MLS Listings for Sale in Oaks, FL

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NEW 22 HRS AGO

ABOUT THIS HOME
MLS Listings for Sale in Oaks, FL
Experience breathtaking views of the Bay and Gulf from this spacious 3 bedroom, 3 bath end unit, featuring a separate dining room and den. Completely updated and meticulously maintained, this unit is beautifully appointed and custom features abound. A private elevator takes you to a majestic foyer which opens to the great room. Facing west the views are gorgeous from sunrise to sunset. The kitchen is high-end and stocked with top-of-the-line appliances. The master suite has a large sitting area, walk-in closets, a luxurious bath and incredible views! Spacious and lavish, this unit lives large, with the feeling of a house. Yet you enjoy a luxury lifestyle of comfort and ease with all the con

$1,500,000

3 beds3 baths2,778 sq ft

385 N Point Rd #704, Osprey, FL 34229

Majestic foyer • Private elevator • Walk-in closets

ABOUT THIS HOME
MLS Listings for Sale in Oaks, FL
Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nearly 7000 ft. ² of conditioned living space, the residence has undergone an extraordinary transformation – reflecting an investment exceeding $1.5 million – to achieve a standard of craftsmanship seldom encountered in contemporary homes. The grand foyer reimagined with architectural restraint and elegance, opens to a series of impeccably curated, living spaces defined by scale, light and material integrity. The entire home has been freshly repainted, presenting a pristine, harmo

$3,995,000

4 beds6 baths6,705 sq ft

691 Eagle Watch Ln, Osprey, FL 34229

Freestanding tub • Kitchen rebuilt • Bespoke cabinetry

ABOUT THIS HOME
MLS Listings for Sale in Oaks, FL
* * 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

$2,300,000

4 beds5.5 baths4,346 sq ft

538 Dove Pointe Dr, Osprey, FL 34229

Gated community • Landscaped property • New hvac units

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Oaks, FL
* * BEAUTIFULLY UPDATED COUNTRY CLUB ESTATE with Ideal Southern Exposure and WATER VIEW * * is located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Enjoy the Private and Tranquil, Lake-front setting of this Meticulously Maintained, Timeless residence with Stunning Architectural Detail as designed by Famed Architect, Bo MacEwen, who also designed the breathtaking Oaks Clubhouse. Featuring 3 EN SUITE BEDROOMS, 4 FULL and 1 HALF BATHS, this Open and Split Floorplan offers generous gathering areas. The recently renovated, Light and Bright Country French Kitchen is a chef’s delight, featuring a large island with counter seating, premium stainless steel

$1,690,000

3 beds4.5 baths3,905 sq ft

325 Osprey Point Dr, Osprey, FL 34229

Fitness center • Lake front setting • Screened lanai

ABOUT THIS HOME
MLS Listings for Sale in Oaks, FL
Set an appointment to experience this thoughtfully designed Arthur Rutenberg home, where craftsmanship and details are truly on display. Upon entering through the double door entrance, the quality and attention to detail are immediately evident. Situated on a 1/2 acre + "premium" golf course lot strategically positioned on the Heron Course (hole 5). This residence blends timeless design with modern comfort across 4,192 square feet of living space. The kitchen features an impressive island range, high-end finishes, and quality appliances, perfect for everyday living or entertaining. Enjoy the expansive outdoor living area complete with an outdoor kitchen, pool & paver deck wi

$1,899,000

4 beds3.5 baths4,191 sq ft

453 E Macewen Dr, Osprey, FL 34229

Double door entrance • Outdoor kitchen • 0.55 acre lot

Property at 133 Osprey Point Dr, Osprey, FL 34229, 3 beds, 3 baths

$1,550,000

3 beds3 baths3,679 sq ft

133 Osprey Point Dr, Osprey, FL 34229

Property at 889 Macewen Dr, Osprey, FL 34229, 4 beds, 4 baths

$2,300,000

4 beds4 baths3,235 sq ft

889 Macewen Dr, Osprey, FL 34229

Property at 600 Eagle Watch Ln, Osprey, FL 34229, 3 beds, 3 baths

$2,195,000

3 beds3 baths3,681 sq ft

600 Eagle Watch Ln, Osprey, FL 34229

Property at 854 Macewen Dr, Osprey, FL 34229, 4 beds, 5 baths

$3,950,000

4 beds5 baths9,081 sq ft

854 Macewen Dr, Osprey, FL 34229

Property at 33 Bishops Court Rd #118, Osprey, FL 34229, 2 beds, 2.5 baths

$695,000

2 beds2.5 baths1,890 sq ft

33 Bishops Court Rd #118, Osprey, FL 34229

Property at 17 Bayhead Ln, Osprey, FL 34229, 3 beds, 2 baths

$1,325,000

3 beds2 baths2,850 sq ft

17 Bayhead Ln, Osprey, FL 34229

Property at 85 Sugar Mill Dr, Osprey, FL 34229, 3 beds, 3 baths

$2,150,000

3 beds3 baths4,191 sq ft

85 Sugar Mill Dr, Osprey, FL 34229

Property at 385 N Point Rd #903, Osprey, FL 34229, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,778 sq ft

385 N Point Rd #903, Osprey, FL 34229

Property at 393 North Point Rd #1002, Osprey, FL 34229, 3 beds, 2.5 baths

$2,350,000

3 beds2.5 baths3,738 sq ft

393 North Point Rd #1002, Osprey, FL 34229

Property at 401 North Point Rd #404, Osprey, FL 34229, 3 beds, 3 baths

$1,200,000

3 beds3 baths2,778 sq ft

401 North Point Rd #404, Osprey, FL 34229

Property at 156 Bishopscourt Rd, Osprey, FL 34229, 3 beds, 3.5 baths

$1,385,000

3 beds3.5 baths3,112 sq ft

156 Bishopscourt Rd, Osprey, FL 34229

Property at 370 Sugar Mill Dr, Osprey, FL 34229, 5 beds, 5.5 baths

$2,650,000

5 beds5.5 baths4,783 sq ft

370 Sugar Mill Dr, Osprey, FL 34229

Property at 101 Osprey Point Dr, Osprey, FL 34229, 4 beds, 5.5 baths

$5,000,000

4 beds5.5 baths5,087 sq ft

101 Osprey Point Dr, Osprey, FL 34229

Property at 105 Turquoise Ln, Osprey, FL 34229, 3 beds, 2 baths

$995,000

3 beds2 baths2,606 sq ft

105 Turquoise Ln, Osprey, FL 34229

Property at 422 Blue Garden Ln, Osprey, FL 34229, 3 beds, 3.5 baths

$1,750,000

3 beds3.5 baths3,872 sq ft

422 Blue Garden Ln, Osprey, FL 34229

Property at 340 Osprey Point Dr, Osprey, FL 34229, 5 beds, 6 baths

$2,395,000

5 beds6 baths6,001 sq ft

340 Osprey Point Dr, Osprey, FL 34229

Property at 852 Macewen Dr, Osprey, FL 34229, 3 beds, 3.5 baths

$2,550,000

3 beds3.5 baths4,519 sq ft

852 Macewen Dr, Osprey, FL 34229

Property at 21 Bayhead Ln, Osprey, FL 34229, 3 beds, 2 baths

$925,000

3 beds2 baths2,216 sq ft

21 Bayhead Ln, Osprey, FL 34229

Property at 140 Sugar Mill Dr, Osprey, FL 34229, 4 beds, 4 baths

$1,970,000

4 beds4 baths3,286 sq ft

140 Sugar Mill Dr, Osprey, FL 34229

Property at 236 Saint James Park, Osprey, FL 34229, 6 beds, 6.5 baths

$2,900,000

6 beds6.5 baths6,246 sq ft

236 Saint James Park, Osprey, FL 34229

Property at 401 N Point Rd #301, Osprey, FL 34229, 3 beds, 3 baths

$500,000

3 beds3 baths2,594 sq ft

401 N Point Rd #301, Osprey, FL 34229

Property at 909 Macewen Dr, Osprey, FL 34229, 3 beds, 3.5 baths

$1,695,000

3 beds3.5 baths4,241 sq ft

909 Macewen Dr, Osprey, FL 34229

Property at 401 N Point Rd #304, Osprey, FL 34229, 3 beds, 3 baths

$900,000

3 beds3 baths2,778 sq ft

401 N Point Rd #304, Osprey, FL 34229

Property at 227 Saint James Park, Osprey, FL 34229, 2 beds, 2 baths

$1,045,000

2 beds2 baths2,071 sq ft

227 Saint James Park, Osprey, FL 34229

Property at 401 N Point Rd #504, Osprey, FL 34229, 3 beds, 3 baths

$1,150,000

3 beds3 baths2,778 sq ft

401 N Point Rd #504, Osprey, FL 34229

Property at 385 N Point Rd #701, Osprey, FL 34229, 3 beds, 3 baths

$1,499,500

3 beds3 baths2,594 sq ft

385 N Point Rd #701, Osprey, FL 34229

Property at 293 Turquoise Ln, Osprey, FL 34229, 3 beds, 2 baths

$910,000

3 beds2 baths2,271 sq ft

293 Turquoise Ln, Osprey, FL 34229

Property at 3621 North Point Rd #603, Osprey, FL 34229, 3 beds, 3 baths

$1,350,000

3 beds3 baths2,680 sq ft

3621 North Point Rd #603, Osprey, FL 34229

Property at 13 Bayhead Ln, Osprey, FL 34229, 2 beds, 2 baths

$965,000

2 beds2 baths2,310 sq ft

13 Bayhead Ln, Osprey, FL 34229

Property at 385 N Point Rd #404, Osprey, FL 34229, 3 beds, 3 baths

$925,000

3 beds3 baths2,778 sq ft

385 N Point Rd #404, Osprey, FL 34229

Property at 385 N Point Rd #402, Osprey, FL 34229, 3 beds, 3 baths

$660,000

3 beds3 baths2,055 sq ft

385 N Point Rd #402, Osprey, FL 34229

Property at 3603 N Point Rd #202, Osprey, FL 34229, 3 beds, 3 baths

$749,000

3 beds3 baths3,147 sq ft

3603 N Point Rd #202, Osprey, FL 34229

Property at 3603 N Point Rd #702, Osprey, FL 34229, 3 beds, 3 baths

$1,395,000

3 beds3 baths2,545 sq ft

3603 N Point Rd #702, Osprey, FL 34229

Property at 409 N Point Rd #502, Osprey, FL 34229, 3 beds, 3 baths

$685,000

3 beds3 baths2,055 sq ft

409 N Point Rd #502, Osprey, FL 34229

Property at 409 N Point Rd #501, Osprey, FL 34229, 3 beds, 3 baths

$795,000

3 beds3 baths2,594 sq ft

409 N Point Rd #501, Osprey, FL 34229

Property at 401 N Point Rd #901, Osprey, FL 34229, 3 beds, 3 baths

$1,549,000

3 beds3 baths2,594 sq ft

401 N Point Rd #901, Osprey, FL 34229

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Based on information submitted to the MLS GRID as of Tue Nov 11 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.

MLS Listings for Sale in Oaks

There are currently 44 mls listings for sale in Oaks at a median listing price of $1.5M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oaks stay on the market for 140 days. Popular neighborhoods include Southbay Yacht & Racquet Club, Rivendell, Palmer Ranch, Turtle Rock, and Pelican Cove. This map is refreshed with the newest listings in Oaks every 15 minutes.

In the past month, 3 homes have been sold in Oaks. In addition to houses in Oaks, there were also 17 condos, 1 townhouse, and 0 multi-family units for sale in Oaks last month. Find your dream home in Oaks 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 Oaks are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oaks. If you're looking to sell your home in the Oaks area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oaks with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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