Osprey/Nokomis Homes with Deed Restrictions Community Extras

Osprey/Nokomis Homes with Deed Restrictions Community Extras

Welcome to the enchanting communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These charming towns are known for their serene landscapes, stunning waterfront views, and a vibrant lifestyle that captures the essence of coastal living. Osprey, with its rich history and beautiful parks, is a haven for nature lovers and outdoor enthusiasts, while Nokomis boasts pristine beaches and a friendly, laid-back atmosphere that invites relaxation and recreation.

As you explore the homes in these delightful areas, you'll discover a variety of properties that come with deed restrictions, ensuring that your investment is protected and the community remains visually appealing. These deed-restricted communities often feature meticulously maintained landscapes, enhancing the overall aesthetic and ambiance of the neighborhood. Residents can enjoy well-kept common areas, walking trails, and recreational facilities that promote an active and engaged lifestyle.

Living in Osprey or Nokomis means embracing a lifestyle filled with outdoor adventures, from kayaking in the serene waters of the Gulf to strolling along the picturesque beaches. The proximity to world-class dining, shopping, and cultural attractions in nearby Sarasota adds to the allure of these communities.

Whether you are looking for a cozy beach cottage, a modern family home, or a luxurious waterfront property, Osprey and Nokomis offer a diverse selection of homes that cater to various tastes and lifestyles. Experience the charm of Florida living and make Osprey or Nokomis your new home today!

Newest Osprey/Nokomis Homes with Deed Restrictions Community Extras

145 Edgewood Drive, Osprey
$175,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Discover comfortable Florida living in this charming 2-bedroom, 2-bath manufactured home ideally located in Osprey’s popular Arbors community. Positioned on a spacious corner lot, this inviting residence features a bright, open layout with the living room flowing naturally into the dining area and kitchen. A standout feature is the beautifully renovated enclosed front porch, complete with hurricane-impact windows—an ideal spot for morning coffee, relaxing, or enjoying the Florida sunshine year-round. The updated light and bright kitchen adds a fresh, clean feel, while a covered one-car carport and convenient storage shed provide practical storage and parking. Residents of The Arbors enjoy an active community lifestyle with a clubhouse, swimming pool, shuffleboard courts, outdoor fitness area, and a variety of social activities. Conveniently located between Sarasota and Venice, you’re close to shopping, dining, entertainment, performing arts, and the Gulf beaches. A great opportunity to enjoy an easygoing Florida lifestyle in a welcoming Osprey community!

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

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

717 Pine Run Dr. Unit 717, Osprey
250 Hidden Bay Drive Unit 302, Osprey
$625,000
3 Beds ⋅ 2 Baths ⋅ Edgewater/Hidden Bay Ph 1 Bldg SubDv. ⋅ 34229 Zip Code
LOCATION, LOCATION, LOCATION! Experience waterfront living in this beautifully upgraded luxury condominium, ideally located in a gated, resort-style community nestled between US 41 and Little Sarasota Bay. The residence features 3 bedrooms, a den, and 2 full bathrooms. With no building or walkway directly behind the unit, the property also offers a peaceful sense of privacy. Step inside to an open-concept layout where the kitchen, dining, and living areas flow seamlessly together. High ceilings, elegant tray ceilings with crown molding, and hurricane-impact windows and sliding glass doors fill the home with natural light while creating a beautiful connection to the outdoors. Both the living area and primary suite open to an oversized screened balcony—an exceptional outdoor living space offering panoramic views of the bay, Casey Key, the Gulf, and surrounding preserves. Enjoy watching boats and wildlife while taking in spectacular sunsets from your own private outdoor retreat. The well-appointed kitchen features an expansive area of granite countertops, stainless steel appliances, and ample cabinetry. The spacious primary suite offers two walk-in closets and a large en-suite bathroom with dual split vanities. The second en-suite bedroom features a generous walk-in closet and a convenient pocket door providing access to the second bathroom. A full-size laundry room located inside the unit adds everyday convenience. Designed for easy living, the residence offers elevator access, two parking spaces including one assigned space, and a private storage room beneath the building. The condominium fee includes building and flood insurance, reserves, internet, cable TV, exterior maintenance, pest control, and water, providing convenient, low-maintenance ownership. The gated community offers a resort-style setting with a heated pool and spa, expansive sundeck, grilling area, pickleball and tennis courts, kayak storage and launch, and a scenic boardwalk through the mangroves leading to a fishing pier. The clubhouse features a catering kitchen, library, fitness room, and additional gathering spaces. The location is hard to beat, conveniently positioned between Sarasota and Venice, with approximately 6.5 miles to Siesta Key and Nokomis Beach, less than one mile to Bay Street Park and Osprey Dog Park, approximately 2 miles to the Legacy Trail Osprey Junction and Casey Key, and approximately 3 miles to Oscar Scherer State Park. An array of restaurants, shopping, marinas, golf, and medical services are also conveniently nearby. Whether you're looking for a full-time residence, vacation home, investment property, or a convenient lock-and-leave lifestyle, this waterfront condominium brings together privacy, exceptional water views, extensive upgrades, resort-style amenities, and a highly desirable location. Come experience the views and discover the possibilities this property offers.

250 Hidden Bay Drive Unit 302, Osprey
401 N Point Road Unit 703, Osprey
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Enjoy spectacular Gulf sunsets from this Move-In Ready, Fully Renovated 7th-floor condominium residence featuring 3-Bedrooms, 3-Full-Baths and over 2,200 square feet of beautifully designed living space with an open floor plan ideal for both everyday living and entertaining. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, Sub-Zero refrigeration, a wine refrigerator, and an Invisacook® invisible induction cooktop, creating a sleek and highly functional culinary space. The spacious private balcony offers tranquil preserve views and abundant opportunities for wildlife watching. Additional highlights include two assigned parking spaces and an exceptional combination of expansive views, privacy, modern finishes, and coastal living. A new HVAC system adds to the convenience and peace of mind. A must-see property! Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. Meridian Tower #3 also features a new roof (2025). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

401 N Point Road Unit 703, Osprey
206 Brigantine Way Unit 206, Nokomis
$254,900
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Welcome Home to your beautifully updated 2 bedroom villa in the highly coveted Fairwinds Village. With a waterfront Clubhouse within an active and welcoming 55+ community boasting with first class amenities. Imagine... living in a maintenance free, pet friendly home close to Nokomis and Venice Beaches, restaurants, shopping, entertainment and so much more. This villa is located within a quiet cul de sac just steps from the Clubhouse, a waterfront park and all the amenities Fairwinds have to offer. Check out the new kitchen boasting new stainless steel appliances, white shaker style cabinets, quartz counters, and pantry. New light plank style luxury vinyl flooring and newly painted walls throughout the home creates a continuous open and coastal feel including a bright and airy 4-season glass room for entertaining or simply relaxing. A spacious Owners Suite with “3” closets and a nicely appointed spa inspired bath with large quartz topped vanity and a marble inspired tile surrounding the tub-shower combination. The guest room is peaceful and welcoming to your guests with a bright and comfortable bath nearby hosting a glass enclosed shower with marble inspired tile. The private laundry just steps outside the kitchen makes handling this task with ease. Covered parking with a separate entry into the kitchen brings ease to shopping days. FairWinds Village is a community situated directly on a canal that leads to Lyons Bay and the Intercoastal. A first class Active Community Clubhouse includes a full service kitchen for community events, private rentals and is next to the shuffleboard and bocce ball courts. Best of all, you are near the local marina that offers boat rentals and waterfront dining. The docks can be sub-leased or may be available from the Association directly on a first come - first served basis. The community also offers kayak/canoe racks and a launching area, next to the waterfront park and picnic areas. There is plenty of guest parking and many organized activities and community events. Don’t let this opportunity pass you by. This community is highly sought after and rarely available. Today is the day…

206 Brigantine Way Unit 206, Nokomis
1104 Mallard Marsh Drive, Osprey
$799,000
3 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code
It’s always about the view and this outstanding Rivendell residence bordering Oscar Scherer State Park has a breathtaking vantage point with lake and natural preserve. New tile roof in summer of 2026 as well as exterior paint. Charles Rutenberg Princeton floor plan. The lines are blurred between indoor and outdoor living, with a spacious lanai and a sparkling solar heated pool. Marvel at the wildlife: a menagerie of eagles, osprey, cranes, other shore birds, otters, turtles and deer. Impressive palms and lush landscaping add to the curb appeal with a 3-car garage with paver driveway. Every detail in this home is addressed with remarkable style including double door entry, vaulted deep 11-foot and 13-foot tray ceiling, crown molding, transom windows, 8-foot doorways, and plantation shutters and all have been immaculately maintained. The kitchen is spacious in design with wood cabinetry, built-in double oven, cooktop, Corian counters, and sizable breakfast bar. The kitchen dining area has wide open views thru aquarium windows. The owner’s suite features dual walk-in closets and a luxurious bathroom with dual sinks, garden tub, walk-in shower + direct pool and lanai access. The den/office has a double-door entry. Two bedrooms on the opposite side have large closets. On a practical note: new AC in 2024 and 2 new hot water heaters in 2026. Rivendell community has an award-winning, well-maintained, park-like setting with 380 acres of lakes, preserves, parks and other open spaces, quiet tree-lined streets with sidewalks, walking path, tot-lot, gazebo and large, heated community pool. Ideally located near the top-rated Pine View School, the Legacy Bike Trail, restaurants, beaches, boat and kayak launches, Publix grocery, plus coffee shop, gym, Pilates and more. For those that seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees without CDD fees. While located a short distance from the Intracoastal and Gulf, this home is in a preferred X Flood Zone.

1104 Mallard Marsh Drive, Osprey
105 Shady Edge Loop, Nokomis
$522,220
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Nov 2026! Convert the flex room off the foyer into a home office or formal dining space. The second-floor laundry room provides convenient access and plenty of extra storage space. Enjoy relaxing in the upstairs loft and entertaining on the extended lanai. New energy-efficient move-in ready homes in Nokomis, FL include a washer, dryer, fridge, and whole home blinds, plus they can be closing-ready in 60 days or less–guaranteed. (You'll be reimbursed up to $5,000 in expenses related to delays we cause.) Have it all: Relax in your private primary suite, enjoy the covered back patio, and experience resort-style amenities, all with easy access to Venice and Sarasota. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

105 Shady Edge Loop, Nokomis
1144 Hoover Street, Nokomis
$575,000
3 Beds ⋅ 3 Baths ⋅ Laurel Woodlands SubDv. ⋅ 34275 Zip Code
Coffee on the lanai, a morning bike ride, and a swim before dinner—the best parts of the day can happen close to home. On a spacious corner lot at the end of a cul-de-sac, this Laurel Woodlands home pairs airy gathering spaces with a private pool and a fenced yard that extends outdoor living beyond the screen. Start breakfast in the nook or pull up to the kitchen bar, where white cabinetry, stainless steel appliances, and a connection to the adjoining living area keep conversation flowing. Soaring ceilings and views toward the pool lend a sense of openness, while the separate dining space invites you to linger over dinner with friends. A second sitting area gives you a place to read or catch up away from the television. Three bedrooms, a den, and two-and-a-half baths offer flexibility for guests, working from home, or a favorite hobby. The primary suite opens to the lanai, making a quiet moment beside the water an easy beginning or ending to your day. Outside, move between sunshine and the shade of the covered lanai. Roll out a yoga mat, take a swim, or bring dinner outdoors. Solar and electric pool-heating options add flexibility through the seasons, and the fenced yard offers room to play beyond the pool enclosure. An evening stroll along neighborhood sidewalks adds another way to unwind. With approximately 110 homes, mature oaks and palms, and low HOA fees, Laurel Woodlands offers an established setting with everyday conveniences within reach. Spend a beach day at Nokomis Beach, ride The Legacy Trail from Laurel Park, or head to downtown Venice for independent shops, cafés, restaurants, and the Saturday farmers market. Oscar Scherer State Park adds hiking and kayaking on South Creek, while access to I-75 and Sarasota Memorial Hospital–Venice brings practical convenience. Come home with sandy shoes or fresh market finds—and a poolside evening still ahead.

1144 Hoover Street, Nokomis
7303 Jessie Harbor Drive Unit 7303, Osprey
$449,000
3 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code
Welcome to luxury coastal living in this exceptional 3rd-floor penthouse condo nestled in the secluded, resort-style waterfront community of Heron House in Osprey. Offering 1,883 sq. ft. of beautifully light-filled, fully furnished living space, this impressive 3-bedroom, 2-bathroom residence features high-end finishes, warm hardwood floors, plantation shutters, a decorative wood-burning fireplace, and a built-in wet bar perfect for entertaining. The gourmet kitchen is equipped with rich wood cabinetry, granite countertops, stainless steel appliances, and a cozy eat-in breakfast area. Unwind in the expansive primary suite boasting two walk-in closets, a spa-like bath with double vanities, a deep soaking tub, and a separate shower. Step outside onto multiple private balconies to take in tranquil views of lush tropical greenery and calm canal waters—an idyllic setting for outdoor dining or evening cocktails. Located directly on Jessie Harbor with bridge-free, direct access to the Intracoastal Waterway and the Gulf, this gated community offers extraordinary waterfront amenities, including a kayak launch, boat slips (available on a first-come, first-served basis), and frequent visits from local wildlife like otters and dolphins. Residents enjoy a highly active, beautifully maintained HOA complete with a newly installed entrance security gate, heated pool, water aerobics, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, walking trails, locked storage, bike storage, and two assigned covered parking spaces under the building with elevator access. Situated just 10 minutes from Venice Beach, Nokomis Beach, and Casey Key, 20 minutes from world-famous Siesta Key, and minutes from I-75, Oscar Scherer State Park, the Legacy Trail, and Sarasota’s vibrant cultural hub, this hidden gem combines peaceful privacy with unbeatable access to Florida’s finest coastal living.

7303 Jessie Harbor Drive Unit 7303, Osprey
3603 N Point Road Unit 202, Osprey
$629,400
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Virtually Staged. EXCEPTIONALLY SPACIOUS CORNER CONDO – NEARLY 3,200 SF – NO WAITLIST FOR GOLF MEMBERSHIP! Ideally situated behind the gates of the highly sought-after Oaks Preserve, this elegant and beautifully appointed corner residence offers an impressive combination of space, privacy, and resort-style living. The nearly 3,200 SF open floorplan features 3 en-suite bedrooms and 3 baths, providing exceptional comfort and flexibility. Light and bright throughout, the residence showcases crown molding, engineered hardwood flooring, and an expansive kitchen with granite countertops and stainless-steel appliances. Enjoy the serene, private preserve setting from multiple screened balconies, enhanced by convenient remote-controlled automatic hurricane shutters. Additional features include 2 assigned parking spaces, including 1 under-building space, plus climate-controlled storage. A rare opportunity to enjoy substantial living space, privacy, and the exceptional lifestyle of The Oaks! This NEWEST Tower (built in 2007) in the Meridian Condo Complex features Hurricane Impact Windows and Doors and is conveniently located next door to the condo residents’ private Amenity Center featuring Heated Pool & Spa, Fitness Room and outdoor grill in addition to The Oaks Club’s main campus of amenities. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS 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. 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. **A MUST SEE**

3603 N Point Road Unit 202, Osprey
2107 Tocobaga Lane, Nokomis
$649,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to 2107 Tocobaga Lane, a beautiful 3-bedroom, 2.5-bath residence nestled in Woodland Trails, a private, low-maintenance enclave within the highly sought-after Calusa Lakes community. Calusa Lakes is renowned for its elegant golf course setting, lush natural surroundings, and desirable location, creating a peaceful atmosphere that feels like a private retreat while remaining conveniently close to everything Sarasota and Venice have to offer. For golf enthusiasts and those who simply appreciate scenic open views, the golf course setting adds an exceptional dimension to everyday living. Inside, the thoughtfully designed floor plan offers spacious and versatile living areas, tall vaulted ceilings, abundant natural light, and granite countertops. A flexible bonus room currently used as a home office provides valuable additional living space and can be adapted to suit your needs, including use as a potential 4th bedroom with a built in closet. Step outside to your private pool set against a backdrop of mature foliage and the 14th fairway of Mission Valley Country Club, this home offers an inviting combination of privacy, comfort, and the quintessential Florida lifestyle—with a private pool and spa and picturesque golf course views. . Whether enjoying a quiet morning coffee, cooling off in the pool, or entertaining friends and family, the outdoor setting provides a wonderful backdrop for relaxed Florida living. Additional highlights include an attached exterior storage closet for added convenience, an oversized garage and a 2019 roof, offering years of useful service ahead. Located in Woodland Trails within the coveted Calusa Lakes community, this residence delivers the lifestyle buyers seek—beautiful golf course surroundings, private pool living, a low-maintenance enclave, and an exceptional Gulf Coast location. Known for its manicured landscapes, championship golf course (membership optional), low HOA fees, Pickleball, Tennis courts, and convenient proximity to both Venice and Sarasota. Just 12 minutes from the pristine sands of Nokomis Beach and close to additional coastal destinations including Venice Beach, Manasota Key, and world-class Siesta Key. Downtown Venice—offering boutique shopping, dining, and entertainment—is within 15 minutes. Highly ranked schools and recreational activities are nearby. The home is within 3 miles of the new Sarasota Memorial Hospital–Venice, widely recognized as best-in-class with continued high ratings, including a 5-star patient experience from Forbes and accolades from Newsweek and the American Heart Association. Enjoy easy access to beaches, the famous Legacy Trail, dining, shopping, boating, Sarasota, Venice, and the many attractions that make this area such a desirable place to call home. Come experience 2107 Tocobaga Lane and discover why life in Calusa Lakes is truly something special.

2107 Tocobaga Lane, Nokomis
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