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: 30
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1969
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 · $1,110/SqFt
Days on Market: 100
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....»
730 SARABAY ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 6,308 SqFt · $871/SqFt
Days on Market: 47
County: Sarasota
Subdiv/Community Name: Sarabay Acres
Legal Subdivision Name: SARABAY ACRES
Year built: 2011
Garage: Yes 7 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 2.00
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 the end of a long drive behind a gated entrance and tranquil pond. With approximately 100 feet of bay frontage, the property provides an uncommon level of seclusion. A private dock and boat lift rated for 15,000 pounds offer instant access to Little Sarasota Bay. With no fixed bridges in the way, vessels of any height can sail straight ... 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....»
691 EAGLE WATCH LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 2 Half Baths · 6,705 SqFt · $596/SqFt
Days on Market: 46
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS 2 PH 2
Year built: 1993
Garage: Yes 4 vehicles
Private Pool: Yes
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 transformation – reflecting an investment exceeding $1.5 million – to achieve a standard of craftsmanship seldom encountered in contemporary homes. The grand foyer reimagined with architectural restraint and elegance, opens to a series of impeccably curated, living spaces defined by scale, light and material integrity. The entire home has been freshly repainted, presenting a pristine, harmonious aesthetic that enhances the ... Read more....»
854 MACEWEN DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 9,081 SqFt · $435/SqFt
Days on Market: 2
Cumulative Days on Market: 292
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 2
Year built: 2003
Garage: Yes 4 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private ... Read more....»
1042 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,781 SqFt · $784/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: PALMER
Year built: 1995
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
If your dream is to create a place where generations can gather, relax, and make lasting memories, this Casey Key estate is ready to welcome you home. Set on 0.68 acres with 131 feet of Sarasota Bay frontage, this 4 bed 4.5 bath retreat offers room to spread out, unwind, and connect indoors and out. Each bedroom opens to the outdoors with bay breezes and water views, while majestic oaks and lush tropical landscaping create a timeless Old Florida setting. Launch your kayak from the backyard, walk your private beach access every morning, and enjoy both sunrises and sunsets from ... Read more....»
135 TINA ISLAND DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 2,572 SqFt · $1,302/SqFt
Days on Market: 64
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....»
479 SOUTH CREEK DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,261 SqFt · $751/SqFt
Days on Market: 38
County: Sarasota
Subdiv/Community Name: South Creek
Legal Subdivision Name: SOUTH CREEK
Year built: 1995
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool and separate spa are wrapped in elegant travertine pavers with a covered dining area for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 10,000-pound boat lift and a dedicated kayak launch, creating seamless access to the ... Read more....»
236 SAINT JAMES PARK
OSPREY FL 34229
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 6,246 SqFt · $432/SqFt
Days on Market: 257
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 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 11-ft ceilings, gleaming marble floors, and dazzling crystal chandeliers. A Louis XVI fireplace anchors the dramatic sunken living room, while French doors and expansive windows flood the sunroom with natural light and frame sweeping golf course views. Step outside to three inviting patios—ideal for sunset cocktails, lively gatherings, or peaceful mornings overlooking the greens. A ... Read more....»
49 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,953 SqFt · $656/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS
Year built: 1989
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, ... Read more....»
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: 171
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....»
18 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,977 SqFt · $1,189/SqFt
Days on Market: 61
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: CASEY KEY
Year built: 1973
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, ... Read more....»
538 DOVE POINTE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 4,346 SqFt · $529/SqFt
Days on Market: 5
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 4-C PT 3
Year built: 2002
Garage: Yes 3 vehicles
Private Pool: Yes
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE ... Read more....»
180 LOOKOUT POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
5 Bed · 3 Bath · 1 Half Bath · 3,236 SqFt · $711/SqFt
Days on Market: 54
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
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 home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a .4-acre lot in Flood Zone X (no lender-required flood insurance), this never-lived-in five-bedroom, 3.5 ... 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: 98
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....»
140 N CASEY KEY ROAD
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,473 SqFt · $910/SqFt
Days on Market: 83
County: Sarasota
Subdiv/Community Name: Casey Key
Legal Subdivision Name: CASEY KEY
Year built: 1985
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
LIVE THE ULTIMATE COASTAL LIFESTYLE on the coveted Casey Key barrier island at this vibrant 3-bed, 3.5-bath waterfront retreat, perfectly positioned along the Intracoastal Waterway with dazzling, front-row views. Designed for unforgettable days on the water, this home features a stunning Aqua-Tech infinity edge heated pool with therapy jet ledge, where you can unwind while watching boats, jet skis, kayaks, and the occasional dolphin glide by. Set on a generous .49-acre lot with lush tropical landscaping, fresh exterior lighting, brand-new shell driveway, and beautifully re-stained cedar siding (2025), the home blends island charm with modern updates. A shared, deeded boat slip ... Read more....»
433 E MACEWEN DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 4,012 SqFt · $561/SqFt
Days on Market: 6
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: OAKS
Year built: 1998
Garage: Yes 3 vehicles
Private Pool: Yes
An exceptionally well maintained 4,012sf residence with 4 bedrooms 3 full and a half baths situated on the interior Heron golf course on a 0.61 acre lot in the private Oaks Club community. It has golf course and water views and 24 hr gated security. This custom golf course home was built by esteemed builder Arthur Rutenberg. It represents Rutenberg at his very best - stylish elegance, superior craftsmanship designed to accommodate the seamless indoor-outdoor transfer so critical to Florida living. Most prominently the home features 12 foot high ceilings in most rooms, designed to maximize the home's grander, air ... 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: 2
Cumulative Days on Market: 189
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS 2 PH 2
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
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 Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3 BEDROOMS + STUDY/DEN, 3 FULL BATHS, High Ceilings, Crown Moldings, Gas Fireplace, Engineered Hardwood Flooring, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and KITCHENAID, 3-Car Garage, Etc. An Expansive Primary Bedroom Suite ... Read more....»
85 SUGAR MILL DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 3 Bath · 4,191 SqFt · $513/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1991
Garage: Yes 2 vehicles
Private Pool: Yes
**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN boasts Quartzite counters, hardwood cabinetry, NEW Appliances include SUBZERO Refrigerator, WOLF Range and built-in coffee station, etc. The Spacious primary bedroom suite entails a bonus sitting area and multiple walk-in closets while the primary bath offers dual vanities, elegant soaking tub and custom-tiled shower. Enjoy the ... 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: 198
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 RESIDENCE 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....»
75 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 4 Bath · 4,001 SqFt · $444/SqFt
Days on Market: 50
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1983
Garage: Yes 2 vehicles
Private Pool: Yes
**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This former home of famed architect, Bo MacEwen, who also designed the breathtaking Oaks’ Clubhouse, boasts an impressive 253FT frontage along the highly sought-after Osprey Point Drive in the Bayside neighborhood often regarded as ... 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: 467
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....»
76 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 4 Bath · 1 Half Bath · 4,364 SqFt · $387/SqFt
Days on Market: 43
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: THE OAKS BAYSIDE
Year built: 1986
Garage: Yes 2 vehicles
Private Pool: Yes
COMPLETELY UPGRADED IS NOT AN EXAGGERATION! This Bo MacEwen–designed 3-bedroom, 4.5-bath home has been updated from top (RE-TILED ROOF) to bottom, with new luxury flooring surfaces throughout and over $650,000 in renovations. No expense was spared in creating a refined, sophisticated residence that still feels warm and inviting. This home truly shows like new, and a full upgrade list is available upon request. Inside, the spacious layout includes a formal dining room, formal living room, and a cozy den with gas fireplace. Crown molding, tray ceilings, plantation shutters, and custom built-ins elevate the elegance throughout. Multiple sets of French doors ... Read more....»
20 BAYHEAD LANE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,486 SqFt · $452/SqFt
New Listing!!! Days on Market: 1
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: BISHOPS COURT AT THE OAKS PRESERVE
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Live the Florida lifestyle in this rare 2017 custom-built, move-in-ready home in The Oaks Club Preserve where most other homes were built decades ago. Set on a generous lakefront lot in a non-flood zone, this modern, hurricane-secure safe residence offers peace of mind and savings on insurance. Also, the home boasts a rare oversized 3 car garage plus attic with ample plywood floor storage and central vacuum. Wake up to shimmering water views with your morning coffee, open the 16-foot panoramic sliders, and let pleasant breezes flow through, as indoor and outdoor living blend seamlessly. Spend your days relaxing by ... 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: 439
Cumulative Days on Market: 640
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....»
137 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,303 SqFt · $431/SqFt
Days on Market: 30
County: Sarasota
Subdiv/Community Name: The Oaks
Legal Subdivision Name: THE OAKS BAYSIDE
Year built: 1996
Garage: Yes 2 vehicles
Private Pool: Yes
Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home's old-world charm. A gently curved brick-bordered walkway leads through a beautifully landscaped front yard, where manicured shrubs and vibrant flowering plants frame the path to the entrance. Bathed in sunlight under a clear blue sky, the entire scene feels ... Read more....»
365 S SHORE DRIVE
OSPREY FL 34229
Residential / Single Family Residence
3 Bed · 2 Bath · 1,824 SqFt · $768/SqFt
Days on Market: 7
County: Sarasota
Subdiv/Community Name: Sorrento Shores
Legal Subdivision Name: SORRENTO SHORES
Year built: 1968
Garage: Yes 1 vehicles
Waterfront: Yes
Wake up to ever-changing INTRACOASTAL VIEWS – SUNSETS dancing across the water, BOATS gliding by, and untouched wildlife. Set on an EXTRA-DEEP WATER FRONT LOT with GULF ACCESS, this exceptional residence offers a rare blend of privacy, sweeping WATERFRONT views, timeless COASTAL DESIGN, and a DOCK WITH A 10,000LB BOAT LIFT that places open water just minutes away. A BOATERS PARADISE, this refined home remains unaffected by flooding AND IN FLOOD ZONE X, unfolds safely toward the water where EXPANSIVE BAY WINDOWS frame uninterrupted scenery. Step out your back door and hop on your boat for effortless days on the ... Read more....»
133 OSPREY POINT DRIVE
OSPREY FL 34229
Residential / Single Family Residence
4 Bed · 3 Bath · 3,679 SqFt · $367/SqFt
Days on Market: 59
County: Sarasota
Subdiv/Community Name: Oaks
Legal Subdivision Name: OAKS
Year built: 1987
Garage: Yes 2 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. Custom Home located in the exclusive gated community of The Oaks Bayside with a private pool and spa. Just across the street from Sarasota Bay. Recent improvements include updated bathrooms and a newer kitchen (with Thermador appliances) and all freshly painted. This 4 bedroom, 3 bathroom plus bonus room house is in ideal size to maintain while fully enjoying with your family and guests. All rooms overlook the pool area with large windows allowing lots of natural light yet still completely private. The large primary bedroom has two walk-in closets and ... Read more....»
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