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$642,500
4 Beds ⋅ 3 Baths ⋅ Whispering Woods SubDv. ⋅ 32765 Zip Code
Incredible opportunity to live in the heart of Oviedo—just minutes from everything! This stunning 4-bedroom, 3-bath pool home is truly a showstopper, featuring extensive upgrades and exceptional privacy with no side neighbors, thanks to its prime location next to a neighborhood open lot. As you enter, you’re welcomed by brand-new luxury vinyl plank flooring that flows seamlessly throughout the entire home—no carpet anywhere. The thoughtfully designed split floor plan offers both ideal entertaining space and private retreats for family and guests. Both guest bathrooms have been beautifully updated with modern vanities and upgraded fixtures. The spacious kitchen features granite countertops, stainless steel appliances, and abundant cabinetry, all overlooking the family room complete with a cozy wood-burning fireplace. Step outside through telescoping sliding glass doors to your own backyard oasis. Relax and unwind by the sparkling pool with variable pool pump, shaded by mature, sprawling oak trees—perfect for enjoying Florida living at its finest. Other amenities included with the home are well for irrigantion only providing clean water with no sulfur or iron concern, rainbird irrigation timer with rain sensor, whole home water softener and reliance generator transfer switch that powers 80% of the home during power outages (generator does not convey),Roof (2018), GUTTERS with leaf guard (comes with transferrable cleaning up to 3x a year), new SEPTIC (2022), gorgeous new FRONT DOOR, WATER HEATER (2024), WOOD FENCE (2025) and New landscape. All this, and conveniently located to shopping, minutes from 417, A-rated schools and the incredible UCF knights.

206 Winding Oaks Lane, Oviedo
$560,000
4 Beds ⋅ 2 Baths ⋅ Whispering Woods SubDv. ⋅ 32765 Zip Code
Welcome to 116 Winding Oaks Ln — a charming contemporary-style ranch home in one of Oviedo’s most desirable, well-established neighborhoods. Act quickly—this home is priced to sell and ready for your offer. Nestled on a spacious .31-acre lot, this beautifully maintained 4-bedroom, 2-bath home offers 2,164 square feet of inviting living space with serene pond views and a peaceful, tree-lined setting. Inside, you’ll find loads of windows for natural light, wood and tile flooring throughout, a cozy wood-burning fireplace, and a spacious and spa-like master bathroom. This well-thought-out home has a laundry room with a built-in ironing board and utility sink. and thoughtful features throughout. The roof was replaced in 2015, it was replumbed in 2017, and the HVAC was fully replaced in 2017 for added peace of mind. The kitchen has upgraded appliances as well as custom cabinetry. Step outside to your personal oasis: a large screened-in back porch overlooking one of the best views in the neighborhood — a tranquil community pond with a fountain, surrounded by mature trees. A private pergola area has lighting and a firepit that is great for entertaining or simply relaxing under the stars. Located in a peaceful, well-established neighborhood with a community park, this home offers convenient access to Oviedo on the Park and a variety of nearby amenities. It's situated just minutes from Lawton Elementary School, Oviedo High School, and the scenic Cross Seminole Trail. With a blend of timeless character and modern updates, this property offers comfort and convenience in a prime Oviedo location. Come see why Oviedo has been named in the top 100 cities to live several times!

116 Winding Oaks Lane, Oviedo
$511,000
4 Beds ⋅ 4 Baths ⋅ Whispering Woods SubDv. ⋅ 32765 Zip Code
**INVESTORS--PROPERTY IN NEED OF REPAIRS**Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.

76 Winding Oaks Lane, Oviedo
$465,000
4 Beds ⋅ 2 Baths ⋅ Whispering Woods SubDv. ⋅ 34233 Zip Code
Nestled on a quiet cul-de-sac in the desirable Whispering Woods community, this spacious 4-bedroom, 2-bath pool home offers 2,225 square feet of comfortable living with no HOA fees and not located in a flood zone. The thoughtfully designed split floor plan features an updated kitchen and bathrooms, multiple living and dining areas, and abundant natural light throughout. A roof installed in 2018 and HVAC replaced in 2020 provides added peace of mind. Step outside to the screened lanai and private pool, creating the perfect space for relaxing or entertaining while enjoying the peaceful surroundings. Situated on an oversized, maturely landscaped lot, the property offers exceptional privacy and plenty of room to spread out. An attached garage and extended driveway provide ample parking. This home offers an excellent opportunity to personalize a spacious property in a desirable neighborhood. Ideally located just minutes from Siesta Key, downtown Sarasota, shopping, dining, I-75, and top-rated schools, this home offers the perfect blend of privacy, space, and convenience. Schedule your private showing today!

4361 Whispering Woods Place, Sarasota
$318,500
3 Beds ⋅ 3 Baths ⋅ Whispering Woods SubDv. ⋅ 34689 Zip Code
One of the few townhomes in the area that does NOT require flood insurance, helping significantly reduce your monthly ownership costs. This immaculate 3-bedroom, 2.5-bath townhome has been beautifully updated and is truly move-in ready. Featuring BRAND-NEW luxury flooring and fresh NEW interior paint throughout, this home offers a bright, open layout perfect for both everyday living and entertaining. The kitchen and bathrooms showcase consistent stone countertops, custom cabinetry, and high-quality finishes. Each bedroom includes custom closet organizers, while the versatile third bedroom/home office features a built-in bookcase and walk-in closet. The spacious primary suite offers soaring ceilings and a comfortable, luxurious feel. An upstairs laundry area adds convenience to daily living. Additional highlights include a low HOA. Prime Location & Lifestyle. Located in the highly desirable Whispering Woods community, this home offers a peaceful, secure setting with resort-style amenities including a saltwater pool, scenic lakefront dock, and abundant natural surroundings. Enjoy direct access just outside the gates to the Pinellas Trail, perfect for biking or walking to the famous Sponge Docks and charming downtown Tarpon Springs, known for its dining, culture, and waterfront atmosphere. Conveniently situated just minutes from Tampa International Airport, St. Pete/Clearwater Airport, and the East Lake Corridor, offering top-tier golf, dining, and leisure options. Turn-key opportunity in a prime location—schedule your private showing today!

1919 Whispering Way, Tarpon Springs
$285,000
2 Beds ⋅ 2 Baths ⋅ Whispering Woods SubDv. ⋅ 34689 Zip Code
Virtually Staged. 2BR/2BA villa in Tarpon Springs, not a condo. End unit backing West Klosterman Preserve with garage, flood zone X, and major recent updates. This 2-bedroom, 2-bath villa in Whispering Woods offers single-level living in an end-unit setting with no rear neighbors and preserve views. Built in 1987, this 1,173 square foot home is part of a Planned Unit Development (PUD), not condominium ownership, which may matter for financing structure, ownership responsibilities and buyer preference. Inside, vaulted ceilings and an open living and dining layout create a spacious feel, while sliding glass doors bring in natural light and connect the main living area to the screened patio overlooking protected green space. The kitchen remains visually connected to the main living area and benefits from strong natural light. Fresh interior paint and newer carpet support move-in ready condition. The split-bedroom layout creates separation between the primary suite and guest bedroom for visitors, shared living or flexible use. Washer and dryer convey. Major system updates help reduce near-term maintenance concerns, including a roof replaced in 2023, HVAC system installed in 2023, and water heater replaced in 2025. A 1-car garage adds enclosed parking and storage. The HOA master policy covers exterior community responsibilities while owners maintain the interior. Whispering Woods amenities include a community pool and tennis court. The $445 monthly HOA fee covers common area taxes, grounds maintenance, repairs, pest control, pool maintenance, private roads, recreational facilities, sewer, trash, and water. Community rules allow up to two pets with a maximum full maturity weight of 25 pounds each. Whispering Woods is not an age-restricted community. Located a short drive from Fred Howard Park, Sunset Beach, downtown Tarpon Springs, the Sponge Docks, Gulf beaches, shopping, and dining. Key differentiators include not condo ownership, end-unit privacy, preserve backdrop, single-level layout, flood zone X location, garage, and recent major system updates.

1880 Whispering Way, Tarpon Springs
$259,000
3 Beds ⋅ 2 Baths ⋅ Whispering Woods SubDv. ⋅ 34448 Zip Code
Welcome to your beautifully remodeled retreat in the heart of Homosassa! This stunning 3-bedroom, 1.5-bath concrete block home sits on a sprawling 1.1-acre lot in a quiet, private, and peaceful neighborhood with paved road access. Every detail has been completely updated: brand new roof, all new duct work, central A/C, windows, appliances, vinyl plank flooring, quartz countertops, kitchen, bathrooms, interior and exterior paint.Step inside to an inviting open floor plan that seamlessly connects the kitchen, dining, and living areas— perfect for entertaining or everyday living. The kitchen features a stylish breakfast bar and all-new finishes, while the dining area opens directly to the backyard, offering an effortless indoor-outdoor flow. Includes all updated appliances: washer, dryer, and refrigerator. Outside, you’ll find a cleared oversized yard with plenty of space for family gatherings, pets, or future additions. Enjoy cozy evenings around the fire pit under the lights— ideal for relaxing, entertaining friends, or making memories with loved ones.Additional highlights include a spacious garage with extra storage and laundry area, no flood insurance required (Flood Zone X), and plenty of room to create the outdoor oasis you’ve always envisioned.Conveniently located near shopping, dining, and the natural beauty of the Homosassa River and surrounding parks, this home blends modern comfort with the tranquility of country living.Everything is brand new— all it needs is you! Schedule your private tour today and experience this hidden gem for yourself!

2133 S Colonial Avenue, Homosassa
$255,000
3 Beds ⋅ 2 Baths ⋅ Whispering Woods SubDv. ⋅ 34448 Zip Code
One or more photo(s) has been virtually staged. Discover this beautifully fully renovated, move-in ready home in the heart of Homosassa, Florida! Situated on a private 1.1-acre lot, this 3-bedroom, 1.5-bath concrete block home offers the perfect blend of modern upgrades, peaceful country living, and everyday convenience. With paved road access, no flood insurance required (Flood Zone X), and endless outdoor potential, this property is ideal for first-time homebuyers, families, investors, or anyone looking for a turnkey Florida home with land. Completely remodeled from top to bottom, this home features a brand-new roof, new ductwork, central A/C, energy-efficient windows, updated appliances, luxury vinyl plank flooring, quartz countertops, fully renovated kitchen and bathrooms, and fresh interior and exterior paint. Every detail has been thoughtfully updated, making this a true turnkey property ready for its next owner. Step inside to a bright open-concept floor plan designed for both entertaining and comfortable everyday living. The modern kitchen features stylish finishes, a breakfast bar, and brand-new appliances, while the dining area flows seamlessly to the backyard for effortless indoor-outdoor living. Washer, dryer, and refrigerator are all included. Outside, enjoy an oversized cleared yard with room for pets, gardening, outdoor entertaining, RVs, boats, future additions, or creating your dream backyard oasis. Relax around the fire pit under the lights and enjoy the privacy and tranquility this unique property offers. Additional features include a spacious garage with extra storage and laundry area, mature surroundings, and plenty of room to grow without the restrictions of crowded neighborhoods. Conveniently located near shopping, dining, the Homosassa River, Crystal River, Weeki Wachee, parks, springs, fishing, boating, and outdoor recreation, this home combines modern comfort with the charm of Florida nature and country living. If you’ve been searching for a renovated home with acreage in Homosassa, this is the one. Schedule your private showing today and discover all that this hidden gem features!

2133 S Colonial Avenue, Homosassa
$225,000
3 Beds ⋅ 2 Baths ⋅ Whispering Woods SubDv. ⋅ 34448 Zip Code
SELLER IS MOTIVATED!!! Bring your toys! No HOA to tell you what you can and can't have in your own yard. Discover comfortable country living in this beautifully maintained 3-bedroom, 2-bath double-wide manufactured home, situated on a spacious 1+ acre lot and NOT in a flood zone. Built in 2022, this 1,456 sq. ft. home offers modern finishes, an open-concept layout, and plenty of room to grow, play, or simply relax. Step inside to find a bright, inviting interior featuring a generous living area, a well-appointed kitchen with ample cabinet space, and a convenient large center island perfect for meal prep or casual dining. The primary suite boasts a large bathroom with private bathtub, dual vanities and a separate walk-in shower as well as a spacious walk-in closet, creating a peaceful retreat at the end of the day. You will enjoy doing laundry with a relatively new front-load washer and dryer included. This move-in-ready home also offers a large front wooden deck with nearly 250 SF of space to cook out or enjoy an evening cocktail with friends. Enjoy your large lot—ideal for gardening, outdoor activities, or even future expansion. Enjoy the privacy and freedom of rural-style living while still being within reach of everyday essentials. Don't miss this opportunity to own a nearly new home on over a full acre of land—schedule your showing today!

2110 S Colonial Avenue, Homosassa
$86,500
2 Beds ⋅ 1 Baths ⋅ Whispering Woods SubDv. ⋅ 34448 Zip Code
This charming Handyman special is nestled on a generous 1.01 acre lot in Homosassa. Featuring 2 bedrooms and 1 bathroom with 784 square feet, this property is a excellent value for those looking for an affordable place to call home, a relaxing weekend getaway, or a great investment opportunity. The property is on a paved road and is not located in a flood zone.

1830 S Whitehurst Avenue, Homosassa