Homes for Sale Near Oviedo High in Winter Springs - 6 homes

Remarks: This stunning 5-bedroom pool home in the highly desirable Chelsea Woods at Tuscawilla has been completely remodeled from top to bottom. The home offers exceptional living space, including a large living room with fireplace, a spacious family room with fireplace, and a formal dining room—ideal for entertaining. A large bonus room provides flexible space for a home office, playroom, or additional living area. The brand-new kitchen is a showstopper, featuring new appliances, quartz countertops, two-tone cabinetry with open shelving, and a stylish bar area with additional shelving. The large laundry room includes a convenient butler’s pantry area, adding extra storage and functionality. Downstairs, you’ll also find two half bathrooms, all beautifully updated. All five bedrooms are located upstairs, along with three fully renovated bathrooms, including a Jack-and-Jill bath. The expansive primary suite offers a true retreat with a luxurious soaking tub, large walk-in shower, and generous space throughout. Recent upgrades also include new wood-look tile plank flooring throughout the lower level, LVP flooring upstairs, ROOF (2023), and both A/C units replaced. Step outside to enjoy the covered, screened patio overlooking the pool—perfect for relaxing or entertaining. Located in Tuscawilla, this home is zoned for top-rated schools and offers the space, updates, and location you’ve been looking for. Schedule your private showing today!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Belinda Gonzales (321-277-8994)

Remarks: Charming three bedroom, two full bathroom, two car garage home with large fully fenced backyard in the lovely community of Sunrise in Winter Springs. This home has been loved and it shows with well-maintained neutral interior throughout. The large living room offers a beautiful wood burning fireplace with mantle and flooring has been upgraded to tile or laminate throughout. The kitchen features plenty of space for cooking and overlooks the large family room making this home perfect for entertaining. The spacious master bedroom features a vaulted ceiling, walk-in closet and dual vanities in attached full bathroom. Upgrades to this home include hurricane rated dual pane windows and doors (2020), refrigerator (2021), dishwasher (2020), PEX re-pipe (2012), master bath shower doors (2022), HVAC compressor (2025) and new paint (2022). Sunrise community amenities include basketball courts, tennis courts, park and playground. View today.

Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)

Listing Agent: Courtney Davis (407-493-8329)

Remarks: Reduced! Nestled in the heart of Winter Springs, this lovely 5-bedroom, 3-bathroom pool home offers the perfect blend of comfort and convenience. Located in a serene and gated neighborhood with easy access to major roadways, Downtown Orlando, UCF and other top-rated schools, this home is ideal for those looking to experience the best of suburban living in Central Florida. Interior features include a spacious and bright open-concept living area, perfect for entertaining or relaxing. The kitchen is a chef's dream, featuring modern appliances, plenty of cabinet space, and a cozy breakfast nook. The master suite boasts a walk-in closet and a private ensuite bathroom with two separate and large vanities, a soaking tub, and a separate shower. Two additional well-sized bedrooms, perfect for guests or family members. The home is adorned with elegant finishes, including hardwood floors, newly installed LVP, and recessed lighting throughout. Exterior features include a beautifully landscaped front yard with lush greenery, beautiful screened pool and porch, a three-car garage and a large driveway provide plenty of parking space. Schedule a tour today and make this charming home yours!

Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)

Listing Agent: Ari Rokh (386-846-0947)

Remarks: Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Tori Nguyen (407-739-4773)

Remarks: Located within the gated community of Eagle’s Watch in Seminole County, this well-maintained residence offers a functional layout, quality features, and a highly convenient location. Situated on a quiet cul-de-sac and backing to a greenbelt, the property provides added privacy along with direct access to the Florida National Scenic Trail system for outdoor recreation. The home features a modern open-concept floor plan with high ceilings and abundant natural light throughout the main living areas. A covered front porch enhances curb appeal, while the interior layout is designed for both everyday living and entertaining. The fenced backyard includes mature trees and usable space, creating a comfortable outdoor setting. Eagle’s Watch is a gated, tree-lined, golf cart-friendly community offering amenities such as a pool, basketball courts, and playground, with front yard maintenance included through the HOA. Conveniently located near Highway 417 and Winter Springs Town Center, the home provides easy access to shopping, dining, and everyday essentials, along with zoning for top-rated Seminole County schools. This property combines a desirable setting, thoughtful design, and low-maintenance living within one of Seminole County’s most sought-after communities.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Dianne Moore (407-494-7575)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BEAUTIFUL 4 Bedroom, 3 Bath, 2-Car Garage home with a POOL on a spacious .27 Acre CORNER LOT in Tuscawilla’s Sought-After DAVENPORT GLEN community! Pride of Ownership is clearly evident in this Fabulous, split-floor plan home, zoned for TOP-RATED schools – Oviedo High, Indian Trails Middle and Lawton Elementary and is located just steps from popular Sam Smith Park and 1 Mile from Tuscawilla Country Club! Highlights of recent updates include: BRAND NEW HVAC – 2026, NEW ROOF – 2019; HOUSE FULLY RE-PIPED & NEW WATER HEATER – 2018; POOL RESURFACED – 2025; POOL DECK RE-PAINTED 2026; POOL SOLAR PANELS ADDED in 2021; NEW POOL PUMP - 2021; UPDATED KITCHEN with GRANITE COUNTERS & NEWER STAINLESS APPLIANCES; TWO BATHROOMS UPDATED; NEW EXTERIOR PAINT 2020; NEW INTERIOR PAINT 2019; 5-YR TRANSFERABLE TERMITE BOND – 2026. You’ll appreciate this OVERSIZED LOT with NO REAR NEIGHBORS. Upon entering, you’ll admire the VOLUME CEILINGS & ABUNDANT LIGHT. The Family Room, Kitchen, Breakfast Nook & Primary Bedroom all have have a great view of the SPARKLING POOL & LANAI. The kitchen is open to the Family Rm and features SOLID WOOD CABINETRY, GRANITE COUNTERS, NEWER APPLIANCES, a built-in Breakfast Bar & a stylish Tile Backsplash. The Primary Bedroom Suite is on the right side of the house shortly after you enter and features a picturesque Sitting Area surrounded by lovely Bay Windows. There’s plenty of storage with a walk-in closet as well as a second closet. The EN-SUITE BATH features NEWER ELECTRIC ROLLER SHADES, DUAL SINKS with a makeup/vanity area in between, a Spacious GARDEN TUB, a separate shower, separate commode area and lovely Glass Block to let in natural light while keeping privacy. The smartly-designed plan features three spacious bedrooms on the other side of the house, as well as two UPDATED BATHS including a Pool Bath. You’ll appreciate the dedicated interior Laundry Room with a Utility Sink and closet; plus, the Washer & Dryer are included! Outside is a generous-sized, screen-enclosed LANAI & GLISTENING POOL, with a HUGE 30x10 FT COVERED area with plenty of room for a Summer kitchen. There’s a separate Brick Patio area, perfect for a grill, umbrella or picnic table and the spacious back yard features updated landscaping & outdoor lighting and offers plenty of room for outdoor activities and fun! This home comes complete with gutters as well as an automatic sprinkler system and backyard landscape lighting. This wonderful home is MOVE-IN READY and comes with ALL THE MAJOR SYSTEM UPGRADES already done! It’s located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in the heart of Tuscawilla, close to several parks, the 29-mile Cross-Seminole Trail & is within one mile of the Tuscawilla Country Club where Golf, Tennis & Social memberships are available at this beautiful, renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. Don’t delay in calling for your PRIVATE SHOWING of this Fabulous Florida home!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Diane Sterling (407-761-0512)