One of the most popular communities provided by {{page_data.agentName}}

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

157 Properties Found. Page 4 of 11.

Impeccable is the only way to describe this charming, completely remodeled 3-bedroom, 2-bath residence that blends luxury with everyday comfort. No detail was overlooked in the renovation, resulting in a truly beautiful and thoughtfully designed home. The interior showcases high-end finishes throughout, including wood-look tile flooring, quartzite countertops, a stylish coffee bar, and a custom hood vent. The former Florida room has been transformed into a spacious family room, perfect for entertaining, while one of the three bedrooms is currently utilized as a home office. Outdoor living shines with a newly added side deck featuring a canopy for shaded dining, a swinging chair, grill space, and a relaxing hot tub. The home sits on the largest lot in the neighborhood, offering a generous yard and a picturesque pond view as the ultimate backdrop. Residents enjoy access to a community pool and clubhouse just a short walk away, with landscape maintenance included for truly low-maintenance living. This exceptional home is a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership.
#A4676710

OSPREY

17 BAYHEAD LANE

3 Beds

2 Baths

2,850 Sq.Ft.

$1,300,000

MLS#: A4676710

This stunning three-bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. This charming Cape Cod sets the stage for comfortable, gracious living, enjoying private preserve views. A Sonos sound system plays throughout this gorgeous home! Sit back and enjoy a peaceful afternoons and twilight dinners on the lovely newly screened Florida room. There is an additional private rooftop outdoor deck (732 sq.ft.) accessed directly from the second floor living and recreation rooms. Recent renovations in 2023 include two main floor bathrooms with exquisite high-end decorator wall tiles, as well as Italian floor tiles. Premium glass enclosures complement the premium fixtures. The spectacular master bathroom features an elegant standalone bathtub situated under a glass skylight for that Wow factor!  The powder room has also been completely renovated and features shiplap accents. The laundry room features new ceramic tile floors, newer washer and dryer, extensive shiplap walls, and a sliding barn door for the generous pantry. Additional features include crown molding throughout the ground floor and in the elegant, wainscoted dining and living areas. The bedrooms have newer ceiling fans, and the master bedroom has an oversize 52-inch decorator windmill fan, just beautiful!  The living room,   with an enhanced whitewashed fireplace and large screen TV with surround sound, is the perfect space for relaxing or entertaining family and friends.  The living room doors open to the Florida room that gives view to the secluded outdoor patio and pool area surrounded by the pristine preserve. The pool has undergone extensive updates, including a new heat pump pool heater and new filtration system. The second floor has a new flat roof (2025), installed by Curry Roofing and includes a warranty. Premium decorator light fixtures have been installed in the dining room, kitchen, and foyer. The entire exterior was painted in August 2025. This charming home, with its private setting on a double lot at the end of a cul-de-sac, is the perfect Florida retreat. Situated in the Oaks Preserve, Bishops Court features include 24 hour guarded gate access, and lawn and landscape maintenance with irrigation. Bishops Court residents can take advantage of the amenities of The Oaks Club, Sarasota's premier golf and country club. Membership, either social or golf, is required with the with home ownership.  The Oaks Club has two distinctly unique 18-hole championship golf courses, 12 hartru lit tennis courts, croquet, and pickle ball courts. There is a state-of-the-art fitness center, fine and casual dining options, and many social events for you to enjoy the seasons at The Oaks.
#A4681468

OSPREY

156 BISHOPSCOURT ROAD

3 Beds

3 Baths

3,112 Sq.Ft.

$1,299,000

MLS#: A4681468

Price reduced
**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 is plenty of space to build an oversized garage to house vehicles or create a dream workshop. Inside, you'll find a timeless blend of comfort and sophistication. The spacious interior boasts high ceilings, large windows that fill the rooms with natural light, and an open floorplan that seamlessly connects the living spaces. Nestled amid lush greenery and serene surroundings, this property stands out as more than just a house—it's a haven awaiting its next resident. Designed with both comfort and elegance in mind, every detail speaks to a lifestyle where relaxation and convenience coalesce effortlessly. Step inside, and you'll discover a space that beckons you to make it your own sanctuary.
Located in a quiet, upscale neighborhood with a charming, country-like feel, this home is just minutes from everything that makes Sarasota County one of Florida’s most sought-after destinations. The world-renowned Nokomis Beach and Siesta Key, are a short drive away, offering sun, surf, and sand any time you desire. Pine View School, consistently ranked among the top public schools in the nation, is only a few minutes away. Outdoor enthusiasts will love the easy access to the Legacy Trail, a scenic multi-use path perfect for biking, running, and leisurely strolls through nature preserves. Whether you're looking to settle into a peaceful primary residence or seeking a second home close to golf, beaches, and top-tier schools, this home offers the perfect balance of nature, convenience, and lifestyle.
The home features 5 bedroom and 3.5 bathrooms, and an oversized 2 car garage. The open concept floorplan and expansive covered patio are perfect for entertaining. The main master suite has vaulted ceilings, sliding glass doors leading to the pool and spa, an oversized walk-in closet, and the bathroom is plumbed for a soaker tub. On the other side of the home there are 4 more bedrooms, one of which also has an en-suite bathroom. For added peace of mind, this home comes with many newer updates such as: Roof 2016, Pool heater 2024, Septic tank 2024.  Both HVAC units and Pentair pool Wi-Fi controlled equipment have been updated and home has been replumbed with CPVC.
Call today to schedule a showing before this home is gone! Property is in Probate.
#A4653218

OSPREY

296 PINE RANCH TRAIL

5 Beds

3 Baths

3,481 Sq.Ft.

$1,295,000

MLS#: A4653218

COMPLETELY UPDATED WITH GORGEOUS VIEWS! Prepare to be captivated by this updated 3 bedroom, 3 bath condo in Meridian at The Oaks Preserve. This spacious residence offers a carefree, luxury lifestyle with a private elevator, open layout, and stunning views from the screened balcony. The kitchen features ample counter space, KitchenAid stainless steel appliances, and white cabinetry. The master suite includes balcony access, custom closets, and a luxurious bathroom with a soaking tub and walk-in shower. Additional features include impact glass, Kevlar windows, a dry bar, crown molding, custom lighting, and a renovated laundry room. Residents of The Meridian enjoy exclusive access to a private pool, spa, and workout room, as well as The Oaks Club’s golf courses, tennis courts, pickleball courts, WellFit Center, and social offerings. Club membership is required with homeownership.
#A4678161

OSPREY

3621 N POINT ROAD 603

3 Beds

3 Baths

2,680 Sq.Ft.

$1,295,000

MLS#: A4678161

**A RARE OFFERING, 9TH FLOOR, UPDATED PENTHOUSE with PRIVATE 2-CAR GARAGE** Enjoy the ultimate unobstructed views of Little Sarasota Bay that includes the Gulf of Mexico & Midnight Pass with Casey Key and Siesta Key in the vista. This upper-level Penthouse condo offers a tranquil, quiet residence that transports you to another world high above the preserve and waterways where birds dance and dive as the ever changing skies delight at any time of day or night, from the eastern sunrise to magnificent awe inspiring nightly sunsets. Featuring 3 bedrooms and 3 full bathrooms, this unit is light filled and spaciously designed for gracious living. It is beautifully updated with premium finishes throughout. This exceptional apartment will complement and enhance your Florida lifestyle that awaits you every day at the World Class, prestigious Oaks Golf & Country Club. There are so many beautiful updates and special features that make this condo truly special. Schedule your personal tour to view this extraordinary opportunity. In addition to 36 holes of renowned championship golf, culinary cuisine to delight every pallet and the full active sports and social events offered by membership to The Oaks Club, Meridian residents also enjoy private amenities including a heated pool and spa area along with a state of the art fitness room all nestled within the beautiful and serene parklike grounds of The Oaks Preserve behind a gated and guarded entrance for complete peace of mind and privacy. 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.
#A4677305

OSPREY

409 NORTH POINT ROAD 902

3 Beds

3 Baths

2,055 Sq.Ft.

$1,275,000

MLS#: A4677305

**FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned second-level parking spaces, and climate-controlled storage. Located behind the secure gates of The Oaks Preserve Country Club, this residence combines privacy with resort-style living. The stunning interior showcases an open floor plan with hardwood and tile flooring throughout, crown molding, two wine reserve refrigerators, and a smart Nest thermostat. The updated kitchen is appointed with granite countertops and stainless-steel appliances, including Bosch and GE Monogram. The owner’s suite offers private balcony access, a walk-in closet, and an updated bath featuring dual vanities, a custom-tiled shower, and a soaking tub. Step onto the spacious balcony—complete with hurricane shutters—and unwind while taking in gorgeous sunset views over the Gulf and Bay. Meridian residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s exceptional amenities. 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. **Please Enjoy Viewing the 3D VIRTUAL TOUR**
#A4679994

OSPREY

409 N POINT ROAD 601

3 Beds

3 Baths

2,594 Sq.Ft.

$1,250,000

MLS#: A4679994

Price reduced
One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country.                                                                                        

 

The peace and tranquility of the outdoor space is highlighted by a resort style swimming pool 40 x10 and attached 25x13 swim shelf with infinity edge, Bubblers, waterfalls, fire balls and 2400Sqft of entertainment area, including a 4 hole putting green, 

The totally remodeled home has NEW, NEW and NEW,

Three A/C’s,

Plumbing Water hot and cold,

Sewer and Drain lines,

Septic, The new septic unit has enough capacity for an additional bathroom,

Roof home and Casita,

Ceramic tile though out,

Hurricane windows and doors 6 French doors opening to backyard pool area,

 Polyaspartic flooring in garage,

Stack stone,

Samsung top line kitchen appliances with Bluetooth and Wi-Fi,

Soft close custom cabinets, Kitchen, Pantry and bathrooms,

The open floor plan is ideal for entertainment with the woodburning fireplace to the twelve-foot ceiling. The layout of the three bedrooms is split with two bedrooms on one side and the primary bedroom on the other side of the house. The casita is the perfect spot for guests, the nanny or grandma. It boasts a kitchenette and ¾ bath, both a screened in attached patio and a deck for you to read or write your novel.

There is plenty of room for your horse or cows our to plant a garden and set up a chip and putt golf course.
#A4667634

OSPREY

700 FAITH AVENUE

4 Beds

3 Baths

2,474 Sq.Ft.

$1,250,000

MLS#: A4667634

**MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of the highly sought-after Oaks Preserve Country Club community.  Step off your private elevator foyer into a brilliantly renovated, light-filled interior designed to impress.  Premium upgrades include engineered hardwood and tile flooring, a spectacular chef’s kitchen with quartz countertops and high-end appliances, crown molding, and beautifully updated bathrooms throughout.  The owner’s suite showcases serene views, private balcony access, a spacious walk-in closet, and a stunningly redesigned spa-inspired primary bath. Enjoy breathtaking western sunset views from the oversized balcony—perfect for relaxing or entertaining. Additional highlights include a climate-controlled storage unit and one covered parking space.  Meridian I offers exceptional value with a new roof (2024) and new elevators (2025/2026 – in progress). Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, plus full access to The Oaks Club’s renowned amenities. A must-see residence combining luxury, space, and lifestyle. 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 lighted), 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.
#A4678422

OSPREY

385 N POINT ROAD 304

3 Beds

3 Baths

2,778 Sq.Ft.

$1,200,000

MLS#: A4678422

Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail.  

This charming home offers a perfect blend of comfort, style, and Florida living.  Step inside to find a bright, open interior with plenty of natural light, spacious living area, and a seamless connection between indoor and outdoor living.  A newly remodeled kitchen with ample cabinetry and a seamless flow for entertaining.  The primary suite provides a peaceful retreat with generous closet space and an en-suite bath and balcony with stunning views.  Additional bedrooms are well-sized, making this home ideal for guests or a growing household.  Enjoy Florida living at its best with an inviting private backyard inground pool framed by mature landscaping perfect for relaxing, gardening, or creating your own outdoor oasis.   The backyard showcases a picturesque large pond, with a deck, making it an ideal spot for relaxing evenings.

Additionally, this property features an in-law suite with one bedroom and one bathroom, ideal for guests or extended family.  Whether you're seeking a full-time residence or a seasonal getaway, this Osprey gem delivers comfort, location, and value.  With its prime Osprey location, easy access to Sarasota and Venice, and the natural beauty of the Gulf Coast just minutes away, this home offers exceptional value and an unbeatable lifestyle.

A wonderful opportunity to own in one of Sarasota County's most desirable communities don't miss your chance to make 403 Longbow Trail your next home.
#A4672081

OSPREY

403 LONGBOW TRAIL

4 Beds

3 Baths

2,770 Sq.Ft.

$1,197,000

MLS#: A4672081

Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY FURNISHED home offers 2,374 sq ft of well-appointed living space, with water views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo includes a DEEDED 40' wet slip—providing immediate access to boating, fishing, and the Intracoastal Waterway. This home features high ceilings, brand new flooring throughout, an open layout, and a spacious kitchen with premium cabinetry and high-end appliances. The large living and dining areas flow seamlessly onto a covered balcony that overlooks the marina and bay—perfect for sunset views and outdoor dining. The primary suite is a true retreat with water views, balcony access, and a brand-new designer bathroom with a spa soaking tub, rain shower with bench seating, under-floor lighting, and modern double vanities. Residents enjoy a private, resort-style atmosphere with a heated bayside pool and spa, clubhouse, fitness center, sauna, billiards, BBQ grills, and a full-service marina. Ideally situated between Sarasota and Venice and minutes to Midnight Pass beach, this location offers easy access to waterfront dining at Casey Key Fish House and Deep Lagoon, nearby parks, and all the coastal conveniences of Osprey. This is a rare opportunity to own a spacious waterfront condo with refined interiors, exceptional views, and a dedicated 40’ slip—all within a beautifully maintained, luxury marina community. New Metal Roof on all buildings Oct 2025, AC replaced in 2020, new kitchen and bathrooms in 2024, brand new luxury vinyl flooring replaced January 2026.
#A4672639

OSPREY

14041 BELLAGIO WAY 218

3 Beds

2 Baths

2,374 Sq.Ft.

$1,150,000

MLS#: A4672639

Price reduced
Attention water lovers... take a look at this home 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 ready to explore this spectacular home that’s waiting to be yours? This spacious residence, spanning over 3,000 square feet, welcomes you with a brick-paver driveway and lush, mature landscaping along the front walkway. Continue through the gated entry to discover the tranquil sound of a soothing water feature before stepping inside. The interior boasts beautiful views of the pool and lush green landscape, hard flooring throughout, and a layout designed for both everyday living and effortless entertaining. The floor plan includes two distinct family rooms, one with a cozy fireplace, wet bar, and beverage refrigerator, and the other offering beautiful views of the pool. The primary bedroom includes an additional room with pool views, ideal for an office or exercise space...the choice is yours. A spacious laundry room, complete with a double desk and abundant storage, adds to the home’s functionality. Outside, the large lanai features a beautiful pool and provides generous covered areas, and plenty of open space for sunbathing under the clear blue sky. Recent updates include a new roof installed in 2023 and a recently refinished and resurfaced pool. The location is equally appealing, just minutes from a variety of restaurants and shopping, convenient highway access, and the soft, powdery sands of Southwest Florida's Gulf Beaches. I welcome you to visit this home... come see, come sigh, and make it your own!
#A4663579

OSPREY

1218 YACHT HARBOR DRIVE

3 Beds

3 Baths

3,297 Sq.Ft.

$1,125,000

MLS#: A4663579

Discover the charm of coastal living with the convenience of a mainland location in this beautiful Taylor Morrison home, nestled within the exclusive gated community of Bayside in Osprey, FL.  The home can be sold either furnished or unfurnished. This peaceful and friendly Intracoastal enclave features just 49 landscape-maintenance-free residences, offering an intimate and effortless coastal lifestyle.
Blending luxury, comfort, and coastal elegance, this meticulously maintained residence showcases thoughtfully curated upgrades throughout. Step inside to find refined details such as elegant crown molding and custom closets in bedrooms, as well as in the pantry and laundry room, ensuring exceptional storage and organization. The split floor plan includes three bedrooms plus a spacious den with pocket doors, creating flexibility for work, relaxation and space for guests.
The designer kitchen is a standout, featuring quartz countertops, stainless steel Monogram GE appliances, a four-burner gas cooktop and handmade pendulum lighting imported from Granada, Spain. Additional upgrades include full-property gutters and a split A/C unit in the garage—ideal for a climate-controlled environment for classic or exotic car enthusiasts.
This private, outdoor oasis is designed for both relaxation and entertainment, with  a built-in kitchen and fireplace offering a heated saltwater pool with a brand-new pump and filter. The screened-in lanai was updated in 2025 with a stunning picture-frame view of the water, enhancing the sense of openness and tranquility.
Residents of Bayside enjoy exclusive access to a private community waterfront area complete with a cozy fire pit, a community boat slip with direct access to the Intracoastal Waterway, and a newly built kayak launch. Full restoration of the remaining waterfront amenities will begin in February 2026 and have already been paid for with no future assessment. This prime location is also bikeable to Casey Key, Nokomis Beach, and the Legacy Trail within minutes.
Offering style, comfort, and effortless coastal living in one of Sarasota’s most intimate bayfront communities, this home is ready to welcome you to the best of Florida living.
#A4670043

OSPREY

3936 WAYPOINT AVENUE

3 Beds

3 Baths

2,323 Sq.Ft.

$1,089,000

MLS#: A4670043

Premier restaurant ready or any other retail concept flagship space in Bay Street Village and Towncenter located at 3983 Destination Drive, Osprey in Sarasota County. This turnkey 2,030 SF ground-floor anchor space along US-41 is ideal for a restaurant, sushi bar, deli, or specialty dining concept. Fully built out with seating for approximately 150 guests, including indoor and outdoor dining areas. The interior offers a spacious dining room and a central bar designed for efficient, high-volume service.
Second-floor space is available separately (elevator accessible) for $700,000 and includes a balcony, additional kitchen and prep areas, storage, a walk-in cooler, and an extra dining or coffee bar area, ideal for private events, memberships, or overflow seating.
Both units are easy to be split, providing flexible space options depending on the operator's needs.
CG zoning provides flexible commercial use options and strong ROI potential. Restaurant equipment conveys; furniture is available and can be updated to match your concept. The property offers excellent exposure and signage visibility with a prominent entrance tower facing US-41.
Located in a thriving, walkable destination surrounded by complementary businesses such as a breakfast and lunch bistro, art galleries, jewelry shops, a spa, a florist, a dentist and coworking spaces. More than 270 new luxury residential units have recently been completed next to the property, bringing strong foot traffic and demand.
A rare opportunity to secure a highly visible, revenue-ready space in a growing, high-traffic corridor. Matterport virtual tour, equipment inventory, and floor plans available upon request.
#TB8455523

OSPREY

3983 DESTINATION DRIVE 102

None Beds

None Baths

2,030 Sq.Ft.

$1,050,000

MLS#: TB8455523

Price reduced
Motivated Seller!!!Newly Built-Out Move-In Ready Retail / Office (GC) Zoned Space at Bay street Village!
Located in the heart of Osprey, this beautifully designed space at 3976 Destination Drive, Unit A-411, Osprey, FL 34229 is the perfect opportunity for your business to thrive. Bay street Village is a premier commercial enclave offering a mix of retail/medical and office spaces, just minutes away from The Oaks, Casey Key, and Pine view School, providing easy access to a thriving community.
This move-in ready office features modern finishes, full furnishings, and a layout designed for efficiency, allowing you to set up and start working immediately. Whether you're expanding your business or starting fresh, this space offers the perfect combination of convenience and professionalism.

Key Highlights:Newly built-out, fully furnished office space,Prime location in Baystreet Village, Osprey’s most sought-after commercial enclave. Close proximity to The Oaks Golf & Country Club, Casey Key Beach, and Pineview School
Easy access to major roads, offering quick connections to Sarasota and surrounding areas
Don’t miss this rare opportunity to position your business in one of Osprey’s best commercial locations. Schedule a tour today!
#A4643099

OSPREY

3976 DESTINATION DRIVE A411

None Beds

None Baths

2,314 Sq.Ft.

$1,000,000

MLS#: A4643099

Experience refined waterfront living in Southbay, one of the area’s most coveted boating communities. This impeccably maintained three-bedroom pool residence offers a thoughtful, split-bedroom design that balances privacy with seamless flow—ideal for both relaxed everyday living and sophisticated entertaining.  A comprehensive renovation in 2017 elevated the home with cohesive flooring throughout, fully redesigned spa-inspired bathrooms with custom vanities, updated ceilings, recessed lighting, and interior shaker doors. The home was also re-piped for water and sewer, offering both modern comfort and long-term peace of mind. The light-filled living room, accented with elegant shiplap detail, opens effortlessly to the lanai, creating a graceful indoor-outdoor connection. Outside, a private retreat awaits with a resurfaced pool, new screen enclosure, and marble pavers. Generous covered space accommodates lounging, dining, and entertaining, while sliding doors from the primary suite, living room, and family room invite the outdoors in and enhance the home’s open, airy ambiance. The primary suite is a serene escape, thoughtfully positioned for privacy and direct access to the lanai. Custom closet systems throughout the home provide elevated functionality, while the epoxy-finished garage with built-in cabinetry delivers a polished, organized finish. Mature tropical landscaping and six-foot pitch apple plantings create a secluded backyard sanctuary, complemented by stately palms that frame the home with unmistakable Florida elegance. Southbay offers a distinguished, resort-style lifestyle with a newly renovated waterfront clubhouse featuring a grand ballroom, catering kitchen, and state-of-the-art fitness center overlooking the marina. Residents enjoy a heated pool, youth pool, tennis and pickleball courts, shuffleboard, bocce, basketball courts, walking trails, and an Intracoastal waterfront park. For boating connoisseurs, the community-owned deep-water marina provides direct Intracoastal access with no fixed bridges to the Gulf. Exclusive, low-fee boat slips accommodate vessels up to 55 feet and are available only to Southbay owners. A vibrant social calendar and golf-cart-friendly streets make it effortless to enjoy community events, nearby boutiques, waterfront dining, and local beaches. Ideally located near Pine View School—Florida’s #1 charter school and one of the nation’s premier gifted programs—this residence presents a rare opportunity to enjoy luxury living within an active, waterfront enclave. A sophisticated coastal retreat where lifestyle, privacy, and boating converge—welcome to Southbay.
#D6144630

OSPREY

1486 LANDVIEW LANE

3 Beds

2 Baths

1,869 Sq.Ft.

$995,000

MLS#: D6144630

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