227 SAINT JAMES PARK
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 2,071 SqFt · $505/SqFt
Days on Market: 238
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1986
Garage: Yes 2 vehicles
**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 Distinctive LIGHT AND BRIGHT floorplan offers 2-BEDS, 2 FULL BATHS, 2-Car Oversized Garage with EV Charging and features unique architectural details throughout including beautiful crown moldings, wainscoting, cozy fireplace, engineered hardwood and tile floors, built-in sound ... Read more....»
599 PINE RANCH EAST ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,188 SqFt · $455/SqFt
Days on Market: 27
County: Sarasota
Subdiv/Community Name: Bay Oaks Estates
Legal Subdivision Name: BAY OAKS ESTATES
Year built: 1995
Garage: Yes 2 vehicles
Private Pool: Yes
**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 an expansive, private retreat complete with walk-in closets, dual vanities, Jacuzzi tub, custom-tiled shower, Italian smart toilet-bidet, etc. A complete List of Recent Upgrades is attached and available upon request and includes but is not limited to ... Read more....»
105 TURQUOISE LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,606 SqFt · $382/SqFt
Days on Market: 20
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Welcome to Emerald Woods, a desired cul-de-sac within The Oaks Preserve, and this private Lee Wetherington custom home that will check all the boxes, and more. Situated on one of the largest lots and surrounded by preserve for privacy, you’ll find essence and elegance as the color palette interplays with natural light, and the southern facing lanai and pool will be where you can enjoy the maintenance free lifestyle, and the quality of life second to none. Enter the foyer through 8’ insulated front doors with impact glass, and 12’ high ceilings with wide decorative crown molding. Designer exceptional interior and exterior details and finishes are completed ... Read more....»
1602 SOUTHBAY DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 2,980 SqFt · $334/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1986
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to your slice of Florida paradise! Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & Racquet Club, this elegant residence captures the essence of the coastal lifestyle. As you arrive, the mature tropical landscaping and stately curb appeal immediately set the tone. Step inside, and you’ll find a generously sized home designed with both relaxation and entertaining in mind. The heart of the home flows seamlessly into the outdoor oasis, where a sparkling private pool invites you to spend endless days under the Florida sun. Whether hosting friends for a casual barbecue, unwinding with a sunset ... Read more....»
13 BAYHEAD LANE
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 2,310 SqFt · $418/SqFt
Days on Market: 179
Cumulative Days on Market: 351
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....»
238 LOOKOUT POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,676 SqFt · $358/SqFt
Days on Market: 121
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1981
Garage: Yes 2 vehicles
Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile flooring and a wall of sliding glass doors that seamlessly connect to the expansive covered lanai. The open floor plan is perfect for entertaining, with a dining area adjacent to the sophisticated kitchen equipped with 42” ... Read more....»
3957 WAYPOINT AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,328 SqFt · $410/SqFt
Days on Market: 5
County: Sarasota
Subdiv/Community Name: Bayside
Legal Subdivision Name: BAYSIDE
Year built: 2018
Garage: Yes 2 vehicles
Private Pool: Yes
A beautiful story book home of Coastal living with mainland conveniences is ready for your discovery. Come see Bayside on Little Sarasota Bay a peaceful and friendly gated Intracoastal community of 49 landscape maintenance-free residences. Bayside residents enjoy access to a private waterfront park overlooking the intracoastal waterway view of Casey Key...oh the sunsets we have for you. Under rebuild is its day dock, kayak launch, fire pit, and event lawn with Adirondack chairs. Your new home is in model condition, and meticulously maintained by one homeowner. Built new in 2018 by Taylor Morrison homes, this Lazio floor plan is ... Read more....»
766 SHADOW BAY WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,438 SqFt · $276/SqFt
Days on Market: 121
County: Sarasota
Subdiv/Community Name: Rivendell The Woodlands
Legal Subdivision Name: RIVENDELL
Year built: 1998
Garage: Yes 2 vehicles
Private Pool: Yes
Community Pool: Yes
Waterfront: Yes
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 relaxation. Inside, the wide, open floor plan boasts soaring ceilings and abundant natural light, creating an airy and uplifting atmosphere. Multiple living areas flow seamlessly into a spacious kitchen and family room, all opening to a covered lanai ideal for everyday ... Read more....»
38 W BAY STREET
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,124 SqFt · $435/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Saunders V.A. Property
Legal Subdivision Name: SAUNDERS V A RESUB
Year built: 1994
Garage: No
Private Pool: Yes
Live like you’re on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam metal roof, hurricane impact windows, electric tankless water heater, wraparound "Lifeproof" composite decking, and a custom heated pool. Interior features vaulted ceilings with a mix of travertine, LVP, and tile flooring, plus a kitchen with solid wood cabinets, stainless steel appliances, beadboard ceiling, and custom backsplash. The screened second-story porch has an electronic roll-up system for open-air or enclosed comfort. A unique “hidden” door design allows the home to function as one residence or two separate units, with the ... Read more....»
21 BAYHEAD LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,216 SqFt · $417/SqFt
Days on Market: 16
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: BISHOPSCOURT AT THE OAKS PRESERVE
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull up to the pavered driveway, the care taken to maintain this property is evident. Walk past the two-car garage to the pretty, double front doors with leaded glass and step into the light-filled interior. Here you will find everything you need for comfortable Florida living. There is a dedicated home office off the ... Read more....»
293 TURQUOISE LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,271 SqFt · $401/SqFt
Days on Market: 244
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 2001
Garage: Yes 2 vehicles
**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 Bedroom Suite with Multiple walk-in closets and sitting area and much more! Enjoy the expansive and private outdoor living area in a screened lanai with wet bar and southern exposure overlooking a Garden and Tranquil Preserve. Mostly NEW Hurricane Impact Windows/Door. THE OAKS is a distinguished, ... Read more....»
123 WINDWARD DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,894 SqFt · $449/SqFt
Days on Market: 11
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1979
Garage: Yes 2 vehicles
This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced windows and elegant French doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured ... Read more....»
650 CRANE PRAIRIE WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 2 Half Baths · 3,183 SqFt · $265/SqFt
Days on Market: 308
County: Sarasota
Subdiv/Community Name: Willow Bend
Legal Subdivision Name: WILLOWBEND PH 3
Year built: 2005
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available! Live large in this 3,183 sq ft Lee Wetherington masterpiece with private pool and preserve OSCAR SCHERE PARK views in the coveted Willowbend community—just minutes from Casey Key Beach and the nationally ranked Pine View School for the Gifted. Offering over 3,180 sq ft, this home features an open-concept layout with all bedrooms on the main floor and an upstairs bonus room perfect for guests, a gym, or home office. Upgrades include a chef’s kitchen with cherry wine racks, wood floors in the ... Read more....»
901 REFLECTION WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,443 SqFt · $334/SqFt
Days on Market: 134
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....»
523 HABITAT BOULEVARD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,314 SqFt · $339/SqFt
Days on Market: 75
County: Sarasota
Subdiv/Community Name: Willow Bend
Legal Subdivision Name: WILLOWBEND PH 1
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting residence borders a sparkling lake with curb appeal emphasized by lush landscaping and a paver-accented driveway. This quality-built home is the desirable Ashley II floor plan, with an oversized 23-by-19-foot garage. Every detail in this home is addressed with remarkable style including double-door entry, vaulted tray ceilings, crown molding, plantation shutters and many built-in features. The kitchen is spacious in design with wood cabinetry, a center island, kitchen desk and granite counters. The kitchen dining area has wide open views through an aquarium window. Formal dining room ... Read more....»
851 PLACID LAKE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 4 Bath · 3,395 SqFt · $228/SqFt
Days on Market: 48
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL THE WOODLANDS
Year built: 2002
Garage: Yes 3 vehicles
Private Pool: Yes
Community Pool: Yes
One or more photo(s) has been virtually staged. Your dream home is waiting for you! Enjoy a bright interior decorated with a neutral color palette. You'll love cooking in this kitchen, which includes a spacious center island and a sleek backsplash. Retreat to the spacious primary suite, designed with a good layout and a closet. The primary bathroom offers a separate tub and shower, double sinks, and ample under-sink storage. Relax next to your private backyard pool. If you prefer shade, spend time under the covered sitting area. Don't miss this incredible opportunity. 100-Day Home Warranty coverage available at closing
471 PARK TRACE BOULEVARD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,267 SqFt · $330/SqFt
Days on Market: 83
County: Sarasota
Subdiv/Community Name: Park Trace Estates
Legal Subdivision Name: PARK TRACE ESTATES
Year built: 2001
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to your dream home! This stunning, custom-built 4 bedroom, 3 bathroom residence perfectly blends luxury, comfort, and location for the ideal Florida lifestyle. This home is nestled in a highly sought-after neighborhood offering peace, privacy, and a vibrant community feel with low HOA fees. It is situated on an over-sized corner lot, with exceptional lake-views, and just moments from several pristine beaches, the scenic Legacy Trail, Pineview School plus other nearby “A-Rated” public schools, and Oscar Scherer State Park. Being centrally located, you will enjoy all the amenities Sarasota and Venice have, including arts, entertainment, championship golf, ... Read more....»
110 PINE AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,058 SqFt · $343/SqFt
Days on Market: 151
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....»
819 SHADOW BAY WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 2,145 SqFt · $321/SqFt
Days on Market: 59
Cumulative Days on Market: 249
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Community Pool: Yes
A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of Rivendell. Live so beautifully! This maintenance-free, tropically landscaped corner lot home has been eloquently updated and maintained. Featuring four bedrooms, formal dining room, two baths, two-car garage, fenced-in backyard, beautiful pool and lanai, and tile throughout most of the home. The inviting front porch is so welcoming to guests and the ideal place to enjoy morning coffee. Go inside through the beautiful glass door and you will be greeted by a meticulously maintained open, spacious floor plan and large foyer filled with an abundance of ... Read more....»
571 PINE RANCH EAST ROAD
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 2 Bath · 1 Half Bath · 2,746 SqFt · $249/SqFt
Days on Market: 9
County: Sarasota
Subdiv/Community Name: Bay Oaks Estates
Legal Subdivision Name: BAY OAKS ESTATES UNIT 1
Year built: 1995
Garage: Yes 2 vehicles
Private Pool: Yes
One of the largest homes in Bay Oaks Estates, this 5-bed, 2.5-bath single-story pool retreat delivers the best of indoor-outdoor Florida living with flexible spaces for guests, work, and play. Curb appeal pops with a brick paver circular drive, lush landscaping, and a covered, columned entry with French double doors and an arched transom. Inside, high ceilings and an abundance of natural light set a welcoming tone. The formal living and dining rooms flow to the heart of the home – a well-appointed kitchen designed for everyday living and entertaining, featuring granite counters, tile backsplash, stainless appliances, a center island ... Read more....»
750 ANNA HOPE LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 2,135 SqFt · $313/SqFt
Days on Market: 121
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL
Year built: 2000
Garage: Yes 2 vehicles
Private Pool: Yes
Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the heart of the home. This expansive area is perfect for entertaining guests, with ample space for gatherings large and small. The great room seamlessly flows into the lanai and pool area through sliding glass doors, creating an ... Read more....»
522 LUMINARY BOULEVARD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,320 SqFt · $284/SqFt
Days on Market: 6
County: Sarasota
Subdiv/Community Name: Willow Bend
Legal Subdivision Name: WILLOWBEND PHASE 3
Year built: 2005
Garage: Yes 2 vehicles
Waterfront: Yes
This highly sought-after Ashley II model is situated with rear yard southern exposure on the community lake within the beautiful Willowbend neighborhood. The residence encompasses 2,320 square feet of open living space, including three bedrooms, three bathrooms, formal living and dining rooms, and an additional office or den. The kitchen is equipped with a full island, generous cabinetry, breakfast bar, built-in desk, and abundant storage, seamlessly connecting to the great room that includes both a family area and dinette. Sliding glass doors provide access to the screened rear lanai. The split floor plan ensures privacy, positioning the master suite separately ... Read more....»
104 PARK TRACE BOULEVARD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,557 SqFt · $248/SqFt
Days on Market: 121
County: Sarasota
Subdiv/Community Name: Park Trace Estates
Legal Subdivision Name: PARK TRACE ESTATES
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 bedrooms and 3 bathrooms, designed for modern living and comfort. The master suite, located on the right side, offers a private oasis, while the other bedrooms are conveniently situated on the opposite side for maximum privacy.Step inside to an open-concept kitchen, perfect for entertaining, flowing seamlessly into the living and dining areas, all accentuated by soaring tall ceilings that create a bright, airy ambiance. Outside, relax or host gatherings by the sparkling private pool. The home includes a 2-car garage and ... Read more....»
556 CRANE PRAIRIE WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,298 SqFt · $270/SqFt
Days on Market: 34
County: Sarasota
Subdiv/Community Name: Willowbend
Legal Subdivision Name: WILLOWBEND PH 4
Year built: 2005
Garage: Yes 2 vehicles
Community Pool: Yes
Welcome to a beautiful residence where comfort, privacy, and functionality come together seamlessly. A paver driveway, tile roof, mature landscaping, and a charming paver walkway set the tone as you arrive, leading to an inviting French door entry framed by a transom window. Inside, tile floors stretch through the main living areas, beginning with a light-filled foyer adorned with a chandelier. Flowing effortlessly into the heart of the home, the dining area offers an elegant setting for entertaining, complete with a chandelier and a niche perfectly sized for a buffet or credenza. The adjacent great room impresses with a wall ... Read more....»
4428 CONCHFISH LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 1,861 SqFt · $322/SqFt
Days on Market: 109
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: PALMS/CASEY KEY
Year built: 2018
Garage: Yes 2 vehicles
Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not considered a high-risk zone (Zone X) and features four spacious bedrooms and two full bathrooms, along with a two car garage and a large driveway for additional parking. Step into the kitchen, and you'll find elegant quartz countertops, upgraded 42" Timberlake latte cabinets, a stylish backsplash, a large walk-in pantry, and stainless-steel appliances. The master retreat offers a tranquil area with a spacious bedroom. Plantation shutters and 18x18 tiles complemented by hard floors throughout the entire house. ... Read more....»
813 OAK POND DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 1,981 SqFt · $283/SqFt
Days on Market: 72
County: Sarasota
Subdiv/Community Name: Bay Oaks Estates
Legal Subdivision Name: BAY OAKS ESTATES
Year built: 1996
Garage: Yes 2 vehicles
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 and I-75, Just Minutes away from Major Shopping Areas, Restaurants, City Parks, and The Popular Legacy Trail (biking/walking trail). When you walk in the front door you are greeted by a Large ... Read more....»
455 N SHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 1,229 SqFt · $455/SqFt
Days on Market: 18
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 1966
Garage: Yes 2 vehicles
Live the quintessential Florida lifestyle at 455 N Shore Drive in Osprey! Located West of the Trail in desirable Sorrento Shores, this beautifully updated 2-bedroom, 2-bath home is perfect for entertaining, relaxing, or as a strong rental investment. Just minutes from Nokomis Beach, Venice Beach, and Siesta Key, residents can also join the Sorrento Shores Marina Association, offering 42 boat slips with direct access to the Intracoastal Waterway and Gulf of Mexico. With an HOA fee of only $95/year and no flood zone designation, it’s a rare value. Inside, enjoy an open-concept living and dining area, spacious kitchen with granite countertops, and ... Read more....»
708 ANNA HOPE LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,133 SqFt · $257/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL
Year built: 2002
Garage: Yes 2 vehicles
Florida’s perfect floor plan! Built in 2002, this home features soaring ceilings and a thoughtfully designed layout for both living and entertaining. Large and bright great room flows seamlessly into a formal dining room, a spacious eat-in kitchen, and a versatile office. The serene primary suite is complemented by two generously sized guest bedrooms. Recent updates include a 2025 tankless water heater, a newer roof, AC, and Hurricane impact windows. Within a brick-paver lanai that enjoys southern exposure for abundant natural light. The lush quarter-acre lot ensures privacy, while the oversized 2-car garage provides ample parking and storage. Ideally situated ... Read more....»
742 HARMS DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,293 SqFt · $422/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Harms Sub
Legal Subdivision Name: HARMS SUB
Year built: 1981
Garage: Yes 2 vehicles
Private Pool: Yes
Beautifully renovated home with a heated pool on just over half an acre. Nestled on a private, tree-lined street and surrounded by lush tropical landscaping, this property offers exceptional privacy and tranquility. This home has been completely renovated and is being sold turnkey. It has been successfully used as an investment property with substantial rental income. Recent updates include: interior renovation, new roof and pool cage rescreened (2021), pool pump (2022), HVAC (2023), water heater, well pump, and garage door opener (2024), plus automated pool cleaner and septic flush (2025). Enjoy the spacious layout, modern finishes, and resort-style outdoor living ... Read more....»
447 OAK POINT ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2,688 SqFt · $203/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Blackburn Point Woods
Legal Subdivision Name: BLACKBURN POINT WOODS
Year built: 1994
Garage: Yes 2 vehicles
Prepare to be impressed as you enter this bright and spacious maintenance-free townhome with soaring ceilings, an abundance of natural light, and surrounded by nature in a wooded setting. Nestled near Casey Key, this coveted West of the Trail subdivision with only 44 single-family, attached homes, is walking distance to Casey Key, Blackburn Point Marina, and Blackburn Point Park, which features a boat ramp, canoe/kayak launch and fishing pier. “BPW” is perfect for condo owners eager to move up to better construction & space for guests & cars, as well as for typical single-family homeowners ready for a maintenance free ... Read more....»
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.
