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: 180
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....»
121 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 4,096 SqFt · $1,733/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1993
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Newly Remodeled Gulf-Front Mediterranean Villa on Casey Key Framed by the pristine natural beauty of North Casey Key, this Spanish Mediterranean beachfront estate is perfectly positioned along one of Florida’s most exclusive barrier islands — an unspoiled, eight-mile stretch of tropical coastline. Just minutes from the cultural and dining destinations of Venice and Sarasota, the residence offers unrivaled privacy, architectural beauty, and Gulf Coast living beyond compare. Behind a gated entry, the main residence features three bedrooms and three-and-a-half baths, thoughtfully remodeled with no detail spared. Distinctive design elements include wood beams and moldings, Mexican tile and wood floors, brick accents, hand-painted ... Read more....»
144 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 5,397 SqFt · $1,203/SqFt
Days on Market: 40
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 2003
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
A striking coastal retreat on over half an acre along Little Sarasota Bay, this timeless residence blends architectural elegance with waterfront living. Offering private access to the Intracoastal with a 100-foot dock (built in 2019), dual 12,000-pound lifts, water, and electric, this property is an ideal destination for boating enthusiasts. Offered fully furnished upon request. The front elevation is framed by a raised lawn with a stone wall, a paver driveway and manicured landscaping. As you approach the home, the travertine steps lead you to the new custom front door, where dramatic water views of the bay immediately greet you ... Read more....»
622 BAYSHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
6 Bed · 5 Bath · 4,893 SqFt · $1,165/SqFt
Days on Market: 82
County: Sarasota
Subdiv/Community Name: Bay Acres Sub
Legal Subdivision Name: BAY ACRES - RESUB
Year built: 2022
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretches of Little Sarasota Bay. Tucked away on a rare and expansive .78-acre gated estate, this custom-built, contemporary masterpiece offers 90 feet of pristine waterfront, unmatched privacy, and a lifestyle defined by serenity, style and seamless connection to the water. Designed for those who crave the extraordinary, this six-bedroom, five-bath residence is a showpiece of elevated design and quality craftsmanship, built just three years ago with the finest materials and storm-resilient features. ... Read more....»
614 BAYSHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 4,048 SqFt · $1,359/SqFt
Days on Market: 46
County: Sarasota
Subdiv/Community Name: Bay Acres Sub
Legal Subdivision Name: BAY ACRES - RESUB
Year built: 2024
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes
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 views and spectacular Casey Key sunsets, setting the stage for an extraordinary lifestyle. Designed for the boating connoisseur, the property boasts a new dock with water, electric, a 20,000 lb boat lift, and direct bay access—no bridges to the Gulf. For the automotive enthusiast, a 1,400 sq. ft. climate-controlled garage with 14-ft ceilings, professional-grade car ... Read more....»
101 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 5,087 SqFt · $983/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: THE OAKS
Year built: 1985
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5,000 square feet, all cleverly positioned on nearly an acre with 150 feet of lakefront. Situated on two of the community’s most desirable lots, the residence balances architectural distinction with thoughtful updates that ensure comfort and livability. An oversized circular drive paved in granite tile leads to a stately double-door entrance. Inside, the foyer sets the tone with soaring ceilings, hand-crafted moldings, chandeliers, and a ... Read more....»
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: 204
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....»
135 TINA ISLAND DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 2,572 SqFt · $1,322/SqFt
Days on Market: 14
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 1965
Garage: Yes 4 vehicles
Waterfront: Yes
Retreat to paradise in this stunning waterfront home, built new in 2011, in highly sought-after Sorrento Shores, Osprey. Perfectly situated on 210 feet of wide canal frontage, this residence offers deep water access with no bridges to the bay—a dream for boaters. Nearly every room provides breathtaking views of the water and swaying palms. Constructed with concrete block on both floors and encompassing 6,254 square feet under roof, this home was built for strength, safety, and peace of mind. The main living area is elevated to 18 feet, well above flood levels. Inside, you’ll find an open-concept design with soaring ... Read more....»
112 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 8,635 SqFt · $385/SqFt
Days on Market: 145
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a ... Read more....»
662 FERNWALK LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 4,359 SqFt · $687/SqFt
Days on Market: 224
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 3 vehicles
Private Pool: Yes
**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FLOOD concern (Zone “X”) behind the Secure Gates of the highly sought after Bayside neighborhood within The Oaks Country Club community, just steps from Little Sarasota Bay. An Expansive Floorplan entails 4-BEDs plus 4-FULL BATHS while a full list of EXCEPTIONAL FEATURES is available upon request and includes Soaring 16ft and Vaulted Ceilings, Impressive White Oak and Marble Floors, Custom Crown trim, Plantation Shutters, many Built-Ins…to name a few. The Gorgeous, Chef’s Kitchen showcases marble counters, custom hardwood cabinetry ... Read more....»
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: 180
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....»
225 HARBOR HOUSE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
6 Bed · 4 Bath · 4,546 SqFt · $627/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: South Gate Manor
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1979
Garage: Yes 2 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. 4,560 square feet in the most desirable yacht Intracoastal community, offering one of Florida’s most coveted community-owned marinas with 172 slips accommodating yachts up to 55 feet. Southbay Yacht & Racquet Club features a seven-acre deep-water basin with a six-foot depth at mean low tide, designed to host everything from kayaks to “hard-to-fit” vessels. Fully renovated just three years ago, this residence offers five to six bedrooms, including two primary suites, and four full bathrooms. The expansive open-concept layout is anchored by a chef’s kitchen with premium gas stove, large pantry and ... Read more....»
370 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,783 SqFt · $554/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1996
Garage: Yes 3 vehicles
Private Pool: Yes
**Meticulously maintained, architectural perfection, this bright, spectacular estate featuring incredibly spacious first floor living space, with 5-Beds, 6.5 Baths, private second floor family, au pair and/or guest quarters, new pool, ideal Flood Zone X location, important updates, property wide landscape renovation and a 3-Car Garage. The expansive first level has extraordinary living space: a primary suite, with TWO primary baths, and remarkable storage/closet space; an inviting living room with fireplace, a large formal dining room, a ‘light and bright’ gourmet kitchen, an eat-in kitchen area, an office, a den/media room, separate laundry room and extraordinary storage, All on the ... Read more....»
852 MACEWEN DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 4,519 SqFt · $564/SqFt
Days on Market: 53
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS 2 PH 2
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, ... Read more....»
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: 151
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....»
312 YACHT HARBOR DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 2,572 SqFt · $894/SqFt
Days on Market: 2
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1978
Garage: Yes 3 vehicles
Private Pool: Yes
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 feet in length. With a six-foot depth at mean low tide, the marina can accommodate 175 boats owned by its residents. In Southbay, the HOA fees are only $612 per quarter and it’s also affordable to keep your boat in a slip that includes water and electric. With the Southbay neighborhood in your backyard ... Read more....»
600 EAGLE WATCH LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 3,681 SqFt · $596/SqFt
Days on Market: 156
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....»
67 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 2 Half Baths · 4,020 SqFt · $497/SqFt
Days on Market: 221
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community THE OAKS. This elegant home seamlessly blends timeless architecture with resort-style living. Beyond the private gates, step into over 4,000 square feet of refined interiors featuring dramatic ceilings, architectural columns, and panoramic views. The expansive layout includes 4 bedrooms, 5 bathrooms, formal and casual living spaces, and an executive Office/Den/Bourbon Tasting Room. The gourmet kitchen is perfectly equipped for culinary entertainment, with custom cabinetry, premium appliances, and a spacious island that flows into the family room. A luxurious owner’s suite provides a private ... Read more....»
140 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 3,286 SqFt · $600/SqFt
Days on Market: 104
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Secure Gates of The Oaks Bayside, Country Club neighborhood. Featuring 4 BEDROOMS (2 En Suite) and 4 FULL BATHS, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown Moldings and refined details throughout is ideal for entertaining both inside and out! The Impressive Kitchen features Silestone Counters, Premium Appliances including SUBZERO and WOLF, Large Island with sitting area, separate dry bar, etc. The Expansive Primary Bedroom Suite entails a Large Walk-In Closet with custom built-ins and spacious bath with dual vanities, quartz counters, seamless ... Read more....»
422 BLUE GARDEN LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,872 SqFt · $452/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: THE OAKS BAYSIDE
Year built: 1984
Garage: Yes 3 vehicles
Private Pool: Yes
A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Double entry doors open to a marble foyer and wood floors that set the tone for quality throughout. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal living and dining areas opening through French doors to the covered patio and resort-style pool. The kitchen combines beauty and function with granite countertops, center island cooktop, breakfast bar, and a sunny nook ... Read more....»
909 MACEWEN DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 4,241 SqFt · $400/SqFt
Days on Market: 363
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS 2 PHASE 2
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
**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 Executive Office/Study, 3 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious Kitchen with Granite Counters and Stainless Steel appliances, 2-Car Garage w/ Circular Driveway, and much more! An Expansive Primary Bedroom Suite features multiple walk-in closets and an Updated Primary Bathroom with dual vanities, soaking tub, custom-tiled shower and private ... Read more....»
360 N POINT ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,913 SqFt · $539/SqFt
Days on Market: 428
Cumulative Days on Market: 629
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 3 PH 1
Year built: 2023
Garage: Yes 2 vehicles
**DON’T WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSION STYLE home behind the Secure Gates of the COVETED, OAKS PRESERVE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 3 EN SUITE BEDROOMS + 3 FULL and 1 HALF BATHS and a desirable Open Floorplan concept. A well-equipped Chef’s Kitchen features a large island sitting area, Bosch appliances including 5-burner Gas range, wine storage, etc. while the adjacent great room and dining room are ideal for entertaining and showcase Vaulted and High Ceilings, a cozy fireplace and engineered hardwood ... Read more....»
296 PINE RANCH TRAIL
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,481 SqFt · $417/SqFt
Days on Market: 102
County: Sarasota
Subdiv/Community Name: Pine Ranch East
Legal Subdivision Name: PINE RANCH EAST
Year built: 1995
Garage: Yes 2 vehicles
Private Pool: Yes
Lot Size (in acres): 1.14
**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 enclaves. This beautifully situated home rests on a lush greenbelt lot that borders the fairways of a nearby golf course, offering tranquil views and peaceful surroundings. With no rear neighbors, you'll enjoy the privacy and serenity that your 1 acre+ lot affords. Have a boat or RV? This community is deed restricted but there ... Read more....»
156 BISHOPSCOURT ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,112 SqFt · $445/SqFt
Days on Market: 13
County: Sarasota
Subdiv/Community Name: Bishops Court At The Oaks Preserve
Legal Subdivision Name: BISHOPSCOURT AT THE OAKS PRESERVE
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home, with beautiful wood floor throughout the main living areas, features a Sonos stereo sound system. The backyard, overlooking the preserve, and offering a lovely sunset exposure, is a quiet sanctuary, where you can enjoy the open air, freeform pool with spa in complete privacy. The whole-house stereo system goes out to the screened back patio, making a lovely place to sit and enjoy a peaceful ... Read more....»
17 BAYHEAD LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 2,850 SqFt · $482/SqFt
Days on Market: 34
County: Sarasota
Subdiv/Community Name: Oaks The
Legal Subdivision Name: BISHOPS COURT AT OAKS PRESERVE
Year built: 1992
Garage: Yes 2 vehicles
Welcome to an exquisitely revitalized estate set amidst a stunning landscape that is sure to impress. Located “West of Trail” in The Oaks Preserve, you will experience an unparalleled country club lifestyle on Florida’s Gulf Coast. As you step through the grand front entry, you are welcomed by a blend of contemporary sophistication and modern luxury, transforming this residence into a true masterpiece. Every detail of this elite property has been meticulously crafted, leaving no expense spared. The home features a new open concept design, with new ceramic tile flooring throughout. The expansive modern galley kitchen ... Read more....»
1527 BUOY LANE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,830 SqFt · $452/SqFt
Days on Market: 91
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large covered outdoor living space overlooking the large lanai with tv, private tanning area, and room to entertain. A split bedroom design, game room with space for billiards table, and separate dining area, and great room surround ... Read more....»
201 EAGLENOOK WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,379 SqFt · $355/SqFt
Days on Market: 201
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....»
1218 YACHT HARBOR DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 3,297 SqFt · $356/SqFt
Days on Market: 22
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1980
Garage: Yes 2 vehicles
Private Pool: Yes
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, a bocce ball court, basketball courts, and kayak storage. Residents also enjoy a waterfront park and nearly 20 acres of common grounds with miles of walking trails. A true highlight is the gorgeous geothermal pool, which showcases stunning marina views and is a must-see when visiting Southbay! Now that you’ve fallen in love with the community, are you ... Read more....»
219 KEEL WAY
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1 Half Bath · 2,735 SqFt · $430/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Southbay Yacht & Racquet Club
Legal Subdivision Name: SOUTHBAY YACHT & RACQUET CLUB
Year built: 1980
Garage: Yes 2 vehicles
Private Pool: Yes
**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 elegant Bolivian woodwork, beautiful tile floors throughout, Expansive Kitchen with Hardwood Cabinets, Granite Counters and Stainless Steel Appliances. The Spacious primary bedroom suite offers multiple walk-in closets and even a BONUS ROOM (possible Gym, Nursery, etc.) while the primary bathroom includes dual sinks, spa tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with ... Read more....»
701 EAGLENOOK WAY
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,533 SqFt · $326/SqFt
Days on Market: 12
County: Sarasota
Subdiv/Community Name: Pine Ranch
Legal Subdivision Name: PINE RANCH
Year built: 1978
Garage: No
Private Pool: Yes
Lot Size (in acres): 2.20
Located in the desirable Pine Ranch community, 701 Eaglenook Way offers 4 bedrooms, 4.5 bathrooms, and 3,533 sq ft of interior space. Set on 2.2 acres in a private, deed-restricted neighborhood where horses are permitted, this property provides generous space and functionality in a peaceful setting. A barn/garage outbuilding on the lot offers added flexibility for storage or other use. A new roof and a recently built pool with a screened patio enclosure enhance the home’s exterior features. Additional outdoor highlights include a walkout gazebo overlooking a private pond and seven skylights throughout the home to bring in natural light. Inside, the ... 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.
