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101 Osprey Point Drive, Osprey
$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

510 Dona Drive, Nokomis
$359,900
2 Beds ⋅ 2 Baths ⋅ Nokomis Acres SubDv. ⋅ 34275 Zip Code
Welcome to your slice of paradise in Nokomis! This charming 2-bedroom, 2-bathroom home is ideally situated on an oversized lot in a quiet, established neighborhood, offering the perfect blend of comfort, privacy, and Florida lifestyle living. Step inside to a bright and inviting layout with comfortable living spaces designed for everyday living or seasonal enjoyment. For added peace of mind, the roof is only 5 years old, giving buyers confidence in one of the home’s major systems. Out back, your private retreat awaits with a sparkling in-ground pool and plenty of yard space for entertaining, relaxing, or creating your own tropical oasis. Perfectly located just minutes from Nokomis Beach, waterfront dining, shopping, golf, Legacy Trail, and convenient access to both Venice and Sarasota, this home places you close to everything that makes Gulf Coast living so desirable. Whether you’re searching for a full-time residence, winter getaway, or investment opportunity, this property offers exceptional potential in one of Southwest Florida’s most sought-after locations.

510 Dona Drive, Nokomis

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

216 Sunrise Drive, Nokomis

103 Bishops Court Road, Osprey
$699,000
3 Beds ⋅ 2 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY** this Charming and Cozy 3-Bedroom, 2-Full Bath home sits on a premium Corner Lot directly across from the Community Pool. Featuring a NEW ROOF, 2-Car Garage, and a Spacious and Private screened lanai perfect for relaxing or entertaining, this home offers comfort and convenience throughout. Situated in Flood Zone “X” for added peace of mind. 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.

103 Bishops Court Road, Osprey

383 Sun Chaser Drive, Nokomis
$524,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay South Phase 1 SubDv. ⋅ 34275 Zip Code
Under Construction. The front porch opens into a welcoming entryway with an extended tray ceiling that embraces the main hallway. Two secondary bedrooms with walk-in closets and full bathroom are off the main hall. A full guest suite with a private bathroom and ample closet space is adjacent. You pass the laundry room as you enter into the kitchen which features an island with built-in seating, an electric radiant cooktop, and corner pantry. A bonus flex room is across from the kitchen. The dining area flows from the kitchen to the connecting family room which offers abundance of natural light from its sliding glass doors and access to the backyard covered lanai. The primary bedroom has a wall of windows overlooking the backyard. Double doors lead into the bathroom which hosts dual vanities, a freestanding tub, glass enclosed shower and two walk-in closets. The drop zone is off the two-car garage

383 Sun Chaser Drive, Nokomis

702 Fair Winds Drive Unit 702, Nokomis
$309,500
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Hidden treasure in Nokomis just minutes from Nokomis Beach! Great location in the complex with private back yard area. Close to community docks and park facilities, including pool and clubhouse, pickle ball court, dog park, kayak storage and canal access to a saltwater canal just minutes from the Gulf of America's beautiful emerald waters. Fairwinds is so well located that you can walk, bicycle and drive to all the conveniences you may desire every day. This unit has been completely renovated with new kitchen bathrooms and appliances just last year in 2025 including the new barrel tile roof, the home is offered fully furnished and is ready for the discriminating new buyer. Your new home in Fairwinds is very close to the beach, a marina with dry storage slips available and even some for sale. You have two waterfront restaurants to choose from with great sunset views and live music. Pops Tropical Grill and Pelican Alley both with water views! Don't forget Briandi's Italian when you want pizza or pasta and the Paradise Bar & Grill. This is affordable living on the BEST Coast of Florida! All of this is located just about three miles from downtown Venice shops and great restaurants. Like live entertainment? Venice Theater produces some of the best live plays and more. Venice charm and more beaches to enjoy in a friendly neighborhood with regular planed activities. This is easy living where you can enjoy boating, dining and beaches all very close to home! Don't let this freshly remodeled home get away without a careful look see!

702 Fair Winds Drive Unit 702, Nokomis

120 Ventosa Place, Nokomis
$449,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
This beautiful single-family home features 3 bedrooms plus a den and 2 bathrooms, located in the highly desirable gated community of Toscana Isles. The flexible den space can easily be used as a home office, den, or even a fourth bedroom. The home showcases an open floor plan with a well-appointed kitchen featuring a center island, granite countertops, crown molding, a walk-in pantry, and an adjoining dining area. Sliding glass doors from the dining space lead to a screened-in lanai, perfect for indoor-outdoor living. The main living areas feature ceramic tile flooring, while the bedrooms are comfortably carpeted. The primary suite offers dual walk-in closets and an ensuite bathroom with double vanities and a walk-in shower. Additional highlights include a tile roof, brick paver driveway, and covered lanai. Toscana Isles is a maintenance-free community offering resort-style amenities designed for an active and social lifestyle. Residents enjoy a heated community pool, a lakefront clubhouse with a catering kitchen, billiards room with bar and TVs, modern fitness center, tennis, pickleball, and bocce courts, as well as a playground and large fire pit. The community also offers opportunities for fishing, kayaking, and canoeing on its scenic lakes. Ideally located, Toscana Isles is just a short drive from downtown Venice and Sarasota, with convenient access to restaurants, shopping, the Legacy Trail, I-75, Tamiami Trail (US-41), and the new Sarasota Memorial Hospital Venice Campus.

120 Ventosa Place, Nokomis

352 Toscavilla Boulevard, Nokomis
$569,000
4 Beds ⋅ 4 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Experience refined Florida living in this beautifully designed 4-bedroom + den, 3.5-bath home, thoughtfully appointed with upscale finishes and set within a gated community with guard just 5–10 minutes from the beach, where endless sunsets await. Inside, enjoy tall 10-foot ceilings accented with crown molding and tray ceilings, creating a light, open, and elegant atmosphere throughout. Ceramic plank flooring flows through the main living areas, while plush carpeting in the bedrooms adds comfort and warmth. The flexible den is perfect for a home office, media room, or guest space. Designed for seamless indoor–outdoor living, the home features large three-panel sliding glass doors and a screened front entry, allowing refreshing tropical breezes to flow through the house year-round down the wide long main hallway. The layout includes a dedicated pool bath, already in place for your future pool dreams. Step outside of the screened lanai with specialty insect-resistant screens and plumbing for an outdoor kitchen, and become surrounded by lush tropical landscaping on your extended patio with space for grilling—perfect for relaxing, dining, or hosting guests. The home backs up to a dense, exceptionally quiet preserve, offering rare privacy and a tranquil setting where you can still hear birds and frogs, creating a true natural retreat. A whole-home surge protector adds peace of mind. Residents enjoy resort-style amenities including a newly renovated infinity-edge community pool and scenic community lakes perfect for fishing and kayaking for hours of outdoor enjoyment.

352 Toscavilla Boulevard, Nokomis

2120 Muskogee Trail, Nokomis
$769,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Virtually Staged. On the largest homesite within the Calusa Lakes community, this residence captures serene preserve, water and golf course views from a private setting designed for everyday comfort and entertaining. Beyond the double-door entry, expansive arched picture windows, French doors and elevated ceilings fill the interior with natural light. Crown molding and chair rail detailing enhance the formal living and dining rooms, while the open-concept kitchen flows seamlessly into the family room and breakfast area featuring an aquarium window overlooking the outdoor living space. The multi-level screened lanai offers a pool, spa, outdoor shower and generous areas for relaxation surrounded by mature landscaping and tranquil scenery. The primary suite is privately positioned apart from the guest wing and includes an en-suite, two walk-in closets an adjoining office, creating a peaceful retreat for work and relaxation. The elegant gated entrance and mature landscaping enhance the atmosphere of Calusa Lakes with it's golf course, pickleball/tennis and casual clubhouse dinning. This meticulously maintained home is an exceptional opportunity within the sought-after community

2120 Muskogee Trail, Nokomis

413 Pameto Road, Nokomis
$409,000
2 Beds ⋅ 2 Baths ⋅ Bay Point SubDv. ⋅ 34275 Zip Code
Back on the market due to the previous buyer’s failure to perform, through no fault of the seller or the property. The home is in great condition and ready for a new owner. Probate is complete, and a survey has already been completed. Just minutes from Casey Key Beach and the North Jetty, this Bay Point home offers the coastal lifestyle with no HOA. Walk or bike to the Gulf from this established Nokomis neighborhood, ideally positioned between Sarasota and Venice with convenient access to SRQ Airport, waterfront dining along the Intracoastal, and the restaurants, galleries, and theaters of downtown Sarasota. Casey Key is one of Southwest Florida’s quietest barrier islands, with no high-rises, while the North Jetty remains a local favorite for fishing, surfing, and watching boats travel through Venice Inlet. Inside, the open floor plan connects the living room, formal dining room, and separate breakfast area. Original terrazzo flooring, solid block construction, and a slab foundation reflect the home’s enduring character. The kitchen was updated in 2020 with solid wood cabinetry, solid-surface countertops, a breakfast-bar island, and a full appliance package. A spacious 14-by-26-foot screened lanai extends across the rear of the home and is positioned to enjoy the afternoon and evening light. Sliding doors from both the living and dining rooms create an easy connection between the indoor and outdoor living spaces. The primary suite features plantation shutters and direct access to a private outdoor patio, while the primary bathroom was updated in 2018. A dedicated interior utility room provides convenient laundry space. The home sits on an oversized 1/3 acre lot. A detached workshop and separate utility shed provide ample room for tools, hobbies, and coastal gear, with additional space behind the home for boat or trailer parking. Schedule your private showing today and see everything this move-in-ready Nokomis home has to offer.

413 Pameto Road, Nokomis

320 Tropic Drive, Osprey
$185,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and lighting. The possibilities are endless as this space can be kept for leisure or used to build an additional home. The seller invested $28,000 in fundamental upgrades, includin g: New subflooring and moisture barrier, Laminate flooring throughout main living areas and bathrooms, and Fresh carpeting in bedrooms and the Florida Room. The interior features an open floor plan with two bedrooms. The primary suite includes dual walk-in closets and a ensuite bath. This home is light and bright with a comfortable Florida Room—perfect for morning coffee or evening relaxation. A large outdoor shed offers abundant storage and includes a washer and dryer. This desirable lot is located in the pet-friendly section of the park. Monthly dues include an impressive list of amenities: access to the clubhouse, heated community pool, lawn service, water, garbage pickup, sewer, cable TV, and internet. The Seller recently spent $28,000 on a new sub floor, new moisture barrier, New laminate flooring in kitchen, dining, great room, bathrooms, and hallway. New carpet in both bedrooms and Florida room. There’s even an on-site storage area for your boats, RVs, or kayaks for a small fee! The location is unbeatable—close to Casey Key, the Legacy Trail, Walmart, shopping, restaurants and the Nokomis and Siesta Key Beaches. You’re also just a short drive from historic downtown Venice and the lively attractions of downtown Sarasota. The community also offers an active clubhouse, heated pool, dog run, shuffleboard, exercise area, and regular social events.

320 Tropic Drive, Osprey

617 Mistiflower Circle, Nokomis
$939,000
4 Beds ⋅ 4 Baths ⋅ Venice Woodlands SubDv. ⋅ 34275 Zip Code
NEW $5,000 BUYER CLOSING COST INCENTIVE! TOLL BROTHERS CONSTRUCTION, EXCEPTIONAL PRIVACY AND AN IMPRESSIVE COLLECTION OF UPGRADES! Discover an exceptional opportunity in gated Venice Woodlands, where this beautifully maintained 4-bedroom residence is positioned on one of the community’s largest homesites, tucked along a quiet cul-de-sac with peaceful preserve views. Offering over 2,800 square feet of living space, this residence features 4 true bedrooms, 3 full bathrooms and a thoughtfully designed split-bedroom floor plan that balances spacious gathering areas with privacy for family and guests. The kitchen connects seamlessly to the main living areas and outdoor entertaining space, while the primary suite features dual walk-in closets and a spacious bath. Step outside to a private saltwater pool, expansive screened lanai and lush preserve backdrop, creating an inviting setting for relaxing and entertaining year-round. Beyond its beautiful setting, this residence offers an extensive collection of valuable improvements, including FULLY PAID-OFF SOLAR, a WHOLE-HOME GENERATOR CONNECTION, IMPACT WINDOWS, Storm Smart screens, whole-home water filtration and EV charging capability. An oversized 3-car garage provides generous parking and storage. Venice Woodlands offers a gated, maintenance-free lifestyle with resort-style amenities including a community pool, fitness center, pickleball, bocce and more. NO CDD FEES! Conveniently located near Venice, Nokomis, beautiful Gulf beaches, shopping and dining. With its generous homesite, private preserve setting, quality construction and extensive improvements, this residence offers an exceptional combination of features that deserves to be experienced in person.

617 Mistiflower Circle, Nokomis

280 Hidden Bay Drive Unit 302, Osprey
$719,000
3 Beds ⋅ 2 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity. The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant quartz countertops. Sun-filled living spaces are enhanced by large windows with partial views of Little Sarasota Bay, creating a calm and inviting atmosphere. Well-appointed bedrooms and beautifully finished bathrooms provide comfort and style throughout, with high-end details and a seamless, modern layout. Set in the desirable Edgewater community, this home combines upscale living with easy access to scenic waterways and green spaces—offering the perfect balance of luxury and relaxation.

280 Hidden Bay Drive Unit 302, Osprey

216 Carriage House Lane Unit 216, Nokomis
$535,000
3 Beds ⋅ 2 Baths ⋅ Inlets SubDv. ⋅ 34275 Zip Code
Experience refined Florida living in this sought-after Catalina model within the desired gated community of The Inlets. Thoughtfully positioned on a premier homesite originally selected by the developer for its exceptional privacy and ideal proximity to clubhouse amenities, this residence offers an elegant blend of sophistication, comfort, and effortless indoor-outdoor living. From the moment you enter, soaring volume ceilings and an open-concept design create an inviting sense of space, while upgraded front doors along with expansive windows frame lush tropical landscaping and fill the home with natural light. Gracious formal living and dining rooms set a timeless tone with updated neutral flooring, refined finishes, modern lighting, and a clean, sophisticated aesthetic throughout. At the heart of the home, the beautifully redesigned kitchen showcases new cabinetry, quartz countertops, stainless steel appliances and a generous breakfast nook, all seamlessly opening to the spacious family room and oversized lanai, ideal for everyday living and entertaining. A private guest wing, tucked behind pocket doors, offers exceptional comfort for family and visitors alike, featuring spacious guest bedrooms and a stylishly renovated bath. The serene primary suite is ideally on opposite side of the home, creating a peaceful retreat with direct lanai access, dual walk-in closets, and a beautifully updated spa-inspired bath complete with dual vanities and an oversized walk-in shower adorned with elegant tilework. The tropical landscaping has been thoughtfully curated to enhance beauty and privacy while remaining just moments from the community’s impressive amenities, including a resort-style heated pool and spa, tennis and pickleball courts, bocce, shuffleboard, fitness center and vibrant social activities. Ideally just one mile from Nokomis Beach and only a short drive to charming downtown Venice with its boutiques, cafés, art festivals and year-round events, this exceptional property presents a rare opportunity to embrace the quintessential Florida lifestyle in one of the area’s desirable communities. BRAND NEW A/C 07/26. Schedule your private showing today.

216 Carriage House Lane Unit 216, Nokomis

101 Mestre Place, North Venice
$387,000
2 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Experience the ideal blend of luxury, comfort and serene surroundings in this quality-built WCI Rosa model home, in a tropical setting with stunning water and golf course views. At the end of a quiet cul-de-sac, this maintenance-free home offers peace, privacy, and an exceptional lifestyle. Featuring two bedrooms plus a versatile den and two full baths, this home is designed for both relaxation and functionality. The spacious layout includes large side yards, providing added privacy. The expansive primary suite is a retreat, complete with a walk-in closet, dual sinks, a soaking tub and a separate shower. The beautifully appointed kitchen boasts granite countertops, a gas range, rich cherry cabinets and a charming eat-in area, ideal for casual dining. Throughout the home, you’ll find upgraded tile flooring in the living areas and baths, along with recessed lighting that adds a warm and inviting ambiance. The open great room floor plan is ideal for entertaining or simply enjoying everyday living, offering flexibility to suit any lifestyle. Residents of the Venetian Golf and River Club enjoy access to an array of resort-style amenities, including miles of scenic sidewalks, a nature trail, two pools, tennis courts, pickleball courts, a fitness center, exercise classes, dining options and a lively tiki bar. Golf enthusiasts will appreciate the 18-hole championship course and impressive clubhouse. This residence is conveniently near shopping, Interstate 75, beautiful Gulf beaches, charming Venice, Sarasota Memorial Hospital, Venice location and easy access to Sarasota. Don’t miss your opportunity to own a slice of paradise.

101 Mestre Place, North Venice

51 Macewen Drive Unit 12, Osprey
$275,000
1 Beds ⋅ 1 Baths ⋅ Windsor Lodge At The Oaks SubDv. ⋅ 34229 Zip Code
Situated in Windsor Lodge in The Oaks Clubside, this updated second floor condo has a kitchenette with quartz countertops, a modern bath, a bonus space set up as a small office area and in-unit laundry. An end unit, it has more windows than the typical interior location, filling the interior with wonderful natural light and offering sweeping views of Eagle #18 and lake. This immaculate condo is perfect for hosting out of town visitors, or for you to use as a weekend get-a-way. And, when you are not using it, the flexible rental policy allows you to easily lease the unit. Offered turnkey furnished and with the convenience of the Windsor Lodge pool and clubhouse just steps away, there is no better way to experience The Oaks with little effort and a lot of comfortable, maintenance-free enjoyment.

51 Macewen Drive Unit 12, Osprey

625 Sandpiper Lane, Nokomis
$575,000
2 Beds ⋅ 2 Baths ⋅ Waterfront Estates SubDv. ⋅ 34275 Zip Code
Waterfront Estates Home with Dock and Pool: Bring your boat to this waterfront 3-bedroom home with a dock and pool. The 3rd bedroom could be used for a home office or den if you wish. Florida waterfront living and sweeping long-water view. Enjoy direct access to the Gulf via your private dock - perfect for boating, fishing, or weekend escapes. Interior Features: Include an open living area, updated kitchen with butcher block counter tops. The bathrooms have been updated as well. Exterior Features: Step outside to a private screened pool and lanai with an expansive water view. The updated dock has Trek decking, is just steps from the home, and is ready for your boat. Mature landscaping and privacy fencing are on the side yard. Located a short drive to downtown Venice, Florida, and only a few miles from Nokomis and Venice Beaches. Easy access to I-75, The Legacy Trail (which offers a bicycle path), golf courses, and just 2 miles to Sarasota Memorial Hospital on Laurel Road. Experience true Florida waterfront living - schedule your private showing today.

625 Sandpiper Lane, Nokomis

6100 Jessie Harbor Drive Unit 202, Osprey
$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

4429 Conchfish Lane, Osprey
$499,999
3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
Virtually Staged. MOTIVATED SELLER- SPACIOUS 2,000+ SQ FT HOME, UPDATED BEDROOM FLOORING, PRIVATE BACKYARD, COVERED LANAI & 2-CAR GARAGE in The Palms of Casey Key, offering a comfortable layout designed for both everyday living and entertaining. The inviting interior features UPDATED FLOORING THROUGHOUT THE BEDROOMS & CLOSETS with durable tile in the main living areas for easy maintenance. A spacious great room provides plenty of room to gather, while the private primary suite is tucked away at the rear and features DUAL SINKS, SOAKING TUB, WALK-IN SHOWER & GENEROUS CLOSET SPACE. Step outside to the COVERED LANAI & PRIVATE BACKYARD, perfect for enjoying your morning coffee or hosting friends and family. Additional highlights include a 2-CAR GARAGE and a well-maintained community with HOA oversight and nearby amenities. Located JUST STEPS FROM PINE VIEW SCHOOL with easy access to US-41 and I-75, this home puts TOP-RATED SCHOOLS, BEACHES, MARINAS, DINING & SHOPPING within minutes.

4429 Conchfish Lane, Osprey

152 Vistera Boulevard, Nokomis
$579,999
3 Beds ⋅ 3 Baths ⋅ Vistera Phase One SubDv. ⋅ 34275 Zip Code
****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 Amelia. This beautiful home boasts three bedrooms, two and a half bathrooms, a den, large covered lanai, an open-concept kitchen, and a two-car garage. As you step inside to an open foyer, a den greets you as well as the entry to both the laundry and powder rooms. Just past the foyer is a combination of two bedrooms and a full bathroom. As you walk into the main living area, a spacious kitchen arises with a large center island complete with dual basin sink for prep space and additional counter space. The amount of cabinetry and countertop space in this floorplan is nothing short of amazing. The kitchen is truly the focal point of the home in this floorplan. A dining area sits off to the side of the kitchen for a casual dining space with easy access to the lanai. Straight ahead from the open-concept kitchen lies the great room, which has additional sliding doors that open directly out to a spacious lanai. With two sets of sliding glass doors and a large L-shape covered lanai, this standard layout is perfect for those that love the outdoors. The owner’s suite resides off to the side, ensuring privacy but also keeping you in the heart of your home. Dual walk-in closets are the highlight of the owner's suite with ample storage space.

152 Vistera Boulevard, Nokomis

14021 Bellagio Way Unit 404, Osprey
$999,900
3 Beds ⋅ 3 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
This beautifully remodeled waterfront condominium in Osprey offers a blend of luxury, comfort and coastal living, set directly on Little Sarasota Bay with sweeping tranquil bay views from the fourth floor. Arrive in effortless luxury with an elevator that opens directly into this beautifully appointed condo, creating an exceptional sense of privacy and exclusivity. The residence features three spacious bedrooms and three baths all thoughtfully redesigned with high-end finishes. The modern kitchen has been completely renovated and outfitted with new appliances, Hickory cabinetry and elegant Cambria countertops ideal for everyday living and entertaining. Natural light fills the open living spaces, enhanced by hurricane-rated windows and doors throughout for peace of mind. Go onto the north-facing balcony, equipped with automatic hurricane screens and enjoy serene water views year round. A charming Juliet balcony off the guest bedroom adds an extra touch of architectural character and fresh air access. This unit includes two underground parking spaces, conveniently right outside the elevator for effortless access. Residents enjoy an array of resort-style amenities including a fully equipped fitness center, heated pool, hot tub, sauna and beautifully maintained outdoor spaces. Gather with friends at the outdoor cooking areas, relax by the fire pit, or take advantage of the kayak launch and sunset dock for unforgettable evenings on the water. A welcoming clubhouse provides additional space for socializing and events. Ideally between Sarasota and Venice, this property offers quick and easy access to pristine beaches, scenic parks, the Legacy Trail, top tier medical facilities, a wide selection of fine dining and shopping. This is a rare opportunity to own a move-in ready waterfront condominium that captures the essence of Florida Gulf Coast living. Schedule your private showing today!

14021 Bellagio Way Unit 404, Osprey

101 Louella Lane Unit 10, Nokomis
$365,000
2 Beds ⋅ 2 Baths ⋅ Lyons Cove SubDv. ⋅ 34275 Zip Code
ONE-MONTH MINIMUM RENTALS! WATERFRONT ON LYONS BAY! JUST BLOCKS FROM NOKOMIS BEACH! Enjoy the best of coastal living AND excellent rental flexibility at Lyons Cove. This beautifully updated two bedroom, two bath second floor condominium is ideally located West of the Trail, directly on peaceful Lyons Bay, just a few blocks from Nokomis Beach and only two blocks from Pop’s Sunset Grill. Light filled and inviting, the residence features IMPACT WINDOWS THROUGHOUT and impact sliding glass doors installed in 2025. The updated kitchen offers lower-cabinet pullout drawers, a pantry, ample storage, and a reverse-osmosis drinking water system. Both bathrooms have been beautifully renovated with stylish tiled showers and updated vanities. Custom shelving throughout adds organization and functionality. The primary suite includes a private ensuite bathroom and water views, while the guest bedroom features built-in bookshelves. Additional HIGHLIGHTS include an HVAC system and electrical panel updated in 2020, a rare private laundry room with extra storage, an assigned parking space, and additional guest parking. Convenient front and rear entrances provide easy access from the parking area to the community’s waterfront amenities, including DOCK for fishing, a KAYAK Launch and the community POOL. Step outside and enjoy the heated pool, dock on Lyons Bay, and kayak launch—perfect for embracing the Florida coastal lifestyle. With a desirable ONE-MONTH MINIMUM RENTAL POLICY, this property offers outstanding flexibility for seasonal use, an investment opportunity, or your own waterfront retreat. Walk or bike to Nokomis Beach, Pop’s Sunset Grill, Pelican Alley, the marina, and other local favorites. Gulf sunsets, boating, kayaking, waterfront dining, and recreation are all just moments from your door. Schedule your private showing today!

101 Louella Lane Unit 10, Nokomis

326 Holly Bank Avenue, Nokomis
$499,900
3 Beds ⋅ 3 Baths ⋅ Magnolia Bay South Phase 1 SubDv. ⋅ 34275 Zip Code
Under Construction. A welcoming front porch opens into an extended entryway with a 12-foot tray ceiling. Two secondary bedrooms are off the main hallway and each feature a private bathroom and walk-in closet. As you enter into the kitchen you are greeted by an island with built-in seating, a 5-burner gas cooktop, and a walk-in pantry. The dining area flows into the open family room which is embraced by sliding glass doors that overlook the backyard covered lanai. The primary bedroom offers in plenty of natural light from its wall of windows. French doors open into the primary bathroom which boasts dual vanities, a freestanding tub, glass enclosed shower, and two walk-in closets. The laundry room is located in the central part of the home next to the drop zone and three-car garage.

326 Holly Bank Avenue, Nokomis

409 North Point Road Unit 401, Osprey
$560,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Nestled at treetop level, in Meridian behind the gates of The Oaks Preserve, you will find this elegant residence waiting for you to make it your own. With a spacious master suite, two guest bedrooms (one en suite) and a den, this condo lives large, with room for comfortable, gracious living. Beautifully appointed, every special touch you would want can be found here, Italian ceramic tile, crown molding, ceiling fans and custom lighting. The expansive kitchen features granite countertops and stainless-steel appliances and has a cozy breakfast nook. Practical concerns are addressed by things like electric hurricane shutters in addition to impact windows and doors, and a large laundry room. Meridian residents have use of their own pool, spa and workout room. And can take advantage of all the Oaks Club has to offer, two championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. There is currently no waiting list for either Golf or Sports/Social membership.

409 North Point Road Unit 401, Osprey

51 Mac Ewen Drive Unit 14, Osprey
$285,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area is complemented by a full bathroom with a walk-in shower. It has a beautiful foyer, luxury laminate flooring, and is clean and well-maintained. From your window, you can enjoy lovely views out over the pool, across to the lake. This is an incredible opportunity to own your personal sanctuary, perfect for weekend golfers, vacationing guests or weekend get-a-ways. And you will appreciate the flexible rental policy. Windsor Lodge Residents have their own private swimming pool and club house. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options.

51 Mac Ewen Drive Unit 14, Osprey

51 Macewen Drive Unit 5, Osprey
$235,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental. Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly blends the living and sleeping areas. The updated kitchenette features dishwasher, oven, stove, fridge, freezer, microwave, quartz countertops, complemented by a dining nook and a convenient workspace. The modern bathroom includes a huge walk-in shower. Take in peaceful water views and picturesque scenes of the 18th fairway on the Eagle Course right from your patio. Residents of Windsor Lodge enjoy exclusive access to their own private pool. Short-term rentals are permitted, offering flexibility and excellent investment potential. Membership to The Oaks Club, a private, member-owned community renowned for its exceptional lifestyle amenities, is mandatory. Enjoy two championship golf courses, twelve tennis- and four pickleball courts, croquet lawns, pool and a state-of-the-art fitness and WellFit center. The expansive clubhouse features three dining venues, banquet facilities, and a vibrant social calendar. Perfectly positioned just 15 minutes from Siesta Key Beach, this property combines luxury living with unbeatable convenience in one of Sarasota’s premier locations.

51 Macewen Drive Unit 5, Osprey

759 Fordingbridge Way, Osprey
$700,000
4 Beds ⋅ 4 Baths ⋅ Rivendell The Woodlands SubDv. ⋅ 34229 Zip Code
Discover this stunning home located in the heart of Osprey, FL. Featuring a spacious layout, this residence boasts elegant finishes and ample natural light throughout. The modern kitchen is equipped with top-of-the-line appliances and give plenty of storage space. Enjoy the serene outdoor area with a beautifully landscaped yard, appropriate for relaxation and entertainment. Situated in a desirable neighborhood, this property provides easy access to Pineview Gifted School. Don't miss this exceptional opportunity to own this beautiful marvelous 4 bedrooms with a dent and 3 and 1/2 baths opportunity. The circle pool is beautiful and you can see it in Dinnig Room. The master bedroom is spacious with the beautiful marble Venetian team. There are 2 medium room next door. The washer and dryer are new in the laundry room. All the bathrooms are newly installed marble and high luxury tiles. The floor is beautiful with fancy travertine tiles for the whole downstairs floor and the upstairs are high end luxury plank vinyl all new floors and bathrooms

759 Fordingbridge Way, Osprey

14041 Bellagio Way Unit 214, Osprey
$700,000
3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village- 3 Bedrooms | 2 Bathrooms | Direct Intracoastal Frontage Rare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and Intracoastal Waterway. The open concept design features 9’5” tray ceilings, impact windows and doors, and solid wood cabinetry, granite countertops, kitchen island, and kitchen island bar—ideal for entertaining, anchored by a neutral, airy palette with timeless finishes. The split bedroom layout provides privacy, with a spacious primary suite featuring a spa style bath, separate tub and shower, and direct access to an oversized 270 sq. ft. waterfront balcony from the bedroom. Each window is a curated lens, framing the hues of the Bay and the sculptural silhouettes of architectural lines of Mediterranean inspired Villas. Days here are defined by the rhythmic play of light reflecting across the water and the silent flight of ospreys, eagles, and pelicans—a true haven for the bird watcher seeking a quiet refuge. Whether you are hosting a sunset gathering on your private balcony or entertaining your guests at the community terrace, the club room or embarking on a day of boat excursion to the newly opened Midnight Pass, the lifestyle here is one of effortless coastal elegance. Community amenities include a deep water harbor marina with wet and dry slips, resort pool, clubhouse, fitness center, hot tubs, kayak storage, and launch. Centrally located between Sarasota and Venice, and minutes from Venice, Nokomis, Siesta Key, and Casey Key, Oscar Scherer State Park, Spanish Point, Legacy Trail, and cultural and retail amenities of Sarasota. With new metal roof, exterior and interior paint completed in 2025, this property stands as a resilient sanctuary of enduring value. For the resident who values privacy, prestige, and the restorative power of nature, this is the definitive Osprey address. Schedule your private tour today.

14041 Bellagio Way Unit 214, Osprey