Osprey, FL Houses for Sale

• 

  

  

  /69

  $3,690,000

  • 4 Beds
  • 6 Baths
  • 9,081 Sq Ft

  854 MacEwen Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the

  

  Joe Murphy

  COLDWELL BANKER REALTY

  (941) 394-8350

  854 MacEwen Dr, Osprey, FL 34229
• Explore Osprey

• 

  

  

  /55

  $569,000

  • 4 Beds
  • 2 Baths
  • 2,203 Sq Ft

  583 Pine Ranch East Rd, Osprey, FL 34229

  Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops, marble

  

  William Fortner

  GALLERY PROPERTIES INTERNATIONAL

  (941) 239-7527

  583 Pine Ranch East Rd, Osprey, FL 34229
• 

  

  

  /51

  $1,800,000

  • 4 Beds
  • 3.5 Baths
  • 4,387 Sq Ft

  401 Walls Way, Osprey, FL 34229

  Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes

  

  Andrea Stultz

  ENGEL + VOELKERS SARASOTA

  (941) 231-5436

  401 Walls Way, Osprey, FL 34229
• 

  

  

  /78

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,869 Sq Ft

  1486 Landview Ln, Osprey, FL 34229

  Experience refined waterfront living in Southbay, one of the area’s most coveted boating communities. This impeccably maintained three-bedroom pool residence offers a thoughtful, split-bedroom design that balances privacy with seamless flow—ideal for both relaxed everyday living and sophisticated entertaining. A comprehensive renovation in 2017 elevated the home with cohesive flooring throughout,

  

  Barbara Teyssier

  EXP REALTY LLC

  (941) 208-4807

  1486 Landview Ln, Osprey, FL 34229
• 

  

  

  /100

  $1,599,000

  • 3 Beds
  • 3.5 Baths
  • 3,208 Sq Ft

  480 Oriskany Ct, Osprey, FL 34229

  Positioned on a premium golf course lot within the Oaks Club in Osprey, Florida, this Toll Brothers-built residence offers a rare combination of scenic beauty, privacy and practical upgrades (newer roof and pool cage 2023) that set it apart from other homes in the community. Overlooking the Heron 14 fairway, and paired with a tranquil preserve across the street, this property enjoys a unique

  

  Susan Pelton

  MICHAEL SAUNDERS & COMPANY

  (941) 491-3516

  480 Oriskany Ct, Osprey, FL 34229
• 

  

  /53

  $1,100,000

  • 5 Beds
  • 3 Baths
  • 3,912 Sq Ft

  674 Clear Creek Dr, Osprey, FL 34229

  Looking for a house within #1 US public school within a short distance? Discover this expansive 5-bedroom, 3-bathroom home with an oversized flex room, office, and almost 4,000 sq. ft. of living space, perfectly situated on a 9,017 sq. ft. lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2025), HVAC units (2019 & 2023), a new water heater (2022), fresh

  

  Arkadiy Abdurakhmanov

  United Realty Group Inc.

  (941) 390-3801

  674 Clear Creek Dr, Osprey, FL 34229
• 

  

  /60

  $1,150,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  353 S Shore Dr, Osprey, FL 34229

  Welcome to Sorrento Shores—where location, lifestyle, and waterfront living come together beautifully. Perfectly positioned on a generous .36-acre canal-front lot, this 3-bedroom, 2-bath pool home offers direct access to the Intracoastal Waterway just a few homes down the canal. A true boater’s dream, your private dock provides quick and easy access to some of the area’s most beloved waterfront

  

  Phyllis Coviello

  COLDWELL BANKER SARASOTA CENT.

  (941) 420-6389

  353 S Shore Dr, Osprey, FL 34229
• 

  

  /62

  $850,000

  • 2 Beds
  • 2 Baths
  • 2,310 Sq Ft

  13 Bayhead Ln, Osprey, FL 34229

  **IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered

  Mark Lyda GENEROUS PROPERTY

  13 Bayhead Ln, Osprey, FL 34229
• 

  

  /43

  $875,000

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft

  599 Pine Ranch Rd E, Osprey, FL 34229

  **EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers

  Mark Lyda GENEROUS PROPERTY

  599 Pine Ranch Rd E, Osprey, FL 34229
• 

  

  /57

  $1,499,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  360 N Point Rd, Osprey, FL 34229

  **DON’T WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSION STYLE home behind the Secure Gates of the COVETED, OAKS PRESERVE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 3 EN SUITE BEDROOMS + 3 FULL and 1 HALF BATHS and a desirable Open Floorplan concept. A well-equipped Chef’s Kitchen features

  Mark Lyda GENEROUS PROPERTY

  360 N Point Rd, Osprey, FL 34229
• 

  

  /79

  $560,000

  • 3 Beds
  • 2.5 Baths
  • 2,414 Sq Ft

  562 Oak Bay Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Beautiful home in the desirable Bay Oaks neighborhood, known for its winding roads, mature landscaping, and minimal traffic. Perfectly situated between The Oaks Golf Course and Stoneybrook Golf & Country Club, this home offers the lifestyle and views without the high price tag or association fees.The property welcomes you with a circular

  Julianna Burns BERKSHIRE HATHAWAY HOMESERVICE

  562 Oak Bay Dr, Osprey, FL 34229
• 

  

  /62

  $1,595,000

  • 3 Beds
  • 3.5 Baths
  • 4,241 Sq Ft

  909 MacEwen Dr, Osprey, FL 34229

  **STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway of the interior, HERON GOLF COURSE. With its delightful curb appeal and manicured landscape, this splendid residence offers 3 BEDROOMS + Spacious Executive Office/Study, 3 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious

  Mark Lyda GENEROUS PROPERTY

  909 MacEwen Dr, Osprey, FL 34229
• 

  

  /73

  $1,575,000

  • 4 Beds
  • 3 Baths
  • 3,486 Sq Ft

  20 Bayhead Ln, Osprey, FL 34229

  A rare opportunity to own a significantly newer, custom-built residence inside the exclusive The Oaks Club Preserve, where most surrounding homes were built decades earlier. Completed in 2017 and set on a lakefront lot in a non-flood zone, this move-in-ready, hurricane-secure home offers a level of modern construction, privacy, and peace of mind seldom found in this exclusive community. In

  Lielei Wahlmann EXP REALTY LLC

  20 Bayhead Ln, Osprey, FL 34229
• 

  

  /72

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,012 Sq Ft

  433 E MacEwen Dr, Osprey, FL 34229

  An exceptionally well maintained 4,012sf residence with 4 bedrooms 3 full and a half baths situated on the interior Heron golf course on a 0.61 acre lot in the private Oaks Club community. It has golf course and water views and 24 hr gated security. This custom golf course home was built by esteemed builder Arthur Rutenberg. It represents Rutenberg at his very best - stylish elegance, superior

  Mark Lyda GENEROUS PROPERTY

  433 E MacEwen Dr, Osprey, FL 34229
• 

  

  /73

  $2,395,000

  • 3 Beds
  • 3.5 Baths
  • 4,519 Sq Ft

  852 MacEwen Dr, Osprey, FL 34229

  **CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and

  Mark Lyda GENEROUS PROPERTY

  852 MacEwen Dr, Osprey, FL 34229
• 

  

  /73

  $2,850,000

  • 4 Beds
  • 4 Baths
  • 4,359 Sq Ft

  662 Fernwalk Ln, Osprey, FL 34229

  **EXCEPTIONAL, FULLY RENOVATED, COUNTRY CLUB ESTATE HOME OFFERING TRANQUIL LAKE AND GARDEN VIEWS** ideally positioned on a serene interior cul-de-sac lot in Flood Zone X (no flood insurance required). Located behind the secure gates of the highly sought-after Bayside neighborhood within The Oaks Country Club, just steps from Little Sarasota Bay. This expansive residence features 4 Bedrooms and 4

  Mark Lyda GENEROUS PROPERTY

  662 Fernwalk Ln, Osprey, FL 34229
• 

  

  /74

  $1,550,000

  • 3 Beds
  • 3.5 Baths
  • 3,066 Sq Ft

  25 Sugar Mill Dr, Osprey, FL 34229

  METICULOUSLY MAINTAINED AND THOUGHTFULLY UPDATED, THIS EXCEPTIONAL RESIDENCE IS PRIVATELY SITUATED ON A SERENE LOT WITH BEAUTIFUL GARDEN AND PRESERVE VIEWS. Located in Flood Zone “X” (no flood insurance required), the home is tucked behind the secure gates of the highly sought-after Bayside neighborhood within The Oaks Country Club, just steps from Little Sarasota Bay. The home offers 3 En Suite

  Mark Lyda GENEROUS PROPERTY

  25 Sugar Mill Dr, Osprey, FL 34229
• 

  

  /44

  $999,500

  • 3 Beds
  • 2.5 Baths
  • 2,502 Sq Ft

  113 Burney Rd, Osprey, FL 34229

  **DON’T WAIT TO BUILD!! NEWER, CUSTOM-BUILT HOME (2020) IS MOVE-IN READY AND PACKED WITH UPGRADES** Situated on a generous 0.52-acre lot near the end of a quiet cul-de-sac, the property offers a private backyard and NO HOA fees/restrictions. Bring Your Toys! Oversized circular driveway provides ample parking for a BOAT, RV, and additional vehicles. This Impressive Residence with 2502sf of heating

  Mark Lyda GENEROUS PROPERTY

  113 Burney Rd, Osprey, FL 34229
• 

  

  /75

  $1,950,000

  • 4 Beds
  • 5.5 Baths
  • 4,346 Sq Ft

  538 Dove Pointe, Osprey, FL 34229

  **ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home

  Mark Lyda GENEROUS PROPERTY

  538 Dove Pointe, Osprey, FL 34229
• 

  

  /52

  $2,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  448 E MacEwen Dr, Osprey, FL 34229

  **IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4

  Mark Lyda GENEROUS PROPERTY

  448 E MacEwen Dr, Osprey, FL 34229
• 

  

  /69

  $1,995,000

  • 3 Beds
  • 4 Baths
  • 2,572 Sq Ft

  312 Yacht Harbor Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Directly across the street from one of the most exceptional community-owned marinas on Florida’s west coast, this beautifully renovated waterfront residence offers remarkable views and an extraordinary boating lifestyle within Southbay Yacht and Racquet Club. Considered one of the finest private residential marinas in the region, Southbay’s

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  312 Yacht Harbor Dr, Osprey, FL 34229
• 

  

  /55

  $2,249,000

  • 4 Beds
  • 3.5 Baths
  • 4,117 Sq Ft

  362 MacEwen Dr, Osprey, FL 34229

  Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with

  Steve Abbe COLDWELL BANKER REALTY

  362 MacEwen Dr, Osprey, FL 34229
• 

  

  /74

  $1,399,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 3,286 Sq Ft

  140 Sugar Mill Dr, Osprey, FL 34229

  SELLERS SAY SELL! BEST PRICED 4 BED IN THE OAKS - MAJOR UPDATES ALLOW IMMEDIATE MOVE IN - NO REMODELING NEEDED! FRESH STYLE....FRESH PRICE! Behind the gates of The Oaks - Bayside, this beautifully redesigned estate presents a rare opportunity to enjoy refined country club living at a compelling new value. Updated and thoughtfully improved with designer transitional style - 140 Sugar Mill Drive

  Monica Verinder COLDWELL BANKER REALTY

  140 Sugar Mill Dr, Osprey, FL 34229
• 

  

  /91

  $2,195,000

  • 3 Beds
  • 3 Baths
  • 3,681 Sq Ft

  600 Eagle Watch Ln, Osprey, FL 34229

  One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3

  Mark Lyda GENEROUS PROPERTY

  600 Eagle Watch Ln, Osprey, FL 34229
• 

  

  /78

  $1,750,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 3,565 Sq Ft

  402 E MacEwen Dr, Osprey, FL 34229

  Tucked behind the private gates of The Oaks Club side, in one of Sarasota’s most prestigious and sought-after country club enclaves, this exquisite residence captures the essence of refined Florida living. Ideally situated just moments from the clubhouse and overlooking the manicured fairways of the Eagle Course, the home offers a rare blend of privacy, scale, and serene golf course vistas that

  Steven Kepecz, PA COLDWELL BANKER REALTY

  402 E MacEwen Dr, Osprey, FL 34229
• 

  

  /100

  $1,185,000

  • 3 Beds
  • 3 Baths
  • 3,180 Sq Ft

  61 Bayhead Ln, Osprey, FL 34229

  Thoughtfully Built MAINTENANCE-FREE Court Yard Life Style Home in Bishops Court in the Oaks Preserve Neighborhood. This Rare Unique Home Design Features: 3 Extra Large Bedrooms, 3 Full Baths, Oversized Main Floor Master Suite w/Sitting Room and Door to Private Back Patio, plus a Wall of Sliders Looking out to the Court Yard Pool Area, Tall Ceilings, Large Walk-in Closet w/Built-ins, Brand New

  Anne Thomas RE/MAX ALLIANCE GROUP

  61 Bayhead Ln, Osprey, FL 34229
• 

  

  /47

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 2,850 Sq Ft

  17 Bayhead Ln, Osprey, FL 34229

  Impeccable is the only way to describe this charming, completely remodeled 3-bedroom, 2-bath residence that blends luxury with everyday comfort. No detail was overlooked in the renovation, resulting in a truly beautiful and thoughtfully designed home. The interior showcases high-end finishes throughout, including wood-look tile flooring, quartzite countertops, a stylish coffee bar, and a custom

  Steve Abbe COLDWELL BANKER REALTY

  17 Bayhead Ln, Osprey, FL 34229
• 

  

  /95

  $1,380,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  365 S Shore Dr, Osprey, FL 34229

  Wake up to ever-changing INTRACOASTAL VIEWS – SUNSETS dancing across the water, BOATS gliding by, and untouched wildlife. Set on an EXTRA-DEEP WATER FRONT LOT with GULF ACCESS, this exceptional residence offers a rare blend of privacy, sweeping WATERFRONT views, timeless COASTAL DESIGN, and a DOCK WITH A 10,000LB BOAT LIFT that places open water just minutes away. A BOATERS PARADISE, this refined

  Lisa Asaro EXIT KING REALTY

  365 S Shore Dr, Osprey, FL 34229
• 

  

  /74

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,474 Sq Ft

  700 Faith Ave, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort

  steve mularky LACEY REALTY INC

  700 Faith Ave, Osprey, FL 34229
• 

  

  /52

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 2,830 Sq Ft

  1527 Buoy Ln, Osprey, FL 34229

  Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage

  Matthew Lewis BRIGHT REALTY

  1527 Buoy Ln, Osprey, FL 34229
• 

  

  /82

  $1,150,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,481 Sq Ft

  296 Pine Ranch Trail, Osprey, FL 34229

  **THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** & SELLER IS OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private retreat nestled in one of Osprey’s most desirable enclaves. This beautifully situated home rests on a lush greenbelt lot that borders the fairways of a

  Deborah Frederick ASHTON LAKES REALTY INC

  296 Pine Ranch Trail, Osprey, FL 34229
• 

  

  /99

  $1,095,000

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft

  403 Longbow Trail, Osprey, FL 34229

  Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail. This charming home offers a perfect blend of comfort,

  Edward Bieker DALTON WADE INC

  403 Longbow Trail, Osprey, FL 34229
• 

  

  /100

  $2,500,000

  • 5 Beds
  • 6 Baths
  • 5,171 Sq Ft

  5301 Greenbrook Dr, Sarasota, FL 34238

  The Ultimate Gulf Coast Residence, Legacy Estates at Esplanade on Palmer Ranch. Move right into this exceptional two-story home featuring5 bedrooms, 4 full baths, and 2 half baths. The residence provides refined flexibility for multigenerational living, executive work-from-home, sophisticated entertaining and an active outdoor lifestyle. The property enjoys added privacy and a premium corner

  Mark Quire KELLER WILLIAMS ON THE WATER S

  5301 Greenbrook Dr, Sarasota, FL 34238
• 

  

  /53

  $639,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,320 Sq Ft

  522 Luminary Blvd, Osprey, FL 34229

  This exquisite three-bedroom, three-bath-plus-den, Lee Wetherington built home exemplifies intelligent design and beauty in the community of Willowbend. This Ashley floor plan is thoughtfully oriented to the south, allowing for abundant natural light and stunning lakefront views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive

  Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  522 Luminary Blvd, Osprey, FL 34229
• 

  

  /53

  $640,000

  • 4 Beds
  • 2 Baths
  • 1,893 Sq Ft

  745 Fordingbridge Way, Osprey, FL 34229

  Welcome to this beautiful home in the sought-after Rivendell community. The curb appeal is evident as you drive up to this home, from the landscape and the paver driveway to the beautiful front door. As you step inside the wide foyer, your view extends out through the sliders leading out to the pool and lanai. This well-maintained updated residence combines a bright, inviting interior designed

  Janet Oberholtzer MICHAEL SAUNDERS & COMPANY

  745 Fordingbridge Way, Osprey, FL 34229
• 

  

  /13

  $548,000

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft

  4428 Conchfish Ln, Osprey, FL 34229

  Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not considered a high-risk zone (Zone X) and features four spacious bedrooms and two full bathrooms, along with a two car garage and a large driveway for additional parking. Step into the kitchen, and you'll find elegant quartz countertops, upgraded 42" Timberlake latte cabinets, a

  Mariana Georgieva HORIZON REALTY INTERNATIONAL

  4428 Conchfish Ln, Osprey, FL 34229
• 

  

  /48

  $895,000

  • 3 Beds
  • 3 Baths
  • 2,283 Sq Ft

  172 Sea Anchor Dr, Osprey, FL 34229

  Amazing home with many improvements ideally located in a sought-after marina community. This beautifully updated 3-bedroom 3 bath residence has been thoughtfully enhanced for comfort, style and easy living. It's tucked inside a lively marina community where every day feels like vacation. This home features modern updates throughout. Newly remodeled kitchen, new master bath, luxury vinyl flooring,

  Sharon Lewis GOLF & BAY PROPERTIES LLC

  172 Sea Anchor Dr, Osprey, FL 34229
• 

  

  /39

  $550,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft

  1361 New Forest Ln, Osprey, FL 34229

  Exceptional opportunity in highly sought-after Rivendell, one of Osprey’s most desirable communities known for its scenic lakes, preserves, walking trails, and beautiful natural surroundings. Ideally located just steps from top-rated Pine View School, offering the rare convenience to walk or bike to one of Florida’s most acclaimed schools. This beautifully maintained home features a durable tile

  Linh Pham NEXTHOME EXCELLENCE

  1361 New Forest Ln, Osprey, FL 34229
• 

  

  /36

  $429,500

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  352 Glenwood Ave, Osprey, FL 34229

  Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with a spacious open floor plan that’s ideal for both relaxing and entertaining. Enjoy cooking in the

  Kano Keller WHITE SANDS REALTY GROUP FL

  352 Glenwood Ave, Osprey, FL 34229
• 

  

  /45

  $515,350

  • 3 Beds
  • 2 Baths
  • 1,874 Sq Ft

  447 N Shore Dr, Osprey, FL 34229

  Classic and cool, this Sorrento Shores beauty blends true Old Florida charm with all the modern updates you actually want, perfectly positioned West of the Trail near the sparkling Intracoastal Waterway. What’s been at the top of your list — move-in ready, a spacious lot, no flood zone, boat/RV parking, optional low HOA, no CDD fees, community marina access, an A+ school district, or quick access

  Lauren Sisco COLDWELL BANKER SARASOTA CENT.

  447 N Shore Dr, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 3

Why Live in Osprey

Osprey, FL, a census-designated community on the Gulf Coast, is known for its vibrant outdoor spaces and waterfront living. Residents can start their day kayaking through mangroves, enjoy lunch at waterfront restaurants, and spend evenings at tiki bars on Casey Key. The area around Tamiami Trail offers numerous shopping and dining options, including fresh seafood. Osprey features a variety of home styles, from condos to Mediterranean-inspired properties and waterfront villas, often within gated communities with amenities like golf courses and clubhouses. The community is home to highly rated schools such as Gulf Gate Elementary, Pine View School, and Venice High. Outdoor enthusiasts can explore Oscar Scherer State Park, with its hiking trails and opportunities for canoeing and kayaking, or visit Bay Preserve for fishing and boating. Historic Spanish Point offers a glimpse into the region's past with its prehistoric mound and citrus packing house. For nightlife, The O Bar and Spanish Point Tiki Bar are popular spots. Osprey is car-dependent but has public transportation options and is conveniently located near major employers like Sarasota Memorial Hospital and PGT Innovations. Nearby beaches, including Nokomis Beach and Siesta Key Beach, are just a short drive away, and Sarasota Bradenton International Airport is 15 miles from the community.

Learn more about living in Osprey

Home Trends in Osprey, FL

On average, homes in Osprey, FL sell after 105 days on the market compared to the national average of 56 days. The median sale price for homes in Osprey, FL over the last 12 months is $669,500, down 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$669,500

Median Single Family Sale Price

$875,000

Median Townhouse Sale Price

$467,000

Median 2 Bedroom Sale Price

$307,000

Median 1 Bedroom Sale Price

$217,500

Average Price Per Sq Ft

$382

Number of Homes for Sale

133

Last 12 months Home Sales

188

Months of Supply

8.50

Median List Price

$750,000

Median Change From 1st List Price

9%

Median Home Sale Price YoY Change

-13%