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$800,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath residence with a spacious 3-car garage featuring epoxy floors, perfectly positioned on a lakefront homesite. Designed for both everyday comfort and exceptional entertaining, this move-in-ready home showcases extensive upgrades throughout. Step inside to discover elegant crown molding, tray ceilings, designer chandeliers, and matching plank-style tile flooring flowing seamlessly throughout the home. The large kitchen is a chef’s dream, featuring premium Bosch appliances, a Sub-Zero refrigerator, a convenient wet bar, and finishes that blend style and functionality. The expansive primary suite offers a private retreat with a beautifully renovated en-suite bath, a private den/workout area enclosed by stylish barn doors for added privacy, and spacious his-and-her walk-in closets. Both bathrooms have been updated with modern finishes and fixtures. Indoor and outdoor living blend effortlessly as double sliding glass doors open to the expansive lanai and newly resurfaced glass tile pool (2024), creating the ultimate entertaining space. Enjoy tranquil lake views while relaxing poolside or hosting guests in the outdoor kitchen. This backyard oasis truly delivers the Florida lifestyle you've been searching for. Additional recent improvements include a new tile roof (2025), fresh exterior paint, epoxy-coated garage floor, and numerous additional updates throughout the home, providing peace of mind for years to come. Offering the feel and finishes of a luxury home without the burden of luxury HOA fees, this property presents an exceptional value in today's market. Centrally located in one of Sarasota's most convenient areas, this home offers easy access to the Legacy Trail, top-rated dining, shopping, recreation, and everyday conveniences, all just minutes away. Just over a mile from highly regarded Ashton Elementary School and Sarasota Middle School, this exceptional property combines luxury, comfort, convenience, and access to some of Sarasota County's top schools.

4941 Three Oaks Boulevard, Sarasota
$712,500
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Some homes are well-built, some have vibrant personalities. This stunning four-bedroom-plus-office retreat in Three Oaks has both; a quality-built home with warmth, and interiors that carry an energy that's vivid, layered, and genuinely inviting. The heart of the home is a spacious chef's kitchen that would turn heads in any price range. Paneled SubZero refrigerator, a touch cooktop with double ovens, and granite counters with breakfast bar set the stage. The kitchen opens to both the living room and the pool beyond; conversation flows naturally here. A split floor plan gives the primary suite its own quiet wing, complete with a generous walk-in closet, and ensuite bath with jetted garden tub and generously sized shower. Three additional bedrooms and a full bath, plus pool bath extend along the other side. An office, family room, foyer, and dining room provide plenty of space for work, reading, and hobbies. This home was purposefully designed with outdoor living in mind with direct access to the screened pool enclosure from the primary suite, dining room, living room and pool bath. Open the expansive sliding glass doors for a seamless transition to the pool deck where you’ll enjoy a heated saltwater swimming pool and an outdoor kitchen with Wolf grill, refrigerator, and sink. The setting is beautifully framed by mature tropical landscaping that creates a sense of calm and privacy. Among the flourishing foliage are papaya and banana trees, hibiscus, agave, bougainvillea and desert rose. A koi pond with waterfall adds a quiet, meditative note to the backyard setting, and the neighborhood lake view stretches beyond, with stunning sunrises visible from throughout the home. Insurance is a breeze with a brand-new tile roof in June 2026 and no flood insurance required. Ideally located in an A-rated school corridor (Ashton Elementary, Sarasota Middle, Riverview High), and just minutes from the white quartz sands of Siesta Key. Three Oaks is a neighborhood of 280 homes with low HOA fees of just $575 per year. Three Oaks is located west of I-75 near the corner of Proctor Road and Honore Avenue. Three Oaks. 2,527 square feet. One of a kind. Schedule your private showing today.

4860 Cedar Oak Way, Sarasota
$685,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Tucked away on a private cul-de-sac in one of Sarasota’s most sought-after communities, this 4-bedroom, 3-bath custom home is designed for relaxed Florida living and entertaining. The spacious kitchen with breakfast nook flows seamlessly into the family room and out through pocket sliders to a caged, heated pool with an expansive covered paver deck—perfect for gathering with friends and family. A split plan ensures privacy, with a generous owner’s suite featuring dual closets, a spa-like bath with double vanity, walk-in shower, and soaking tub. Guests will enjoy their own wing with two bedrooms, a shared bath, and a flex/office/bedroom room with additional bath offering pool access. Formal living and dining rooms provide added space for hosting, while wood and tile floors throughout add timeless style and effortless comfort. Outdoors, the fully fenced yard offers room to play. With a 3-car garage, new roof (2024), low HOA, and A-rated schools, this move-in ready home combines comfort, convenience, and lifestyle—all just minutes from I-75, Legacy Trail, downtown Sarasota, and the award-winning beaches of Siesta Key.

4928 Three Oaks Boulevard, Sarasota
$667,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Luxurious lakeside living is awaiting you in this stunning 4 bedroom, 3 bath house in serene Three Oaks. This lovely 2524 square foot residence showcases an open layout, a large kitchen-family room combination with an abundance of natural light. The primary suite, and all living spaces overlook the lake, and open to the screened, outdoor retreat featuring a bonus space outside the primary bedroom, a heated pool, outdoor kitchen and relaxing sunrises and sunsets. Move in ready updates include: Recently replaced tile roof, high-end dishwasher, washing machine & dryer. Brand new luxury vinyl plank flooring, new pool heater, new hot water heater and newly renovated screened retreat with pool & outdoor kitchen, Lifestyle amenities include: world renowned Siesta Key beaches, outstanding restaurants, museums, boutiques & nightlife, top tier public schools, high quality healthcare, and an abundance of activities and hobbies for all ages.

5484 Oak Crest Boulevard, Sarasota
$643,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Welcome to this beautifully maintained Sarasota home located in the highly sought-after Three Oaks community! Nestled in a quiet, well-established neighborhood, this residence offers the perfect blend of comfort, convenience, and classic Florida charm. Light-filled living areas and a functional, inviting floor plan make this home ideal for everyday living as well as effortless entertaining. NOT IN A FLOOD ZONE • PUBLIC WATER & PUBLIC SEWER • 3-CAR GARAGE.POOL HOME! New TILE Roof installed FEBRUARY 2026 ,PGT Impact Windows: May 2016, Hurricane Impact Shutters (Lanai/Porch): July 2016,Pool Re-Coated with Pebble Tec: Jan 2015, Salt Chlorinator: Replaced May 2025 (original 2020),Pool Pump: Replaced February 2026, Irrigation Well,Exterior Security System Dec 2017,Exterior Repaint: Dec 2025,Fencing: Nov 2020 & Jan 2021,Sprinkler system is connected to a private well, offering cost-efficient lawn irrigation,Crown Molding: Kitchen, Family Room, Living Room, All Bedrooms & Bath,Belt-Drive Garage Door Openers with Battery Backup Step outside to your own private outdoor oasis—perfect for morning coffee, weekend gatherings, and year-round relaxation. The sparkling pool, screened living spaces, and tranquil surroundings bring true Florida living to life. Ideally located just minutes from shopping, dining, top-rated schools, and major roadways, this home offers convenient access to everything Sarasota is known for—from beautiful Gulf beaches to vibrant downtown attractions and cultural destinations. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property delivers exceptional lifestyle, location, and long-term value.

4844 Three Oaks Boulevard, Sarasota
$620,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.

5723 Eastwind Drive, Sarasota
$570,000
4 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Open for back up offers. Beautifully updated, well-maintained, and ideally located, this 4-bedroom, 2-bath pool home in the desirable Three Oaks community offers the perfect blend of comfort, style, and peace of mind. Nestled on a quiet street with mature landscaping, the property is located in Flood Zone X (no flood insurance required) and has no CDD fee—a valuable combination. Major updates have been completed for your convenience, including a NEW TILE ROOF (2024) with a transferable 20-year warranty, NEW pool pump and filter (2021), NEW salt cell (2024), and a fully refurbished pool cage with new screens, hardware, paint, and doors (2024). The home’s exterior was painted in 2019, and well irrigation helps keep the yard looking its best year-round. Inside, the home is light and bright with high ceilings, a neutral palette, and an open layout that creates a welcoming, spacious feel. The kitchen features newer appliances and luxurious dolomite countertops, and flows easily into the family room—perfect for both everyday living and entertaining. A separate formal living room and formal dining room adds versatility, while sliding doors in the living areas and bedrooms lead directly to the screened lanai. The spacious primary suite is a true retreat, offering double vanities, a walk-in closet, a soaking tub, and a separate walk-in shower as well as direct access to the pool. Three additional bedrooms provide plenty of space for family or guests with one having its own access to the pool. Outside, the screened in lanai offers a private pool and multiple seating areas, all surrounded by lush, tropical landscaping—perfect for relaxing or hosting friends. Located in a low-HOA, deed-restricted community, and just one mile from A-rated elementary and middle schools, this home is ideal for families looking to walk or bike to school. With easy access to I-75 and just minutes from downtown Sarasota, top-rated beaches, shopping, dining, and cultural attractions, this move-in-ready home truly has it all.

5499 Oak Crest Boulevard, Sarasota
$525,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv. ⋅ 34233 Zip Code
Situated in the Three Oaks neighborhood, this well-maintained four bedroom plus den, three-bath home offers the perfect blend of comfort, functionality, and location. Freshly painted interiors and newer mechanical systems provide peace of mind, while the open, split-bedroom floor plan creates an ideal layout for everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and family room, with views of a private backyard oasis. Step outside to enjoy the updated heated pool surrounded by pavers and a fully fenced backyard. Perfect for relaxing, hosting guests, or enjoying Florida’s year-round sunshine. With a versatile den ideal for a home office or additional living space, top-rated schools nearby, and a convenient location close to shopping, dining, and beaches, this residence offers exceptional lifestyle and value in one of Sarasota’s most sought after areas.

4991 Cedar Oak Way, Sarasota
$110,000
1 Beds ⋅ 1 Baths ⋅ Three Oaks SubDv. ⋅ 33948 Zip Code
Welcome to the desirable community of Oaks III in the heart of Port Charlotte! This 1 bed 1 bath ground floor unit has been well maintained and is move in ready! As you enter through the front door, you are greeted by a large open space for dining, living, and entertaining; all leading out to your very own private lanai. The kitchen features granite countertops, a breakfast bar, & plenty of cabinets for storage! There is a large bedroom, bathroom, and an interior laundry room. Recent upgrades include: brand new water heater, painted throughout, and a new fan with remote. An assigned parking spot is included! Oaks III offers a beautiful park like setting with gorgeous Oak trees, beautiful lakes & picnic areas, plus amazing amenities! There is a large in ground, heated pool, shuffleboard, clubhouse, & plenty of activities to keep you busy. This complex is conveniently located to shopping, dining, medical, entertainment, and much more! Make your appointment to see this one today.

19505 Quesada Avenue Unit M107, Port Charlotte