Osprey/Nokomis FL MLS Search

View All Latest Osprey/Nokomis 3500+ Sq. Ft. Properties for Sale

$6,449,000
6 Beds 6 Baths The Oaks SubDv. 34229 Zip Code
Under contract-accepting backup offers. A rare combination of timeless grandeur and effortless waterfront living, this bayfront estate in The Oaks Bayside commands approximately 150 feet of Bay frontage across 0.60 acres, with water views framing nearly every principal room. The residence offers 6 bedrooms, 5.5 baths, multiple covered balconies overlooking the Bay, additional ground-level flex space and a side-entry 3-car garage. A circular brick-paver driveway, tropical landscaping and a stately columned entrance create an unforgettable arrival. The dramatic two-story foyer features architectural columns, custom millwork and a wood-clad ceiling accent. European French white oak engineered flooring flows through the main living spaces. The living and family rooms feature soaring ceilings, extensive millwork, statement lighting, carved-stone fireplaces and oversized windows framing expansive water views. An adjoining sitting area features arched windows, a wood-clad ceiling and multiple glass doors opening to the waterfront balcony. The new kitchen is appointed with ceiling-height Shaker cabinetry, champagne-bronze hardware, marble countertops and an oversized waterfall island with seating for five. A GE Monogram appliance suite includes a professional gas range with griddle, refrigerator and dishwasher. A custom range hood, dimensional tile backsplash, apron-front sink and walk-in pantry complete the space. The waterfront dining nook incorporates built-in cabinetry, a stone serving counter and beverage cooler, while the formal dining room features a tray ceiling, paneled walls and columns. A waterfront office with built-in bookshelves, fireplace and balcony access, an updated laundry room and multiple en-suite guest accommodations complete the main level. Upstairs, the landing overlooks the living spaces beneath a crystal chandelier. The primary suite offers separate sleeping and sitting areas, a carved-stone fireplace, wide water views, private balcony access and two walk-in closets with custom storage. Its spa-inspired bath includes dual furniture-style vanities, a freestanding soaking tub beneath a picture window and an oversized frameless shower with marble-look tile, rainfall and handheld fixtures. Additional bedrooms offer en-suite or nearby baths, walk-in closets, abundant natural light and water or tropical views. Multiple covered balconies overlook the newly resurfaced pool, paver terrace, manicured lawn and waterfront. The pool features a 7-foot depth, entry steps, seating or sun-shelf areas, lighting, a self-cleaning system and a new pump. A private walkway through the mangroves leads to a new 5-by-60-foot composite dock completed in 2026, equipped with electric, water and a 6,000-pound boat lift. The property also features a concrete seawall and direct boating access. The lower level provides substantial additional flexibility for recreation, fitness, media or entertaining. Further updates include a newer 2023 tile roof, new HVAC, all-new appliances and flooring, new interior doors and moldings, hurricane protection and exterior lighting. The renowned Oaks Club is one of the area’s premier member-owned clubs, featuring two championship 18-hole golf courses, a full slate of tennis and fitness facilities, and an elegant clubhouse offering fine dining and a vibrant social calendar. Ideally situated in Osprey, the property offers convenient access to Gulf beaches, the Legacy Trail, dining and shopping, with downtown Sarasota and Venice both within easy reach.

112 Osprey Point Drive, Osprey

$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

$1,100,000
10 Beds 6 Baths 34275 Zip Code
ONE OF A KIND! - PRICED $200,000 BELOW RECENT APPRAISAL!!! - 5 ACRES- 2 HOMES- 1 CURRENTLY USED AS A BUSINESS OFFICE- 8 CAR GARAGE with SECOND OFFICE. PERFECT FOR A BUSINESS-EMPLOYEE HOUSING-OR LARGE FAMILY. 10 MINUTES TO THE BEACH- 5 MINUTES TO I-75 and Sarasota Memorial Hospital Venice. TOTAL 10 BEDROOMS- 6 BATHROOMS- HUGE POOL-Great Location close to everything including new Walmart and Home Depot currently being built on Laurel Rd. Rare opportunity for a business owner seeking private acreage with on-site housing, office space, parking and storage. This 5-acre property features two separate homes, an 8-car garage with its own office, large circular driveway, abundant parking, and a combination of wooded and cleared land. Adjacent property is preserved and cannot be built on. The main home offers 7 bedrooms, 3½ baths, two huge family rooms, a spacious kitchen, extensive storage and a large pool. Four bedrooms are located upstairs with access from a private second-story staircase. The main home needs updating and repairs but offers tremendous potential for owner or employee housing. The second home is currently used as a professional office and is in very good condition, with possible 3 bedrooms (currently 2) 1½ baths, full kitchen, large family room and an additional open meeting area that could serve as another living or recreation space. It includes a computer room and propane-powered backup generator. Second home is built with storm resistance in mind. The 8-car garage with private office provides exceptional space for vehicles, equipment, inventory or business operations. A Beautiful picnic area and partially fenced yard complete the property. Ideally located approximately 10 minutes to the beach, 5 minutes to I-75, and less than 5 minutes to shopping, restaurants and a soon to be built Walmart and Home Depot on Laurel Rd. An exceptional opportunity for a business owner needing employee housing, an on-site office, equipment storage and plenty of parking, all in one private property. Please refer to Sarasota County for information concerning your particular use.

411 Bristol Lane, Nokomis

$2,199,999
4 Beds 4 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

154 Lookout Point Drive, Osprey

$1,100,000
4 Beds 3 Baths Rivendell The Woodlands SubDv. 34229 Zip Code
Luxury Living in Rivendell Woodlands Welcome to this exceptional 3,984-square-foot estate in the highly sought-after Rivendell Woodlands community, where luxury, comfort, and convenience come together in a spectacular lakefront and preserve setting. Built in 2003, this meticulously maintained residence offers 4 bedrooms, 3 baths, a private office/den, expansive bonus room, formal living and dining rooms, and a family room, providing abundant space for both everyday living and entertaining. The thoughtfully designed floor plan features a dedicated den on the first floor complete with a Murphy bed. The primary suite on 2nd floor features tray ceiling, custom his-and-her walk-in closets and seating area, and sliders to the covered, screened porch stretching the full length of the home with incredible water and preserve views. Plantation shutters are throughout, with remote-controlled blinds for the patio sliders. The chef's kitchen is enhanced by a reverse-osmosis water system and large wine and beverage fridge, while a whole-house water softener and dual air-conditioning systems equipped with air-scrubber filtration devices ensure maximum comfort and efficiency. Step outside to your private resort-style oasis featuring a sparkling saltwater pool overlooking tranquil lake and preserve views. The outdoor living area is an entertainer's dream, complete with a fully equipped outdoor kitchen featuring a bar height counter framing the cooking areas, dual-tap built-in kegerator, Big Green Egg, and gas grill. Enjoy year-round relaxation from the screened covered lanai or retreat to the second-floor screened balcony to take in breathtaking views. For added peace of mind, second-floor sliding doors and windows are impact-resistant as well as the first floor southeast windows and shutters for all others. Additional upgrades include a new tile roof, newer a/c’s and water heater, extended paver driveway, epoxy-coated 3-car garage, well-water irrigation system, and outdoor generator electrical connection. Ideally located within nearby Pine View School, consistently ranked among the top schools in Florida and the nation, this remarkable property offers an unparalleled lifestyle in one of Sarasota County's most desirable communities. Experience the perfect blend of elegance, functionality, and Florida outdoor living in this extraordinary Rivendell Woodlands home.

907 Eagle Isle Court, Osprey

$1,239,000
5 Beds 4 Baths Cassata Lakes SubDv. 34275 Zip Code
Virtually Staged. NEVER LIVED IN! JUST ADDED: $15,000 CUSTOM buyers ALLOWANCE! Rare find in Sarasota County where ultra-luxury meets bespoke craftsmanship. Nestled in the gated Cassata Lakes community, this magnificent estate sits minutes from Nokomis Beach, historic downtown Venice, and Sarasota Memorial Hospital. Built in 2025, this pristine 2-story Juniper model by M/I Homes features 5 beds, 4 baths, a bonus loft, flexible den, and a 3-car epoxy garage equipped with setup for your choice of EV charger. Offering 3,759 sq ft of heated living space on an oversized water-view lot, this property defines high-prestige Florida living. For the discerning buyer demanding exclusivity, this clean, fresh, crisp canvas offers immediate gratification without the stress of a new build or the grueling 10-month hassle of pool construction. It is 100% move-in ready today, serving as a flawless backdrop ready to customize to your exact taste. Every square inch has been engineered with approx. $172K in rare, high-expense upgrades that elevate daily living into an art form Fortified for absolute peace of mind, the home features full hurricane impact windows, extra-high sliding glass doors, 3 exterior security cameras, a RING camera, and an intelligent smart outdoor camera with built-in AI. The advanced tech infrastructure is highlighted by a premium, dual-floor Wireless Access System with a high-power wireless access point on each level for seamless coverage, alongside professional networking options featuring built-in RG6 and CAT6 wiring. Exquisite details include soaring ceilings, custom crown molding, open stair rails, custom wood blinds, and marble window ledges. Elegant tray ceilings pair with extra canned recessed lighting, while premium, hard-to-find Karastan RevWood white-oak flooring and an upscale wood closet system ground the interior structural elegance. The gourmet kitchen is a true showpiece, anchored by rare leathered-finish quartz countertops with a sophisticated matte aesthetic and unparalleled durability. This chef's space features an oversized island, premium Kohler farmhouse sink, GE Profile appliance integration, under-cabinet lighting, and cabinets with slide-out shelving. Indulge in the master suite's ultra-exclusive en-suite bath sanctuary—the only layout of its kind in Cassata Lakes. This private masterpiece features an extra-large Kohler soaking tub, oversized frameless glass shower with rain head and seating, and an extended area that flows into the custom walk-in closet and straight into the massive laundry room equipped with washer/dryer, utility sink, folding area, and custom cabinets. The layout seamlessly transitions to outdoor entertaining. Open the extra-high impact sliders to an exquisite travertine pool deck and a spectacular, brand-new custom heated pool and spa against panoramic water views. Enjoy hidden outdoor plumbing lines completely pre-plumbed for your custom outdoor kitchen, all completely enclosed by a premium frameless clear-view lanai cage for unobstructed vistas. Carrying NO CDD fees and a remarkably low HOA of only $119/month, you can avoid building delays and claim your flawless paradise right now! Watch the captivating video tour to experience this rare gem—you must see it to believe it, so schedule your showing today! BUYERS: Must see the sensational VIDEO TOUR that brings this home to life! Watch by scrolling to "Facts & features," clicking "See more," and selecting "Virtual Tour" at the bottom.

1669 Lugano Circle, Nokomis

$1,900,000
5 Beds 8 Baths The Oaks SubDv. 34229 Zip Code
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey

$1,445,000
6 Beds 6 Baths Bay Point SubDv. 34275 Zip Code
Welcome to a one of a kind coastal retreat tucked along a quiet, tree lined street in the heart of Nokomis, where the pace slows down and the Gulf sits only minutes away. Being sold with the furnishings negotiable, you could move right in and start living the dream! Rare and versatile, this fully refinished property pairs a spacious main home with a fully separate attached suite, complete with its own address, for true multigenerational living. Wrapped in soft sage siding with crisp white trim, gambrel rooflines and dormer windows, the two story home carries all the charm of a classic Florida cottage while living far larger than first meets the eye. Inside, wood look luxury vinyl plank flows underfoot beneath recessed lighting in a bright, open concept plan. The remodeled kitchen is a true showstopper, pairing white shaker cabinetry and brushed gold hardware with dramatic Da Vinci Green quartzite counters from Brazil, a full height matching backsplash, stainless appliances and a peninsula with casual seating. It opens to a sunlit dining area framed by a sleek wood slat stair rail and a spacious living room with French doors to the screened porch, plus a cozy media room and a stylish butler's pantry with wine storage. Upstairs, four bedrooms are anchored by a serene primary suite with skylit dormer ceilings, its operable skylights fitted with electric Velux shades, and a spa inspired bath dressed in iridescent tile with a frameless glass shower and dual marble topped vanities. The oversized walk-in closet is a showpiece all its own, wrapped in custom built-ins that conceal a secret door opening to a private staircase down to its own entrance. A convenient upstairs laundry keeps daily routines close to the bedrooms, and the additional bedrooms are bright and full of character, served by beautifully updated baths with designer tile and finishes. What truly sets this property apart is the attached accessory dwelling, complete with its own separate address, private entrance and private driveway. Turnkey and full of coastal cottage charm, it offers two bedrooms and two full baths, one an ensuite, plus a renovated kitchen with white cabinetry and patterned tile, a bright living room, a secondary laundry and a private outdoor shower. Whether it hosts extended family, long term guests or rental income, it delivers genuine independence beneath the same roofline. Outside, the fully fenced grounds are a private tropical escape shaded by mature oaks and swaying palms, with room for a trampoline and basketball, a two story shed with a golf cart door, and an open air carport, all served by a long driveway. Kayaks tuck away easily, and the community offers two kayak launches to Lyons Bay just moments away. Peace of mind comes built in, with transferable warranties on the roof, the accessory dwelling foundation pillars, the windows and the siding. Close to Nokomis Beach, the Legacy Trail, waterfront dining and downtown Venice, with Sarasota and I-75 an easy drive, this is Gulf Coast living with room for everyone. Come experience all it has to offer. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

405 Bay Point Avenue, Nokomis

$869,999
5 Beds 4 Baths Vistera Phase One SubDv. 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a den, bonus room, and a two-car garage. As you step inside the grand foyer, a den sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra guest suite and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.

189 Vistera Boulevard, Nokomis

$919,999
5 Beds 5 Baths Cassata Lakes SubDv. 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, five full bathrooms, a first floor flex room, an upstairs bonus room, and a three-car garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms and two bathrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.

1753 Lugano Circle, Nokomis

$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

$1,019,999
5 Beds 4 Baths Cassata Lakes SubDv. 34275 Zip Code
Pre-Construction. To be built. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Santa Fe is a beautifully designed two-story home offering 5 bedrooms, 3.5 baths, and a spacious 3-car garage, totaling 3,899 square feet of functional living space. As you enter the home, you'll find a flex room off the foyer. Continue through the foyer to find an open-concept layout centered around the great room, which seamlessly connects to the café and kitchen. The kitchen includes a walk-in pantry, island with double basin sink and ample counter space. Adjacent to the main living area off dual sliding glass doors, a covered lanai extends your entertaining space outdoors. The first-floor owner’s suite is a private retreat, complete with a large walk-in closet and a spa-like owner’s bath with dual vanities and a separate shower. Additional main-level highlights include a convenient mudroom with access to the laundry area, powder bath and garage. Upstairs, the home features 4 secondary bedrooms, each with a walk-in closet for plenty of storage. Two full baths, one shared and one private, provide convenience for family or guests. A spacious bonus room serves as a versatile space for a media room, game room, or additional lounge area. The second floor also includes an overlook to the great room below, adding a sense of openness to the layout. With abundant storage options, modern conveniences, and flexible spaces, this home is designed to fit the needs of modern living and those who love to entertain.

1671 Lugano Circle, Nokomis

$4,790,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey

$2,205,850
4 Beds 3 Baths Preserve At Mission Valley SubDv. 34275 Zip Code
Located in The Preserve at Mission Valley, this spectacular home makes an unforgettable first impression with its picturesque charm. Mature oak and palm tree landscaping and a grand Southern-style front porch create a warm welcome. A gently curving driveway leads to a guest parking lot and a 3-car side-entry garage. Step through the beautiful front door and fall in love with an inviting interior that blends elegance with comfort. This fully furnished home showcases quality throughout with an open concept floor plan and generously sized rooms for large entertainment parties or just a cup of tea with a friend. There are 10 ft. ceilings, plantation shutters, and creamy beige ceramic tile flooring throughout the main level with extra-wide hallways providing ease of movement. The main floor features an outstanding great room, dining room, a 14 x 16 breakfast nook or family room, 4 large bedrooms, including 2 ensuites, 3 full bathrooms, and an enormous double walk-in closet in the primary suite. The beautifully appointed kitchen offers a center island counter, double wall ovens, smooth cook-top range, abundant soft-beige all wood cabinetry, Corian countertops, and top of the line appliances. There are 4 kitchen pantries including a huge 6 x 9 walk-in, 2 closets, a complete 5 x 9 butler’s pantry, also a large laundry room. The expansive 888-square-foot garage has an additional side-door entry, a separate dedicated workshop room, and a private stairway that leads to the second floor consisting of a 525 square-foot, air-conditioned bonus room offering exceptionally versatile space with endless possibilities, a 20 x 20 storage room, and a separate A/C mechanical room. The south-facing screened lanai enclosure includes a sunny terrace deck and a spacious covered lounge and dining area overlooking the private backyard with mature palm trees and a lush green backdrop. Adding to the appeal is a 5-foot-deep turquoise, jetted swim spa with a brand-new swim spa heater installed 2026. The setting offers the feel of your own private tropical retreat. Built in 2005 by renowned Caithness Construction, this custom home has been meticulously maintained and thoughtfully updated by the owner. Recent improvements also include a new ROOF & gutters, a new AC system in 2024, a brand-new Dehart security system, and a new outside Rainbird irrigation system This beautifully furnished home is ideal as a luxurious Florida winter retreat or a comfortable year-round residence. The attractive deed-restricted community includes just 17 estate-sized homes, each on at least one acre, pet-friendly, with a low annual HOA fee and NO CDD fees. Quiet, peaceful, perfect location, is tucked away from highway noise and offers convenient access to recreation and everyday essentials, including Mission Valley Golf Course with optional golf and social memberships, all new Northeast Venice Pickleball courts, the 23-mile Legacy Bike Trail, Nokomis Beach 3 miles to the west, and SMH Hospital and I-75 just 3 miles to the east.

756 Vanderbilt Drive, Nokomis

$875,000
4 Beds 4 Baths Carneys Sub SubDv. 34275 Zip Code
NEW ROOF 2025 with transferable warranty, HURRICANE IMPACT WINDOWS,8' DOORS and an impressive 3-CAR GARAGE with 12.5-foot ceilings and a 7,000 LB car lift set the stage for this exceptionally versatile Nokomis property. Offering 4 BEDROOMS, 4 FULL BATHS, an ADDITIONAL 1-car GARAGE, expansive bonus space, and a fully fenced yard with NO HOA restrictions, this home delivers flexibility, functionality, and room to truly spread out just minutes from the beach. This home was extensively rebuilt in 2005, retaining only one original wall, and was reconstructed to meet updated hurricane codes with all-new plumbing, electrical, and major system components. Inside, the open-concept floor plan seamlessly blends the dining room, kitchen, sitting area, and spacious living room, creating an inviting atmosphere ideal for both entertaining and everyday living. The kitchen is truly the centerpiece of the home, featuring custom all-wood cabinetry, tremendous storage space, a secondary cooking island with cooktop and range hood, and an extraordinary oversized island with seating for up to 6 stools—an unmatched gathering space for family and guests alike. The formal sitting room overlooks the private courtyard-style outdoor living area and features French doors for effortless indoor-outdoor flow. The expansive living/family room provides additional flexibility and plenty of room to relax or entertain. At the front of the home, a guest bedroom can easily function as its own private suite thanks to a pocket door separation. This space features a bay window and direct access to a large bathroom complete with double vanities, linen storage, and a tub/shower combination. A second guest bedroom offers its own ensuite bath with walk-in shower for added privacy and convenience. The oversized 4th bedroom currently serves as an art studio and bonus space but could easily function as a media room, game room, man cave, fitness area, or be converted back into two separate bedrooms as originally designed, allowing the home to easily transition into a 5-bedroom layout. An additional full bath with walk-in shower is conveniently located just outside this space. Privately situated at the rear of the home, the primary suite features two sets of French doors—one leading to a secluded patio retreat and another opening directly to the courtyard outdoor living space. The spacious primary bath includes dual walk-in closets, double vanities, a dedicated makeup area, walk-in shower, and an MTI Hydrotherapy Microbubble self-cleaning soaking tub for a true spa-like experience. Car enthusiasts, hobbyists, and outdoor lifestyle buyers will appreciate the 3-car garage/workshop with its 7,000 LB lift, soaring ceilings(12.5 feet), and abundant workspace, along with the additional front 1-car garage and separate storage shed behind the larger of the garages. Both AC units were replaced in 2021 for added peace of mind. The fully fenced yard offers privacy and flexibility with plenty of room for recreational vehicles, boats, trailers, or future additions. The courtyard entertaining area was thoughtfully designed with previously engineered pool plans and footers already installed beneath the pavers for a future pool installation. Conveniently located just 2.3 miles from Nokomis Beach, 5 miles from Venice Island, and approximately 18 miles from Downtown Sarasota, this one-of-a-kind property offers exceptional versatility, generous space, and coastal convenience in a highly desirable location.

613 Indiana Avenue, Nokomis

$4,795,000
5 Beds 4 Baths Sorrento East SubDv. 34275 Zip Code
Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with high-end designer finishes and luxurious modern upgrades throughout. From the moment you arrive, the home makes a striking impression with its expansive front porch, lush new landscaping, updated driveway and beautiful natural surroundings. Inside, every space has been thoughtfully transformed with premium materials, stylish finishes, and exceptional attention to detail. The result is a home that feels luxurious and inviting with a chic contemporary style rarely found. Featuring five bedrooms and 3.5 baths, the expansive floor plan is designed for both elegant entertaining and comfortable everyday living. Upon entering, stunning views of South Creek immediately draw your attention through the open living spaces and out toward the resort-style outdoor setting. The completely redesigned gourmet kitchen is the centerpiece of the home, showcasing KitchenAid® professional appliances, custom cabinetry, designer lighting, and luxurious finishes throughout. The spacious family room with a built-in electric fireplace flows seamlessly from the kitchen, while the formal dining room, butler’s galley and large walk-in pantry create the perfect setting for upscale gatherings and entertaining. Additional bonus spaces include a large media/game room with flexibility for a home theater, fitness space, billiards room or lounge area. Throughout the home, every detail has been elevated, including new flooring, custom wall accents, designer paint selections, premium fixtures, sophisticated lighting and beautifully renovated baths and living spaces. Anderson windows further enhance the quality and craftsmanship found throughout the residence. Upstairs, two oversized guest bedrooms feature walk-in closets connected by a Jack-and-Jill bath, while built-in desk spaces create ideal work-from-home or study area flexibility. Outdoor living is equally spectacular and has been totally reimagined. The new covered and screened lanai with outdoor kitchen overlooks the newly enhanced pool and spa area featuring a brand-new picture-frame pool cage and elegant paver deck. Beyond the pool, a dock extends toward the peaceful waters of South Creek, where panoramic natural views and complete privacy create a truly breathtaking setting. The dock and creek can accommodate a boat up to approximately 24 feet with direct access to the Intracoastal Waterway and beyond, offering an exceptional opportunity to enjoy boating, waterfront dining, and the waterfront lifestyle directly from your backyard. Completing the property is an oversized three-car garage with abundant space for vehicles and recreational storage along with an additional shed for tools and equipment. A one-year home warranty is included. The home features 69 solar panels that provide electrical service to the entire home and heated saltwater pool. This system is not financed. Private, stylish, luxurious and surrounded by nature, this exceptional waterfront estate offers a rare opportunity to own a fully transformed retreat in one of Nokomis’ scenic and secluded locations.

4678 Silent Creek Way, Nokomis

$798,000
3 Beds 4 Baths Blackburn Harbor SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVED OVER $50K!!!! Experience elevated coastal living in this beautifully appointed waterfront residence, ideally located within the sought-after Blackburn Harbor community in Sarasota County. Situated on the second floor (building with elevator), this elegant and spacious 3BR + den / 3BA condominium offers over 3,700 SF of a harmonious blend of style and comfort, complemented by serene water views. The open-concept layout features expansive living and dining spaces bathed in natural light, perfect for both everyday living and effortless entertaining. Sliding glass doors lead to a generous wrap-around lanai, creating a seamless indoor-outdoor setting to relax and enjoy tranquil water views, refreshing coastal breezes and spectacular sunsets. The gourmet kitchen is as functional as it is inviting, showcasing rich wood cabinetry, granite countertops, stainless steel appliances, a center island for culinary enthusiasts, and a cozy dinette. A convenient breakfast bar opens to the main living area, ideal for casual dining and social gatherings. The primary suite serves as a peaceful retreat, complete with ample closet space and a well-appointed en-suite bath. Each additional bedroom features its own en-suite bathroom and walk-in closets, offering comfort and privacy for guests or versatility for a home office. Residents of Blackburn Harbor enjoy an array of resort-style amenities, including a heated pool, fitness center, clubhouse, tennis and pickleball courts, kayak storage and launch, and a gazebo with grilling areas. Boating enthusiasts will appreciate the protected deep-water dockage with power and water, and direct access to the Intracoastal Waterway with no bridges. Surrounded by natural beauty, the community provides a front-row seat to Florida’s coastal wildlife, including dolphins and manatees. Just across the street, Oscar Scherer State Park offers scenic trails and outdoor recreation, while nearby waterways invite kayaking adventures to local favorites like Casey Key. Perfectly positioned between Venice (10 minutes) and Sarasota (25 minutes), this location offers convenient access to shopping, dining, and cultural attractions, as well as world-renowned Gulf beaches, including Siesta Key Beach just 15 minutes away. Whether you’re seeking a seasonal escape or a year-round residence, this exceptional property captures the essence of Florida waterfront living.

6100 Jessie Harbor Drive Unit 202, Osprey

$11,950,000
5 Beds 6 Baths Casey Key SubDv. 34275 Zip Code
Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis

$1,950,000
5 Beds 6 Baths The Oaks SubDv. 34229 Zip Code
Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed floor plan with expansive living areas, soaring ceilings, and an abundance of natural light. At the heart of the home is a completely renovated chef’s kitchen, featuring high-end finishes, premium appliances, custom cabinetry, and a seamless flow into the main living and entertaining spaces, perfect for both everyday living and hosting guests in style. Each of the five spacious bedrooms offers comfort and privacy, while the six bathrooms provide ample convenience for family and guests. Recent updates include a brand-new roof, and renovated kitchen, offering peace of mind and long-term value for the next owner. Outdoor living is equally impressive, with tranquil surroundings that capture the essence of Florida living, ideal for relaxing, entertaining, or simply enjoying the natural beauty that defines The Oaks Bayside. Residents enjoy access to The Oaks Club, a private, member-owned country club offering championship golf, tennis, fitness, dining, and a vibrant social lifestyle. Conveniently located near top-rated schools, beaches, dining, and shopping, this home delivers the perfect balance of privacy and accessibility. Experience refined living in one of the area’s most sought after communities, this is more than a home, it’s a lifestyle.

97 Sugar Mill Drive, Osprey

$2,470,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

449 Webbs Cove, Osprey

$849,999
5 Beds 5 Baths Vistera Phase One SubDv. 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, five full bathrooms, a flex room, bonus room, and a two-car tandem garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra owner's suite and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.

416 Alberata Way, Nokomis

$855,000
5 Beds 4 Baths Cassata Lakes SubDv. 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a flex room, bonus room, and a four-car tandem garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the foyer, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with a window to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.

1521 Lugano Circle, Nokomis

$834,999
4 Beds 4 Baths Cassata Lakes SubDv. 34275 Zip Code
Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome home to the Juniper. A sprawling 2-story dream, the Juniper features an open-concept floorplan with 4 bedrooms, 3.5 bathrooms, a den, a bonus room, and a 3-car garage. Head through the covered entry into the first floor of this grand home. A den and powder room sit on one side, and a laundry room is on the other. A spacious open floorplan gives you the best of both worlds with a formal and informal dining space that looks directly into the great room. Just waiting for a cozy couch for lazy Saturday mornings or Monday night football, you’ll love how the great room looks out to the covered lanai. The kitchen is truly a chef’s dream with a large center island containing a double basin sink for plenty of food preparation space. The owner’s suite sits on the main floor, sharing no walls with other bedrooms for maximum privacy and relaxation. Enjoy a tranquil owner’s bath with a large, connected walk-in closet for all your belongings, and unwind from the day with a large, enclosed shower and tub. Step directly outside the mud room into the large 3-car garage to make school mornings even easier. After your grand tour of the main floor, head to the second story, which features a loft open to the floor below, creating high ceilings and a grand appearance. Three bedrooms wait upstairs, each with a walk-in closet of its own, two full bathrooms and 1 bedroom with en-suite bathroom. Creek’s Edge at Twin Rivers ***SELLER OFFERING $50,000 FLEX CASH*** Welcome home to the Juniper. A sprawling 2-story dream, the Juniper features an open-concept floorplan with 4 bedrooms, 3.5 bathrooms, a den, loft, and a 3-car garage. Head through the covered entry into the first floor of this grand home. A den and powder room sit on one side, and a laundry room is on the opposite side of the foyer. A spacious open floorplan gives you the best of both worlds with a formal and informal dining space that looks directly into the great room. Just waiting for a cozy couch for lazy Saturday mornings or Monday night football, you’ll love how the great room looks out to the covered lanai. The kitchen is truly a chef’s dream with a large center island containing double basin sinks for plenty of food preparation space. The owner’s suite sits on the main floor, sharing no walls with other bedrooms for maximum privacy and relaxation. Enjoy a tranquil owner’s bath with a large, connected walk-in closet for all your belongings, and unwind from the day with a large, enclosed shower and tub. Step directly outside the mud room into the large 3-car garage. After your grand tour of the main floor, head to the second story, which features a loft open to the floor below, creating high ceilings and a grand appearance. Three bedrooms wait upstairs, each with a walk-in closet of its own. Two bathrooms are upstairs, one en suite to bedroom 2.

2051 Varese Street, Nokomis

$5,999,999
4 Beds 5 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

$1,865,160
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
**IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4 BEDROOMS plus a STUDY/DEN, 3 FULL and 1 HALF BATHS. Inside, you’ll find high ceilings, elegant crown molding, a cozy fireplace, plantation shutters, custom built-ins, and rich hardwood flooring throughout. The spacious kitchen is designed for both functionality and style, showcasing granite countertops and black stainless KitchenAid appliances. The expansive primary suite is a true retreat, complete with multiple walk-in closets, dual vanities, a soaking tub, and a custom-tiled shower. Enjoy Florida living at its finest on the screened lanai, featuring a heated pool and spa, travertine marble pool deck, and a large covered entertaining area—all overlooking tranquil golf course and garden views for ultimate privacy. Additional highlights include a 3-car garage and thoughtfully designed indoor-outdoor living spaces perfect for entertaining or relaxing. 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 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. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

448 E Macewen Drive, Osprey

$3,000,000
4 Beds 5 Baths Casey Key SubDv. 34275 Zip Code
Beautiful Custom Built Waterfront Home on Casey Key. This waterfront residence on exclusive Casey Key, offering the ultimate in coastal luxury with deeded Gulf beach access and a deep-water dock on the Intracoastal Waterway. Designed for effortless indoor-outdoor living, this open-concept home features a spacious great room with decorative fireplace and a gourmet kitchen with Viking Professional Series appliances, walk-in pantry, and large center island. Walls of glass open to expansive outdoor living spaces with a summer kitchen, balcony, and sparkling pool, creating a seamless setting for entertaining and relaxation. All four bedrooms feature private en-suite baths with TOTO and Kohler fixtures and designer finishes in natural stone, porcelain, glass, and metal. The oversized primary suite is a private retreat with generous proportions and luxurious detail. Exceptional quality throughout includes hurricane-rated windows and doors, granite and marble countertops, 8-foot solid-core doors, crown molding, elegant millwork, oversized garage, elevator-ready design, and whole-house generator. Custom built to Florida Green Building Standards for energy efficiency and environmental sensitivity. Enjoy one of Casey Key’s most coveted lifestyles. Ideally located near downtown Sarasota’s acclaimed dining and cultural offerings, as well as the charming shops and waterfront restaurants of Venice. Convenient to three major airports and the private airport in Venice.

2508 Casey Key Road, Nokomis

$1,495,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
Located on a quiet cul-de-sac within the gates of The Oaks Clubside, this custom-built residence at 554 Dove Pointe offers privacy, space, and the refined lifestyle of one of Sarasota County’s most established country club communities. Set on a beautifully landscaped homesite covering more than a half-acre, the property enjoys exceptional curb appeal with a circular drive, mature trees, and a fully fenced backyard—an ideal setting for pets, outdoor play, or peaceful evenings surrounded by nature. Spanning 3,500+ square feet of interior living space, the thoughtfully designed floor plan includes four bedrooms, three-and-a-half baths, and a dedicated study/den, creating flexible space for everyday living, guests, or working from home. The home has been carefully maintained and enhanced with a new roof completed in 2025, providing peace of mind for years to come. A welcoming foyer leads into the main living areas where high ceilings, crown molding, and expansive sightlines create an inviting atmosphere. The living/dining room is anchored by a gas fireplace and wet bar, while walls of sliding glass doors and French doors open to the outdoor living spaces, blending interior comfort with Florida’s year-round indoor-outdoor lifestyle. The chef’s kitchen serves as the center of the home, offering solid wood cabinetry, granite countertops and backsplash, stainless steel appliances, a walk-in pantry, and an expansive island with breakfast bar seating. The space flows seamlessly into the family room and breakfast nook, creating a comfortable gathering area for casual meals and conversation. The primary suite is privately situated and features terrace access, a spacious walk-in closet, and an en-suite bath designed for relaxation with dual vanities, soaking tub, and a walk-in shower. Three additional guest bedrooms are arranged in a split configuration, two featuring en-suite baths and walk-in closets, ensuring privacy and comfort for visitors. Outdoor living is designed for both relaxation and entertaining. The screened lanai and pavered pool deck surround a private swimming pool with raised spa and summer kitchen, creating an inviting setting for gatherings or quiet afternoons at home. Beyond the pool area, the fenced backyard offers an expansive lawn ideal for pets or outdoor enjoyment. Residents of The Oaks Country Club enjoy a gated setting spanning more than 1,000 acres along Little Sarasota Bay. The required membership provides access to an exceptional collection of amenities including two championship 18-hole golf courses, 12 Har-Tru tennis courts, croquet lawns, a fitness center, heated community pool, and multiple dining venues. Ideally located in Osprey between Sarasota and Venice, this home places residents just minutes from the Gulf beaches of Casey Key and Siesta Key, waterfront dining, and everyday conveniences. Nearby cultural destinations such as Selby Gardens, Sarasota Opera House, and The Bay Park anchor Sarasota’s renowned Cultural Coast, while marinas, nature preserves, and scenic trails offer endless opportunities to enjoy the area’s outdoor lifestyle. This property presents a rare opportunity to enjoy private, pet-friendly living on a spacious cul-de-sac homesite within one of Sarasota’s premier golf and country club communities.

554 Dove Pointe, Osprey

$3,650,000
4 Beds 5 Baths Bay Acres Sub SubDv. 34229 Zip Code
Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to the Intracoastal Waterway. Even more spectacular is the beautiful water and natural beauty of Midnight Pass which is just to the north of this property and sandbar relaxation just a short boat ride away. This home features all the right spaces and updates- it features a smartly renovated main house comprised of three bedrooms, three and a half bathrooms and spacious office, as well as separate guest suite with full bathroom. From the moment you approach this property you can tell something is different about it. The large front yard features a wraparound drive with tasteful landscaping and as you approach the front door you are transported into true relaxation as you enter over a pool with footbridge to the front door. The immediate thing you will notice are unobstructed beautiful views, high ceilings and stunning architecture. As you take in the 36x36 tile updated flooring you’ll visit the kitchen and great room. The kitchen features upscale appliances from SubZero, Miele and Thermador, as well as sleek European style cabinetry. The main living space opens onto a screened, elevated patio with built-in summer kitchen. The primary is oversized with soaring ceilings and features a spa-like bathroom with free-standing tub, walk-in shower, dual vanities, and walk-in closet. The real fun begins outside- it’s hard to beat the outdoor living space- private sandy beach, heated pool and spa, and large fenced backyard to enjoy. The boating enthusiast will enjoy dual 16k and 10k boat lifts, fish cleaning station, water and electrical service. This home features its own video security system, solar panels with battery backup, a full complement of hurricane shutters, and is located in flood X, indicating no flood insurance required. The roof was replaced in 2025, the structure is built strong with ICF concrete block construction, and the attic insulation is spray foam for energy efficiency. This special estate must truly be seen in person to grasp- schedule your private showing today.

324 Bayshore Drive, Osprey

$2,300,000
4 Beds 6 Baths The Oaks SubDv. 34229 Zip Code
Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023)

530 N Mac Ewen Drive, Osprey

$4,900,000
4 Beds 5 Baths N/A SubDv. 34275 Zip Code
Discover the ultimate in luxury living in this exquisite John Cannon home, Southwest Florida's most celebrated, award-winning custom home builder for over three decades. This phenomenal residence exudes timeless sophistication and refined coastal living. Set on 98 ft of frontage along the tranquil shores of Dona Bay, this amazing home boasts over 5,700 square feet of thoughtfully designed open-concept living space enhanced by soaring 30-foot ceilings, three fireplaces, a sweeping staircase, polished travertine floors throughout and beautiful Mediterranean architectural interests. Formal and casual living areas unfold seamlessly, opening to multiple balconies, ideal for entertaining and relaxed waterfront living. The magnificent kitchen serves as heart of the home, featuring exotic 2-inch blue Bahia granite counters, a large gas range, three dishwashers, three copper sinks, and wet bar with walk-in 1,000-bottle wine cellar. The main floor also boasts two grand living areas with stunning water views, one of two primary suites, two guest bedrooms, 2 1/2 baths and a butler pantry with laundry facilities. The elevator leads to the second floor, where a dedicated game room, private office and magnificent primary suite serve as a private sanctuary, opening to a romantic terrace overlooking the bay. A closet fit for royalty also hosts a washer and dryer for convenience. The primary bath boasts a full room mirror, two large vanities, walk in shower and Roman tub. Outdoors, the home’s graceful lines lead to an infinity saltwater pool with a sun deck, spa, full bath with air conditioner and resort-style entertainment area, all shaded by 92 palm trees. A bayfront walkway leads to the new Trex dock with a 10,000-pound lift, completing the experience. This is a four-zone house, all units new, a new steel EDCO roof and two septic tanks with new floats and pumps. There is also a central vacuum system for cleaning ease. The extensive list of improvements is available in the attachments. Be sure to watch the video and walk-through floor plan.

419 Bayview Parkway, Nokomis

$1,700,000
4 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
Accepting Backup Offers. Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required.

401 Walls Way, Osprey

$1,499,999
5 Beds 5 Baths Cassata Lakes SubDv. 34275 Zip Code
Under Construction. PHOTOS ARE BUILDER RENDERINGS - FOR INFORMATIONAL PURPOSESE ONLY- NOT OF ACTUAL HOME. The Tranquility is an exceptional residence designed for those seeking expansive living and elegant architectural detail. This impressive home offers 5 bedrooms, 5 bathrooms, a private den, an upstairs bonus room, and a 3-car garage, providing both luxury and functionality. Upon entering, a soaring foyer creates an immediate sense of grandeur, offering a direct view into the great room, lanai and pool. To one side, a formal dining room is thoughtfully paired with a dedicated wine room, perfect for entertaining. Opposite the dining area, double doors lead to a private den—ideal for a quiet home office or study. Moving through the foyer, you pass the staircase and enter the spacious great room. This open-concept living area flows seamlessly into a gourmet kitchen, featuring a generous center island for additional seating and meal preparation. Beautiful countertops and abundant cabinetry span two full walls, providing both style and ample storage. Adjacent to the kitchen, a charming café area is framed by three large windows, inviting natural light and serene views. The extended lanai enhances the home’s indoor–outdoor lifestyle, complete with a full outdoor kitchen—perfect for year-round entertaining. The owner’s suite occupies its own wing of the home, offering privacy and luxury. A spacious bedroom leads into a well-appointed owner’s bath with a garden tub, dual vanities, a large walk-in shower, and a private water closet. Two expansive walk-in closets complete this serene retreat. Upstairs, the home truly shines with its expansive second story. Overlooking the foyer below with open railings, the large bonus room provides an ideal space for recreation, media, or gatherings. Four additional bedrooms—each with its own walk-in closet—are also located on this level. Three well-designed bathrooms, including two en-suite, ensure comfort and convenience. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE****

1170 Kings Way Drive, Nokomis

$2,300,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
This beautiful custom designed home will captivate you from the moment you  enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy

896 Macewen Drive, Osprey

$2,324,000
5 Beds 5 Baths Mission Vly Estates Sec A SubDv. 34275 Zip Code
**DISCOVER YOUR PRIVATE OASIS IN MISSION VALLEY** Tucked away at the end of a peaceful cul-de-sac on 1.17 Acres, this exceptional custom-built residence (completed in 2021) offers the perfect blend of luxury, privacy, and modern design. Boasting nearly 3,600 sq ft under air and over 5,300 sq ft total living space, this thoughtfully designed home features 5 bedrooms, 5 bathrooms, and a dedicated office, with soaring ceilings and oversized doors throughout. The desirable southern exposure enhances natural light while keeping the resort-style pool warm and comfortable. The gourmet kitchen is a chef’s dream, showcasing a DCS by Fisher & Paykel 6-burner propane range with professional oven, wall-mounted pot filler, Kraus 44” workstation sink, porcelain tile countertops with waterfall edge and backsplash, and a 10-foot island seating five with built-in storage and wine rack. Additional highlights include custom cabinetry with under-cabinet lighting, wine refrigerator, and an LG InstaView Door-in-Door counter-depth refrigerator with dual ice makers, including slow-melting craft ice. The impressive primary suite features high ceilings, French doors to the lanai, multiple walk-in closets with custom built-ins, and a spa-inspired bath with custom vanities, zero-entry oversized Roman shower, and freestanding soaking tub. Designed for the ultimate Florida lifestyle, the outdoor living area offers over 600 sq ft of covered entertaining space with living and dining areas, a heated 14x36 saltwater pool with waterfall, LED lighting, sun shelf, and a 30-year warranty. The custom outdoor kitchen includes an Artisan 32” grill, power burner, sink, stainless steel cabinetry, IPE wood accents, porcelain wall tile, and an oversized stainless-steel hood. Built with ICF (insulated concrete form) construction, this energy-efficient home features one-foot-thick reinforced concrete exterior walls. Average monthly utilities include approximately $232 with FPL (2025) and $136 with Sarasota County Utilities. A comprehensive FEATURE LIST is available. This is a rare opportunity to own a one-of-a-kind estate west of I-75 and east of Tamiami Trail, offering tranquil privacy surrounded by nature, yet just minutes from downtown Venice, Sarasota, Nokomis Beach, Legacy Trail, top-rated schools, shopping, dining, and Sarasota Memorial Hospital.

960 Highland Circle, Nokomis

$2,599,000
4 Beds 3 Baths Bay Point Corr Of SubDv. 34275 Zip Code
Pre-Construction. To be built. Exceptional opportunity to own a custom new construction luxury home with Key West–inspired architectural flair, built by a premier Florida design-build firm. This thoughtfully designed residence is constructed on a solid two-story foundation and features impact-rated windows and doors for enhanced durability and peace of mind. A dramatic two-story foyer welcomes you into a light-filled interior showcasing refined finishes throughout. The open-concept floor plan is designed to maximize natural light while seamlessly connecting indoor and outdoor living spaces—ideal for both everyday living and entertaining. The private backyard retreat includes a resort-style pool and spa (optional upgrades), lush landscaping, and a covered lanai with a fully equipped outdoor kitchen, pizza oven (optional), and wood-burning fireplace, creating an exceptional setting for year-round enjoyment. An enclosed entertainment area attached to the main residence adds valuable flexible living space. The chef’s kitchen features high-end European-style cabinetry, granite countertops, pot filler, 48” professional range, double ovens, and a walk-in pantry, with an optional walk-in cooler and freezer. Adjacent to the kitchen is a striking floor-to-ceiling glass wine cellar, offering both function and architectural impact. The spacious primary suite serves as a private retreat, featuring a large custom closet and private balcony access from both the bedroom and closet. Interior highlights include solid-core doors, tray ceilings, large-format tile flooring, integrated smart-home technology, and a state-of-the-art security system. The home includes a two-car garage, along with a separate third-car garage located on the opposite side of the front of the home, providing added functionality and design balance. As a pre-construction offering, the buyer has the opportunity to select all desired finishes, creating a truly personalized residence. Ideally located less than one mile from Nokomis Beach, offering convenient access to pristine beaches, dining, and coastal amenities. Please note: Certain features, finishes, and amenities shown or described are optional upgrades and are not included in the base price.

504 Bay Point Avenue, Nokomis

$840,000
3 Beds 4 Baths Willowbend SubDv. 34229 Zip Code
Located in Willowbend, this expansive residence offers a rare blend of space, privacy, and long-term potential, set against tranquil water and preserve views with Oscar Scherer State Park as a stunning natural backdrop. Offering over 3,500 square feet of living space, the home provides exceptional flexibility for buyers looking to personalize a well-designed layout. High ceilings, architectural detail, and abundant natural light create an immediate sense of openness, while the flowing floor plan connects the main living areas with ease. The home has seen several meaningful improvements that enhance comfort and functionality, including luxury vinyl plank flooring installed in 2025 throughout all bedrooms, the flex room/office, and the second-floor living space, along with new carpeting on the stairs and new ceiling fans in the primary bedroom, living room, and office. A 2025 York AC unit services the second floor, providing efficient and independent climate control. Natural gas is another notable feature, with a gas range in the kitchen and a gas hookup on the rear lanai, ideal for an outdoor kitchen or direct grill connection. Outdoor living is a highlight, with a pool and expansive screened lanai overlooking serene water and preserve views, offering a permanent no-build backdrop and a peaceful connection to nature. A massive second-floor living area with a full bath and screened balcony adds significant versatility and can easily serve as a media room, guest suite, private retreat, or home office. Located across the water and backing Oscar Scherer State Park, and just minutes from downtown Venice, Sarasota, golf, waterfront dining, and Pine View School, this property offers a compelling opportunity for buyers seeking size, setting, and the ability to create a home tailored to their vision in a highly desirable location. Some photos have been virtually staged.

616 Crane Prairie Way, Osprey

$2,189,000
4 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
Under contract-accepting backup offers. **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*

433 E Macewen Drive, Osprey

Start Your Search

3500+ Sq. Ft. Osprey/Nokomis Real Estate

Our website features the best real estate search for 3500+ sq. ft. properties available in Osprey/Nokomis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!