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Osprey

One of the most popular communities provided by The Graf Group of Coldwell Banker

Osprey

About Osprey

Osprey is a tranquil coastal community tucked between Sarasota and Venice, offering a perfect blend of natural beauty and upscale living. Known for its peaceful vibe, top-rated schools, and access to the Intracoastal Waterway, Osprey is ideal for nature lovers and boaters. Residents enjoy quick access to parks like Oscar Scherer State Park, waterfront dining, and nearby beaches. With elegant neighborhoods, quiet streets, and a strong sense of community, Osprey is a hidden gem on Florida’s Gulf Coast.

One of the most popular communities provided by The Graf Group of Coldwell Banker
157
# of Listings
3
Avg # of Bedrooms
$528
Avg. $ / Sq.Ft.
$1,241,103
Med. List Price

Browse Osprey Real Estate Listings

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157 Properties Found. Page 3 of 11.

Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, and finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required.
#A4680312

OSPREY

401 WALLS WAY

4 Beds

3 Baths

4,387 Sq.Ft.

$1,800,000

MLS#: A4680312

**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 the “Park Avenue” of The Oaks Golf & Country Club. A gorgeous new 4ft x 4ft “Celini Agento Italian” tile accentuates the fresh color scheme throughout this well-appointed home complete with impressive fireplace, 14-inch crown moldings, wainscoting, palladium windows and much more! The nearby, private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. The Oaks-Bayside is a truly distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the AERIAL VIDEO**
#A4672439

OSPREY

75 OSPREY POINT DRIVE

4 Beds

4 Baths

4,001 Sq.Ft.

$1,775,000

MLS#: A4672439

**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 outdoor shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Large 45ft Pebble-Tec Pool & Spa, Outdoor Kitchen space (without appliances) and an abundant covered seating area. Recent UPDATES include Freshly Painted Interior (2024), NEW POOL CAGE (2023), NEW ROOF (2018), HVAC (2018), Pool Pump, etc. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**
#A4621683

OSPREY

909 MACEWEN DRIVE

3 Beds

3 Baths

4,241 Sq.Ft.

$1,695,000

MLS#: A4621683

METICULOUSLY MAINTAINED AND THOUGHTFULLY UPDATED, THIS EXCEPTIONAL RESIDENCE IS PRIVATELY SITUATED ON A SERENE LOT WITH BEAUTIFUL GARDEN AND PRESERVE VIEWS. Located in Flood Zone “X” (no flood insurance required), the home is tucked behind the secure gates of the highly sought-after Bayside neighborhood within The Oaks Country Club, just steps from Little Sarasota Bay. The home offers 3 En Suite Bedrooms, 3 Full and 1 Half Baths. The Updated Kitchen features Quartz countertops, custom hardwood cabinetry, and premium appliances, including Sub-Zero and Wolf. A cozy family room with a wood-burning fireplace provides an inviting gathering space, while impressive Brazilian cherry hardwood flooring enhances the living and dining areas. The spacious primary suite includes a walk-in closet and a luxurious bath with dual vanities, a custom-tiled shower, and a soaking tub. Outdoor living is highlighted by a large screened and covered entertaining area, along with a stunning open-air pool overlooking the tranquil preserve. Additional features include a circular driveway and a peaceful, private setting. RECENT UPDATES include Hurricane IMPACT Windows (2019), HVAC (2021), ROOF (2014), Flooring (2020), Etc. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**
#A4678423

OSPREY

25 SUGAR MILL DRIVE

3 Beds

3 Baths

3,066 Sq.Ft.

$1,695,000

MLS#: A4678423

Price reduced
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 overlooking the pool and waterfall feature. The elegant primary suite offers marble floors, soaring ceilings, plantation shutters, and private access to the pool for an early swim or late-night dip. A glamorous dressing area leads to the spa-like bath with soaking tub, walk-in shower, and marble finishes. Two additional oversized en suite bedrooms provide comfort and privacy for guests. A large laundry room with ample cabinetry and an adjacent private sauna complete the interior. Outdoors, the free-form pool with rock outcroppings and waterfall is a showstopper, surrounded by both shaded and open areas for dining and relaxing. With two adjoining lots preserved as gardens, this home offers rare seclusion in a natural setting. Ownership includes membership in The Oaks Club, Sarasota’s premier golf and country club, featuring two championship courses, tennis, WellFit center, fine dining, and a vibrant year-round social calendar—all in the heart of South Sarasota.
#A4664436

OSPREY

422 BLUE GARDEN LANE

3 Beds

3 Baths

3,872 Sq.Ft.

$1,650,000

MLS#: A4664436

Price reduced
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 open to the very private pool area, filling the home with natural light and enhancing indoor–outdoor living. The chef’s kitchen has been refreshed and features a six-burner Viking gas range with grill, Viking hood, Sub-Zero refrigerator/freezer, butler’s pantry, breakfast bar, and dining nook. The primary suite boasts two walk-in closets and a recent down-to-the-studs, resort-level bathroom remodel—one that would make even the Ritz envious. One guest suite occupies the west wing, while a spacious second-level suite adds comfort and flexibility. Significant structural upgrades include NEW low-E hurricane-impact windows and skylights, roll-down hurricane shutters (front and rear), and a whole-house generator for added peace of mind. Exterior enhancements include a NEW paver driveway and pool deck, extensive landscape lighting, and a very private pool area with new built-in grill and bar. Located in one of the Gulf Coast’s premier country club communities, The Oaks offers two championship golf courses, HAR-TRU tennis courts, pickleball, croquet, and a state-of-the-art WellFit Center. Club membership is required with homeownership.
#A4672843

OSPREY

76 OSPREY POINT DRIVE

3 Beds

4 Baths

4,364 Sq.Ft.

$1,650,000

MLS#: A4672843

Price reduced
Showcase your dining concept at 3983 Destination Drive (Bay Street Village and Towncenter, $1,600,000, 3,871 SF CG, Osprey) – a premier restaurant-ready space in a vibrant, walkable, amenity-rich setting along US-41, steps from the waterfront and thriving residential growth. This turnkey 3,871 SF Restaurant Opportunity is a Two-story, fully built-out space with seating for ~150 guests plus outdoor dining areas. Revenue-Ready Layout – Ground floor offers spacious interior dining room, centralized bar for high-volume service, and outdoor options. Operational Efficiency – Second floor, elevator accessible, includes balcony, additional kitchen workspace, storage, walk-in cooler, and additional dining area with coffee bar ideal for private events, membership type experience or overflow seating. Prime CG Zoning – Flexible commercial use with strong ROI potential. Equipment Included – Restaurant equipment conveys; furniture available and ready for upgrade to match your concept’s brand. Outstanding Exposure – Prominent entrance tower with excellent signage visibility along Route 41. Growth Market – 200+ luxury residential units have just premiered adjacent to the property, which will bring strong foot traffic and revenue potential. Secure a prime restaurant location in a rapidly growing, high-traffic corridor with exceptional visibility along US-41. Surrounded by complementary tenants—including a breakfast and lunch bistro, art galleries, jewelry shops, a spa, a florist, and coworking spaces—this property offers a built-in audience and a rare opportunity for a sophisticated, high-end concept poised for strong long-term returns. Matterport virtual reality tour, equipment inventory, and floor plans available upon request.
#TB8428492

OSPREY

3983 DESTINATION DRIVE 102-202

None Beds

None Baths

3,871 Sq.Ft.

$1,600,000

MLS#: TB8428492

A rare opportunity to own a significantly newer, custom-built residence inside the exclusive The Oaks Club Preserve, where most surrounding homes were built decades earlier. Completed in 2017 and set on a lakefront lot in a non-flood zone, this move-in-ready, hurricane-secure home offers a level of modern construction, privacy, and peace of mind seldom found in this exclusive community. In addition, 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 the heated saltwater pool and spa, cooking in the outdoor kitchen, or hosting sunset gatherings overlooking the water in complete privacy. Inside, the home offers an easy, intuitive flow designed for comfort and simplicity. Soaring 12' ceilings, abundant natural light, and wide sightlines connect the living, dining, and gourmet kitchen spaces. They are not only easy to maintain but perfect for small and large family celebrations and entertainment. A walk-in pantry, lakefront view breakfast nook, and elegant finishes add both beauty and practicality to daily life, and the home provides abundant storage throughout, making it effortless to stay organized and clutter-free. With four bedrooms plus an office and three Carrera-marble-tile bathrooms, the home blends luxury with thoughtful function. Built to today’s strict hurricane standards with full impact windows and storm-secure structural features, it provides exceptional resilience and peace of mind on the Gulf Coast. The Oaks Club Preserve offers 24/7 guarded security and maintenance-free living, along with membership to The Oaks Club, featuring two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a fitness center, community pool, and multiple dining venues. For golfers, every day can begin with early tee times, scenic fairways, and a welcoming social calendar just minutes from home. Close to the #1-rated school in Florida, Pine View, the Legacy Trail, and world-famous Siesta Key Beach, this home delivers modern construction, luxury amenities, and a resort-like lifestyle in one of Sarasota’s premier country clubs. Own a piece of paradise and schedule your private tour today.
#A4674649

OSPREY

20 BAYHEAD LANE

4 Beds

3 Baths

3,486 Sq.Ft.

$1,575,000

MLS#: A4674649

**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 floors. The Owner’s Bedroom Suite features a Large Walk-In Closet, Custom Tiled and Glass Enclosed Shower, free-standing soaker Tub, Dual Vanities, bidet and magnificent tile work. Enjoy the utmost Privacy with a Preserve view from the expansive Courtyard and backyard. Circular Driveway with Porte-Cochere + detached 2-car Garage. Hurricane Impact Windows & Doors; Constructed per the latest Hurricane standards. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. One or more photo(s) has been virtually staged. **ENJOY THE 3D VIRTUAL TOUR**
#A4617671

OSPREY

360 N POINT ROAD

3 Beds

3 Baths

2,913 Sq.Ft.

$1,570,000

MLS#: A4617671

Experience breathtaking views of the Bay and Gulf from this spacious 3 bedroom, 3 bath end unit, featuring a separate dining room and den. Completely updated and meticulously maintained, this unit is beautifully appointed and custom features abound. A private elevator takes you to a majestic foyer which opens to the great room. Facing west the views are gorgeous from sunrise to sunset. The kitchen is high-end and stocked with top-of-the-line appliances. The master suite has a large sitting area, walk-in closets, a luxurious bath and incredible views! Spacious and lavish, this unit lives large, with the feeling of a house. Yet you enjoy a luxury lifestyle of comfort and ease with all the conveniences of condo living. With two under the building parking spaces, this is a true must see offering. There are so many special touches and features it is hard to list them all. Meridian residents have use of their own pool, spa and workout room, and can take advantage of all the other amenities of The Oaks Club, two 18-hole championship golf courses, three onsite restaurants, twelve HAR-TRU tennis courts (4 lighted), four new pickleball courts, a regulation croquet lawn, and a state-of-the-art fitness center. Club membership is required with homeownership.
#A4671431

OSPREY

385 N POINT ROAD 704

3 Beds

3 Baths

2,778 Sq.Ft.

$1,500,000

MLS#: A4671431

Sarasota County 2.5 Acre Lot directly on South Tamiami Trail in Osprey* - where Sarasota is growing and expanding! This property is zoned OPI and would be a good fit for an office/medical center or retail with residential above. Great exposure with consistently heavy traffic from Sarasota to Ft. Myers on Tamiami Trail a few minutes from Sarasota Bay, Oscar Scherer State Park, Legacy Trail, and Sarasota's dining and entertainment! *There was a correction from the Property Appraiser's Office and USPS that this lot is designated as Osprey instead of Nokomis.
#A4677866

OSPREY

2099 S TAMIAMI TRAIL N

None Beds

None Baths

1 Sq.Ft.

$1,400,000

MLS#: A4677866

2.51 Acre Lot directly on South Tamiami Trail in Osprey - where Sarasota is growing and expanding! This property is zoned OPI and would be a good fit for an office/medical center or retail with residential above. Great exposure with consistently heavy traffic from Sarasota to Ft. Myers on S. Tamiami Trail just minutes from Sarasota Bay, Oscar Scherer State Park, Legacy Trail and all that Sarasota has to offer! Property Appraiser and USPS just corrected that this lot is in Osprey - previously shown as Nokomis.
#A4677875

OSPREY

2099 S TAMIAMI TRAIL

None Beds

None Baths

2.51 acres

$1,400,000

MLS#: A4677875

**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer entrance, you will be enthralled by the Stunning Views of Little Sarasota Bay and the Gulf of America. Premium features abound throughout this Open FloorPlan and include High Ceilings, Crown Moldings, Impressive Kitchen with solid Maple cabinets, Granite countertops and Stainless Steel appliances, gorgeous Marble and Hardwood Maple flooring, ample storage, and much more! The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Soaking Tub and Stunning, Custom Tiled Shower. The Spacious Balcony offers a serene setting where you can view wonderful wildlife and Gorgeous Sunsets! Climate-controlled storage unit. The adjacent Amenity Center offers exclusive access to Meridian Condo residents and features a Heated Pool & Spa, Fitness facility and Outdoor Grilling area. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches including #1 Ranked SIESTA BEACH and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR**
#A4642397

OSPREY

3603 N POINT ROAD 702

3 Beds

3 Baths

2,545 Sq.Ft.

$1,395,000

MLS#: A4642397

Price reduced
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 water in a premium location. FULLY FURNISHED! Offering 3 BEDROOMS, 2 FULL BATHROOMS, and 1,846 square feet of true Florida living, this home’s PANORAMIC VIEWS flood it with natural light and blur the line between indoors and out. PGT IMPACT WINDOWS, ELECTRONIC SHUTTERS, rich WOOD PANELING, and CROWN MOLDING lend architectural depth and timeless coastal sophistication, creating a home that feels calm, luminous, and deeply connected to its surroundings. The kitchen features QUARTZ countertops, a GRANITE COMPOSITE SINK, and UPGRADED FIXTURES. CEDAR-accented guest bedroom ceilings, CUSTOM built-in closets throughout, and NEW LIGHTING reflect thoughtful stewardship. ADDITIONAL UPGRADES include a new REVERSE OSMOSIS WATER FILTERATION SYSTEM AND WATER HEATER (2023) and AIR DUCTS (2025). Outdoor living is the centerpiece. The PRIVATE DOCK AND OUTDOOR FIRE PIT are natural extensions of the home, inviting morning coffee, sunset cocktails, and manatee sightings. Boat amenities were meticulously maintained with NEW MOTOR CAPACITORS (2023), and BOAT LIFT CABLES AND DOCK LIGHTS (2024). Lush landscaping in the GENEROUS FRONT YARD enhances curb appeal, while mature trees provide tropical PRIVACY, with plenty of room for a POOL. Homes with this DEPTH, PRIVACY, and INTRACOASTAL ACCESS are RARELY available. This is not simply a WATERFRONT HOME – it is a BOATING LIFESTYLE defined by light, movement, and an ever-changing horizon. Just a 2 minute boat ride to the Intracoastal Waterway, 25 minutes to the Gulf of Mexico and 10 minutes to Casey Key Fish House and Tiki Bar! Call for a private tour of this beauty!
#N6142101

OSPREY

365 S SHORE DRIVE

3 Beds

2 Baths

1,824 Sq.Ft.

$1,380,000

MLS#: N6142101

Price reduced
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 like a serene countryside retreat—refined, welcoming, and effortlessly picturesque. In the main house, you’ll find high ceilings throughout, two bathrooms, three bedrooms, a formal dining room, and a large, dedicated office. Separate from the main home is a large, one-bedroom casita with a vaulted ceiling, full bath, kitchenette, and room for a workspace. The huge, fully-screened, 1,000 SF courtyard is beautiful with a vaulted pool cage, pool with built-in waterfall and a spa, and both sunny and shady areas perfect for morning coffee, lunch, or evening cocktails. This home has everything to serve your needs, including those of multigenerational living and visiting guests. Step inside this courtyard style home and you will be greeted by a lovingly maintained, spacious, open floor plan interior. The high ceilings, skylights, and doors surrounding the courtyard ensure that every inch of the home is filled with light. The kitchen features a wide expanse of countertops including two sinks, a range with an ultra-quiet external fan range hood, and a dishwasher. Surrounded by maple cabinetry and including a built-in microwave and refrigerator, this space will bring the joy of cooking to a chef of any level. The master suite is huge and features two walk-in closets, and an incredible bathroom with clerestory windows, dual sinks in the main area of the bathroom and one in the water closet, a jetted tub and a separate walk-in shower. The two guest bedrooms within the main part of the house are good sized, and there is a large laundry room with a utility sink and new washer and dryer. Add to this all the practical features of A NEWER ROOF, IMPACT EXTERIOR FACING WINDOWS, RECENTLY REDONE POOL SURFACE AND EQUPIMENT, AND A 2 CAR GARAGE WITH TONS OF STORAGE SPACE, and you have everything you need to live an incredible lifestyle in The Oaks Bayside. Membership in The Oaks Club, Sarasota’s premier golf and country club, is mandatory with homeownership.
#A4669444

OSPREY

137 OSPREY POINT DRIVE

4 Beds

3 Baths

3,303 Sq.Ft.

$1,345,000

MLS#: A4669444

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