Osprey FL Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
3,106
Status:
Active
MLS#:
A4678422
Type:
Condo
Subdivision:
MERIDIAN AT THE OAKS PRESERVE
Lot size:
2.41 Acres
Year built:
2000
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
View additional info

ADDITIONAL INFORMATION

**MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of the highly sought-after Oaks Preserve Country Club community. Step off your private elevator foyer into a brilliantly renovated, light-filled interior designed to impress. Premium upgrades include engineered hardwood and tile flooring, a spectacular chef’s kitchen with quartz countertops and high-end appliances, crown molding, and beautifully updated bathrooms throughout. The owner’s suite showcases serene views, private balcony access, a spacious walk-in closet, and a stunningly redesigned spa-inspired primary bath. Enjoy breathtaking western sunset views from the oversized balcony—perfect for relaxing or entertaining. Additional highlights include a climate-controlled storage unit and one covered parking space. Meridian I offers exceptional value with a new roof (2024) and new elevators (2025/2026 – in progress). Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, plus full access to The Oaks Club’s renowned amenities. A must-see residence combining luxury, space, and lifestyle. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts (4 lighted), 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.

Beds:
4
Baths:
4.00
Sq.Ft.:
5,670
Status:
Active
MLS#:
A4676505
Type:
Single Family
Subdivision:
OAKS
Lot size:
0.61 Acres
Year built:
1998
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*

Beds:
3
Baths:
2.00
Sq.Ft.:
1,760
Status:
Active
MLS#:
A4676179
Type:
Single Family
Subdivision:
BAY ACRES - RESUB
Lot size:
0.23 Acres
Year built:
1956
A broker reciprocity listing Courtesy: SUN N SAND REAL ESTATE LLC 574-252-6049
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ADDITIONAL INFORMATION

Location, Location. In the Heart of Osprey, centrally located in the highly sought-after well-established Bay Acres Community. Lowest priced home west of the Taril. These 3 bedrooms 2 bath ranch home is West of 41 within 10-minute commutes to downtown Sarasota and downtown Venice, Florida. Across the street from Walmart with bus transportation to Sarasota and Venice. You can walk to Walmart, the post office and two Tiki bars. You can launch your kayak from the private waterfront park on a protected bay with dockage for boats up to 22 feet. There is a waiting list for the dockage. Bay Acres is a non-deed-restricted neighborhood. You can park your RV or commercial vehicles on your property. Major updates include new roof, 3 years old, exterior paint 3 years, New HVAC this year, a Water treatment system recently installed and a rescreened lanai. Some interior updates have been done, but most need personal touches. This house has a new neighbor owned fence at the back of the lot and no fence at either side. The lot is large enough for a pool.

Beds:
3
Baths:
3.00
Sq.Ft.:
5,193
Status:
Active
MLS#:
A4674865
Type:
Single Family
Subdivision:
TRINITY ACRES
Lot size:
2.53 Acres
Year built:
1995
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Private Key West–style retreat on 2.53 wooded acres in Osprey. Rarely does a property of this size become available in such a convenient location—just minutes from Pine View School, shopping, restaurants, and the Intracoastal Waterway—yet offering the privacy and space of a true country setting. This combination of acreage and accessibility makes the home exceptionally unique for the area. A generous 37x60 paver-brick patio surrounds the screened lap-style pool, now protected by a freshly updated pool cage. Multiple French doors open to wide second-floor decks overlooking the peaceful wooded backdrop. A recently added metal roof enhances durability, longevity, and value. Inside, the home features oak hardwood floors, vaulted tongue-and-groove cypress ceilings, and a striking wood-burning fireplace that add warmth and character throughout. The kitchen and baths retain their classic charm and present an excellent opportunity for updating to suit modern preferences. The flexible layout includes two potential primary suites and a first-floor bonus room with full bath that works well for guests or creative uses. The lower level remains plumbed for a second kitchen and laundry, offering an easy path for future installation or multigenerational living. With no deed restrictions and an expansive amount of usable land, this country estate in town offers endless potential—whether for hobbies, animals, enhancements, or simply enjoying the quiet beauty of its natural surroundings.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4672823
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 slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4674344
Type:
Other
Subdivision:
Dry Slips At Bellagio Village
Lot size:
1.04 Acres
A broker reciprocity listing Courtesy: BRIGHT REALTY 941-552-6036
View additional info

ADDITIONAL INFORMATION

The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week

Beds:
3
Baths:
3.00
Sq.Ft.:
2,203
Status:
Active
MLS#:
A4672342
Type:
Condo
Subdivision:
Meridian At The Oaks Preserve
Year built:
2000
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-383-6411
View additional info

ADDITIONAL INFORMATION

TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bedrooms, 3 full baths, and a dining room, all enhanced with NEW FURNISHINGS. OFFERED TURNKEY, ALL YOU NEED TO DO IS MOVE IN AND START ENJOYING A CAREFREE LIFESTYLE ON FLORIDA’S GORGEOUS GULF COAST. Enter through the secure lobby and take your private elevator to this lovely unit. The light-filled interior features crown molding, high ceilings, tile, and engineered hardwood floors. The open kitchen boasts a breakfast bar, pantry, white cabinets, and granite countertops. Washing up after cooking a gourmet meal is a pleasure with the view over the great room. The master suite, like most rooms in the unit, offers beautiful views and features a walk-in closet and a luxurious master bathroom with a soaking tub, separate walk-in shower, dual sinks, a built-in vanity, and ample cabinets and counter space. The two additional bedrooms are generously sized, with one featuring a custom-built Murphy bed for flexible use. Put it up for day-to-day living and take it down to accommodate visiting guests. When evening comes, there is no better place to toast the end of another picture-perfect day than the screened balcony, where you can witness some of the most spectacular sunsets you will ever see. Meridian residents can enjoy the nearby residents-only pool, spa, and gym, as well as all the offerings of The Oaks Club, including two championship golf courses, an incredible tennis program, pickle ball courts, a state-of-the-art WellFit center, a variety of dining options, and a celebrated social calendar. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,963
Status:
Active
MLS#:
A4672081
Type:
Single Family
Subdivision:
PINE RANCH
Lot size:
2 Acres
Year built:
1978
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,877
Status:
Active
MLS#:
A4672222
Type:
Single Family
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Lot size:
0.4 Acres
Year built:
1986
A broker reciprocity listing Courtesy: PREMIER SOTHEBYS INTL REALTY 941-364-4000
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ADDITIONAL INFORMATION

Virtually Staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a .4-acre lot in Flood Zone X (no lender-required flood insurance), this never-lived-in five-bedroom, 3.5 bath, 3,236-square-foot home blends solid block construction with high-end design and cutting-edge technology. No detail was overlooked, including a standing seam metal roof, all new high-velocity impact windows, hurricane-rated garage doors and fully integrated Alexa features throughout. Wide-plank wood floors lead through a thoughtfully designed layout featuring custom built-ins including a kitchen desk, mudroom storage, dining room bar with wine refrigerator and living room shelving with glass doors. The kitchen is a showstopper with two large quartz islands, top-of-the-line Thermador appliances, a microwave drawer, concealed refrigerator, gas range with double ovens and a custom glass-door butler’s pantry. French doors at the entry feature Alexa-controlled electronic glass for your choice of instant privacy or transparent green views, while oversized sliders in the main living area fully retract for seamless indoor-outdoor living. The massive laundry room is a dream with two washers, two dryers, abundant storage and countertop space. Outside, enjoy a stunning new saltwater pool with cage, paver decking, and a state-of-the-art outdoor kitchen including storage and pullout drawer refrigerators, ideal for entertaining. The oversized garage offers excellent storage and the home’s elevation offers added peace of mind. Southbay is one of Sarasota County’s desirable waterfront communities with an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball, kayak storage and a seven-acre deep-water marina accommodating boats up to 55 feet. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events. Near SR 681, with easy access to downtown Sarasota, Venice, beautiful beaches and A-rated schools including Laurel Nokomis, Sarasota Middle, Venice High, Pine View and the European Academy. This is a rare opportunity to own a turnkey, top-tier home in an unmatched boating community.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,423
Status:
Active
MLS#:
A4671958
Type:
Condo
Subdivision:
MERIDIAN AT THE OAKS PRESERVE
Year built:
2003
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-383-6411
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ADDITIONAL INFORMATION

Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! 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, four 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. There is currently no waiting list for either Golf or Sports/Social membership.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,953
Status:
Active
MLS#:
A4671762
Type:
Single Family
Subdivision:
Oaks
Lot size:
0.4 Acres
Year built:
1989
A broker reciprocity listing Courtesy: MICHAEL SAUNDERS & COMPANY 941-349-3444
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ADDITIONAL INFORMATION

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Beds:
4
Baths:
6.00
Sq.Ft.:
4,346
Status:
Active
MLS#:
A4669491
Type:
Single Family
Subdivision:
Oaks 2 Ph 4-c Pt 3
Lot size:
0.83 Acres
Year built:
2002
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
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ADDITIONAL INFORMATION

**ELEGANT UPDATED RESIDENCE IN THE OAKS MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. 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**

Beds:
2
Baths:
2.00
Sq.Ft.:
1,725
Status:
Active
MLS#:
TB8443161
Type:
Townhouse
Subdivision:
Towns-end Shores
Lot size:
0.07 Acres
Year built:
1997
A broker reciprocity listing Courtesy: REALTY OF RIVERVIEW LLC 813-863-3948
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ADDITIONAL INFORMATION

PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches. Walking distance to Casey Key Mainland (Chef Rolfs), private community Shoreland Park & Oscar Scherer State Park. Minutes away from COSTCO, Publix, Target, Richard's, YMCA Potter Park, waterfront dining (Casey Key Fish House & Tiki bar - waterfront , Spanish Point restaurant & Tiki Bar. The townhouse is close to Laurel Rd and Sarasota Memorial Hospital. Property is managed by owner. Timely response to accommodate your needs. Summary of amenities: PARKING: 2-CAR TANDEM GARAGE HOA PRIVATE COMMUNITY 1 BLOCK FROM INTERCOASTAL SCREENED BALCONY CEILING FANS VAULTED CEILING CENTRAL AIR UPGRADED TALL CABINETS GRANITE COUNTERTOP STAINLESS STEEL APPLIANCES CONVECTION RANGE/OVEN/AIRFRYER MICROWAVE DISHWASHER IN-SINK DISPOSAL SMART REFRIGERATOR DINING ROOM & FAMILY ROOM MASTER BEDROOM WITH WALK-IN CLOSET MASTER BATH GUEST BEDROOM ADDITIONAL STORAGE IN LOWER FLOOR OR GARAGE AIR CONDITIONING WASHER/DRYER SPRINKLER SYSTEM COMMUNITY SWIMMING POOL WITH LOUNGE CHAIRS + USE OF CASEY KEY MAINLAND POOL WALK/BIKE TO TOP RATED PINEVIEW SCHOOL, WALLMART, POST OFFICE, LEGACY BIKE TRAIL CLOSE TO SIESTA KEY, NOKOMIS BEACH, VENICE BEACH, OSCAR SCHERER STATE PARK HUGE FURNISHED BONUS ROOM ON FIRST FLOOR OUTDOOR GRILL Turn-key ready!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,322
Status:
Active
MLS#:
A4669083
Type:
Single Family
Subdivision:
CASEY KEY
Lot size:
0.59 Acres
Year built:
1973
A broker reciprocity listing Courtesy: PREMIER SOTHEBYS INTL REALTY 941-364-4000
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience.

Open House:

Sunday, 9/20 11:00-4:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,452
Status:
Active
MLS#:
A4668240
Type:
Manufactured Home
Subdivision:
ARBORS
Lot size:
0.12 Acres
Year built:
1977
A broker reciprocity listing Courtesy: FINE PROPERTIES 941-782-0000
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ADDITIONAL INFORMATION

Perfect Home for a SNOW BIRD OR A "YEAR-ROUNDER "!! The Arbors is the BEST of the Florida sun belt communities. THE ROOF -- New in 2022 with 15-Year Transferable Waranty. THE CARPORT -- New 2023 No leaks. This lovingly maintained manufactured home is in a PET FRIENDLY zone. Your LOW $215/month HOA provides: YOUR Water. YOUR Sewer. YOUR Lawn care. YOUR Cable service. A lucky buyer could move in right away and make some upgrades as needed. YOU and your fellow homeowners will own the company that owns the park. it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with low HOA dues. Better take a look before the bidding war starts.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,096
Status:
Active
MLS#:
A4667263
Type:
Single Family
Subdivision:
Casey Key
Lot size:
0.49 Acres
Year built:
1969
A broker reciprocity listing Courtesy: DOUGLAS ELLIMAN 941-867-6199
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ADDITIONAL INFORMATION

Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,929
Status:
Active
MLS#:
A4666421
Type:
Single Family
Subdivision:
HARMS SUB
Lot size:
0.5 Acres
Year built:
1981
A broker reciprocity listing Courtesy: EXP REALTY LLC 800-486-1794
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ADDITIONAL INFORMATION

Under contract-accepting backup offers. Beautifully renovated and move-in ready, this exceptional property offers the perfect blend of privacy, comfort, and investment potential. Situated on over half an acre along a private, tree-lined street, the home is surrounded by lush tropical landscaping, creating a peaceful oasis just minutes from everything Sarasota has to offer. Step inside to discover a spacious, thoughtfully updated interior featuring modern finishes and an effortless flow between indoor and outdoor living spaces. The heated pool and expansive screened lanai provide the perfect setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. This turnkey home has been meticulously maintained and boasts a proven track record as a successful income-producing rental. Major upgrades offer peace of mind, including a complete interior renovation, new roof, and pool cage rescreening (2021), pool pump (2022), HVAC system (2023), and a new water heater, well pump, and garage door opener (2024). Additional recent improvements include an automated pool cleaner and septic system flush (2025). Perfectly positioned between Sarasota and Venice, you’ll enjoy easy access to world-class beaches, waterfront dining, shopping, and entertainment. Nature lovers will appreciate having Oscar Scherer State Park directly across the street, offering scenic trails, kayaking, and renowned birdwatching, while the Osprey Junction Trailhead provides quick access to the Legacy Trail just minutes away for biking, walking, and outdoor recreation. With NO HOA restrictions and ample room for a boat, RV, or other recreational vehicles, this property offers a rare combination of flexibility and freedom. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing investment, this beautifully updated home delivers the Florida lifestyle you’ve been looking for.

Beds:
2
Baths:
2.00
Sq.Ft.:
2,125
Status:
Active
MLS#:
N6140508
Type:
Townhouse
Subdivision:
TOWNS-END SHORES
Lot size:
0.1 Acres
Year built:
1999
A broker reciprocity listing Courtesy: RE/MAX ALLIANCE GROUP 941-486-8686
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this light-filled, beautifully maintained 2-bedroom, 2-bath townhome in the highly desirable Town-End Shores community of Osprey. With LOW HOA FEES $150.00 PER MONTH and GROUND MAINTENANCE INCLUDED IN FEE this townhouse is designed for comfortable living and easy entertaining, the open-concept main level features a spacious living room, dining area, and a bright Florida room with sliding glass doors that fill the home with natural light. The stunning kitchen showcases granite countertops, contemporary cabinets, Stainless Steel Appliances and space for gathering with family and friends. Architectural details including tray ceilings, crown molding, and 9-foot ceilings add elegance, while wood-look tile and luxury vinyl plank flooring provide beauty and durability throughout. Upstairs, you'll find two bedrooms, including a spacious primary suite with a walk-in closet. A rare bonus for a townhome, the attached two-car garage offers ample room for vehicles, storage, and hobbies. Residents enjoy access to the community pool, perfect for cooling off on warm Florida days or relaxing poolside. Ideally located just minutes from world-renowned Gulf beaches, shopping, restaurants, Oscar Scherer State Park, and the Legacy Trail, this home offers the best of Florida's outdoor lifestyle. Whether you're searching for a full-time residence, a winter getaway, or an investment opportunity, this move-in-ready townhome is one you won't want to miss. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,246
Status:
Active
MLS#:
A4664085
Type:
Single Family
Subdivision:
Bishopscourt At The Oaks Preserve
Lot size:
0.24 Acres
Year built:
2002
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 941-383-6411
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ADDITIONAL INFORMATION

Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership

Beds:
3
Baths:
2.00
Sq.Ft.:
2,815
Status:
Active
MLS#:
A4660895
Type:
Single Family
Subdivision:
BAY OAKS ESTATES
Lot size:
0.23 Acres
Year built:
1995
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
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ADDITIONAL INFORMATION

**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers an expansive, private retreat complete with walk-in closets, dual vanities, Jacuzzi tub, custom-tiled shower, Italian smart toilet-bidet, etc. A complete List of Recent Upgrades is attached and available upon request and includes but is not limited to NEW Kitchen & Baths, Interior and Exterior Paint, whole home LED lighting and smart fans, built-in Sound System, Flooring (tile, luxury vinyl, carpet), Washer & Dryer, water filtration, exterior LED lighting, pavered driveway, Irrigation system, privacy fence, storage shed and So Much MORE! Relish in the utmost Florida lifestyle with a Saltwater Pool in a large, screened lanai with covered seating area while overlooking the serene and private landscape. Enjoy peace of mind with NEW HURRICANE IMPACT WINDOWS and DOORS, MASONRY Wall Construction, and a structure situated in Flood Zone “X”. LOW HOA. Ideally Located close to Area Beaches including #1-Rated SIESTA BEACH, the Popular LEGACY BIKE TRAIL, #1-Rated PINE VIEW SCHOOL, Shopping, Downtown Sarasota and Venice cultural venues, and all that Florida’s Gulf Coast Living has to offer. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR**

Beds:
3
Baths:
4.00
Sq.Ft.:
4,519
Status:
Active
MLS#:
A4659276
Type:
Single Family
Subdivision:
Oaks 2 Ph 2
Lot size:
0.64 Acres
Year built:
1992
A broker reciprocity listing Courtesy: GENEROUS PROPERTY 941-275-9399
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ADDITIONAL INFORMATION

**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, and much more! An Expansive Primary Bedroom Suite features a Bonus Room, Walk-In Closet, dual vanities, soaking tub and custom-tiled shower. Enjoy OUTDOOR LIVING at its FINEST in an Expansive, Screened Lanai with PEBBLETEC Pool & Spa and Outdoor Kitchen in a serene setting. ROOF (2015). 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**

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
A4658755
Type:
Other
Subdivision:
Dry Slips At Bellagio Village
Lot size:
1.04 Acres
Year built:
2006
A broker reciprocity listing Courtesy: MICHAEL SAUNDERS & COMPANY 941-951-6660
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ADDITIONAL INFORMATION

Dry boat slip for sale at Osprey Harbor Village, hurricane-protected dry storage with top-tier amenities! Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 33L x 9.5W x 6.5H. With valet boat service, full-time staff, wash, fuel, and pump-out stations, fish cleaning tables, a bait and tackle shop, maintenance racks, picnic tables, restrooms, an on-site restaurant, deli, and ship store, its a boaters dream. Call ahead for splash, fueling, and even have your deli order waiting when you arrive. Enjoy quick access to Midnight Pass and the Venice Inlet, along with the peace of mind that comes from hurricane-safe indoor storage that could even reduce your insurance costs. Skip the storm prep, protect your investment, and enjoy effortless boating with first-class service at Osprey Harbor Village.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,657
Status:
Active
MLS#:
A4656074
Type:
Single Family
Subdivision:
PALMS/CASEY KEY
Lot size:
0.14 Acres
Year built:
2018
A broker reciprocity listing Courtesy: HORIZON REALTY INTERNATIONAL 941-238-0953
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ADDITIONAL INFORMATION

Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not considered a high-risk zone (Zone X) and features four spacious bedrooms and two full bathrooms, along with a two car garage and a large driveway for additional parking. Step into the kitchen, and you'll find elegant quartz countertops, upgraded 42" Timberlake latte cabinets, a stylish backsplash, a large walk-in pantry, and stainless-steel appliances. The master retreat offers a tranquil area with a spacious bedroom. Plantation shutters and 18x18 tiles complemented by hard floors throughout the entire house. The residence has hurricane shutters, Low-E windows, and a generator hook-up. A large 26x10 covered lanai provides space for relaxing and entertaining. The Palms at Casey Key is a lovely neighborhood with low HOA fees that offers a sense of privacy. Imagine the ease of having your boat just minutes away at the nearby Casey Key Boat Launch, ready whenever you are. They say location is everything, and this home truly delivers on that promise. Ideally situated, it offers immediate access to everyday conveniences: restaurants, grocery stores, and a quick connection to I-75. Dog lovers will appreciate the brand-new dog park nearby, perfect for playtime and socializing. Just under a mile from your front door, the Casey Key Boat Launch and the lively Tiki Bar invite you to unwind and enjoy days by the water. Families will love the close proximity to the prestigious Pine View School, renowned for academic excellence and ranked as the number one high school in Florida, the second-highest elementary school in the US, and the third-highest middle school in the US. Beyond the neighborhood, you'll find easy access to Siesta Key Beach, top-tier golf courses, vibrant cultural attractions, and exciting entertainment options. With low HOA fees and no CDD fees, this home offers the freedom to live your dream Florida lifestyle, without the rising costs of new construction. Move-in ready and like-new, this residence is a perfect blend of character and delightful charm. Store your boat, enjoy the community, and embrace life with ease and comfort. Don’t miss your chance to claim your own piece of paradise!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,616
Status:
Active
MLS#:
N6138982
Type:
Single Family
Subdivision:
SIESTA REV RESUB OF PT
Lot size:
0.19 Acres
Year built:
2021
A broker reciprocity listing Courtesy: WHITE SANDS REALTY GROUP FL 941-923-5835
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ADDITIONAL INFORMATION

Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with a spacious open floor plan that’s ideal for both relaxing and entertaining. Enjoy cooking in the stylish open kitchen, complete with granite countertops and ample cabinet space. Luxury vinyl flooring runs throughout the home, adding durability and a sleek, contemporary feel. With no HOA, CDD, or deed restrictions, this property provides true freedom and flexibility—bring your boat, RV, or other recreational vehicles with ease. The generous lot offers plenty of room for parking and outdoor enjoyment. Don’t miss this rare opportunity to own a centrally located, low-maintenance home in a highly desirable area!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
A4646339
Type:
Single Family
Subdivision:
Saunders V A Resub
Lot size:
0.34 Acres
Year built:
1977
A broker reciprocity listing Courtesy: BRIGHT REALTY 941-552-6036
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ADDITIONAL INFORMATION

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

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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

    $632,500
    31.2%
    change since last quarter
  • # Active listings

    125
    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