Location: Winter Springs
Keyword(s): Winter Springs High
Keyword(s) High School: Winter Springs High
Do Not Show Listings
216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708
$640,000Listed 06/29/2026 2:55PM MLS ID: O6419655
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2355 Built: 2000Monthly Fee: $150 Tax: $7,334 (2025)Community: ParkstoneSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,334
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you'll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, and a whole-house water filtration system, two mini-split air conditioning systems (2025) —providing enhanced comfort and energy efficiency year-round. The backyard has also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you're entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don't miss your opportunity to own this exceptional waterfront home in one of Winter Springs' most desirable communities!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Jessica Gallant (407-716-4889)
167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$294,00017 Days on yellowkey MLS ID: O6416491
0 Days Off yellowkey (back on 6/29/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1275 Built: 2005Monthly Fee: $300 Tax: $2,571 (2025)Community: Heritage ParkTownhouse
Taxes:$2,571
Remarks: Welcome to easy, low maintenance living in the gated Heritage Park community of Winter Springs! This move in ready Townhome offers comfort and convenience! Inside, you'll find a bright and inviting open floor plan featuring tile and luxury vinyl flooring throughout. The spacious living and dining areas provide plenty of room to gather, while the kitchen features stainless steel appliances, 42' dark wood cabinets and plenty of counter space for your everyday use. Step outside to the screened lanai, where peaceful pond views and mature landscaping create a relaxing outdoor retreat, perfect for enjoying your morning coffee or unwinding at the end of your day! Heading upstairs, the laminate flooring on the staircase adds a nice updated touch as you transition to the private living space. Both bedrooms are located on the second floor and each includes a private suite bath, creating comfort and privacy. Recent major updates include a new roof (2022) and A/C system (2023), offering added value, efficiency and peace of mind. One of the standout features of this home is its exceptional location, situated directly across from the community pool with plenty of additional guest parking available, and conveniently located just off 434! You'll be minutes from shopping, dining and major roads throughout Central Florida. Residents also benefit from Seminole County's highly acclaimed public school system, consistently recognized among Florida's top performing districts! Whether you're a first time buyer, looking to downsize or seeking a strong investment opportunity, this well maintained Townhome delivers exceptional value, location and the Florida lifestyle you are looking for. Schedule your private showing today and discover everything this Winter Springs gem has to offer!
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Fernando Orsini (407-383-5575)
1357 MILL STREAM LN, WINTER SPRINGS, FL 32708
$399,90012 Days on yellowkey MLS ID: O6417015
REDUCED by $100 (0.0%) on 06/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2015Monthly Fee: $230 Tax: $4,811 (2025)Community: Jesups LandingTownhouse
Taxes:$4,811
Remarks: Welcome to this beautifully updated 3-bedroom, 2.5-bath end-unit townhome in the desirable Jesups Landing community of Winter Springs! Recent updates include new flooring, new exterior paint and a new roof creating a fresh, modern feel. The thoughtfully designed layout features generous living and dining areas that flow seamlessly into the kitchen, making entertaining easy. Upstairs, you'll find all three bedrooms, the laundry area, and a gorgeous patio, in addition to a spacious primary suite that offers a relaxing retreat with ample closet space and an en-suite bath. One of the home's most attractive features is its unbeatable location adjacent to Central Winds Park, where residents can enjoy pickleball courts, a baseball diamond, basketball court, a fishing pier, nature trail, picnic facilities and pavilion, a soccer field, playground, volleyball cours, NEW PICKLEBALL COURTS AND A GREAT DOG PARK in additiona to year-round community events. Families will also appreciate the proximity to highly rated Seminole County schools, shopping, dining, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance lifestyle in one of Winter Springs' most desirable locations, this beautifully maintained townhome is a must-see!
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Michelle Richardson (321-299-8490)
429 SHEOAH BLVD #12, WINTER SPRINGS, FL 32708
$180,000122 Days on yellowkey MLS ID: O6386330
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $18,900 (9.5%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1978 Tax: $2,420 (2024)Community: Baytree VillageCondo
Taxes:$2,420
Elementary School: Winter Springs Elementary
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo offering the perfect blend of style, comfort, and convenience in the heart of Seminole County. Inside, you’ll find quartz countertops throughout, stainless steel appliances, and stylish brick-lay tile flooring that adds character and a modern touch to the main living areas. The thoughtfully designed layout includes an interior laundry room complete with a full-size GE washer and dryer for everyday ease. The living room features double sliding glass doors that flood the space with natural light and open to your private balcony — the perfect spot for morning coffee or winding down in the evening. Enjoy a low-maintenance lifestyle with an HOA that covers exterior maintenance, roof, and common areas. Community amenities include a junior Olympic-sized pool, pickleball and basketball courts, scenic lake views with a covered pavilion, picnic areas with grills, and beautiful nature trails for outdoor enjoyment. Ideally located with easy access to UCF, 417, 17-92, SR 434, the Cross Seminole Trail, shopping, dining, and more — all while being zoned for top-rated Seminole County schools. Whether you're a first-time buyer, investor, or looking to downsize without sacrificing style, this condo checks all the boxes!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
934 TORREY PINE DR, WINTER SPRINGS, FL 32708
$499,000267 Days on yellowkey MLS ID: O6349893
REDUCED by $15,000 (2.9%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1678 Built: 2000Monthly Fee: $126 Tax: $2,280 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,280
Elementary School: Rainbow Elementary
Remarks: Virtually Staged. Beautifully remodeled golf course home in the highly desirable Tuscawilla community! This move-in ready residence has been extensively updated with a fresh modern design throughout, including all new flooring, new interior paint, new granite countertops, custom designer backsplash, stainless steel appliances, and an updated interior lighting package. The spacious primary suite features a fully renovated bath with a new granite vanity, updated hardware and lighting, and a completely redesigned custom glass-enclosed walk-in shower. The guest bath has also been tastefully updated with a new vanity. Enjoy peaceful golf course living with scenic surroundings and a spacious screened patio perfect for relaxing or entertaining. The roof has been recently inspected and is reported to be in fantastic condition, providing added peace of mind for the next owner. Conveniently located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this is an exceptional opportunity to own a beautifully updated home in one of Tuscawilla’s most sought-after golf course communities.
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Clark (407-575-7011)
577 WALDEN CT, WINTER SPRINGS, FL 32708
$399,00021 Days on yellowkey MLS ID: V4949540
REDUCED by $6,000 (1.5%) on 06/20/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1974 Tax: $3,414 (2025)Community: Walden TerraceSingle Family
Taxes:$3,414
Middle School: Tuskawilla Middle
Remarks: Back on MARKET! NO HOA Corner Lot Single Family Home features 4 beds, 2 baths. Open layout design home with tons of upgrades: Windows replaced back in 2020, ROOF replaced in 2022, Water Heater replaced 2025, Luxury Vinyl floors installed 2026. BRAND NEW INTERIOR PAINT gives a clean look. The kitchen is the focal point of the house. It features subway tiles EXHAUST FAN, STAINLESS STEEL APPLIANCES and cabinets. GRANITE COUNTER TOP installed in 2019 and a brand new fridge 2026. Bathroom with brand new glass doors and brand new bath tub. AC unit installed 2017. A fully fenced yard provides privacy with expansive open space ready for outdoor entertaining and dining space, gardening, play area, fire pit area and also has a chicken coop and chicken run area. All outdoor furniture plus the BBQ grill are included with the sale. 2 car garage and metal husky shelves for storage. Zoned for Seminole County top A rated schools. The property is located in a minimal flood risk area (Zone X). Schedule your viewing today.
Listing is courtesy of: RISE REALTY OF FLORIDA LLC (386-804-4114)
Listing Agent: Nicole Garcia Lozada (787-235-4293)
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
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. 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.
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
Elementary School: Keeth Elementary
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. Home has a 22 KW whole house generator and was re-plumbed in 2022. 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)
1326 TARFLOWER DR, WINTER SPRINGS, FL 32708
$430,00011 Days on yellowkey MLS ID: O6416617
REDUCED by $5,000 (1.1%) on 06/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory Grove TwnhmsTownhouse
Remarks: Welcome to 1326 Tarflower Drive, a stunning 2025-built townhome located in the highly sought-after Hickory Grove community in Winter Springs. Perfectly positioned on one of the most desirable lots in the neighborhood, this rare corner-unit offers exceptional privacy, abundant natural light, and beautiful green space views. With no neighboring building on one side, two mature magnolia trees, and no directly facing homes behind, this home provides a bright, open, and peaceful setting that is hard to find. Inside, you'll find an open-concept floor plan featuring wood-look plank tile flooring, a spacious living room, dedicated dining area, and a beautifully appointed kitchen complete with a large peninsula island, marble countertops, modern cabinetry, and upgraded Charcoal stainless steel appliances—a premium upgrade not typically found. The first floor also features a convenient drop zone and half bath. Upstairs offers four spacious bedrooms, providing flexibility for guests, a home office, nursery, or playroom. The primary suite is filled with natural light and features dual vanities, a large walk-in shower, private water closet, and an walk-in closet. A guest bathroom with dual sinks and a tiled tub/shower combination serves the additional bedrooms. Residents of Hickory Grove enjoy amenities including a community pool, playground, and dog park. The HOA also includes high-speed fiber internet and cable, providing added value and convenience. Located just steps from Winter Springs Town Center, you'll enjoy walkable access to Publix, restaurants, shopping, and everyday conveniences. Central Winds Park, Winter Springs High School, Tuskawilla Road, and SR-417 are all just minutes away. Opportunities to own a premium corner-unit in one of Winter Springs' newest communities are rare. Combining modern construction, upgraded finishes, privacy, natural light, and an unbeatable location, this move-in-ready home is one you won't want to miss.
Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC (407-853-4402)
Listing Agent: Yuly Rodriguez (407-879-0720)
140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$769,90088 Days on yellowkey MLS ID: O6395594
REDUCED by $10,000 (1.3%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3129 Built: 1999Monthly Fee: $184 Tax: $5,857 (2024)Community: Seville ChaseSingle Family
Taxes:$5,857
Elementary School: Sterling Park Elementary
Remarks: Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric cost under $45. The property greets you with commanding curb appeal, an extra-wide driveway, and an oversized side-entry garage, setting the tone for what lies within. Step inside to discover a designer-inspired interior adorned with gleaming cherry hardwood floors, elegant French doors, soaring tray ceiling, gracefully rounded architectural walls, and refined crown molding- each detail curated for those with a taste for elevated living. The heart of the home, a chef's kitchen, showcases Granite countertops, luxurious 42" cherry cabinetry with crown molding, a built-in desk, ample storage, and sleek stainless-steel appliances-perfectly blending form and function. A thoughtful 3-way split floor plan ensures privacy and space for all, with the primary suite offering a serene retreat complete with his and her walk-in closet and shared linen cabinetry. The fifth bedroom, with its custom-built-in shelving, is ideally suited for a nursery, personal library, or a quiet study. At the Rear, a True Showstopper awaits - an Expansive 1,000+ sq ft screened and paved lanai, fully outfitted with a complete outdoor kitchen, with ADDITIONALD NEW FULL SIZE REFRIGERATOR, Gas hook-up with Range, Microwave, etc. ready to host unforgettable evenings under the stars. Surrounded by Fresh landscaping, New Sod, and vibrant plantings with a gazebo this home has been lovingly updated with a new roof in 2016, solar in 2021, and two high-efficiency A/C systems (5-ton in 2016 and 3-ton in 2014). Ideally located in the highly acclaimed Seminole County School District, and just minutes from premium shopping and places to worship, this is more than a home, it's a lifestyle. Experience the beauty, serenity, and elegance this exceptional property has to provide. Your home awaits. DO NOT FORGET TO CLICK THE LINK TO SEE THE VIDEO WALK-THROUGH.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Joji Jacob (407-747-3681)
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
Taxes:$4,266
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)
1447 BIRD RD, WINTER SPRINGS, FL 32708
$2,625,000115 Days on yellowkey MLS ID: O6388126
REDUCED by $174,000 (6.2%) on 06/03/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 6132 Built: 2026 Tax: $2,989 (2024)Community: Talis CrossingSingle Family
Taxes:$2,989
Remarks: Discover the pinnacle of secluded luxury in this brand-new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French entry doors hint at the artistry within. Stepping into the grand foyer, you are greeted by statement marble and mosaic flooring that sets a tone of elegance, a design narrative that flows seamlessly throughout the home. Designed for both grand-scale entertaining and intimate daily life, the main living spaces are simply breathtaking. The great room soars with 16-foot ceilings and celestial windows, anchored by a stunning custom fireplace and bookcase display. A bank of 18-foot sliding glass doors dissolves the line between indoors and out, opening to a sprawling 1,125 SF covered patio. The chef’s kitchen is a masterpiece of form and function, featuring a 13-foot island, floor-to-ceiling cabinetry, a pet-feeding station, electric vehicle garage hookup, and a full suite of WiFi-enabled GE Cafe appliances, including a double wall oven and a 48-inch refrigerator. The home offers a versatile and luxurious layout for multi-generational living or visiting guests, highlighted by two distinct primary suites. One wing is dedicated to a private retreat with two walk-in closets, separate vanities, and a spa-inspired wet room with a freestanding tub and a four-port shower system. On the opposite side of the home, a second primary suite offers equal luxury with a massive walk-in closet and its own spa-like wet room, ensuring complete privacy for all. Beyond the main living areas, discover a wealth of flexible spaces tailored to a modern lifestyle. A dedicated movie theater or fitness center is pre-wired for the ultimate audio-visual experience, while two separate offices with storefront glass windows provide inspiring workspaces. A butler’s pantry/kitchen, wet bar with a beverage fridge, and a flexible flex room with a half-bath complete the impeccably designed interior. Outside, your private paradise awaits upon the spacious 1-acre parcel. The pavered pool deck surrounds a white quartz pool with a sun shelf and bubbler, all secured by a sleek black metal fence. Every detail has been considered, from the 150-gallon propane tank servicing the future summer kitchen and pool heater to the 4-zone HVAC, a commercial grade 50-year life-span TPO roof and two tankless water heaters for ultimate comfort. This is more than a home; it is a fully realized vision of eloquent Florida living.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Robert Kirkwood, Iv (321-297-6489)
1209 DEER RUN DR, WINTER SPRINGS, FL 32708
$775,0002 Days 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
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)
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
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)
510 SONATA CT, WINTER SPRINGS, FL 32708
$799,90062 Days on yellowkey MLS ID: O6402358
REDUCED by $25,000 (3.0%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2381 Built: 1999Monthly Fee: $184 Tax: $6,415 (2024)Community: Seville ChaseSingle Family
Taxes:$6,415
Remarks: SELLER MOTIVATED!! Make OFFER! Freshly Painted Exterior and Interior! Walk in and feel instantly at home! This beautifully renovated 4-bedroom, 3-bathroom triple-split pool home sits on nearly half an acre in the gated community of Seville Chase and is completely move-in ready. Step inside to soaring ceilings and a thoughtfully designed open layout that still offers comfortable separation of space. You’ll immediately notice the stunning porcelain tile floors and a high-end, fully updated kitchen featuring custom cabinetry, pull-out shelving, soft-close drawers and doors, and sleek quartz countertops—perfect for both everyday living and entertaining. Recent upgrades provide peace of mind, including: New tile roof (2025) with a 50-year warranty AC replaced in 2022 Water softener (2022) New pool pump Out back, enjoy your own private retreat with a screened pool overlooking a serene conservation area with a lake—ideal for relaxing or even bass fishing. The expansive yard also features mature fruit trees, including avocado, mango, lemon, and a cherry bush. All of this is conveniently located near Winter Springs, major highways (417 & 434), UCF, Seminole State College, and major employers like Lockheed Martin and Siemens. This home truly has it all—style, space, and location. Schedule your private showing today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
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 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)
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