144

Osprey, FL Homes for Sale with AC

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  • /41

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft

    1801 Highland Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Light and bright 2-bedroom, 2-bath townhome in the desirable Town-End Shores community of Osprey! This beautifully maintained home features an open-concept first floor with a spacious living room, dining area, and a Florida room with sliding glass doors for added natural light. The gorgeous kitchen boasts granite countertops, perfect for cooking and

    Agent Photo

    Kimberly Werla

    RE/MAX ALLIANCE GROUP

    (941) 757-8192

    1801 Highland Rd, Osprey, FL 34229
  • /100

    $1,695,000

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

    480 Oriskany Ct, Osprey, FL 34229

    Tucked away on a quiet street within the prestigious Oaks Club, this elegant residence overlooks the fairway of the Heron 14. This is a rare opportunity to find a home on a premium golf course lot and have the additional privacy of a preserve view across the street. Designed by Toll Brothers, this meticulous 3 bedroom; plus den home offers gracious, entertaining and comfortable everyday living. A

    Agent Photo

    Susan Pelton

    MICHAEL SAUNDERS & COMPANY

    (941) 491-3516

    480 Oriskany Ct, 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

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    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,

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    Barbara Teyssier

    EXP REALTY LLC

    (941) 208-4807

    1486 Landview Ln, Osprey, FL 34229
  • /55

    $579,000

    • 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

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    William Fortner

    GALLERY PROPERTIES INTERNATIONAL

    (941) 239-7527

    583 Pine Ranch East Rd, Osprey, FL 34229
  • /98

    $949,000

    • 3 Beds
    • 3.5 Baths
    • 3,771 Sq Ft

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! Experience the comfort of a home with the convenience of condo living in this spacious 3-bedroom, 3.5-bath plus den residence offering 3,771 sq. ft. of beautifully designed space and 10-foot tray ceilings throughout and a new roof. Enjoy panoramic water views from the gourmet kitchen, featuring wood

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    Cynthia Brock

    GULF SANDS REALTY, LLC

    (941) 698-6279

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229
  • /69

    $3,890,000

    • 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

    Agent Photo

    Joe Murphy

    COLDWELL BANKER REALTY

    (941) 394-8350

    854 MacEwen Dr, 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
  • /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
  • /63

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    409 N Point Rd Unit 601, Osprey, FL 34229

    **FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned second-level parking spaces, and climate-controlled storage. Located behind the secure gates of The Oaks Preserve Country Club, this residence

    Mark Lyda GENEROUS PROPERTY

    409 N Point Rd Unit 601, Osprey, FL 34229
  • /60

    $1,995,000

    • 3 Beds
    • 3 Baths
    • 3,029 Sq Ft

    401 N Point Rd Unit 1001, Osprey, FL 34229

    **Rarely available 10th-floor penthouse corner residence offering 3,029 square feet with sweeping Gulf and Bay views.** Ideally situated behind the secure gates of the highly sought-after Preserve neighborhood within The Oaks Country Club, this exceptional condo features 3 Bedrooms plus Den, 3 Full Baths, Private 2-Car Garage, and climate-controlled storage. The open-concept floor plan is

    Mark Lyda GENEROUS PROPERTY

    401 N Point Rd Unit 1001, 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

    $1,695,000

    • 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
  • /72

    $550,000

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

    242 Hidden Bay Dr Unit 603, Osprey, FL 34229

    Stunning, unobstructed views of the Intracoastal Waterway, Little Sarasota Bay, and the Gulf await from this beautiful Penthouse residence in Baypoint Vista, Osprey. Located within Hidden Bay, a gated and amenity rich community, this exceptional condo features 2 Bedrooms, 2 Bathrooms plus a versatile Den, an open floor plan, high ceilings, recessed lighting, a spacious kitchen, morning room,

    Susan Retzke RE/MAX PALM

    242 Hidden Bay Dr Unit 603, 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
  • /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
  • /39

    $879,000

    • 3 Beds
    • 3 Baths
    • 2,622 Sq Ft

    903 Tranquility Cir, Osprey, FL 34229

    **IMPRESSIVE POOL/SPA HOME on a Desirable Corner Lot with Partial Water View** Custom-built by John Cannon and situated on an interior Cul De Sac in popular North Creek Estates, this 3-BED + Office/Den, 3 FULL BATH, 2-Car Garage residence affords wonderful privacy and features 2622sf of heated living area plus a spacious screened lanai with Heated Pool/Spa and ample covered seating area, for the

    Mark Lyda GENEROUS PROPERTY

    903 Tranquility Cir, 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
  • /73

    $2,495,000

    • 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
  • /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
  • /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
  • /62

    $1,695,000

    • 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
  • /76

    $167,000

    • 2 Beds
    • 2 Baths
    • 959 Sq Ft

    166 Edgewood Dr, Osprey, FL 34229

    Welcome to easy Florida living in The Arbors of Osprey! This charming 2-bedroom, 2-bath manufactured home offers comfort, updates, and plenty of space to relax and entertain. Step inside to a spacious living room filled with natural light, perfect for gathering with family and friends. The updated kitchen features warm wood cabinetry and a brand-new refrigerator (2025), making meal prep both

    Karen Geiger COLDWELL BANKER SARASOTA CENT.

    166 Edgewood Dr, Osprey, FL 34229
  • /28

    $1,039,000

    • 3 Beds
    • 3 Baths
    • 2,323 Sq Ft

    3936 Waypoint Ave, Osprey, FL 34229

    Discover coastal-inspired living at its finest in this exquisite lakefront home nestled within **Bayside**, an exclusive Taylor Morrison-built community of just 49 meticulously landscaped, maintenance-free residences. As you step inside, your eyes are immediately drawn through the expansive great room to breathtaking water views that capture the essence of waterfront living. The great room offers

    Larry Brzostek RE/MAX ALLIANCE GROUP

    3936 Waypoint Ave, Osprey, FL 34229
  • /60

    $1,200,000 Open Sat 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.

    353 S Shore Dr, Osprey, FL 34229
  • /97

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    385 N Point Rd Unit 701, Osprey, FL 34229

    Situated on the 7th floor of The Meridian, this sophisticated three-bedroom plus den, three-bath residence with private two-car garage offers elevated waterfront living behind the gates of the prestigious The Oaks Preserve and within the exclusive Oaks Club community. Every detail has been carefully curated for refined comfort, luxury, and effortless Florida indoor-outdoor living. A private

    Judy Wright, PA MICHAEL SAUNDERS & COMPANY

    385 N Point Rd Unit 701, Osprey, FL 34229
  • /55

    $1,465,000

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

    434 E MacEwen Dr, Osprey, FL 34229

    Meticulously maintained and updated with care, this 3 bedroom, 3 bath + den/study home in The Oaks Clubside offers beautiful views. A mixture between clean modern lines and cottage chic this house feels cozy. Yet it has an open floor plan, soaring ceilings and every room in the house is light and bright. The formal living room opens to the large lanai and pool with Southern exposure. The view

    Steve Abbe COLDWELL BANKER REALTY

    434 E MacEwen Dr, Osprey, FL 34229
  • /80

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    135 Woodland Place, Osprey, FL 34229

    Ideally located in the heart of Osprey, this private corner, first floor condo offers effortless Florida living just minutes from pristine Gulf beaches and less than half a mile from the Intracoastal Waterway. The sought after community at the entrance to Casey Key was designed to live in harmony with nature by Frank Folsum Smith of the Sarasota School of Architecture. This unit features a garden

    Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

    135 Woodland Place, Osprey, FL 34229
  • /40

    $120,000

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    234 Palm Air Dr, Osprey, FL 34229

    Welcome to The Arbors, a highly sought-after 55+ resident-owned community in Osprey known for its active lifestyle, friendly atmosphere, and prime location. This well-maintained 2 bedroom, 2 bathroom double-wide mobile home is being offered completely turn-key, with furnishings included if desired, making for an easy, move-in ready experience from day one. Inside, you’ll find a bright and

    Toni Zarghami KW COASTAL LIVING III

    234 Palm Air Dr, Osprey, FL 34229
  • /23

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,947 Sq Ft

    437 S Shore Dr, Osprey, FL 34229

    Bring your BOAT or RV and store ON YOUR LOT. West of the Trail! Welcome home to Sorrento Shores, nestled perfectly between the vibrant communities of Sarasota and Venice, yet tucked away from the hustle and bustle of city life in the charming town of Osprey. This sought-after neighborhood offers spacious lots, a relaxed atmosphere, and the added bonus of low HOA fees and no CDD to worry about.

    Dawn Barnett EXIT KING REALTY

    437 S Shore Dr, Osprey, FL 34229
  • /86

    $2,150,000

    • 4 Beds
    • 4.5 Baths
    • 3,939 Sq Ft

    642 Trenton Way, Osprey, FL 34229

    Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop,

    Steve Abbe COLDWELL BANKER REALTY

    642 Trenton Way, Osprey, FL 34229
  • /100

    $2,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,586 Sq Ft

    230 Osprey Point Dr, Osprey, FL 34229

    Designed by Las Casitas Architects, this Spanish-style residence, featuring 3 bedrooms, 3.5 baths, a den/study with built-in Murphy bed and a 3-car garage, sits on an oversized .59-acre preserve lot with circular drive and courtyard entry. The light-filled, open floorplan features wood and marble flooring, crown molding, tray ceilings, and custom built-ins throughout. The chef’s kitchen is a

    Steve Abbe COLDWELL BANKER REALTY

    230 Osprey Point Dr, Osprey, FL 34229
  • /63

    $785,000

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    393 N Point Rd Unit 401, Osprey, FL 34229

    This beautifully updated 3 bedroom, 3 bath residence with a den offers exceptional space, style, and privacy in Meridian at The Oaks Preserve. The home features a redesigned kitchen with new appliances and granite countertops, a newer A/C system, and rich wood flooring throughout. As an end unit, it enjoys abundant natural light, and the expansive screened balcony—with electric hurricane

    Steve Abbe COLDWELL BANKER REALTY

    393 N Point Rd Unit 401, Osprey, FL 34229
  • /100

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    228 Saint James Park, Osprey, FL 34229

    Experience the charm of this original Bo MacEwen–designed home in The Oaks Clubside. Ideally located on a quiet cul-de-sac, in the Saint James Park enclave, this 3 bedroom residence with 2.5 baths, overlooks the opening hole of the Heron Course. Clean, bright and beautifully updated and maintained, this home has an open floor plan and features high, coffered ceilings, crown molding, French doors

    Steve Abbe COLDWELL BANKER REALTY

    228 Saint James Park, Osprey, FL 34229
  • /61

    $719,000

    • 4 Beds
    • 3 Baths
    • 2,306 Sq Ft

    665 Crane Prairie Way, Osprey, FL 34229

    Discover a blend of comfort and sophistication in this meticulously maintained home in the desirable Willowbend community. The striking architecture of the Ashley floor plan makes it a favorite. Go into a serene oasis featuring breathtaking wide lake views overlooking a sparkling pool, complemented by desired western exposure that invites an abundance of natural light and showcases vibrant

    Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    665 Crane Prairie Way, Osprey, FL 34229
  • /74

    $1,695,000

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

    140 Sugar Mill Dr, Osprey, FL 34229

    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 offers ultimate

    Monica Verinder COLDWELL BANKER REALTY

    140 Sugar Mill Dr, Osprey, FL 34229
  • /74

    $385,000

    • 3 Beds
    • 3 Baths
    • 1,879 Sq Ft

    1795 Highland Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Perfectly positioned west of the Trail in the desirable coastal community of Towns-End Shores, this versatile property offers an exceptional opportunity to enjoy the Florida lifestyle while generating income. This home provides both peace of mind and outstanding value in one of Sarasota County’s most sought-after areas. Designed with flexibility in

    Rachel Tritschler RE/MAX ALLIANCE GROUP

    1795 Highland Rd, Osprey, FL 34229
  • /53

    $650,000

    • 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
  • /68

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    4304 Expedition Way Unit 105, Osprey, FL 34229

    Spectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, built in 2018 and located in the gated community of Bay Street Villages. The popular Ibis floor plan offers an open-concept kitchen, dining, and great room with designer finishes, including white 42” cabinetry, light granite countertops, custom backsplash and stainless-steel appliances.Enjoy peaceful

    Tim Weller EXIT KING REALTY

    4304 Expedition Way Unit 105, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 4

Home Trends in Osprey, FL

Housing Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$850,000
Median Townhouse Sale Price
$457,000
Median 2 Bedroom Sale Price
$295,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$378
Number of Homes for Sale
140
Last 12 months Home Sales
196
Months of Supply
8.60
Median List Price
$769,950
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-14%
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