Location: Winter Springs
Do Not Show Listings
981 TUSKAWILLA TRL, WINTER SPRINGS, FL 32708
$899,999127 Days on yellowkey MLS ID: O6367655
3 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 3284 Built: 1992 Tax: $5,198 (2025)Community: Tuskawilla Trail SubdSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,198
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Price Improvement! Now offered at $899,000 — Exceptional opportunity in the Tuskawilla / Winter Springs area. This beautifully maintained single-family residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept layout ideal for everyday living and entertaining. Enjoy lake views and true Florida living with a private swimming pool, expansive outdoor space, and a generous lot that provides both privacy and comfort. Interior features include bright, inviting living areas with a seamless flow throughout the home. Conveniently located near top-rated Seminole County schools, parks, walking and biking trails, shopping, dining, and major roadways — just minutes from Trotwood Park, Cross Seminole Trail, Winter Springs Town Center, and with easy access to Oviedo, UCF, Casselberry, and Winter Park. No HOA. Schedule your private showing today — a great opportunity at this price point.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Marisela Barazarte Moron (407-316-6742)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$735,00014 Days on yellowkey MLS ID: O6396955
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2711 Built: 1989Monthly Fee: $8 Tax: $1,171 (2025)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$1,171
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Indian Trails Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
4245 LORI LOOP, WINTER SPRINGS, FL 32708
$629,90097 Days on yellowkey MLS ID: O6373966
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2678 Built: 1989Monthly Fee: $17 Tax: $3,320 (2024)Community: Willow RunSingle Family
Taxes:$3,320
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller is offering a $5,000.00 credit towards Closing Cost. Welcome to 4245 Lori Loop in desirable Winter Springs! Situated on an oversized 0.27-acre lot, this spacious 4-bedroom, 2-bath pool home offers a fantastic layout with separate formal living and dining rooms, plus a comfortable family room featuring a cozy fireplace. The newly renovated kitchen showcases custom-built cabinetry with pull-out drawers designed for pots and pans and soft-close features, granite countertops, stainless steel appliances, and a breakfast nook overlooking the screened pool perfect for everyday living and entertaining. Enjoy Florida living at its best with a fully fenced yard, oversized covered porch, and sliding doors that open completely to the pool area for seamless indoor-outdoor flow. Additional highlights include shutters throughout, a large laundry room with utility sink, cabinetry, washer, dryer, and extra refrigerator, and a recently remodeled second/pool bath with dual sinks. The primary bedroom features brand-new carpet, and the home is equipped with a central vacuum system. Major updates include full replumbing in 2025, a roof approximately 3 years old, and an AC system about 2 years old. Very low HOA! Winter Springs is known for its top-rated schools, beautiful parks and trails, strong sense of community, and convenient access to major highways, making it an ideal place to live, work, and play. This is a must-see home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
649 DAVID ST, WINTER SPRINGS, FL 32708
$265,00019 Days on yellowkey MLS ID: O6395999
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1077 Built: 1971 Tax: $3,074 (2025)Community: North Orlando Townsite 4Th Add RepSingle Family
Taxes:$3,074
Remarks: Welcome home! This 3-bedroom, 1-bathroom single-family Winter Springs home is move-in ready with tons of upgrades! All the mechanicals have been updated or replaced: Roof replacement in 2024, new plumbing (complete repipe) 2023, AC unit replaced in 2023, and a new electrical panel in 2026. The Kitchen and Bathroom have both been updated, with all-new kitchen appliances. All this with no HOA and a super affordable price for solid block construction in this zip code! We have priced the home to move fast. Schedule your showing now!
Listing is courtesy of: BUSBY REALTY LLC (407-529-6952)
Listing Agent: Chad Busby (407-529-6952)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00018 Days on yellowkey MLS ID: O6395309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,102 (2025)Community: Deersong 2Single Family
Taxes:$3,102
Elementary School: Layer Elementary
High School: Winter Springs High
Remarks: Welcome to 130 Deer Song Dr in the heart of Winter Springs an exceptional opportunity to own one of the most beautifully updated homes in the community! Positioned on a desirable corner lot with ample parking, this fully renovated 3-bedroom, 2-bathroom home stands out as a rare find offering both style and convenience. From the moment you step inside, you’ll notice the thoughtful upgrades throughout, including brand-new flooring, a completely redesigned kitchen, modernized bathrooms, updated plumbing, and new energy-efficient windows. all creating a truly move-in-ready experience. Major systems have already been taken care of for peace of mind, with the roof replaced in 2015 and AC updated in 2019. Step outside to your own private, fully fenced backyard oasis, featuring a paved outdoor space and covered patio perfect for entertaining, relaxing, or enjoying Florida living year-round. The property also includes a detached storage space, offering additional functionality and convenience. Located directly across from the community pool and amenities, you’ll enjoy easy access to everything this well-maintained neighborhood has to offer, including: Community pool Tennis courts Playground Dog park Lawn care included through HOA The location is unbeatable just minutes from Winter Springs Town Center, Seminole County Bike Trail, Oviedo Mall, Publix, restaurants, and everyday essentials, along with nearby fire and police services for added peace of mind. This home checks all the boxes: location, upgrades, lifestyle, and value. Opportunities like this don’t come often, schedule your private showing today and see why this is truly one of the best homes in the neighborhood!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Yosseff Roman (407-394-5843)
104 REDTAIL PL, WINTER SPRINGS, FL 32708
$469,90079 Days on yellowkey MLS ID: O6378697
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 1995Monthly Fee: $170 Tax: $2,250 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$2,250
Remarks: RECENTLY PRICE REDUCED! Luxury Living Meets Trailside Adventure — with Everything Close By! WELCOME TO THE GATED COMMUNITY OF EAGLE WATCH! This beautifully presented property is a 3-bedroom, 2-bath home where comfort, style, and location come together effortlessly. It is located in the cherished well-maintained community in Winter Springs. Enjoy peace of mind with a newer roof and HVAC system, luxury engineered wood flooring throughout the home, plus fresh interior paint that gives the home a clean, modern feel. Low HOA fees also include common area landscaping maintenance and pristine curb appeal throughout the community! Eagle Watch shares a gated entrance community pool with Howell Creek Reserve to enjoy with friends and family! The home's inviting layout is perfect for everyday living and entertaining, filled with natural light and an easy, modern flow. Step outside and relax with your covered screened in porch and level up your lifestyle with direct access to the Cross Seminole Trail—a dream for avid bicyclists, hikers, and walkers who love the outdoors. Now let's talk about the location being so convenient! You’re just minutes from malls, dining, and shopping, close to SR 417, University of Central Florida, and an easy ride to the world-class parks Orlando is famous for. Adventure, entertainment, and everyday essentials are all right at your fingertips. Move-in ready, perfectly located, and packed with lifestyle perks—this one is fun, functional, and full of possibilities! DONT WAIT TOO LONG! Schedule your showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Cathy Norman (407-247-7180)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$498,90095 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 4Single Family
Taxes:$3,119
Elementary School: Keeth Elementary
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)
1075 CONDOR PL, WINTER SPRINGS, FL 32708
$414,90034 Days on yellowkey MLS ID: O6391519
0 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1749 Built: 1988Monthly Fee: $28 Tax: $3,267 (2024)Community: Sunrise Estates Unit 4Single Family
Taxes:$3,267
Elementary School: Rainbow Elementary
Remarks: Under contract-accepting backup offers. Charming three bedroom, two full bathroom, two car garage home with large fully fenced backyard in the lovely community of Sunrise in Winter Springs. This home has been loved and it shows with well-maintained neutral interior throughout. The large living room offers a beautiful wood burning fireplace with mantle and flooring has been upgraded to tile or laminate throughout. The kitchen features plenty of space for cooking and overlooks the large family room making this home perfect for entertaining. The spacious master bedroom features a vaulted ceiling, walk-in closet and dual vanities in attached full bathroom. Upgrades to this home include hurricane rated dual pane windows and doors (2020), refrigerator (2021), dishwasher (2020), PEX re-pipe (2012), master bath shower doors (2022), HVAC compressor (2025) and new paint (2022). Sunrise community amenities include basketball courts, tennis courts, park and playground. View today.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Courtney Davis (407-493-8329)
620 STALLION CT, WINTER SPRINGS, FL 32708
$650,00020 Days on yellowkey MLS ID: O6395164
0 Days Off yellowkey (back on 4/3/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1979 Tax: $3,831 (2024)Community: Winter Spgs Unit 3Single Family
Taxes:$3,831
Remarks: Under contract-accepting backup offers. Welcome to this incredible opportunity to create your own paradise on 1.8 acres in the Estate Section of Tuskawilla Country Club! This 5 bedroom home sits on a prime lot in the premier neighborhood of Winter Springs. The home is ready for a complete renovation to bring it up to modern standards. You are working with a solid floor plan and a property that has had some of the major items addressed: Roof replaced 2017, HVAC 2014, Septic serviced 2024. If your goal is to build your dream home, then this beautiful, majestic area of Tuskawilla is perfect for you! Professional photos to follow next week after the estate sale process is complete. Please forgive the current condition, listing still being prepared for public viewing. Limited access granted this week to accommodate interest prior to the official launch. Call for early access. This property will be sold AS-IS only. No repairs will be offered or systems warranted. This rare find will be gone soon!
Listing Agent: Claudia Davidson (850-294-0199)
1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708
$729,90056 Days on yellowkey MLS ID: O6384753
0 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2908 Built: 2003Monthly Fee: $150 Tax: $2,062 (2025)Community: Parkstone Unit 3Single Family
Taxes:$2,062
Remarks: Under contract-accepting backup offers. Experience the ultimate Florida lifestyle at this stunning 4-bedroom (plus home office) or 5-bedroom, 3.5-bathroom retreat nestled in the exclusive gated community of Parkstone. Come home to soaring, high ceilings and a bright, open floorplan that’s an entertainers dream. The Chef’s kitchen features stainless steel appliances, and a breakfast bar as well as a window enjoying views of the screen patio and beautiful backyard. You will love the oversized primary suite that features stunning conservation views, and connects to a private, flexible room perfect for an office or nursery, or even a fifth bedroom. One of the additional bedrooms has an on suite bathroom and walk in closet as well. Wake up to breathtaking sunrises and spend your evenings watching wildlife. This exceptional property features a private 300ft boardwalk that winds through Florida Hammock vegetation and leads to your own personal boathouse. This incredible, covered boat dock features both electric and water access, plus a boat lift for effortless access to the scenic, expansive Lake Jesup. Enjoy relaxing on the screened lanai or the open paver patio while enjoying the sounds of nature. NEW ROOF IN 2024 (House and Boat Dock), NEW PORCH ROOF 2025, NEW WATER HEATER 2025, NEW A/C 2021, FRESHLEY PAINTED 2021, RAIN GUTTERS 2020. Relish your time at the private community fishing pier, tennis court, take a dip in the gorgeous community pool or enjoy the splash pad. Lawn Maintenance is even included in your HOA (Lawncare includes mowing of lawn, trimming of bushes and fertilizer). Parkstone is a gated community with walking trails, scenic ponds, tennis court, community dock, two playgrounds, a splash pad and community pool to enjoy. The Cross Seminole Trail borders Parkstone and you are just a short walk from Central Winds Park, the Dog park and the Newly opened Pickleball Facility! Minutes from grocery stores, The Town Center, shopping and dining, this home has it all! Welcome home!
Listing is courtesy of: SHORESTONE PROPERTY GROUP (407-452-9818)
Listing Agent: Tania Crandall (407-452-9818)
203 HERRELL RD, WINTER SPRINGS, FL 32708
$573,000161 Days on yellowkey MLS ID: O6358036
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3566 Built: 1987 Tax: $5,127 (2024)Community: North Orlando Ranches Sec 06Single Family
Taxes:$5,127
Elementary School: Sterling Park Elementary
Middle School: South Seminole Middle
Remarks: **Seller will contribute towards buyer closing costs that buyer can use towards renovations. This number is negotiable.** Incredible opportunity to own this fantastic 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This home has a beautiful covered front porch, circular driveway with lots of parking space, an OVERSIZED primary bedroom located on the 1st floor with TWO WALK-IN CLOSETS, primary bathroom that doubles as a SAUNA, a large kitchen with stainless steel appliances, interior laundry room, a whole home WATER FILTRATION SYSTEM, large totally enclosed back porch WITH AC, and beautiful oversized lot with a view of a small lake nearby. The original garage was enclosed and converted into a HUGE workspace that can be a workshop, man cave, or even an extra bedroom, and an ADDITIONAL TWO CAR GARAGE was ADDED, so you still have a full 2 car garage with covered parking/storage. This neighborhood has the most beautiful, tranquil, tree-lined streets, quiet and away from the hustle and bustle of the city, but close enough that anything you need is just a few moments away. Don’t miss this opportunity to own such a wonderful home in an incredible location. All with NO HOA!!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Margeaux Eddy (407-970-3798)
229 BENNETT ST, WINTER SPRINGS, FL 32708
$335,00079 Days on yellowkey MLS ID: O6378070
5 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1164 Built: 1971 Tax: $3,852 (2024)Community: North Orlando Townsite 4Th Add RepSingle Family
Taxes:$3,852
Remarks: Under contract-accepting backup offers. This spacious 4-bedroom, 2-bathroom home offers a comfortable living experience with 1164 sq. ft. of space. The kitchen is equipped with stainless steel appliances, including a refrigerator, microwave, range oven, and dishwasher. The property also features window coverings, a ceiling fan, a bathtub, and an attached garage. Located conveniently close to restaurants, grocery stores, schools, and retail services, this home meets a variety of lifestyle needs. You will love living here! Schedule a tour today!
Listing is courtesy of: RISE 24 REAL ESTATE LLC (480-636-9896)
Listing Agent: Chantel Gutierrez-Davis (480-636-9896)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$700,00096 Days on yellowkey MLS ID: O6374007
REDUCED by $14,000 (2.0%) on 04/02/2026
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)
709 SAILFISH RD, WINTER SPRINGS, FL 32708
$412,500138 Days on yellowkey MLS ID: O6364715
REDUCED by $2,500 (0.6%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1984 Tax: $5,463 (2024)Community: North Orlando Ranches Sec 10Single 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)
1171 SAN BLAS CV, WINTER SPRINGS, FL 32708
$339,800114 Days on yellowkey MLS ID: A4676256
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1984Monthly Fee: $25 Tax: $4,229 (2024)Community: Sunrise Unit 2DSingle Family
Taxes:$4,229
Remarks: NEW PRICE – BEST VALUE IN WINTER SPRINGS! Seller motivated and ready to make a deal Welcome to 1171 San Blas Cove — a spacious 2- bedroom, 2-bath home offering 1,551 sq ft of comfortable living space on an oversized 16,000+ sq ft lot in desirable Winter Springs. With a functional open layout, abundant natural light, and a split-bedroom floor plan, this home offers both privacy and flexibility — ideal for first-time buyers, downsizers, or investors. Enjoy a large backyard with endless possibilities for entertaining, gardening, or creating your own private Florida oasis. The generous living areas provide great flow for everyday living and hosting guests. Low HOA (~$25/month) and convenient access to top-rated schools, shopping, dining, parks, and major roadways make this an exceptional opportunity in today’s market. Seller willing to consider concessions toward buyer closing costs or rate buy-down with strong offer. Homes at this price point in Winter Springs are moving — schedule your private showing today.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
203 WISE OWL WAY, WINTER SPRINGS, FL 32708
$599,90073 Days on yellowkey MLS ID: O6380678
REDUCED by $14,600 (2.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2531 Built: 2020Monthly Fee: $130 Tax: $6,177 (2024)Community: Tuskawilla CrossingsSingle Family
Taxes:$6,177
Remarks: HUGE PRICE DROP! SELLERS NEED TO SELL! WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and everyday living. On the first floor, you’ll find a guest bedroom and a full bathroom, offering flexibility for visitors or a home office. One of the standout features of this home? Outdoor living spaces galore! Enjoy not one, not two, but three screened-in patios — a cozy side porch off the living room, a private patio between the kitchen and garage, and an upper-level patio accessible from the loft — ideal for relaxing after a long day. Upstairs, you’ll find a generously sized loft, a large laundry room, and three more bedrooms, including the spacious primary suite. Located in the desirable Seminole County School District, this home is just minutes from the 417, making commutes a breeze. Don’t miss your chance to own this incredible home in Tuskawilla Crossings — schedule your private tour today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$315,00053 Days on yellowkey MLS ID: O6384932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1998Monthly Fee: $142 Tax: $3,681 (2025)Community: Seasons TheSingle Family
Taxes:$3,681
Elementary School: Winter Springs Elementary
Remarks: Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This beautifully maintained one story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of thoughtfully updated living space. Major improvements provide peace of mind, including a 50 year Rhino shingle roof installed in 2019, a 3.5 ton 14 SEER A C unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Inside, you’ll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul de sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low maintenance living in a prime Seminole County location zoned for Winter Springs schools.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708
$822,80060 Days on yellowkey MLS ID: O6384155
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3512 Built: 2001Monthly Fee: $150 Tax: $12,732 (2025)Community: ParkstoneSingle Family
Taxes:$12,732
Remarks: Nestled at the end of a peaceful cul-de-sac within an exclusive gated community, this exceptional lakefront residence offers breathtaking water views and direct access from your own private dock. Just a short walk from the community pool, playgrounds, and tennis courts, this home perfectly blends tranquility with convenience. Boasting 5 bedrooms and 3.5 bathrooms, including two expansive primary suites, the layout is thoughtfully designed for both comfortable everyday living and effortless entertaining. Recent enhancements include luxury vinyl plank flooring throughout and fresh interior paint, creating a bright, modern, and move-in-ready ambiance. At the heart of the home, the open-concept kitchen showcases granite countertops, stainless steel appliances, and June 2024 upgrades including a new dishwasher, range hood, and electric range—ideal for hosting gatherings or enjoying quiet family meals. The main-level primary suite serves as a serene retreat, featuring a generous walk-in closet and sliding glass doors that open directly to the screened lanai. Step outside to your private oasis, where a sparkling pool and spa overlook the tranquil lake. Upstairs, you’ll find a spacious bonus room, three additional bedrooms, and a second primary suite complete with its own ensuite bath and walk-in closet—perfect for multi-generational living or long-term guests. The fully fenced backyard offers both privacy and charm, leading to a secluded wooded path that opens to a covered dock and deck. Equipped with an electric boat lift and ample space for relaxing, it’s the perfect setting to enjoy stunning lake views and unforgettable Florida sunsets. Additional highlights include a 3-car garage, a dual-zone A/C system (one unit replaced in 2022 and the second in 2025), and roof replaced in 2018, providing peace of mind and long-term value. Opportunities like this are rare—schedule your private showing today and experience the very best of lakefront living.
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$331,000139 Days on yellowkey MLS ID: O6364352
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1959 Tax: $2,426 (2024)Community: North OrlandoSingle Family
Taxes:$2,426
Elementary School: Highlands Elementary
Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
421 WOODCREST ST, WINTER SPRINGS, FL 32708
$550,00025 Days on yellowkey MLS ID: O6394375
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2374 Built: 1996Monthly Fee: $42 Tax: $3,295 (2024)Community: Winding Hollow Unit 2Single Family
Taxes:$3,295
Remarks: Under contract-accepting backup offers. Welcome to a home where smart technology, everyday comfort, and an unbeatable location come together in one exceptional package. Nestled on a beautifully landscaped corner lot in the highly sought-after Winter Springs/Tuskawilla area, this 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of function, style, and convenience — with room to grow thanks to a pool-planned backyard ready for your personal vision. Inside, you’ll find a home designed for modern living. The kitchen is outfitted with sleek LG appliances (2023), paired with a matching LG washer and dryer (2023) for a fresh, move-in-ready feel. A Kinetico® whole-house water filtration and soft water system ensures high-quality water throughout, while the energy-efficient GE hybrid heat pump water heater not only saves on utility costs but also helps keep the garage cooler — a practical bonus for Florida living. Tech-savvy buyers will appreciate the CAT 5e high-speed ethernet wiring and smart home features that make daily life effortless. Control your garage from anywhere with the brand-new Chamberlain Bluetooth-enabled opener (2025), and manage irrigation with ease using the Orbit wireless sprinkler system (2021), complete with internet-based weather forecasting. This home is also built for enjoyment and entertaining. Whether you’re hosting friends or relaxing after a long day, you’ll love the in-ceiling speaker system in both the garage and back lanai, plus a living room pre-wired for a premium Bose® surround sound experience. Additional highlights include refreshed attic insulation (2022) for enhanced energy efficiency and an insulated, hurricane-reinforced garage door, backed by a lifetime maintenance and repair agreement with Precision Door Service — offering both durability and peace of mind. Location truly seals the deal. Just minutes from SR 434, 417, Publix, and a wide array of shopping and dining options, this home places everything you need right at your fingertips while still offering the charm and appeal of one of Central Florida’s most desirable communities. Meticulously maintained and thoughtfully upgraded, this home delivers the lifestyle today’s buyers are looking for — smart, stylish, and ready to enjoy from day one.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.