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Osprey

One of the most popular communities provided by Michael Graf

Osprey

About Osprey

<p>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.</p>

One of the most popular communities provided by Michael Graf

154

# of Listings

3

Avg # of Bedrooms

$403

Avg. $ / Sq.Ft.

$946,246

Med. List Price

Browse Osprey Real Estate Listings

All listings

$250,000 - $500,000

154 Properties Found. Page 5 of 11.

Welcome to your dream home! This stunning, custom-built 3 bedroom, 3 bathroom residence perfectly blends luxury, comfort, and location for the ideal Florida lifestyle. This home is nestled in a highly sought-after neighborhood offering peace, privacy, and a vibrant community feel with low HOA fees. It is situated on an over-sized corner lot, with exceptional lake-views, and just moments from several pristine beaches, the scenic Legacy Trail, Pineview School plus other nearby “A-Rated” public schools, and Oscar Scherer State Park. Being centrally located, you will enjoy all the amenities Sarasota and Venice have, including arts, entertainment, championship golf, restaurants and shopping. There are numerous property features, including: 3 spacious bedrooms, each with ample natural light and generous closet space, 3 luxurious bathrooms featuring designer fixtures and upgraded finishes, inviting living and dining areas with soaring ceilings and panoramic lake views, gourmet kitchen with custom cabinetry, granite countertops, and stainless appliances, a dedicated office with custom cabinetry, expansive screened lanai overlooking a sparkling, private pool, perfect for relaxing or entertaining, Primary Suite retreat with en-suite bathroom and direct lakeview access, Professionally landscaped grounds designed for beauty and low maintenance, Attached two-car garage with extra storage, New tile roof (June ’25) with 10-year transferable warranty, New HVAC system (2024), New Hot Water Heater (2024), New pool equipment system (2024), the home is wired and prepped for Standby House Generator, Water Softener System, Urethane Coating on garage floor. Picture yourself starting your mornings with serene lake views, enjoying the day by your private pool, and making memories with family and friends in your spacious, elegantly appointed home. Whether you’re seeking tranquil relaxation or active outdoor adventures, this exceptional property offers it all.

OSPREY

471 PARK TRACE BOULEVARD

3 Beds

3 Baths

3,341 Sq.Ft.

$749,000

MLS#: A4658368

Welcome to this Impressive 4-bedroom, 3-bath pool home located in the highly desirable Park Trace Estates in Osprey, Florida — perfectly situated in a PRIME LOCATION between Sarasota, Nokomis, and Venice. Boasting over 3,000 sq. ft. under roof, this modern, updated ranch-style home is designed for indoor and outdoor living, featuring an open, split floor plan that flows seamlessly to the spacious screened lanai and pool area, perfect for entertaining or relaxing in privacy. Every detail has been thoughtfully upgraded, including a new modern flat tile roof, freshly painted exterior, new driveway, professional epoxy garage floor, sleek front entry doors, hurricane impact windows on front/east side of home, and a high-end efficient AC system. Close to Sarasota and Tampa/StPete Airports and quick access to I-75. Enjoy the best of Florida living with top-rated Blue Ribbon PINE VIEW SCHOOL, Oscar Scherer State Park, Legacy Trail, Siesta-Nokomis-Venice Beaches, and even a dog park just moments away! Because success should feel like a getaway—live the vacation lifestyle every day here at 826 Oak Briar Lane.

OSPREY

826 OAK BRIAR LANE

4 Beds

3 Baths

3,563 Sq.Ft.

$749,000

MLS#: A4644949

On an oversized lot with a breathtaking lake view, this open floor plan turnkey-furnished residence is designed for modern living. Recent upgrades include a new roof with a 15-year transferable warranty and a new water heater, ensuring peace of mind. Enter inside to high ceilings accented with crown molding, enhancing the home's spacious and refined atmosphere. At the heart of the home is a well-designed kitchen featuring quartz countertops, abundant cabinetry, stainless steel appliances, pantry, and a cozy breakfast nook and breakfast bar. Open the large sliding doors to your screened-in pool area, an outdoor oasis for relaxation, exercise in the lap lane, or entertaining friends and family, this space is built for Florida living at its best. The primary suite is a private sanctuary, complete with dual walk-in closets, direct access to the pool and an en-suite bath with dual sinks, a walk-in shower and a soaking tub. On opposite side of the home, a versatile office/den offers flexibility for remote work or guest overflow, with a half bath conveniently just outside its door. Two additional bedrooms are generously sized and share a full guest bath that also serves as the pool bath. Additional highlights include a laundry room with storage and an oversized three-car garage. Just 10 miles south of downtown Sarasota and six miles north of Venice, Park Trace Estates is ideally positioned for convenience and recreation. You're just one block from the Legacy Trail, with miles of paths for biking, recreation and running. Nearby attractions include Oscar Scherer State Park, Bay Street Park, Nokomis and Siesta Key beaches, Gulf Harbor Marina and Blackburn Point Park, where you can kayak, paddleboard or fish. Top-rated schools, including renowned Pine View School, are close by, making this an exceptional choice for families. Enjoy a balance of luxury and comfort in a prime location for years to come.

OSPREY

463 PARK TRACE BOULEVARD

3 Beds

2 Baths

3,130 Sq.Ft.

$725,000

MLS#: N6138865

Perched on the top floor of Blackburn Harbor Residences, this 3-bedroom, 3-bath end unit is just under 2500 square feet and offers stunning, unobstructed vistas of the intracoastal waterways and Gulf of Mexico. Located within a gated, amenity-rich community, this condo features an open floor plan with high ceilings, a spacious kitchen, and a living area that seamlessly blends indoor comfort with awe-inspiring scenery. Step out onto the large wrap-around balcony—your private front-row seat to Florida’s most spectacular sunsets. The oversized primary suite offers a luxurious escape with two walk-in closets, an additional large closet, and a spa-like bathroom with a soaking tub, walk-in shower, and private water closet. The 2nd and 3rd bedrooms are generously sized, each with its own en-suite bathroom—perfect for hosting guests or providing a private, comfortable space for family members or a home office. Additional highlights include a new standing seam metal roof, two assigned parking spaces in the covered garage, and deep-water boating access with no bridges to the intracoastal—a rare find for boaters. Enjoy resort-style amenities within this meticulously maintained, pet-friendly community: heated pool, tennis and pickleball courts, kayak launch, clubhouse with fitness center, marina with available boat slips, lush walking paths, and a peaceful gazebo overlooking the water. Ideally located across from Oscar Scherer State Park and just minutes to restaurants, shopping, and award-winning beaches—Venice Beach and Siesta Key. This is the ultimate Florida lifestyle—spacious, scenic, and perfectly connected to land and sea.

OSPREY

5100 JESSIE HARBOR DRIVE 701

3 Beds

3 Baths

2,840 Sq.Ft.

$725,000

MLS#: A4655589

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF! Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3 bedrooms, 3 full baths and a formal dining room/den. With this condo you have found a best-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit with stunning maple wood floors throughout. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, and a breakfast bar. The adjoining dining room gives you room to host formal meals or could be used as a den. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is spacious with beautiful preserve views. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. GOLF or SOCIAL Membership is required and available immediately with homeownership.

OSPREY

409 N POINT ROAD 603

3 Beds

3 Baths

2,423 Sq.Ft.

$719,000

MLS#: A4601891

Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or paddleboard from a few steps away into Sarasota Bay, explore Mid night pass, Siesta Beach, nearby Bay Preserve at Osprey and Historic Spanish Point, close to Oscar Scherer State Park, Casey Key, Nokomis Beach. The large backyard offers plenty of space for entertaining, playing, or simply soaking in Florida’s year-round sunshine. Whether you're looking for a family home, a. vacation retreat, or a profitable rental property

OSPREY

110 PINE AVENUE

3 Beds

2 Baths

2,480 Sq.Ft.

$715,000

MLS#: A4646339

New on site 2 days ago

WHAT A VIEW! Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful barrier island of Casey Key. Welcome to Edgewater at Hidden Bay — a gated, 12-acre resort-style community perfectly positioned between the charm of historic Venice and the cultural vibrancy of downtown Sarasota. This impeccably maintained three-bedroom, two-bathroom plus den residence offers panoramic water views and an easy, elegant coastal lifestyle. Step inside to a bright, open-concept layout with a spacious living and dining area — perfect for entertaining or relaxing while soaking in the scenery. The gourmet kitchen is a chef’s dream, featuring stainless steel KitchenAid appliances, granite countertops, 42” real wood cabinetry, counter-height seating, and abundant storage. Coffered ceilings and 5-inch baseboards add refined architectural detail throughout. The expansive primary suite is a tranquil retreat with direct access to the balcony, dual walk-in closets, and a spa-inspired bathroom boasting dual vanities and a glass-enclosed shower. A split bedroom layout offers optimal privacy, while the full-size laundry room includes built-in cabinets and a sink for added convenience. Additional highlights include Kohler plumbing fixtures, hurricane-impact windows and doors, and an abundance of natural light throughout. Offered furnished, this home is move-in ready. Edgewater at Hidden Bay delivers exceptional amenities: a heated resort-style pool and spa, clubhouse with catering kitchen and library, fitness center, tennis and pickleball courts, kayak launch and storage, scenic boardwalk through lush mangroves, and a private fishing pier (currently being rebuilt). Enjoy unmatched access to award-winning beaches (just 6.5 miles to both Siesta Key and Nokomis Beach), Bay Street Park, Legacy Trail, Oscar Scherer State Park, shopping, dining, marinas, golf, and premier medical facilities. This is more than a home — it’s a lifestyle. Schedule your private showing today and discover the very best in waterfront living.

OSPREY

250 HIDDEN BAY DRIVE 302

3 Beds

2 Baths

2,236 Sq.Ft.

$710,000

MLS#: A4657042

Optional Turnkey! Built in 2001, this home features high tray ceilings and a smart, functional layout.

The formal living and family rooms, along with the en-suite primary bedroom, open to the lanai. The dining room includes custom built-ins, while two guest bedrooms share a hall bathroom. A private in-law suite, currently used as an office, has its own bathroom and lanai access.

The kitchen, with newer appliances, a breakfast bar, and an eat-in nook, connects to the family room with an electric fireplace. The lot backs to a wooded preserve with a pond on one side, ensuring added seclusion.

A heated community pool, just a 3-minute walk away, is ideal for gatherings. Additional features include a drilled well for sprinklers, exterior taps, a three-car garage with an EV charger, and new central heating and air conditioning unit March 2025.

Within walking distance to Pine View School, this home also offers easy access to the Legacy Trail & Gulf beaches. Seller will consider all offers.

OSPREY

644 RIVENDELL BOULEVARD

4 Beds

3 Baths

3,368 Sq.Ft.

$699,900

MLS#: A4634788

Welcome to the highly desirable Park Trace Estates where residents enjoy low HOA fees! This beautiful pool home is move-in ready and features a split floor plan with three bedrooms and a 4th-bedroom/office giving you lots of space and flexibility. Many upgrades include pool resurfacing and tile, solar pool heater, pool pump, pool filter, AC, tankless water heater, refrigerator and dishwasher. The large master bedroom features 2 walk-in closets and an spacious ensuite bathroom. The living and family rooms feature sliding glass doors that open completely to the pool and the full privacy backyard. If you love the outdoors, you’ll absolutely appreciate being close to the Legacy Trail. Osprey fishing pier and Oscar Scherer State Park are a 5-minute drive. Located between Venice and Sarasota, the gorgeous beaches of Venice, Siesta Key and Nokomis as well as the historic downtown areas of Venice and Sarasota are 15 minutes away. The highly desirable Pine View School is a bike ride away. Pristine condition and excellent location outside of flood zone makes this the perfect place where memories are waiting to be made. Schedule a visit today.

OSPREY

866 OAK BRIAR LANE

4 Beds

2 Baths

3,087 Sq.Ft.

$699,900

MLS#: A4655042

One or more photo(s) has been virtually staged. BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths and a formal dining room. Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership.

OSPREY

401 N POINT ROAD 603

3 Beds

3 Baths

2,423 Sq.Ft.

$699,000

MLS#: A4570004

Come and enjoy the perfect maintenance free lifestyle in this exquisite townhouse located in one of the finest country clubs on the gulf coast, The Oaks Golf and Country Club. Previously redesigned, this tuscan style home in the quaint and charming Bishops Court in the Oaks Preserve features 2 bedrooms, 2 1/2 baths, a spacious kitchen, and a great room overlooking a lovely lake view surrounded by canopied oaks and palm trees. The European designed kitchen has top of the line appliances (SubZero and Bosch), contemporary wood cabinetry, sleek black granite countertops and ceramic tile flooring. Venetian plaster walls adorn the home with art niches, plantation shutters, rounded archways, and Sisal carpeting. A separate laundry room and powder bath are off the entry foyer, and the private bricked balcony has space for a large outdoor table and chairs to dine al fresco.The primary and guest bedrooms are both ensuite. The main bedroom has windows overlooking the lake, two walk in closets, and a spacious bathroom with luxurious fixtures. The guest suite has built in shelving and closets for storage. Bishops Court Townhomes is part of the Oaks Country Club, where you can play two championship18 hole golf courses, tennis, pickleball, bocce, croquet and work-out in the fitness and wellness center. If you aren't into sports there are numerous social activities throughout the year to keep busy. Centrally located to Sarasota’s sugar sand beaches, Legacy Trail for biking, and the cultural arts, this is the perfect opportunity to join the Oaks, designated as a Platinum Club of America, Emerald Club of America, and Elite Distinguished Club of the World! A social or golf membership is required.

OSPREY

33 BISHOPS COURT ROAD 118

2 Beds

2 Baths

2,052 Sq.Ft.

$695,000

MLS#: A4652332

A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of Rivendell. Live so beautifully! This maintenance-free, tropically landscaped corner lot home has been eloquently updated and maintained. Featuring four bedrooms, formal dining room, two baths, two-car garage, fenced-in backyard, beautiful pool and lanai, and tile throughout most of the home. The inviting front porch is so welcoming to guests and the ideal place to enjoy morning coffee. Go inside through the beautiful glass door and you will be greeted by a meticulously maintained open, spacious floor plan and large foyer filled with an abundance of natural light. The well-designed split layout seamlessly connects the kitchen, cafe and great room, and formal dining room, creating an ideal space for entertaining family and friends. The kitchen is a chef's dream and has been updated with cabinetry, custom wine racks, granite countertops, stainless appliances, built-in desk, pantry and breakfast bar. The cafe features an aquarium window that overlooks the sparkling pool and is the ideal place to grab a quick bite before heading to the beach. The primary is large and boasts dual walk-in closets, sliding door access to the lanai and private en suite. The en suite has been updated with solid wood cabinetry, granite countertops, inlaid tile flooring, dual sinks, a garden tub, walk-in shower, linen closet and private water closet. Plenty of room for two to get ready for a night on the town. On the other side of the home, the additional two bedrooms, full bath and a pocket door create a tropical oasis for guests. The second bedroom is at the front of the house and could easily function as a den or playroom. The third bedroom includes a large bay window for extra light, and closet. In the fourth bedroom, you will find a built-in desk and cabinetry for extra storage, and the laundry room is off the kitchen and offers a large utility sink, additional cabinetry and closet for extra storage. The screened-in lanai and pool have been beautifully updated with pavers and include a fenced-in area, which would be ideal for pets. Whether you prefer lounging on the patio or hosting a barbecue, you'll find this outdoor space to be a delightful extension of the home. The low HOA fees include lawn and shrub care, heated pool, playground and walking trails with no CDD, and just a short walk on the private path to Pineview School for the Gifted. Rivendell is a well-planned and serene community with lakes and many green spaces, and abuts to Oscar Scherer Park and 200 acres of Venice Preserves. There is a recreational path to Pine View School for the Gifted and near Legacy Bike Trail. It is a pleasantly secluded neighborhood in south Sarasota, close to pristine Gulf beaches, and in between Sarasota and Venice for cultural, restaurant and shopping opportunities. Furniture available for purchase.

OSPREY

819 SHADOW BAY WAY

4 Beds

2 Baths

2,939 Sq.Ft.

$689,000

MLS#: N6139396

**GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico views! The dramatic step ceiling defines the foyer space while leading into the expansive dining room, living room and open kitchen featuring Granite countertops and Stainless Steel appliances. Both the primary bedroom suite and living room open to the balcony extending the sweeping views and providing ample outdoor living space. Premium features include Crown Moldings, High Ceilings, Luxury Vinyl Plank flooring, recently Painted Interior, etc. Owner’s Bedroom Suite features Walk-in Closet, Custom Tiled Shower, Soaking Tub and Dual Vanities, a 2nd En Suite Bedroom with walk-in closet, etc. NEW HVAC (Sept., 2024); Hurricane Impact Windows & Doors PLUS Hurricane Shutters across Balcony. This residence also offers a single covered parking space directly outside of lobby door and a climate-controlled storage unit. 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.

OSPREY

409 N POINT ROAD 502

3 Beds

3 Baths

2,250 Sq.Ft.

$685,000

MLS#: A4621353

Exceptional Investment Opportunity – Profitable Remodeled Duplex in Prime Osprey Location! Updated in 2021 with a new roof, modern kitchens, contemporary appliances, stylish flooring, and upgraded electrical systems. This income-producing gem is currently generating $112,000 in gross annual short-term rental income, making it an unbeatable addition to your investment portfolio.

Nestled on an oversized lot, the property is ideally positioned just a short walk from Little Sarasota Bay, only 1.8 miles from pristine Casey Key Beach, and a mere 5 miles from world-renowned Siesta Key, ensuring strong guest appeal and year-round rental demand.

Each thoughtfully designed unit offers comfort, style, and functionality, creating an inviting retreat for guests or tenants. The duplex comes fully furnished and turnkey, perfect for immediate move-in or continuing as a lucrative short-term rental in a booming market.

Residents enjoy the benefits of a voluntary community fee of just $75, providing access to a kayak launch for paid members. The community also boasts 12 dock slips, available on a first-come, first-served basis, adding to the allure of this unique waterfront lifestyle.

This duplex represents more than just an investment—it’s your chance to own a piece of Florida’s coveted coastal lifestyle. Don’t miss this rare opportunity to secure a high-performing, income-generating property in one of the Gulf Coast’s most desirable communities.

Contact us today to schedule your private showing and start enjoying the rewards of this exceptional property!

OSPREY

6 BAY ACRES AVENUE

None Beds

None Baths

1,887 Sq.Ft.

$685,000

MLS#: A4657806

Peace of Mind & Prime Location! Nestled in the sought-after Southbay Yacht & Racquet Club—a premier waterfront community with its own 170-slip marina on the Intracoastal—this high-elevation home (18+ ft, Flood Zone X – no flood insurance required!) offers exceptional value and lifestyle. Impact-Rated Windows, New Roof (2023). Priced Below Recent $780K Appraisal (available on request), this 3-bed, 2-bath corner-lot home with southern exposure features numerous upgrades: new roof, gutters/downspouts (2023), impact windows, impact-rated garage door, fresh exterior paint, refinished garage floor, and whole-home re-plumbed. Inside: tile flooring throughout, stainless steel appliances, large primary suite with custom shower, and spacious guest rooms. Outside: mature tropical & exotic fruit trees. Community amenities include clubhouse, tennis & pickleball, and proximity to Pine View School, Legacy Trail, beaches & more!

OSPREY

1212 WINDWARD DRIVE

3 Beds

2 Baths

2,978 Sq.Ft.

$679,900

MLS#: A4637262

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