Location: Osprey
Do Not Show Listings
51 MACEWEN DR #5, OSPREY, FL 34229
$235,000103 Days on yellowkey MLS ID: A4689838
REDUCED by $65,000 (21.7%) on 05/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 595 Built: 1990Monthly Fee: $142 Tax: $3,079 (2025)Community: Windsor Lodge At The OaksCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,079
Elementary School: Laurel Nokomis Elementary
High School: Pine View School
Tax Year: 2025
Middle School: Sarasota Middle
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.
Listing is courtesy of: 342 REAL ESTATE (941-685-0509)
Listing Agent: Sabine Spycher (941-685-0509)
51 MACEWEN DR #12, OSPREY, FL 34229
$275,00088 Days on yellowkey MLS ID: A4690540
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 623 Built: 1990Monthly Fee: $142 Tax: $3,079 (2025)Community: OaksCondo
High School: Venice Senior High
Remarks: Situated in Windsor Lodge in The Oaks Clubside, this updated second floor condo has a kitchenette with quartz countertops, a modern bath, a bonus space set up as a small office area and in-unit laundry. An end unit, it has more windows than the typical interior location, filling the interior with wonderful natural light and offering sweeping views of Eagle #18 and lake. This immaculate condo is perfect for hosting out of town visitors, or for you to use as a weekend get-a-way. And, when you are not using it, the flexible rental policy allows you to easily lease the unit. Offered turnkey furnished and with the convenience of the Windsor Lodge pool and clubhouse just steps away, there is no better way to experience The Oaks with little effort and a lot of comfortable, maintenance-free enjoyment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
409 N POINT RD #601, OSPREY, FL 34229
$1,250,000179 Days on yellowkey MLS ID: A4679994
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2594 Built: 2004Monthly Fee: $400 Tax: $10,238 (2025)Community: Meridian At The Oaks PreserveCondo
Taxes:$10,238
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: **FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned second-level parking spaces, and climate-controlled storage. Located behind the secure gates of The Oaks Preserve Country Club, this residence combines privacy with resort-style living. The stunning interior showcases an open floor plan with hardwood and tile flooring throughout, crown molding, two wine reserve refrigerators, and a smart Nest thermostat. The updated kitchen is appointed with granite countertops and stainless-steel appliances, including Bosch and GE Monogram. The owner’s suite offers private balcony access, a walk-in closet, and an updated bath featuring dual vanities, a custom-tiled shower, and a soaking tub. Step onto the spacious balcony—complete with hurricane shutters—and unwind while taking in gorgeous sunset views over the Gulf and Bay. Meridian residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s exceptional amenities. 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**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
409 N POINT RD #502, OSPREY, FL 34229
$599,000688 Days on yellowkey MLS ID: A4621353
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2055 Built: 2004Monthly Fee: $400 Tax: $4,345 (2023)Community: Meridian At The Oaks PreserveCondo
Taxes:$4,345
Tax Year: 2023
Remarks: **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico views! The dramatic step ceiling defines the foyer space while leading into the expansive dining room, living room and open kitchen featuring Granite countertops and Stainless Steel appliances. Both the primary bedroom suite and living room open to the balcony extending the sweeping views and providing ample outdoor living space. Premium features include Crown Moldings, High Ceilings, Luxury Vinyl Plank flooring, recently Painted Interior, etc. Owner’s Bedroom Suite features Walk-in Closet, Custom Tiled Shower, Soaking Tub and Dual Vanities, a 2nd En Suite Bedroom with walk-in closet, etc. NEW HVAC (Sept., 2024); Hurricane Impact Windows & Doors PLUS Hurricane Shutters across Balcony. This residence also offers a single covered parking space directly outside of lobby door and a climate-controlled storage unit. Meridian Condo residents enjoy private amenities including Heated Pool & Spa, Fitness and Outdoor Grill in addition to The Oaks Club’s main campus of amenities. 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.
232 HIDDEN BAY DR #504, OSPREY, FL 34229
$569,000 MLS ID: A4668602
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2000 Built: 2001Community: Baypointe Vista 2Condo
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator just got a new motor, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the Intracoastal Waterway and offers room for dining and relaxing. The gated resort-style community Hidden Bay offers a heated pool and spa, a grass-thatched tiki hut with grilling stations, a lighted tennis court plus two lighted pickleball courts. For water lovers, there is a kayak launch and a 500-yard elevated boardwalk that winds through lush mangroves. The beautifully renovated clubhouse features a catering kitchen with countertop seating, a fully stocked reading library and a fitness room. The location combines a peaceful, gated waterfront community with convenient access to nearby shopping, dining, recreation and only eight miles to Siesta Key, consistently ranked as one of the best beaches in the U.S. For cycling enthusiasts, the nearby Legacy Trail offers 20-plus miles of scenic, paved biking trails.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Per Nordstrom, Pa (941-228-1080)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.