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Osprey, FL Homes for Sale

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  • /76

    $2,382,500

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

    600 Eagle Watch Ln, Osprey, FL 34229

    Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generous 0.71-acre lot with wide views of the third hole of the Heron Golf Course. Nearly every aspect of the property has been updated—new roof, impact-rated windows and doors, flooring, trim, countertops, appliances, resurfaced pool and spa, new pool cage, and a resurfaced

    Agent Photo

    Joe Murphy

    COLDWELL BANKER REALTY

    (941) 274-4697

    600 Eagle Watch Ln, Osprey, FL 34229
  • /100

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    14041 Bellagio Way Unit 315, Osprey, FL 34229

    SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE! Step into waterfront luxury living at its finest in Osprey Harbor Village, a coastal gem perfectly situated between Sarasota and Venice, offering easy access to Siesta Key, Nokomis Beach, and Venice Beach. This sought-after marina community is the epitome of elegance and the

    Agent Photo

    Dawn Bear

    WILLIAM RAVEIS REAL ESTATE

    (941) 207-5944

    14041 Bellagio Way Unit 315, Osprey, FL 34229
  • /60

    $560,000

    • 4 Beds
    • 2 Baths
    • 1,981 Sq Ft

    813 Oak Pond Dr, Osprey, FL 34229

    One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!! RECENTLY APPRAISED at $560,000!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail

    Agent Photo

    Jeremy Egglefield

    PREFERRED SHORE LLC

    (941) 394-8541

    813 Oak Pond Dr, Osprey, FL 34229
  • /71

    $169,000

    • 1 Bed
    • 1.5 Baths
    • 865 Sq Ft

    107 Woodland Place Unit 107, Osprey, FL 34229

    This ground level condominium comes with a deeded carport and two storage closets. Enjoy a deck off the kitchen and a screened lanai that runs the length of the unit and is accessible from both the living area and bedroom. Both the half bath and primary bedroom suite have been recently remodeled with new flooring and fixtures. Washer and dryer hook-ups are located in an interior closet, so no

    Agent Photo

    Carla Rayman Kidd

    COLDWELL BANKER REALTY

    (941) 231-6378

    107 Woodland Place Unit 107, Osprey, FL 34229
  • /93

    $1,995,000

    • 4 Beds
    • 5 Baths
    • 4,020 Sq Ft

    67 Sugar Mill Dr, Osprey, FL 34229

    Bring your clubs and come see this beautifully remodeled home in the Oaks Club (Bayside). Move in ready with all the amenities you need. This home boast all the room you need with 4 bedroom and a study/Bourbon room. Totally secluded back yard for enjoying the pool and spa with your friends and family. Also, this home has had the tile roof redone in 2012 and the A/C redone in 2022 and 2024. You

    Agent Photo

    Paula Mapp

    MAPP REALTY & INVESTMENT CO

    (941) 294-4414

    67 Sugar Mill Dr, Osprey, FL 34229
  • /68

    $1,970,000

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

    140 Sugar Mill Dr, Osprey, FL 34229

    **BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Secure Gates of The Oaks Bayside, Country Club neighborhood. Featuring 4 BEDROOMS (2 En Suite) and 4 FULL BATHS, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown Moldings and refined details throughout is ideal for entertaining both inside and out! The Impressive

    Mark Lyda GENEROUS PROPERTY

    140 Sugar Mill Dr, Osprey, FL 34229
  • /68

    $998,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,438 Sq Ft

    766 Shadow Bay Way, Osprey, FL 34229

    Nestled on a quiet street in the highly sought-after Rivendell community, this former Arthur Rutenberg model home features 4 bedrooms, 3 full baths, a den, and 2 versatile flex rooms, offering tranquil views of the pond and surrounding preserve. Framed by lush landscaping, the property features an oversized pool with a generously sized spa and ambient lighting, perfect for evening

    Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

    766 Shadow Bay Way, Osprey, FL 34229
  • /34

    $1,450,000 Open Sun 12PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,354 Sq Ft

    296 Pine Ranch Trail, Osprey, FL 34229

    SELLER 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 nearby golf course, offering tranquil views and peaceful surroundings. With no rear neighbors, you'll enjoy the privacy and

    Deborah Frederick ASHTON LAKES REALTY INC

    296 Pine Ranch Trail, Osprey, FL 34229
  • /38

    $815,000

    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft

    901 Reflection Way, Osprey, FL 34229

    LOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this METICULOUSLY MAINTAINED, Custom-built, JOHN CANNON home in exclusive North Creek Estates offers the perfect blend of privacy, luxury, and convenience. With a NEW ROOF (2020), low HOA fees, and 2,443 sq. ft. of thoughtfully designed living space, this 3-Bedroom + Office/Den, 2-Bath residence is MOVE-IN READY

    Mark Lyda GENEROUS PROPERTY

    901 Reflection Way, Osprey, FL 34229
  • /62

    $965,000

    • 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
  • /79

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,464 Sq Ft

    402 Walls Way, Osprey, FL 34229

    Welcome to timeless elegance and modern comfort in The Oaks Clubside.This stunning 4-bedroom plus den/office, 3.5-bath home, built in 2014 by Todd Johnson Homes, blends country modern style with refined sophistication. Situated on an oversized .64-acre corner lot, this courtyard-style residence is designed for effortless Florida living.Step through grand double wood doors into an inviting space

    Steve Abbe COLDWELL BANKER REALTY

    402 Walls Way, Osprey, FL 34229
  • /69

    $1,200,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4 Baths
    • 3,938 Sq Ft

    820 Placid Lake Dr, Osprey, FL 34229

    ***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-bathroom home offering 3,938 sq. ft. of living space on a 10,548 sq. ft. lot. Designed for both comfort and elegance, this residence features an open-concept floor plan with crown molding throughout, custom solid wood-designed cabinets, induction oven, a glass tile backsplash, stainless steel

    Ali Marks LOYD ROBBINS & CO. LLC

    820 Placid Lake Dr, Osprey, FL 34229
  • /28

    $199,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    218 Palm Air Dr, Osprey, FL 34229

    You’ll be impressed with this delightful double wide from the moment you enter featuring 2 spacious bedrooms and 2 updated bathrooms with a total of 1120 Sq Feet built in 1979 with large shed and enclosed lanai. Being sold Furnished and Turnkey. The kitchen was totally remodeled in 2020 an island was added with new appliances in and it flows into the dining area and living room creating a large

    Carlos Saramago EXIT KING REALTY

    218 Palm Air Dr, Osprey, FL 34229
  • /61

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 2,545 Sq Ft

    3603 N Point Rd Unit 702, Osprey, FL 34229

    **MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 702, Osprey, FL 34229
  • /80

    $2,995,000

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

    662 Fernwalk Ln, Osprey, FL 34229

    **FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FLOOD concern (Zone “X”) behind the Secure Gates of the highly sought after Bayside neighborhood within The Oaks Country Club community, just steps from Little Sarasota Bay. An Expansive Floorplan entails 4-BEDs plus 4-FULL BATHS while a full list of EXCEPTIONAL FEATURES is

    Mark Lyda GENEROUS PROPERTY

    662 Fernwalk Ln, Osprey, FL 34229
  • /68

    $2,150,000

    • 3 Beds
    • 3 Baths
    • 4,191 Sq Ft

    85 Sugar Mill Dr, Osprey, FL 34229

    **STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN

    Mark Lyda GENEROUS PROPERTY

    85 Sugar Mill Dr, Osprey, FL 34229
  • /61

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    12689 Promenade Estates Blvd, Osprey, FL 34238

    Stunning Newer Home in Promenade Estates, Palmer Ranch. Welcome to this immaculate 4-bedroom, 2.5-bathroom single-family home situated on a prime corner lot in the sought-after Promenade Estates community, located in the heart of Palmer Ranch, Sarasota. Built in 2021, this property offers contemporary design, thoughtful upgrades, and the perfect blend of comfort and style. This bright and

    Lee Brewer RE/MAX ALLIANCE GROUP

    12689 Promenade Estates Blvd, Osprey, FL 34238
  • /82

    $4,195,000

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

    854 MacEwen Dr, Osprey, FL 34229

    One or more photo(s) has been virtually staged. **NEWLY RENOVATED, SPACIOUS, GOLF COURSE ESTATE** Boasts OVER 9,000sf and is situated on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + 4/2 Baths + Office/Library + Home Theater + Game Room w/ Wet Bar, Loft, Balcony, etc. and even includes highly coveted,

    Mark Lyda GENEROUS PROPERTY

    854 MacEwen Dr, Osprey, FL 34229
  • /62

    $1,795,000

    • 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,

    Mark Lyda GENEROUS PROPERTY

    909 MacEwen Dr, Osprey, FL 34229
  • /43

    $780,250 New Construction

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    280 Hidden Bay Dr Unit 202, Osprey, FL 34229

    READY FOR IMMEDIATE OCCUPANCY!Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota BayStep into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay. Boasting 1937 square feet, this meticulously crafted residence offers three bedrooms, two bathrooms, and an inviting office space for your

    Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    280 Hidden Bay Dr Unit 202, Osprey, FL 34229
  • /57

    $1,595,000 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

    Mark Lyda GENEROUS PROPERTY

    360 N Point Rd, Osprey, FL 34229
  • /46

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    1164 Beachcomber Ct Unit 19, Osprey, FL 34229

    Welcome to the exclusive Blackburn Point Marina Village – where luxury meets convenience in one of Sarasota's desirable waterfront communities! This rarely available, beautifully appointed townhome offers the best of maintenance-free, coastal living in a gated community featuring resort-style amenities including a heated pool, cabana, tiki bar, and more. Enjoy peace of mind with a new roof (2025)

    Lisa Napolitano PREMIER SOTHEBYS INTL REALTY

    1164 Beachcomber Ct Unit 19, Osprey, FL 34229
  • /71

    $2,299,900

    • 5 Beds
    • 3.5 Baths
    • 3,236 Sq Ft

    180 Lookout Point Dr, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club—an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a .4-acre lot in Flood Zone X (no lender-required flood insurance), this five-bedroom, 3.5-bath, 3,236-square-foot home blends solid block construction

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    180 Lookout Point Dr, Osprey, FL 34229
  • /60

    $1,339,000

    • 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. 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 fridge. Large

    Matthew Lewis BRIGHT REALTY

    1527 Buoy Ln, Osprey, FL 34229
  • /89

    $1,275,000

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft

    401 N Point Rd Unit 504, Osprey, FL 34229

    FULLY UPDATED ~ WATER VIEWS ~ PRIVATE 2 CAR GARAGE ~ OFFICE/4TH BEDROOM OPTION ~ The eye of an artist and perfected skill of a craftsman created this spacious, expertly designed residence. From the moment the elevator doors open to the private foyer, you'll notice every fine detail in this home was carefully thought out and executed, while the splendor of nature and water creates the backdrop

    Mary Elizabeth Mock COLDWELL BANKER REALTY

    401 N Point Rd Unit 504, Osprey, FL 34229
  • /37

    $650,000 Open Sun 2PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft

    242 Hidden Bay Dr Unit 603, Osprey, FL 34229

    One of Sarasota’s Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2-Car Garage | Offered Fully Furnished. Perched on the top floor of a premier building in the exclusive Hidden Bay gated community, this spacious and light-filled condo offers breathtaking, panoramic views of Sarasota Bay. A true diamond in the rough, this home is ready for your

    Joy McGraw REAL ESTATE REFINED

    242 Hidden Bay Dr Unit 603, Osprey, FL 34229
  • /80

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,316 Sq Ft

    3921 Waypoint Ave, Osprey, FL 34229

    CASUAL, COASTAL ELEGANCE in this charming WATERFRONT community – BAYSIDE on LITTLE SARASOTA BAY! The Florida Lifestyle you’ve always dreamt of awaits you at Bayside on Little Sarasota Bay – a GATED ENCLAVE OF JUST 49 HOMES tucked away on the bay in Osprey Florida - one of our area’s best kept secrets ideally located between Sarasota & Venice! This delightful POOL HOME offers 3 BEDROOMS, 3 FULL

    Julie Larson WHITE SANDS REALTY GROUP FL

    3921 Waypoint Ave, Osprey, FL 34229
  • /61

    $1,050,000

    • 4 Beds
    • 3 Baths
    • 3,321 Sq Ft

    742 Shadow Bay Way, Osprey, FL 34229

    Welcome to Luxury Living in Rivendell! Nestled on a premium, private lot with serene lake and preserve views, this impeccably maintained, custom-built Arthur Rutenberg home offers elegance, comfort, and thoughtful design in every detail. Boasting 3,321 sq ft of refined living space, this residence features an open split floor plan, soaring ceilings, and abundant natural light throughout. The

    Reeny Kaney RE/MAX ALLIANCE GROUP

    742 Shadow Bay Way, Osprey, FL 34229
  • /62

    $660,000

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft

    385 N Point Rd Unit 402, Osprey, FL 34229

    **BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation

    Mark Lyda GENEROUS PROPERTY

    385 N Point Rd Unit 402, Osprey, FL 34229
  • /49

    $1,185,000

    • 4 Beds
    • 3.5 Baths
    • 3,160 Sq Ft

    135 N Creek Ln, Osprey, FL 34229

    Experience the ideal blend of tranquility and convenience in this exquisite residence, designed by renowned builder Robert Guengerich as his sanctuary. Set at the end of a serene cul-de-sac and surrounded by mature oak trees, this remarkable home offers a peaceful retreat while remaining close to everything you may need. Upon entry, you'll be captivated by the grand 13-foot ceilings, elegant

    carlos santos PREMIER SOTHEBY'S INTERNATIONAL REALTY

    135 N Creek Ln, Osprey, FL 34229
  • /67

    $1,045,000

    • 2 Beds
    • 2 Baths
    • 2,071 Sq Ft

    227 Saint James Park, Osprey, FL 34229

    **TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul De Sac Lot in the Popular SAINT JAMES PARK neighborhood in The Oaks Country Club. NEW ROOF (2024), HURRICANE IMPACT WINDOWS and SLIDING DOORS, FLOOD ZONE “X500”. Overlooking the Eagle Golf Course and Ideally Located near the Clubhouse and Campus of World Class Amenities, this

    Mark Lyda GENEROUS PROPERTY

    227 Saint James Park, Osprey, FL 34229
  • /57

    $1,199,000

    • 4 Beds
    • 3 Baths
    • 2,925 Sq Ft

    120 Lookout Point Dr, Osprey, FL 34229

    Spacious Custom built home featuring an oversized corner yard, High Ceilings, Updated Kitchen and Bathrooms, Family Room with Wood Burning Fireplace, 3 Bedrooms, 3 Full Baths and a Bonus Room/ 4th Bedroom upstairs. Entertain in the Large Lanai with Outdoor Kitchen overlooking the Pool and wide Greenbelt view. The Stylish and Durable new Metal Roof will protect you for years to come, full

    Sharon Lewis GOLF & BAY PROPERTIES LLC

    120 Lookout Point Dr, Osprey, FL 34229
  • /57

    $569,000

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    784 Sarabay Rd, Osprey, FL 34229

    Welcome to Your Waterfront Villa in Osprey, Florida!Discover the ultimate seasonal retreat in this beautifully updated 2-bedroom, 2-bathroom single-story villa, designed for stress-free living. Nestled in a private 25-unit secluded community, this waterfront gem offers not only stunning views but also a lifestyle of unparalleled ease and simplicity.Key Features:Move in ready: Move in with ease

    Peggy Lewis COLDWELL BANKER SARASOTA CENT.

    784 Sarabay Rd, Osprey, FL 34229
  • /46

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,799 Sq Ft

    14041 Bellagio Way Unit 214, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Massive Price Reduction! Original Listing Price was $810,000. Reduced by $135,000 to $675,000. Seller is motivated! Step into this luxurious, meticulously maintained 3-bedroom, 2-bath condo featuring high ceilings, granite countertops, updated appliances, and a separate laundry room. Enjoy magnificent views of Little Sarasota Bay and a lively canal

    Veronica Lee FINE PROPERTIES

    14041 Bellagio Way Unit 214, Osprey, FL 34229
  • /48

    $685,000

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft

    409 N Point Rd Unit 502, Osprey, FL 34229

    **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico

    Mark Lyda GENEROUS PROPERTY

    409 N Point Rd Unit 502, Osprey, FL 34229
  • /99

    $699,000

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

    401 N Point Rd Unit 603, Osprey, FL 34229

    One or more photo(s) has been virtually staged. BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths and a formal dining room. Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 603, Osprey, FL 34229
  • /4

    $575,904 New Construction

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    791 S Tamiami Trail Unit 103, Osprey, FL 34229

    Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $575,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 103, Osprey, FL 34229
  • /4

    $527,904 New Construction

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    791 S Tamiami Trail Unit 102, Osprey, FL 34229

    Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $527,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 102, Osprey, FL 34229
  • /6

    $34,500

    • 1 Bed
    • 1 Bath

    124 Happy Haven Dr Unit 8, Osprey, FL 34229

    Make your new home in Happy Haven, a well-maintained, professionally managed manufactured home community! Own a 1966, 1bed/1bath, 564 sqft. home in a great neighborhood. This one won't be on the market for long! Take advantage of this offer now and live in one of the state's most attractive areas. Let us show you around the place! Call and schedule a viewing today! Financing information available.

    Tori Coil Happy Haven

    124 Happy Haven Dr Unit 8, Osprey, FL 34229
  • /35

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    4267 Expedition Way, Osprey, FL 34229

    Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minutes to the pristine shoreline of Nokomis Beach. This desirable gated community features a resort style heated pool, clubhouse and a fitness center designed to enhance your Florida life style. Enjoy local dining, shopping, and many arts and cultural attractions. This

    Judi Cipollina COLDWELL BANKER REALTY

    4267 Expedition Way, Osprey, FL 34229

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Why Live in Osprey

Osprey, located on the Gulf Coast, provides residents with a vibrant outdoor lifestyle, featuring activities like kayaking through mangroves and dining at waterfront restaurants. The area is known for its planned communities, offering a range of housing from condos to waterfront villas, often with amenities such as golf courses and clubhouses. Many homes feature contemporary and Mediterranean-inspired styles, with hurricane shutters due to Florida's storm-prone weather. The community is car-dependent but offers public transportation via Breeze Transit, with easy access to nearby cities and beaches like Nokomis Beach, 6 miles away, and Siesta Key Beach, 8 miles away. Osprey is home to highly rated schools, including Gulf Gate Elementary, Pine View School, and Venice High, attracting families seeking quality education. For things to do, locals can explore Oscar Scherer State Park, popular for hiking and biking, or visit Bay Preserve for fishing and boating. Dining options abound along the Tamiami Trail, with favorites like Max’s Table and Casey Key Fish House. The area also features historic sites such as Historic Spanish Point and the Blackburn Point Bridge. Osprey's crime rate is comparable to the national average, adding to its appeal as a residential area.

Frequently Asked Questions

What is the average home price in Osprey, FL?
Homes for sale in Osprey, FL have an average home price of $1,125,820.
Are home prices dropping in Osprey?
Yes, home prices in Osprey are down 10% in the last 12 months.
How many homes have sold over the last 12 months in Osprey, FL?
188 homes have sold in Osprey, FL over the last 12 months.
What are the most popular zip codes in Osprey, FL?
The most popular zip codes in Osprey, FL include 33981, 33953, 34293, 34287 and 34211.
How much do you need to make to afford a house in Osprey?
The median home price in Osprey is $818,625. If you put a 20% down payment of $163,700 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $4,260 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $183K a year to afford the median home price in Osprey.
How are the schools in Osprey, FL?
Osprey, FL has highly rated public and private schools. Some of the best schools in Osprey based on Niche Grades are Pine View School, Laurel Nokomis School and Venice High School. Browse all the schools in Osprey, FL to learn more.

Home Trends in Osprey, FL

Housing Trends

Median Sale Price
$752,500
Median Single Family Sale Price
$815,000
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$285,000
Median 1 Bedroom Sale Price
$217,000
Average Price Per Sq Ft
$383
Number of Homes for Sale
101
Last 12 months Home Sales
188
Months of Supply
6.40
Median List Price
$818,625
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-6%
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