Displaying: For Sale
Location: Osprey
Property Type(s): Condos
Living Area Square Feet: 0 to 1000
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Osprey - 4 properties found
51 MACEWEN DR #11, OSPREY, FL 34229
$235,000101 Days on yellowkey MLS ID: A4679180
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 623 Built: 1990Monthly Fee: $142 Tax: $2,367 (2025)Community: The Oaks ClubSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,367
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Withing the prestigious The Oaks Golf and Country Club, at the Windsor Lodge, this second-floor, maintenance-free, lakeside efficiency features a covered balcony with views of the lake, pool, and golf course. Elevator access to the second floor. Short-term rentals permitted. As an investment, as a weekend get-away or for visiting family and friends: Enjoy the country club lifestyle at The Oaks Club, a private, member-owned club in Osprey, Florida. Mandatory membership required with purchase as first time buyers at The Oaks. Amenities include two championship 18-hole golf courses, twelve tennis courts, four pickleball courts, a state-of-the-art Fitness/WellFit Center, croquet courts, clubhouse with three restaurants, banquet facilities, and an active social calendar.
Listing is courtesy of: 342 REAL ESTATE (941-685-0509)
Listing Agent: Sabine Spycher (941-685-0509)
51 MACEWEN DR #5, OSPREY, FL 34229
$300,00014 Days on yellowkey MLS ID: A4689838
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 595 Built: 1990Monthly Fee: $142 Tax: $3,079 (2025)Community: Windsor Lodge At The OaksCondo
Taxes:$3,079
High School: Pine View School
Remarks: Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental. Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly blends the living and sleeping areas. The updated kitchenette features dishwasher, oven, stove, fridge, freezer, microwave, quartz countertops, complemented by a dining nook and a convenient workspace. The modern bathroom includes a huge walk-in shower. Take in peaceful water views and picturesque scenes of the 18th fairway on the Eagle Course right from your patio. Residents of Windsor Lodge enjoy exclusive access to their own private pool. Short-term rentals are permitted, offering flexibility and excellent investment potential. Membership to The Oaks Club, a private, member-owned community renowned for its exceptional lifestyle amenities, is mandatory. Enjoy two championship golf courses, twelve tennis- and four pickleball courts, croquet lawns, pool and a state-of-the-art fitness and WellFit center. The expansive clubhouse features three dining venues, banquet facilities, and a vibrant social calendar. Perfectly positioned just 15 minutes from Siesta Key Beach, this property combines luxury living with unbeatable convenience in one of Sarasota’s premier locations.
51 MAC EWEN DR #14, OSPREY, FL 34229
$285,00014 Days on yellowkey MLS ID: A4690371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 595 Built: 1990Monthly Fee: $142 Tax: $2,483 (2026)Community: Windsor Lodge At The OaksCondo
Taxes:$2,483
Tax Year: 2026
Remarks: This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area is complemented by a full bathroom with a walk-in shower. It has a beautiful foyer, luxury laminate flooring, and is clean and well-maintained. From your window, you can enjoy lovely views out over the pool, across to the lake. This is an incredible opportunity to own your personal sanctuary, perfect for weekend golfers, vacationing guests or weekend get-a-ways. And you will appreciate the flexible rental policy. Windsor Lodge Residents have their own private swimming pool and club house. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
200 WOODLAND DR, OSPREY, FL 34229
$175,00087 Days on yellowkey MLS ID: A4681231
1 Days Off yellowkey (back on 3/24/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 865 Built: 1980Community: Pine Run IiiCondo
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to Pine Run in Osprey! Half-way between Sarasota and Venice, convenient to both with ample shopping and dining close by. Your 1 bedroom one and a half bath oasis is nestled on 20+ acres of lush native Florida landscape. This popular ground floor unit features large glass sliders and your own private courtyard in the front of the unit where you can enjoy your morning coffee and a screen enclosed covered rear porch where you can enjoy your evening with a beautiful sunset glow. New interior paint and baseboards surround neutral tile floors in the main living areas. The popcorn ceiling was removed for you. Inside laundry closet and a deeded carport are also part of the package. Bring your animals to this pet friendly home! Located less than 1/2 mile from the Gulf, this 147-unit community supports your activities with a busy social calendar and many shared amenities to choose from each day. It features two pools, 3 tennis courts, 3 pickle ball courts as well as a Club House with fitness and library. There is a kayak storage area for paddle adventures, and the Blackburn Point Park is 1/4 mile away where you can launch and enjoy the Intracoastal waterway. Nokomis Beach and Oscar Scherer State Park are both a short drive away, or you can take a bicycle on the Legacy Bike Trail to downtown Sarasota or downtown Venice. The Florida lifestyle awaits!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
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