Location: Winter Springs
Keyword(s): Winter Springs High
Keyword(s) High School: Winter Springs High
Do Not Show Listings
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$315,00068 Days on yellowkey MLS ID: O6396871
REDUCED by $10,000 (3.1%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $2,346 (2024)Community: Heritage Park TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,346
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and upgraded lighting that create a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, a closet pantry, and a convenient peninsula with breakfast bar seating. Just beyond the living space, enjoy peaceful outdoor living on the open patio overlooking a serene pond backed by conservation—perfect for relaxing mornings or unwinding at the end of the day. Upstairs, all three bedrooms provide privacy and comfort. The spacious primary suite offers tranquil pond views, a walk-in closet, and an en-suite bathroom complete with an oversized single-sink vanity and a large tiled shower. Two additional bedrooms are generously sized with ample closet space, ceiling fans, and plenty of natural light. A full guest bathroom with a shower/tub combination on the second floor and a convenient half bath on the first floor complete the home. Additional highlights include a one-car garage, prime location within the community, and fully furnished option for no additional cost! This is a wonderful opportunity to enjoy low-maintenance living in a sought-after location—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
$249,99023 Days on yellowkey MLS ID: O6409921
0 Days Off yellowkey (back on 6/10/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,612 (2025)Community: Deersong 2Single Family
Taxes:$3,612
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Beautifully maintained 2-bedroom, 2-bath single-family home located in the desirable Deersong community of Winter Springs! Built in 1994 and offering 1,105 heated square feet, this move-in-ready home features numerous major updates for peace of mind. Recent improvements include interior paint (2025), waterproof laminate flooring in the living room and both bedrooms (2025), a full-home repipe (2026), and a water heater (2026). Additional big-ticket upgrades include the roof replacement in 2018 and the AC installed in 2015. The functional floor plan offers comfortable living spaces filled with natural light, vaulted ceilings, and the updated laminate flooring adds a modern touch throughout. Conveniently located near shopping, dining, parks, Winter Springs Town Center, and top-rated Seminole County schools, this home is perfect for first-time buyers, downsizers, or anyone looking for low-maintenance living in a great location.
Listing Agent: Jadel Patterson, Llc (407-922-5936)
1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708
$515,00012 Days on yellowkey MLS ID: O6413841
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
Elementary School: Rainbow Elementary
Remarks: 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)
504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708
$250,00012 Days on yellowkey MLS ID: O6413016
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1363 Built: 1987Monthly Fee: $190 Tax: $4,030 (2025)Community: Mount Greenwood Unit 2 OfTownhouse
Taxes:$4,030
Elementary School: Winter Springs Elementary
Remarks: Welcome to 504 Green Spring Circle, a beautifully maintained 2 bedroom 2.5 bath townhome nestled in the heart of Winter Springs, where comfort, charm, and everyday functionality come together effortlessly. Inside, the UPDATED KITCHEN features modern finishes, GRANITE countertops, ample prep space, and room for a dine-in table. The home has been thoughtfully maintained, offering peace of mind and move-in-ready convenience. Step outside to one of this home’s standout features a SERENE BACKYARD retreat complete with a screened in porch perfect for morning coffee, evening unwinding, or hosting friends and family. Surrounded by mature landscaping and a peaceful setting, this outdoor space offers the privacy and tranquility you've been searching for. Located in an established community with a LOW HOA FEE, residents enjoy affordability without sacrificing location or lifestyle. A community playground, tennis courts and pool to use as you wish. Conveniently situated near shopping, dining, parks, and top-rated Seminole County amenities, this Winter Springs gem is one you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Riki Cantelli (919-757-8551)
1270 TARFLOWER DR, WINTER SPRINGS, FL 32708
$409,99034 Days on yellowkey MLS ID: O6407275
1 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Remarks: Under Construction. The Catalina II offers a spacious and modern open-concept design on the main level, creating the perfect setting for entertaining, everyday living, and gathering with family and friends. This thoughtfully designed townhome features 4 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, blending functionality with contemporary style in desirable Winter Springs, FL. The owner’s suite serves as a private retreat, complete with a well-appointed ensuite bathroom and a generous walk-in closet. The chef-inspired kitchen is designed for both beauty and performance, showcasing stainless steel appliances, a walk-in pantry, and a convenient breakfast bar ideal for casual dining and hosting.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
1262 TARFLOWER DR, WINTER SPRINGS, FL 32708
$389,99034 Days on yellowkey MLS ID: O6407223
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. Welcome to the Catalina I, a thoughtfully designed townhome in the heart of Winter Springs, FL, where style, comfort, and functionality come together seamlessly. This modern residence features an open-concept layout that connects the gathering room, dining area, and kitchen—creating a bright, airy space perfect for both everyday living and effortless entertaining. Offering 3 spacious bedrooms, this home provides flexible options ideal for families, remote professionals, or those needing a dedicated home office. The versatile loft adds even more living space, perfect for a media room, play area, or additional workspace tailored to your lifestyle. Designed with livability in mind, the Catalina I delivers a balance of comfort and convenience in one of Central Florida’s most desirable suburban communities.
165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$384,990104 Days on yellowkey MLS ID: O6386473
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
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.
706 LAKESIDE DR, WINTER SPRINGS, FL 32708
$279,50046 Days on yellowkey MLS ID: O6402320
1 Days Off yellowkey (back on 6/9/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1092 Built: 1979Monthly Fee: $95 Tax: $2,209 (2024)Community: WildwoodSingle Family
Taxes:$2,209
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bath end-unit residence that lives like a single-family home. While classified as a townhome, this rare detached end-unit offers no shared walls, providing added privacy and quiet. A 2-car attached garage and a scenic homesite with tranquil pond and fountain view completes the setting. Step onto your patio and enjoy the fountain on the pond, or walk a few steps to the grill and community pavilion. Inside you will find a spacious, open layout highlighted by vaulted ceilings, creating a bright and airy atmosphere that feels welcoming from the moment you enter. The home has been thoughtfully updated, including a new roof (2024), new hot water heater (2026), and a new dishwasher and range hood. The primary suite is generously sized and features an updated en-suite bath with a custom walk-in shower. Additional upgrades include new carpet in the bedrooms and living room, luxury vinyl flooring in the kitchen, dining and hallway, and fresh interior and exterior paint. Enjoy peaceful mornings or unwind in the evenings on your private patio overlooking the pond. Located in the Wildwood community of Winter Springs, residents enjoy a variety of amenities, including a community pool, tennis and pickleball courts, volleyball court, playground, pavilion, dog park and an outdoor fitness station. Conveniently situated near Highlands Elementary and just minutes from parks, shopping, and restaurants, this home offers the perfect blend of low-maintenance living with space and privacy at an affordable price! Welcome home!
Listing is courtesy of: REALTY WORLD PREFERRED (407-834-7368)
Listing Agent: Stefanie Wollam (321-303-7653)
30 MOREE LOOP #39, WINTER SPRINGS, FL 32708
$210,000299 Days on yellowkey MLS ID: O6333905
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973 Tax: $2,882 (2025)Community: Bay Tree Sec 10Condo
Taxes:$2,882
Remarks: Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled kitchen with granite countertops, stainless steel appliances, and modern cabinetry. The main level features new luxury vinyl plank flooring, while the upstairs has new carpet and fresh interior paint throughout. Both bathrooms have been completely updated with contemporary finishes, and the home also features new lighting fixtures, a newer roof, newer water heater, and a freshly painted screened front porch so you can move in without lifting a finger. Enjoy a lifestyle that feels like a private retreat with community amenities that include a sparkling pool, tennis courts, clubhouse, playgrounds, and walking trails surrounded by nature. Located just minutes from top-rated Seminole County schools, shopping, dining, and major highways, this home offers the perfect blend of convenience and tranquility. Whether you’re searching for a primary residence, investment property, or low-maintenance lifestyle near Orlando, this home checks every box.
Listing is courtesy of: PARK VIEW REALTY INC (321-663-0905)
Listing Agent: Casey Irwin (321-609-1589)
1020 TAPROOT DR, WINTER SPRINGS, FL 32708
$509,90027 Days on yellowkey MLS ID: O6409011
2 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2021 Tax: $4,953 (2024)Community: Oak Forest Unit 1Single Family
Taxes:$4,953
Elementary School: Keeth Elementary
Remarks: Under contract-accepting backup offers. Welcome to highly sought-after Oak Forest in Winter Springs! Built in 2021, this beautifully maintained 3-bedroom, 3-bathroom home offers modern style, energy efficiency, and a versatile floorplan designed for today’s lifestyle. With all major systems from 2021, this move-in ready home provides peace of mind and low-maintenance living throughout. Inside, you’ll find plank tile flooring, abundant natural light, and a spacious open-concept layout perfect for entertaining. A versatile bonus space offers endless possibilities and could easily serve as a 4th bedroom, home office, playroom, or media room. The bright, modern kitchen features shaker-style cabinetry, quartz countertops, stainless steel appliances, a large center island with bar seating, and a generous walk-in pantry. The spacious primary suite is thoughtfully designed with a large walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. One of the secondary bedrooms includes its own private en-suite bathroom, making it ideal for guests or multi-generational living. Step outside through elegant double French doors to enjoy the covered back porch overlooking the large vinyl-fenced backyard — perfect for relaxing, entertaining, or pets. Additional highlights include PAID-OFF solar panels, double-pane windows, overhead garage storage racks, and a pull-down attic ladder for extra storage convenience. Best of all, there is NO HOA, giving you added flexibility and freedom. Conveniently located near top-rated Seminole County schools, Trotwood Park, the Cross Seminole Trail, Winter Springs Town Center, and with easy access to Oviedo, University of Central Florida, Casselberry, and Winter Park, this home truly offers the best of Central Florida living!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
709 SAILFISH RD, WINTER SPRINGS, FL 32708
$402,500194 Days on yellowkey MLS ID: O6364715
REDUCED by $5,000 (1.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1984 Tax: $5,463 (2024)Community: North Orlando Ranches Sec 10Spa: NoSingle Family
Taxes:$5,463
Remarks: Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.
Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)
Listing Agent: Wayne Mottley (407-741-3804)
130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$739,90026 Days on yellowkey MLS ID: O6409028
1 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2433 Built: 1999Monthly Fee: $187 Tax: $7,238 (2025)Community: Seville ChaseSpa: YesSingle Family
Taxes:$7,238
Elementary School: Sterling Park Elementary
Remarks: Discover the perfect blend of comfort, privacy, and luxury in the sought-after gated community of Seville Chase. Nestled on a large private fenced lot, this beautifully maintained 4-bedroom, 3-bathroom home offers a desirable 3-way split floor plan designed for both everyday living and entertaining with no rear neighbors. Step inside to find elegant upgrades throughout, including crown molding, upgraded baseboards, rounded corners, and upgraded interior doors that add a refined touch to every room. The spacious family room is the heart of the home, featuring a cozy fireplace and surround sound for the ultimate movie night or game day experience. The kitchen and living spaces flow seamlessly to your own outdoor oasis complete with a sparkling pool, relaxing spa, and patio surround sound system — perfect for entertaining or unwinding in total privacy. Additional recent improvements provide peace of mind and energy efficiency, including: new 2-stage variable AC with humidity control (2023), new water heater (2023), added blown-in insulation with plywood attic flooring (2023) and new wood-look tile flooring in the rear bedrooms With its thoughtful layout, premium upgrades, and resort-style backyard, this home offers the Florida lifestyle you’ve been waiting for in one of the area’s most desirable gated neighborhoods.
Listing is courtesy of: FLORIDA RE ANALYSTS, INC (407-702-8363)
Listing Agent: Drew Vandermay (407-221-7041)
877 BENCHWOOD DR, WINTER SPRINGS, FL 32708
$460,00019 Days on yellowkey MLS ID: O6410431
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1612 Built: 1983Monthly Fee: $3 Tax: $3,127 (2024)Community: Oak Forest Unit 3Single Family
Taxes:$3,127
Remarks: Inviting curb appeal welcomes you into this beautifully maintained Winter Springs pool home tucked within the peaceful established subdivision of Oak Forest. Step inside to an open floor plan with immediate views of the backyard oasis, creating a light and airy feel perfect for everyday living and entertaining. The spacious kitchen opens seamlessly to the living and dining areas and features granite countertops, stainless steel appliances and a breakfast bar ideal for gathering with family and friends. The floor plan offers comfortable living spaces, while sliding doors lead out to the screened porch overlooking the private backyard retreat. Enjoy Florida living year-round with the screened patio, resurfaced pool featuring a PebbleTec finish completed in 2020, a fully fenced yard and plenty of room to relax or entertain outdoors. Major updates provide peace of mind, including the roof, AC, and water heater all replaced in 2015. Additional improvements include gutters added in 2020, pool pump replaced in 2016, new garage door opener in 2025, and updated microwave, dishwasher, and garbage disposal in 2026. This home sits on a spacious lot in a quiet, established neighborhood. Conveniently located near SR-417, shopping, dining, and top-rated Seminole County schools - walking distance to both the elementary and middle school. This home is also just minutes from Trotwood Park and Central Winds Park which features pickleball courts, sports fields, playgrounds, walking trails, and community events.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Melissa Condrey (407-505-9339)
1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$469,00075 Days on yellowkey MLS ID: O6395600
REDUCED by $9,500 (2.0%) on 06/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2021Monthly Fee: $236 Tax: $2,985 (2025)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$2,985
Remarks: One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jackie Hughes (407-247-0030)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$690,000152 Days on yellowkey MLS ID: O6374007
REDUCED by $10,000 (1.4%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 1984Monthly Fee: $40 Tax: $7,807 (2024)Community: Tuskabay Ph 1Single Family
Taxes:$7,807
Remarks: This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out refrigerator and freezer with ice maker, double oven and stovetop, wine and beverage cooler, and dishwasher. Major system upgrades add peace of mind and efficiency, featuring a newer roof installed in 2021, a fully paid off 11.745 kW (DC) solar system paired with a Tesla Powerwall 2.1 (7 kW DC battery capacity), whole-home water filtration and softener, high-efficiency heat pump water heater, new double-paned windows, Nest thermostats for upstairs and downstairs climate control, upgraded outlets with USB and modern switches, and new blinds throughout. The spacious primary bathroom has been fully remodeled with glass shower doors, new quartz countertops, and a farmhouse sink. Outside, enjoy exceptional curb appeal and a private backyard retreat with a screened-in pool, expansive paver patio, new extended paver walkway wrapping around the backyard, upgraded irrigation and sprinkler system, new gutters, and recently serviced chimney. The property is framed by mature, recently trimmed water and live oaks, enhancing both beauty and shade, while added features such as a new front door with wide extended entry, exterior Ring cameras and floodlights complete this truly move-in-ready home designed for a seamless indoor-outdoor Florida lifestyle.
Listing is courtesy of: MOMENTUM REALTY (904-903-1558)
Listing Agent: Carolina Taborda (832-349-8266)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$498,900151 Days on yellowkey MLS ID: O6374288
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1985Monthly Fee: $3 Tax: $3,119 (2024)Community: Oak Forest Unit 4Spa: YesSingle Family
Taxes:$3,119
Remarks: 986 Turkey Hollow Circle—where comfort, style, and Florida living come together beautifully. Nestled in one of Winter Springs’ most desirable neighborhoods, this 4-bedroom, 2-bath pool home offers the perfect blend of warmth, functionality, and thoughtful updates—just minutes from Tuskawilla Road, SR-434, shopping, dining, and top-rated schools. Step inside to an open, light-filled great room where the kitchen, dining, and living spaces flow effortlessly—ideal for both everyday living and entertaining. The heart of the home is the kitchen, featuring rich cabinetry, custom backsplash, farmhouse sink, and a spacious island with cooktop and bar seating—perfect for gathering and connection. Just beyond, the inviting living room showcases vaulted ceilings, recessed lighting, tile flooring, and a stunning brick fireplace, creating a cozy yet open atmosphere. Sliding glass doors lead to your private outdoor retreat. Enjoy true Florida living outdoors with a sparkling pool, heated spa, and expansive covered lanai (10’ x 48’)—perfect for relaxing evenings, entertaining guests, or weekend poolside fun. Wood-tone decking, a fire pit area, gazebo dining space, and dedicated grill area complete this backyard oasis. The primary suite is a peaceful escape, offering private lanai access, a spacious bath, and walk-in closet. A split floor plan provides three additional bedrooms and an updated guest bath with convenient pool access—ideal for family or guests. Recent updates include: • POOL & DECK RESURFACED (2024) + new heater & pump • ROOF (2020) • Updated bedroom WINDOWS (2024) • Renovated GUEST BATH (2024) • New recessed lighting (2024) • New stainless steel refrigerator (2023) • Lanai flooring, spa lighting, gazebo & paver grill area Warm, welcoming, and move-in ready—this is the kind of home where memories are made. (All information intended to be accurate, but not guaranteed.)
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Christopher Dunlop (321-223-0407)
1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708
$499,99948 Days on yellowkey MLS ID: O6401888
REDUCED by $10,001 (2.0%) on 05/26/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2378 Built: 1981Monthly Fee: $118 Tax: $4,618 (2025)Community: Fairway Oaks Unit 1Single Family
Taxes:$4,618
Remarks: Welcome to the highly sought after Fairway Oaks at Tuscawilla community, where homes like this rarely come available! This spacious home features 3 bedrooms and 3 full bathrooms, 2,378 square feet of thoughtfully designed living space, and a private pool in the generously sized, fenced-in backyard oasis. As you enter through the private courtyard, discover the details that make this home so special. The luxury vinyl floors throughout the first floor are not only beautiful but designed for durability. The great room features a floor to ceiling wood burning stone fireplace, soaring cathedral ceilings, and stunning oversized windows which fill the home with natural light throughout. Granite countertops, a breakfast bar, ample storage, and ALL NEW black stainless-steel appliances are just some of the reasons you’ll love this kitchen, which flows naturally into the formal dining room. The first bedroom is situated downstairs, and includes its own ensuite full bathroom, perfect for those needing an in-law suite or multigenerational living. Upstairs you’ll find another full bathroom with a shower/tub combo, the second bedroom, and the primary suite. The primary bathroom includes a walk-in shower and separate bathtub, and the bedroom showcases a private balcony with recently updated flooring; the perfect place to relax and unwind while overlooking the 15th hole of the Tuscawilla golf course! At the back of the house an enclosed Florida room adds additional flex space to fit any lifestyle. Enjoy Florida living in the private pool and large fenced-in backyard, with peace of mind knowing that lawncare (front and back) is covered by the very reasonable, low-cost HOA! Additional features include updated electric panel (2024), new vent fans in all 3 bathrooms, and UV lights installed in both AC intakes to improve the air quality throughout the house and increase energy efficiency. Zoned for some of the best schools Central Florida has to offer, just minutes away from the Oviedo Mall, and right around the corner from the Tuscawilla country club which offers a fitness center, tennis courts, a junior Olympic sized swimming pool, and an 18-hole golf course, you really can’t beat this location! Schedule a showing today!
Listing is courtesy of: THE PALMS PROPERTY GROUP (407-476-4202)
Listing Agent: Austin Masi (407-476-4202)
1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708
$425,00029 Days on yellowkey MLS ID: O6408695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2024Monthly Fee: $356 Tax: $6,076 (2025)Community: Hickory Grove TwnhmsTownhouse
Taxes:$6,076
Remarks: Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof, 1GB of high speed internet and cable premium package. This stunning residence has been tastefully decorated and offers the perfect blend of modern style, comfort, and convenience. Your front door opens up to the serene parks, fountains and walkways just across the street from your favorite stores and restaurants. Enjoy an open-concept layout with plenty of natural light, a modern kitchen with state of the art SS appliances, quartz counters and a beautiful island to entertain your guests. 3 bedrooms, 2.5 bathrooms, and a 2-car garage, and much more. This home is move-in ready and designed for easy living. Upstairs, the generous primary suite offers a private retreat with an en-suite bath and ample closet space. Built with today’s lifestyle in mind, this home also includes the peace of mind of a builder warranty, this is a fantastic opportunity to own a like-new home in one of Central Florida’s most sought-after areas with top-rated schools.
Listing is courtesy of: RALISTO, LLC (407-493-6032)
Listing Agent: Kalex Espinosa (407-493-6032)
560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708
$425,00050 Days on yellowkey MLS ID: O6401016
REDUCED by $20,000 (4.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1996Monthly Fee: $78 Tax: $5,669 (2024)Community: Tusca OaksSingle Family
Taxes:$5,669
Remarks: Welcome to Tuska Oaks—a well-established community in the heart of Winter Springs known for its convenience and neighborhood feel. Tucked away on a quiet cul-de-sac, this 3-bedroom, 2-bath home offers over 1,600 square feet of comfortable living space with a smart, open layout and soaring vaulted ceilings. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space, opening seamlessly into the dining room area—ideal for everyday living and entertaining. Tile flooring runs throughout the home with laminate or LVP in the bedrooms and bathrooms, making maintenance simple and clean. Major updates have already been handled for you, including a roof replaced in 2018, A/C replaced in 2020, newer water heater (2024), and interior and exterior paint completed just 3 years ago. The secondary bathroom has been fully remodeled, adding a fresh, updated touch. Step outside to a screened-in back porch overlooking a fully fenced backyard, offering privacy and space for pets, play, or outdoor gatherings. Residents of Tuska Oaks enjoy a low HOA and access to a community pool , all while being conveniently located near shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: David Fraser (407-920-9749)
600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708
$265,000460 Days on yellowkey MLS ID: O6286935
REDUCED by $4,000 (1.5%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1985Monthly Fee: $397 Tax: $766 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Taxes:$766
Remarks: MOTIVATED SELLER!!! Seller offering concession toward buyer closing cost. Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.
Listing Agent: Bob Bretz, Pa (407-797-9500)
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