Pending Listings in Osprey, FL

19 homes

Sort:

Recommended

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. This charming home located in the heart of Osprey checks ALL the boxes. With over 1,500+ sq ft of living space, this well maintained 2 bed/2 bath home with bonus Florida room and 2 car garage is priced to sell. A NEW ROOF is scheduled for installation the 1st week of December and will be paid for by the Seller. Equipped with over $50,000 worth of brand-new energy-saving solar panels * , the monthly electric bill averages $30. Home has a new A/C in 2021, garage door in 2018 and freshly painted exterior. New range in 2021, and new washer, dryer and disposal in 2024. Brand new fridge and dishwasher in September 2025. The spilt plan layout is ideal for

$349,000

2 beds2 baths1,503 sq ft

115 Green St, Osprey, FL 34229

8,307 sq ft lot • 2 garage spots • Car-dependent

PENDING

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. This Extended Cypress floor plan is the best use of space, remarkably accommodating three bedrooms and three full baths plus den/office with a great room design. Each bedroom is placed in separate quadrants of the home for privacy. Incredibly light and bright home has been perfected by discerning sellers with unending attention to details. Notably, crown molding, extensive trim molding, plantation shutters, tray ceilings, tile on diagonal and wood flooring. The den has a double-door entry. Ideally positioned home on a wide greenbelt with western exposure. Private lanai and backyard setting for q

$539,000

3 beds3 baths2,082 sq ft

1313 Thornapple Dr, Osprey, FL 34229

7,504 sq ft lot • $387 HOA • 2 garage spots

PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Experience the ultimate boating lifestyle from this custom-built waterfront home on a peaceful cul-de-sac. Sitting high and dry at 12 feet, the home was fully renovated for it’s current owners in 2020. Built well after the 2002 Florida Building Code changes (which required structures to be engineered for improved hurricane resistance, including impact windows, elevated designs and a more stringent building code), gives you peace of mind and makes the home easier to insure than an older home. An elegant design featuring high ceilings and engineered hardwood floors leads to a stunning outdoor retreat. The home's extensive glass windows and sliding

$2,550,000

3 beds3.5 baths3,640 sq ft

432 Sorrento Dr, Osprey, FL 34229

0.34 acre lot • 4 garage spots • Pool

PENDING

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Immerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where this beautifully appointed home awaits. Situated within a community renowned for its expansive green spaces, parks, 24 shimmering lakes, proximity to Oscar Scherer State Park, heated community pool and nearby Pine View School, this residence offers a truly exceptional living experience. This enchanting residence is poised ideally bordering a sparkling lake to the front and a wetland preserve to the rear of the home. The curb appeal begins with tropical landscaping and paver driveway. Upon arrival, the custom artesian stained-glass double doors invite you into a met

$674,900

3 beds2 baths2,171 sq ft

866 Placid Lake Dr, Osprey, FL 34229

0.25 acre lot • $96 HOA • 2 garage spots

PENDING3D & VIDEO TOUR

ABOUT THIS HOME
Pending Listing in Osprey, FL:
A beautiful story book home of Coastal living with mainland conveniences is ready for your discovery. Come see Bayside on Little Sarasota Bay a peaceful and friendly gated Intracoastal community of 49 landscape maintenance-free residences. Bayside residents enjoy access to a private waterfront park overlooking the intracoastal waterway view of Casey Key. .. oh the sunsets we have for you. Under rebuild is its day dock, kayak launch, fire pit, and event lawn with Adirondack chairs. Your new home is in model condition, and meticulously maintained by one homeowner. Built new in 2018 by Taylor Morrison homes, this Lazio floor plan is professionally decorated in a lighter Florida Coastal theme a

$925,000

3 beds3 baths2,328 sq ft

3957 Waypoint Ave, Osprey, FL 34229

7,847 sq ft lot • $447 HOA • 2 garage spots

Property at 813 Oak Pond Dr, Osprey, FL 34229, 4 beds, 2 baths

$550,000

4 beds2 baths1,981 sq ft

813 Oak Pond Dr, Osprey, FL 34229

Property at 708 Anna Hope Ln, Osprey, FL 34229, 3 beds, 2 baths

$549,000

3 beds2 baths2,133 sq ft

708 Anna Hope Ln, Osprey, FL 34229

Property at 594 Pine Ranch East Rd, Osprey, FL 34229, 3 beds, 2.5 baths

$649,995

3 beds2.5 baths2,298 sq ft

594 Pine Ranch East Rd, Osprey, FL 34229

Property at 158 Edgewood Dr, Osprey, FL 34229, 2 beds, 2 baths

$236,000

2 beds2 baths1,480 sq ft

158 Edgewood Dr, Osprey, FL 34229

Property at 766 Shadow Bay Way, Osprey, FL 34229, 4 beds, 3 baths

$949,900

4 beds3 baths3,438 sq ft

766 Shadow Bay Way, Osprey, FL 34229

Property at 1049 N Casey Key Rd, Osprey, FL 34229, 3 beds, 3 baths

$4,750,000

3 beds3 baths2,582 sq ft

1049 N Casey Key Rd, Osprey, FL 34229

Property at 566 Oak Bay Dr, Osprey, FL 34229, 3 beds, 2 baths

$515,000

3 beds2 baths2,559 sq ft

566 Oak Bay Dr, Osprey, FL 34229

Property at 201 Eaglenook Way, Osprey, FL 34229, 4 beds, 3 baths

$1,200,000

4 beds3 baths3,379 sq ft

201 Eaglenook Way, Osprey, FL 34229

Property at 67 Sugar Mill Dr, Osprey, FL 34229, 4 beds, 4 baths

$1,999,000

4 beds4 baths4,020 sq ft

67 Sugar Mill Dr, Osprey, FL 34229

Property at 402 Walls Way, Osprey, FL 34229, 4 beds, 3.5 baths

$1,450,000

4 beds3.5 baths3,464 sq ft

402 Walls Way, Osprey, FL 34229

Property at 4267 Expedition Way, Osprey, FL 34229, 2 beds, 2 baths

$310,000

2 beds2 baths1,135 sq ft

4267 Expedition Way, Osprey, FL 34229

Property at 500 Shotgun Ln, Osprey, FL 34229

$1,600,000

— beds— baths— sq ft

500 Shotgun Ln, Osprey, FL 34229

$145,900

— beds— baths— sq ft

Cordes St, Osprey, FL 34229

Property at 201 Woodland Dr #201, Osprey, FL 34229, 2 beds, 2 baths

$200,000

2 beds2 baths1,316 sq ft

201 Woodland Dr #201, Osprey, FL 34229

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Osprey, FL:
New construction Prosperity Floor Plan! Nestled in the esteemed Palmer Ranch area, Talon Preserve is a gated community offering a resort lifestyle with open floor plans, gourmet kitchens, and large outdoor living spaces. For those looking for resort lifestyle communities with private amenities and modern houses, or luxury homes for sale in Nokomis, FL, Talon Preserve should be your top choice. Neighborhood features include 18,000 sq. ft. Grand clubhouse with large community room for events, catering kitchen, social lounge, outdoor lounge, card-craft room and classic arcade room, State-of-the-art fitness center, performance training room and group fitness studio, 8 Pickleball courts, 2 Tenni

$750,000

3 beds2 baths1,670 sq ft

14865 Misty Pond Loop, Nokomis, FL 34275

7,478 sq ft lot • $421 HOA • 2 garage spots

PENDING

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. WON'T LAST LONG! – Create Your Vision in Nokomis! Opportunity awaits with this 3-bedroom, 2-bath home set on an OVERSIZED LOT in the highly desirable Sorrento East neighborhood. This property is bursting with potential for the right buyer ready to reimagine and transform it. With its solid bones and timeless character, this home is a blank canvas ready for your creativity. Whether you envision a profitable flip, a long-term rental, or your own personalized retreat. With access to the COMMUNITY BOAT DOCK, this home also offers lifestyle benefits that make it even more appealing. Perfectly positioned, you’ll enjoy easy access to Sarasota, V

$299,500

3 beds2 baths1,607 sq ft

225 Chardin Dr, Nokomis, FL 34275

0.28 acre lot • $12 HOA • 2 garage spots

PENDING

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Welcome to Stoneybrook Golf & Country Club! Enjoy resort-style living in this beautifully maintained 2-bedroom, 2.5-bath, with den and loft villa - golf privileges included and water views. Located in a gated community, this residence offers the perfect combination of comfort, elegance, and Florida charm. The first-floor primary suite is a private retreat with pond views, two walk-in closets, and a luxurious ensuite bath featuring dual vanities with quartz countertops, a built-in makeup station, porcelain tile floors and walls, a walk-in glass shower, and a separate water closet. Throughout the home, plantation shutters, vaulted 20-foot ceilings, and abundant natural light create an

$660,000

2 beds2.5 baths2,223 sq ft

8705 Pebble Creek Ln, Sarasota, FL 34238

8,580 sq ft lot • $844 HOA • 2 garage spots

PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Welcome to your dream home – a meticulously upgraded 3-bedroom, 3.5-bath luxury estate where elegance, comfort, and modern convenience converge seamlessly. This move-in-ready residence offers high-end finishes, smart-home features, and resort-style amenities, designed to exceed expectations. Step inside and discover a gourmet kitchen equipped with GE Monogram appliances, a double oven, upgraded countertops, extra cabinet space at the kitchen bar, and a wine cooler. The interior boasts 7-inch custom crown molding, tray ceilings, upgraded lighting, and custom window treatments, including Hunter Douglas Silhouette and Duette Honeycomb shades with remote control. Enjoy the spacious BONUS

$1,795,000

3 beds3.5 baths3,639 sq ft

5341 Brookgrove Dr, Sarasota, FL 34238

0.33 acre lot • $559 HOA • 2 garage spots

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Welcome to this fully updated 2 bedroom, 2 bathroom pool home in the desirable West of the trail Tropical Shores community offering a bayside marina and incredible shopping convenience with no HOA or deed restrictions. Inside, the home has been completely refreshed with a remodeled kitchen (2022) featuring solid wood cabinets, quartz counters, and an open layout. The primary suite was updated in 2025, new shower, and custom closets. Both baths have been modernized for everyday comfort. Peace of mind comes with big-ticket upgrades: metal roof (2016), hurricane-rated windows, slider & garage door (2023), 200-amp panel (2023), full repipe with lif

$425,000

2 beds2 baths992 sq ft

1660 Livingstone St, Sarasota, FL 34231

8,523 sq ft lot • Garage • Pool

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Welcome to a home that perfectly blends comfort, style, and Florida living. This beautifully maintained 2,794 sq. ft. residence offers 4 bedrooms, 3 baths, a den, and generous gathering spaces designed for both relaxation and entertaining. From the moment you step through the double etched-glass doors, you’re greeted by captivating views of the pond and golf course — setting the tone for everything this home has to offer. The foyer is framed by the formal dining area, cozy living room, and a versatile den — ideal for a home office or quiet retreat. The open-concept design connects the spacious kitchen and great room, creating a natural flow for everyday living and entertai

$825,000

4 beds3 baths2,794 sq ft

8708 Grey Oaks Ave, Sarasota, FL 34238

0.29 acre lot • $661 HOA • 3 garage spots

Property at 5529 Cantucci St, Nokomis, FL 34275, 3 beds, 2 baths

$699,900

3 beds2 baths1,945 sq ft

5529 Cantucci St, Nokomis, FL 34275

Property at 8400 Woodbriar Dr, Sarasota, FL 34238, 4 beds, 3 baths

$889,000

4 beds3 baths2,861 sq ft

8400 Woodbriar Dr, Sarasota, FL 34238

Property at 106 Raphael Pl, Nokomis, FL 34275, 3 beds, 2 baths

$250,000

3 beds2 baths1,839 sq ft

106 Raphael Pl, Nokomis, FL 34275

Property at 5178 Far Oak Cir, Sarasota, FL 34238, 3 beds, 2 baths

$599,000

3 beds2 baths1,945 sq ft

5178 Far Oak Cir, Sarasota, FL 34238

Property at 15172 Cuzcorro Ct, Nokomis, FL 34275, 3 beds, 2.5 baths

$360,000

3 beds2.5 baths1,553 sq ft

15172 Cuzcorro Ct, Nokomis, FL 34275

Property at 8718 Grey Oaks Ave, Sarasota, FL 34238, 3 beds, 2 baths

$729,000

3 beds2 baths2,345 sq ft

8718 Grey Oaks Ave, Sarasota, FL 34238

Property at 2404 Pine Ct, Nokomis, FL 34275, 2 beds, 2 baths

$275,000

2 beds2 baths1,204 sq ft

2404 Pine Ct, Nokomis, FL 34275

Property at 8600 Woodbriar Dr, Sarasota, FL 34238, 4 beds, 3 baths

$1,495,000

4 beds3 baths3,489 sq ft

8600 Woodbriar Dr, Sarasota, FL 34238

Property at 11624 Garessio Ln, Sarasota, FL 34238, 2 beds, 2 baths

$359,500

2 beds2 baths1,534 sq ft

11624 Garessio Ln, Sarasota, FL 34238

Property at 5872 Snowy Egret Dr, Sarasota, FL 34238, 3 beds, 3 baths

$874,999

3 beds3 baths2,483 sq ft

5872 Snowy Egret Dr, Sarasota, FL 34238

Property at 212 Hills Rd, Nokomis, FL 34275, 2 beds, 1 bath

$285,000

2 beds1 bath814 sq ft

212 Hills Rd, Nokomis, FL 34275

Property at 15200 Cuzcorro Ct, Nokomis, FL 34275, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,553 sq ft

15200 Cuzcorro Ct, Nokomis, FL 34275

Property at 15177 Cuzcorro Ct, Nokomis, FL 34275, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,553 sq ft

15177 Cuzcorro Ct, Nokomis, FL 34275

Property at 1849 Vamo Dr, Sarasota, FL 34231, 3 beds, 2.5 baths

$560,000

3 beds2.5 baths2,076 sq ft

1849 Vamo Dr, Sarasota, FL 34231

Based on information submitted to the MLS GRID as of Fri Nov 07 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Osprey

There are currently 19 pending listings for sale in Osprey at a median listing price of $760K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Osprey stay on the market for 112 days. Popular neighborhoods include Southbay Yacht & Racquet Club, Rivendell, Palmer Ranch, Stoneybrook Golf & Country Club, and Oaks. This map is refreshed with the newest listings in Osprey every 15 minutes.

In the past month, 11 homes have been sold in Osprey. In addition to houses in Osprey, there were also 21 condos, 2 townhouses, and 1 multi-family unit for sale in Osprey last month. Find your dream home in Osprey using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Osprey are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Osprey. Our Osprey real estate stats and trends will give you more information about home buying and selling trends in Osprey. If you're looking to sell your home in the Osprey area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Osprey with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Osprey, FL

Neighborhoods

Zip Codes

Nearby Cities

Nearby Cities with Pending Listings

Nearby Neighborhoods with Pending Listings

More to explore in Osprey, FL

How to buy a house in Osprey, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.