Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
Do Not Show Listings
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$491,99098 Days on yellowkey MLS ID: O6372546
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,457
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence offers both style and functionality. Enjoy the convenience of first-floor laundry, while the 2nd floor features a loft and two generous-sized bedrooms. The thoughtfully designed kitchen showcases stainless steel appliances, a walk-in pantry, and a breakfast bar for a truly elevated living experience. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,99098 Days on yellowkey MLS ID: O6371853
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00022 Days on yellowkey MLS ID: O6393850
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1995Monthly Fee: $162 Tax: $6,261 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$6,261
Elementary School: Lawton Elementary
High School: Oviedo High
Tax Year: 2024
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)
403 MURPHY RD, WINTER SPRINGS, FL 32708
$408,50073 Days on yellowkey MLS ID: O6379099
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1520 Built: 1973 Tax: $5,275 (2024)Community: North Orlando Terrace Unit 2 Sec 8Single Family
Taxes:$5,275
Elementary School: Winter Springs Elementary
Remarks: Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will allow you to save on your monthly expenses. This property is conveniently located within close proximity to stores, supermarkets, A rated public school system. Everything welcomes you to make this house your next home. Come see this property today!
Listing Agent: Celeste Baez (407-697-6309)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$1,039,000120 Days on yellowkey MLS ID: O6368232
REDUCED by $10,000 (1.0%) on 04/15/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3885 Built: 1989 Tax: $5,558 (2024)Community: Tuscawilla Unit 14BSpa: YesSingle Family
Taxes:$5,558
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)
1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708
$1,479,50043 Days on yellowkey MLS ID: O6385058
REDUCED by $69,500 (4.5%) on 04/16/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 6175 Built: 1989Monthly Fee: $142 Tax: $23,523 (2025)Community: Bear Creek EstatesSingle Family
Taxes:$23,523
Elementary School: Keeth Elementary
Remarks: Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates outstanding curb appeal. The over 6,000 sq. ft. (includes 1 car garage/hobby room of approx. 280 sq.ft.) home features a new architectural tile roof (less than one year old) and 10-foot ceilings throughout the first floor, creating a bright and spacious feel. Inside, you’ll find elegant formal living and dining spaces, a private home office, and a comfortable family room overlooking the sparkling pool and lanai. The home offers oversized secondary bedrooms with seating areas, plus a large additional bedroom that can serve as an office, art studio or flex space. Entertainment is exceptional with two theater spaces, The main floor home theater is projector-ready, with acoustic panels, granite snack counter, an electronic masking screen and wiring for 7.1 sound. The upstairs primary bedroom is massive in size and the ideal retreat to unwind at end of the day! Complete with its sitting area and outdoor deck with stunning panoramic views of lush nature. The upstairs primary suite in this home also includes a projector drop-down screen and wiring for 5.1 sound. The private backyard retreat features a beautiful pool with LED lighting, waterfall feature, and updated pump and filter (2023), along with panoramic views of lush green space. Additional highlights include a smart audio system controlled by smartphone app, extensive network wiring, pre-wiring for security cameras, well-fed irrigation, and a backyard telescope pier with power and ethernet. In Winter Springs, this home offers peaceful luxury living while being close to shopping, dining and major commuting routes.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Lynda Miller (407-620-2924)
408 AVONDALE CT, WINTER SPRINGS, FL 32708
$1,250,0002 Days on yellowkey MLS ID: O6398566
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3850 Built: 2003Monthly Fee: $167 Tax: $9,316 (2025)Community: Wicklow Greens At TuscawillaSpa: YesSingle Family
Taxes:$9,316
Elementary School: Rainbow Elementary
Remarks: Welcome to 408 Avondale Court, a custom estate built by Von Jacobs in 2003 & located in the highly desirable, gated Wicklow Greens community in Winter Springs. Set among just 48 custom homes, this stunning residence sits on arguably one of the best lots in Tuscawilla. This .48 acre property is situated in the rear of the neighborhood, on a quiet cul-de-sac where you can enjoy serene views of conservation & Howell Creek in the back. This home features 5 bedrooms, 4.5 bathrooms, and 3,850 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the elegance of wood flooring throughout the first floor, soaring ceilings, and the ideal layout for both everyday living and entertaining. The generously sized kitchen features wood cabinetry, a long center island that offers plenty of countertop space for meal prep, a wet bar, and ample seating space. All 5 bedrooms are conveniently situated on the lower level, with an oversized 650 sq ft loft & 4th full bathroom upstairs. This layout is ideal, offering several options no matter your stage of life. Step outside to your private backyard retreat, which features pavers, a pool and a gas-heated spa, surrounded by peaceful conservation views—the perfect place for relaxing evenings or weekend gatherings.This home has been meticulously maintained by its original owner and updated with major improvements including a new roof (2022), exterior paint (2022), and newer mechanical systems such as A/C units (2015 & 2016) and water heaters (2022 & 2016). A 3-car side-entry garage completes the picture, offering both convenience and curb appeal. Ideally located just minutes from the Tuscawilla Country Club, residents can enjoy convenient access to golf, dining, and social membership opportunities, making this home perfect for those seeking an elevated Central Florida lifestyle. The community is zoned for top-rated schools including Winter Springs High, Indian Trails Middle, and Rainbow Elementary, with additional private school options nearby, such as The Geneva School, Masters Academy, St. Luke’s, Trinity Prep, and Choices in Learning charter school. This is a rare opportunity to own a luxury home in one of Winter Springs’ most coveted gated neighborhoods. So hop onto your golf cart, and zip on by to see this beauty before it's too late!
Listing Agent: Jennifer Christ (407-474-7823)
1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708
$569,9002 Days on yellowkey MLS ID: O6398229
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2321 Built: 1998Monthly Fee: $42 Tax: $4,167 (2025)Community: Winding HollowSpa: YesSingle Family
Taxes:$4,167
Remarks: This beautiful 4-bedroom, 3-bath one-story pool home features over 2,300 square feet of living space on a premium conservation lot with no rear neighbors, providing exceptional privacy. Important updates include roof replaced in 2019, AC updated in 2020–2021, pool resurfaced in 2022, and kitchen updated in 2022. The home offers a spacious split floor plan with high ceilings, abundant natural light, formal living and dining areas, and a large family room with a wood-burning fireplace that connects seamlessly to the kitchen and outdoor space. The kitchen includes ample cabinet space, updated finishes, and comes equipped with stainless steel appliances including range, refrigerator, dishwasher, and microwave, plus washer and dryer are also included. The primary suite is oversized with a large en-suite bathroom featuring dual sinks, soaking tub, separate shower, and a spacious walk-in closet. Bathrooms throughout the home are well maintained and provide flexibility for future updates. Flooring includes a mix of tile, laminate/engineered flooring, and carpet in select areas. Additional features include a dedicated indoor laundry room and a 2-car garage with extra storage space. Step outside to a screened-in pool and covered patio, perfect for enjoying Florida living year-round, with a private backyard backing to conservation for added peace and privacy. Situated on one of the larger lots in the neighborhood and directly across from a park and schools, this property provides both space and a prime location close to shopping, dining, and major highways. Conveniently located approximately 25–30 minutes to Downtown Orlando, 35–45 minutes to Disney theme parks, 30–40 minutes to Universal Studios, 20–25 minutes to UCF and Seminole State College, and about 45–60 minutes to the East Coast beaches. Zoned for top-rated Seminole County schools. Similar homes in the area have sold in higher ranges depending on updates and condition.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708
$275,0009 Days on yellowkey MLS ID: O6396912
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1981 Tax: $4,268 (2025)Community: Tuscany Place Ph 1Condo
Taxes:$4,268
Remarks: One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates are already done for you, including the kitchen and both bathrooms, plus a NEWER A/C (2020), giving peace of mind from day one. Inside, the home has been tastefully updated with modern finishes and fixtures, creating a clean, MOVE-IN READY space that feels both fresh and inviting. WOOD LAMINATE FLOORING flows throughout the entire unit, enhancing the seamless, low-maintenance lifestyle. The OPEN CONCEPT living and dining area is filled with NATURAL LIGHT thanks to a wall of SLIDING GLASS DOORS that lead to a SCREENED BALCONY overlooking peaceful green space – perfect for morning coffee or winding down in the evening. The UPDATED KITCHEN stands out with a fresh, modern color palette and a pop of personality, featuring sleek countertops, STAINLESS STEEL APPLIANCES, ample cabinet storage, a breakfast bar, and a window that brings in even more natural light. The SPLIT BEDROOM layout offers both comfort and privacy with the primary suite tucked away at the back of the home, complete with a WALK-IN CLOSET, updated en-suite bath, and its own private access to a SECOND BALCONY. Two additional bedrooms are positioned at the front of the unit and share a beautifully updated full bath, ideal for guests, family, or a home office setup. Tuscany Place residents enjoy a gated entrance along with added conveniences like lawn care and pest control, making this a truly low-maintenance option. The location is hard to beat – just minutes from Tuskawilla Road, SR 434, and 417, with easy access to TROTWOOD PARK, Central Winds Park, Tuscawilla Country Club, and all the shopping and dining options in Winter Springs and nearby Oviedo. Whether you are looking for your next home or a smart investment, this updated condo is priced to sell and ready for its next owner. Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
$499,99923 Days on yellowkey MLS ID: S5146395
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1980Monthly Fee: $28 Tax: $4,380 (2024)Community: Sunrise Unit 2-ASingle Family
Taxes:$4,380
Elementary School: Eastbrook Elementary
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), both bathrooms' fully renovated (2025), 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)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$649,90055 Days on yellowkey MLS ID: O6372400
REDUCED by $25,100 (3.7%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Taxes:$5,539
Remarks: Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRA. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
1163 BALTIC LN, WINTER SPRINGS, FL 32708
$510,00079 Days on yellowkey MLS ID: O6377901
0 Days Off yellowkey (back on 1/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 1987 Tax: $6,194 (2024)Community: Oak Forest Unit 6Single Family
Taxes:$6,194
Remarks: This lovingly maintained 4-bedroom, 2-bath home in a quiet neighborhood of sought-after Winter Springs is now available. Lush landscaping welcomes you as you step inside to a bright, open, and airy floor plan designed for both comfort and functionality. The tiled front family room features a stunning gas fireplace and flows seamlessly into the gourmet kitchen, complete with gleaming granite countertops, rich cappuccino cabinetry, a classic subway tile backsplash, and stainless-steel appliances. Luxury wood-plank vinyl flooring extends throughout the main living areas and all four bedrooms, including the combined living and dining space. The spacious primary suite offers a large walk-in closet and an en-suite bath with dual vanities and an impressive floor-to-ceiling tiled walk-in shower. Three additional bedrooms share a generously sized bathroom with dual sinks and a shower/tub combination. Step outside to enjoy the expansive covered and screened patio overlooking a large backyard—ideal for outdoor relaxation or entertaining. This beautiful home is a must see. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Asia Kendall (407-970-8887)
739 ANDOVER CIR, WINTER SPRINGS, FL 32708
$449,00037 Days on yellowkey MLS ID: O6386780
0 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1994Monthly Fee: $124 Tax: $1,893 (2024)Community: GeorgetowneSingle Family
Taxes:$1,893
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 2-bath residence in the desirable Georgetowne community of Tuscawilla. Featuring a split-floor plan, this home offers both privacy and comfort, making it ideal for everyday living and entertaining. Seller paying for new roof to be installed prior to closing, new hot water heater (2026) and entire house has been re-plumbed. Step inside to discover new flooring, fresh interior paint, and updated fans and lighting that give the home a bright, modern feel. The open-concept layout creates a welcoming space that feels cozy for quiet evenings but is also perfect for hosting larger gatherings with family and friends. Large windows throughout the home allow for abundant natural light, creating a warm and inviting atmosphere. Outside, enjoy the beauty of mature landscaping and relax in the screened lanai, an ideal spot for morning coffee or unwinding in the evening. Living in Georgetown means low-maintenance living, with HOA dues cover font lawn maintenance, allowing you more time to enjoy the things you love. Residents also have access to a private neighborhood pool. The home is conveniently located near Trotwood Park, offering easy access to pickleball/tennis courts, playground, covered pavilions, sports fields and so much more. Just around the corner is Tuscawilla County Club featuring tennis courts and a beautiful 18- hole golf course, perfect for those who enjoy an active lifestyle.
Listing is courtesy of: KNIGHTS REALTY (407-252-7411)
Listing Agent: Frank Mediavilla (407-252-7411)
717 ADIDAS RD, WINTER SPRINGS, FL 32708
$375,00025 Days on yellowkey MLS ID: O6391891
1 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1986Monthly Fee: $95 Tax: $5,176 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$5,176
Remarks: Under contract-accepting backup offers. Welcome to your serene waterfront retreat in the highly desirable Wedgewood Tennis Villas, nestled within the prestigious Tuscawilla Country Club community in Winter Springs, Florida. This charming 2-bedroom, 2-bathroom single-family home offers 1,812 square feet of comfortable living space, perfectly positioned on a peaceful pond-front lot with tranquil water views from the home and backyard. Step inside to discover an updated kitchen featuring warm maple cabinets, sleek granite countertops, a convenient breakfast bar, and an eat-in area ideal for casual meals. The inviting living spaces include a cozy fireplace, while the expansive Florida/family room at the rear is surrounded by windows, flooding the space with natural light and showcasing the serene pond views - perfect for relaxing or entertaining. Both spacious bedrooms boast ensuite bathrooms and generous walk-in closets with custom built-in shelving for ample storage. Additional highlights include a screened porch for enjoying Florida's beautiful weather year-round, a 2-car garage, and a roof replaced in 2022 for added peace of mind. Wedgewood Tennis Villas provides low-maintenance living with included lawn care, plus access to community tennis courts and a clubhouse. Residents can opt to join the renowned Tuscawilla Country Club (just moments away) for world-class amenities including an 18-hole golf course, Jr. Olympic-sized pool, additional Har-Tru clay tennis courts, dining options, and more. Golf carts are welcome in the community, adding to the relaxed, resort-like lifestyle. Conveniently located with quick access to major highways, this home is centrally positioned near parks and trails, top-rated restaurants, shopping, theme parks, beaches, and the University of Central Florida (UCF). While the interior offers opportunity for personal updates to make it truly your own, it's priced right for savvy buyers seeking value in this sought-after area. Don't miss this rare pond-front gem in a prime Winter Springs location! Schedule your private showing today!
Listing Agent: Karen Bagwell (407-702-4521)
1275 MARLEY LN, WINTER SPRINGS, FL 32708
$355,00030 Days on yellowkey MLS ID: O6391943
REDUCED by $5,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1425 Built: 2015Monthly Fee: $233 Tax: $2,895 (2025)Community: Jesups LandingTownhouse
Taxes:$2,895
Remarks: Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The kitchen steals the show with granite countertops, stunning 42” cabinets with crown molding, an extended double sink, pull-out garbage, and a huge pantry—all flowing seamlessly into the main living space. Upgrades like the Taexx built-in pest control system and keypad garage entry add ease and peace of mind. The best part is this home has a brand new roof! Upstairs, the primary suite feels elevated with a 10-foot vaulted ceiling, spacious walk-in closet, and en-suite bath with dual sinks. Step outside and take in serene Seminole Trail views—perfect for morning walks, bike rides, or unwinding at sunset. Residents enjoy access to a community pool and clubhouse, all just minutes from everything that matters. The location is a standout—close to UCF, Research Park, Lockheed Martin, Siemens, with quick access to the beltway for an easy commute to downtown Orlando, area airports, and beyond. Plus, you’re moments from Central Winds Park, top-rated trails, shopping, dining, and the Winter Springs Town Center. Homes in Jesup’s Landing don’t last—especially ones like this. Come see it before someone else does.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00036 Days on yellowkey MLS ID: O6389425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1988Monthly Fee: $125 Tax: $4,965 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$4,965
Remarks: **BRAND NEW tile barrel roof just installed** Welcome to easy-maintenance living in the highly desirable golf community of Tuscawilla/Winter Springs! This beautifully maintained 3-bedroom home PLUS office/den offers a bright open layout with vaulted ceilings, ceramic tile flooring, and abundant natural light throughout. The updated eat-in kitchen with breakfast bar and modern finishes flows seamlessly into the main living and dining spaces, while updated bathrooms, inside laundry room, and a 2-car garage with epoxy floors add everyday comfort and convenience. Both bathrooms have modern finishes and well-appointed upgrades; and plenty of storage throughout. Additional major updates include dual pane/energy-efficient windows, epoxy garage floors, attic with deck flooring, water filtration system(kitchen), NEW water heater (2024), Carrier HVAC (2016), and whole house re-piped. The flexible floor plan also includes a dedicated office/den, ideal for working from home, hobbies, or additional living space. Enjoy year-round comfort in the all-season enclosed patio with dedicated A/C, all overlooking a peaceful wooded lot that creates a private and relaxing setting. Additional features include paver driveway & patio, and low-maintenance appeal in one of Winter Springs’ most established and sought-after communities. Located near Tuscawilla Country Club offering golf, tennis, and an Olympic-sized pool, as well as parks, walking trails, shopping, dining, and top-rated Seminole County schools, this home offers the perfect blend of location, lifestyle, and smart updates. A rare opportunity to enjoy updated, easy living with a convenient Winter Springs location and zoned for top-rated Seminole County schools.
Listing Agent: Allison Day (407-617-2881)
903 TORREY PINE DR, WINTER SPRINGS, FL 32708
$469,90070 Days on yellowkey MLS ID: O6377459
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 1998Monthly Fee: $126 Tax: $2,155 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,155
Remarks: **NEW ROOF TO BE INSTALLED IN APRIL!!** Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Howell Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades. Some outstanding features include a beautifully remodeled eat in kitchen with sleek white cabinetry, solid surface counter top, tile backsplash, and handsome stainless appliances. In addition, easy-care tile flooring is found throughout the main living areas and plush carpeting in the bedrooms. A dreamy master suite offers ample space and an elegant bathroom with walk in shower, soaking tub, and double vanity. The two additional bedrooms are quite private and spacious and are convenient to the full guest bath with spacious vanity and decorative tile. A large open great room leads to the screened porch for entertaining or just relaxing. Create your own secret garden inside the privacy fenced side yard which is very suitable for pets. Leading to the spacious 2 car garage, the laundry room conveniently includes a high quality washer and dryer. Residents of Greenbriar enjoy low-maintenance living along with access to a community pool, making it perfect to enjoy an easy lifestyle right at home. Located near the Tuscawilla golf course, this home is also just minutes from shopping, dining, and everyday conveniences, with easy commuter access to major roadways. Whether you’re a first-time homebuyer, looking to downsize, or searching for a move-in-ready opportunity in an established community, this home checks all the boxes. Don’t miss out on this slice of heaven with beautiful views, simplicity, and community—all in one exceptional property. This is a once in a blue moon opportunity, so pick up your phone and jump in your car today!
Listing Agent: Colleen Kahl (407-630-0027)
600 NORTHERN WAY #204, WINTER SPRINGS, FL 32708
$199,00021 Days on yellowkey MLS ID: O6389987
REDUCED by $20,900 (9.5%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1132 Built: 1981 Tax: $3,150 (2025)Community: Tuscany PlaceSpa: NoCondo
Taxes:$3,150
Remarks: One or more photo(s) has been virtually staged. 2 Bedrooms / 2 Bath Condo located on 2nd floor in Tuscawillow. Move in condition. Eat-in Kitchen, tiled floor, pantry, includes all appliances, washer, dryer, pass thru to dining area. Spacious great room/dining area, glass slider opens to screen porch, private rear yard. Master Bedroom has glass slider opening to screen porch, walk -in shower, dressing area. Split Bedroom plan has newer carpet, tub in 2nd bathroom.. Gated community and pool. Walking distance to park includes ball park, tennis courts, basketball, splash pool, lake, covered picnic areas and great Seminole County schools. Community offers Golf Course and Country Club.
Listing Agent: Barbara Mills (407-616-2961)
222 W PANAMA RD, WINTER SPRINGS, FL 32708
$310,00072 Days on yellowkey MLS ID: V4947103
REDUCED by $10,000 (3.1%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1044 Built: 1978 Tax: $4,383 (2024)Community: Foxmoor Unit 2Single Family
Taxes:$4,383
Remarks: POOL HOME + NEW ROOF! Welcome to this beautifully upgraded 3-bedroom, 2-bath residence with a 2-car garage, perfectly positioned in one of Winter Springs’ most sought-after, established neighborhoods with NO HOA. This home features a private, fully fenced backyard oasis with a sparkling pool—ideal for entertaining, relaxing, and enjoying Florida living year-round. A brand-new roof will be installed, offering added value and peace of mind. Conveniently located just minutes from top-rated Seminole County schools, scenic parks, premier shopping, dining, and major highways for an easy commute. Rare opportunity to own a move-in-ready pool home in a prime location—schedule your showing today
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Melissa Maldonado (646-943-4002)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$965,0008 Days on yellowkey MLS ID: O6397566
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3660 Built: 1994Monthly Fee: $48 Tax: $11,586 (2025)Community: Glen Eagle Unit 3Spa: YesSingle Family
Taxes:$11,586
Remarks: Set on a prominent corner lot in Glen Eagle, this spacious pool home makes an immediate impression with standout curb appeal, mature oak trees, lush landscaping, and a winding front walkway leading to a natural slate entry. Located in the sought-after Tuscawilla golf community, the home offers a rare blend of presence, warmth, and flexibility in one of the area’s most desirable settings. Inside, soaring cathedral ceilings, Brazilian cherry hardwood floors, skylights, and custom built-ins create a bright, open great room that feels both inviting and impressive. The open-concept layout flows easily for everyday living and entertaining, while the chef’s kitchen is designed to impress with 42-inch cabinetry, granite countertops, a breakfast bar, a 36-inch GE Profile induction cooktop, GE Profile double ovens, microwave, and dishwasher, and a custom built-in Liebherr stainless French-door refrigerator with dual bottom freezer drawers. Just off the foyer, the office is framed by gorgeous vintage beveled glass doors, while the formal dining room with tray ceilings offers an elegant setting for hosting. The bedroom wings feature crown molding, high ceilings, and concrete flooring for a clean, modern feel. Privately tucked away, the primary suite is filled with natural light and opens directly to the pool and patio through French doors. The en suite bath features dual sinks, separate his-and-her walk-in closets, a soaking tub, and a walk-in shower. The split floor plan continues on the opposite side of the home, where three additional bedrooms are positioned off the great room. One includes a private bath, another offers direct access to the pool and patio, and the hall bath is finished with custom mosaic tile flooring. One of the home’s most compelling features is the incredible upstairs retreat. Beautifully updated with hardwood floors, this expansive level offers a massive bonus space, an additional full bath, and an oversized bedroom that creates exceptional flexibility for the way buyers live today. Whether used for multigenerational living, a private guest retreat, potential mother-in-law suite, game room, media lounge, home gym, yoga studio, or separate family living area, the scale and versatility of this space truly set the home apart. Outdoor living is just as appealing, with a screened pool and patio designed for entertaining, relaxing, and making the most of Florida living. The side and backyard offer mature shade, privacy, and a fire pit area that adds even more charm and usability. Perfectly positioned in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of established Winter Springs living with convenient access to SR 417, connecting you to Downtown Orlando, Orlando International Airport, Universal, Disney, and beyond. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, nearby parks, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy everything from weekend bike rides and morning runs to shopping, restaurants, and everyday convenience. Major recent improvements include: A new roof in 2021, full house replumbing in 2021, a whole-house electrical upgrade in 2021, all-new kitchen appliances in 2021, all new water faucets in 2021, two new HVAC systems in 2022, a new pool pump and spa/pool heater in 2023, new upstairs hardwood floors in 2024, a refinished pool deck in 2024, and new garage door openers in 2026.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
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