Location: Winter Springs
Do Not Show Listings
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$649,90065 Days on yellowkey MLS ID: O6372400
REDUCED by $25,100 (3.7%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,539
Elementary School: Rainbow Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Energy Efficient SOLAR that is PAID FOR! Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRA. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$450,00046 Days on yellowkey MLS ID: O6389425
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1657 Built: 1988Monthly Fee: $125 Tax: $4,965 (2025)Community: Country Club Village Unit 3Single Family
Taxes:$4,965
Elementary School: Keeth Elementary
Tax Year: 2025
Remarks: 3 BED + OFFICE | BRAND NEW ROOF | WOODED LOT | TUSCAWILLA GOLF COMMUNITY - Experience modern, low-maintenance living in the heart of Winter Springs. This fully updated residence in Tuscawilla combines high-efficiency upgrades with a flexible, open-concept floor plan. MAJOR UPGRADES & EFFICIENCY: Brand New Tile Barrel Roof (2026), Carrier HVAC (2016), Whole House Re-pipe, and New Energy-Efficient Water Heater (2024). This home also features Dual Pane Energy-Efficient Windows throughout and an oversized 2-car garage with Epoxy Floors, a utility sink, and decked attic storage. INTERIOR HIGHLIGHTS: The bright, open layout features Vaulted Ceilings, Ceramic Tile + Luxury Vinyl Plank (LVP) flooring (no carpet in sight!) and beautiful updates throughout. You will love the remodeled kitchen that is not only beautiful- but functional! Boasting custom cabinetry, granite countertops, and stainless steel appliances; plus slide-out drawers, a water-filter system and breakfast nook. The spacious great room/dining combo provides a perfect blend of comfort and design, while the dedicated Den/Office provides a private workspace separate from the main bedrooms. OUTDOOR & MORE: Enjoy the all-season Enclosed Florida Room with dedicated A/C overlooking a private wooded lot, plus a paver driveway, rear paver patio, and a kitchen water filtration system. LOCATION & LIFESTYLE: Zoned for top-rated Seminole County Schools and located minutes from TCC (Tuscawilla Country Club) (Golf, Tennis, Olympic Pool), Cross Seminole Trail, and local dining. This home offers the perfect blend of location, lifestyle, and smart updates. Bring your golf cart and move right in!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708
$325,0003 Days on yellowkey MLS ID: O6402158
1 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1571 Built: 1987Monthly Fee: $20 Tax: $4,931 (2024)Community: Sunrise Village Unit 6Single Family
Taxes:$4,931
Elementary School: None
High School: None
Middle School: None
Remarks: Bring Your Vision to This Winter Springs Pool Home! Opportunity knocks in the sought-after Sunrise community of Winter Springs! This 4-bedroom, 2-bath pool home sits on a quiet cul-de-sac and is being offered as-is - perfect for investors, flippers, or buyers ready to roll up their sleeves and build serious sweat equity. The home needs a full renovation throughout. The screened-in pool is currently green and not being maintained, and the lawn and landscaping are overgrown - but the bones are here: 1,571 sq ft, block construction, 2-car garage, fireplace, and a generous 8,900+ sq ft lot on a cul-de-sac. Zoned for top-rated Seminole County schools, including 10/10 Rainbow Elementary, and minutes from shopping, dining, and SR-417. Low annual HOA. Motivated seller | Cash & conventional offers welcomed! Priced to reflect condition. Don't miss your chance to restore this cul-de-sac pool home into something special.
Listing is courtesy of: FLORIDA RELOCATION R.E (407-227-8100)
Listing Agent: Eda De Leon (407-202-7103)
1815 SENECA BLVD, WINTER SPRINGS, FL 32708
$1,039,000130 Days on yellowkey MLS ID: O6368232
REDUCED by $10,000 (1.0%) on 04/15/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3885 Built: 1989 Tax: $5,558 (2024)Community: Tuscawilla Unit 14BSpa: YesSingle Family
Taxes:$5,558
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: This stunning 5-bedroom pool home in the highly desirable Chelsea Woods at Tuscawilla has been completely remodeled from top to bottom. The home offers exceptional living space, including a large living room with fireplace, a spacious family room with fireplace, and a formal dining room—ideal for entertaining. A large bonus room provides flexible space for a home office, playroom, or additional living area. The brand-new kitchen is a showstopper, featuring new appliances, quartz countertops, two-tone cabinetry with open shelving, and a stylish bar area with additional shelving. The large laundry room includes a convenient butler’s pantry area, adding extra storage and functionality. Downstairs, you’ll also find two half bathrooms, all beautifully updated. All five bedrooms are located upstairs, along with three fully renovated bathrooms, including a Jack-and-Jill bath. The expansive primary suite offers a true retreat with a luxurious soaking tub, large walk-in shower, and generous space throughout. Recent upgrades also include new wood-look tile plank flooring throughout the lower level, LVP flooring upstairs, ROOF (2023), and both A/C units replaced. Step outside to enjoy the covered, screened patio overlooking the pool—perfect for relaxing or entertaining. Located in Tuscawilla, this home is zoned for top-rated schools and offers the space, updates, and location you’ve been looking for. Schedule your private showing today!
Listing Agent: Belinda Gonzales (321-277-8994)
736 SUMMERLAND DR, WINTER SPRINGS, FL 32708
$300,0003 Days on yellowkey MLS ID: O6402028
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1298 Built: 1983Monthly Fee: $95 Tax: $2,905 (2025)Community: WildwoodSingle Family
Taxes:$2,905
Remarks: Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Jose Hernandez (407-394-9890)
724 BARRINGTON CIR, WINTER SPRINGS, FL 32708
$399,900339 Days on yellowkey MLS ID: O6312092
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1450 Built: 1987Monthly Fee: $100 Tax: $1,771 (2024)Community: Georgetowne Unit 1Single Family
Taxes:$1,771
Remarks: Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park and to Tuskawilla Country Club for a round of golf or tennis or to just socialize at the café and bar. This is a great opportunity to own an adorable low maintenance single-family home in the most affordable sought-after Country Club community in Seminole county. A rated school district! Short drive to Oviedo Marketplace and restaurants! Seller willing to contribute $8000 towards closing costs!! Don't miss this opportunity!! --
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
$714,9004 Days on yellowkey MLS ID: O6401291
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1989Monthly Fee: $48 Tax: $4,456 (2025)Community: Glen Eagle Unit 2Spa: YesSingle Family
Taxes:$4,456
Remarks: Nestled in the desirable Glen Eagle part of Tuscawilla, this executive-style custom single-story home offers an exceptional blend of space, privacy, and location. Set along a picturesque tree-lined street, this 4-bedroom, 2.5-bath residence features a desirable split floor plan and a 2-car side-entry garage with additional parking, ideal for a boat or extra vehicles. Designed for both everyday living and entertaining, the home showcases a spacious, open layout complemented by a beautifully updated kitchen with quartz countertops. Over the past five years, the home has been thoughtfully enhanced with hardwood flooring throughout, fully renovated bathrooms, and upgraded kitchen appliances, creating a move-in-ready experience with modern finishes. Step outside to your private backyard retreat, complete with a fully fenced yard and a sparkling pool resurfaced in 2024, a new pool pump (2025), and a recently installed and fully paid solar pool heating system. New patio pavers further elevate the outdoor living space, making it perfect for relaxing or entertaining. A newer roof (2022) adds additional peace of mind. Located in the heart of Tuscawilla, this home is zoned for top-rated Seminole County schools and offers convenient access to SR 417, 426, and 434, just minutes from Downtown Orlando, Orlando International Airport, UCF, Siemens, and Research Park. Enjoy nearby parks, the Cross Seminole Trail, Oviedo on the Park, Oviedo Mall, YMCA, dining, shopping, and more. Optional membership to Tuscawilla Country Club offers golf, tennis, swimming, and a vibrant social lifestyle. Glen Eagle is known for its established homes, larger lots, and quiet residential charm. With major upgrades already completed and a prime location, this is a home you don’t want to miss!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Ana Semmel (407-314-5636)
104 REDTAIL PL, WINTER SPRINGS, FL 32708
$469,90085 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: Under contract-accepting backup offers. 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)
650 CAYUGA DR, WINTER SPRINGS, FL 32708
$709,00088 Days on yellowkey MLS ID: O6378029
1 Days Off yellowkey (back on 4/24/2026)
REDUCED by $15,000 (2.1%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2429 Built: 1987Monthly Fee: $6 Tax: $5,200 (2025)Community: Tuscawilla Unit 14ASpa: YesSingle Family
Taxes:$5,200
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Improvement - Sellers Motivated! Welcome home to this stunning 4-bedroom, 3-full bath pool home located in the highly sought-after Chelsea Woods community of Tuscawilla! Situated on an oversized corner lot, this property offers a fully fenced backyard framed by majestic shade trees, providing exceptional privacy and charm. The tranquil outdoor living space is designed for both comfort and entertaining, featuring a screened-in pool and lanai, low-maintenance and pet-friendly artificial turf with deodorized fill, a putting green, and a fire pit—perfect for year-round gatherings. Inside, enjoy a desirable split-bedroom floor plan with a spacious primary bedroom and en suite. The open living areas are filled with natural light and showcase vaulted ceilings, skylights, and a cozy fireplace that adds warmth and character. The large kitchen offers ample counter space, generous storage, and stainless steel appliances—ideal for the home chef! Seamlessly blending indoor comfort with exceptional outdoor living, this home is a rare opportunity in one of Tuscawilla’s most desirable neighborhoods.
Listing is courtesy of: ALL SELLERS & BUYERS REALTY INC (407-766-9940)
Listing Agent: Jamie Ampel (407-766-9940)
1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
$499,99933 Days on yellowkey MLS ID: S5146395
3 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1980Monthly Fee: $28 Tax: $4,380 (2024)Community: Sunrise Unit 2-ASingle Family
Taxes:$4,380
Elementary School: Eastbrook Elementary
Remarks: Under contract-accepting backup offers. Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), both bathrooms' fully renovated (2025), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$325,000145 Days on yellowkey MLS ID: O6364352
REDUCED by $6,000 (1.8%) on 04/24/2026
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)
30 S EDGEMON AVE, WINTER SPRINGS, FL 32708
$250,00026 Days on yellowkey MLS ID: O6394469
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1960 Tax: $318 (2024)Community: North Orlando 2Nd AddSingle Family
Taxes:$318
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has a screened porch added onto the back. No idea how many square feet the home actually is. Electrical has been updated Natural Gas for you, even the HWH is gas. Several sheds on property. roof is 2018, A/C 2011. Owner has moved out of state so looking for a sale. Winter Springs has AMAZING Seminole County A+ rated Schools. Worth a look if you need some space in a great area. Someone has lived in this home for many years. Buy it and remodel down the road. Starter home for the right family. Live in it while you remodel. Won't last.
239 PANORAMA DR, WINTER SPRINGS, FL 32708
$340,00017 Days on yellowkey MLS ID: O6397776
REDUCED by $10,000 (2.9%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1349 Built: 1996Monthly Fee: $139 Tax: $4,336 (2025)Community: Seasons TheSingle Family
Taxes:$4,336
Remarks: One or more photo(s) has been virtually staged. Welcome home to one of Winter Springs' most sought-after communities, where thoughtful upgrades, resort-style amenities and effortless Florida living come together in one incredible package. Step inside and feel it immediately. Soaring 10-foot vaulted ceilings, an open-concept layout flooded with natural light and a clean neutral palette that's the perfect canvas for your personal style. The showstopping kitchen features soft-close shaker cabinetry, gleaming quartz countertops and stainless-steel appliances, a space you'll love cooking in and showing off at your next dinner party. The primary suite is a true retreat with high ceilings, a generous walk-in closet and a beautifully updated en-suite featuring a double-sink quartz vanity. Both secondary bedrooms and the guest bath have been fully refreshed as well, so every corner of this home shines. Peace of mind is built in with a newer roof, newer AC, a brand-new hot water tank, neutral paint and hard flooring throughout the interior, which is allergy-friendly and made for the Florida lifestyle. Through the French doors you'll find an enclosed sunroom that's just waiting for your vision. Whatever your needs are, this space delivers, with potential for a home office, fitness space, playroom or weekend hangout. The Seasons offers a community pool, tennis courts and a playground. The HOA covers lawn maintenance, so your weekends actually stay yours. Zoned for highly rated Seminole County schools and just minutes from SR 434, Interstate 4, State Road 417, dining and restaurants.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Rosie Reid (407-474-0600)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$700,00020 Days on yellowkey MLS ID: O6396955
REDUCED by $35,000 (4.8%) on 04/24/2026
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
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)
114 SUNDANCE CT, WINTER SPRINGS, FL 32708
$305,500164 Days on yellowkey MLS ID: O6359275
REDUCED by $10,000 (3.2%) on 04/23/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1356 Built: 1997Monthly Fee: $120 Tax: $4,059 (2024)Community: Seasons TheSpa: NoSingle Family
Taxes:$4,059
Remarks: One or more photo(s) has been virtually staged. If you’ve been searching for space, location, and opportunity without overpaying, this cul-de-sac home delivers. Tucked away on a quiet cul-de-sac and backing to a peaceful conservation area with no rear neighbors, this 4-bedroom home offers a rare combination of privacy and value in one of Winter Springs’ most desirable locations. Inside, you’ll find a functional split-bedroom layout, vaulted ceilings, and an open living and dining space designed for everyday comfort. The kitchen flows into a bright dining nook and screened patio, creating an ideal setup for indoor-outdoor living. With major updates already completed, including a 2022 roof, 2025 dishwasher, and 2026 water heater, buyers can move in with confidence while still having the flexibility to personalize finishes over time. Additional highlights include dedicated driveway parking for two vehicles, low HOA, and access to community amenities such as a pool, tennis courts, and playground. Located within top-rated Seminole County school zones and just minutes from parks, trails, shopping, and major roadways, this home is perfectly suited for buyers looking to maximize space, location, and long-term value. Back on market due to buyer financing — no inspection concerns.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)
Listing Agent: Nora Rios (407-274-1174)
1204 SWAN ST, WINTER SPRINGS, FL 32708
$750,000375 Days on yellowkey MLS ID: O6294504
3 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3334 Built: 1973 Tax: $3,677 (2024)Community: Winter Spgs Unit 4Spa: YesSingle Family
Taxes:$3,677
Remarks: Under contract-accepting backup offers. Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health South Seminole Hospital. 11 minutes to Ovido Medical Center.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
905 TORREY PINE DR, WINTER SPRINGS, FL 32708
$455,00053 Days on yellowkey MLS ID: O6388252
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1934 Built: 1996Monthly Fee: $126 Tax: $2,379 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,379
Remarks: Under contract-accepting backup offers. Greenbriar of Tuscawilla offers a spacious, Light & Bright, open-concept 3-bedroom, 2-bath layout with peaceful views and an easy, connected flow for everyday living and entertaining. The kitchen opens directly to the living area, so you’re always part of the conversation—whether it’s morning coffee or game day. Gas fireplace in the living room for those cozy winter nights. Bedroom 3 is currently used as a home office and includes a Murphy bed, making it perfect for guests without giving up your work space. You’ll love the low-maintenance lifestyle here—the HOA handles the lawn care—and you’re also close to the Cross Seminole Trail, ideal for biking, walking, and getting outside whenever you feel like it. And here’s the big bonus: an enclosed Florida room (approx. 693 sq ft) that is NOT included in the recorded/MLS square footage—a huge flex space for entertaining, a playroom, hobby zone, home gym, or just spreading out and enjoying life. Tuscawilla is a Golfcart community, so bring your golfcart and meet at the park. ~Located conveniently 55 minutes from the beach and amusement parks.
Listing Agent: Laura Leigh Wood (407-310-4908)
223 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$725,00044 Days on yellowkey MLS ID: O6388044
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2724 Built: 1996Monthly Fee: $70 Tax: $188 (2025)Community: Chestnut Estates Ph 2Single Family
Taxes:$188
Remarks: Situated within an exclusive one-street enclave in highly desirable Tuscawilla, this impeccably maintained home presents a harmonious blend of privacy, comfort, and convenience. Backing to a peaceful conservation area with no rear neighbors, the property enjoys a tranquil setting framed by mature landscaping and scenic natural views. Inside, the thoughtfully designed floor plan lends itself to both relaxed daily living and effortless entertaining. The spacious kitchen anchors the main living areas and features a center island, generous closet pantry, built-in workspace, and an open connection to the family room and breakfast area. An oversized enclosed Florida/bonus room with warm wood flooring extends the living space beautifully. A mini-split installed in 2025 enhances year-round comfort, creating an inviting setting for hosting guests or enjoying quiet evenings overlooking the conservation backdrop. This home has been meticulously cared for, with notable updates that add both value and peace of mind, including a new roof in 2023 with a secondary water barrier, new A/C system in 2025, plumbing updates, and a newer water heater. Ideally located just moments from Oviedo, residents enjoy quick access to the 417 and 408, UCF, Seminole State College, major employers, premier shopping, dining, and top-rated Seminole County schools. Discover the comfort, privacy, and convenience this exceptional Tuscawilla home provides. Schedule your private showing today. Save Big: Receive a 1% lender credit toward closing costs or rate buy-down. Ask for details!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Aida Rico-Arango (689-276-4466)
872 FALKIRK DR, WINTER SPRINGS, FL 32708
$448,99767 Days on yellowkey MLS ID: O6383538
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1554 Built: 1978Monthly Fee: $35 Tax: $2,381 (2024)Community: Highlands Sec 1Spa: NoSingle Family
Taxes:$2,381
Middle School: South Seminole Middle
Remarks: BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Beautifully maintained home located in one of the most desirable areas of Winter Springs, offering the perfect blend of comfort, convenience, and outdoor living. Surrounded by scenic walking and biking trails throughout the neighborhood, this home delivers a peaceful setting while staying close to everything you need. This property features 3 bedrooms and 2 bathrooms with a bright open floor plan ideal for both everyday living and entertaining. The kitchen is equipped with stainless steel appliances and flows seamlessly into the main living areas, creating a spacious and inviting atmosphere. Step outside to your private screened pool area, perfect for relaxing or hosting gatherings, all within a fully fenced backyard that provides excellent privacy. Whether enjoying Florida sunshine or evening outdoor dining, this space is designed for year-round enjoyment. Conveniently located near shopping centers, restaurants, and major highways, offering easy access to Orlando, employment hubs, and surrounding communities while still enjoying the charm of a sought-after residential area. This home combines a desirable location, functional layout, and outdoor lifestyle — making it an excellent opportunity for homeowners and long-term value. Some photos were virtually staged.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Elizabeth Rodriguez (407-480-8829)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$315,00059 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
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)
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