Pending Listings in Osprey, FL

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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

PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Step into your dream home in the sought-after Bay Oaks Estates where comfort, functionality and location come together in perfect harmony. From the moment you arrive, you'll be captivated by the curb appeal and the welcoming presence that instantly feels like home. Beautifully designed, this split-plan residence offers space, style and seamless flow. The double-door entry opens into a foyer, flanked by a formal dining area and a dedicated office. At the heart of the home lies the updated kitchen, with custom solid wood cabinetry, granite countertops, a glass tile backsplash, stainless steel appliances, and a spacious eat-in area with open sightlines t

$675,000

3 beds2 baths2,346 sq ft

563 Pine Ranch East Rd, Osprey, FL 34229

0.24 acre lot • $22 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

PENDING

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Florida’s perfect floor plan! Built in 2002, this home features soaring ceilings and a thoughtfully designed layout for both living and entertaining. Large and bright great room flows seamlessly into a formal dining room, a spacious eat-in kitchen, and a versatile office. The serene primary suite is complemented by two generously sized guest bedrooms. Recent updates include a 2025 tankless water heater, a newer roof, AC, and Hurricane impact windows. Within a brick-paver lanai that enjoys southern exposure for abundant natural light. The lush quarter-acre lot ensures privacy, while the oversized 2-car garage provides ample parking and storage. I

$549,000

3 beds2 baths2,133 sq ft

708 Anna Hope Ln, Osprey, FL 34229

9,691 sq ft lot • $285 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 264 Saratoga Ct, Osprey, FL 34229, 4 beds, 3.5 baths

$2,300,000

4 beds3.5 baths3,857 sq ft

264 Saratoga Ct, 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 111 Woodland Pl, Osprey, FL 34229, 2 beds, 2 baths

$245,000

2 beds2 baths1,316 sq ft

111 Woodland Pl, 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 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 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 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 570 Blackburn Point Rd #6, Osprey, FL 34229

$44,000

— beds— baths— sq ft

570 Blackburn Point Rd #6, 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

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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

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Located on a quiet street in the popular community of Sorrento East, this charming canal-front home offers serene living surrounded by mature landscaping and abundant Florida wildlife. The front atrium patio welcomes you with a cozy seating bench and lush greenery, with a screened entry. This home has 2 bedrooms, 2 baths with bonus office/den, and a two-car garage. Inside, the home features a spacious split floor plan with a living room, dining room, and a kitchen that opens to a family room and additional dining area. The kitchen has plenty of counter space with a functional layout that includes a pantry and a pass-through window to the lanai, making

$365,000

2 beds2 baths1,734 sq ft

468 Laurencin Dr, Nokomis, FL 34275

0.31 acre lot • $12 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:
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

PENDING3D & VIDEO TOUR

ABOUT THIS HOME
Pending Listing in Osprey, FL:
Under contract-accepting backup offers. Take a look at this fantastic opportunity to own a spacious, nearly new, 3BR plus den pool home with an outdoor kitchen, nestled on a lovely waterfront lot in the friendly Bellacina at Casey Key community. You'll love the popular Arezzo floor plan, which features a bright great room with a cozy built-in electric fireplace and a charming decorative tile wall. The open kitchen is a chef’s dream, showcasing beautiful quartzite countertops, a stylish backsplash, modern stainless steel appliances, and a natural gas range, perfect for cooking up your favorite meals. You'll find the primary suite at the back of the home, offering lake views and a peace

$699,900

3 beds2 baths1,945 sq ft

5529 Cantucci St, Nokomis, FL 34275

6,314 sq ft lot • $394 HOA • 2 garage spots

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 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 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 15149 Cuzcorro Ct, Nokomis, FL 34275, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,553 sq ft

15149 Cuzcorro Ct, Nokomis, FL 34275

Property at 15176 Cuzcorro Ct, Nokomis, FL 34275, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,373 sq ft

15176 Cuzcorro Ct, Nokomis, FL 34275

Property at 5946 Caspian Tern Dr, Sarasota, FL 34238, 2 beds, 2 baths

$558,000

2 beds2 baths1,804 sq ft

5946 Caspian Tern Dr, Sarasota, FL 34238

Property at 15157 Vivaldi Dr, Nokomis, FL 34275, 3 beds, 3 baths

$800,000

3 beds3 baths2,424 sq ft

15157 Vivaldi Dr, Nokomis, FL 34275

Based on information submitted to the MLS GRID as of Sat Nov 01 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 20 pending listings for sale in Osprey at a median listing price of $708K. 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 107 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, 7 homes have been sold in Osprey. In addition to houses in Osprey, there were also 23 condos, 1 townhouse, 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.

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