Osprey/Nokomis Homes with Special Community Restrictions Community Features

Osprey/Nokomis Homes with Special Community Restrictions Community Features

Nestled along the picturesque Gulf Coast of Florida, the charming communities of Osprey and Nokomis offer a unique blend of serene living and vibrant coastal lifestyle. Located in Sarasota County, these neighboring towns are celebrated for their lush landscapes, stunning waterways, and a welcoming atmosphere that makes them ideal for families, retirees, and everyone in between.

Osprey is known for its rich history and proximity to the beautiful Oscar Scherer State Park, where residents can enjoy hiking, bird-watching, and a variety of outdoor activities. Meanwhile, Nokomis boasts pristine beaches and a laid-back vibe, perfect for sunbathing, boating, or simply soaking in the breathtaking sunsets over the Gulf of Mexico.

For those considering a move to this idyllic region, homes within special community restrictions offer a unique opportunity to enjoy a well-maintained lifestyle. These communities often feature amenities such as clubhouses, swimming pools, and tennis courts, fostering a strong sense of community among residents. The restrictions are designed to maintain the aesthetic appeal and property values, ensuring that your investment remains secure while you enjoy the beauty of your surroundings.

Whether you’re looking for a cozy bungalow, a luxurious waterfront property, or a spacious family home, Osprey and Nokomis have something for everyone. With a variety of real estate options available, you can find the perfect place to call home in this enchanting part of Florida. Embrace the vibrant lifestyle, stunning natural beauty, and friendly community spirit that Osprey and Nokomis have to offer!

Newest Osprey/Nokomis Homes with Special Community Restrictions Community Features

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

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

33 Bishops Court Road Unit 118, Osprey

2 Beds ⋅ 2 Baths ⋅ Terra Cove SubDv. ⋅ 34275 Zip Code

Enjoy waterfront Florida living in this updated 2-bedroom, 2-bathroom home with a carport and Florida room in the desirable 55+ community of Terra Cove in Nokomis. Situated at the TIP OF A CANAL, this home offers WATER VIEWS and a peaceful setting to enjoy the Florida lifestyle. Professionally updated in 2024, the interior features LUXURY VINYL FLOORING THROUGHOUT, updated interior paint, and updated light fixtures. INTERIOR FEATURES: • Professionally updated in 2024 • Luxury vinyl flooring throughout • Updated interior paint • Updated light fixtures • Bright and comfortable living spaces • Florida room for additional living and entertaining space • Carport UPDATED KITCHEN: The updated eat-in kitchen combines style and functionality with quartz countertops, a tiled backsplash, and plenty of storage and workspace. A breakfast bar provides additional seating, while the built-in buffet adds convenient storage and serving space. • All white appliances • Quartz countertops • Tiled backsplash • Closet pantry • Built-in buffet with storage • Breakfast bar • Eat-in kitchen PRIMARY SUITE: The spacious primary bedroom offers a comfortable retreat with a walk-in closet and private bathroom. • Walk-in and built-in closets • Private en-suite bathroom • Dual-sink vanity • Walk-in shower GUEST BEDROOM & BATH: The guest bedroom features a walk-in closet and is conveniently located near the guest bathroom. • Walk-in closet • Guest bathroom nearby FLORIDA ROOM & OUTDOOR LIVING: The Florida room expands the home's living and entertaining space, creating a flexible area for relaxing, dining, hobbies, or gathering with guests. Outside, the screened split lanai provides multiple areas to enjoy the surrounding setting, including a front entry patio, workshop, laundry closet, additional seating area, and an outdoor patio overlooking the canal. • Spacious Florida room • Screened split lanai • Front entry patio • Outdoor patio overlooking the water • Workshop • Laundry closet • Additional outdoor seating area • Canal-front location at the tip of the canal • Water views TERRA COVE COMMUNITY & AREA HIGHLIGHTS: Terra Cove is a social 55+ community offering a variety of amenities and opportunities to stay active and connected. Residents can enjoy the community clubhouse, pool, shuffleboard, boat ramp, fishing dock, and watercraft storage. Conveniently located in Nokomis, the community provides easy access to shopping, dining, beaches, boating, and other area amenities. • Active 55+ community • Community clubhouse • Community pool • Shuffleboard • Boat ramp • Fishing dock • Watercraft storage • Waterfront community • Convenient to shopping and dining • Easy access to area beaches • Close to boating, fishing, and outdoor recreation With its WATERFRONT SETTING, WATER VIEWS, 2024 INTERIOR UPDATES, LUXURY VINYL FLOORING, SPACIOUS FLORIDA ROOM, and access to the AMENITIES OF TERRA COVE, this home offers a comfortable opportunity to enjoy the Southwest Florida lifestyle in a welcoming 55+ community.

17 Lafitte Drive, Nokomis

1 Beds ⋅ 1 Baths ⋅ Kings Gate Club SubDv. ⋅ 34275 Zip Code

Waterfront property. This 1/1 charming home offers a peaceful, easygoing lifestyle just minutes from Florida’s Gulf Coast. Whether you're looking for a seasonal escape or a full-time residence, Turnkey, Furnished residence in the 55+ gated community of Kingsgate Park, where affordable coastal living meets convenience. Inside, the layout is light and welcoming, with comfortable furnishings and a washer and dryer included for added convenience. Simply unpack and start living the Florida lifestyle. Updated Roof, Tie-down straps, and elevated for so much more peace of mind. A convenient path leads directly to the clubhouse, making it easy to join in the fun or simply relax and enjoy the community. Residents of Kingsgate Park can be as active as they wish to with amenities that include a community pool, tennis and pickleball courts, shuffleboard, and a clubhouse featuring a fitness room, billiards, darts, card clubs, crafts, dances, dinners, movie nights, and so much more The low HOA fee includes Blue Stream TV and internet, water, sewer, trash, and grounds maintenance. Enjoy the community boat ramp to launch your boat or kayak directly into Shakett Creek which leads to the Intracoastal and Gulf of America with only 3 fixed bridges. From land, Kingsgate is located less than 5 miles to Nokomis Beach, just over 2 miles to Legacy Trail. See two updated new videos attached. Close to local amenities, beaches, and Tiki Bars and Live entertainment. The best game fishing in the world with off speed boat racing to spring training baseball teams as The Atlanta Braves and Tampa Rays. Just want to go to the beach or go fishing for the day. Great to do it all with whatever you can dream or do as a hobby. Local International Airports: Fort Myers, Sarasota and local Punta Gorda with Allegiant airlines direct. Many outdoor concert venues weekly. Local parks, state parks, tennis or pickle ball, to amazing golf courses. You deserve to view this property and make it your home or investment.

125 Brookshire Drive, Nokomis

3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code

Fresh Price - Opportunity to make an exceptional lakefront setting truly your own in the Venetian Golf & River Club. With meaningful room to reimagine and personalize this highly desirable Francesca model, buyers can bring their vision to a home already offering privacy, expansive lake views, peaceful sunrise mornings, and a stunning infinity-edge pool and spa. Enjoy the freedom to create a home that reflects your style while taking advantage of the thoughtful layout, beautiful setting, and valuable updates already in place. Loved for its open concept and natural flow, this floor plan features tall ceilings with crown molding, Italian tile in the main living areas, an updated kitchen, and warm natural light that fills the home at daybreak. Impact windows and doors provide year-round confidence, complemented by automated Storm Smart hurricane shutters at the front entry and across the entire lanai. A new roof was installed in 2025 for added peace of mind. The split layout offers 3 bedrooms, 3 full baths (including a convenient pool bath), an office/den, and a versatile flex room ideal for fitness, hobbies, or storage. The true dining room includes plantation shutters, and all bedrooms feature carpeting and ceiling fans for comfort. Outdoor living embraces the tranquil lake backdrop, where preserve views on both sides create a sense of privacy and calm. The large infinity edge pool and spa overlook shimmering water and morning wildlife activity, with a newer pump, pop up cleaners, and generous deck space perfect for quiet coffee moments or relaxed entertaining. A 3-car side load garage, oversized paver driveway, and additional parking pad provide excellent convenience and functionality. Located in the gated, amenity rich Venetian Golf & River Club, residents enjoy dining, fitness, tennis, pickleball, nature trails, and optional golf. All of this is just minutes from shopping, multiple beaches, dining, and I 75—an ideal blend of comfort, thoughtful updates, and peaceful lakefront living.

286 Pesaro Drive, Nokomis

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

3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code

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

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

One or more photo(s) has been virtually staged. An expansive double lot, a quiet cul-de-sac setting and preserve views with no rear neighbors make this Bishops Court residence an exceptional private retreat. Mature oaks and lush landscaping frame the property, creating a sense of space and seclusion within this intimate gated enclave of The Oaks Preserve. Designed by renowned architect Frank Folsom Smith, the home pairs timeless architectural character with thoughtfully curated updates. Professional lawn care and irrigation are included in the monthly fees. The residence offers three bedrooms, three-and-a-half baths and inviting spaces that make the most of its natural surroundings. Hardwood floors, custom millwork, crown molding, vaulted ceilings, plantation shutters and two fireplaces bring warmth and character throughout. The great room flows into the screened Florida room and outdoor living areas, keeping the peaceful setting in view. A built-in serving bar and wine chiller enhance the dining room, while the updated kitchen features custom white cabinetry, granite countertops, stainless steel appliances, an oversized island and designer lighting. A Sonos sound system extends throughout the home. The primary suite offers its own quiet retreat, with vaulted ceilings, a bay-window sitting area and direct outdoor access. Renovated in 2023, the spa-inspired bathroom features marble-look tile, a frameless glass shower, dual vanities and a freestanding soaking tub beneath a skylight. The additional bathrooms have also been extensively renovated with designer fixtures and finishes. Custom storage, built-ins and shiplap detailing bring the same considered style to the laundry room. Upstairs, a spacious bonus room with a fireplace opens to a newly renovated second-story deck overlooking the treetops. Freshly painted in 2026 and complete with a full bathroom, this versatile level can serve as guest accommodations, a media room, home office, art studio or secluded lounge. Outside, the generous lot gives the pool area a remarkable sense of privacy. A seven-foot-deep heated pool and spa are surrounded by brick pavers and tropical landscaping, with tranquil preserve views beyond. Recent improvements include a new pool heater, filtration system, pump and motor; new lanai screening and aluminum framing; exterior paint completed in 2025; a new main-level air-conditioning system; and a new second-story flat roof with a warranty. Ownership in The Oaks Preserve provides access to The Oaks Club, where Golf or Social Membership is required with homeownership. Club amenities include two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a fitness center, fine and casual dining, and a year-round social calendar. The Oaks Club has been recognized as a Platinum Club of America, a Distinguished Emerald Residential Country Club and an Audubon International Certified property. Located in Osprey between Sarasota and Venice, the home places Gulf Coast beaches, boating, the Legacy Trail, Oscar Scherer State Park, Pine View School, downtown Sarasota and historic Venice within easy reach.

156 Bishops Court Road, Osprey

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

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

3 Beds ⋅ 3 Baths ⋅ Aria SubDv. ⋅ 34275 Zip Code

PRICED TO SELL — a fresh $10,000 improvement, and at this level it won't last. This Veneto model in Aria, a gated North Venice community, delivers 2,635 sq ft, 3 bedrooms, 3 full baths, a private heated pool and spa, and no CDD. New GE Profile appliances anchor a kitchen built to perform: 5-burner gas cooktop, double convection wall ovens, farmhouse sink, walk-in pantry, and separate butler's pantry. Soaring 13-foot ceilings, 8-foot doors, tile flooring, crown molding, tray ceilings, and quartz counters set a light-filled, elevated tone. The owner's suite offers dual walk-in closets, a coffered ceiling, and a spa-style bath; a second en-suite bedroom adds flexibility. Extended screened lanai with heated pool and spa, pre-plumbed for an outdoor kitchen. Aria amenities: lakeview clubhouse, resort-style pool and spa, pickleball, fitness center, fire pit, gated entry — fewer than 200 homesites. Minutes to 5 area beaches,, CoolToday Braves baseball Park, and downtown Venice.

208 Corelli Drive, Nokomis

3 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code

Virtually Staged. Buyer credit of $10,000 at closing towards first year of HOA and CDD fees!! Experience the best of maintenance-free, resort-style living in this beautifully designed first-floor condominium. Offering three spacious bedrooms and two full baths, this home features an open-concept layout, a two-car garage and a private screened lanai with serene preserve views. The community offers an exceptional array of amenities, including dining, resort-style swimming pool, elegant banquet facilities, state-of-the-art fitness center, tennis and pickleball courts, two impressive clubhouses, a nature park with walking trails and a dedicated yoga studio. A championship 18-hole golf course is also available with optional membership. The community is secured with a 24-hour guarded gate for added peace of mind. Conveniently near premier shopping, dining and local attractions, this is Florida living at its finest.

122 Bella Vista Terrace Unit 8A, North Venice

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

Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership

21 Bayhead Lane, Osprey

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