Location: Winter Springs
Keyword(s): Winter Springs High
Keyword(s) High School: Winter Springs High
Do Not Show Listings
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$675,00046 Days on yellowkey MLS ID: O6372400
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,539
Elementary School: None
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Price Improvement! Great price for a GOLF FRONT LIFESTYLE! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with an amazing lot DIRECTLY on the 16 hole of the Tuscawilla Country Club.PRICELESS 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)
165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$384,99035 Days on yellowkey MLS ID: O6386473
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Elementary School: Layer Elementary
Tax Year: 2025
Remarks: Under Construction. As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99035 Days on yellowkey MLS ID: O6386458
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
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.
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$484,99035 Days on yellowkey MLS ID: O6386437
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.
1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$424,99041 Days on yellowkey MLS ID: O6385191
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. With a spacious open concept ground floor, the Catalina II has plenty of room for entertaining. This floorplan features 4 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The owner’s suite features an ensuite owner's bath and a walk-in closet. This chef-worthy kitchen features stainless steel appliances, a walk-in pantry, and a breakfast bar.
1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$381,99078 Days on yellowkey MLS ID: O6375116
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$491,99089 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
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.
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,99089 Days on yellowkey MLS ID: O6371853
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.
1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708
$685,000Listed 04/08/2026 1:48PM MLS ID: O6397034
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2353 Built: 2001Monthly Fee: $127 Tax: $3,886 (2024)Community: Citrus OaksSpa: NoSingle Family
Taxes:$3,886
Elementary School: Rainbow Elementary
Remarks: Welcome to 1113 Citrus Oaks Run, a beautifully maintained home offering timeless style, functional space, and a private backyard retreat. This spacious 3-way split floor plan features wood flooring throughout, 8-foot doors, high ceilings, and elegant beams in the dining room, creating a warm and inviting atmosphere from the moment you enter. The living room/den showcases added French doors, while the updated kitchen overlooks the family room and features refinished cabinetry with soft-close features, updated countertops, pantry storage, and a cozy dinette area. The primary suite opens to the pool through sliding doors and includes a walk-in closet and an en-suite bath with updated counters, while the secondary wing offers two bedrooms with a beautifully remodeled bathroom and linen storage, plus a third bedroom and another fully renovated bath. Plantation shutters throughout add charm and privacy, and the laundry room is conveniently located just off the garage. Outside, enjoy a fully fenced wrought-iron yard and a screened pool area with a recently redone pool cage, perfect for relaxing or entertaining. Additional highlights include a 3-car garage with shelving and attic storage, water softener, A/C approximately 3 years old, and roof approximately 6 years old—making this move-in-ready home an exceptional opportunity in a desirable Winter Springs location.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
717 ADIDAS RD, WINTER SPRINGS, FL 32708
$375,00016 Days on yellowkey MLS ID: O6391891
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
Elementary School: Keeth Elementary
Remarks: 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 is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Bagwell (407-702-4521)
213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708
$910,0001 Day on yellowkey MLS ID: O6395861
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3499 Built: 1998Monthly Fee: $123 Tax: $12,885 (2024)Community: Reserve At Tuscawilla Ph 2Spa: YesSingle Family
Taxes:$12,885
Remarks: Welcome home to 213 Heatherwood Circle, nestled within the highly sought-after gated community of Reserve at Tuscawilla, where lifestyle meets luxury. From the moment you arrive, you’re greeted by lush Florida landscaping, an oversized driveway, and a desirable side-entry three-car garage. Situated on a generous 0.34-acre pond-front lot, this exceptional property offers a private pool and spa, creating your own backyard retreat. Step inside to an impressive oversized foyer that sets the tone for the home’s spacious and elegant design. The expansive kitchen is a chef’s delight, featuring Corian countertops, 42” cabinetry, a large pantry, and a bright eat-in area with a stunning mitered glass window overlooking the pool. The kitchen opens seamlessly to the inviting family room, complete with soaring ceilings, a cozy fireplace, and abundant natural light. Perfect for entertaining, the home also offers formal living and dining rooms, along with a flexible office or fifth bedroom, all freshly updated with neutral paint and new carpeting. The oversized primary suite is a true retreat, featuring private access to the patio and pool, along with a luxurious en-suite bathroom, home office, two full bathrooms, and a conveniently located laundry room. Upstairs, a large bonus room with a full bathroom provides endless possibilities - ideal as a guest suite, media room, or additional bedroom. Outdoor living is where this home truly shines. Relax and unwind on the oversized lanai overlooking the sparkling pool and serene pond views. The outdoor oasis also includes a kitchenette and beautifully landscaped grounds—perfect for enjoying Florida living year-round. Additional upgrades include a new AC system (2025), new water heater (2025), roof replacement (2015), and fresh interior paint. Located within the Tuscawilla Community, residents enjoy access to the Tuscawilla Country Club, golf parks, biking and walking trails, including the Cross Seminole Trail, as well as top-rated Seminole County schools, shopping, dining, and more.
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Virginia Bellhorn (407-580-7235)
202 ARROWHEAD CT, WINTER SPRINGS, FL 32708
$1,250,000229 Days on yellowkey MLS ID: O6337777
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $96 Tax: $14,910 (2024)Community: Arrowhead At Tuscawilla Unit 2Spa: YesSingle Family
Taxes:$14,910
Remarks: Under contract-accepting backup offers. BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car garage. Inside, soaring ceilings with crown molding, decorative trays, transom windows, and custom wrought-iron entry doors create an impressive atmosphere. A magnificent double front door and separate “friends and family” entry welcome you into a thoughtfully designed floor plan. The primary suite features two walk-in closets, a luxurious bath with a one-of-a-kind bubbler tub, dual copper sinks, vanity area, abundant counter space, and handsome lighting. An adjacent study could serve as a sixth bedroom if desired. Additionally, the primary bedroom and secondary bedroom, the living room, family room, and study all encircle the pool and patio area for the ultimate entertaining layout. One guest suite even offers a private patio retreat. The gourmet kitchen is a chef’s dream with 42”+ wood cabinetry with crown molding, granite countertops, large pantry, and a spacious center island. Appliances include a Café built-in refrigerator/freezer, KitchenAid stainless steel double ovens and microwave, five-burner gas cooktop, KitchenAid trash compactor, and Miele dishwasher. The butler’s pantry, conveniently located off the kitchen and dining room, offers wine storage and abundant cabinetry. The family room features an electric fireplace with custom cabinetry, while the formal living and dining areas showcase beautiful cherry wood flooring. A giant updated laundry room includes Maytag washer and dryer, floor-to-ceiling cabinetry, quartz countertops, backsplash, and a utility sink. Upstairs, a gently curved stairwell leads to a large bonus room with en-suite bath, ideal as a fifth bedroom, guest suite, media/game room, or man cave. A massive air-conditioned storage room is also located upstairs. Highlights include: • 4 full and 1 half baths * Generac System • Two air-conditioning systems with UV filtration • Whole-house water filtration system • Dual hot water heaters, including one tankless • 9-foot interior doors with ceiling heights ranging from 10–20 feet • French doors across the back of the home, including mitered glass in the family room • New designer lighting fixtures • Recessed lighting and 8” baseboards throughout • NEW Tile Roof and Brand NEW Hot Water Heater • Dramatic exterior and landscape lighting * New Variable Speed Pool Pump installed The outdoor oasis features a huge saltwater pool and heated spa with cantilever edge, brick-paver patio, large covered porch, and outdoor bar with Lynx grill. Lush landscaping, privacy hedges, and a brick wall enclose the backyard, creating space for entertaining, fun, and pets to play. This one-of-a-kind estate combines timeless elegance, modern upgrades, and thoughtful details in one of Tuscawilla’s most sought-after neighborhoods.
Listing Agent: Kim Coburn (407-341-1324)
340 INGLENOOK CIR, WINTER SPRINGS, FL 32708
$425,00019 Days on yellowkey MLS ID: O6391808
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1991Monthly Fee: $22 Tax: $3,964 (2025)Community: Mount Greenwood Unit 1Spa: NoSingle Family
Taxes:$3,964
Elementary School: Winter Springs Elementary
Middle School: None
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 340 Inglenook Cir, a beautifully maintained pool home in the heart of Winter Springs offering the perfect blend of comfort, privacy, and Florida lifestyle living. This 3-bedroom, 2-bath residence features a light-filled, open layout designed for both everyday living and effortless entertaining. At the heart of the home, spacious living areas flow seamlessly into the kitchen, creating an inviting space to gather and unwind. The split-bedroom layout provides added privacy, with a well-appointed primary suite serving as a relaxing retreat. Step outside to your own private oasis, complete with a sparkling pool and a screened, enclosed patio. It is ideal for morning coffee, weekend entertaining, or enjoying peaceful evenings year-round without the hassle of bugs or debris. Situated in a desirable Winter Springs location, this home offers convenient access to top-rated Seminole County schools, parks, shopping, dining, and major roadways.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$785,0006 Days on yellowkey MLS ID: O6392873
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3205 Built: 2000Monthly Fee: $184 Tax: $9,320 (2024)Community: Seville ChaseSingle Family
Taxes:$9,320
Elementary School: Sterling Park Elementary
Middle School: South Seminole Middle
Remarks: Welcome to Seville Chase, a quiet gated neighborhood in Winter Springs with tree-lined streets and access to great schools like South Seminole Middle and Winter Springs High Schools.This 5-bedroom, 4-bath home sits on a large 0.41-acre lot and offers over 3,000 square feet of living space, mostly on one level, with a practical 3-way split floor plan that gives everyone their own space.As you walk in through the double front doors, you’ll notice the natural light, high ceilings, and nice touches like crown molding and archways. There’s a formal living and dining area up front, and a big family room that opens right into the kitchen—great for everyday living and hanging out.The kitchen has plenty of counter space, an island with bar seating, and a bright breakfast nook that looks out over the backyard and trees.Out back, you’ve got a covered lanai and a big yard with tons of potential. It’s already set up with electric, gas, and plumbing hookups—making it easy to add a pool or build out your dream outdoor space.The primary suite is set off to one side of the home for privacy and includes two walk-in closets, a spacious bathroom, and an attached flex room that works well as an office, nursery, or quiet retreat.On the other side of the home, there are three more bedrooms and two bathrooms, giving plenty of room for family or guests. Upstairs, there’s a fifth bedroom with its own bathroom plus an air-conditioned bonus/storage room—perfect for a game room, gym, or hobby space.The home has been well taken care of, with regular A/C duct and carpet cleanings, updated lighting, fresh exterior paint, and a painted garage floor. The extra-long, wide driveway gives you plenty of parking and leads to your three car garage.You’re also in a great location—close to shopping, restaurants, Oviedo Mall and the Winter Springs Town Center, with easy access to major roads and nearby employers like University of Central Florida.If you’re looking for space, a solid layout, and the chance to make a backyard your own, this home is definitely worth a look. Come check it out and see if it feels like home. Not local? No worries, please click on the two attached links,one being a video walk through and the other is your own personal 360 degree tour of the whole house, walk through it like you are in the home! Looking forward to seeing you!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Robert Johnson (407-920-4920)
1003 TROON TRCE, WINTER SPRINGS, FL 32708
$399,00027 Days on yellowkey MLS ID: O6387646
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1417 Built: 1987Monthly Fee: $126 Tax: $3,269 (2025)Community: Greenbriar Sub Ph 1Single Family
Taxes:$3,269
Remarks: Welcome to 1003 Troon Trace! This lovely 3 bedroom 2 bath, open concept home sits tucked away in the quiet Tuskawilla community of Greenbriar. The home features a split floorplan and high ceilings in the living room, dining room, and primary bedroom, giving it that open and airy feel. Plantation shutters on every window provides each room privacy, and no carpet in this beauty makes it easy to maintain. The spacious living room offers a wood burning fireplace and sliding glass doors that lead out to the screened-in patio, providing indoor/outdoor living. Large dining table? No problem! The dining room has plenty of space to accommodate. Just around the corner sits the breakfast nook, a perfect place for quiet mornings, afternoon homework or a fun game night! Both dining room and breakfast nook open to a small outdoor atrium with a screened in top making it the perfect place to house a small herb garden. Next to the dining room sits the kitchen, complete with stainless steel appliances, and granite countertops offering a perfect place to host your next get together. The large primary suite is conveniently located off the dining room, and provides access to the screened-in patio through sliding glass doors. Walk in closet and step in shower complete the primary suite. Bedrooms 2 and 3 are situated on the opposite side of the home with the second bathroom in-between. (Bedroom 3 is currently being used as a flex space and has no door but includes a closet) Laundry closet is located in 2nd bathroom. Washer and Dryer included. Greenbriar residents get to enjoy low maintenance living that includes use of the community pool and they even mow your lawn! Convenient access to SR 417, SR 434 and Red Bug Lake Road make it easy to get to where you're going, whether it be shopping, dining, or entertainment. Come see this sweet home! Buyer must view the property in person before any offer is considered. Once under contract, a new roof will be completed before closing.
Listing Agent: Patti Fairhurst (407-717-4427)
30 MOREE LOOP #37, WINTER SPRINGS, FL 32708
$195,0006 Days on yellowkey MLS ID: O6395945
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Monthly Fee: $424 Tax: $2,882 (2025)Community: Bay TreeCondo
Taxes:$2,882
Elementary School: Highlands Elementary
Remarks: New to market. Seller offering $5,000 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community park, gazebos, playground, community pool, and clubhouse to rent for events. This home has new paint, linoleum and carpet flooring, updated baths, new stainless steel appliances and ceiling fans. Home has updated air conditioner with new compressor. Great location! You are 15 minutes to major highway Interstate 4, and less than 10 minutes from all major shopping and dining such as Winn-Dixie, Publix, Starbucks, Crunch Fitness and Walgreens. Home is in an A-rated school district, short distance to Highland's Elementary and 10 minutes to Winter Springs High School. HOA fee includes community pool, exterior and grounds maintenance, manager, pool maintenance, recreational facilities and trash service. Schedule your private showing today before it's too late.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Brett Womack (954-422-2908)
600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708
$299,99969 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
Remarks: Turnkey townhouse and ready for immediate move-in. Exceptional open floor plan with flexibility for multi-generation living. This beautiful home has three en-suites with one of the bedrooms 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 replacement completed March 2026. Hvac 2020. Wh 2017. Monthly fee covers all exterior maintenance and landscaping, sewer, and trash services. Excellent location and zoned for top-rated Seminole County Public Schools. 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. You don't want to miss out on this outstanding property in one of the finest communities in Winter Springs. Note: All sold as-is and with the right to inspect. A line of credit may be sufficient to purchase this townhouse and please contact Isabelle Martinez Paramount Residential Mortgage Group for more info. 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)
689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708
$600,00014 Days on yellowkey MLS ID: O6393344
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2541 Built: 2017Monthly Fee: $100 Tax: $3,845 (2024)Community: Seven OaksSpa: NoSingle Family
Taxes:$3,845
Remarks: Under contract-accepting backup offers. This 4 bedroom pool home has an office + a loft, theres room for everyone. Extending an estimated 228 from front to back this home sits on one of the largest lots in the neighborhood for the ultimate in outdoor potential. Enjoy the views from your screened in lanai or in the pool. $50,000 in solar panels will be paid off by the seller at closing. The kitchen is the heart of the home that overlooks the family room and backyard and features stainless steel appliances, a double wall oven, a corner walk-in pantry, and granite countertops. Wood-plank tile runs throughout the main floor, where French doors open to the covered lanai and heated pool. Upstairs, the primary suite is a true retreat and includes a garden tub, separate walk-in shower, and a walk-in closet. The guest bathroom features a double-sink vanity. The interior is finished in neutral colors ready for you to move right in and includes both an osmosis water system and a water softener. Centrally located near the shops and restaurants of 17-92 and 434, the home is also close to Big Tree Park and the Cross Seminole Trails. This property is zoned for Highlands Elementary, South Seminole Middle, and Winter Springs High School. Make sure to check out the video tour.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Daniel Teston (407-509-0211)
1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$540,0001 Day 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: 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 Agent: Heather Pryor (321-303-5393)
1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708
$550,00015 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)
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