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$800,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$712,500
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$685,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$667,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$643,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$620,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$570,000
4 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$525,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
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, Central Sarasota
$500,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
Beautifully updated 4 BR, 2 1/2 bath located in the highly desirable Three Oaks area. Fantastic open floor plan with soaring ceilings and lots of natural light. This home boasts high end chestnut cabinetry and high end stainless steel appliances in the kitchen as well as granite countertops. Hardwood floors throughout the main living areas. Primary bedroom and oversized primary bath as well as 1/2 bath located on the first floor, three additional bedrooms and a full bath on the second floor accessible by a loft style staircase. Mature trees and lush landscaping surround this beautiful home. The back yard is completely fenced in and is complete with a screened in porch as well as an oversized patio, perfect for the family, pets and entertaining. The two car garage is equipped with a new split unit AC to keep it cool. There is an additional storage shed and portable generator included as well. Roof replaced in 2023. AC replaced in 2024. This home is ready to move right in to with low HOA fees and no CDD tax! Located across the street from the community pool, clubhouse and tennis courts, and within walking distance to Three Oaks Park and Three Oaks Middle School as well as great shops and restaurants. A short drive to the airport, library, FGCU makes this the perfect location for your primary or vacation home!

18208 Horseshoe Bay Circle, Fort Myers
$395,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
Ideally located in the highly desirable Three Oaks corridor of South Fort Myers, this beautifully refreshed 4- bedroom, 2.5-bath single-family home with a 2-car garage offers peaceful water views and move-in-ready comfort in one of the area’s most convenient locations. Zone X No Flood Zone! Inside, buyers will appreciate brand-new flooring, on the stairs and all upstairs, and fresh paint throughout, creating a clean, modern canvas ready to personalize. The functional layout provides generous living space, ideal for both everyday living and entertaining, while large windows frame tranquil lake views that bring natural light into the home. Enjoy indoor-outdoor Southwest Florida living with a backyard setting perfectly positioned to relax alongside the water or create your own custom outdoor retreat. Located within the established Islands at Three Oaks community, residents benefit from low HOA fees and access to neighborhood amenities including a community pool and tennis courts. This home is just minutes from: Southwest Florida International Airport, Florida Gulf Coast University, Gulf Coast Town Center and Miromar Outlets to name a few. Whether you’re searching for a primary residence, seasonal home, or investment opportunity, this property offers exceptional value, location, and lifestyle potential in the heart of South Fort Myers.

17961 Bermuda Dunes Drive, Fort Myers
$370,000
3 Beds ⋅ 2 Baths ⋅ Three Oaks SubDv.
**Stunning Home in Islands at Three Oaks** Discover the perfect blend of luxury and convenience in this exceptional home located in the desirable Islands at Three Oaks community in Fort Myers. Not only is this property not in a flood zone, eliminating the need for flood insurance, but it also boasts all the builder upgrades, making it a standout residence. Positioned on what is arguably the best lot in the community, you’ll want to reference the stunning drone photos included in the listing to appreciate the expansive yard and surroundings. This home lives much larger than the advertised square footage, thanks to an enclosed back lanai that adds nearly 300 sq. ft. of under-air living space. The great room style layout, complemented by vaulted ceilings, creates an expansive and airy atmosphere, perfect for entertaining or simply enjoying day-to-day living. With zero storm damage recorded in the past, you can have peace of mind during Florida’s stormy seasons. The kitchen is a chef’s delight, featuring upgraded appliances added over the past couple of years. The home also has fresh exterior paint completed just two years ago, ensuring it looks as good as new. Enjoy the benefits of a community with minimal HOA fees, offering a pool, clubhouse, tennis courts, and more. Live just minutes from Three Oaks Park and top-rated schools, with endless shopping and dining options at Gulf Coast Town Center right up the road. Plus, easy access to the highway makes commuting a breeze! Don’t miss your chance to own this incredible property! Market statistics show that homes like this in this price range do not last long. Schedule your showing today!

18112 Horseshoe Bay Circle, Fort Myers
$260,000
4 Beds ⋅ 3 Baths ⋅ Three Oaks SubDv.
Great location, good size home with load of potential.

17961 Castle Harbor Drive, Fort Myers
$110,000
1 Beds ⋅ 1 Baths ⋅ Three Oaks SubDv.
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