visitors, extended family or an au pair. Together, the main home and guesthouse frame an inviting outdoor retreat with an open-air pool and spa, palms and expansive golf course views. Generous entertaining areas, a fenced yard and a screened patio with a fireplace offer spaces to gather or unwind throughout the seasons. The home also includes a recently installed whole-house Generac generator with a 200-gallon buried propane tank. The Oaks lifestyle includes golf, tennis, pickleball, fitness and multiple dining venues, complemented by social gatherings and holiday traditions. Enjoy a casual meal at the Overlook or an evening celebration at the club, with the Legacy Trail, Pine View School and the beaches of Siesta Key and Casey Key nearby. Located in Flood Zone X with no reported history of flooding, this residence brings together architectural charm, substantial recent improvements and an exceptional golf course setting.

871 Macewen Drive, Osprey

455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida — nothing compares. A charming entry to the home leads to the inviting great room with soaring ceilings and a wood-burning fireplace. The first level features a private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with an above-ground hot tub. With two bedrooms on the first level, one a generously sized primary with an en-suite bath, and two on the second, there is abundant space for everyone. Upper-level area for a den and a space for home fitness and an oversized closet. The chef's kitchen has solid wood cabinetry; topped in granite, there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, the second-level 8-by-18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby are Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is a short distance to Bayfront Park, tiki bar and two waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished, excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey

39 Crown Point Drive, Nokomis
$128,500
1 Beds ⋅ 1 Baths ⋅ Kings Gate Club SubDv. ⋅ 34275 Zip Code
LOCATION, LIFESTYLE & LAND OWNERSHIP! Welcome to Kings Gate Park, a gated, waterfront-access 55+ community offering the rare advantage of fee-simple ownership, where you own both your home and the land! Boating enthusiasts will appreciate access to the Intracoastal Waterway and Gulf of America with just three fixed bridges along the route. The private ramp includes a dock with cleaning station. If you're looking for low-maintenance living in a welcoming, active community with a friendly, neighborhood atmosphere, this is the perfect place to call home! This charming 1-bedroom, 1-bathroom residence offers comfortable, easy living with the added bonus of a solidly constructed, 216-square-foot Florida/three-season room, built just three years ago. Complete with a portable A/C unit for nearly year-round enjoyment, this versatile space is ideal for relaxing, entertaining, or accommodating guests. Together, the home and Florida Room offer approximately 624 square feet of combined living space. Inside, you'll appreciate the convenience of a propane gas stove, supplied by an easily accessible, exterior 30-gallon propane tank. Additional improvements include an HVAC system replaced in 2021, newer windows throughout most of the home, an updated bathroom vanity, a replacement bedroom ceiling fan, and a newer microwave. The lifestyle is where Kings Gate Park truly shines! The HOA fee includes water, sewer, internet, cable TV, and lawn maintenance, allowing you more time to enjoy the exceptional community amenities. Residents have access to a private boat ramp, boat and trailer storage, swimming pool, pickle ball and tennis courts, shuffleboard, bocce, a fully equipped woodworking shop, garden shed with tools, billiards room, community grills, and a craft room. The clubhouse is a hub of activity, offering social gatherings, games, cards, and opportunities to connect with neighbors. Whether you enjoy boating, staying active, socializing, or simply relaxing in the Florida sunshine, Kings Gate Park offers a wonderful opportunity to embrace the Florida lifestyle. Own your land, enjoy the amenities, and make every day feel like a vacation!

39 Crown Point Drive, Nokomis

642 Trenton Way, 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

102 Windward Drive, Osprey
$1,047,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.

102 Windward Drive, Osprey

2116 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

915 Ball Drive, Nokomis
$679,000
3 Beds ⋅ 2 Baths ⋅ Shore Oaks SubDv. ⋅ 34275 Zip Code
Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac in the intimate gated community of Shore Oaks, this beautifully positioned home offers privacy, serenity, and a wonderful sense of space—all just 1.5 miles from Nokomis Beach. With only 24 homes in the community, Shore Oaks offers a private, neighborly atmosphere where life feels a little more relaxed. Step outside and the peaceful setting immediately takes center stage, with a private pool overlooking the lake and a water fountain that periodically comes to life, adding movement and ambiance to the view. Whether enjoying morning coffee, an afternoon swim, or a quiet evening on the lanai, this is a setting made for Florida living. Inside, soaring vaulted ceilings and abundant natural light enhance the spacious open layout, seamlessly connecting the living area with an open kitchen featuring two pantries and a raised breakfast bar with counter seating, along with a casual dining nook and designated dining area—offering plenty of space for everyday meals and entertaining. The split-bedroom floor plan, oversized bedrooms with walk-in closets, large laundry room, and spacious garage with an additional storage closet provide plenty of room and storage throughout. The pool was resurfaced in 2017 and features a 2022 pool heater, along with a pool safety fence. Additional improvements include a new brick driveway, three-zone HVAC system with integrated UV-C light, 2023 hot water heater, new irrigation controller, hurricane shutters, and a fabric storm panel for the lanai. Beyond the property, the location is wonderfully convenient. Nokomis Beach is just 1.5 miles away, with shopping, restaurants, everyday essentials, and coastal amenities all close at hand. This is more than a house with a pool and a lake view. It is a home designed around the things that make Florida living special—sunlight, water, privacy, indoor-outdoor living, and the luxury of feeling away from it all while still being close to everything you need. Come experience the quiet, the light, and the view for yourself. This may be the Florida retreat you've been waiting to find.

915 Ball Drive, Nokomis

717 Pine Run Dr. Unit 717, Osprey
$159,900
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living and includes a second sleeping area with a pull out sleeper sofa in the livingroom. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle!

717 Pine Run Dr. Unit 717, Osprey

3718 Sandspur Lane, Nokomis
$5,750,000
4 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

3718 Sandspur Lane, Nokomis

1501 Sweetland Street, Nokomis
$1,430,000
3 Beds ⋅ 4 Baths ⋅ Duke Sub SubDv. ⋅ 34275 Zip Code
Virtually Staged. WELCOME TO YOUR PRIVATE NOKOMIS RETREAT! Set on a fully fenced and gated one-acre homesite surrounded by mature trees, this custom-built 2016 residence combines quality craftsmanship, impressive living spaces, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with a gated entrance, expansive paved driveway with abundant parking, attached three-car garage, lush tropical landscaping, and distinctive architectural details. A metal roof, board-and-batten accents, stonework, custom railings, and a spacious covered front entry framed by substantial columns complete the exterior, while impact windows and doors provide added protection and peace of mind. Step through the foyer into a beautifully designed interior featuring bamboo flooring, vaulted ceilings with exposed beams, crown molding, plantation shutters, and custom handcrafted barn doors. The expansive living room is anchored by a floor-to-ceiling electric fireplace and opens naturally to the dining room, kitchen, and lanai for an easy flow throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining with granite countertops, coordinating backsplash, stainless steel GE Café appliances, an apron-front farmhouse sink, upgraded fixtures, generous cabinetry, and a large pantry. Its open design keeps the kitchen connected to the surrounding living and dining spaces. Pocketing sliding glass doors open to the expansive screened lanai and heated saltwater pool, seamlessly extending the living space outdoors. Multiple covered patio areas with tongue-and-groove ceilings provide plenty of room for dining, entertaining, and relaxing while overlooking the beautiful backyard. Beyond the pool, a broad manicured lawn shaded by mature trees creates an inviting setting with plenty of usable outdoor space. Gather around the fire pit, enjoy the open lawn, or take advantage of the multiple detached storage buildings for lawn equipment, tools, recreational gear, and additional storage. Privately positioned on one side of the home, the primary suite features a vaulted ceiling, spacious walk-in closet with custom wood shelving, and an ensuite bath with dual granite-topped vanities and an impressive steam shower finished in floor-to-ceiling marble tile. Two generously sized guest bedrooms are located on the opposite side of the home and are complemented by two additional full bathrooms. A dedicated office near the foyer provides a comfortable work-from-home space, while the oversized separate family/entertainment room offers flexibility for a media room, game room, hobby area, or additional gathering space. A dedicated mudroom provides a convenient transition from the garage, while the spacious laundry room offers abundant cabinetry, quartz countertops, a utility sink, and excellent additional storage. Offering approximately one acre, a three-car garage, heated saltwater pool, extensive covered and screened outdoor living space, a large fenced backyard, multiple storage buildings, and a versatile floor plan, this distinctive Nokomis home delivers space and functionality in a peaceful setting. All of this is within easy reach of shopping, dining, recreation, and the beautiful Gulf Coast beaches.

1501 Sweetland Street, Nokomis

155 Sea Anchor Drive, Osprey
$895,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
PROFESSIONAL PHOTOS COMING SOON! Prime location in Southbay Yacht & Racquet Club! Located just blocks from the deep-water marina and clubhouse, this beautifully updated 2,680 sq ft home perfectly balances coastal elegance with peace of mind. A brand-new circular paver driveway (2026) welcomes you to an open interior where a light, airy rhythm flows effortlessly through pocket doors and impact-resistant glass. The familyroom serves as a breathtaking architectural centerpiece, showcasing high vaulted ceilings with exposed beams that echo the lines of a classic vessel, anchored by a custom focal wall crafted from local Gulf Coast quartz and fossilized marine life. The split floorplan features a generous primary suite with dual walk-in closets, an en-suite guest room, and a third bedroom with direct pool-deck access. Outdoors, an expansive screened lanai features a covered dining area summer kitchen sink, hot tub, and an inground pool overlooking community grounds and walking paths. PREMIUM UPDATES & MECHANICS INCLUDE: *ROOFING: CONCRETE TILE MAIN ROOF (2014) PLUS NEW FLAT ROOF, FLASHING & FASIA (2025) *WINDOWS & EXTERIOR: 11 CUSTOM IMPACT WINDOWS (2024), NEW SCREEN ENCLOSURE (2025) AND FRESH PAINT. *SYSTEMS: REPLACED PLUMBING LINES IN LANAI, LAUNDRY ROOM AND BATHROOMS, UPDATED 200-AMP ELECTRICAL, HVAC (2021) AND UPGRADED POOL PUMP. *INTERIOR FLOORING: SEAMLESS LUXURY VINYL PLANK (LPV) WITH CLASSIC TILE IN THE PRIMARY BATH *APPLIANCES: REFRIGERATOR & MICROWAVE (2026), DISHWASHER & GARBAGE DISPOSAL (2024), WASHER (2023) *DOCUMENTATION: VALID WIND MITIGATION & NEWLY COMPLETED 4-POINT INSPECTION READY FOR REVIEW. Enjoy a vibrant golf-cart community lifestyle with low-fee marina slips, tennis, pickleball, and top-tier amenities - including a heated community pool just minutes from Pine View School, grocery plazas, and Gulf beaches!

155 Sea Anchor Drive, Osprey

1225 Oak Tree Lane, Nokomis
$795,000
3 Beds ⋅ 3 Baths ⋅ Curry Acres SubDv. ⋅ 34275 Zip Code
Under contract-accepting backup offers. Virtually Staged. Rare Acreage in Nokomis! 2,873 sq ft Pool Home on One Acre! Welcome to your private Florida paradise! Situated in Curry Acres on a rare sprawling 1 acre lot with no CDD fee and flood insurance not required! This expansive 3 bedroom 2.5 bath pool home offers an impressive 2,873 square feet of light-filled living apace. The highly functional open floor plan features large living areas perfect for both daily living and effortless entertaining. Slide open the pocket sliding doors to your private screened lanai where your sparkling pool awaits. Accessable from the lanai, the large seperate recreation/media room also doubles as a private guest room perfect for visiting family and friends. Beyond the pool enclosure, the park-like backyard is a true gardeners dream with 6 raised bed planter boxes for your farm-to-table vegetables, herbs, or flowers. There are also multiple fruit trees including avocados, mangoes and bananas for seasonal harvest as well as a qualty built shed for storing all your gardening supplies. Then enjoy cool evenings relaxing at the built-in firepit with your favorite beverage. With a full acre of freedom, there is ample space to store your boat, trailer, or RV. Nestled in a prime Nokomis location , you are just minutes to pristine Gulf beaches, the Legacy Trail, downtown Venice and the top-rated Laurel-Nokomis school. The nearby under-constuction Venice Crossings shopping center on Laurel Rd will include a Walmart, Home Depot and a variety of dining options including Texas Roadhouse, Chik-fil-A, Whataburger and Chipotle among others, all while enjoying your home's private oasis. Schedule your private showing today!

1225 Oak Tree Lane, Nokomis

2107 Tocobaga Lane, Nokomis
$625,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to 2107 Tocobaga Lane, a beautiful 3-bedroom, 2.5-bath residence nestled in Woodland Trails, a private, low-maintenance enclave within the highly sought-after Calusa Lakes community. Calusa Lakes is renowned for its elegant golf course setting, lush natural surroundings, and desirable location, creating a peaceful atmosphere that feels like a private retreat while remaining conveniently close to everything Sarasota and Venice have to offer. For golf enthusiasts and those who simply appreciate scenic open views, the golf course setting adds an exceptional dimension to everyday living. Inside, the thoughtfully designed floor plan offers spacious and versatile living areas, tall vaulted ceilings, abundant natural light, and granite countertops. A flexible bonus room currently used as a home office provides valuable additional living space and can be adapted to suit your needs, including use as a potential 4th bedroom with a built in closet. Step outside to your private pool set against a backdrop of mature foliage and the 14th fairway of Mission Valley Country Club, this home offers an inviting combination of privacy, comfort, and the quintessential Florida lifestyle—with a private pool and spa and picturesque golf course views. . Whether enjoying a quiet morning coffee, cooling off in the pool, or entertaining friends and family, the outdoor setting provides a wonderful backdrop for relaxed Florida living. Additional highlights include an attached exterior storage closet for added convenience, an oversized garage and a 2019 roof, offering years of useful service ahead. Located in Woodland Trails within the coveted Calusa Lakes community, this residence delivers the lifestyle buyers seek—beautiful golf course surroundings, private pool living, a low-maintenance enclave, and an exceptional Gulf Coast location. Known for its manicured landscapes, championship golf course (membership optional), low HOA fees, Pickleball, Tennis courts, and convenient proximity to both Venice and Sarasota. Just 12 minutes from the pristine sands of Nokomis Beach and close to additional coastal destinations including Venice Beach, Manasota Key, and world-class Siesta Key. Downtown Venice—offering boutique shopping, dining, and entertainment—is within 15 minutes. Highly ranked schools and recreational activities are nearby. The home is within 3 miles of the new Sarasota Memorial Hospital–Venice, widely recognized as best-in-class with continued high ratings, including a 5-star patient experience from Forbes and accolades from Newsweek and the American Heart Association. Enjoy easy access to beaches, the famous Legacy Trail, dining, shopping, boating, Sarasota, Venice, and the many attractions that make this area such a desirable place to call home. Come experience 2107 Tocobaga Lane and discover why life in Calusa Lakes is truly something special.

2107 Tocobaga Lane, Nokomis

33 Bishops Court Road Unit 118, Osprey
$679,000
2 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd Floor, 2 Full and 1 Half Baths, and offers a refined yet relaxed lifestyle surrounded by mature oak canopies and tranquil lake views. The main living area entails an inviting great room that opens to serene water views framed by palms and natural greenery while the European-style kitchen is thoughtfully designed with premium SubZero, Wolf and Bosch appliances, modern wood cabinetry, polished granite countertops, and durable ceramic tile flooring—ideal for both everyday living and entertaining. Architectural details add warmth and character throughout, including hand-plastered walls with art niches, graceful archways, plantation shutters, and sisal carpeting. Just off the entry foyer, you’ll find a convenient powder room and a separate laundry room. A private brick balcony provides ample space for outdoor dining or relaxing while enjoying the peaceful surroundings. The primary suite overlooks the lake and includes two walk-in closets and a spacious bathroom featuring dual vanities, walk-in shower, jacuzzi tub and appointed with upscale finishes. The guest suite is equally comfortable, complete with built-in shelving and ample storage. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts (4 lighted), 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.

33 Bishops Court Road Unit 118, Osprey

412 S Casey Key Road, Nokomis
$4,695,000
6 Beds ⋅ 5 Baths ⋅ Gedney Richard H Inc SubDv. ⋅ 34275 Zip Code
Experience effortless luxury in this exceptional Gulf-front estate on the pristine shores of Casey Key, where the Gulf is your backyard and privacy, tranquility, and sweeping water views await! Originally built in 1951 and tastefully renovated in 2016 and 2025, this beach-front residence seamlessly blends classic character with refined modern updates. Offering nearly 4,000 square feet of living space under air, this home features 6 bedrooms and 4.5 bathrooms across three levels, designed for both comfort and entertaining. Generous room for hosting/gathering throughout with three expansive balconies inviting you to enjoy both breathtaking Gulf and intracoastal waterway views! Thoughtfully designed in-law quarters on the first level with the second level featuring a gourmet chef’s kitchen, family room and additional guest rooms/baths. The chef's kitchen is equipped with a Wolf six-burner gas range with griddle and double oven, a Sub-Zero PRO refrigerator/freezer, granite countertops, soft-close cabinetry, and a large centerpiece island perfect for casual dining with a view. The Owner's level on the third floor is to die for! Tremendous views of the Gulf from the substantial primary suite with this level also featuring a sitting area and den/office/bonus room that has views of the intracoastal waterway! The primary bathroom includes a stand-alone garden tub with skylight over, large walk-in glass and tile shower, dual vanities, and solid wood cabinets with granite countertops. Additional highlights include impact windows and doors, travertine flooring throughout (with the exception of engineered hardwood in the kitchen), marble-tiled baths, and a 2-car garage. Recent improvements include a new metal roof (2025), fresh paint inside and out (2025), a new septic system (2025) and A/C system (2023), offering peace of mind for years to come. Offered turnkey furnished. With private beach access steps away, this is a rare opportunity to own a truly remarkable waterfront retreat on one of Florida’s most desirable barrier islands! Call today for more information or to set up a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

412 S Casey Key Road, Nokomis

1704 Curry Avenue Unit 39, Nokomis
$215,000
2 Beds ⋅ 2 Baths ⋅ Curry Cove SubDv. ⋅ 34275 Zip Code
Welcome to Curry Cove! This 2-bedroom, 2-bath villa has vaulted ceilings and French doors leading to the lanai providing a light open feeling as you enter. It also offers a rare feature you won't find on every unit here: a full 2-car garage. The kitchen has been updated with maple cabinetry with pantry, desk, and granite counter tops. The primary suite features a renovated bathroom with maple cabinetry and frameless shower doors for a comfortable modern feel. The second bathroom has a tub and shower combination. The French doors lead to an enclosed lanai and fenced backyard with a paver patio. This is a spacious area to create an outdoor living space for relaxing and entertaining. Some areas of the home await your personal touches. The price reflects the condition of the paint and flooring. This offers you the opportunity to add styles and colors you choose making it truly yours and adding instant value. The villa had a new garage door in 2026, and a new roof in 2023 (done by the association) The HVAC system was replaced in 2018. All windows were upgraded in 2010. With these major updates already done, a 2-car garage, and plenty of room to personalize, this villa is an excellent opportunity in one of Nokomis's most desirable 55+ communities. This home is in flood zone X, meaning no flood insurance is required. Beyond your personal home, Curry Cove is a peaceful community with reasonable HOA fees and no CDD fees. The association offers maintenance-free living by providing lawn care, exterior maintenance, and a heated community pool. This community also has designated RV and/or Boat parking, and a community garden making this community a true standout. Conveniently located just minutes from pristine Gulf beaches, historic downtown Venice, Sarasota Memorial Hospital, shopping, dining, and entertainment. Embrace the coastal lifestyle, make memories, and turn this home into your vacation home, winter home, or your forever home.

1704 Curry Avenue Unit 39, Nokomis

401 N Point Road Unit 303, Osprey
$445,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Nestled above the treetops, this beautiful 3 bedroom, 3 bath condo offers the unique feature of an added office/den, making it truly a place to live, work and play on the gorgeous Gulf Coast of Florida. The updated kitchen combines functionality with beauty. Opening to the great room and dining area, it allows you to visit with your guests as you prepare a meal using all the stainless-steel Kitchen Aid appliances. The breakfast bar is a comfortable place for a causal breakfast or use the adjoining dining area, large enough to accommodate a table for more formal meals. The main living area provides a delightful aesthetic, with new flooring, custom lighting and a soft wall pallet. Add the view of the preserve past the private, screened balcony and you will get the peaceful, easy feeling you associate with luxury living. The quality and beauty of the updates continue throughout the master suite and guest bedrooms, baths and office/den. Even the laundry room is a thing of beauty! There are so many incredible touches (custom paint, ceiling fans, plantation shutters, tray ceilings, and incredible bathrooms to name a few) in this residence, you truly must see it to appreciate all it has to offer! Want to enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all its amenities; two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, state-of-the-art WellFit fitness center, and a wide variety of dining, recreational and social offerings. Club membership is required and there is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 303, Osprey

1216 N Casey Key Road, Osprey
$9,750,000
5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

432 S Shore Drive, Osprey
$529,000
2 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34229 Zip Code
Welcome to 432 S Shore Drive, where a complete interior renovation and an exceptional outdoor setting create the Florida lifestyle buyers are searching for. This beautifully updated 2-bedroom, 2-bath pool home offers 1,704 square feet with a freshly painted exterior and a 2023 roof for added peace of mind. Step inside to a bright, cohesive interior featuring updated living spaces, kitchen and baths, vaulted ceilings, and a desirable split-bedroom floor plan that provides privacy for the primary suite and guest accommodations. The standout feature is the home’s seamless connection to the outdoors. Thoughtfully designed around the pool, the main living areas overlook and open toward the expansive outdoor entertaining space, allowing the pool and patio to feel like a true extension of the home. Spend sunny afternoons poolside, enjoy dinner outdoors, or gather around your own fire pit for relaxed evenings under the stars. Set on a generous .34-acre homesite with mature landscaping and a two-car garage, this home offers the perfect combination of style, space, and everyday comfort. Located west of the Trail in Sorrento Shores...a marina community with LOW LOW LOW HOA. Also close to Oscar Scherer State Park, waterfront dining, Gulf beaches, and the coastal destinations of Sarasota and Venice. Beautifully updated, move-in ready, and designed for the way Florida is meant to be enjoyed.

432 S Shore Drive, Osprey

264 Woods Point Road Unit 264, Osprey
$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

321 Dulmer Drive, Nokomis
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Shore Oaks SubDv. ⋅ 34275 Zip Code
This EXCEPTIONAL WATERFRONT residence presents an outstanding opportunity to own a custom-built GULF-ACCESS home just 1.25 miles from Nokomis Beach. Nestled on an OVERSIZED CUL-DE-SAC LOT within the gated, deed-restricted community of Shore Oaks, this impressive 4-bedroom + den, 3.5-bath residence with a detached casita, 3-car garage, pool, spa, private dock, and boat lift offers the ultimate Florida lifestyle. Built by MPS Custom Homes, the thoughtfully designed split-bedroom floor plan provides exceptional privacy, while the detached casita with its own private entrance is ideal for guests, a home office, studio, fitness room, or multigenerational living. Designed for seamless indoor-outdoor living, the main residence surrounds a spectacular courtyard-style lanai where the living room, family room, kitchen, primary suite, and guest bedroom all open to the resort-inspired outdoor oasis. Enjoy a beautifully resurfaced PebbleTec pool and spa, expansive covered entertaining space, a fully equipped outdoor kitchen, pool bath, and outdoor shower—all surrounded by lush tropical landscaping. The heart of the home is the spacious chef's kitchen featuring 42-inch maple cabinetry, stone countertops, stainless steel appliances, a generous walk-in pantry, breakfast bar, and a sun-filled breakfast nook highlighted by a dramatic mitered glass window overlooking the pool. The luxurious primary suite offers a tray ceiling, private lanai access, and dual walk-in closets. A guest bedroom enjoys pool access and tranquil canal views, while another oversized bedroom provides exceptional flexibility and abundant storage. The detached casita serves as the fourth bedroom complete with its own ensuite bath. Boating enthusiasts will appreciate the 35-foot private dock with boat lift on a saltwater canal offering Gulf access. Additional recent improvements include hurricane-impact windows and sliding glass doors, tile roof, PebbleTec pool resurfacing, and fresh interior and exterior paint, providing peace of mind for years to come. The private motor court enhances both curb appeal and functionality with additional off-street parking beyond the oversized three-car garage. Conveniently located near Nokomis Village, waterfront dining, the Legacy Trail, Oscar Scherer State Park, Historic Downtown Venice, A-rated schools, and some of Florida's most beautiful Gulf beaches, this is a rare opportunity to own an exceptional waterfront property in one of Nokomis' most desirable communities. Exceptional value. Exceptional location. Exceptional lifestyle. Schedule your private showing today. Please note: the home is no longer staged as shown in the photographs. Updated photography to follow.

321 Dulmer Drive, Nokomis

617 Maraviya Boulevard, Nokomis
$1,350,000
3 Beds ⋅ 4 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Prepare to be captivated by the breathtaking lake views that greet you from the moment you enter this beautifully appointed Toscana Isles home. Designed to celebrate Southwest Florida’s indoor-outdoor lifestyle. The grand foyer is enhanced by soaring ceilings, elegant tray details, and crown molding. A formal dining room provides the perfect setting for special occasions, while a separate flex room with French doors offers versatility as a home office, den, library, or additional sitting area. At the heart of the home is a bright, beautifully designed kitchen featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a dramatic vent hood, wall oven, cooktop, and an oversized island with generous seating. Swarovski crystal cabinet hardware adds a distinctive touch of glamour, while custom window treatments throughout the home will remain for the new owner. An adjoining dining area provides additional space for everyday meals and entertaining. Conveniently positioned between the kitchen and formal dining room, the butler’s pantry offers a wine refrigerator, additional countertop space, and abundant storage for groceries, serving pieces, and small appliances. Privately situated at the rear of the home, the primary suite provides tranquil lake views and a peaceful place to unwind. The customized walk-in closet features thoughtfully designed shelving and drawers, while the spacious en-suite bathroom includes dual vanities, a walk-in shower, and a comfortable seating area. The secondary bedrooms are generously sized, including one with its own private en-suite bathroom. The outdoor living area is the true centerpiece of this exceptional property. Step onto the expansive screened lanai and enjoy an infinity-edge pool and spa accented by beautiful water features—all positioned to take full advantage of the sweeping lake views. Whether hosting friends, dining outdoors, soaking in the spa, or relaxing with a morning coffee, this private retreat offers a picture-perfect setting from sunrise to sunset. Toscana Isles is a gated, resort-style community offering an impressive clubhouse, fitness center, zero-entry infinity pool, pickleball and tennis courts, bocce ball, playground, dog park, game rooms, and a full-time activities director. This remarkable lakefront home blends sophisticated finishes, flexible living spaces, and an unforgettable outdoor setting into one exceptional Florida lifestyle.

617 Maraviya Boulevard, Nokomis

413 Signorelli Drive, Nokomis
$635,000
3 Beds ⋅ 2 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code
One of the largest homes in Sorrento East! Experience a side of Florida that is increasingly hard to find: a home with character in an established neighborhood, complete with a front-row view of native wildlife. Set beneath a stately Grand Oak tree, this inviting 2,645 square foot home in Sorrento East features a circular paver driveway and a spacious split-bedroom floor plan. Inside you'll find two living spaces, formal dining, an oversized primary suite, two walk-in closets, dual vanities, a soaking tub and walk-in shower. The custom, magazine-featured kitchen offers granite countertops, abundant cabinetry, pullout storage and a large island overlooking the vaulted family room. Just off the kitchen, the oversized laundry room provides valuable flex space that could serve as a home office, hobby room or additional pantry. The expansive great room leads to two additional bedrooms with a recently updated hall bath that also serves as a pool bath. Bird lovers and sunset seekers will appreciate the outdoor space which includes a large covered lanai, outdoor kitchen, outdoor shower, heated pool and peaceful water views overlooking a natural rookery visited by Herons, Egrets and Roseate Spoonbills. Additional features included: An epoxy garage floor, workshop area, utility sink and the home has been repiped. Sorrento East is conveniently located near Nokomis Beach, Casey Key, Oscar Scherer State Park, the Legacy Trail, tucked between Venice and Sarasota. Residents may also have the opportunity to purchase or rent dock space through the separately managed Sorrento Dock Owners Association, subject to availability and association requirements. The best of Florida living!

413 Signorelli Drive, Nokomis

486 Yacht Harbor Drive, Osprey
$1,325,000
3 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Welcome to this exceptional Southbay home featuring the rare and highly desirable 3 car garage! From the moment you step inside, you’ll appreciate the elegant finishes, soaring tray and vaulted ceilings with crown molding, and beautiful travertine flooring throughout. The entry opens to the spacious dining area and leads into the oversized Greatroom which flows seamlessly into the chef-inspired kitchen, offering an abundance of cabinetry, generous counter space, a center island, Thermador induction cooktop, two sinks, pull-out drawers, pantry, and a bright dinette highlighted by a stunning aquarium window. Just beyond the kitchen is an impressive butler’s pantry featuring extensive u-shaped cabinetry a second refrigerator, laundry room and a convenient third full bath. The adjacent den is warm and inviting with a fireplace and corner sliding glass hurricane rated doors leading to the lanai and outdoor kitchen. A unique office or craft room with wood-paneled sliding doors can be closed off for privacy or opened to expand the living space. The spacious primary suite offers two walk in closets and lanai access through sliding glass doors, while two additional bedrooms share a well appointed guest bath and privacy pocket door. Just inside from the garage, you’ll find a convenient drop zone and half bath. Major updates include: NEW TRANE A/C INSTALLED 4/25, HURRICANE RATED WINDOWS, AQUARIUM WINDOW WITH ACCORDION STYLE WRAP AROUND HURRICANE SHADE, COVERED LANAI AREA WITH REMOTE CONTROLLED ELECTRONIC HURRICANE METAL SHADE, H/W TANK 2 YEARS OLD, NEW LED POOL LIGHT, NEWER SALTWATER VARIABLE SPEED POOL PUMP (5 YEARS OLD), NEWER LANAI FANS, ROOF 2015/2017, OVERSIZED PAVER DRIVEWAY 2015, RE-PLUMBED 2015, NEW IRRIGATION 2015, ECO WATER SOFTENER & R/O SYSTEM, LEASED WATER FILTRATION SYSTEM. Located in the highly sought-after Southbay Yacht & Racquet Club, residents enjoy an active lifestyle with a private marina offering low dock fees exclusively for Southbay homeowners. Situated on the intracoastal Waterway, the marina accommodates boats of nearly every size. This golf cart-friendly community also features an updated clubhouse with ballroom, gathering room, two kitchens, fitness center, card room, and library. Outdoor amenities include a community pool, tennis and pickleball courts, kayak launch and storage, bocce court, basketball courts and playground. All this is perfectly located in desirable Osprey, just minutes from shopping, restaurants, Pineview School, major roadways, downtown Venice and Sarasota, and the beautiful beaches of Nokomis and Siesta Key. Don’t miss this incredible opportunity to own one of Southbay’s most feature-rich homes! Schedules your private showing today.

486 Yacht Harbor Drive, Osprey

440 Lychee Road, Nokomis
$535,000
3 Beds ⋅ 2 Baths ⋅ 34275 Zip Code
Welcome to 440 Lychee Road in Nokomis, set on an oversized corner lot where Old Florida charm meets endless potential. Ideally situated WEST OF THE TRAIL and NO FLOOD INSURANCE REQUIRED (X).This home is just minutes from the Intracoastal Waterway, public boat ramps, Nokomis Beach, and the Gulf. Enjoy quick access to boating, fishing, kayaking, paddleboarding, and some of Florida's most beautiful sunsets. Waterfront restaurants, shopping, and the charming downtown areas of Venice and Sarasota are all within a short drive, with convenient access to both US-41 and I-75. Outside, the fenced and landscaped yard surrounds a heated gunite pool with tile finish and solar heat, complete with 3 large sliding doors, and 1 french door with ease of access to the guest bathroom. Inside, the updated kitchen is a showstopper, featuring elevated quartzite countertops, stainless steel appliances, and a panel-ready dishwasher and refrigerator for a sleek, custom look. The home also offers an open floor plan with a large kitchen island and a separate formal dining area. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this property offers the perfect combination of location between Sarasota and Venice, lifestyle, and opportunity. The spacious setting provides room to relax, entertain, and enjoy the Florida sunshine while being close to everything that makes the Gulf Coast so desirable. Don't miss your opportunity to own a home in one of Nokomis' most sought-after locations. SEPTIC TANK PUMPED (July 2026).

440 Lychee Road, Nokomis

1318 Vermeer Drive, Nokomis
$630,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code
Welcome to your own private slice of paradise in the sought-after community of Sorrento Woods with low HOA fees and no CDD fees. Situated on an oversized lot of almost 0.40 acres with mature landscaping, tranquil pond views, and plenty of space between neighbors. This 3-bed, 2-bath pool home offers 2,661 square feet of space that embraces the best of Florida living. The covered front porch and French doors greet you as you step inside. The spacious living as you enter feature vaulted ceilings and pocket sliding glass door that connects the indoor living spaces to the expansive screened lanai filling the home with natural light and the perfect setting for entertaining. The split-bedroom floor plan offers privacy for family and guests. The primary suite is complete with vaulted ceilings, private lanai access through sliding glass doors, two walk-in closets, dual vanities, a whirlpool tub, and a separate walk-in shower. On the opposite side of the home, 2 guest bedrooms each feature walk-in closets, with one offering direct access to the pool area through sliding glass doors. The guest bathroom also provides convenient access to the lanai, making pool days effortless. The eat-in kitchen features granite countertops, stainless steel appliances, and overlooks the family room with its vaulted ceilings and fireplace. Laundry room includes a utility sink along with the washer/dryer and additional storage closet. Step outside to your private backyard oasis where the expansive screened lanai, sparkling pool and spa, 1,200 sq ft of covered seating area, and pond views on two sides. This home has ceramic tile and luxury vinyl plank flooring throughout with no carpet, providing easy maintenance. Residents of Sorrento Woods enjoy exclusive access to a private community boat launch and fishing pier on the creek with access to the Gulf, along with a playground, horseshoe pits, and bocce ball courts. Located just minutes from shopping, dining, and Gulf beaches, this exceptional property offers the perfect combination of privacy, convenience, and Florida lifestyle.

1318 Vermeer Drive, Nokomis

329 Bay Vista Avenue, 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

1420 Mackintosh Boulevard, Nokomis
$685,000
4 Beds ⋅ 3 Baths ⋅ Idleberg Ranches SubDv. ⋅ 34275 Zip Code
Tucked beneath a canopy of mature oak trees in one of Nokomis' most established neighborhoods, this spacious 4-bedroom, 3-bath pool home offers the rare combination of space, privacy, and freedom in a location that's becoming increasingly difficult to find. With nearly 2,800 square feet of living space, a new roof (2023), HVAC (2025), water heater (2026), and a desirable split-bedroom floor plan, many of the major updates have already been completed, leaving the perfect opportunity to personalize the cosmetic finishes to your own style. Inside, soaring vaulted ceilings and a striking stone wood-burning fireplace create a warm, inviting focal point for the main living area. The generous primary suite offers private access to the screened pool and spa, while an additional office/flex room provides the versatility to work from home, create a hobby space, or accommodate guests. The oversized garage includes a dedicated workshop and extra storage for projects, hobbies, and recreational gear. Step outside to your private screened lanai, where the pool and spa overlook a peaceful wooded setting designed for relaxing or entertaining. One of the standout features of this property is the freedom it offers—bring your boat, RV, trailer, and recreational toys, or even keep backyard chickens, all without restrictive HOA rules. Located just minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping, dining, and highly rated schools, this home offers the perfect blend of peaceful living and everyday convenience. If you've been searching for a property with great bones, timeless character, and the chance to make it your own in an unbeatable location, this is one you won't want to miss.

1420 Mackintosh Boulevard, Nokomis

Osprey
$824,900
4 Beds ⋅ 3 Baths ⋅ Park Trace Estates SubDv. ⋅ 34229 Zip Code
Under contract-accepting backup offers. Back on the market — this is a new opportunity to own this beautiful home. The previous contract fell through, and the property has successfully passed all inspections and appraisal. It is ready for a quick and smooth closing. MODERN COASTAL MASTERPIECE | OVER $200,000 IN LUXURY UPGRADES | NEW ROOF | HEATED SALTWATER POOL | PINE VIEW SCHOOL DISTRICT.Welcome to one of Park Trace Estates’ finest fully renovated homes, where sophisticated design, exceptional craftsmanship, and the Florida lifestyle come together in perfect harmony. This spectacular 4-bedroom, 3-bath residence has been extensively remodeled with over $200,000 in premium upgrades, creating a truly move-in-ready luxury retreat. From the moment you arrive, you’ll be captivated by the home’s outstanding curb appeal, featuring professionally designed tropical landscaping, an elegant paver walkway, and a welcoming entrance that immediately sets the tone for what’s inside. Step through the front door into a breathtaking open-concept floor plan showcasing soaring ceilings with custom decorative beams, an impressive floor-to-ceiling designer stone fireplace, abundant natural light, and exquisite designer finishes throughout. Every detail has been carefully selected to create a warm, elegant, and timeless coastal living experience. The heart of the home is the stunning chef’s kitchen, completely redesigned with premium finishes, featuring Bosch stainless steel appliances, oversized quartz countertops, custom cabinetry, and an expansive island perfect for entertaining family and friends. The spacious split-bedroom floor plan offers privacy and comfort, while three beautifully remodeled designer bathrooms provide a spa-like experience with luxury finishes and exceptional attention to detail.Expansive sliding glass doors seamlessly blend indoor and outdoor living, opening to your own private resort-style courtyard featuring a heated saltwater pool and spa, creating the perfect setting for entertaining or simply enjoying Florida’s year-round sunshine. Extensive Premium Improvements Include: ? NEW $60,000 Tile Roof ? NEW High-Efficiency HVAC System (2024) ? Completely Remodeled Designer Kitchen ? Premium Bosch Stainless Steel Appliances ? Oversized Quartz Countertops & Custom Cabinetry ? NEW Luxury Vinyl Flooring Throughout ? Three Fully Remodeled Designer Bathrooms ? Custom Floor-to-Ceiling Stone Fireplace ? Decorative Custom Ceiling Beams ? Freshly Painted Interior Throughout ? Freshly Painted Exterior ? Professionally Designed Custom Accent Walls with Premium Designer Finishes ? NEWER Saltwater Pool System ? Aqua Whole-House Water Filtration System ? Water Softener ? NEW Vinyl Privacy Fence v Custom-designed green wall at the patio and at the entrance. ? Professionally Designed Tropical Landscaping (Approx. $20,000) Located in the highly desirable Park Trace Estates, this exceptional property is just minutes from world-famous Siesta Key Beach, Nokomis Beach, the award-winning Pine View School, Legacy Trail and the natural beauty of Oscar Scherer State Park. Situated in Flood Zone X, this meticulously upgraded residence offers peace of mind, luxury, and an unbeatable location. This is more than a home—it’s a lifestyle. Every room reflects quality, craftsmanship, and thoughtful design. With over $200,000 invested in premium upgrades, this exceptional property is truly one of the finest opportunities currently available in Park Trace Estates.

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

75 Osprey Point 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

216 Sunrise Drive, Nokomis
$1,900,000
3 Beds ⋅ 2 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Welcome to 216 Sunrise Dr in Nokomis, FL! A one-of-a-kind waterfront estate designed for the discerning luxury buyer and true automotive enthusiast. Perfectly positioned on Roberts Bay with no bridges to the Bay or Gulf, this extraordinary residence combines coastal elegance, cutting-edge upgrades, and unmatched garage capacity in a private tropical setting. Built for both beauty and resilience, the home features over $80,000 in CAT5-rated PGT hurricane-impact windows and doors, new HVAC systems raised for protection, all-new PVC re-piping completed in 2024/2025, updated electrical throughout, and a hybrid septic system replaced approximately three years ago. The roof has been professionally re-screwed and resealed, while the entire home has been enhanced with sprayed foam insulation across all attic spaces for superior efficiency. Inside, warm luxury details define the living spaces, including stunning wood accent walls, remodeled bathrooms, custom kitchen features, a spacious primary bath shower, Glor and More blinds, tankless instant hot water system (2025), ventless remote-controlled fireplace, and over 11 closets plus a walk-up loft attic with generous walkable space for exceptional storage, hobbies or future customization. Historic character meets modern refinement with a bundle of aged red oak flooring included. Outside, the grounds rival a private resort with over $200,000 invested in pavers, extensive lighting, and professionally designed landscaping featuring approximately $70,000 in nighttime illumination. Additional exterior highlights include a new fence, Mexican black river rock accents, irrigation systems utilizing both well and county water, underground gutter systems, a fountain, fire pit with updated tanks and hoses, outdoor utility sink, grill area, and sandy-bottom waterfront access. For boating enthusiasts, the property offers one of the area’s largest mooring dock setups, a 10,000-lb boat lift, two brand-new multi-level jet ski lifts, remote-controlled lifts, underwater survey completed, dock lighting, and regularly maintained mangroves. Enjoy direct boating access with no bridges to the Bay or Gulf. The ultimate car lover’s paradise, this estate features up to 6-car garage capacity with taller 4-car garage bays, exotic-car-compatible wide lifts, side-mount garage doors, silent openers, epoxy flooring, mini-split climate systems, block garage construction, and foam insulation throughout. Every detail was designed with collectors and enthusiasts in mind. Additional features include: New interior and exterior Rain Refresh paint, Brand-new irrigation pump, Hurricane-rated upgrades throughout, Utility well servicing property irrigation, Block and Hardie board exterior construction, Raised back door elevation approximately 3.5 feet above sea level, Termite tenting completed approximately 5 years ago, Three septic tanks located on right side yard, Updated shell landscaping and hardscape finishes. Attention to detail was not missed, every upgrade was done with thought and cost was not spared! 216 Sunrise Drive is a rare opportunity to own an extensively upgraded waterfront retreat where luxury living, boating lifestyle, and exotic car storage converge into one exceptional property. Schedule your private showing today!

216 Sunrise Drive, Nokomis

113 Portofino Drive, North Venice
$1,045,000
4 Beds ⋅ 4 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
Experience refined Florida living in this exceptional Raphael estate home behind the gates of Venetian Golf and River Club. From the moment you arrive, the custom etched mermaid entry doors with interior lighting set the tone for the elegance and craftsmanship found throughout this remarkable residence. Offering four bedrooms, four full baths, a private den and an ideal layout for entertaining, this home seamlessly blends luxury with comfort. Inside, soaring ceilings, crown molding, coffered details, recessed LED lighting and expansive pocketing impact glass sliders create a bright, open atmosphere with stunning views of the outdoor living spaces. The formal living and dining rooms flow effortlessly to the lanai, while the gourmet kitchen and informal gathering areas are thoughtfully designed with stainless steel appliances, extensive cabinetry, granite countertops, stone backsplash, above and under-cabinet lighting, reverse osmosis water system and on-demand hot water. Every detail has been carefully considered, including 22-inch Carducci Italian tile throughout, plantation shutters, Hunter Douglas silhouette shades, electric fireplace, three-zone air-conditioning system, whole-home backup generator and a spacious three-car garage. One of the guest suites is ideally suited for multi-generational living, featuring its private entrance and separate living room for added comfort and privacy. Go outside to your private tropical retreat where the saltwater, gas-heated pool and spa are surrounded by lush landscaping, an oversized resurfaced paver deck, and two-story cage overlooking peaceful lake and preserve views. Hurricane shutters for the lanai provide added peace of mind, completing this extraordinary home designed for effortless indoor-outdoor living.

113 Portofino Drive, North Venice

2089 Sandhill Lane, Nokomis
$885,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to the prestigious Calusa Lakes Golf Club community, where timeless elegance meets the relaxed Florida lifestyle. Ideally on a quiet cul-de-sac in the sought-after Enclave at Calusa Lakes, this exceptional three-bedroom, three-bath residence offers 3,000-plus square feet of beautifully designed living space, a three-car garage, and a spectacular private preserve and waterfront setting. From the moment you arrive, you’ll be captivated by the paver driveway and walkway, lush tropical landscaping, barrel tile roof and grand double-entry doors. Inside, soaring 12-foot ceilings, exquisite chandeliers, and tile flooring throughout the main living areas create an atmosphere of sophistication and warmth. The thoughtfully designed floor plan features formal living and dining rooms, a spacious family room, a dedicated office with rich cherry wood flooring, and two stunning aquarium windows that flood the home with natural light while framing breathtaking views of the tropical backyard oasis. The chef’s kitchen is elegant and functional, offering white cabinetry, granite countertops, a dramatic curved island with seating for four, a natural gas cooktop, built-in JennAir wall oven and microwave, and a separate breakfast area with an aquarium window overlooking the pool. The luxurious primary suite is a retreat, complete with private access to the lanai, two generous walk-in closets, a cozy reading alcove and a mini-split air-conditioning system for customized comfort. The spa-inspired primary bath features dual vanities, a soaking tub, a large Roman walk-in shower and a private water closet. Two additional guest bedrooms provide privacy and comfort, each with carpet, crown molding and access to beautifully appointed full baths. One guest suite serves as an en suite and convenient pool bath. Go outside to a resort-style outdoor living space designed for entertaining and relaxation. The expansive paver lanai offers multiple covered seating areas, an awning, a built-in summer kitchen, a sparkling heated pool and spa, and tranquil views of the tropical landscape and water beyond. The lush backyard provides exceptional privacy and ample green space beneath mature trees and tropical landscaping. Additional features include central vacuum, generator, laundry room with sink and granite counters, extensive garage cabinetry and storage, utility sink and a newer roof. The home may be purchased semi furnished with an acceptable offer, or select furnishings may be available under a separate bill of sale. Residents of Calusa Lakes enjoy a gated lifestyle with access to golf, tennis, pickleball and a clubhouse, all just minutes from Sarasota Memorial Hospital - Venice, world-renowned beaches, charming downtown Venice, and all the cultural and recreational amenities of Florida’s Gulf Coast. This is more than a home, it is a private sanctuary where luxury, comfort and natural beauty come together in one extraordinary setting.

2089 Sandhill Lane, Nokomis

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