Osprey FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,934
Status:
NEW LISTING
MLS#:
A4701662
Type:
Single Family
Subdivision:
EMERALD WOODS AT OAKS 03 PH 02
Lot size:
0.17 Acres
Year built:
2001
A broker reciprocity listing Courtesy: BRIGHT REALTY 941-552-6036
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ADDITIONAL INFORMATION

Remarkable 3 bedroom 2 bathroom home in Emerald Woods now available for purchase. Nestled in the Oaks Preserve Neighborhood and offering a maintenance free lifestyle with 24 hour guarded gate. Features include; Beautiful Tray Ceilings, Crown Moldings, Plantation Shutters, Solid Surface Countertops, Tile flooring throughout living spaces, and an Spectacular Owner’s Suite with multiple walk-in closets and sitting area.The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of The Art Fitness Center, Junior Olympic Swimming Pool, Regulation Croquet Court, 4 Pickle Ball Courts, along with numerous dining, social and recreational options. Conveniently located near Florida's top rated Pine View School, the Legacy Bike Trail, and the world renowned beaches of Siesta Key, Casey Key, and so much more. Just a short distance from shops, restaurants, and the cultural offerings of downtown Sarasota. Membership to the club is mandatory. Some images may have been Virtually Staged/Edited...

Beds:
3
Baths:
3.00
Sq.Ft.:
2,109
Status:
NEW LISTING
MLS#:
A4701000
Type:
Condo
Subdivision:
EDGEWATER/HIDDEN BAY BLDG B PH
Year built:
2019
A broker reciprocity listing Courtesy: PREMIER SOTHEBYS INTL REALTY 941-364-4000
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ADDITIONAL INFORMATION

Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,947
Status:
NEW LISTING
MLS#:
A4701532
Type:
Single Family
Subdivision:
RIVENDELL, UNIT 3-A
Lot size:
0.24 Acres
Year built:
2001
A broker reciprocity listing Courtesy: BETTER HOMES & GARDENS REAL ES 941-556-9100
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ADDITIONAL INFORMATION

Completely renovated St. Charles floor plan in the highly desirable Woodlands community of Rivendell. You must see to believe the upgrades! Just half a block to the community pool and less than five minutes to the renowned Pine View School for the intellectually gifted.Enjoy stunning brand-new granite countertops in the kitchen and bathrooms, plus beautiful ceramic tile flooring throughout the entire home for easy durability and maintenance. Gain total peace of mind with a new tile roof installed in 2023 and a new air conditioning system from 2024, making this home truly move-in ready. Located just minutes from world-famous Gulf beaches, shopping, and entertainment, this property features low HOA fees and an unbeatable location.

Open House:

Sunday, 8/9

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
2,329
Status:
NEW LISTING
MLS#:
A4701316
Type:
Single Family
Subdivision:
RIVENDELL
Lot size:
0.13 Acres
Year built:
2002
A broker reciprocity listing Courtesy: MICHAEL SAUNDERS & COMPANY 941-966-8000
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ADDITIONAL INFORMATION

Discover one of Osprey's best-kept secrets-The Cottages of Rivendell. Tucked away within The Woodlands of Rivendell, offers a lifestyle that is becoming increasingly rare. Towering oak trees create a tranquil, park-like setting, while charming front porches, white picket fences, and classic Old Florida architecture give the neighborhood its unmistakable character. This beautifully maintained 3/2 home welcomes you with an expansive great room featuring an elegant tray ceiling, creating a wonderful sense of openness. Enjoy peace of mind with numerous recent updates, including a new roof (2022), HVAC system (2025), water heater (2026), exterior paint (2026), a separate AC system for the garage, and a generator for the house. Residents enjoy exclusive access to a private community pool and clubhouse, while the Association provides landscape maintenance, allowing you to embrace a carefree, low-maintenance lifestyle. What truly sets The Cottages of Rivendell apart is its warm sense of community. Neighbors know one another, friendships flourish, and life's special moments are celebrated together, making this a truly exceptional place to call home. Ideally located just a short walk from the nationally recognized Pine View School, one of Florida's top-rated schools for the gifted, and only 5.5 miles from Nokomis Beach.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4700865
Type:
Other
Subdivision:
DRY SLIPS AT BELLAGIO VILLAGE
Lot size:
1.04 Acres
A broker reciprocity listing Courtesy: BRIGHT REALTY 941-552-6036
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ADDITIONAL INFORMATION

This high end, hurricane rated building sits ideally located between Sarasota and Venice. It is just minutes away from Midnight Pass. This slip holds a boat 32.5' in length, 9' in height and 10' in width. The marina is professionally staffed and is opened 7 days a week. Amenities include outside service racks, wash down stations, pump out, 90 octane rec fuel, water and electric on the docks, fillet tables, outside patio area, fresh deli, drinks, ice, snacks, live and frozen bait. Enjoy your day out on the water and when you return, the staff will flush your engines, wash around the waterline and put your boat to bed, leaving you the freedom to just enjoy boating.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,500
Status:
Active
MLS#:
A4700143
Type:
Single Family
Subdivision:
NORTH CREEK ESTATES
Lot size:
0.27 Acres
Year built:
2002
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-487-5600
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ADDITIONAL INFORMATION

Welcome to this exceptional John Cannon residence in North Creek Estates. Featuring a new roof (2025), this beautifully maintained home offers over 2,600 square feet of thoughtfully designed living space with soaring ceilings, refined architectural details, and an open-concept floor plan that is both spacious and functional. From the moment you step through the entryway, you'll appreciate the abundance of natural light and the seamless flow between the great room, gourmet kitchen, and dining areas, creating an inviting space for everyday living and entertaining. A cozy fireplace anchors the main living area, while oversized sliding glass doors open to the expansive screened lanai, creating a seamless transition between indoor and outdoor living. Designed with privacy in mind, each of the three bedrooms is situated in a different corner of the home and features its own private bathroom. The spacious primary suite offers direct access to the lanai, a generous walk-in closet, and a well-appointed ensuite bath. Just off the foyer is a versatile office that is also accessible through the primary suite's walk-in closet. Whether used as a home office, fitness room, hobby room, nursery, or additional sleeping area, this flexible space can easily adapt to your needs. Step outside to the expansive screened lanai, where the pool and spa overlook tranquil pond views, creating an inviting setting for relaxing or entertaining year-round. Built by respected local builder John Cannon, this home showcases quality craftsmanship and a thoughtfully designed floor plan. Conveniently located between Sarasota and Venice, it offers easy access to Gulf beaches, shopping, dining, golf, parks, the Legacy Trail, and is just minutes from Pineview School. This home offers the perfect combination of timeless design, flexible living spaces, and an exceptional Osprey location.

Open House:

Sunday, 8/9

More Open House Info >

Beds:
1
Baths:
1.00
Sq.Ft.:
658
Status:
Active
MLS#:
A4700416
Type:
Condo
Subdivision:
PINE RUN I
Lot size:
6.97 Acres
Year built:
1973
A broker reciprocity listing Courtesy: PAT WILLIAMS REALTY, LLC 941-289-6231
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ADDITIONAL INFORMATION

Rare “Treehouse” Condo Available in Pine Run! Thinking of making the move to Florida? This charming one-bedroom condominium is the perfect place to start. Or just want a tiny house for ease of living? This is it! Bright and airy, the home features soaring cathedral ceilings and abundant natural light from both the east and west. The spacious living room opens through sliding glass doors to a balcony, creating a seamless indoor-outdoor living experience. Master bedroom with en-suite bath, vaulted ceiling and another balcony! The updated kitchen boasts beautiful butcher block countertops and you’ll enjoy peace of mind that comes with a NEW TANKLESS HOT WATER HEATER. Pine Run is a vibrant, amenity-rich community offering tennis and pickleball courts, two swimming pools, a clubhouse with a fitness room and over 20 acres of mature trees, lush landscaping and a scenic pond with water feature. Ideally located between Sarasota and Venice, you’ll be just minutes from the beautiful beaches of Siesta Key and Nokomis Beach. Shopping, dining and everyday conveniences along with the Intracoastal Waterway and one of the area’s favorite waterfront restaurants, Casey Key Fish House & Tiki Bar are all just a walk away! Come take a look - your new lifestyle is waiting - make it your own!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,974
Status:
Active
MLS#:
TB8528486
Type:
Other
Subdivision:
HERON BAY CLUB SEC I
Year built:
1981
A broker reciprocity listing Courtesy: RMS ELITE PROPERTIES 727-821-1999
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ADDITIONAL INFORMATION

Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with maintenance-free grounds and an all-inclusive HOA that covers insurance, roof, exterior maintenance, landscaping, roads, pool and tennis facilities, docks/boat slips, cable TV, high-speed internet, water, trash and sewer. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated kitchen featuring raised panel maple cabinetry and new countertop, The vaulted-ceiling living room offers tranquil lake views overlooking the bay, with many evenings capped by stunning sunsets over the Bay. STORAGE! in addition to the garage there is an interior attic! Outside, a 587 sqft courtyard with a hot tub invites outdoor relaxation and entertaining and expands the indoor-outdoor living space to 2,161 sqft Community amenities include a heated bayside swimming pool, tennis court, a fishing pier, kayak launch, and dockage for 10 boats—complete with electric and water—available to residents at NO COST. This is a very private location. Located directly on Little Sarasota Bay with no fixed bridges near MIDNIGHT PASS, residents enjoy the highly sought-after Osprey location close to Siesta Key and Sarasota’s rich cultural attractions. Nokomis beach is only a few miles away. Enjoy waterfront dinning at Casey Key Fish House, The Point and Deep Lagoon Oyster House. Highly-rated medical facilities, major airports, and shopping destinations are within close driving distance. You have arrived at your final destination.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,483
Status:
Active
MLS#:
D6148025
Type:
Condo
Subdivision:
PINE RUN II
Year built:
1979
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Over $80,000 in upgrades and designer renovations by renowned Murray Homes, a symbol of luxury in Sarasota. The team included an architect, designer, and contractors to transform this Pine Run end-unit, second-floor condo into a stunning modern coastal retreat. Featuring a completely reimagined light and bright open floor plan and custom kitchen with quartz countertops, custom cabinetry, floating shelves, designer tile backsplash, stainless appliances, and workstation sink, this move-in-ready home also offers luxury wide-plank flooring throughout, beautifully updated bathrooms, newer HVAC, fresh interior paint, contemporary lighting, new trim, doors, hardware, and window treatments, new ceiling fans, new stackable washer and dryer. Primary bedroom is ensuite with a walk-in closet and both bedrooms enjoy a private balcony. The spacious screened lanai is private and overlooks lush tropical landscaping, creating the perfect setting to relax and enjoy Florida living. There is an abundance of storage closets and attic space. Covered end-unit parking with storage and guest parking. Walk to shopping and waterfront bars and restaurants. Ideally located just minutes by bike to Nokomis Beach, Casey Key, Oscar Sherer State Park, and the Legacy Trail, Pine Run offers resort-style amenities including two pools, tennis and pickleball courts, kayak storage and launch, a clubhouse, and gym. Luxury, location, and lifestyle—all in one exceptional, and updated-to-like-new condo ready for you to call home.

Open House:

Sunday, 8/9

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,474
Status:
Active
MLS#:
A4699279
Type:
Condo
Subdivision:
PINE RUN II
Lot size:
4.39 Acres
Year built:
1979
A broker reciprocity listing Courtesy: PAT WILLIAMS REALTY, LLC 941-289-6231
View additional info

ADDITIONAL INFORMATION

Bring your furniture and move right in to this popular Pine Run neighborhood. No need to worry about remodeling this condo! New coastal look ceramic tile throughout the entire home! New kitchen and appliances, new guest bathroom, new doors throughout, new light fixtures, and newly painted. Wow! First floor condo offers more outdoor living space. The patio off the main entry offers privacy and has access from the dinette area. A spacious center atrium feels like a peaceful retreat. The main covered lanai off the living room and dining room is screened in with a door to the back yard. Each bedroom has it’s own small patio with privacy fence. Kitchen is nicely equipped with washer and dryer in the dinette closet area. The hallway has large almost floor to ceiling windows looking onto the center atrium for a very open feel. Pine Run is an active community nestled between mature landscaping and trees, with many activities including pickleball, tennis, kayak storage and two swimming pools! Launch your kayaks in the Blackburn Point Park and boat launch just down the road. Pine Run is conveniently located near shopping, restaurants, major roads and Casey Key Fish House and Tiki Bar. Sarasota is about 13 miles away, Venice about 7 miles. Area beaches are close at hand with Nokomis Beach just 5 miles and Siesta Key Beach is 9 miles. You are in the heart of paradise! Come see for yourself!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,784
Status:
Active
MLS#:
A4699464
Type:
Single Family
Subdivision:
BAY ACRES - RESUB
Lot size:
0.47 Acres
Year built:
1963
A broker reciprocity listing Courtesy: THE SHORELINE FL REALTY LLC 941-544-1133
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ADDITIONAL INFORMATION

Welcome to 329 Bay Vista Ave., Osprey, FL 34229—a rare opportunity to own a beautifully renovated 2-bedroom, 2-bathroom home on an expansive lot (0.47 acre!!!) with no HOA, no deed restrictions, and endless possibilities. Inside, you'll find a thoughtfully updated interior that's move-in ready, offering the perfect blend of comfort and style. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this charming home provides easy, low-maintenance living in one of Osprey's most desirable locations. Situated on a generously sized homesite, this property offers the flexibility that's becoming increasingly difficult to find. Whether you've been dreaming of adding a pool, building a detached garage or workshop, parking your RV or boat, creating a garden oasis, or expanding the existing home, the space is here to bring your vision to life. Without the limitations of an association, you have the freedom to truly make this property your own. For those who love the Florida waterfront lifestyle, this location is hard to beat. Enjoy being just minutes from the Intracoastal Waterway, public boat ramps, Casey Key, Nokomis Beach, and waterfront dining, while having the added peace of mind of being outside of a flood zone. It's the best of both worlds—close to the water without the added concerns that often come with waterfront living. Conveniently located near the Legacy Trail, Oscar Scherer State Park, shopping, dining, top-rated schools, and with easy access to both Sarasota and Venice, this home combines location, flexibility, and lifestyle. Whether you're looking for your first home, a winter escape, or a property with room to grow, 329 Bay Vista Ave. delivers a unique combination of updated living, land, and freedom that's becoming increasingly rare to find. Bring your boat, your RV, your ideas, and your vision—because with this oversized lot, no HOA, and endless potential, the possibilities are truly limitless.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,607
Status:
Active
MLS#:
A4699089
Type:
Single Family
Subdivision:
Park Trace Estates
Lot size:
0.23 Acres
Year built:
2001
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
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ADDITIONAL INFORMATION

MODERN COASTAL MASTERPIECE OVER $200,000 IN LUXURY UPGRADES NEW ROOF HEATED SALTWATER POOL PINE VIEW SCHOOL DISTRICT Welcome to one of Park Trace Estates’ finest fully renovated homes, where sophisticated design, exceptional craftsmanship, and the Florida lifestyle come together in perfect harmony. This spectacular 4-bedroom, 3-bath residence has been extensively remodeled with over $200,000 in premium upgrades, creating a truly move-in-ready luxury retreat. From the moment you arrive, you’ll be captivated by the home’s outstanding curb appeal, featuring professionally designed tropical landscaping, an elegant paver walkway, and a welcoming entrance that immediately sets the tone for what’s inside. Step through the front door into a breathtaking open-concept floor plan showcasing soaring ceilings with custom decorative beams, an impressive floor-to-ceiling designer stone fireplace, abundant natural light, and exquisite designer finishes throughout. Every detail has been carefully selected to create a warm, elegant, and timeless coastal living experience. The heart of the home is the stunning chef’s kitchen, completely redesigned with premium finishes, featuring Bosch stainless steel appliances, oversized quartz countertops, custom cabinetry, and an expansive island perfect for entertaining family and friends. The spacious split-bedroom floor plan offers privacy and comfort, while three beautifully remodeled designer bathrooms provide a spa-like experience with luxury finishes and exceptional attention to detail.Expansive sliding glass doors seamlessly blend indoor and outdoor living, opening to your own private resort-style courtyard featuring a heated saltwater pool and spa, creating the perfect setting for entertaining or simply enjoying Florida’s year-round sunshine. Extensive Premium Improvements Include: ? NEW $60,000 Tile Roof ? NEW High-Efficiency HVAC System (2024) ? Completely Remodeled Designer Kitchen ? Premium Bosch Stainless Steel Appliances ? Oversized Quartz Countertops & Custom Cabinetry ? NEW Luxury Vinyl Flooring Throughout ? Three Fully Remodeled Designer Bathrooms ? Custom Floor-to-Ceiling Stone Fireplace ? Decorative Custom Ceiling Beams ? Freshly Painted Interior Throughout ? Freshly Painted Exterior ? Professionally Designed Custom Accent Walls with Premium Designer Finishes ? NEWER Saltwater Pool System ? NEW Pool Heater ? Aqua Whole-House Water Filtration System ? Water Softener ? NEW Water Heater ? NEW Vinyl Privacy Fence v Custom-designed green wall at the patio and at the entrance. ? Professionally Designed Tropical Landscaping (Approx. $20,000) ? Over $200,000 Invested in Quality Renovations & Improvements Located in the highly desirable Park Trace Estates, this exceptional property is just minutes from world-famous Siesta Key Beach, Nokomis Beach, the award-winning Pine View School, Legacy Trail, shopping, healthcare, and the natural beauty of Oscar Scherer State Park, offering kayaking, hiking, biking, and endless outdoor recreation. Situated in Flood Zone X with low HOA fees of approximately $55/month, this meticulously upgraded residence offers peace of mind, luxury, and an unbeatable location. This is more than a home—it’s a lifestyle. Every room reflects quality, craftsmanship, and thoughtful design. With over $200,000 invested in premium upgrades, this exceptional property is truly one of the finest opportunities currently available in Park Trace Estates.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,895
Status:
Active
MLS#:
A4698891
Type:
Condo
Subdivision:
BLACKBURN HARBOR WATERFRONT VI
Year built:
2006
A broker reciprocity listing Courtesy: KELLER WILLIAMS ON THE WATER S 941-803-7522
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. INCREDIBLE VIEWS!....INCREDIBLE LOCATION!...You Will be Wowed by the LONG WATER & SUNSET VIEWS in this Bright and Spacious (2) Bedroom (2) Bath Corner Unit with PRIVATE GARAGE located in Blackburn Harbor Waterfront Villas, a PET FRIENDLY Gated 11 acre Waterfront Resort-Style Community with: HeatedPool; Fitness Center; Kayak Storage & Launch; BBQ Gazebo; Dog Park; Walking Trails; Pickleball/Tennis and****BOAT SLIPS****for easy "no bridges" access to Intracoastal & Gulf......Abundance of Storage; Ideal Split Bedroom Floor Plan; TILE THROUGHOUT & Expansive Screened Lanai---providing the Ultimate Indoor/Outdoor Living and PERFECT for Morning Coffees, Enjoying Your Favorite Podcast and of course, SUNSET COCKTAILS!....Blackburn Harbor is Conveniently Located to EVERYTHING: Shopping; Dining; Recreation; the New Sarasota Memorial Hospital; Legacy Bike Trail and just minutes to MULTIPLE BEACHES, including TOP RATED SIESTA KEY!....Ideal as Year-Round; Vacation or Investment Property!

Open House:

Sunday, 8/16

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,446
Status:
Active
MLS#:
A4698434
Type:
Condo
Subdivision:
BLACKBURN HARBOR WATERFRONT VILLAS
Year built:
2006
A broker reciprocity listing Courtesy: MICHAEL SAUNDERS & COMPANY 941-951-6660
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ADDITIONAL INFORMATION

West-Facing Canal Views in Gated Blackburn Harbor. This second-floor, 3-bedroom, 2.5-bath condo in Blackburn Harbor Waterfront Villas puts you directly on the canal with west-facing views that make sunsets a daily event worth watching. At 2,006 square feet, the layout is spacious and light-filled — vaulted ceilings in the living, dining, primary suite and kitchen areas, two sets of sliding glass doors opening to a screened lanai over the water, and side windows that keep natural light moving through the unit all day. Canal views extend from the main living and dining areas into the primary suite, giving the heart of the home a constant connection to the water. The primary suite features a private slider to the lanai, dual closets, and an ensuite bath with dual sinks, a jetted garden tub, and a walk-in shower. The second bedroom is a spacious ensuite with a walk-in closet. The third bedroom, with its French doors, works equally well as a guest room, home office, or flex space. The kitchen and ensuite baths feature solid wood cabinetry and granite countertops. Updated stainless steel appliances complete the kitchen. Major systems: A/C (2016), water heater (2021). Blackburn Harbor is a gated, 11-acre waterfront community with a heated pool, tennis and pickleball courts, BBQ gazebo, kayak storage and launch, and a boat dock rental program (subject to availability), with easy access to the Intracoastal Waterway and the Gulf of Mexico just beyond. No trailering, no storage hassles — just head out on the water and return to the convenience of your own dock. HOA: $980/month. Pets welcome up to 40 lbs. Minutes from Nokomis Beach, The Legacy Trail, Downtown Venice, Oscar Scherer State Park, Sarasota Memorial Hospital Venice Campus, nationally acclaimed Pine View School, and the dining and shopping along US-41 — centrally located between Sarasota and Venice. Minutes away from I-75 and the 681 connector. A rare opportunity to live, entertain, and boat from the same address. Schedule your private showing today.

Beds:
5
Baths:
8.00
Sq.Ft.:
7,976
Status:
Active
MLS#:
A4698153
Type:
Single Family
Subdivision:
OAKS 2 PH 2
Lot size:
1.2 Acres
Year built:
1991
A broker reciprocity listing Courtesy: PREMIER SOTHEBYS INTL REALTY 941-364-4000
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ADDITIONAL INFORMATION

Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,511
Status:
Active
MLS#:
A4698337
Type:
Condo
Subdivision:
BAY STREET VILLAGE
Year built:
2016
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
View additional info

ADDITIONAL INFORMATION

"Location, Location, Location" The luxury Florida lifestyle you’ve been dreaming. Welcome to this beautifully appointed 3-bed, 2-bath walk-up condo in a highly desirable location in a pet-friendly gated community. Built for peace of mind, the community features solid concrete block construction and hurricane-impact windows for added safety and durability. The attached ground-level garage beneath the residence offers convenience when arriving or heading out. The open-concept layout floor plan, soaring ceilings, and split-bedroom layout create perfect privacy. Stunning chef’s kitchen, granite countertops, stainless steel appliances, and a center island with seating, walk-in pantry, and upgraded fixtures. The primary suite features a walk-in closet, a spa, a double vanity, and a walk-in shower. Two other bedrooms on the opposite side, along with a second full bathroom, gives comfort and privacy for families or guests. Relax on the screened-in lanai overlooking beautiful water views for morning coffee or evening cocktails. The Tesla charger installed in the garage is a bonus. The community is located in a prime location with quick access to US-41, I-75, Siesta Key Beach, and Nokomis Beach, Bay Street Park with its playground and dog park, and walking distance to renowned Pine View School, Walmart, and the Legacy Trail. Bay Street Village resort-style amenities include a heated pool, fitness center, and clubhouse. The monthly condo fee covering exterior maintenance, roof, water, sewer, and two gated entrances… Don’t miss this rare opportunity – call the listing agent now to schedule a private viewing.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,355
Status:
Active
MLS#:
A4697993
Type:
Single Family
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Lot size:
0.31 Acres
Year built:
1988
A broker reciprocity listing Courtesy: PAT WILLIAMS REALTY, LLC 941-289-6231
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ADDITIONAL INFORMATION

Wow! What a great price for this 2,474 square foot home in the sought after neighborhood of Southbay Yacht and Racquet Club. Unique “U” shape design gives a unique courtyard feel to the pool and lanai area. Enter into the foyer with travertine flooring and look straight ahead to the pool courtyard. This home is perfect for entertaining with the living room used as a game room with your own pool table. Dining room offers a built in bar area. Nicely equipped cherry kitchen opens to family room with fireplace and sliding glass doors onto the courtyard. Travertine floors are also in the diningroom, kitchen and family room. The primary suite is located on one side of the home while the other two bedrooms are on the other side. The primary suite also looks onto the pool area. The large courtyard offers plenty of covered space for lounging plus solar heated pool, and an above ground hot tub! All furniture can be left with the home and is negotiable if you are looking to move right in and start enjoying the fabulous Florida lifestyle. OTHER BENEFITS OF THE HOME INCLUDE RECENTLY REPLACED A/C, A GENERATOR, ROOF APROX. 13 YEARS OLD, POOL RESURFACED IN 2009. Speaking of lifestyle…there is none finer than living in Southbay! The marina which is exclusive to Southbay residents offers low dock lease fees. Renovated club house has much to offer including a ballroom, casual “livingroom” areas, two kitchens, fitness center, card room, library, community pool, pickleball courts, tennis courts and activities galore! Picturesque views, walking trails, kayak launch, kayak storage, playground, bocce ball court and more. Come explore Southbay, you won’t be disappointed!

Beds:
3
Baths:
2.00
Sq.Ft.:
3,837
Status:
Active
MLS#:
A4695429
Type:
Single Family
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Lot size:
0.3 Acres
Year built:
1991
A broker reciprocity listing Courtesy: REALTY ONE GROUP MVP 800-896-8790
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ADDITIONAL INFORMATION

Offering 3 bedrooms, 2 baths, den/office, 2,411 square feet under air, a spacious living room, a 2-car garage, and a private 14' x 37' heated pool centrally positioned as the focal point of the home. This beautifully updated, move-in-ready residence blends luxury, comfort, and the ultimate coastal lifestyle in the highly sought-after waterfront Southbay Yacht & Racquet Club - Marina Community. The thoughtfully designed split floor plan is ideal for indoor-outdoor living. Multiple rooms overlook and open directly onto the covered lanais and the private heated pool, which is framed on three sides by the home creating a stunning courtyard oasis. Dramatic floor-to-ceiling impact-rated windows and sliders (2020) frame beautiful pool views, while soaring ceilings and an abundance of natural light enhance the bright, open feel. The luxurious primary suite includes an adjoining office/den and an ensuite bath with soaking tub and custom cabinetry. Two guest bedrooms and an updated guest bath are located in a separate wing. A custom queen-size library-style Murphy bed adds flexibility for guests or workspace. Step inside to discover stunning 12” x 72” Ceramica Sant’Agostino Italian porcelain plank tile flooring (Barkwood Ash) throughout, soaring ceilings, custom millwork, new 8-inch baseboards, upgraded lighting and fans, and fresh interior and exterior paint (2025). The chef-inspired kitchen features all-new custom cabinetry, quartz countertops, a large center island with seating for 8-10, high-end 2025 GE Monogram appliances (including 48” refrigerator, induction cooktop, and wall oven/microwave), a built-in wine refrigerator, and excellent storage. The open dining area includes a beautifully integrated bar with custom cabinetry and a fireplace (ready for insert). Additional highlights include dual-zone A/C systems (new 2025), new Electrolux stackable washer and dryer (2025), spacious laundry room with utility sink and coffee/tea bar, new concrete tile roof (2020), re-plumbed (2007), oversized 2-car garage with epoxy floor and custom storage, mature tropical landscaping with irrigation, private outdoor shower, and room to add a 4th-bedroom with ensuite bath or additional garage storage. Located in the desirable Southbay Yacht & Racquet Club - Marina Community, this premier boating community features a private 172-slip deep-water marina that can handle vessels up to 58 feet for very reasonable fees. Residents enjoy low HOA fees and a wonderful social atmosphere with a clubhouse, fitness center, heated community pool, spa, tennis courts, pickleball, basketball, bocce, playground, kayak launch/storage, jet ski pads, and more. This golf cart-family friendly community offers easy access to Nokomis Beach, Casey Key, waterfront dining, shopping, Publix, Aldi, restaurants, and tiki bars. All interior and exterior furnishings, artwork, TVs, potted plants, and outdoor gas grill with pizza oven are available for purchase separately via bill of sale. This is a must-see, comprehensively updated home in Southbay.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,647
Status:
Active
MLS#:
A4697921
Type:
Single Family
Subdivision:
HARMS SUB
Lot size:
0.74 Acres
Year built:
1950
A broker reciprocity listing Courtesy: LPT REALTY 877-366-2213
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Nestled on a generous 0.74-acre lot, this 2-bedroom, 1-bath residence offers 1,211 square feet of living space in a peaceful, private setting just moments from Sarasota Bay. Set back on a semi-private driveway and surrounded by mature landscaping and fruit trees, this property provides a rare opportunity to enjoy the charm and character of Old Florida living while remaining close to all of Sarasota’s modern conveniences. The expansive lot offers ample space for outdoor living, gardening, recreation, or future improvements. Whether you’re seeking a private retreat, a renovation project, an investment opportunity, or the ideal site to build your dream home, this property presents endless possibilities. The existing home is livable and full of potential, offering a solid foundation for updates and customization to suit your vision. Enjoy the serenity of a large homesite with the added benefit of being just minutes from Sarasota Bay, local parks, shopping, dining, entertainment, and the area’s renowned Gulf Coast beaches. Properties with this combination of lot size, privacy, location, and potential are becoming increasingly difficult to find. Whether you’re an investor, builder, or buyer looking to create something special, this unique property is ready for its next chapter.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4697977
Type:
Other
Subdivision:
Dry Slips At Bellagio Village
Year built:
2006
A broker reciprocity listing Courtesy: MICHAEL SAUNDERS & COMPANY 941-951-6660
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ADDITIONAL INFORMATION

Extra-wide indoor boat rack accommodating vessels up to 33' L x 11.1' W x 9.3' H, with quick access to Midnight Pass and Venice Inlet. Marina amenities include call-ahead splash service, fuel, ice, bait and tackle, fish cleaning station, adjacent restaurant, maintenance racks, and wash-down service after each use. Condo fees cover in and outs, insurance, marina and building maintenance, staff, and equipment. Indoor storage offers year-round peace of mind and protection from the elements, while rental potential may make this an excellent Sarasota waterfront investment opportunity. Buyer to verify vessel fit and rental rules with the marina/association.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,410
Status:
Active
MLS#:
A4697473
Type:
Condo
Subdivision:
HERON HOUSE
Year built:
1985
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
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ADDITIONAL INFORMATION

**BEAUTIFULLY UPDATED WATERFRONT CONDO WEST OF THE TRAIL! BRING YOUR BOAT & KAYAK FOR DIRECT ACCESS TO THE INTRACOASTAL WATERWAY AND GULF OF MEXICO.** Unlike many Blackburn Harbor residences, this thoughtfully renovated 2-bedroom, 2-bath, second-floor condo is move-in ready, allowing the next owner to immediately enjoy the coveted waterfront lifestyle without the time or expense of major updates. The fully renovated interior showcases an impressive kitchen with quartz countertops, solid wood cabinetry, stainless steel appliances, and CoreTec luxury vinyl flooring throughout (except the guest bedroom). The spacious owner's suite features custom built-in closets and cabinetry, complemented by an elegantly updated en-suite bath. Multiple sliding glass doors open to an expansive screened balcony, where peaceful Florida nature views create the perfect setting to relax and unwind. Located within the secure, gated community of Blackburn Harbor, residents enjoy an exceptional waterfront lifestyle with boat docks (subject to availability), kayak launch and storage, direct Intracoastal access, a community pool, tennis and pickleball courts, fitness center, clubhouse, gazebo with BBQ area, and abundant natural surroundings. Private covered parking and ground-level storage are also included. Ideally situated in Osprey between Sarasota and Venice, Blackburn Harbor is just minutes from nationally ranked Pine View School, the Legacy Trail, Gulf beaches, shopping, dining, and everything the Gulf Coast lifestyle has to offer. RECENT COMMUNITY IMPROVEMENTS INCLUDE: Asphalt paving, irrigation, walkways, walkway lighting, and upgraded lighting for the tennis and pickleball courts.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,173
Status:
Active
MLS#:
A4697505
Type:
Single Family
Subdivision:
Osprey Park 2
Lot size:
0.14 Acres
Year built:
1979
A broker reciprocity listing Courtesy: MARCUS & COMPANY REALTY 941-932-8550
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ADDITIONAL INFORMATION

Incredible opportunity with a $10,000 credit to buyers at closing for costs or a rate buy-down! This low-maintenance gem is fully updated with a NEW AC, brand-new ductwork, stylish new counters/backsplash, new dishwasher, and a beautifully refreshed bathroom. The backyard is a private oasis boasting a brand-new 2025 heated saltwater pool and spa. Location is unbeatable: just .4 miles from the ocean, 10~ minutes to Venice and world-famous Siesta Key, and just a couple miles to Sarasota Square where the upcoming Sarasota Square Mall is located. Walking distance to local ice cream shop, restaurants, Walmart, and dog park! Bring the toys—no HOA and plenty of boat parking. Dog friendly buyers will appreciate the custom made dog wash station! NO FLOOD INSURANCE REQUIRED!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,889
Status:
Active
MLS#:
N6144704
Type:
Condo
Subdivision:
BAY STREET VILLAGE
Lot size:
30.45 Acres
Year built:
2015
A broker reciprocity listing Courtesy: EXIT KING REALTY 941-497-6060
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ADDITIONAL INFORMATION

Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. The popular Ibis floor plan features an open-concept kitchen, dining, and great room with 42" upper cabinets, granite countertops, a custom tile backsplash, and stainless-steel appliances. The designer-level, fully customized laundry room includes soft-close custom cabinets, a laundry sink, a custom backsplash, and a stacking washer and dryer, providing exceptional storage and functionality. The primary suite offers a water view, a barn-door entry to the bath, a custom frameless glass shower enclosure with stone flooring, a linen closet, custom closet organizers, and a designer ceiling fan with light. Bedroom two also features custom closet organizers, while bedrooms two and three include custom ceiling fans. Ceiling fans are additionally installed in the great room and the lanai for enhanced comfort. Plantation shutters are installed in the entry foyer, primary bedroom, bedrooms 2 and 3, and the family room, adding style, privacy, and a cohesive look throughout the home. Additional upgrades include upgraded carpet on the stairs and in the primary bedroom, keyless front-door entry, keyless man-door entry, and an exterior garage door keypad. Quality construction provides peace of mind with hurricane-impact windows and doors, concrete block construction, a tile roof, and a paver driveway. The monthly condo fee covers water, sewer, exterior maintenance, landscaping, gated entry, a heated resort-style pool, cabana, fitness center, and clubhouse. No CDD fees. Ideally located near Nokomis Beach, Casey Key, Siesta Key, the Legacy Trail, Oscar Scherer Park, Sarasota and Venice shopping and dining, and A-rated Pine View School. Maintenance-free Florida living at its best.

Beds:
4
Baths:
3.00
Sq.Ft.:
4,613
Status:
Active
MLS#:
A4696853
Type:
Single Family
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Lot size:
0.24 Acres
Year built:
1977
A broker reciprocity listing Courtesy: PAT WILLIAMS REALTY, LLC 941-289-6231
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Elevated luxury throughout this Southbay beauty! Step inside this one of a kind two story home and you will feel like you are at a top resort! You will enter the foyer overlooking the living room and dining room area, just perfect for entertaining highlighting a built-in buffet with wine cooler. Open the sliding glass doors ahead and enter the exquisite out door living area, heated salt water pool, spa, outdoor kitchen and dining area, all adding up to the feeling of relaxed elegance. The kitchen is a dream! Top of the line Thermador appliances including a smooth induction top stove, built in oven and microwave and for the ultimate in extravagance - a built in Thermador coffee maker. Quartzite counter tops, over sized island, custom pantry, sliding glass doors to exterior help complete this gathering spot. Located on the first floor is the spacious master suite with triple sliding doors looking onto the lanai area. Master bath with tub and an oversized window looking onto a private zen garden. The spacious second bedroom currently used as an office features corner windows and has a full luxury guest bath right out side its door. The oversized family room with vaulted ceiling and wood beam accents will be a great family retreat with a built in new state of the art fireplace and TV. Unique pebbled wallpaper adorns one wall to help maintain the resort feel. First floor laundry with built in cabinets is also on the first level. Upstairs you will find two nice sized bedrooms plus a full bath with double bowl sinks. The upstairs bonus room is a fun hideaway for a play room, office, or workout room, featuring glass French doors. Plenty of storage in this home with several attic accesses. Other important features include plantation shutters through-out, one new A/C unit in 2025, attic TAP insulation installed 2025, stackable washer and dryer 2024, new GAF coating on TPO flat roof (lanai), interior painted 2024, extensive landscaping 2025 including addition of a side private patio, and lanai wood ceiling 2025 and new hurricane rated glass in double front door. All the beautiful furnishings and decor items in the home are negotiable as well. So many more details you will just have to come and see for yourself. The Southbay Yacht and Racquet Club is a vibrant community with many amenities, activities and offers it’s own marina to residents. The marina dock fees are low and has space for most boat sizes. Also in the marina is a kayak launch and storage on site. The renovated clubhouse offers a fitness center, 99 person ballroom, livingroom, two kitchens, pool, bocce balls, tennis and pickleball. Centrally located between Sarasota and Venice, area beaches, restaurants and shopping. The local favorite restaurant, Casey Key Fish House & Tiki Bar is right down the road! Southbay is a fabulous place to live and play - and as they say, come and buy your boat a home!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,268
Status:
Active
MLS#:
A4696101
Type:
Condo
Subdivision:
VILLAS AT BELLAGIO HARBOR VILLAGE
Lot size:
4.02 Acres
Year built:
2006
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-487-1492
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Virtually Staged. Under contract- accepting back up offers. Newly priced at $949,000. Boaters, sunset lovers, and buyers seeking a true Gulf Coast lifestyle will appreciate this spacious waterfront condominium in The Villas at Bellagio Harbor Village, complete with a 37 foot wet slip included in the sale. This 3 bedroom plus den, 2 bath residence offers 2,086 square feet of living space, plus large lanai, private elevator entry, and beautiful west facing views over the water and marina. The open floor plan features a generous great room, covered lanai, large kitchen with newly painted cabinetry, interior laundry room, and two assigned under building parking spaces that are next to each other. Water views are spectacular from entry, great room, kitchen and primary bedroom. Doors leading to lanai in great room, kitchen and primary bedroom. Residents of The Villas at Bellagio Harbor Village enjoy resort style amenities including a heated waterfront pool and spa, fitness center, clubhouse, sauna, kayak launch, gated entry, elevator access, and a marina setting. Roofs were replaced in 2025. The community is ideally located near Blackburn Point, Casey Key, Oscar Scherer State Park, waterfront dining, shopping, beaches, Sarasota, Venice, and all that Osprey has to offer. Whether you are looking for a full time residence, seasonal retreat, or waterfront getaway with boating access, this condo delivers a rare combination of space, views, amenities, and an included wet slip in a beautiful coastal setting.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Osprey Real Estate

Osprey is located in Florida. Osprey, Florida has a population of 6,395. Osprey is more family-centric than the surrounding county with 17.99% of the households containing married families with children. The county average for households married with children is 17.15%.

The median household income in Osprey, Florida is $87,120. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Osprey is 58.3 years.

Osprey Weather

The average high temperature in July is 90.8 degrees, with an average low temperature in January of 50.7 degrees. The average rainfall is approximately 54.3 inches per year, with 0 inches of snow per year.

Osprey Map

Osprey Real Estate Market Conditions

  • Median sales price

    $600,000
    31.2%
    change since last quarter
  • # Active listings

    148
    30-day change

Osprey Schools and Demographics

Education near Osprey, FL

City County
High School Graduates 97.32 93.68
College Degree - 2 year 6.64 9.58
College Degree - 4 year 60.23 37.32
Graduate Degree 15.66 11.05
Expenditures per Student 13,454 13,454
Students per Teacher 15.4 15.4

Elementary Schools near Osprey, FL

Grades Students P/T Ratio ZIP
Ashton Elementary School PK - 05 896 16 34233
Gulf Gate Elementary School PK - 05 753 14.2 34231
Imagine School At Palmer Ranch PK - 08 429 14.3 34238
Laurel Nokomis School PK - 08 1,024 12.1 34275
Phillippi Shores Elementary School PK - 05 750 15 34231
Wilkinson Elementary School PK - 05 483 12.1 34231

Middle Schools near Osprey, FL

Grades Students P/T Ratio ZIP
Sarasota Middle School 06 - 08 1,270 15.9 34233
Sarasota Virtual Instruction (Course Offerings) 09 - 12 0 34231

High Schools near Osprey, FL

Grades Students P/T Ratio ZIP
Riverview High School 09 - 12 2,483 19.7 34231
Suncoast Polytechnical High School 09 - 12 541 23.5 34233

Ungraded Schools near Osprey, FL

Grades Students P/T Ratio ZIP
ESE Special Programs PK - 12 8 0.1 34231
Pine View School 02 - 12 2,186 17.6 34229
Sarasota Virtual Academy (Virtual Franchise) KG - 12 0 34233
Sarasota Virtual Instruction Program KG - 12 41 34231
Suncoast Technical College AE - AE 11 0.2 34233
Triad School 06 - 12 112 5.6 34233

Demographics near Osprey, FL

City County
Neighborhood Type Small town
Population 6,395 429,336
Population Density 1,224 771
Median Age 58.3 56.5
People per Household 2.3 2.2
Median Household Income 87,120 69,490
Average Income per Capita 62,816 48,265

Real estate near Osprey