Search Results: Single Family Homes in Osprey for Sale

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      75 listings found

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      MLS#A4648690 Residential  Property Single Family Residence $549,000 for sale in OSPREY

      $549,000OSPREY 34229MLS #A4648690

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      1363 NEW FOREST LANE
      OSPREY FL 34229

      Residential / Single Family Residence

      2 Bed  ·  2 Bath  ·  1,738 SqFt  ·  $316/SqFt

      Days on Market: 1

      County: Sarasota
      Subdiv/Community Name: Rivendell The Woodlands
      Legal Subdivision Name: RIVENDELL WOODLANDS
      Year built: 2002
      Garage: Yes 2 vehicles

      Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen is central in the house for entertaining, with plenty of storage, pull-out shelves, and 2 pantries! The Lanai has glimmering water views! Some nice features of the home: New Interior Paint! New Carpet! New Microwave! Irrigation System! Don't worry about maintaining the lawn/landscaping, that is included! Enjoy everything that ... Read more....»

      Listing information courtesy of RE/MAX PLATINUM REALTY
      MLS#A4649936 Residential  Property Single Family Residence $599,000 for sale in OSPREY

      $599,000OSPREY 34229MLS #A4649936

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      104 SHORELAND DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  2 Bath  ·  2,363 SqFt  ·  $253/SqFt

      Days on Market: 2

      County: Sarasota
      Subdiv/Community Name: Towns-End Shores
      Legal Subdivision Name: TOWNS-END SHORES
      Year built: 1956
      Garage: No
      Private Pool: Yes

      Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom home offers modern comfort just moments from the water. Step inside to discover a bright, open floor plan with stylish updates throughout. Two large bedrooms lead out to the Lanai, where you can relax in the backyard Oasis featuring a heated spa Pool and outdoor kitchen- perfect for unwinding or entertaining. This home is minutes away from Nokomis and Venice beach, and just 15 minutes from World famous Siesta Key, The legacy trail, Oscar Scherer state park, and Blackburn Point boat ... Read more....»

      Listing information courtesy of OAKSTRAND REALTY
      MLS#A4647865 Residential  Property Single Family Residence $815,000 for sale in OSPREY

      $815,000OSPREY 34229MLS #A4647865

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      901 REFLECTION WAY
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  2,443 SqFt  ·  $334/SqFt

      Days on Market: 1

      County: Sarasota
      Subdiv/Community Name: North Creek Estates
      Legal Subdivision Name: NORTH CREEK ESTATES
      Year built: 2002
      Garage: Yes 2 vehicles

      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 and packed with quality upgrades. The updated kitchen is a chef’s dream, featuring stainless steel appliances including a New refrigerator, granite countertops, a center island, breakfast bar, raised-panel wood cabinetry, pantry, and a charming eat-in nook with an ... Read more....»

      Listing information courtesy of GENEROUS PROPERTY
      MLS#A4647633 Residential  Property Single Family Residence  for sale in OSPREY

      $1,000,000OSPREY 34229MLS #A4647633

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      1085 MALLARD MARSH DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  3,011 SqFt  ·  $332/SqFt

      Days on Market: 8

      County: Sarasota
      Subdiv/Community Name: Rivendell The Woodlands
      Legal Subdivision Name: RIVENDELL
      Year built: 2001
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      Step into this beautifully renovated Rivendell home and discover a stunning pool and lanai area, thoughtfully designed for relaxation and enjoyment. Offering expansive lake views, this home provides a serene retreat in one of the area's most sought-after communities. Spanning over 3,000 square feet, this spacious residence features four bedrooms, three baths, and an upstairs bonus room, making it a highly desirable floor plan. Extensively updated in 2023, the home showcases elegant neutral ceramic tile throughout, a chef's dream kitchen, and stylishly updated bathrooms. Freshly painted with new light fixtures and fans, the home also includes three tube lights, bringing in beautiful natural light to the ... Read more....»

      Listing information courtesy of MICHAEL SAUNDERS & COMPANY
      MLS#A4648895 Residential  Property Single Family Residence  for sale in OSPREY

      $1,595,000OSPREY 34229MLS #A4648895

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      228 SAINT JAMES PARK
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  1 Half Bath  ·  2,425 SqFt  ·  $658/SqFt

      Days on Market: 9

      County: Sarasota
      Subdiv/Community Name: Oaks
      Legal Subdivision Name: OAKS 2 PH 1
      Year built: 1997
      Garage: Yes 2 vehicles
      Private Pool: Yes
      Waterfront: Yes

      Experience the unparalleled charm and convenience of this golf course home in The Oaks Club, the country club community designed by noted Sarasota architect Bo MacEwen. 228 Saint James Park is an original Bo MacEwen design, is located on the leafy and quiet Saint James Park cul-de-sac, and directly overlooks the opening hole of the Heron golf course. This single-floor three-bedroom, two-and-a-half bath will captivate you from the moment you step inside with its open floor plan, high, coffered ceilings with extensive crown moldings, and generous French doors providing wonderful lighting, beautiful views to the lanai, swimming pool, spa, and the ... Read more....»

      Listing information courtesy of MICHAEL SAUNDERS & COMPANY
      MLS#A4649083 Residential  Property Single Family Residence $525,000 for sale in OSPREY

      $525,000OSPREY 34229MLS #A4649083

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      519 BAYVIEW AVENUE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  1,550 SqFt  ·  $339/SqFt

      Days on Market: 8

      County: Sarasota
      Subdiv/Community Name: Bay View Acres
      Legal Subdivision Name: BAY ACRES - RESUB
      Year built: 1987
      Garage: Yes 2 vehicles

      Bay Acres, Boating community. The home features hurricane shutters, RV parking pad 42 feet x16 feet, boat docks available on a first come first serve basis with annual fee, a kayak launch, and a 25 x 12 storage building with a workshop, offering added convenience and versatility. Plenty of space with the 3 bedrooms, 2 bathrooms, a large Florida room and 2 car garage. The property boasts a spacious lot, flood zone x, with lush landscaping, creating a serene and picturesque setting. The covered porch provides a perfect spot to enjoy the tranquil location and the scenic views of the ... Read more....»

      Listing information courtesy of COLDWELL BANKER REALTY
      MLS#A4648471 Residential  Property Single Family Residence  for sale in OSPREY

      $1,299,000OSPREY 34229MLS #A4648471

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      223 SAINT JAMES PARK
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  3 Bath  ·  2 Half Baths  ·  3,321 SqFt  ·  $391/SqFt

      Days on Market: 17

      County: Sarasota
      Subdiv/Community Name: Oaks
      Legal Subdivision Name: OAKS 2 PH 1
      Year built: 1991
      Garage: Yes 2 vehicles
      Private Pool: Yes

      Luxury Clubside Living at The Oaks – featuring Elegance and Comfort! Stunning Clubside residence in the upscale Oaks Club, offering the perfect blend of estate charm and modern luxury. Nestled among grand oak trees with partial lake and full golf course views, this beautifully upgraded home offers 3,321 sq ft of refined living space in one of Sarasota’s most exclusive communities. You’re welcomed by a grand entrance that sets the tone for this elegant home. The living room features a custom-built-in bar and three sets of French doors that open to the pool and patio, perfect for indoor-outdoor entertaining. ... Read more....»

      Listing information courtesy of RE/MAX ALLIANCE GROUP
      MLS#A4648409 Residential  Property Single Family Residence $699,000 for sale in OSPREY

      $699,000OSPREY 34229MLS #A4648409

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      241 WILLOW BEND WAY
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  2,298 SqFt  ·  $304/SqFt

      Days on Market: 1

      County: Sarasota
      Subdiv/Community Name: Park Trace Estates
      Legal Subdivision Name: PARK TRACE ESTATES
      Year built: 2000
      Garage: Yes 2 vehicles
      Private Pool: Yes

      Stunning Home in Park Trace Estates. Prime Location Near Oscar Scherer Park. Welcome to this beautiful 3-bedroom, 2-bath home with a den, nestled in the highly sought-after Park Trace Estates. Ideally located just minutes from top-rated Pine View School, scenic Oscar Scherer Park, and the vibrant dining, shopping, and beaches of Sarasota. Step inside to a spacious floor plan featuring elegant tray ceilings in the great room, dining area, and primary suite. The eat-in kitchen boasts Corian countertops, a striking marble backsplash, and plenty of space for entertaining. Crown molding and custom niches throughout the home add a touch of ... Read more....»

      Listing information courtesy of MICHAEL SAUNDERS & COMPANY
      MLS#A4647788 Residential  Property Single Family Residence  for sale in OSPREY

      $1,195,000OSPREY 34229MLS #A4647788

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      3921 WAYPOINT AVENUE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  3 Bath  ·  2,316 SqFt  ·  $516/SqFt

      Days on Market: 18

      County: Sarasota
      Subdiv/Community Name: Bayside
      Legal Subdivision Name: BAYSIDE
      Year built: 2016
      Garage: Yes 3 vehicles
      Private Pool: Yes

      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 BATHROOMS, EXTENDED TANDEM 3 CAR-GARAGE, A DEN, PLUS AN OUTDOOR LIVING ROOM EQUIPPED WITH A FULL OUTDOOR KITCHEN & FIREPLACE! Situated on a highly coveted premium preserve lot in ... Read more....»

      Listing information courtesy of WHITE SANDS REALTY GROUP FL
      MLS#A4647789 Residential  Property Single Family Residence  for sale in OSPREY

      $2,395,000OSPREY 34229MLS #A4647789

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      600 EAGLE WATCH LANE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  3 Bath  ·  3,681 SqFt  ·  $651/SqFt

      Days on Market: 17

      County: Sarasota
      Subdiv/Community Name: Oaks
      Legal Subdivision Name: OAKS 2 PH 2
      Year built: 1992
      Garage: Yes 3 vehicles
      Private Pool: Yes

      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 driveway—making it truly move-in ready. Inside, the layout is open and light-filled, with 14-foot ceilings in the formal living and dining rooms, a reimagined kitchen that opens to a casual dining area, and a spacious family room ... Read more....»

      Listing information courtesy of COLDWELL BANKER REALTY
      MLS#A4647714 Residential  Property Single Family Residence  for sale in OSPREY

      $1,200,000OSPREY 34229MLS #A4647714

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      142 DORY LANE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  2,531 SqFt  ·  $474/SqFt

      Days on Market: 21

      County: Sarasota
      Subdiv/Community Name: Southbay Yacht & Racquet Club
      Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
      Year built: 1984
      Garage: Yes 2 vehicles
      Private Pool: Yes

      Southbay Yacht & Racquet Club, The waterfront Community with Resort-Style Amenities. Welcome to this beautiful three-bedroom two-bathroom home featuring a private pool and spa, perfect for relaxing or entertaining year-round. Located in a highly sought-after waterfront community, this property offers access to a private marina, clubhouse, community pool and scenic park-ideal for enjoying the coastal lifestyle! Whether you're boating, swimming, or just soaking up the sun, this home brings the vacation living to your front doorstep. Walk, bike, or take your golf cart to restaurants, shopping, tiki bars and parks which are all nearby. Don't miss your chance to own a ... Read more....»

      Listing information courtesy of GOLF & BAY PROPERTIES LLC
      MLS#A4646339 Residential  Property Single Family Residence $729,000 for sale in OSPREY

      $729,000OSPREY 34229MLS #A4646339

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      110 PINE AVENUE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  2,058 SqFt  ·  $354/SqFt

      Days on Market: 1

      County: Sarasota
      Subdiv/Community Name: Osprey Avenue Sub
      Legal Subdivision Name: SAUNDERS V A RESUB
      Year built: 1977
      Garage: Yes 2 vehicles
      Private Pool: Yes

      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 paddleboard from a few steps away into Sarasota Bay, explore Mid night pass, Siesta Beach, nearby Bay Preserve at Osprey and Historic Spanish Point, close to Oscar Scherer State Park, Casey Key, Nokomis Beach. The large backyard offers ... Read more....»

      Listing information courtesy of BRIGHT REALTY
      MLS#A4647690 Residential  Property Single Family Residence  for sale in OSPREY

      $2,500,000OSPREY 34229MLS #A4647690

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      340 OSPREY POINT DR
      OSPREY FL 34229

      Residential / Single Family Residence

      5 Bed  ·  5 Bath  ·  2 Half Baths  ·  6,001 SqFt  ·  $417/SqFt

      Days on Market: 1

      County: Sarasota
      Subdiv/Community Name: Oaks The
      Legal Subdivision Name: OAKS
      Year built: 1998
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private ... Read more....»

      Listing information courtesy of RE/MAX ALLIANCE GROUP
      MLS#A4647247 Residential  Property Single Family Residence  for sale in OSPREY

      $370,000OSPREY 34229MLS #A4647247

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      240 PATTERSON AVENUE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  1,608 SqFt  ·  $230/SqFt

      Days on Market: 22

      County: Sarasota
      Subdiv/Community Name: Osprey Park
      Legal Subdivision Name: OSPREY PARK 2
      Year built: 1982
      Garage: Yes 1 vehicles

      Charming 3-bedroom, 2-bath bungalow with no HOA or deed restrictions—perfect for boaters, RV owners, or anyone seeking freedom and flexibility. Situated in a prime location close to beaches, waterfront dining, the Legacy Trail, Selby Botanical Gardens, Pine View school is 1 mile away (this high school is ranked numbr 18 nationwide and number 1 in Florida), shopping (Walmart Super Center) and Oscar Scherer Park. A kayak launch is conveniently located across the street, and a public boat ramp is just 3 miles away. This well-maintained home features a spacious under-roof lanai added in 2020, newer septic system (2022), newer ... Read more....»

      Listing information courtesy of COLDWELL BANKER REALTY
      MLS#A4645829 Residential  Property Single Family Residence $965,000 for sale in OSPREY

      $965,000OSPREY 34229MLS #A4645829

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      13 BAYHEAD LANE
      OSPREY FL 34229

      Residential / Single Family Residence

      2 Bed  ·  2 Bath  ·  2,310 SqFt  ·  $418/SqFt

      Days on Market: 1
      Cumulative Days on Market: 173

      County: Sarasota
      Subdiv/Community Name: The Oaks
      Legal Subdivision Name: OAKS
      Year built: 2001
      Garage: Yes 2 vehicles
      Private Pool: Yes

      **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 driveway, and hurricane-rated patio and bedroom doors. All living areas have wood floors or Italian porcelain tile. The kitchen features a gas stove, Waterworks faucet, quartz countertops, modern stainless appliances, and solid wood cabinetry. The breakfast nook adjacent to the kitchen has ... Read more....»

      Listing information courtesy of GENEROUS PROPERTY
      MLS#A4644125 Residential  Property Single Family Residence  for sale in OSPREY

      $2,900,000OSPREY 34229MLS #A4644125

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      236 SAINT JAMES PARK
      OSPREY FL 34229

      Residential / Single Family Residence

      6 Bed  ·  6 Bath  ·  1 Half Bath  ·  6,246 SqFt  ·  $464/SqFt

      Days on Market: 11

      County: Sarasota
      Subdiv/Community Name: Oaks
      Legal Subdivision Name: OAKS 2 PH 1
      Year built: 1986
      Garage: Yes 2 vehicles
      Private Pool: Yes

      Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilings, marble floors, and crystal chandeliers. A Louis XVI fireplace anchors the sunken living room, while French doors and expansive windows invite sunlight into the sunroom with breathtaking golf course views leading to three patios perfect for entertaining or relaxation. A brick path winds through lush gardens to the adjacent guest house. This nearly 2,000 sq ft guest house features ... Read more....»

      Listing information courtesy of MICHAEL SAUNDERS & COMPANY
      MLS#A4639897 Residential  Property Single Family Residence  for sale in OSPREY

      $5,300,000OSPREY 34229MLS #A4639897

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      101 OSPREY POINT DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  5 Bath  ·  1 Half Bath  ·  5,087 SqFt  ·  $1,042/SqFt

      Days on Market: 2

      County: Sarasota
      Subdiv/Community Name: The Oaks
      Legal Subdivision Name: THE OAKS
      Year built: 1985
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeless elegance with this magnificent luxury home with 4 bedrooms, 5 full and 1 half bath. Meticulously crafted with unparalleled attention to detail by Bo MacEwen, this residence exemplifies quality and refinement at every turn. From the moment you approach, this home's stately facade and impeccable architectural design command attention. Entering through grand double doors, you're greeted by an impressive foyer, and an inviting floor plan that seamlessly blends classic charm with modern conveniences. The formal living room has a fireplace, an opulent chandelier and ... Read more....»

      Listing information courtesy of COLDWELL BANKER REALTY
      MLS#A4644989 Residential  Property Single Family Residence  for sale in OSPREY

      $1,695,000OSPREY 34229MLS #A4644989

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      402 WALLS WAY
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  1 Half Bath  ·  3,464 SqFt  ·  $489/SqFt

      Days on Market: 20
      Cumulative Days on Market: 296

      County: Sarasota
      Subdiv/Community Name: The Oaks
      Legal Subdivision Name: OAKS 2 PH 1
      Year built: 2014
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      This captivating 4 bedroom (plus den/office), 3.5 bathroom home is ready to welcome you into its charm and warmth. Built in 2014 by Todd Johnson Homes, this courtyard-style residence effortlessly blends country modern flair with timeless elegance. Situated on an oversized, .64 acre corner lot in The Oaks Clubside, this home is made for Florida living with tile and hardwood floors, hurricane impact window and doors, a 3 car garage and so much more . Step through the double wood doors and into a space that exudes comfort. The open floor plan, high ceilings, and an abundance of natural light ... Read more....»

      Listing information courtesy of COLDWELL BANKER REALTY
      MLS#A4644949 Residential  Property Single Family Residence $769,900 for sale in OSPREY

      $769,900OSPREY 34229MLS #A4644949

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      826 OAK BRIAR LANE
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  2,589 SqFt  ·  $297/SqFt

      Days on Market: 39

      County: Sarasota
      Subdiv/Community Name: Park Trace Estates
      Legal Subdivision Name: PARK TRACE ESTATES
      Year built: 2003
      Garage: Yes 2 vehicles
      Private Pool: Yes

      Welcome to this Impressive 4-bedroom, 3-bath pool home located in the highly desirable Park Trace Estates in Osprey, Florida — perfectly situated in a PRIME LOCATION between Sarasota, Nokomis, and Venice. Boasting over 3,000 sq. ft. under roof, this modern, updated ranch-style home is designed for indoor and outdoor living, featuring an open, split floor plan that flows seamlessly to the spacious screened lanai and pool area, perfect for entertaining or relaxing in privacy. Every detail has been thoughtfully upgraded, including a new modern flat tile roof, freshly painted exterior, new driveway, professional epoxy garage floor, sleek front entry doors, ... Read more....»

      Listing information courtesy of PREFERRED SHORE LLC
      MLS#A4644363 Residential  Property Single Family Residence $659,000 for sale in OSPREY

      $659,000OSPREY 34229MLS #A4644363

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      51 WEBB STREET
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  1 Half Bath  ·  2,130 SqFt  ·  $309/SqFt

      Days on Market: 42

      County: Sarasota
      Subdiv/Community Name: Webbs W D Add To Village Of Osprey
      Legal Subdivision Name: WEBBS W D ADD
      Year built: 1978
      Garage: Yes 2 vehicles

      Location, Location, Location! Situated west of the trail in the heart of Osprey, this stunning 3-bedroom, 2-bathroom plus den ranch home is a rare find, just steps from Sarasota Bay. Enjoy a tranquil coastal lifestyle, with the Main Street fishing pier, Spanish Pointe Marina, Oscar Scherer State Park, and the renowned Pine View School for the Gifted close by. Surrounded by majestic oak trees and lush tropical landscaping, this home sits on a spacious, private lot with no HOA or CDD restrictions. Inside, you'll find an open-concept design with stylish, durable flooring, an updated kitchen featuring granite countertops, solid wood ... Read more....»

      Listing information courtesy of FINE PROPERTIES
      MLS#A4644210 Residential  Property Single Family Residence  for sale in OSPREY

      $1,100,000OSPREY 34229MLS #A4644210

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      742 SHADOW BAY WAY
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  3,321 SqFt  ·  $331/SqFt

      Days on Market: 44

      County: Sarasota
      Subdiv/Community Name: Rivendell
      Legal Subdivision Name: RIVENDELL
      Year built: 2002
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      ARTHUR RUTENBERG HOME . . . FORMER MODEL . . . NEW ROOF . . . NEW INTERIOR AND EXTERIOR PAINT . . . HURRICANE DOUBLE-LAYER IMPACT WINDOWS . . . NEW OVEN . . . NEW BAMBOO FLOORING IN GUEST BEDROOMS . . . NEW PRIMARY AREA AC . . . Discover luxury in this Arthur Rutenberg former model home, located in the highly sought-after Woodlands at Rivendell community and award winning Pine View school district. This beautifully maintained home has been thoughtfully updated. It was built with a hip roof design to ensure improved energy efficiency and ... Read more....»

      Listing information courtesy of RE/MAX ALLIANCE GROUP
      MLS#N6137711 Residential  Property Single Family Residence  for sale in OSPREY

      $4,750,000OSPREY 34229MLS #N6137711

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      1049 N CASEY KEY ROAD
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  3 Bath  ·  2,582 SqFt  ·  $1,840/SqFt

      Days on Market: 2

      County: Sarasota
      Subdiv/Community Name: Casey Key
      Legal Subdivision Name: CASEY KEY
      Year built: 1990
      Garage: Yes 5 vehicles
      Waterfront: Yes
      Lot Size (in acres): 1.06

      Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private road with security offering unparalleled privacy, is your personal slice of heaven. Surrounded by majestic live oaks, this property is a rare gem that embodies the timeless beauty of Old Florida living, offering a tranquil retreat with direct gulf-to-bay access. The three-bedroom, three-bath home exudes Mediterranean coastal charm and invites you to embrace the serenity of coastal life. With an expansive living room, formal dining room, country ... Read more....»

      Listing information courtesy of PREMIER SOTHEBYS INTL REALTY
      MLS#A4643157 Residential  Property Single Family Residence  for sale in OSPREY

      $1,200,000OSPREY 34229MLS #A4643157

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      201 EAGLENOOK WAY
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  3,379 SqFt  ·  $355/SqFt

      Days on Market: 45

      County: Sarasota
      Subdiv/Community Name: Pine Ranch
      Legal Subdivision Name: PINE RANCH
      Year built: 1992
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Lot Size (in acres): 2.00

      Nestled in the exclusive Pine Ranch community of Osprey, Florida, this 4-bedroom, 3-bath estate offers a rare opportunity for those seeking privacy, tranquility, and a healthier way of living. Situated on just over two acres of lush, tree-canopied land, this meticulously maintained home is designed for comfort, sustainability, and connection to nature. From the moment you enter the long private driveway, the serenity of this property welcomes you home. Every room is bathed in natural light, offering breathtaking views of the expansive pool, spa, and surrounding greenery, creating a peaceful retreat for relaxation and rejuvenation. The spacious kitchen is ... Read more....»

      Listing information courtesy of WILLIAM RAVEIS REAL ESTATE
      MLS#A4643654 Residential  Property Single Family Residence  for sale in OSPREY

      $11,750,000OSPREY 34229MLS #A4643654

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      1216 N CASEY KEY ROAD
      OSPREY FL 34229

      Residential / Single Family Residence

      5 Bed  ·  6 Bath  ·  2 Half Baths  ·  8,050 SqFt  ·  $1,460/SqFt

      Days on Market: 24

      County: Sarasota
      Subdiv/Community Name: Casey Key
      Legal Subdivision Name: CASEY KEY
      Year built: 1999
      Garage: Yes 4 vehicles
      Private Pool: Yes
      Waterfront: Yes
      Lot Size (in acres): 1.10

      This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family and guests, this is a residence that inspire togetherness and embodies the art of waterfront living. Crafted with luxury finishes and modern conveniences, the property is built to exacting coastal standards with dramatic focus on stunning water ... Read more....»

      Listing information courtesy of PREMIER SOTHEBYS INTL REALTY
      MLS#A4642364 Residential  Property Single Family Residence  for sale in OSPREY

      $2,795,000OSPREY 34229MLS #A4642364

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      49 OSPREY POINT DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  1 Half Bath  ·  3,953 SqFt  ·  $707/SqFt

      Days on Market: 48

      County: Sarasota
      Subdiv/Community Name: The Oaks
      Legal Subdivision Name: OAKS
      Year built: 1989
      Garage: Yes 2 vehicles
      Private Pool: Yes
      Waterfront: Yes

      Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, ... Read more....»

      Listing information courtesy of MICHAEL SAUNDERS & COMPANY
      MLS#A4640947 Residential  Property Single Family Residence  for sale in OSPREY

      $1,100,000OSPREY 34229MLS #A4640947

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      820 PLACID LAKE DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      5 Bed  ·  4 Bath  ·  3,938 SqFt  ·  $279/SqFt

      Days on Market: 53

      County: Sarasota
      Subdiv/Community Name: Rivendell
      Legal Subdivision Name: RIVENDELL WOODLANDS
      Year built: 2002
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      HUGE PRICE IMPROVEMENT ***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 appliances, and granite countertops. The spacious kitchen also includes a large island and a matching breakfast table—both with granite countertops—providing generous in-kitchen seating. A wine bar adds a touch of sophistication, while the separate formal dining room is perfect for larger dinner parties. ... Read more....»

      Listing information courtesy of LOYD ROBBINS & CO. LLC
      MLS#N6135773 Residential  Property Single Family Residence $875,000 for sale in OSPREY

      $875,000OSPREY 34229MLS #N6135773

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      608 CRANE PRAIRIE WAY
      OSPREY FL 34229

      Residential / Single Family Residence

      4 Bed  ·  3 Bath  ·  2,678 SqFt  ·  $327/SqFt

      Days on Market: 42

      County: Sarasota
      Subdiv/Community Name: Willowbend
      Legal Subdivision Name: WILLOWBEND PH 4
      Year built: 2005
      Garage: Yes 3 vehicles
      Private Pool: Yes
      Waterfront: Yes

      One or more photo(s) has been virtually staged. NEW PRICE!! Discover your dream home in this stunning 2,678 square foot Wyndham model by Lee Wetherington, nestled in the maintenance-free community of Willowbend in Osprey. The owner has added improvements in excess of $150K since their purchase and has been lovingly cared for and maintained. As you step through the front door, you'll be captivated by the expansive layout, highlighted by 9 and 10 foot ceilings throughout, 8-foot doors, and breathtaking views. Situated on a premier lot, the oversized lanai and salt-water, heated pool provide a serene backdrop overlooking a tranquil ... Read more....»

      Listing information courtesy of GULF SHORES REALTY
      MLS#A4642300 Residential  Property Single Family Residence  for sale in OSPREY

      $285,000OSPREY 34229MLS #A4642300

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      452 PATTERSON AVENUE
      OSPREY FL 34229

      Residential / Single Family Residence

      2 Bed  ·  1 Bath  ·  1 Half Bath  ·  520 SqFt  ·  $548/SqFt

      Days on Market: 1

      County: Sarasota
      Subdiv/Community Name: Osprey Park
      Legal Subdivision Name: OSPREY PARK
      Year built: 1949
      Garage: No

      This cottage home in Osprey is located across from Selby Gardens Spanish Point just 4 blocks from Tamiami Trail. The Osprey Park neighborhood is between Siesta Key and Casey Key and a few blocks from Bay Street restaurants, grocery stores and retail shopping. The Legacy Trail is also close by. Updated 2-bedroom 1.5 bath with a covered carport, new roof, newer appliances, zero-scape tropical landscaping and a fully fenced back yard. Move-in ready as a primary residence, winter getaway or annual/seasonal rental.

      Listing information courtesy of BRIGHT REALTY
      MLS#A4639813 Residential  Property Single Family Residence $585,000 for sale in OSPREY

      $585,000OSPREY 34229MLS #A4639813

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      221 SORRENTO DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  1,935 SqFt  ·  $302/SqFt

      Days on Market: 59

      County: Sarasota
      Subdiv/Community Name: Sorrento Shores
      Legal Subdivision Name: SORRENTO SHORES
      Year built: 1984
      Garage: Yes 2 vehicles

      Discover your slice of paradise in the highly sought-after boating community of Sorrento Shores. This meticulously maintained and updated 3 bedroom, 2 bath home offers an unapparelled blend of comfort, convenience, and outdoor living, all west of Hwy 41. Key Features. *** Prime location: Nestled in Sorrento Shores, just minutes from Nokomis Beach, Oscar Scherer State Park, and an array of dining and shopping options. *** Boater and RV enthusiast dream: Expansive, fully fenced backyard with ample space for boat and RV storage, including a dedicated 50-amp service hookup. New Soffit and gutters also. *** Low HOA and Marina Access: Benefit ... Read more....»

      Listing information courtesy of COLDWELL BANKER SARASOTA CENT.
      MLS#A4643452 Residential  Property Single Family Residence $774,900 for sale in OSPREY

      $774,900OSPREY 34229MLS #A4643452

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      866 PLACID LAKE DRIVE
      OSPREY FL 34229

      Residential / Single Family Residence

      3 Bed  ·  2 Bath  ·  2,171 SqFt  ·  $357/SqFt

      Days on Market: 44

      County: Sarasota
      Subdiv/Community Name: Rivendell The Woodlands
      Legal Subdivision Name: RIVENDELL THE WOODLANDS
      Year built: 2002
      Garage: Yes 2 vehicles
      Private Pool: Yes

      Immerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where this beautifully appointed home awaits. Situated within a community renowned for its expansive green spaces, parks, 24 shimmering lakes, proximity to Oscar Scherer State Park, heated community pool and nearby Pine View School, this residence offers a truly exceptional living experience. This enchanting residence is poised ideally bordering a sparkling lake to the front and a wetland preserve to the rear of the home. The curb appeal begins with tropical landscaping and paver driveway. Upon arrival, the custom artesian stained-glass double doors invite you into a meticulously ... Read more....»

      Listing information courtesy of KELLER WILLIAMS ON THE WATER S
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      The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.


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