Osprey/Nokomis Homes with Special Community Restrictions Community Features

Osprey/Nokomis Homes with Special Community Restrictions Community Features

Welcome to the charming coastal communities of Osprey and Nokomis, located in the heart of Sarasota County, Florida. Nestled between the stunning Gulf of Mexico and the serene waters of the Intercoastal Waterway, these picturesque towns offer a perfect blend of natural beauty, vibrant culture, and a relaxed lifestyle that residents cherish.

Osprey is known for its lush landscapes and rich history, featuring the historic Spanish Point, a beautiful archaeological site that showcases the area’s Native American heritage. Meanwhile, Nokomis boasts beautiful beaches like Nokomis Beach, where residents can bask in the sun, swim in the crystal-clear waters, or enjoy a leisurely stroll along the shore. The charming downtown areas of both communities are dotted with delightful shops, cafes, and restaurants, providing a warm, inviting atmosphere for both locals and visitors alike.

For those considering a home in this idyllic region, many properties are situated within communities that feature special restrictions designed to enhance the quality of life. These communities often prioritize safety, aesthetics, and environmental preservation, ensuring a serene living experience. Amenities may include well-maintained parks, community pools, and recreational facilities, fostering a strong sense of community among residents.

Whether you’re seeking a seasonal retreat or a permanent residence, Osprey and Nokomis offer an unparalleled lifestyle that combines the tranquility of coastal living with the vibrancy of community spirit. Come discover your dream home in these enchanting towns, where every day feels like a vacation!

Newest Osprey/Nokomis Homes with Special Community Restrictions Community Features

5572 Sentiero Drive, Nokomis
$625,000
2 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Live the Resort Lifestyle Near the Beach! Discover the perfect blend of comfort, style, and convenience in this stunning 2-bedroom, 2-bath home with a den—ideally located in the sought-after gated community of Bellacina by Casey Key. Just 3½ miles from Nokomis Beach, this home offers a true coastal lifestyle with a touch of luxury. Step inside to find a beautifully furnished, turnkey home featuring a light and airy coastal interior. The open floor plan flows seamlessly to an extended, screened lanai—the ultimate outdoor retreat. Enjoy multiple seating areas, an outdoor kitchen and grill, and breathtaking pond and sunset views—perfect for relaxing or entertaining. The spacious primary and guest suites each offer walk-in closets, while the flexible den easily converts to a third bedroom or home office. The chef’s kitchen boasts a gas range, pantry, and whole house “on demand” hot water system for ultimate convenience. There is a new AC system installed in 2026. Just a short stroll away, the resort-style clubhouse awaits, offering endless amenities: a sparkling pool and spa, 4 pickleball courts, 2 bocce ball courts, a tennis court, firepit lounge area, state-of-the-art fitness center, and a social club room with a full kitchen. The community also features a dog park, playground, and direct access to the Legacy Trail for walking, running, or biking. With top-rated restaurants, golf courses, and the Gulf beaches nearby, this home is more than a place to live—it’s a vacation you never have to leave.

5572 Sentiero Drive, Nokomis
455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida — nothing compares. A charming entry to the home leads to the inviting great room with soaring ceilings and a wood-burning fireplace. The first level features a private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with an above-ground hot tub. With two bedrooms on the first level, one a generously sized primary with an en-suite bath, and two on the second, there is abundant space for everyone. Upper-level area for a den and a space for home fitness and an oversized closet. The chef's kitchen has solid wood cabinetry; topped in granite, there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, the second-level 8-by-18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby are Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is a short distance to Bayfront Park, tiki bar and two waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished, excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey
14544 Eagle Branch Drive, Nokomis
$775,000
3 Beds ⋅ 2 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
Resort style living at Talon Preserve, a very highly desirable community by DiVosta in Palmer Ranch that has it all. This immaculate 3 bedroom, 2 bathroom Mystique model, built within the private guard/gated community and within walking distance to the Clubhouse provides the ideal single family home. The designed upscale finishes include 8ft interior doors throughout, recently installed NEW Hurricane Impact windows with Zero-corner sliding doors bringing indoor/outdoor living to the extended patio overlooking the conservation of peace and tranquility. High tray ceiling to the great room and built-ins to the laundry room furnishes additional upgrades. Ample storage is offered within the modern white cabinetry with gold furnishings and white quartz countertops to the Kitchen with a newly installed backsplash along with a 5 burner gas cooktop and impressive center island. The spacious split floor plan delivers comfort and privacy to the bedroom's. A major saving is the additional High Tech SOLAR PANEL System providing reduced monthly power bills for years to come. The state of the art Clubhouse and Fitness Center provides a large community room for events, catering kitchen, social lounge, outdoor lounge, training and fitness studios, pool and heated Spa along with a full-service Restaurant Bar & Grill for entertaining. Ready to move-in.

14544 Eagle Branch Drive, Nokomis
385 North Point Road Unit 701, Osprey
$1,399,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience the refined country club lifestyle of The Oaks Club in this exceptional waterfront residence within Meridian I at The Oaks Preserve in Osprey. From the moment you step through your private elevator foyer, unobstructed, sweeping water views make an unforgettable first impression. These vistas are beautifully framed from the living and dining areas, kitchen, primary suite, and private study. Step onto the generous balcony, where gentle breezes and breathtaking sunsets set the stage for serene waterfront living. This spacious, maintenance-free residence offers three bedrooms and three baths, including two en-suites, plus a separate den/study and a full laundry room. A private two-car garage beneath the building adds convenience and extra storage. Luxury finishes elevate the interiors, including marble flooring and countertops, stainless steel appliances, crown molding, and custom built-ins. The primary suite is a true retreat, with a sitting area overlooking tranquil water views and a spa-inspired bath featuring dual vanities, a spa tub, and a separate shower. Lovingly maintained by its original owner, the home reflects thoughtful design and pride of ownership throughout. Meridian I residents enjoy a private community pool, fitness center, outdoor grilling area, and on-site maintenance manager, all within the security of The Oaks Preserve's 24-hour guarded gate. Membership in The Oaks Club is required, with a range of membership options and privileges. Renowned for its coastal sophistication, the Club offers refined and casual dining, 36 holes of championship golf, 12 Har-Tru tennis courts, four pickleball courts, a regulation croquet lawn, a state-of-the-art fitness center, a junior Olympic pool, bocce, basketball, a playground, and a vibrant calendar of social and recreational events. Residence 701 at Meridian I is an extraordinary opportunity to embrace Sarasota's premier country club lifestyle, where unmatched amenities meet captivating waterfront views.

385 North Point Road Unit 701, Osprey
33 Bishops Court Road Unit 118, Osprey
$679,000
2 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd Floor, 2 Full and 1 Half Baths, and offers a refined yet relaxed lifestyle surrounded by mature oak canopies and tranquil lake views. The main living area entails an inviting great room that opens to serene water views framed by palms and natural greenery while the European-style kitchen is thoughtfully designed with premium SubZero, Wolf and Bosch appliances, modern wood cabinetry, polished granite countertops, and durable ceramic tile flooring—ideal for both everyday living and entertaining. Architectural details add warmth and character throughout, including hand-plastered walls with art niches, graceful archways, plantation shutters, and sisal carpeting. Just off the entry foyer, you’ll find a convenient powder room and a separate laundry room. A private brick balcony provides ample space for outdoor dining or relaxing while enjoying the peaceful surroundings. The primary suite overlooks the lake and includes two walk-in closets and a spacious bathroom featuring dual vanities, walk-in shower, jacuzzi tub and appointed with upscale finishes. The guest suite is equally comfortable, complete with built-in shelving and ample storage. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts (4 lighted), 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.

33 Bishops Court Road Unit 118, Osprey
17 Lafitte Drive, Nokomis
$189,900
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
125 Brookshire Drive, Nokomis
$149,000
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
286 Pesaro Drive, Nokomis
$1,049,000
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
156 Bishops Court Road, Osprey
$1,289,000
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
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
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
122 Bella Vista Terrace Unit 8A, North Venice
$399,000
3 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
One or more photo(s) has been virtually staged. 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. Brand new water heater and A/C. 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
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