Three Oaks Homes for Sale

5500 Oak Crest Boulevard, Central Sarasota

Welcome to 5500 Oak Crest Boulevard, a former model home in the desirable Three Oaks community. Ideally in one of Sarasota's sought-after locations. Set on a beautiful lot overlooking an expansive lake, this residence offers exceptional water views from many of its rooms and a peaceful backdrop for everyday living. With nearly 2,800 square feet under air, the home features four bedrooms, three full baths, a spacious living room, family room, formal dining room, large private office and a bright breakfast area just off the kitchen. The primary suite includes an en-suite bath with a walk-in shower, soaking tub and two generous walk-in closets. Designed with comfort and entertaining in mind, sliding glass doors open to the outdoor living area, where a large pool is positioned along the side of the home with tranquil lake views beyond. There is also space to create an outdoor kitchen, offering even more potential for Florida-style entertaining. Additional highlights include a three-car garage with a split configuration, a tile roof only five years old, newer kitchen appliances, ceramic tile throughout the main living areas, and mature landscaping that enhances the home's private, tropical setting. The bedrooms have been prepared down to the subfloor, providing a blank canvas for your personal flooring selections. Shopping, restaurants, award-winning schools, hospitals, the new Legacy Bike Trail and great restaurants are just minutes from your door. Siesta Key Beach is less than 10 minutes away and Interstate is just two miles down the road. With its premier location, expansive lake views, flexible floor plan and room to make it your own, this exceptional Three Oaks residence presents a rare opportunity to create your ideal Sarasota retreat.

5500 Oak Crest Boulevard, Central Sarasota

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$860,000

4 Beds ⋅ 4 Baths ⋅ A4671483 MLS

One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.

5684 Eastwind Drive, Central Sarasota

Listing courtesy of BRIGHT REALTY. 941-552-6036

$810,000

4 Beds ⋅ 3 Baths ⋅ A4666767 MLS

This is it. All the top boxes are checked: 4 Bedrooms, Plus a Den, 3 Full Bathrooms, Beautiful Pool, 3 Car Garage. Not only that, the home is in beautiful condition, and it backs up to ….Wait? ….Nothing?....No house behind me?.... That’s right, I can look at greenery instead of another house! I think I want to see this one pretty soon. Three Oaks is an upscale community west of I-75 between exits 205 (Clark Rd.) and 207 (Bee Ridge Rd.). The home is about 5 minutes to shopping including Publix and many other businesses, Doctor’s Hospital, restaurants, strip malls, and parks. This is a great home for families that need space. The primary bedroom is split from the other 3 bedrooms, and there are 2 bathrooms near those 3 BRs. The kitchen/great room opens to the pool area. The kitchen has a walk in pantry for that active family. The great room has built in shelving and an electric fireplace. The home has both a formal dining room and an eating area with an aquarium window to the pool. There are many closets for storage, plus a unique electric storage lift for the garage and attic. The home is about 15 minutes to downtown Sarasota, the Intracoastal Waterway, the barrier islands, and to the UTC Mall with the brand new Mote Science Education Aquarium. This is a great home and a great opportunity for an active, growing family. Come and see it soon.

5608 Eastwind Drive, Central Sarasota

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-966-8000

$420,000

3 Beds ⋅ 2 Baths ⋅ A4668891 MLS

Under contract-accepting backup offers. Short Sale. SHORT SALE: Listing price may not be sufficient to pay the total of all liens and costs of sale, and sale of property at full listing price may require approval of seller's lender(s) All room dimension are estimates. Property sold as is with right to inspect. The AC system does not work. Proof of Funds must accompany all offers. Seller has no information regarding HOMEOWNER association and documents if applicable. All information pertaining to these docs, financials, & costs associated with obtaining them shall be the responsibility of Buyer. Inspections must be done within 10 days of effective date not short sale approval date.

Central Sarasota

Listing courtesy of DALTON WADE INC. 888-668-8283

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Three Oaks - Central Sarasota Florida Homes for Sale

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