668 CLEAR CREEK DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,388 SqFt · $345/SqFt
Days on Market: 89
County: Sarasota
Subdiv/Community Name: Rivendell The Woodlands
Legal Subdivision Name: RIVENDELL
Year built: 2002
Garage: Yes 3 vehicles
Private Pool: Yes
Welcome to The Woodlands at Rivendell, a community dedicated to preserving natural Florida beauty with mature Live Oak canopied streets, lakes and walking trails. This one of a kind property, is set on a quarter acre lot with a picturesque pond, surrounded by lush preserve views that will thrill you with gorgeous nature views, fantastic sunsets and visits from all walks of wildlife from otters, osprey, eagles, and even deer. Enjoy plenty of privacy with a split plan, lovingly maintained home, boasting 3 beds and baths, an office, a cozy dinette and a coffee bar for leisurely breakfasts with ... Read more....»
193 WILLOW BEND WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,658 SqFt · $299/SqFt
Days on Market: 95
County: Sarasota
Subdiv/Community Name: Park Trace Estates
Legal Subdivision Name: PARK TRACE ESTATES
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
You will adore this South Sarasota, Custom Built, 3 Bed, 3 Bath, w/Den, pool home in highly desirable, centrally located Park Trace Estates, with low HOA fees. 2007 Addition added with option for In-law Suite, Game Room, or large office. This home offers great curb appeal and boasts generous entertainment possibilities including pool area with custom stone masonry and waterfall. If school choices are important, highly acclaimed Pine View School and other A-Rated schools are nearby. Outdoor enthusiasts will appreciate close proximity of Legacy Trail bike trail, Oscar Scherer State Park, Nokomis Beach, Siesta Key, paddle-board or ... Read more....»
135 TINA ISLAND DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 2,572 SqFt · $1,341/SqFt
Days on Market: 74
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 2011
Garage: Yes 4 vehicles
Waterfront: Yes
If you are ready to retreat to paradise, look no more. This home is amazing. Located in a very desirable area in Sorrento Shores, Osprey is on a 200-foot, wide canal frontage. You can enjoy the scenic water and exotic palms through almost every window. The main area, the living area, was built and completed in 2011, and it is beautifully situated on the second floor. All windows are double-insulated and have impact glass, which takes you from the living room to your own private lanai, where you can relax and enjoy the beautiful sunrises and sunsets. You can also ... Read more....»
1811 HIGHLAND ROAD
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 1,724 SqFt · $272/SqFt
Days on Market: 101
County: Sarasota
Subdiv/Community Name: Towns-End Shores
Legal Subdivision Name: TOWNS-END SHORES
Year built: 1997
Garage: Yes 2 vehicles
Community Pool: Yes
*MOTIVATED SELLER* GULF BEACH LIVING!!! DIVE into coastal living with this sun-kissed 2-bedroom, 2-bathroom retreat that captures the essence of beachy bliss! Just minutes from the famous Gulf beaches, Casey Key, and the enchanting Shoreland Park, this home offers a slice of paradise in every corner. This home built on stilts, offers a LOW HOA and LOW flood insurance, perfect for efficiently living coastal! Walking up the stairs to the main living area, you are greeted by a gorgeous Key-West style, screened in front porch, perfect for watching the notorious Gulf Coast sunsets. Step inside and be embraced ... Read more....»
360 N POINT ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,913 SqFt · $548/SqFt
Days on Market: 90
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 3 PH 1
Year built: 2023
Garage: Yes 2 vehicles
One or more photo(s) has been virtually staged. Discover the quality and convenience of a home that blends classic allure with modern comfort, providing the perfect canvas for your luxury lifestyle in this brand-new, never-lived-in masterpiece on a rare large, private lot of 27,805 SF. The approach of this 3 bedrooms, 3.5 baths 2,913 SF Spanish mission-style residence is thoughtfully designed with a circular driveway, porte-cochere and detached 2-car garage with installed electric car-charger, providing both curb appeal and a touch of elegance. As you step through the entrance, the soaring ceilings and the seamless blend of neutral tile and ... Read more....»
743 ANNA HOPE LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,150 SqFt · $279/SqFt
Days on Market: 108
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL
Year built: 2000
Garage: Yes 2 vehicles
Discover a serene blend of comfort, privacy, and convenience in this maintenance-free three-bedroom plus den/office home, nestled within the tranquil Woodlands Villas at Rivendell. Boasting an open, great room floor plan, this residence is an ideal sanctuary for both relaxation and entertainment. The heart of the home is its open kitchen, with its breakfast bar and a cozy dining nook encased by an aquarium glass window, bathing the space in natural light. Storage is plentiful, with ample cabinetry and a pantry to keep essentials organized. The thoughtful layout splits the living quarters, positioning the primary bedroom suite on one side ... Read more....»
3929 WAYPOINT AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,115 SqFt · $496/SqFt
Days on Market: 117
County: Sarasota
Subdiv/Community Name: Bayside
Legal Subdivision Name: BAYSIDE
Year built: 2017
Garage: Yes 2 vehicles
Private Pool: Yes
You've found your new Florida Home at Bayside- Maintenance- Free, Gated, Waterfront community with only 49 homes on the Sarasota Bay. The beautiful heated pool home features three bedrooms and three baths as well a private office space. Master bedroom offers an en suite bathroom with dual vanities, walk in shower, oversized walk in closet with built ins. Kitchen is complete with Gas Range, Oversized Island, Quartz Countertops and walk in pantry. Guest bedrooms each have en suite bathrooms too along with one powder bath! Outdoor space is remarkable from the heated pool and spa with southern exposure plus ... Read more....»
449 S SHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,564 SqFt · $341/SqFt
Days on Market: 87
Cumulative Days on Market: 137
County: Sarasota
Complex/CommunityName: SORRENTO SHORES
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 1971
Garage: Yes 2 vehicles
Private Pool: Yes
SELLER FINANCING AVAILABLE! Located in desirable Sorrento Shores on a quiet cul-de-sac just minutes away from Siesta Key and its world-famous beaches, this property offers a compound-like setting with privacy and direct sight-lines from front to back. Interiors feature travertine floors throughout the main living areas, granite shelving, an open kitchen with quartz countertops, contemporary-style ceiling-height kitchen cabinetry, stainless appliances, gas stove and double ovens, plus a spacious family room with gas fireplace and views of the outdoor area and pool through a large glass sliders. The main bedroom with en-suite bathroom with dual vanities and walk-in shower, has wood ... Read more....»
1523 DANFORTH LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 4,031 SqFt · $273/SqFt
Days on Market: 36
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1978
Garage: Yes 2 vehicles
Private Pool: Yes
COMPLETE REMODEL OPPORTUNITY! If you have the appetite for a major remodel, this could be the home for you. Embrace an active coastal lifestyle and secure the perfect haven for your boat with this spacious residence nestled on 1/3 acre, complemented by 2 acres of park-like grounds to the rear. The heart of this home is the expansive and modern kitchen—a versatile hub for gatherings or a chef's sanctuary, providing panoramic views of the pool and seamless connections to the breakfast nook, family room, formal living and dining spaces, as well as the games room. The primary ... Read more....»
730 FORDINGBRIDGE WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,182 SqFt · $332/SqFt
Days on Market: 95
County: Sarasota
Subdiv/Community Name: Rivendell
Legal Subdivision Name: RIVENDELL WOODLANDS
Year built: 2002
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. SERENE POND VIEW, GAS HEATED POOL AND SPA, 3 BEDROOM + DEN/OFFICE/BONUS ROOM, OPEN FLOOR PLAN. $5000 CREDIT FROM SELLERS! This stunning 3-bedroom plus den/office/flex room, 2-bathroom oasis is perfectly situated to offer you the best of Florida living located in the remarkable Woodlands at Rivendell Community. Entertain effortlessly in the OPEN FLOOR PLAN, highlighted by the GAS HEATED, SALTWATER POOL AND SPA with a mesmerizing glass WATERFALL. Sliders pocket back to seamlessly connect the indoors with the outdoor pool/spa area, creating a setting for gatherings and relaxation. The front entrance ... Read more....»
1544 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
6 Bed · 7 Bath · 1 Half Bath · 6,997 SqFt · $1,501/SqFt
Days on Market: 42
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1992
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 2.59
Along the beaches of Casey Key, a private gated road leads to the exclusive northern end of this coveted barrier island. Sited on nearly 2.5 acres and 150 feet of private beach front, lies a spectacular estate home that has been shared and enjoyed by one family for generations. Designed by renowned architect Timothy Siebert, the property was thoughtfully planned as a gathering place. Wrapped around the inner courtyard, 6 en-suite bedrooms, 7 and 1 half baths, provide guests with access to a resurfaced pool, spa and tennis court and their own private retreats. High ceilings throughout emphasize ... Read more....»
130 WILLOW BEND WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,683 SqFt · $309/SqFt
Days on Market: 158
County: Sarasota
Subdiv/Community Name: Park Trace Estates
Legal Subdivision Name: PARK TRACE ESTATES
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This remarkable lakefront residence boasts an inviting and well-designed layout, enhanced by the added advantage of minimal HOA fees. Situated in the serene community of Park Trace, its proximity to Oscar Sherer State Park, the Legacy Trail, Pine View School (rated A), and US 41 adds to its convenience. Upon entry, the great room welcomes you with disappearing sliding doors that unveil a stunning view of the pool and the lake. The gourmet kitchen is equipped with newer smudge-proof stainless steel appliances, solid surface countertops, wood cabinets, a breakfast area, and a convenient snack counter. For special gatherings, the formal ... Read more....»
427 WASHINGTON AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,120 SqFt · $353/SqFt
Days on Market: 167
County: Sarasota
Subdiv/Community Name: Osprey Park
Legal Subdivision Name: OSPREY PARK 2
Year built: 1957
Garage: Yes 1 vehicles
This beautiful old-style Florida home is zoned residential and commercial, just off Tamiami Trail, you choose whether to call this work or home. Offering a 3 bedroom, 2 bath, split floor plan with beamed ceilings and walnut wood floors in the living room and clay Saltillo tile through many rooms in the rest of the house. The utility room is accessed outside of the kitchen and is air-conditioned, but could be relocated back to its original location inside the master bathroom/ closet area. Master has a pretty stained glass window and his and her closets. Just take a step down ... Read more....»
473 GLENWOOD AVENUE
OSPREY FL 34229
Residential / Single Family Residence
1 Bed · 1 Bath · 600 SqFt · $542/SqFt
Days on Market: 149
County: Sarasota
Subdiv/Community Name: Osprey Park
Legal Subdivision Name: OSPREY PARK 2
Year built: 1956
Garage: No
One or more photo(s) has been virtually staged. TONS OF PRIVACY with this move in ready cottage style home! Old Florida charm with mature landscaping surrounded by vegetation and neighboring green space. NO HOA fees and NO deed restrictions. Plenty of room to park your boat, RV, or work truck. Wonderful location backing directly to the exclusive Oaks preserve. This quaint cottage home has been completely remodeled with an updated kitchen, bathroom, and flooring. Impact windows and sliders, high ceilings, metal roof, updated plumbing, and newer electrical panel. This property has the potential to be expanded or construct a ... Read more....»
1321 SOUTHBAY DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 2 Bath · 1 Half Bath · 2,974 SqFt · $319/SqFt
Days on Market: 146
County: Sarasota
Complex/CommunityName: SOUTHBAY
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1978
Garage: Yes 2 vehicles
Private Pool: Yes
Incredible opportunity to own a spacious custom-built pool home with almost 3,000 sq.ft. of living space in the highly desirable waterfront boating community of Southbay Yacht & Racquet Club. This contemporary home has abundant space and versatility in use, an ideal location within the community, and endless possibilities for future design and upgrades. As you approach the front porch and enter through the double doors, you will first notice the open floor plan with wide and bright views of the lanai, pool, and outdoor living space. A spacious Great Room with vaulted ceilings and wood beams is the ideal ... Read more....»
452 BLUE GARDEN LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,910 SqFt · $448/SqFt
Days on Market: 178
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS
Year built: 1992
Garage: Yes 2 vehicles
Private Pool: Yes
PRIVACY ABOUNDS IN THIS COMPLETELY UPDATED HOME W/NEWER ROOF located behind the gates of The Oaks Bayside. This custom-built 3 bedroom, 3.5 bath home with enormous office/den is the personification of a Sarasota dream come true! And it is move in ready and waiting for you! Situated on a private cul-de-sac, the first glimpse of this home, down a long pavered driveway, will beckon you to come explore all it has to offer. As soon as you enter you will know that you have found something incredibly special. The high attention to detail is apparent immediately, and you will ... Read more....»
426 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,876 SqFt · $2,612/SqFt
Days on Market: 119
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1992
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Gulf to Bay on North Casey Key – the perfect location! Panoramic views of Little Sarasota Bay to the east and a beachfront lot on the west. Original cypress tongue and groove ceilings and beautiful oak floors add warmth and nostalgia throughout the home. A nicely updated kitchen overlooks the pool and bay. The entire second floor is dedicated to an oversized primary suite with a sitting room and study overlooking the beach and bay. Step outside to the rooftop deck for stargazing at night or a dip in the swimming pool. The split floor plan ... Read more....»
206 PATTERSON AVENUE
OSPREY FL 34229
Residential / Single Family Residence
2 Bed · 2 Bath · 1,242 SqFt · $313/SqFt
Days on Market: 216
County: Sarasota
Subdiv/Community Name: Ogburns T B Add To Town Of Osprey
Legal Subdivision Name: 0169 OGBURNS T B ADD TO TOWN OF OSPREY
Year built: 2023
Garage: No
Under Construction. Under Construction. New Construction and is scheduled to be done by early June.
202 PATTERSON AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,242 SqFt · $313/SqFt
Days on Market: 218
County: Sarasota
Subdiv/Community Name: Ogburns T B Add To Town Of Osprey
Legal Subdivision Name: OGBURNS T B ADD TO TOWN OF OSPREY
Year built: 2023
Garage: No
Under Construction. New Construction. Construction started and expected to be completed in early June.
3961 WAYPOINT AVENUE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,346 SqFt · $494/SqFt
Days on Market: 202
County: Sarasota
Subdiv/Community Name: Bayside
Legal Subdivision Name: BAYSIDE
Year built: 2018
Garage: Yes 3 vehicles
Private Pool: Yes
Escape to your coastal oasis nestled within the exclusive enclave of Bayside, where luxury living meets the tranquility of Little Sarasota Bay. This newly built 3-bedroom, 3-bathroom residence, boasting an additional den/office, is a testament to perfection with upgrades at every corner. As you enter, be captivated by the breathtaking view of the southeast-facing preserve area, alive with the sights and sounds of nature. Step outside to nearly 500 square feet of covered outdoor space, complete with a travertine-tiled patio, outdoor kitchen, and a heated saltwater pool and spa – the epitome of Florida living. Inside, the open-concept floor plan ... Read more....»
67 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2 Half Baths · 4,020 SqFt · $397/SqFt
Days on Market: 310
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
**ELEGANT, TRADITIONAL, CUSTOM-BUILT ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay Waters is sure to impress, boasting MANY UPDATES and Remarkable Architectural Detail throughout and consists of 4 Beds + 3 Full Baths + 2 Half Baths (including Pool Bath) plus a Distinctive Walnut-Paneled Library/Office/Den. From the Grand Marble Foyer and columned entryway, generous living room with hardwood floors, beautiful French doors, 12ft ceilings, crown molding, palladian windows and 2 wood-burning fireplaces… to the expansive, Renovated, Gourmet Kitchen featuring granite countertops and premium appliances including SubZero, Wolf and Jennair …to the Lavish and Spacious Owners’ Suite, ... Read more....»
228 PINE RANCH EAST ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,724 SqFt · $826/SqFt
Days on Market: 340
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: NA
Year built: 1984
Garage: Yes 5 vehicles
Lot Size (in acres): 10.00
Ten acres of undeveloped land minutes away from beaches, restaurants, shopping, state parks and nature trails. This is a prime location and one of the few lots of this size left undeveloped making it ideal for development or for creating a private sanctuary. Situated across the street from Osprey Junction Trailhead Park, which provides access to the Legacy Trail, north of Oscar Scherer State Park, and a few miles from pristine beaches, this plot is ideally located for enjoying Florida’s remarkable natural beauty. There is a current residence on the property, but the value is in the land and location. ... Read more....»
324 KENSEY LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 2,483 SqFt · $876/SqFt
Days on Market: 511
County: Sarasota
Subdiv/Community Name: Sarabay Acres
Legal Subdivision Name: SARABAY ACRES
Year built: 1972
Garage: No
Waterfront: Yes
Rare opportunity to own an exceptional waterfront property and tropical oasis on .57 acre lot on a wide portion of Little Sarasota Bay. Bayview Cottage is the original Florida coastal cottage lifestyle which showcases magnificent water views and spectacular sunsets. This gated waterfront gem has 3 bedrooms, 3 bathrooms, includes bonus room, office, and laundry closet. The oversized and peaceful back porch allows a front row seat to view wildlife, water activities, and sunsets that will take your breath away. The home is completely secluded at the dead end of a private lane and fenced for additional privacy. This is ... 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.