0.53 mi
Distance
Pine View School, located in Osprey, Florida, is a renowned educational institution operated by Osprey. Known for its exceptional academic programs, Pine View School offers a wide range of educational opportunities for students of all ages. As a leading educational facility in Osprey, Pine View School is dedicated to providing a high-quality learning environment that nurtures intellectual growth and fosters a love for education. Whether you are a student seeking a challenging curriculum or a parent looking for an excellent educational institution for your child, Pine View School is the ideal choice. With its dedication to education and commitment to excellence, Pine View School is a premier destination for those seeking quality education in Osprey, Florida.
| Address | Bed / Bath | Listing Price |
|---|---|---|
104 PARK TRACE BOULEVARD
Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of refined living in one of the most desirable communities along the Gulf Coast. With a freshly painted exterior, stunning hardwood floors throughout, and an exceptional layout designed for both comfort and style,
Living Area:
2557 Sqft.
|
4
Beds,
3
Baths
|
$650,000 |
1235 YACHT HARBOR DRIVE
Relax, you can move right in this one! This Southbay home has been updated beautifully with so many quality and custom features. A complete interior remodel was done in 2016 including all new underground PVC piping. A well thought out floor plan offers plenty of entertaining area including a livin
Living Area:
2698 Sqft.
|
3
Beds,
3
Baths
|
$1,175,000 |
216 GLENWOOD AVENUE
Nestled in the quietly coveted, underrated gem of Osprey, FL, this charming property offers the perfect blend of coastal living, privacy, and timeless Florida character. Situated on a maintained, fenced lot, this home is framed by mature greenery and ample outdoor space—ideal for gardening, play,
Living Area:
732 Sqft.
|
2
Beds,
1
Bath
|
$250,000 |
640 CRANE PRAIRIE WAY
Lovely turn-key furnished, 3BR/2BA and a pool half BA, 3 car garage home bordering Oscar Scherer State Park, providing privacy, lake views and peacefulness. The beautiful Stanford 2,534 SqFt model home affords you stunning views out all the wind impact windows. This home features a fabulous great r
Living Area:
2534 Sqft.
|
3
Beds,
3
Baths
|
$765,000 |
102 WINDWARD DRIVE
Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large
Living Area:
2134 Sqft.
|
3
Beds,
3
Baths
|
$800,000 |
730 SARABAY ROAD
Premier Intracoastal Estate in Osprey
4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront Acres
A rare opportunity to own two acres of private waterfront property in Sarasota, 730 Sarabay is a
convergence of residential luxury and unparalleled waterfront living. The two-story home sits at
th
Living Area:
6308 Sqft.
|
4
Beds,
6
Baths
|
$5,495,000 |
403 LONGBOW TRAIL
Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florid
Living Area:
2770 Sqft.
|
4
Beds,
3
Baths
|
$1,197,000 |
180 LOOKOUT POINT DRIVE
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your
Living Area:
3236 Sqft.
|
5
Beds,
4
Baths
|
$2,299,900 |
232 WOODLAND DRIVE
This condo has the 3 L's! Location Location Location! Located in the central area of Osprey making it an easy drive to area beaches, downtown Venice or Sarasota. Located about a half mile to the Inter Coastal, making for a great walking area on Casey Key. Located close to the well known Casey
Living Area:
1325 Sqft.
|
2
Beds,
2
Baths
|
$269,900 |
172 SEA ANCHOR DRIVE
At last- the home you've been looking for! This updated 3-bedroom 3 bath retreat is tucked inside a lively marina community where every day feels like vacation. This home features modern updates throughout, saltwater pool, den, in home gym, new tile roof, new AC, hurricane impact windows and doors a
Living Area:
2283 Sqft.
|
3
Beds,
3
Baths
|
$936,000 |
3936 WAYPOINT AVENUE
Discover the charm of coastal living with the convenience of a mainland location in this beautifully furnished Taylor Morrison home, nestled within the exclusive gated community of Bayside in Osprey. This peaceful and friendly Intracoastal enclave features just 49 landscape-maintenance-free residenc
Living Area:
2323 Sqft.
|
3
Beds,
3
Baths
|
$1,089,000 |
1486 LANDVIEW LANE
Welcome to your Boater's Paradise! This well-maintained South Bay home is your key to enjoy one of the best neighborhoods in the area. This three-bedroom pool home has the perfect layout with the primary bedroom and en suite on one side of the home and the two additional bedrooms on the other. A
Living Area:
1869 Sqft.
|
3
Beds,
2
Baths
|
$995,000 |
315 BAYSHORE DRIVE
Welcome to Bay Acres - a hidden coastal enclave West of the Trail where timeless Florida living meets everyday comfort. Situated on a generous corner lot with a circular driveway, this 3-bedroom, 3-bath single-family pool home offers a spacious and functional split floor plan designed for both priva
Living Area:
2384 Sqft.
|
3
Beds,
3
Baths
|
$659,000 |
700 FAITH AVENUE
One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools i
Living Area:
2474 Sqft.
|
4
Beds,
3
Baths
|
$1,300,000 |
238 LOOKOUT POINT DRIVE
This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. This home has been updated with a gourmet custom kitchen, perfect for entertaining guests and hosting company. From the granite countertops to the
Living Area:
2676 Sqft.
|
3
Beds,
3
Baths
|
$895,000 |
691 EAGLE WATCH LANE
Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nearly 7000 ft.² of conditioned living space, the residence has undergone an extraordinary transformat
Living Area:
6705 Sqft.
|
4
Beds,
7
Baths
|
$3,995,000 |
600 EAGLE WATCH LANE
One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre
Living Area:
3681 Sqft.
|
3
Beds,
3
Baths
|
$2,195,000 |
510 LATITUDE LANE
Stunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exposure, maintenance-free landscaped lot, this home offers the perfect blend of style, comfort, and functionality.
Interior Highlights-
Architectural Elegance: High tray ceilings, extensive crown molding, and
Living Area:
2298 Sqft.
|
3
Beds,
2
Baths
|
$630,000 |
1036 OAK MEADOW LN
Welcome to this attractive St. Charles floor plan found in the desirable Woodlands at Rivendell community! This charming home sits on a large corner lot directly across from the heated community pool and is within easy reach of the highly ranked Pine View School for the Gifted (Grades:2-12). Built i
Living Area:
2186 Sqft.
|
4
Beds,
2
Baths
|
$585,000 |
225 HARBOR HOUSE DRIVE
Considered one of the finest community owned marinas on Florida’s west coast, Southbay Yacht & Racquet Club is a premier waterfront community featuring a seven acre deep water boat basin and a lifestyle centered around the water. This exceptional 4,560 sq ft residence captures the essence of refin
Living Area:
4546 Sqft.
|
6
Beds,
4
Baths
|
$2,690,000 |
32 BAY AVENUE
Located in the highly sought-after Bay Acres community, this home offers modern upgrades, spacious living, and access to one of the area’s most desirable boating and waterfront lifestyles. Recent updates include a metal roof, 2018 HVAC system with all-new ductwork, 2022 whole-house re-plumb includ
Living Area:
2148 Sqft.
|
2
Beds,
2
Baths
|
$463,000 |
312 YACHT HARBOR DRIVE
One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55
Living Area:
2572 Sqft.
|
4
Beds,
4
Baths
|
$2,299,000 |
219 KEEL WAY
**IMPRESSIVE, METICULOUSLY MAINTAINED, SINGLE-STORY, CUL DE SAC ESTATE in the Highly Sought-After SOUTHBAY Community** offers 3 BEDS, 2 FULL and 1 HALF BATHS plus STUDY/DEN – and is nearly 100% SOLAR-POWERED (details available)! This Custom and Updated home offers many premium features including e
Living Area:
2735 Sqft.
|
3
Beds,
3
Baths
|
$1,175,000 |
38 W BAY STREET
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 wi
Living Area:
2124 Sqft.
|
3
Beds,
2
Baths
|
$899,000 |
742 HARMS DRIVE
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 succe
Living Area:
1293 Sqft.
|
3
Beds,
2
Baths
|
$545,000 |
123 WINDWARD DRIVE
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 bat
Living Area:
1894 Sqft.
|
3
Beds,
2
Baths
|
$850,000 |
701 EAGLENOOK WAY
A truly rare opportunity to own a home on over 2 acres in Osprey, FL. Pine Ranch is a charming enclave of 36 properties with low HOA fees and sensible deed restrictions that offers room for your RV, boat, and space for your horses.
Conveniently positioned one mile East of US 41, within a mile of
Living Area:
3533 Sqft.
|
4
Beds,
5
Baths
|
$1,075,000 |
508 MEADOW SWEET CIRCLE
PRICE IMPROVEMENT!! The Cottages of Rivendell are highly desirable residences, offering an exclusive community with only 84 homes. Each home is surrounded by lush landscaping and tree-lined streets, contributing to the area's charm and appeal. This home features 2 bedrooms and 2 bathrooms, as well
Living Area:
1604 Sqft.
|
2
Beds,
2
Baths
|
$455,000 |
1218 YACHT HARBOR DRIVE
New listing alert in the highly sought-after community of Southbay Yacht & Racquet Club, where true resort-style living awaits. The community offers an impressive array of amenities, including a marina, a recently remodeled clubhouse, shuffleboard courts, three tennis courts, four pickleball courts,
Living Area:
3297 Sqft.
|
3
Beds,
3
Baths
|
$1,150,000 |
1337 COPPERWOOD DRIVE
This stunning Lee Wetherington-built home in Osprey's Willowbend community beautifully combines Florida's natural charm with elegant living. The desirable Willow floor plan with a sparkling pool and lanai offers a serene private space, just a short distance to the community's heated pool and spa. In
Living Area:
2172 Sqft.
|
3
Beds,
2
Baths
|
$595,000 |
1602 SOUTHBAY DRIVE
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 to
Living Area:
2980 Sqft.
|
4
Beds,
4
Baths
|
$995,000 |
614 BAYSHORE DRIVE
New Seawall / Waterside deck, New Automated Gate, Lanai Automated Screens
Commanding over half an acre with 116 feet of pristine frontage on Little Sarasota Bay, this brand-new custom estate captures the essence of coastal luxury. From the moment you arrive, you are greeted by sweeping water vie
Living Area:
4048 Sqft.
|
3
Beds,
5
Baths
|
$5,500,000 |
827 PLACID LAKE DRIVE
This lot and location really stands out! Set back on a quiet street, on a beautifully landscaped oversized lot, and a huge lawn in the backyard with a preserve as the backdrop, this well maintained, light-filled residence offers a rare combination of elegance, security, privacy, efficiency, value, a
Living Area:
1875 Sqft.
|
2
Beds,
2
Baths
|
$544,700 |
471 PARK TRACE BOULEVARD
SIGNIFICANT PRICE IMPROVEMENT!! 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 c
Living Area:
2267 Sqft.
|
4
Beds,
3
Baths
|
$699,000 |
819 SHADOW BAY WAY
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, f
Living Area:
2145 Sqft.
|
4
Beds,
2
Baths
|
$689,000 |
4428 CONCHFISH LANE
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 th
Living Area:
1861 Sqft.
|
4
Beds,
2
Baths
|
$599,000 |
296 PINE RANCH TRAIL
**THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** & SELLER IS OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract.
Welcome to your private retreat nestled in one of Osprey’s most desirable e
Living Area:
3481 Sqft.
|
5
Beds,
4
Baths
|
$1,350,000 |
352 GLENWOOD AVE
Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions
Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with
Living Area:
1300 Sqft.
|
3
Beds,
2
Baths
|
$444,000 |
1363 NEW FOREST LANE
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 ple
Living Area:
1738 Sqft.
|
2
Beds,
2
Baths
|
$499,000 |
110 PINE AVENUE
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
Living Area:
2058 Sqft.
|
3
Beds,
2
Baths
|
$699,000 |
236 SAINT JAMES PARK
Tucked away in a quiet cul-de-sac on a sprawling double lot beneath majestic oaks, this nearly 5,000 sq ft timeless 2-story residence blends classic elegance with modern luxury. Perfectly positioned on the first hole of one of Sarasota’s most sought-after golf courses, the home showcases soaring 1
Living Area:
6246 Sqft.
|
6
Beds,
7
Baths
|
$2,700,000 |
820 PLACID LAKE DRIVE
Discover this expansive 5-bedroom, 4-bathroom home with an oversized bonus room and 3,938 sq. ft. of living space, perfectly situated on a 10,548 sq. ft. lakefront lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2024), new zoned HVAC units (2022), a new pool
Living Area:
3938 Sqft.
|
5
Beds,
4
Baths
|
$1,095,000 |
227 SAINT JAMES PARK
**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 t
Living Area:
2071 Sqft.
|
2
Beds,
2
Baths
|
$995,000 |
909 MACEWEN DRIVE
**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 Exe
Living Area:
4241 Sqft.
|
3
Beds,
4
Baths
|
$1,695,000 |