Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
Do Not Show Listings
1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708
$1,479,50045 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,523
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
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)
600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708
$299,99980 Days on yellowkey MLS ID: O6375918
REDUCED by $10,001 (3.2%) on 04/01/2026
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 and ready for immediate move-in. Located in the latest and greatest phase of Tuscany Place, which was built in 2016. Exceptional open floor plan at over 1,600 square feet truly sets this home apart as does the flexibility for multi-generation living. All bedroom suites have their very own en-suite bathroom—one of the bedrooms with full bath is on the ground level—so it’s perfect for a mother-in-law suite. Large sized rooms, updated bathrooms, and all the features you are looking for. The kitchen has stainless steel appliances, granite countertops, a large pantry, and a breakfast bar for dining. See yourself entertaining easily in the large living room - family room combination and then stepping through glass sliding doors out to the patio. Additional conveniences include a dedicated laundry room with shelves, walk-in closets, ceiling fans, and modern fixtures throughout the home. Roof replaced in March 2026. Hvac 2020. Water heater 2017. Low monthly fee covers access to the community pool, exterior maintenance and landscaping, sewer, and trash services. Excellent location and zoned for Seminole County Public Schools and many private schools nearby. Very close to all the shopping and restaurants at Winter Springs Town Center or along Tuskawilla and Red Bug Lake Rd, and Trotwood Park is right at your doorstep. Needless to say, you don't want to miss out on this outstanding property. Note: A line of credit may be sufficient to purchase this property and please contact Isabelle Martinez Paramount Residential Mortgage Group for more info. All sold as-is and with the right to inspect. Contact our office today to schedule a private tour!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: John Vincent (407-534-9764)
30 S EDGEMON AVE, WINTER SPRINGS, FL 32708
$250,00018 Days on yellowkey MLS ID: O6394469
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1960 Tax: $318 (2024)Community: North Orlando 2Nd AddSingle Family
Taxes:$318
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has a screened porch added onto the back. No idea how many square feet the home actually is. Electrical has been updated Natural Gas for you, even the HWH is gas. Several sheds on property. roof is 2018, A/C 2011. Owner has moved out of state so looking for a sale. Winter Springs has AMAZING Seminole County A+ rated Schools. Worth a look if you need some space in a great area. Someone has lived in this home for many years. Buy it and remodel down the road. Starter home for the right family. Live in it while you remodel. Won't last.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$824,9002 Days on yellowkey MLS ID: O6398877
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 1994Monthly Fee: $44 Tax: $4,461 (2024)Community: Chestnut RidgeSpa: NoSingle Family
Taxes:$4,461
Elementary School: Rainbow Elementary
Remarks: Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10” crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef’s island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet “Uline” beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8’ tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that’s hard to beat!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$290,0002 Days on yellowkey MLS ID: O6399623
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1994Monthly Fee: $127 Tax: $3,719 (2025)Community: Deersong 2Single Family
Taxes:$3,719
Elementary School: Layer Elementary
Remarks: Don't Wait!! Seller offers $5,000 Towards buyer's closing costs. This 3-bedroom, 2-bathroom home in Deersong-2 is a fantastic opportunity for anyone looking for a move-in-ready property in Winter Springs. With its newly updated kitchen, Modern faucet, granite countertops, and indoor laundry. High living room ceilings, the home feels both modern and spacious. The community offers excellent amenities, including a gated pool and tennis courts, all for a low HOA fee. Its prime location near top-rated Seminole County schools and the popular Torcaso Cove park makes it ideal for daily living. will not last long, Schedule your private showing today!!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Mariam Sherkawy (407-272-4234)
684 OLEAN CT, WINTER SPRINGS, FL 32708
$849,9002 Days on yellowkey MLS ID: O6399510
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2832 Built: 1988Monthly Fee: $8 Tax: $8,448 (2025)Community: Chelsea WoodsSpa: NoSingle Family
Taxes:$8,448
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: Walk on it and call it home! This amazingly cared for POOL home with 3 Car Garage in Chelsea Woods, Tuscawilla is ready for its new owner! With nearly 3,000 square feet, this spacious 5-bedroom, 4-bathroom home sits on over one-third of an acre and offers the perfect blend of comfort, functionality, and Florida living. As you step inside, you’re greeted by an open and inviting family room with stunning views of the pool, seamlessly connected to the dining area. A bonus: the pool table stays and can double as a dining table for entertaining! To the left of the entry, you’ll find a generously sized primary suite along with an additional bedroom and full bathroom—ideal for guests or a home office setup. The heart of the home is the expansive kitchen, featuring ample space, a cozy kitchenette, and a wet bar—perfect for hosting. The adjoining living room showcases a beautiful fireplace, adding warmth and charm to the space. As you will notice, this home is very LIGHT AND BRIGHT and features NO CARPET! Toward the back of the home are three additional bedrooms and two full bathrooms, including one with a private ensuite—perfect for multi-generational living or added privacy. Step outside to your fully fenced backyard oasis, complete with a screened-in, heated saltwater pool and lanai—ideal for year-round enjoyment. Major updates include a NEW ROOF (2023) and newer AC units (2023 & 2016), offering peace of mind for years to come. Located in the sought-after Tuscawilla area, Chelsea Woods offers optional HOA and convenient access to top-rated schools, Tuscawilla Country Club, SR-417, Seminole Trail, Seminole State College, UCF, Lockheed Martin, and Siemens. This exceptional home won’t last long—schedule your private showing today before this home is SOLD!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$448,0003 Days on yellowkey MLS ID: O6399111
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2128 Built: 1994Monthly Fee: $117 Tax: $2,755 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,755
Remarks: Welcome to Country Club Village, one of Tuscawilla’s most desirable neighborhoods. This 3-bedroom, 2-bath home is one of the largest and most popular models, with no step-downs. Just a hop, skip, and a jump from Tuscawilla Country Club, this light and bright home offers an eat-in kitchen, a well-designed floor plan, a separate inside laundry room, and a spacious primary suite with a bumped-out sitting or reading area. The upgraded primary bath is designed to impress, featuring a soaking tub and separate shower, your own private retreat at the end of the day. The living room offers ample space for a dinner party or casual gathering, making this a wonderful home for entertaining. The fireplace adds a touch of elegance and warmth, perfect for those occasional chilly Florida nights. The open porch creates an inviting space to relax, whether enjoying a quiet morning or a peaceful evening at home. The HOA handles the lawn, giving you more time to enjoy the lifestyle this neighborhood offers. Take advantage of nearby Trotwood Park, Bear Creek Nature Trail, and direct access to the Cross Seminole Trail, perfect for walking, biking, and enjoying the outdoors. Conveniently located near restaurants, within the highly regarded Seminole County school district, with easy access to SR 417, and approximately 50 minutes from both the beaches and the amusement parks, this is a wonderful opportunity to enjoy comfort, convenience, and a premier Tuscawilla location.
Listing Agent: Laura Leigh Wood (407-310-4908)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00049 Days on yellowkey MLS ID: O6386661
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1831 Built: 1993Monthly Fee: $39 Tax: $2,158 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,158
Remarks: Under contract-accepting backup offers. One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!
Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)
Listing Agent: Andrea Rusch (321-231-2094)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00031 Days on yellowkey MLS ID: O6391562
0 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 1980Monthly Fee: $117 Tax: $2,390 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$2,390
Remarks: Under contract-accepting backup offers. Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. One of the standout features is the spacious heated and cooled Florida room, adding valuable flex space for a home office, lounge, or year-round entertaining, all while overlooking your private outdoor setting. Enjoy peace of mind with major updates already completed, including updated plumbing, a water softener system, fresh interior paint, new exterior lighting, and newly installed sod that enhances curb appeal. Step outside your front door and into a lifestyle many buyers are searching for. Located just moments from the Tuscawilla Country Club, residents have the option to enjoy golf, tennis, dining, and social events for a low fee, making it easy to embrace an active, resort-style lifestyle without the high commitment. Even better, the HOA handles exterior yard maintenance, giving you more time to relax, travel, and enjoy everything the community has to offer. This is true low-maintenance living in one of Seminole County’s most established neighborhoods. Positioned in the heart of Winter Springs, you’re surrounded by scenic parks, walking and biking trails, top-rated Seminole County schools, and a wide variety of shopping and dining options just minutes away. Whether you're downsizing, relocating, or simply looking for a home that offers both lifestyle and ease, this property delivers a rare opportunity to live in one of Central Florida’s most desirable golf communities.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Brittany Pride (888-883-8509)
60 SHEOAH BLVD #38A, WINTER SPRINGS, FL 32708
$185,00018 Days on yellowkey MLS ID: O6394692
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973 Tax: $1,873 (2025)Community: Sheoah Sec 1Condo
Taxes:$1,873
Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect for enjoying your morning coffee. Step inside to an OPEN-CONCEPT LAYOUT where the Living Room, Dining area, and Kitchen flow seamlessly together, all enhanced by BEAUTIFUL WOOD LAMINATE FLOORING throughout for a warm, cohesive look. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that lead to a REAR SCREENED PORCH, creating an ideal indoor-outdoor living space. Just beyond, a small patio overlooks lush greenery and mature trees, offering a TRANQUIL SETTING with added privacy. The Kitchen is truly a SHOWSTOPPER, beautifully updated with white cabinetry, stone countertops, a FARMHOUSE SINK, stylish range hood, sleek backsplash, and matching appliances, making it both functional and visually striking. A convenient half bath with a SLIDING BARN DOOR completes the main floor. Upstairs, the SPACIOUS Primary Bedroom features tall windows that fill the room with NATURAL LIGHT and includes PRIVATE ACCESS to the full bath. A second generously sized bedroom and an upstairs laundry closet add to the home’s practical layout. RECENT UPDATES include a NEW AC with added insulation (2024) and a NEW WATER HEATER (2024), providing comfort and efficiency. Residents of The Highlands enjoy an AMENITY-RICH LIFESTYLE, with access to a SPARKLING COMMUNITY POOL, clubhouse, tennis and sports courts, playgrounds, and scenic nature trails, along with HOA coverage that includes cable, internet, trash, exterior maintenance, and grounds care. IDEALLY LOCATED in Winter Springs, this home is close to OUTDOOR RECREATION at Central Winds Park and the popular Cross Seminole Trail, perfect for biking, walking, and enjoying nature. You’re also just a SHORT DRIVE from shopping, dining, and entertainment in Oviedo and Altamonte Springs, as well as the UNIVERSITY OF CENTRAL FLORIDA, making this location ideal for a variety of lifestyles. With CONVENIENT ACCESS to State Road 417, commuting throughout Central Florida is simple and efficient. The STYLISH UPDATES, private setting, and exceptional community amenities make this Highlands home a perfect blend of comfort, convenience, and LOW-MAINTENANCE LIVING. Call and schedule your tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708
$550,00026 Days on yellowkey MLS ID: V4948084
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2021Monthly Fee: $137 Tax: $6,465 (2025)Community: Tuskawilla Crossings Ph 2Spa: NoSingle Family
Taxes:$6,465
Remarks: One or more photo(s) has been virtually staged. Welcome to your new home at 1300 Swift Creek Way! This charming 4-bedroom residence in Winter Springs offers the perfect balance of private comfort and community fun. The interior features a spacious primary suite with a large walk-in closet and a private ensuite shower. Enjoy a versatile loft/office space complete with a built-in desk, perfect for remote work or study. Step outside to enjoy the fantastic community amenities, including a sparkling community pool and playground, all while living in a home designed for easy maintenance with elegant ceramic tile and double-paned windows.The kitchen flows seamlessly into the dining area, making it ideal for gatherings.This energy-efficient home includes double-paned windows and a central cooling system.Residents enjoy access to the community pool and playground, with ground maintenance included in the HOA. Freshly painted interior, new carpet upstairs and downstairs bedroom. Move-in ready and perfectly situated near street lights and local amenities!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Deborah Miller (407-617-8587)
1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$540,00012 Days on yellowkey MLS ID: O6394987
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2002Monthly Fee: $150 Tax: $6,288 (2024)Community: Parkstone Unit 3Single Family
Taxes:$6,288
Remarks: Under contract-accepting backup offers. IMMACULATE 4 bedroom, 2 bathroom home in the beautiful GATED community of Parkstone! Located on a CUL-DE-SAC, fully FENCED backyard, NO REAR NEIGHBORS with a small POND for watching the amazing wildlife. COMPLETELY REMODELED! LAMINATE flooring throughout with TILE in the wet areas. As you enter, notice the natural light that shines through the home. A SEPARATE dining room, flex space and a SPLIT bedroom plan. The kitchen features QUARTZ countertops, TILE backsplash, breakfast bar and a kitchen nook with FRENCH doors. Refrigerator 2025 and the other appliances are newer too. The primary bedroom has FRENCH doors to the large SCREENED PATIO. The primary bathroom boasts QUARTZ countertops, his-and-hers sinks, a GARDEN tub and walk-in shower with a GLASS door enclosure. The other bedrooms are large enough for queen beds! The secondary bathroom also includes QUARTZ countertops with a TILED shower and GLASS door enclosure. LAWN MAINTENANCE, community POOL, fishing dock, tennis courts, and a playground are included with the low HOA fees. Roof, water heater, and water softener are newer. Fabulous Seminole County Schools, 10 minutes to shopping and restaurants. 30 minutes to downtown Orlando and within 10 minutes of major highways. Come and get this home before it's gone, as this one has it all!!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
702 GLASGOW CT, WINTER SPRINGS, FL 32708
$317,70016 Days on yellowkey MLS ID: O6394959
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1878 Built: 1974Monthly Fee: $450 Tax: $3,285 (2024)Community: Highland Patio Homes Amended PlatSpa: YesCondo
Taxes:$3,285
Elementary School: Highlands Elementary
Remarks: Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and low-maintenance living. From the moment you arrive, you’ll appreciate the private courtyard entry—perfect for morning coffee or relaxing evenings, along with multiple outdoor spaces, including a screened-in porch and two fenced areas ideal for pets or gardening. Inside, the home features warm wood accents, soaring ceilings, and an abundance of natural light throughout. The updated kitchen is equipped with a gas double oven, modern appliances, pantry storage, and flows seamlessly into the main living areas. An interior laundry/utility room adds everyday convenience. Bathrooms have been tastefully renovated with updated vanities, tilework, and glass shower enclosures. Recent upgrades provide peace of mind, including re-piping, updated HVAC system, water heater, garage door, and energy-efficient windows and doors. Additional improvements include updated flooring, custom closet shelving, and enhanced finishes throughout the home. Located within The Highlands, residents enjoy a wide range of amenities, including a community pool, clubhouse, tennis courts, playgrounds, and miles of scenic walking trails and boardwalks. The HOA maintains exterior elements such as the roof, paint, and landscaping, allowing for easy, low-maintenance living
Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)
Listing Agent: Carrie Sue Shawfield (407-963-7749)
1346 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$489,00073 Days on yellowkey MLS ID: O6378596
0 Days Off yellowkey (back on 2/28/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1684 Built: 1988Monthly Fee: $117 Tax: $4,990 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$4,990
Remarks: This thoughtfully renovated 3-bedroom, 2.5-bath home is ready for effortless living, showcasing modern upgrades, inviting living spaces, and a truly special outdoor setting in Country Club Village of Tuscawilla. From the moment you enter, you’ll appreciate the soaring vaulted ceilings and abundant natural light in the great room, which beautifully connects the living and dining spaces and is enhanced by brand new double-pane windows and glass transoms (2025). Other notable improvements include a new tile roof (2023), fresh interior paint (2026), new upstairs carpeting (2026), recessed lighting (2025), new dining lighting (2026), new water heater (2025), and new 3 stage reverse osmosis system in kitchen(2024) & new water softener system (2024), creating a home that feels current, polished, and truly turnkey. The spacious kitchen features newly refinished cabinetry (2026), a closet pantry, and opens seamlessly to the family room with access to the screened porch and backyard—creating an ideal setting for everyday living, entertaining, and relaxed gatherings. A conveniently located laundry room and guest half bath complete the main level. The generous primary suite offers a true retreat with vaulted ceilings, a customized walk-in closet, and a stunning $25,000 renovation of the primary bath featuring a double vanity and oversized walk-in shower. Two additional bedrooms are generously sized with fresh paint and new carpeting, with one offering a walk-in closet—perfect for guests, family, or a home office. One of the home’s most distinctive features is the expansive, fully fenced backyard—an uncommon offering in the neighborhood—beautifully landscaped and backing to protected conservation space that buffers the golf course. Enjoy peaceful views, added privacy, and a sense of tranquility from the screened porch, with a private gate and path providing direct access to the course. Additional highlights include a two-car garage with epoxy flooring (2025), custom storage cabinetry(2025), and a new dedicated freezer(2025). A new Massey termite bait system with bond (09/2025) adds further confidence. The low HOA fee includes lawn maintenance, enhancing the ease of ownership. Ideally located near Tuscawilla Country Club, Trotwood Park, scenic trails, shopping, dining, and within a top-rated Seminole County school district, this exceptional home offers comfort, quality, and lifestyle in one inviting package. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Lisa Shear (407-721-9375)
130 E BAHAMA RD, WINTER SPRINGS, FL 32708
$725,0003 Days on yellowkey MLS ID: O6398011
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2158 Built: 1991 Tax: $3,366 (2024)Community: Bahama RanchesSingle Family
Taxes:$3,366
Remarks: Don’t miss the opportunity to see this exceptional property! Located in the desirable Ranchlands neighborhood of Winter Springs, this exceptional property sits on over 1.5 acres of land, offering both space and privacy. A large circular driveway provides easy access and ample parking. This well-maintained home features 4 bedrooms, 2 bathrooms, and over 2,100 square feet of living space, with a split floor plan ideal for both everyday living and entertaining. As you enter, you’re welcomed by a bright, open interior showcasing tile flooring throughout the home, high ceilings, and an abundance of natural light. The upgraded kitchen is a standout, featuring stainless steel appliances, granite countertops, plenty of cabinet storage and a kitchen nook. The spacious family room includes a cozy fireplace, along with a mounted TV and surround sound system that will convey with the home. The primary suite offers private access to the backyard through sliding glass doors, a walk-in closet, and a generously sized en-suite bathroom complete with dual sinks, and a tub/shower combo. Step outside to enjoy the expansive covered lanai—perfect for relaxing or entertaining—along with a 30' above-ground pool to enjoy Florida’s warm weather and a play area for the little ones. Additional upgrades include a home generator, AC and septic tank and pump all installed in 2017, a water heater in 2018, pool in 2020, roof in 2021 and pool pump in 2026. In addition to the attached 2-car garage, the property also features a 25' x 30' detached garage equipped with electricity and AC—ideal for extra vehicles, a workshop, or storage. A side-entry gate provides access for RV or boat parking to store in your backyard. With no HOA, you’ll enjoy the flexibility to use the property as a primary residence, investment, or income-producing opportunity. This hidden gem offers a peaceful, country-style setting while still being conveniently located near major roads, shopping, and dining. Come see it today and make it yours!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Zac Hernandez (407-576-7622)
30 SABLE CT, WINTER SPRINGS, FL 32708
$569,00065 Days on yellowkey MLS ID: O6382648
REDUCED by $10,000 (1.7%) on 04/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2674 Built: 1976 Tax: $3,043 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$3,043
Remarks: REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated bath. Inside laundry room. Large Pool (updated to salt system) 8 feet deep. Big fenced yard. Screened in porch. Oversized 2 car side entrance garage (currently part of garage is an office but could easily be converted back). Community allows golf carts. Plenty of room to park jet skis, boats, and RV. Great location near shopping, restaurants, hospital, and major roads. Good schools. Country Club has golf, tennis, swimming, and dining membership. Trotwood park has basketball and tennis courts, soccer field, and covered picnic area. Many parks in neighborhood. Close to Seminole Trail for walking and bike riding. Move right in! Must Seee!
Listing is courtesy of: HOME SOLD NETWORK LLC (407-257-6223)
Listing Agent: Julie Bailey (407-257-6223)
107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708
$519,00024 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
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
$408,50075 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
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)
408 AVONDALE CT, WINTER SPRINGS, FL 32708
$1,250,0004 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
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
$569,9004 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)
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