Location: Winter Springs , 32708
Do Not Show Listings
563 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$339,90095 Days on yellowkey MLS ID: S5141632
3 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1602 Built: 2005Monthly Fee: $264 Tax: $2,259 (2024)Community: Barclay Reserve TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,259
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE REDUCED FOR FASTER SALE!!! EXCELLENT PRICE FOR THIS AMAZING WATERfRONT TOWNHOUSE! Welcome Home!!! This beautiful & Spacious townhome in Winter Springs offers 3 ample bedrooms and 2 and a Half baths, brand new floors throughout AC and Water heater were replaced in 2025. the 1st floor, as well as brand new interior painting.The primary suite includes a large walk-in closet, double sinks, & a combination of tub & Shower. Enjoy the peaceful water view from your private, screened porch. There is plenty of visitor parking right in front of the home. This desirable community is conveniently located just 1/2 mile east of the 417 Expressway, Disney world, Malls, State Colleges, University of Central Florida, Cape Canaveral, the great Orlando area and tourist attractions.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Vicky Valdez, Llc (772-621-0121)
1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708
$865,00030 Days on yellowkey MLS ID: O6390916
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2660 Built: 1990Monthly Fee: $48 Tax: $5,093 (2024)Community: Glen Eagle Unit 2Single Family
Taxes:$5,093
Remarks: One or more photo(s) has been virtually staged. Nestled within the prestigious Glen Eagle community of Tuscawilla, this exceptional executive-style single-story custom home offers luxury, space, and an unbeatable location. Set along picturesque tree-lined streets, this 5-bedroom, 3.5-bath residence with a 3-car side-entry garage and additional gated parking (perfect for a boat) is designed for both comfortable living and effortless entertaining. From the moment you arrive, you’ll appreciate the freshly painted exterior (2025) and stunning new double entry doors, setting the tone for the quality and upgrades found throughout. Recent Upgrades Include: Brand new roof with 4 skylights over the covered patio (2025), Seven new sliding glass doors ($37,000) (2025), New front entry, garage, and service doors (2025), Two newer garage doors (approx. 2 years), Updated primary bathroom with quartz counters, seamless glass shower, and new cabinetry (2025), Replumbed (2015), Water heater (2023), Lennox 5-ton HVAC system with electric static filter & UV light (2020), LED ceiling lighting throughout. Step inside to a welcoming foyer that opens to formal living and dining rooms, creating an elegant first impression. The thoughtfully designed 3-way split floor plan ensures privacy and flexibility for any lifestyle. The primary suite spans the entire left wing of the home, offering a true retreat with a wall of brand-new sliding glass doors opening to the pool and covered patio. Enjoy tray ceilings, a spacious sitting area, and en-suite bath featuring marble flooring, new vanity with quartz countertop, a jetted tub, new seamless glass shower door, two walk-in closets and a large linen closet. At the heart of the home, the kitchen, designed by S & W Kitchens, features granite countertops, stainless steel appliances, a breakfast bar, built-in desk, wet bar, and a generous nook for casual dining. The kitchen flows seamlessly into the family room, highlighted by a marble wood-burning fireplace, custom built-ins, shutters, and a Bose sound system. The additional bedrooms are thoughtfully arranged: Three bedrooms and two full baths off the family room, including a Jack-and-Jill layout. Bedrooms 2 & 3 share the jack & jill bath with tub. Bedroom 4 can use the hallway bath which features a walk-in shower, granite counter, dual sinks, plenty of cabinets and also serves as a pool bath. A separate 5th bedroom with its own private sliding door entry—ideal for a home office, guest suite, or flex space. A convenient half bath for guests Step outside to your private backyard oasis featuring a screened-in pool with travertine deck, expansive covered lanai with four skylights, and a wet bar—perfect for year-round entertaining. The fully fenced yard adds privacy and functionality. Located in the heart of Tuscawilla, this home is zoned for top-rated Seminole County schools and offers convenient access to 417, 426, and 434, as well as UCF, Siemens, Research Park, YMCA, Oviedo Medical Center, Oviedo Mall and Oviedo on the Park. Enjoy nearby parks, the 29-mile Seminole Trail, and optional memberships at Tuscawilla Country Club for golf, tennis, swimming, and social activities. Plenty of nearby restaurants and shopping. This home truly offers the perfect blend of space, comfort, and elevated Florida living
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Suzanne Giambruno (407-765-6495)
1551 WARRINGTON ST, WINTER SPRINGS, FL 32708
$695,00031 Days on yellowkey MLS ID: O6391635
1 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2417 Built: 1994Monthly Fee: $42 Tax: $7,784 (2024)Community: Davenport GlenSingle Family
Taxes:$7,784
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BEAUTIFUL 4 Bedroom, 3 Bath, 2-Car Garage home with a POOL on a spacious .27 Acre CORNER LOT in Tuscawilla’s Sought-After DAVENPORT GLEN community! Pride of Ownership is clearly evident in this Fabulous, split-floor plan home, zoned for TOP-RATED schools – Oviedo High, Indian Trails Middle and Lawton Elementary and is located just steps from popular Sam Smith Park and 1 Mile from Tuscawilla Country Club! Highlights of recent updates include: BRAND NEW HVAC – 2026, NEW ROOF – 2019; HOUSE FULLY RE-PIPED & NEW WATER HEATER – 2018; POOL RESURFACED – 2025; POOL DECK RE-PAINTED 2026; POOL SOLAR PANELS ADDED in 2021; NEW POOL PUMP - 2021; UPDATED KITCHEN with GRANITE COUNTERS & NEWER STAINLESS APPLIANCES; TWO BATHROOMS UPDATED; NEW EXTERIOR PAINT 2020; NEW INTERIOR PAINT 2019; 5-YR TRANSFERABLE TERMITE BOND – 2026. You’ll appreciate this OVERSIZED LOT with NO REAR NEIGHBORS. Upon entering, you’ll admire the VOLUME CEILINGS & ABUNDANT LIGHT. The Family Room, Kitchen, Breakfast Nook & Primary Bedroom all have have a great view of the SPARKLING POOL & LANAI. The kitchen is open to the Family Rm and features SOLID WOOD CABINETRY, GRANITE COUNTERS, NEWER APPLIANCES, a built-in Breakfast Bar & a stylish Tile Backsplash. The Primary Bedroom Suite is on the right side of the house shortly after you enter and features a picturesque Sitting Area surrounded by lovely Bay Windows. There’s plenty of storage with a walk-in closet as well as a second closet. The EN-SUITE BATH features NEWER ELECTRIC ROLLER SHADES, DUAL SINKS with a makeup/vanity area in between, a Spacious GARDEN TUB, a separate shower, separate commode area and lovely Glass Block to let in natural light while keeping privacy. The smartly-designed plan features three spacious bedrooms on the other side of the house, as well as two UPDATED BATHS including a Pool Bath. You’ll appreciate the dedicated interior Laundry Room with a Utility Sink and closet; plus, the Washer & Dryer are included! Outside is a generous-sized, screen-enclosed LANAI & GLISTENING POOL, with a HUGE 30x10 FT COVERED area with plenty of room for a Summer kitchen. There’s a separate Brick Patio area, perfect for a grill, umbrella or picnic table and the spacious back yard features updated landscaping & outdoor lighting and offers plenty of room for outdoor activities and fun! This home comes complete with gutters as well as an automatic sprinkler system and backyard landscape lighting. This wonderful home is MOVE-IN READY and comes with ALL THE MAJOR SYSTEM UPGRADES already done! It’s located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in the heart of Tuscawilla, close to several parks, the 29-mile Cross-Seminole Trail & is within one mile of the Tuscawilla Country Club where Golf, Tennis & Social memberships are available at this beautiful, renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. Don’t delay in calling for your PRIVATE SHOWING of this Fabulous Florida home!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
1445 MT LAUREL DR, WINTER SPRINGS, FL 32708
$579,00044 Days on yellowkey MLS ID: O6381296
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2407 Built: 1982 Tax: $3,118 (2024)Community: Tuscawilla Unit 09-BSingle Family
Taxes:$3,118
Elementary School: Highlands Elementary
High School: Winter Springs High
Remarks: Under contract-accepting backup offers. This 4 bedroom, 3 bath home with a side entry two car garage, is located in the golf course community of Tuscawilla, and is sited on a large lot (almost .4 of an acre). There is a formal foyer and a formal living, dining and family room. The kitchen has a pass-through window above the double bowl stainless sink gives the cook access to easily serving meals on the brick covered porch. There is a closet pantry in the kitchen. There is a plumbing stub out below the window for a future summer kitchen. All appliances are included. The family room has a brick, wood burning fireplace. There are built-in shelves on either side of the fireplace. The ceiling has been finished in cedar. The primary bedroom is large and the primary bath area has a large shower with a newer shower enclosure.. There is also a mirrored walk-in closet. The interior of the home has recently been painted. New plumbing and light fixtures have been added and a new HVAC system installed. The hot water heater is new. The roof was replaced in 2019. There is a large covered back porch. The backyard is quite large and has several fruit trees and there is a storage shed on a concrete slab that is a great place for storing seasonal items. Mature landscaping. There are 5 ceiling fans throughout the house. The ceilings are vaulted in the family room, primary bedroom, and two of the auxiliary bedrooms. There is convenient shopping, a large array of restaurants, and major employers are located nearby. The beautiful and dramatic entrance to this Tuscawilla community creates a wonderful sense of arrival. This home has a versatile floorplan and is a great value. Outstanding family-oriented neighbors.
Listing is courtesy of: THE WILLIAMS REAL ESTATE CO (407-310-6980)
Listing Agent: Morris Williams, Jr (407-310-6980)
1132 HOWELL CREEK DR, WINTER SPRINGS, FL 32708
$625,00036 Days on yellowkey MLS ID: O6390266
1 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2441 Built: 1991Monthly Fee: $6 Tax: $2,804 (2025)Community: Winter SpgsSingle Family
Taxes:$2,804
Elementary School: Keeth Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one-of-a-kind property sits on over 0.6 acres with no HOA—a true find in this sought-after area. From the moment you arrive, the home impresses with exceptional curb appeal and a thoughtfully designed interior filled with upgrades. Inside, you’ll find soaring ceilings, elegant crown molding, under cabinet lighting, multiple sliding glass doors bringing the outside into the home, custom blinds and window treatments, split bedroom plan, spacious bedrooms, and a striking glass-enclosed office that creates a unique and inviting workspace or flex space. The oversized deep side-entry garage provides ample room for vehicles, storage, or hobbies. Located on Howell Creek Drive, one of Tuscawilla’s most beloved streets, the neighborhood is known for its rolling hills, stunning custom homes, and the charming presence of local families of peacocks that make the area truly special. Major updates offer peace of mind, including a 2016 roof, 2023 HVAC system, and updated PEX plumbing. This distinctive home combines character, space, and location—making it a true Tuscawilla treasure.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Tanya Mcdonnell (407-625-2719)
618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708
$374,90049 Days on yellowkey MLS ID: O6385028
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1771 Built: 1985Monthly Fee: $106 Tax: $5,066 (2025)Community: GreenspointeSingle Family
Taxes:$5,066
Remarks: Move in Ready home in Greenspointe section of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back. New Tile Roof 2017, New A/C. Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball Courts, Audibon Park, Nature Trails and a Clubhouse. Highly rated Seminole County Schools.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
1716 FOX GLEN CT, WINTER SPRINGS, FL 32708
$479,000143 Days on yellowkey MLS ID: O6362670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1889 Built: 2000Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2Single Family
Taxes:
Tax Year:
Remarks: Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017) • Carrier HVAC (10/6/2021) • Exterior paint (11/18/2019) • Granite & quartz surfaces, maple wood cabinetry, travertine stone & tile details • Laminate bedroom flooring with upgraded padding • NEST thermostat with full app control • Schlage digital front-door lock with app control • Four installed Wyze interior cameras (app-controlled) • Lighted attic space with flooring for storage, accessible from garage The HOA is only $115/mo and includes: • Weekly yard maintenance (including hedges) • Lap pool, large hot tub, and workout room • Rentable clubhouse (small fee + refundable deposit) This is one of the most walkable and peaceful areas in Tuscawilla. Sam Smith Park is a 5-minute walk, Bear Creek Nature Trail is close by, and the Cross Seminole Trail is just 2.3 miles away. Convenient to everything: • Publix – 1 mile • Oviedo Mall, major highways (417), and restaurants – 2–5 miles • 7 miles to UCF • Orlando International Airport is a straight shot down 417 — 20–30 minutes depending on traffic. The seller will provide a home warranty.
Listing is courtesy of: RED CARPET REALTY FLORIDA (407-808-3663)
Listing Agent: Robert Knowles (407-808-3663)
523 SADDLEWOOD LN, WINTER SPRINGS, FL 32708
$575,00064 Days on yellowkey MLS ID: O6381962
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2315 Built: 1996Community: Winding Hollow Unit 2Single Family
Remarks: Under contract-accepting backup offers. Step through grand double doors into this beautifully updated 4 bedroom, 3 bath pool home filled with natural light and thoughtful design. The bright, open living space features a cozy wood burning fireplace and panoramic views of the screened pool and deck, creating the perfect setting for everyday living and entertaining. The fully renovated kitchen shines with brand new quartz California style countertops, new 42 inch white shaker cabinets, double sinks, and a convenient indoor laundry room just steps away. Fresh interior paint gives the entire home a crisp, modern feel. Designed with a split floor plan for privacy, the spacious primary suite offers dual walk in closets, a relaxing garden tub, and a glass walk in shower. Bedrooms two and three share a full bath, while the fourth bedroom and third bath at the rear of the home serve perfectly as a private in law suite or guest retreat with easy pool access. Multiple sliding glass doors open to a covered, screened pool area with space for outdoor dining and grilling, ideal for enjoying Florida living year round. Roof 2014, AC 2012, and a new 40 gallon electric water heater in 2025. Located in desirable Winding Hollow, you are just minutes from the Cross Seminole Trail, Central Winds Park with new pickleball courts, dog park, sports fields, playgrounds, and year round community events. Easy access to UCF, Seminole State College, 417, 419, east coast beaches, and Orlando attractions makes this home both convenient and connected. Move in ready and designed for comfort, this one checks all the boxes.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sanjeev Malik (321-297-3009)
554 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$318,900222 Days on yellowkey MLS ID: O6342227
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1558 Built: 2005Community: Barclay Reserve TwnhmsTownhouse
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)
905 TORREY PINE DR, WINTER SPRINGS, FL 32708
$455,00044 Days on yellowkey MLS ID: O6388252
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1934 Built: 1996Community: Greenbriar Sub Ph 2Single Family
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)
1096 DYSON DR, WINTER SPRINGS, FL 32708
$624,900324 Days on yellowkey MLS ID: S5127598
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1882 Built: 1971Community: Winter SpgsSingle Family
Remarks: Welcome to 1096 Dyson Drive, a truly one-of-a-kind pool home in the heart of Winter Springs, FL! This spacious and well-maintained property is packed with unique features and thoughtful upgrades, offering the ideal Florida lifestyle—both inside and out. Step inside and you’ll immediately notice the charm and craftsmanship, including solid wood interior doors in a timeless Craftsman style. The home features 3 bedrooms and 2 bathrooms, a flowing layout, and plenty of natural light throughout. The screened porch offers a relaxing space to unwind while overlooking the huge in-ground pool—perfect for entertaining or cooling off on warm Florida days. And that’s just the beginning! Your A/C-equipped pool house adds comfort and convenience for guests, a home office, or creative space. Outside, you’ll also find three storage sheds, giving you ample room for tools, hobbies, or even a workshop. Plus, the property includes an RV 50-amp hook-up, making it ideal for RV owners or travelers looking for flexibility at home. Located in a peaceful, well-established neighborhood with no HOA, this home is just minutes from top-rated schools, local parks, shopping, dining, and major roadways—making it as convenient as it is charming. Don't miss your chance to own a property with space, character, and endless possibilities in beautiful Winter Springs! Situated in a well-established neighborhood with no HOA, this property is conveniently located near top-rated schools, parks, shopping, and dining, with easy access to major highways for commuting or exploring all that Central Florida has to offer. Don’t miss this rare opportunity to own a home with character, space, and all the extras in one of Winter Springs’ most desirable areas!
Listing Agent: Lorena Cabal Ospina (321-348-7315)
1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708
$764,90070 Days on yellowkey MLS ID: O6380652
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3426 Built: 2004Community: Barrington EstatesSingle Family
Remarks: Now offered at an ADJUSTED price of $764,900 for this stunning six-bedroom, four-bath home in a gated community, perfectly positioned with a view of a conservation lot without rear neighbors. Winter Springs address, with top-rated Oviedo Schools! Soak up the Florida lifestyle in this stunning backyard retreat with a sparkling pool and spa. Brand new pool heater plus a spacious outdoor kitchen, complete with a dedicated gas grill area, seating space, and brand new refrigerator. It is the ideal place to enjoy warm Florida days and breezy nights. Inside, the home offers a highly desirable layout, with both the primary suite and an additional bedroom on the first floor, perfect for a mother-in-law suite, guests, or a home office. The open living areas feature tile flooring throughout the main level, while the kitchen is finished with granite countertops and ample workspace for everyday living and hosting. Upstairs, you’ll find generously sized secondary bedrooms and baths, providing flexibility for large families, multigenerational living, or vacation use. The peaceful conservation views create a private, serene backdrop both indoors and out. Located in a gated community, this home combines space, privacy, and resort-style amenities in one exceptional property.
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)
Listing Agent: Denise Pohlmann (407-701-3346)
328 SAN MIGUEL ST #328, WINTER SPRINGS, FL 32708
$224,90088 Days on yellowkey MLS ID: O6375171
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1032 Built: 1980Community: Indian RidgeCondo
Remarks: Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor plan for added privacy. The master suite includes a private bathroom with a new vanity, lighted mirror, and updated lighting. On the opposite side of the home, you will find two additional bedrooms and a second bathroom, which also features a new vanity and modern lighting fixtures. The layout includes separate living and dining rooms, with brand-new ceiling fans installed in the living area and all bedrooms. Major high-ticket maintenance items have been recently addressed, including a new roof installed in 2025, a new hot water heater in 2023, and an HVAC system from 2018 with air ducts replaced in 2020. Exterior features include a private patio with a storage shed, and residents can enjoy a low monthly HOA fee that provides access to a community pool and tennis courts. Located conveniently near schools, major highways, medical centers, and prime shopping and dining, this home is an ideal choice for a growing family or a strategic investment opportunity.
Listing is courtesy of: REALTY TECH INC (407-332-9757)
Listing Agent: Carmen Vazquez (407-617-9045)
1059 CEDAR BAY, WINTER SPRINGS, FL 32708
$450,00045 Days on yellowkey MLS ID: O6382674
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2225 Built: 2016Community: Jesups LandingTownhouse
Remarks: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
131 LISA LOOP, WINTER SPRINGS, FL 32708
$489,00058 Days on yellowkey MLS ID: O6383791
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2309 Built: 2001Community: The Oaks SubSingle Family
Remarks: Check out this spacious 4-bedroom, 2.5 bath home in Winter Springs, located in the highly sought-after Seminole County school district! Discover comfort and space in this corner lot home in The Oaks at the Highlands Subdivision. This well-designed home offers more than 2,300 square feet of living space with a functional layout that features the primary suite on the first floor along with a flex space used as an office or guest room plus 2 additional bedrooms upstairs. Inside, you’ll find a bright, open floor plan that seamlessly connects the main living areas. The kitchen is equipped with stainless steel appliances (new double door fridge) and a convenient breakfast bar overlooking the great room, making it perfect for both casual mornings and entertaining guests. Step outside through French doors to a screened patio and cozy fire pit area, creating an inviting space to unwind year-round. The spacious primary suite includes a walk-in closet and an en-suite bath with dual vanities, a soaking tub, and separate shower. Updates include a 2018 roof, energy-efficient windows, water softener, rain gutters, and irrigation system. Residents enjoy access to community amenities including a pool, clubhouse, park, and scenic walking trails, all just minutes from major roadways, shopping, and dining. Schedule your private tour today!
Listing is courtesy of: BAILEY CAMPBELL PROPERTIES (321-228-7985)
Listing Agent: Nate Bailey (321-331-8658)
307 FREEDOMS RING DR, WINTER SPRINGS, FL 32708
$325,00064 Days on yellowkey MLS ID: O6381323
0 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1886 Built: 2005Community: Heritage Park TwnhmsTownhouse
Remarks: Under contract-accepting backup offers. Facade Grass is photoshopped green, due to Winter. This beautifully designed 3 bedroom, 2.5-bath townhome offers the perfect balance of space, comfort, and style. With over 1,800 square feet of living space, the open and airy floor plan features distinct living and dining areas, along with a versatile flex space upstairs—ideal for today’s modern lifestyle. The 42" Kitchen Cabinets are lovely and in very good condition. Two flex spaces on the first floor, too. Stunning PLANTATION SHUTTERS THROUGHOUT. One of the home’s most impressive features is the private rear patio, a rare find for a townhome. This serene outdoor retreat provides the perfect setting for relaxing, entertaining, or enjoying everyday moments in privacy. Upstairs, the thoughtfully planned second level is dedicated to rest and relaxation, featuring a spacious primary suite, two additional bedrooms, and two full bathrooms. A generous loft area adds even more flexibility and can easily serve as a home office, playroom, or additional living space. Newly painted interior, carpet and tile freshly cleaned and beautifully staged, too. Residents enjoy access to a community pool and the added peace of mind of gated access. Conveniently located near SR-434, Winter Springs Town Center, top-rated schools, shopping, and dining, this home presents an exceptional opportunity to enjoy modern living with privacy, space, and convenience. Roof replaced 2022, AC 2021, Appliances 2018, Washer 2022, Dryer 2023, Interior Paint 2026.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gale Milgrim (407-443-9832)
839 BENTLEY GREEN CIR, WINTER SPRINGS, FL 32708
$554,900112 Days on yellowkey MLS ID: O6369518
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2581 Built: 1992Community: Bentley Green Unit 1Single Family
Remarks: One or more photo(s) has been virtually staged. Welcome home to Bentley Green! Set within the desirable Bentley Green neighborhood of Tuscawilla, this beautifully maintained three-bedroom, two-bath home offers a blend of space, comfort, and thoughtful updates. A gracious main living area welcomes you with a formal dining space that flows seamlessly into the living room, anchored by a wood-burning fireplace—ideal for both everyday living and entertaining. The kitchen is both functional and inviting, featuring a center island, eat-in area, and a full suite of appliances, including the washer and dryer. The home’s split-bedroom floor plan places the two secondary bedrooms and a full bath at the front of the home, while the private primary suite is tucked away at the rear, offering a spacious retreat with a soaking tub, separate shower, dual vanities, walk-in closet, and generous bedroom space. A substantial addition expands the home’s versatility, providing a bonus family room with sink and refrigerator—perfect for entertaining along with a light-filled Florida room that easily adapts to your lifestyle, whether as a home gym, craft room, or quiet escape. The Florida room has been updated to make it a blank canvas for whatever suits your lifestyle best! Peace of mind comes from the major updates already completed, including a new roof (2018), replumbing (December 2025), and HVAC (2022). Paid-for solar, including a solar hot water heater and a system producing approximately 17,000 watts, along with a whole-house water softener, adds both efficiency and long-term value. Bentley Green offers a truly low-maintenance lifestyle, with lawn care included in the HOA, allowing you more time to enjoy nearby amenities such as Tuscawilla Country Club, the Cross Seminole Trail, and local parks. This is a home where comfort meets convenience in a highly sought-after location. Schedule your private showing today and experience firsthand what makes this Bentley Green home so special.
Listing Agent: Barrett Spray (407-927-3650)
1219 SWAN ST, WINTER SPRINGS, FL 32708
$350,00033 Days on yellowkey MLS ID: O6391011
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1848 Built: 1978Community: Winter Spgs Unit 4Single Family
Remarks: Under contract-accepting backup offers. Build your dream home on this rare 0.47 acre corner lot located at 1219 Swan Street in the highly desirable Tuscawilla area of Winter Springs. This spacious homesite offers plenty of room to design a custom residence while enjoying the charm and established beauty of one of Seminole County’s most loved communities. The property is zoned for single family residential use, allowing for the construction of a custom single family home that fits your vision and lifestyle. Located in an optional HOA section of Tuscawilla, homeowners enjoy flexibility while still benefiting from the surrounding community amenities and pride of ownership. Just a short walk away is the Tuscawilla Country Club, a private club offering a full golf course with Diamond Zoysia greens surrounded by majestic Live Oak trees draped in Spanish moss. Members enjoy a well stocked Golf Pro Shop, fitness center, and The Oaks Restaurant which serves lunch, dinner, and brunch in a welcoming setting. The club also features six Har Tru clay tennis courts with LED lighting and a Jr Olympic sized swimming pool at the Aquatics Center along with numerous social activities throughout the year for both adults and children. Beyond the club, the Tuscawilla community is known for its beautiful parks, playgrounds, and scenic walking and biking trails that wind through the neighborhood, creating a peaceful and active outdoor lifestyle. With its large size, corner location, and unbeatable proximity to golf, tennis, dining, and recreation, this lot presents an exceptional opportunity to build a custom home in one of Winter Springs’ most sought after communities. Close to 417 highway which connects easily to I-4 to take you anywhere from Downtown Orlando, to Tampa or Daytona beach! Zoned for Keeth Elementary, Indian Trails Middle School, and Winter Springs High School in highly rated Seminole County Public Schools. Cash or hard-money only please.
Listing Agent: Kristine Mckinley (407-415-2412)
455 OLD FARM LN, WINTER SPRINGS, FL 32708
$356,00044 Days on yellowkey MLS ID: O6387357
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1085 Built: 2012Community: Jesups Reserves ReplatTownhouse
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)
130 LOMBARDY RD, WINTER SPRINGS, FL 32708
$350,00039 Days on yellowkey MLS ID: O6389271
0 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 1.5 Liv Area Sq Ft: 1404 Built: 1962Community: North Orlando 2Nd AddSingle Family
Remarks: Under contract-accepting backup offers. Welcome to 130 Lombardy Road in Winter Springs! This 4-bedroom, 2 bath pool home is ready for new owners. With a newer roof (2024), vinyl flooring through most of the home, and an updated kitchen -- it's a great investment and priced to sell. A fenced yard, in ground pool and large screened patio make living the Florida lifestyle easy. The house has been replumbed and the interior recently painted. All appliances and washer and dryer included. This home is minutes to shopping, dining and a short ride to all Central Florida has to offer. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Shannon Riva (813-789-7532)
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