Displaying: For Sale
Location: Winter Springs
Property Type(s): Townhomes
Price: $300,000 to $399,000
Do Not Show Listings
Winter Springs - 13 properties found
572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$333,00020 Days on yellowkey MLS ID: O6397068
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1564 Built: 2005Monthly Fee: $264 Tax: $3,808 (2024)Community: Barclay Reserve TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,808
Elementary School: Lawton Elementary
High School: Oviedo High
Tax Year: 2024
Middle School: Jackson Heights Middle
Remarks: This beautiful 3 bedroom 2.5 bath townhome is located in Winter Springs near 417 plenty of shopping with a premium lot. new roof 2022 updated HVAC system. includes refrigerator, range, and dishwasher, and microwave This gated community has so much to see lots of walking the balcony is private over looking the trees and nature.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: April Angry (407-697-0528)
439 OLD FARM LN, WINTER SPRINGS, FL 32708
$339,9005 Days on yellowkey MLS ID: O6403125
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 2007Monthly Fee: $300 Tax: $5,063 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$5,063
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: One or more photo(s) has been virtually staged. Location, Location, Location! Welcome to this beautifully designed 3-level townhome in the highly sought-after Jesups Reserve community. Featuring 3 spacious bedrooms—each on its own floor—this home offers exceptional comfort, flexibility, and privacy. The top-floor primary suite is a true retreat, complete with a large private balcony, perfect for relaxing and enjoying the outdoors. The second-floor living area serves as the heart of the home, showcasing a well-appointed kitchen, bright dining space, and an inviting living room ideal for both everyday living and entertaining. Each bedroom features its own en-suite bathroom, providing convenience and thoughtful functionality for any lifestyle. Additional highlights include a 2-car rear-entry garage and a centrally located second-floor laundry room, with washer and dryer included. Major updates provide true peace of mind, including a NEW 15 SEER HVAC system (2026), NEW roof installed by the HOA (2022), a fully rebuilt, permitted and inspected balcony (2023), and a permitted hot water heater (2020). Unbeatable location—walk to Publix, restaurants, bars, and a new gym, with quick access to SR-417 just minutes away. Whether you're looking for a primary residence or a strong investment opportunity, this home checks all the boxes. Opportunities like this in Jesups Reserve are rare—schedule your showing today before it's gone! For Sale only.
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Brian Goodwin (321-652-4335)
1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$381,990104 Days on yellowkey MLS ID: O6375116
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Elementary School: Layer Elementary
Remarks: As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$384,99061 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.
1275 MARLEY LN, WINTER SPRINGS, FL 32708
$355,00047 Days on yellowkey MLS ID: O6391943
REDUCED by $5,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1425 Built: 2015Monthly Fee: $233 Tax: $2,895 (2025)Community: Jesups LandingTownhouse
Taxes:$2,895
Remarks: Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The kitchen steals the show with granite countertops, stunning 42” cabinets with crown molding, an extended double sink, pull-out garbage, and a huge pantry—all flowing seamlessly into the main living space. Upgrades like the Taexx built-in pest control system and keypad garage entry add ease and peace of mind. The best part is this home has a brand new roof! Upstairs, the primary suite feels elevated with a 10-foot vaulted ceiling, spacious walk-in closet, and en-suite bath with dual sinks. Step outside and take in serene Seminole Trail views—perfect for morning walks, bike rides, or unwinding at sunset. Residents enjoy access to a community pool and clubhouse, all just minutes from everything that matters. The location is a standout—close to UCF, Research Park, Lockheed Martin, Siemens, with quick access to the beltway for an easy commute to downtown Orlando, area airports, and beyond. Plus, you’re moments from Central Winds Park, top-rated trails, shopping, dining, and the Winter Springs Town Center. Homes in Jesup’s Landing don’t last—especially ones like this. Come see it before someone else does.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
578 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$310,0007 Days on yellowkey MLS ID: O6401830
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1516 Built: 2005Monthly Fee: $265 Tax: $3,815 (2025)Community: Barclay Reserve TownhomesTownhouse
Taxes:$3,815
Remarks: Affordably priced and beautifully maintained, this Oviedo townhome is located in a gated community and features a desirable dual primary suite layout and a private screened balcony overlooking conservation with no rear neighbors. This move-in ready home offers a clean, neutral interior with attractive updates, an open-concept design, and peaceful conservation views. Recent updates provide added value and peace of mind, including a recently replaced roof (covered by the HOA) along with updated water heater, appliances, LVP flooring in select rooms, and newer carpet, all completed within the last 4 years. The kitchen flows seamlessly into the main living space and includes all appliances, with washer and dryer also conveying for added convenience. Both primary suites offer flexibility for guests, roommates, or a home office setup, making this an ideal option for a variety of living situations. One of the standout features is the screened balcony with wooded conservation views, providing a peaceful outdoor space rarely found in townhome living. Additional highlights include excellent storage throughout and low utility costs. Positioned as one of the best values in the area, this home offers an opportunity to own in a sought-after location at a price point that stands out from the current competition. The community offers a low-maintenance lifestyle with the HOA covering major exterior components including the roof, exterior maintenance, lawn care, and pest control, allowing for simplified ownership and more predictable expenses. Located in Oviedo with convenient access to 417, UCF, Research Park, and Oviedo on the Park, this property is ideal for buyers searching for an affordable townhome in Oviedo, a gated community in Seminole County, or a low-maintenance home near UCF.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Allison Day (407-617-2881)
455 OLD FARM LN, WINTER SPRINGS, FL 32708
$356,00060 Days on yellowkey MLS ID: O6387357
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1085 Built: 2012Monthly Fee: $190 Tax: $4,528 (2025)Community: Jesups Reserves ReplatTownhouse
Taxes:$4,528
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round comfort. The home includes a 2-car garage plus additional street parking, making it perfect for families or guests. While the property does need new flooring, it presents a fantastic opportunity to add value and customize the space to your style. Residents of Jesup Reserve enjoy access to a beautiful community pool, ideal for relaxing and enjoying the Florida lifestyle. The home is also conveniently located near top schools, shopping, dining, and major retailers including Publix, making every day errands quick and easy. Whether you're a family looking for a welcoming community or an investor seeking a strong rental opportunity, this townhome offers location, amenities, and upside potential. Seller is very motivated to sell!!!!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)
Listing Agent: James Rice (321-247-0583)
1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$397,990115 Days on yellowkey MLS ID: O6371853
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living options for families, professionals, or those in need of a dedicated home office space. The loft adds an additional dimension, allowing you to customize this versatile area to suit your lifestyle.
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
$325,00091 Days on yellowkey MLS ID: O6379053
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $4,182 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$4,182
Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708
$374,90048 Days on yellowkey MLS ID: S5144978
REDUCED by $12,000 (3.1%) on 04/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1622 Built: 2013Monthly Fee: $300 Tax: $2,266 (2024)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$2,266
Remarks: Beautiful three-story townhome offering 3 bedrooms and 3 full bathrooms, thoughtfully designed for comfort, privacy, and flexible living. A unique multi-level layout features one bedroom and full bathroom on each floor, making it ideal for guests, multi-generational living, or working from home. The second-floor bedroom with French doors creates a bright and inviting space, perfect as an office or lounge. The top level showcases a spacious primary suite complemented by a loft area, ideal for a home office or sitting space, along with two walk-in closets providing ample storage. Enjoy open and welcoming living areas, a well-appointed kitchen, and natural light throughout the home. Recent updates include A/C, washer and dryer, and a garage door opener (2025), offering added value and peace of mind. The home also features a modern all-in-one washer and dryer unit for added convenience. Conveniently located near shopping, dining, gyms, and major highways for easy commuting. Move-in ready and a fantastic opportunity to own a well-maintained home with a versatile layout in a desirable location.
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Debbie Clavell (321-274-2024)
471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$330,00060 Days on yellowkey MLS ID: O6387316
REDUCED by $5,000 (1.5%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1680 Built: 2008Monthly Fee: $298 Tax: $4,552 (2024)Community: Harbor WindsTownhouse
Taxes:$4,552
Elementary School: Winter Springs Elementary
Middle School: South Seminole Middle
Remarks: Experience the perfect blend of location and low-maintenance living at 471 Harbor Winds Court. Located in a secure, gated Winter Springs community, this move-in ready home offers ultimate peace of mind with a NEW ROOF (2024). The functional interior features a rare and highly desired Large Primary Suite on the Main Floor, complete with dual closets for abundant storage. The open, inviting layout flows seamlessly to your private, screened-in patio—ideal for year-round relaxation or entertaining. Enjoy the convenience of a spacious 2-car garage and plenty of guest parking throughout the community. Harbor Winds residents enjoy amenities, including a refreshing community pool and meticulously maintained grounds. Conveniently located near top-rated Seminole County schools, shopping, and dining, this home is a great find. This is your chance to own a meticulously maintained townhome in a premier gated community!***BUYER INCENTIVE: Closing cost a concern? The seller is offering a 1% Lender Credit toward the buyer's closing costs or rate buy-down when using the seller's preferred lender!***
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Terrica Francois (407-680-8268)
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$325,00025 Days on yellowkey MLS ID: O6396871
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $2,346 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$2,346
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)
554 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$318,900238 Days on yellowkey MLS ID: O6342227
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1558 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
Taxes:
Tax Year:
Remarks: Short Sale. Short Sale and new price approved by the bank! Welcome to Barclay Reserve, a private and gated community in Winter Springs! This beautifully maintained townhome is located in the highly sought-after “A” rated Seminole County school district. Inside, you’ll find gorgeous laminate flooring throughout the main living areas, with ceramic tile in the wet areas for easy care. The open floor plan allows you to entertain seamlessly in the family and dining rooms while staying connected in the kitchen. A convenient half bath on the first floor is perfect for guests. Tucked under the staircase, a cozy reading nook—offers a fun retreat or additional storage. Step outside to your relaxing patio, which backs up to a peaceful conservation area with no rear neighbors. The lush greenery and vinyl fencing on both sides create a sense of privacy, making it the ideal spot for your morning coffee. Upstairs, a versatile landing area provides space for a home office or workout corner. The laundry room is conveniently located on the second floor along with two spacious bedrooms, each featuring a private bath and walk-in closet. The sunlit master suite offers a true sanctuary with a large walk-in closet and private bath. The second bedroom also includes its own bath, making it perfect for a child, guest, or roommate. This home combines comfort, privacy, and location—ready for its new owner to move in and enjoy!
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Lucilma Roman Llc (407-687-6682)
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