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Osprey

One of the most popular communities provided by Michael Graf

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 Michael Graf
145
# of Listings
3
Avg # of Bedrooms
$531
Avg. $ / Sq.Ft.
$1,267,951
Med. List Price

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145 Properties Found. Page 3 of 10.

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.

$1,690,000

MLS#: A4672843

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 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

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

**INCOMPARABLE VIEW! 7th FLOOR, CORNER CONDO UNIT WITH UNOBSTRUCTED SOUTH AND WEST PANORAMA. This Spacious unit of nearly 2600sf features 3-Beds PLUS Study/Den, 3 Full Baths and includes a PRIVATE 2-CAR GARAGE. Located behind the Secure Gates of the Oaks-Preserve, Country Club neighborhood, this Light and Bright, Sought-after unit boasts a VIEW which you MUST EXPERIENCE TO BELIEVE from its Southwest Corner position in the southernmost building. This Stunning residence offers an Open Floorplan, Marble Floors, Crown Moldings, a Delightful Kitchen with Marble countertops and Stainless-Steel Appliances, beautifully wood-paneled Study/Den, and much more! The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Custom Tiled Shower and Soaking Tub. The Spacious Balcony boasts Hurricane Shutters and offers a peaceful retreat for enjoying Gorgeous Sunsets! Climate-controlled storage unit included. Meridian Condo residents enjoy private amenities including Heated Pool & Spa, Fitness and Outdoor Grill in addition to The Oaks Club’s main campus of 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**
#A4659278

OSPREY

385 N POINT ROAD 701

3 Beds

3 Baths

2,594 Sq.Ft.

$1,499,500

MLS#: A4659278

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.

$1,425,000

MLS#: A4669444

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.

$1,400,000

MLS#: N6142101

**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

**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!
#A4653218

OSPREY

296 PINE RANCH TRAIL

5 Beds

3 Baths

3,481 Sq.Ft.

$1,350,000

MLS#: A4653218

Price reduced
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 meanders into a master bath paradise. Large dining room, over-sized two car garage, laundry located next to the kitchen. The Oaks Bayside private security gate and 24-hour guard service. The Oaks has two golf courses; one was designed by Arthur hills and the other designed by Frye Stratka. A 40,000 sq. foot clubhouse offers three outstanding dining venues. Rounding out the resort are twelve HAR-TRU tennis courts, main pool and playground. Membership to Sarasota's finest country club, The Oaks, is available and required with property purchase. The Oaks Club is close to a wealth of natural and cultural amenities, dining and shopping, centers of learning, and a thousand and one ways to enjoy the great outdoors. Make this home yours today! A little TLC will go a long way! Easy to show!
#A4664295

OSPREY

133 OSPREY POINT DRIVE

4 Beds

3 Baths

3,679 Sq.Ft.

$1,350,000

MLS#: A4664295

New on site 2 days ago
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

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.

$1,300,000

MLS#: A4667634

**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

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

**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 an expansive screened lanai featuring a Solar-Heated Pool (Resurfaced in 2021) and ample entertaining space in a private and serene setting. With its HIGH ELEVATION (and NO FLOODING concerns during recent hurricanes and NO storm Damage), this residence is situated on an Oversized, Cul De Sac Lot with Circular Driveway, has wonderful curb appeal and an Ideal SOUTHERN Rear Exposure! Recent UPDATES include NEW ROOF, NEW HURRICANE IMPACT WINDOWS & SLIDING DOORS, NEW LANAI CAGE and Much More! SOUTHBAY YACHT & RACQUET CLUB is a BOATING COMMUNITY with a 170 Boat MARINA, Clubhouse, Tennis and Pickleball Courts! SOUTHBAY is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**
#A4666970

OSPREY

219 KEEL WAY

3 Beds

2 Baths

2,735 Sq.Ft.

$1,175,000

MLS#: A4666970

Experience exceptional waterfront living at Osprey Harbor Village. This 3-bedroom, 2-bath residence offers 2,374 sq ft of well-designed space with direct west-facing views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo is being sold turnkey furnished, and includes a deeded 40’ wet slip—providing immediate access to boating, fishing, and the Intracoastal Waterway. This home features high ceilings, 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, new carpet in bedrooms in 2021.
#A4672639

OSPREY

14041 BELLAGIO WAY 218

3 Beds

2 Baths

2,374 Sq.Ft.

$1,150,000

MLS#: A4672639

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