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Osprey, FL Homes for Sale under $900,000

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  • /64

    $799,990

    • 4 Beds
    • 4 Baths
    • 3,183 Sq Ft

    650 Crane Prairie Way, Osprey, FL 34229

    Opportunities like this are increasingly rare in Willowbend. Offering over 3,180 square feet, this Lee Wetherington-built residence delivers exceptional scale, thoughtful architecture, and a preserve setting backing directly to Oscar Scherer State Park. With no rear neighbors and expansive natural views, the home offers privacy and tranquility while remaining minutes from beaches, dining, and

    Agent Photo

    Cheri Castro

    MICHAEL SAUNDERS & COMPANY

    650 Crane Prairie Way, Osprey, FL 34229
  • /52

    $700,000

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

    14041 Bellagio Way Unit 214, Osprey, FL 34229

    Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village-3 Bedrooms | 2 Bathrooms | Direct Intracoastal FrontageRare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and

    Agent Photo

    Veronica Lee

    COLDWELL BANKER REALTY

    14041 Bellagio Way Unit 214, Osprey, FL 34229
  • /62

    $799,000

    $166K PRICE DROP
    • 3 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
  • /35

    $739,900

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

    903 Tranquility Cir, Osprey, FL 34229

    Welcome to this exceptional John Cannon residence in North Creek Estates. Featuring a new roof (2025), this beautifully maintained home offers over 2,600 square feet of thoughtfully designed living space with soaring ceilings, refined architectural details, and an open-concept floor plan that is both spacious and functional.From the moment you step through the entryway, you'll appreciate the

    Carolyn Yates COLDWELL BANKER SARASOTA CENT.

    903 Tranquility Cir, Osprey, FL 34229
  • /43

    $825,000

    $170K PRICE DROP
    • 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
  • /71

    $725,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    5100 Jessie Harbor Dr Unit 304, Osprey, FL 34229

    Experience effortless coastal living in this stunning third-floor FURNISHED waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining

    Suki Scollo COLDWELL BANKER REALTY

    5100 Jessie Harbor Dr Unit 304, Osprey, FL 34229
  • /45

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,607 Sq Ft

    Unlisted Address

    MODERN COASTAL MASTERPIECE | OVER $200,000 IN LUXURY UPGRADES | NEW ROOF | HEATED SALTWATER POOL | PINE VIEW SCHOOL DISTRICTWelcome to one of Park Trace Estates’ finest fully renovated homes, where sophisticated design, exceptional craftsmanship, and the Florida lifestyle come together in perfect harmony. This spectacular 4-bedroom, 3-bath residence has been extensively remodeled with over

    Claudia Dybala DALTON WADE INC

    Unlisted Address
  • /50

    $699,000

    $236K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,147 Sq Ft

    3603 N Point Rd Unit 202, Osprey, FL 34229

    **ELEGANT and SPACIOUS CORNER CONDO UNIT – NEARLY 3200sf – With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood. This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned Parking spaces including 1 under building, Climate-controlled storage and much more! Crown moldings, engineered hardwood floors, expansive kitchen with

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 202, Osprey, FL 34229
  • /99

    $629,000

    $70K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,203 Sq Ft

    401 N Point Rd Unit 603, Osprey, FL 34229

    Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 603, Osprey, FL 34229
  • /2

    $699,000

    • Land
    • 23,958 Sq Ft
    • $1,270,909 per Acre

    410 Blue Garden Ln, Osprey, FL 34229

    Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal canvas for a custom residence. Enjoy convenient access to world-class amenities including championship golf, tennis and pickleball facilities, a

    Mark Grigoli ELITE PROPERTIES LLC

    410 Blue Garden Ln, 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
  • /44

    $875,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,271 Sq Ft

    293 Turquoise Ln, Osprey, FL 34229

    **STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s

    Mark Lyda GENEROUS PROPERTY

    293 Turquoise Ln, Osprey, FL 34229
  • /38

    $635,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    12645 Promenade Estates Blvd, Osprey, FL 34238

    Welcome to this beautifully cared-for 3-bedroom, 2.5-bath, plus office/den home nestled within the sought-after gated community of Promenade Estates in Palmer Ranch. Thoughtfully designed for both everyday comfort and entertaining, this home offers an open-concept layout with split bedrooms that provide both functionality and privacy. The spacious main living areas create a bright and inviting

    Julie Franklin FINE PROPERTIES

    12645 Promenade Estates Blvd, Osprey, FL 34238
  • /95

    $695,000

    $205K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft

    401 N Point Rd Unit 304, Osprey, FL 34229

    Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 304, Osprey, FL 34229
  • /12

    $825,000

    • Land
    • 10,454 Sq Ft
    • $3,437,500 per Acre

    3820 Parrot Bay Ct, Osprey, FL 34229

    Build your dream home in one of Osprey's most exclusive waterfront communities. Nestled on a premium cul-de-sac homesite in the private enclave of Parrot Bay, this exceptional property is one of only nine custom home sites, offering a rare opportunity to create a truly personalized coastal retreat with the builder of your choice. Included in the sale is a private boat dock that accommodates up to

    Mitch Helmuth HARRY ROBBINS ASSOC INC

    3820 Parrot Bay Ct, Osprey, FL 34229
  • /11

    $649,000

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    110 Pine Ave, Osprey, FL 34229

    Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

    Marisa Marino BRIGHT REALTY

    110 Pine Ave, Osprey, FL 34229
  • /92

    $789,000

    $136K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft

    21 Bayhead Ln, Osprey, FL 34229

    Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing...what

    Steve Abbe COLDWELL BANKER REALTY

    21 Bayhead Ln, Osprey, FL 34229
  • /97

    $690,000

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

    385 N Point Rd Unit 503, Osprey, FL 34229

    TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bedrooms, 3 full baths, and a dining room, all enhanced with NEW FURNISHINGS. OFFERED TURNKEY, ALL YOU NEED TO DO IS MOVE IN AND START ENJOYING A

    Steve Abbe COLDWELL BANKER REALTY

    385 N Point Rd Unit 503, Osprey, FL 34229
  • /55

    $749,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    103 Bishops Court Rd, Osprey, FL 34229

    **LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY** this Charming and Cozy 3-Bedroom, 2-Full Bath home sits on a premium Corner Lot directly across from the Community Pool. Featuring a NEW ROOF, 2-Car Garage, and a Spacious and Private screened lanai perfect for relaxing or entertaining, this home offers comfort and convenience throughout. Situated in Flood Zone “X” for added

    Mark Lyda GENEROUS PROPERTY

    103 Bishops Court Rd, Osprey, FL 34229
  • /75

    $799,900

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

    1495 Landview Ln, Osprey, FL 34229

    Wow! What a great price for this 2,474 square foot home in the sought after neighborhood of Southbay Yacht and Racquet Club. Unique “U” shape design gives a unique courtyard feel to the pool and lanai area. Enter into the foyer with travertine flooring and look straight ahead to the pool courtyard. This home is perfect for entertaining with the living room used as a game room with your own pool

    Pat Williams PAT WILLIAMS REALTY, LLC

    1495 Landview Ln, Osprey, FL 34229
  • /39

    $749,000

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

    280 Hidden Bay Dr Unit 302, Osprey, FL 34229

    Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity.The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant

    Jim Xarras, Jr BERKSHIRE HATHAWAY HOMESERVICE

    280 Hidden Bay Dr Unit 302, Osprey, FL 34229
  • /70

    $699,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,216 Sq Ft

    347 Bayshore Dr, Osprey, FL 34229

    This custom built 2 Bedroom plus Den home is located in the Osprey subdivision Bay Acres, west of the trail, in an established neighborhood along Little Sarasota Bay between Sarasota and Venice. This location allows easy access to I-75, top rated schools to include the magnet school Pine View , and Nokomis and Siesta Key Beaches, and all amenities of both cities. This home includes over 4000 sq

    Sharon Sprow COLDWELL BANKER REALTY

    347 Bayshore Dr, Osprey, FL 34229
  • /73

    $850,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft

    204 Windward Dr, Osprey, FL 34229

    Don't miss this opportunity to own a home in a desirable private marina community. This spacious 3-bedroom, 3-bath home features high ceilings and a beautifully updated kitchen designed for both everyday living and entertaining. An amazing Value!A combination of comfort and style with light-filled living spaces. Enjoy Florida living at its best with a private pool and amazing lanai area with

    Sharon Lewis GOLF & BAY PROPERTIES LLC

    204 Windward Dr, Osprey, FL 34229
  • /86

    $655,000

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    57 Bishops Court Rd Unit 121, Osprey, FL 34229

    Enjoy the perfect maintenance free country club lifestyle in the charming and quaint Bishopscourt Townhomes located in The Oaks Preserve. Architecturally designed, this classic Georgian style townhouse features two bedrooms, two full ensuite baths, one half bath, a spacious great room, and a large terrace overlooking a lake. A welcoming foyer leads to the expansive great room where high ceilings,

    Rosalie Phillips MICHAEL SAUNDERS & COMPANY

    57 Bishops Court Rd Unit 121, Osprey, FL 34229
  • /31

    $695,000

    • Land
    • 25,700 Sq Ft
    • $1,177,966 per Acre

    216 Osprey Point Dr, Osprey, FL 34229

    One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    216 Osprey Point Dr, Osprey, FL 34229
  • /51

    $715,000

    $12K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    759 Fordingbridge Way, Osprey, FL 34229

    Discover this stunning home located in the heart of Osprey, FL. Featuring a spacious layout, this residence boasts elegant finishes and ample natural light throughout. The modern kitchen is equipped with top-of-the-line appliances and give plenty of storage space. Enjoy the serene outdoor area with a beautifully landscaped yard, appropriate for relaxation and entertainment. Situated in a

    Steven Koleno BEYCOME OF FLORIDA LLC

    759 Fordingbridge Way, Osprey, FL 34229
  • /83

    $850,000

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

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229

    Virtually Staged. Experience elevated coastal living in this beautifully appointed waterfront residence, ideally located within the sought-after Blackburn Harbor community in Sarasota County.Situated on the second floor (building with elevator), this elegant and spacious 3BR + den / 3BA condominium offers over 3,700 SF of a harmonious blend of style and comfort, complemented by serene water

    Angelic Tassos CORCORAN DWELLINGS REALTY

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229
  • /95

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,680 Sq Ft

    3621 N Point Rd Unit 301, Osprey, FL 34229

    Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split floor plan and absolutely breathtaking sunset views over the Preserve and out to Little Sarasota Bay. Natural light floods the interior, highlighting the beauty of the hand-rubbed walnut

    Steve Abbe COLDWELL BANKER REALTY

    3621 N Point Rd Unit 301, Osprey, FL 34229
  • /38

    $899,995

    • 3 Beds
    • 2.5 Baths
    • 2,199 Sq Ft

    14021 Bellagio Way Unit 309, Osprey, FL 34229

    Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, complete with an on-site marina. Discover coastal living in this beautifully updated 3-bedroom, 2.5-bath residence located in Bellagio Harbor Village. Ideally positioned between Sarasota Big Pass and the Venice Jetty, and just minutes from Midnight Pass and the Gulf of Mexico, this home offers easy

    Tristin Hopler COMPASS FLORIDA, LLC

    14021 Bellagio Way Unit 309, Osprey, FL 34229
  • /54

    $880,000

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

    401 N Point Rd Unit 504, Osprey, FL 34229

    INCREDIBLE OPPORTUNITY AND A MUST SEE AT THE MERIDIAN AT THE OAKS - GREAT PRICE, BAY VIEW, UPDATED KITCHEN, PRIVATE 2 CAR GARAGE AND MORE! Beautifully updated and thoughtfully designed, this exceptional 5th floor residence in The Meridian at The Oaks Preserve offers tranquil water and preserve views, a fantastic floor plan, and the rare convenience of a private 2-car garage just steps to the

    Lenore Treiman MICHAEL SAUNDERS & COMPANY

    401 N Point Rd Unit 504, Osprey, FL 34229
  • /41

    $700,000

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229

    Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features

    Cathy Rustin FIRST LIGHT REAL ESTATE

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229
  • /70

    $694,000

    $5K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    260 Hidden Bay Dr Unit B-304, Osprey, FL 34229

    The Boca Residence: Spacious Living & Resort StyleDiscover a condominium that offers the true scale and functionality of a private home. The Boca floor plan features a thoughtfully designed two-bedroom plus den, two-and-a-half-bathroom layout, perfect for those who want the ease of condo living without sacrificing space. Whether you are looking for a full-time residence or a spacious seasonal

    Jamie Styers ENGEL + VOELKERS SARASOTA

    260 Hidden Bay Dr Unit B-304, Osprey, FL 34229
  • /25

    $600,000

    • Land
    • 14,810 Sq Ft
    • $1,764,706 per Acre

    458 N Shore Dr, Osprey, FL 34229

    Discover the perfect canvas for your dream home with this exceptional vacant lot located in the desirable Sorrento Shores community in Osprey, Florida. Spanning 0.34 acres, this spacious lot offers ample room for creative design and construction. Featuring a generous 100-foot frontage and dimensions that allow for multiple building possibilities, this property is ideal for those looking to build

    Matthew Charland LLC PREMIER SOTHEBYS INTL REALTY

    458 N Shore Dr, Osprey, FL 34229
  • /70

    $759,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft

    5328 Popoli Way, Sarasota, FL 34238

    This stunning newly painted exterior Arezzo model is beautifully landscaped and located in Esplanade on Palmer Ranch - Sarasota’s premier gated resort-style community. This property, located on a quiet cull-de-sac street, is being offered TURNKEY, FULLY FURNISHED featuring over $75,000 in premium upgrades. The home features a light and airy open concept design with 3 bedrooms, 2 bathrooms plus a

    Pat Williams PAT WILLIAMS REALTY, LLC

    5328 Popoli Way, Sarasota, FL 34238

Home Price Trends

Median Sale Price
$657,000
Median Single Family Sale Price
$817,000
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$342,500
Median 1 Bedroom Sale Price
$186,000
Average Price Per Sq Ft
$363
Number of Homes for Sale
96
Last 12 months Home Sales
192
Months of Supply
6.00
Median List Price
$739,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-13%
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