Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
Do Not Show Listings
180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$294,99939 Days on yellowkey MLS ID: O6408927
REDUCED by $10,000 (3.3%) on 06/22/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1275 Built: 2005Monthly Fee: $300 Tax: $4,266 (2025)Community: Heritage Park TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,266
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: It doesn't get more move in ready than this! Welcome to the highly sought-after gated community of Heritage Park Townhomes in Winter Springs within Seminole County! This tastefully remodeled 2-bedroom, 2.5-bathroom townhome is completely move-in ready and filled with stylish custom upgrades throughout. Step inside to find a warm and inviting living space featuring a custom-built wooden mantle over the electric fireplace, creating the perfect focal point for relaxing or entertaining. The dining area showcases a stunning custom 3D accent wall adding a modern designer touch to the home. The kitchen is beautifully upgraded with quartz countertops, stainless steel appliances, and a pantry providing additional storage space. Upstairs you’ll find both bedrooms thoughtfully laid out in a split floor plan for added privacy. The spacious primary suite features a walk-in closet and an ensuite bathroom complete with quartz countertops and a stand-alone shower. The laundry area is located upstairs in its own designated hallway closet for easy access. When you step outside to your back patio, you'll notice the owners added pavers creating the perfect cozy outdoor space for relaxing evenings or late-night movies under the stars. A/c is 2022! Enjoy low-maintenance living with an HOA fee of only $300/month which includes exterior grounds maintenance, gated community access, community pool, and a playground. This unit also offers a 1-car garage, private driveway parking, and additional guest parking spaces designated for visitors. Located near shopping, dining, parks, and major roadways, this beautifully updated townhome is ready for its next owner to call home, bring your offers!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
1209 DEER RUN DR, WINTER SPRINGS, FL 32708
$775,0001 Day on yellowkey MLS ID: O6420511
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3164 Built: 1977Monthly Fee: $3 Tax: $4,064 (2025)Community: TuskawillaSpa: NoSingle Family
Taxes:$4,064
Elementary School: Keeth Elementary
Remarks: Beautiful Five bedroom, 3 bathroom home, in highly sought after Tuskawilla golf community. The primary bedroom has an adjoining room that can be used as an office or gym area. You can sit by your pool overlooking a large backyard with a lake view. The home was recently updated with a new roof in 2026 and the kitchen was remodeled approximately 2 years ago. There are 2 central heat and air systems and a whole house water filtration system. Volunteer HOA with no HOA restrictions. Located in A-rated Seminole county school system.
Listing is courtesy of: EXIT REAL ESTATE RESULTS (352-933-0018)
Listing Agent: Tommy Fransen, Jr (407-724-1712)
1385 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708
$367,0001 Day on yellowkey MLS ID: W7887141
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1460 Built: 1980Monthly Fee: $29 Tax: $4,679 (2025)Community: Sunrise Unit 2-ASingle Family
Taxes:$4,679
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: Hit the "EASY BUTTON" on Your Next Home! Welcome to this beautifully updated, low-maintenance gem in the highly sought-after Sunrise subdivision. Whether you are a first-time buyer or looking to downsize, this home offers total peace of mind with major, big-ticket updates already done for you: Brand-New Roof (May 2026): Move in with zero roof worries for years to come. Fresh Updates: Brand-new flooring in all bedrooms and the guest bath, plus a beautifully remodeled guest bathtub featuring elegant porcelain tile. Upgraded Appliances: Features a brand-new, spacious 25-cubic-foot refrigerator. Plus, every major appliance (with the exception of the dishwasher) has been replaced within the last three years. A Rare, Massive 1/3-Acre Lot Step outside into your own private oasis. Sitting on an oversized 1/3-acre lot, the backyard offers incredible space and privacy that is hard to find in this area. For the Gardener: Includes a mature, highly coveted Coconut Cream mango tree, with an active irrigation system already piped and ready for three more trees of your choice. Shaded Evenings: Because the home faces west (with the sun setting beautifully on the front), your back patio stays perfectly cool, shaded, and delightful for evening relaxation and outdoor dining. Prime Location Perfectly situated for convenience and community perks: Steps from Fun: A neighborhood playground is just two lots away, and the community tennis courts are right around the corner. Unbeatable Convenience: Quick, seamless access to SR-417 makes commuting a breeze, with premier shopping and dining just minutes away. Would you like a boat? Sunrise allows storing boats up to 24 feet in the back yard. With the major maintenance checked off your list, all that's left to do is move in and enjoy.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708
$499,90025 Days on yellowkey MLS ID: O6413841
0 Days Off yellowkey (back on 6/27/2026)
REDUCED by $10,100 (2.0%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 1984Monthly Fee: $25 Tax: $5,048 (2025)Community: AmherstSpa: NoSingle Family
Taxes:$5,048
Remarks: Under contract-accepting backup offers. Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated bathrooms and ceramic wood looking flooring in main living areas. The screened with an large pool and covered lanai create the perfect setting for year-round outdoor living and entertaining, and no rear neighbors for privacy. The primary suite features a walk-in closet and spacious bath with dual sinks newly remodeled. Additional highlights include a 2-car garage, irrigation system, rain gutters, public utilities, and low annual HOA dues. New Roof (2025), New Water Heater & A/C (2024). Conveniently located near top-rated Seminole County schools, parks, shopping, dining, major roadways, and the 417.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Brittany Zapitz (321-230-4445)
600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708
$290,000151 Days on yellowkey MLS ID: O6375918
REDUCED by $20,000 (6.5%) on 06/01/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1609 Built: 2016 Tax: $4,259 (2024)Community: Tuscany Place Ph 1Condo
Taxes:$4,259
Tax Year: 2024
Remarks: Turnkey townhouse in Tuscany Place is totally move-in ready. The townhouse style is limited to only a few homes in the new phase of this wonderful, gated community. Built in 2016 and much newer than many competing condos/townhomes. All 3 bedrooms have their own private full bathrooms. The first-floor bedroom with en-suite bath is great for guests, home office, or multigenerational living. Brand new roof (2026). Newer HVAC (2020). Low maintenance townhouse-style living. Spacious open-concept kitchen and overall excellent layout. This home's natural focal point is the kitchen with granite countertops, and there's an extra-large kitchen island, which provides essential counter space and storage, cabinets and drawers, and room for a breakfast bar. The kitchen leads to the rest of the living and family room combination, which features glass sliding doors to the patio and a staircase to a great split plan layout for the bedrooms upstairs. This home has all the features you’re looking for including a laundry room with large-size appliances, walk-in closets, a huge refrigerator, dedicated trash drawer in the kitchen, blinds and window treatments, and modern fixtures throughout the home. See yourself living in the heart of beautiful Winter Springs. Low monthly fee covers access to the community pool, exterior maintenance and landscaping, sewer, and trash services. Very close to all the shopping and restaurants at Winter Springs Town Center, and Trotwood Park is right at your doorstep. Contact us today to schedule a private tour!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: John Vincent (407-534-9764)
4901 PETRA CT, WINTER SPRINGS, FL 32708
$674,90031 Days on yellowkey MLS ID: O6412001
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2644 Built: 1986Monthly Fee: $40 Tax: $2,783 (2024)Community: TuskabaySingle Family
Taxes:$2,783
Remarks: Make yourself at home in this spacious, beautifully undated residence located in one of the most desirable and sophisticated neighborhoods in Winter Springs, in the heart of Central Florida. This spacious four bedroom, two bath split-plan home offers comfort and versatility throughout . Features include a formal dining room; inviting Florida room, private den, and a generously sized master suite designed for relaxation. With a thoughtful layout and plenty of space, this home is perfect for both everyday living and entertaining. All kitchen appliances are included featuring 42" custom, cabinetry, carpet in the living room and all bedrooms. Bamboo flooring in the sunroom and office with ceramic tile in the kitchen, bathrooms and laundry room (with pull-down ironing board). The living room features an electric fireplace, built in bookshelves, vaulted ceiling, that creates a warm and inviting atmosphere in the heart of the home. Move in ready. Roof; 2016, AC/heat pump; 12/24, microwave; 2026, electric box; 1/2025, replumbed entire house; 2023.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Pat Long (407-406-6733)
1035 N ELK CT, WINTER SPRINGS, FL 32708
$900,00021 Days on yellowkey MLS ID: O6414324
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3360 Built: 1978 Tax: $10,432 (2025)Community: Winter Spgs Unit 2Spa: YesSingle Family
Taxes:$10,432
Remarks: Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ Over 1.3 PRIVATE ACRES, a DREAM BACKYARD, and a home filled with character – this is the kind of property that rarely comes to market in the heart of Winter Springs! Set on a secluded 1.32 ACRE CUL-DE-SAC LOT with an optional HOA, this beautifully UPDATED SINGLE STORY POOL HOME offers more than 3,000 square feet of versatile living space with 4 bedrooms, 3.5 baths, a dedicated FLEX/DEN, BONUS ROOM, and a flowing floor plan designed for everyday living and unforgettable entertaining. Major updates include A/C systems updated (2022/2023), septic service in (2022), and a 2016 roof, giving peace of mind for years to come. The GATED COURTYARD ENTRY welcomes you home, while the circular driveway provides abundant parking for family and guests. Inside, you will find no carpet – just WOOD LOOK TILE, wood laminate flooring, and new SLATE TILE in the chef's kitchen. Thoughtfully updated with rich cabinetry topped with crown molding, sleek stone countertops, a striking herringbone backsplash, breakfast bar seating, upgraded STAINLESS STEEL APPLIANCES including a built-in wall oven, and a layout that opens seamlessly to the living spaces, this kitchen was made for gathering. Crown molding, custom accent details, a cozy WOOD BURNING FIREPLACE, updated bathrooms, and charming architectural touches throughout give this home a warmth, style, and personality you simply can't recreate. Designed to embrace Florida living, three sets of FRENCH DOORS and windows from the main living areas and oversized sliding glass doors from the PRIMARY SUITE open to an incredible COVERED LANAI featuring a beautiful WOOD SLAT CEILING, generous spaces for outdoor dining and relaxing, and views of the SCREENED HEATED POOL and separate SPA with a PERGOLA/BAR. Beyond the lanai, discover your own private retreat complete with mature trees, winding garden paths, a FIRE PIT, fenced dog run, lush landscaping, and endless green space that feels worlds away from the city. Located in one of Winter Springs' most desirable areas with TOP-RATED SCHOOLS and easy access to Tuskawilla Road, Red Bug Lake Road, SR 417, shopping, dining, parks, golf, the Tuscawilla Country Club, Trotwood Park, Bear Creek Nature Trail, the Oviedo Mall and a variety of everyday conveniences, this is a rare opportunity to enjoy unmatched privacy, space, and timeless charm without sacrificing location. Homes offering this much land, versatility, and outdoor living in the heart of Winter Springs are few and far between – schedule your private showing today and fall in love with this exceptional property!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708
$685,00017 Days on yellowkey MLS ID: O6416232
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3246 Built: 1996Monthly Fee: $42 Tax: $4,016 (2025)Community: Winding Hollow Unit 2Single Family
Taxes:$4,016
Remarks: Pride of ownership shows in this updated Winding Hollow, one owner, 2 story gem w/ 4 bedrooms & 3 baths plus a bonus room & 3 car garage. This home showcases comfort and versatility w/ tile floors throughout the downstairs including the screened lanai, which is accessible from the living & family rooms & primary suite. The open concept bright & modern floorplan has great flow & is perfect for entertaining with soaring 18’ ceilings & high glass windows that bring the outside in. The remodeled island kitchen is open to the dinette & family room & is outfitted with hard surface counter tops, plentiful cabinet space, pantry and modern appliances. The primary suite has a sitting area currently used as a home office, has 2 spacious closets & an updated en-suite bath featuring a modern soaking tub & quartz countertops vanity w/ dual sinks. Bedroom 2 is also on the 1st floor as are the spacious & open living & dining room areas. Upstairs you will find an upgraded laminate wood stairway & flooring for the two bdrs, a hall bath, & a balcony bonus room / flex space that could be converted to another bedroom & overlooks the downstairs kitchen & family room. More features include a laundry room off the kitchen, spacious 3 car garage w/ expanded driveway to accommodate cars, a newer roof & 2 zoned A/C's plus recent paint both inside & out. This location is with-in walking distance of the Cross Seminole trail & Central Winds Park, and offers convenient proximity to wonderful Winter Springs schools, shopping and state roads for easy commutes such SR 417 and 17-92. This magnificent home will exceed your expectations & Welcome home!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708
$525,0007 Days on yellowkey MLS ID: O6418792
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2416 Built: 1997Monthly Fee: $126 Tax: $2,980 (2025)Community: Greenbriar Sub Ph 2Spa: NoSingle Family
Taxes:$2,980
Remarks: Welcome to 947 Glen Abbey Circle in the sought-after Greenbriar Country Club and Golf Course community of Winter Springs. This impeccably maintained 4-bedroom, 3-bathroom home with a spacious loft offers thoughtfully designed living space with beautiful conservation views and a flexible floor plan perfect for everyday living and entertaining. The bright and open layout features soaring ceilings in the formal living and dining areas, creating an impressive first impression. The spacious kitchen is equipped with wood cabinetry, ceramic tile flooring, and overlooks the family room, where sliding glass doors lead to a screened porch overlooking the peaceful conservation area. The first-floor primary suite provides a private retreat with a large walk-in closet, garden tub, separate shower, and dual vanity. An interior laundry room and convenient half bath complete the main level. Upstairs, you'll find three additional bedrooms, a full bathroom, and a versatile loft that overlooks the living and dining areas below, enhancing the home's open and airy feel. Whether used as a game room, home office, media space, or play area, the loft adds flexibility to meet a variety of lifestyle needs. Recent updates and meticulous care throughout make this property truly move-in ready. Enjoy the lifestyle that Greenbriar offers, with access to golf, country club amenities, top-rated Seminole County schools, shopping, dining, and major roadways just minutes away. This is a rare opportunity to own a beautifully maintained home in one of Winter Springs' most desirable communities. Schedule your private showing today.
Listing Agent: Denise Mckinley (407-625-0635)
661 ANDOVER CIR, WINTER SPRINGS, FL 32708
$435,00012 Days on yellowkey MLS ID: O6417072
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1735 Built: 1994Monthly Fee: $125 Tax: $5,042 (2025)Community: Georgetowne Unit 3Spa: NoSingle Family
Taxes:$5,042
Remarks: Welcome to 661 Andover Circle, a beautifully updated home in the sought-after Tuscawilla community of Winter Springs. This move-in ready residence features ceramic tile flooring, fresh interior paint, and a spacious split-bedroom floor plan designed for comfortable living. The updated kitchen offers granite countertops, newly painted cabinetry, a brand-new range, ample storage, and a functional layout perfect for everyday living and entertaining. The spacious primary suite provides a private retreat, while a brand-new HVAC system offers peace of mind for years to come. Enjoy Florida living year-round from the screened rear patio, perfect for relaxing with your morning coffee or entertaining family and friends. Conveniently located near Trotwood Park, you'll have easy access to pickleball and tennis courts, playgrounds, sports fields, covered pavilions, and more. Just around the corner, Tuscawilla Country Club features tennis facilities and a beautiful 18-hole golf course for those who enjoy an active lifestyle. The HOA covers front lawn maintenance, providing low-maintenance living. Located near top-rated Seminole County schools, shopping, dining, the Seminole Trail, and SR-417, this home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to own this beautifully updated Tuscawilla home. Schedule your private showing today! Please note that the home does not have a backyard sprinkler system. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.
Listing is courtesy of: DJ & LINDSEY REAL ESTATE (904-643-6199)
Listing Agent: Christopher Anuszewski (407-230-7921)
170 WOODED VINE DR, WINTER SPRINGS, FL 32708
$649,90011 Days on yellowkey MLS ID: O6418077
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2470 Built: 2019Monthly Fee: $137 Tax: $8,571 (2025)Community: Tuskawilla Crossings Ph 1Single Family
Taxes:$8,571
Elementary School: None
Remarks: Built in 2019, this thoughtfully designed floor plan is ideal for multigenerational living, extended stays for guests, remote professionals, or anyone seeking additional privacy and versatility. The main residence encompasses 3 bedrooms, 2.5 bathrooms, and a dedicated office/flex room, while a separate 1 bedroom, 1 bath suite above the garage creates a private retreat complete with its own entrance. The main level showcases an open concept design where the family room flows seamlessly into the spacious eat in kitchen. The kitchen is beautifully appointed with 42" cabinetry, quartz countertops, upgraded stainless steel appliances, and a generous walk in pantry. A versatile office/flex room offers endless possibilities as a home office, playroom, fitness area, study space, or hobby room. Upstairs, the primary bedroom serves as a comfortable escape, featuring a walk-in closet, French doors that lead to a private balcony and a spacious en suite bath with dual vanities, a garden tub, and separate walk-in shower. Two additional bedrooms and a full bath with dual sinks complete the second floor of the main residence. One of the home's most desirable and unique features is the private in-law suite above the garage. Measuring approximately 19' x 16', this separate living space includes its own full bathroom, dedicated HVAC system, built-in cabinetry and private entrance, making it ideal for in-laws, guests, college aged children, a home business, or additional flex space. The remainder of the home highlights a front porch, a covered rear porch, a brick paved driveway, oversized parking area, two car garage, whole home Gigabit Wi Fi, fiber internet, smart locks, smart lighting and a 60 amp outlet ready for electric vehicle charging. Residents of Tuskawilla Crossings enjoy resort style amenities including a community pool with cabanas, playground, walking trails, multiple dog parks, and direct access to the Seminole County Trail. Ideally located just minutes from Winter Springs Town Center, shopping, dining, top rated Seminole County schools, and SR 417.
Listing is courtesy of: DIBS REALTY, LLC (407-537-2232)
Listing Agent: Ashley Swindell (407-687-5481)
1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708
$420,00042 Days on yellowkey MLS ID: O6408695
REDUCED by $5,000 (1.2%) on 06/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2024Monthly Fee: $356 Tax: $6,076 (2025)Community: Hickory Grove TwnhmsTownhouse
Taxes:$6,076
Remarks: Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof, 1GB of high speed internet and cable premium package. This stunning residence has been tastefully decorated and offers the perfect blend of modern style, comfort, and convenience. Your front door opens up to the serene parks, fountains and walkways just across the street from your favorite stores and restaurants. Enjoy an open-concept layout with plenty of natural light, a modern kitchen with state of the art SS appliances, quartz counters and a beautiful island to entertain your guests. 3 bedrooms, 2.5 bathrooms, and a 2-car garage, and much more. This home is move-in ready and designed for easy living. Upstairs, the generous primary suite offers a private retreat with an en-suite bath and ample closet space. Built with today’s lifestyle in mind, this home also includes the peace of mind of a builder warranty, this is a fantastic opportunity to own a like-new home in one of Central Florida’s most sought-after areas with top-rated schools.
Listing is courtesy of: RALISTO, LLC (407-493-6032)
Listing Agent: Kalex Espinosa (407-493-6032)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$998,000193 Days on yellowkey MLS ID: O6368232
REDUCED by $1,000 (0.1%) on 06/25/2026
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
Elementary School: Lawton Elementary
Remarks: Welcome to this beautifully reimagined 5-bedroom, 3 full bath, 2 half bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla. Blending timeless architectural character with extensive modern updates, this move-in ready home offers exceptional space, style, and functionality throughout. Step inside to discover expansive living areas designed for both everyday living and entertaining, including a large formal living room with a stunning brick fireplace, a spacious family room with a second fireplace, formal dining room, and an oversized bonus space ideal for a home office, playroom, media room, or flex living area. The completely remodeled kitchen is a true centerpiece, featuring quartz countertops, brand-new appliances, custom two-tone cabinetry, open shelving, designer finishes, and a stylish bar area perfect for hosting. A spacious laundry room with a convenient butler’s pantry area adds additional storage and functionality. Downstairs also includes two beautifully updated half bathrooms. Upstairs, all five bedrooms offer generous space and natural light, along with three fully renovated bathrooms, including a Jack-and-Jill layout. The expansive primary suite serves as a private retreat with soaring ceilings, a luxurious freestanding soaking tub, oversized walk-in shower, dual vanities, and elevated designer finishes throughout. Additional updates include a newer roof in 2023, both A/C units replaced 12/2025, wood-look tile flooring throughout the lower level, and luxury vinyl plank flooring upstairs. Outside, enjoy Florida living at its best with a covered and screened lanai overlooking the sparkling pool and spacious patio area—perfect for relaxing or entertaining year-round. Located in one of Tuscawilla’s most desirable neighborhoods and zoned for top-rated Seminole County schools, this rare fully updated home combines architectural charm, modern design, and an unbeatable location. Homes with this level of renovation, space, and character rarely become available in Chelsea Woods. Call today to schedule your private showing.
Listing Agent: Belinda Gonzales (321-277-8994)
600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708
$249,900473 Days on yellowkey MLS ID: O6286935
REDUCED by $15,100 (5.7%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1985Monthly Fee: $397 Tax: $766 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Taxes:$766
Remarks: MOTIVATED SELLER!!! Seller offering concession toward buyer closing cost. Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.
Listing Agent: Bob Bretz, Pa (407-797-9500)
498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$249,00010 Days on yellowkey MLS ID: O6418425
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1363 Built: 1987Monthly Fee: $190 Tax: $1,639 (2025)Community: Mount Greenwood Unit 4 OfTownhouse
Taxes:$1,639
Elementary School: Winter Springs Elementary
Remarks: Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior paint. The spacious living and dining areas flow seamlessly to the oversized screened patio with paver flooring, creating the perfect space to relax, entertain, or enjoy your morning coffee while overlooking the tranquil water and mature trees. The kitchen opens to the main living space, creating a bright and functional layout ideal for everyday living. Upstairs, you'll find two generously sized bedrooms with large closets and ample storage. An additional exterior storage closet off the patio provides even more convenience. Residents of Mount Greenwood enjoy a low HOA and outstanding community amenities, including a sparkling pool, tennis courts, playground, and scenic walking and biking trails. Ideally located just off SR 434 and minutes from Winter Springs Town Center, shopping, dining, parks, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or searching for the perfect Florida retreat, this move-in-ready townhome offers comfort, convenience, and beautiful waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle in one of Winter Springs' most desirable locations. Schedule your private showing today!
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Nicole Van Treese (407-462-9050)
1105 CLINGING VINE PL, WINTER SPRINGS, FL 32708
$500,0009 Days on yellowkey MLS ID: O6416115
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 1993Monthly Fee: $53 Tax: $2,249 (2025)Community: Eagles LandingSingle Family
Taxes:$2,249
Remarks: Under contract-accepting backup offers. Virtually Staged. Eagles Landing is calling and this one has the pool to prove it. Set on a lush quarter-acre lot in one of Winter Springs' most established neighborhoods, this 3-bed, 2-bath stunner checks every box: soaring vaulted ceilings, separate formal living and dining, a kitchen that opens to the family room, and a screened pool with spa just steps from your back door. The primary suite has a walk-in closet, dual vanity, soaking tub, separate shower, and marble finishes that make it feel like a true retreat. Big secondary bedrooms. Full laundry room. Washer and dryer stay. The big stuff is done: brand-new AC (2025), 5-year-old water heater, newer pool pump, solar + propane pool heater (both owned no leases). Swim year-round without the utility sticker shock. Tile flooring throughout the main living areas. Low HOA at just $158/quarter. Zoned for Seminole County schools. Minutes to SR 434, the 417, shopping, dining, and everything Central Florida has to offer. Calling all investors and savvy buyers with vision! This home has incredible bones, a layout that buyers love, and a backyard that sells itself. Add your cosmetic touches and watch the value follow. This is the kind of home people drive through a neighborhood hoping to find. Come see it before someone else does.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$439,990117 Days on yellowkey MLS ID: O6386437
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $45,000 (9.3%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Remarks: Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural light, and private bath. Stainless steel appliances, a walk-in pantry and a breakfast bar are all featured in this floorplan's thoughtfully designed kitchen.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$790,0003 Days on yellowkey MLS ID: O6419028
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2339 Built: 1989Monthly Fee: $40 Tax: $6,933 (2025)Community: TuskabaySingle Family
Taxes:$6,933
Remarks: Welcome to this beautifully upgraded 4 bedroom, 3 bath pool home in the desirable Tuskabay community located in Winter Springs. Designed for both comfortable living and effortless entertaining, this light-filled home features an open living area, inviting floor plan with abundant natural light and crown molding throughout. The spacious family room features a cozy fireplace creating the perfect ambiance. The heart of the home is the impressive chef's kitchen, boasting extensive 42" cabinetry, ample counter space, premium finishes and a built in wine refrigerator that adds a touch of sophistication. The luxurious primary ensuite bathroom features dual sinks, an exquisite shower and walk-in closet. The spacious living areas flow seamlessly to the oversized covered lanai, ideal for morning coffee, outdoor dining, or relaxing while overlooking the sparkling pool and spa. The expansive fenced in backyard with plenty of room to play, garden or simply enjoy the extra space creating the perfect indoor-outdoor Florida lifestyle. With generous bedrooms, three full baths, laundry/mud room and exceptional outdoor living spaces, this Tuskabay gem offers the perfect combination of style, comfort, and functionality. Don't miss the opportunity to make this exceptional home yours! Schedule your tour today.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Lou Diberardino (315-569-6900)
1838 SENECA BLVD, WINTER SPRINGS, FL 32708
$699,90032 Days on yellowkey MLS ID: O6411007
REDUCED by $25,000 (3.4%) on 06/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3195 Built: 1993Monthly Fee: $8 Tax: $5,731 (2025)Community: Tuscawilla Unit 14BSingle Family
Taxes:$5,731
Remarks: Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible space for a media room, game room, home gym, or additional living area. The kitchen overlooks the main living spaces and pool area, while French doors open to an expansive covered lanai and screened pool enclosure designed for year-round Florida living. Step outside and enjoy your own backyard retreat featuring a large pool and spa with waterfall features, outdoor grilling area, generous deck space, mature landscaping, and peaceful conservation views with no rear neighbors. Major improvements include a roof replaced approximately 3 years ago and HVAC systems replaced approximately 3 years ago, providing peace of mind for years to come. Conveniently located near top-rated Seminole County schools, parks, golf, shopping, dining, and major commuter routes. Optional HOA membership available. Homes offering this combination of acreage, privacy, pool, location, and living space rarely become available.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$444,990117 Days on yellowkey MLS ID: O6386458
5 Days Off yellowkey (back on 6/23/2026)
REDUCED by $40,000 (8.2%) on 06/01/2026
Remarks: Under Construction. A standout feature of this end-unit home is the owner’s suite, conveniently located on the first floor, providing privacy and ease of access. This inviting retreat includes abundant natural light, a generous walk-in closet, and a well-appointed private bath. The open-concept main floor features expansive living and dining areas that flow seamlessly into a thoughtfully designed kitchen—complete with stainless steel appliances, including a refrigerator, a walk-in pantry, and a spacious breakfast bar—ideal for entertaining or everyday living. Laundry room, complete with washer and dryer is conveniently located on the main floor. Upstairs, you’ll find two additional bedrooms, a versatile loft perfect for a home office or media space, along with ample storage and a dedicated laundry area. A rear-loading 2-car garage adds both functionality and curb appeal. 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.
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