Location: Winter Springs , 32708
Do Not Show Listings
1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708
$735,000116 Days on yellowkey MLS ID: O6380652
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $10,000 (1.3%) on 05/25/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3426 Built: 2004Monthly Fee: $100 Tax: $5,527 (2025)Community: Barrington EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,527
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. At ADJUSTED price of $735,000 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)
613 BONITA RD, WINTER SPRINGS, FL 32708
$719,00058 Days on yellowkey MLS ID: O6395444
REDUCED by $20,000 (2.7%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2016 Tax: $8,389 (2025)Community: North Orlando Ranches Sec 02ASingle Family
Taxes:$8,389
Remarks: Nestled beneath a canopy of mature trees in a charming ranch-style setting in Winter Springs, this custom-built 2016 Craftsman blends timeless architecture with today’s most sought-after design features. From the expansive front porch to the bright open-concept floor plan, every detail was designed for modern living and effortless entertaining. The chef-inspired kitchen serves as the heart of the home with quartz countertops, an oversized 9-foot center island, soft-close wood cabinetry, stainless steel appliances, and a massive walk-in pantry ideal for storage and organization. A dramatic 4-panel sliding glass door opens to the spacious wood deck and fully fenced backyard, creating seamless indoor-outdoor living perfect for gatherings, relaxing evenings, and Florida entertaining. The first-floor primary suite is a private retreat featuring a spa-style bath with a clawfoot soaking tub, oversized rain-head shower, dual vanities, and an expansive walk-in closet. Additional highlights include spacious secondary bedrooms, flexible loft space, abundant natural light, and quality craftsmanship throughout. Conveniently located near major highways, top-rated schools, shopping, dining, hospitals, and everyday conveniences, this exceptional Winter Springs home offers the ideal balance of peaceful surroundings and central Florida accessibility
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Victoria Myers (407-401-3249)
538 CRIMSON LN, WINTER SPRINGS, FL 32708
$379,90013 Days on yellowkey MLS ID: O6409571
REDUCED by $5,000 (1.3%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1854 Built: 2007Monthly Fee: $300 Tax: $5,370 (2025)Community: Jesups Reserve Twnhms RepTownhouse
Taxes:$5,370
Elementary School: Keeth Elementary
High School: Winter Springs High
Middle School: Indian Trails Middle
Remarks: Price improvement. Welcome to 538 Crimson Lane, a beautifully designed townhome located in the highly desirable community of Jesup’s Reserve. Meticulously maintained, this 3-bedroom, 3.5-bathroom home with a 2-car garage showcases numerous upgrades and distinctive features throughout. Ideally situated in the heart of Winter Springs, this property offers the perfect blend of comfort, style, and convenience. From the moment you arrive, the manicured landscaping and spacious front porch create inviting curb appeal. Inside, the first floor features a generously sized bedroom complete with a private bathroom and walk-in closet, making it ideal for guests, a home office, or a quiet retreat. The second floor serves as the main living space, offering an open and airy layout filled with natural light from an abundance of windows. The spacious living and dining areas flow seamlessly into the kitchen, which features granite countertops, a center island, closet pantry, breakfast bar, and ample room for entertaining family and friends. The kitchen is further enhanced with beautiful maple cabinetry. On the third floor, you’ll find the private primary suite, designed for relaxation and comfort. The oversized bedroom includes a large walk-in closet, while the ensuite bathroom features a separate shower and a luxurious oversized soaking tub. This home also includes several valuable updates and bonus features, including a new AC unit installed in 2025, a roof replaced in 2023, and fresh interior paint completed in 2026. The HOA provides added peace of mind by covering exterior maintenance, including grounds care, roof maintenance, and exterior painting. Residents of Jesup’s Reserve also enjoy access to a resort-style pool and hot tub. Conveniently located directly across from Winter Springs Town Center, you’ll have easy access to shopping, dining, fitness centers, and entertainment. The area is also known for its top-rated public and private schools, scenic parks, and walking trails, with quick access to major roadways and State Road 417. This exceptional property truly offers everything you need to feel right at home. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Hang Kendall (407-929-8664)
1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708
$425,00016 Days on yellowkey MLS ID: O6408695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2024Monthly Fee: $356 Tax: $6,076 (2025)Community: Hickory Grove TwnhmsTownhouse
Taxes:$6,076
Elementary School: Layer Elementary
Remarks: Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof, 1GB of high speed internet and cable premium package. This stunning residence has been tastefully decorated and offers the perfect blend of modern style, comfort, and convenience. Your front door opens up to the serene parks, fountains and walkways just across the street from your favorite stores and restaurants. Enjoy an open-concept layout with plenty of natural light, a modern kitchen with state of the art SS appliances, quartz counters and a beautiful island to entertain your guests. 3 bedrooms, 2.5 bathrooms, and a 2-car garage, and much more. This home is move-in ready and designed for easy living. Upstairs, the generous primary suite offers a private retreat with an en-suite bath and ample closet space. Built with today’s lifestyle in mind, this home also includes the peace of mind of a builder warranty, this is a fantastic opportunity to own a like-new home in one of Central Florida’s most sought-after areas with top-rated schools.
Listing is courtesy of: RALISTO, LLC (407-493-6032)
Listing Agent: Kalex Espinosa (407-493-6032)
600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708
$269,90056 Days on yellowkey MLS ID: O6396912
REDUCED by $5,100 (1.9%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1981 Tax: $4,268 (2025)Community: Tuscany Place Ph 1Condo
Taxes:$4,268
Remarks: One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates are already done for you, including the kitchen and both bathrooms, plus a NEWER A/C (2020), giving peace of mind from day one. Inside, the home has been tastefully updated with modern finishes and fixtures, creating a clean, MOVE-IN READY space that feels both fresh and inviting. WOOD LAMINATE FLOORING flows throughout the entire unit, enhancing the seamless, low-maintenance lifestyle. The OPEN CONCEPT living and dining area is filled with NATURAL LIGHT thanks to a wall of SLIDING GLASS DOORS that lead to a SCREENED BALCONY overlooking peaceful green space – perfect for morning coffee or winding down in the evening. The UPDATED KITCHEN stands out with a fresh, modern color palette and a pop of personality, featuring sleek countertops, STAINLESS STEEL APPLIANCES, ample cabinet storage, a breakfast bar, and a window that brings in even more natural light. The SPLIT BEDROOM layout offers both comfort and privacy with the primary suite tucked away at the back of the home, complete with a WALK-IN CLOSET, updated en-suite bath, and its own private access to a SECOND BALCONY. Two additional bedrooms are positioned at the front of the unit and share a beautifully updated full bath, ideal for guests, family, or a home office setup. Tuscany Place residents enjoy a gated entrance along with added conveniences like lawn care and pest control, making this a truly low-maintenance option. The location is hard to beat – just minutes from Tuskawilla Road, SR 434, and 417, with easy access to TROTWOOD PARK, Central Winds Park, Tuscawilla Country Club, and all the shopping and dining options in Winter Springs and nearby Oviedo. Whether you are looking for your next home or a smart investment, this updated condo is priced to sell and ready for its next owner. Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
724 LAKESIDE DR, WINTER SPRINGS, FL 32708
$264,900Listed 06/03/2026 9:32AM MLS ID: O6412679
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1168 Built: 1985Monthly Fee: $95 Tax: $2,675 (2025)Community: WildwoodSingle Family
Taxes:$2,675
Elementary School: Highlands Elementary
Remarks: Welcome to 724 Lakeside Dr, nestled in the highly sought-after Wildwood community. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,168 square feet of comfortable living space and presents an excellent opportunity for first-time homebuyers, downsizers, or anyone seeking a move-in-ready home in one of Winter Springs' most established neighborhoods. As you step inside, you'll immediately notice the fresh updates throughout, including brand-new carpet that adds warmth and comfort to every room. The functional floor plan offers a spacious living and dining area filled with natural light, creating an inviting atmosphere for both everyday living and entertaining guests. The kitchen provides ample cabinet and countertop space with easy access to the main living areas, making meal preparation and gatherings effortless. The primary suite offers a private retreat complete with an en-suite bathroom and generous closet space. A well-sized secondary bedroom and full guest bathroom provide flexibility for family members, guests, or a home office setup. The guest bathroom has been enhanced with a newly installed backsplash, adding a stylish and modern touch. Step outside and enjoy all that the Wildwood community has to offer. Residents have access to a community swimming pool, tennis courts, playground, and a community clubhouse, providing plenty of opportunities for recreation and social gatherings. The neighborhood's mature landscaping, tree-lined streets, and established character create a welcoming environment that homeowners have enjoyed for years. Conveniently located in the heart of Winter Springs, this home is just minutes from the Cross Seminole Trail, Central Winds Park, Winter Springs Town Center, shopping, dining, and top-rated Seminole County schools. Easy access to major roadways makes commuting throughout Central Florida a breeze while still allowing you to enjoy the charm and tranquility of this sought-after community. Whether you're searching for your first home, looking to downsize, or seeking a low-maintenance lifestyle in a prime location, this property offers the perfect combination of comfort, convenience, and community. Schedule your private showing today and discover everything 724 Lakeside Dr has to offer.
Listing Agent: Eric Campbell (321-279-8941)
706 LAKESIDE DR, WINTER SPRINGS, FL 32708
$279,50033 Days on yellowkey MLS ID: O6402320
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1092 Built: 1979Monthly Fee: $95 Tax: $2,209 (2024)Community: WildwoodTownhouse
Taxes:$2,209
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: Welcome to this charming 2-bedroom, 2-bath end-unit residence that lives like a single-family home. While classified as a townhome, this rare detached end-unit offers no shared walls, providing added privacy and quiet. A 2-car attached garage and a scenic homesite with tranquil pond and fountain view completes the setting. Step onto your patio and enjoy the fountain on the pond, or walk a few steps to the grill and community pavilion. Step inside to a spacious, open layout highlighted by vaulted ceilings, creating a bright and airy atmosphere that feels welcoming from the moment you enter. The home has been thoughtfully updated, including a new roof (2024), new hot water heater (2026), and a new dishwasher and range hood. The primary suite is generously sized and features an updated en-suite bath with a custom walk-in shower. Additional upgrades include new carpet in the bedrooms and living room, luxury vinyl flooring in the kitchen, dining and hallway, and fresh interior and exterior paint. Enjoy peaceful mornings or unwind in the evenings on your private patio overlooking the pond. Located in the Wildwood community of Winter Springs, residents enjoy a variety of amenities, including a community pool, tennis and pickleball courts, volleyball court, playground, pavilion, dog park and an outdoor fitness station. Conveniently situated near Highlands Elementary and just minutes from parks, shopping, and restaurants, this home offers the perfect blend of low-maintenance living with space and privacy at an affordable price! Welcome home!
Listing is courtesy of: REALTY WORLD PREFERRED (407-834-7368)
Listing Agent: Stefanie Wollam (321-303-7653)
140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708
$779,90062 Days on yellowkey MLS ID: O6395594
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3129 Built: 1999Monthly Fee: $184 Tax: $5,857 (2024)Community: Seville ChaseSingle Family
Taxes:$5,857
Elementary School: Sterling Park Elementary
Remarks: Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric cost under $45. The property greets you with commanding curb appeal, an extra-wide driveway, and an oversized side-entry garage, setting the tone for what lies within. Step inside to discover a designer-inspired interior adorned with gleaming cherry hardwood floors, elegant French doors, soaring tray ceiling, gracefully rounded architectural walls, and refined crown molding- each detail curated for those with a taste for elevated living. The heart of the home, a chef's kitchen, showcases Granite countertops, luxurious 42" cherry cabinetry with crown molding, a built-in desk, ample storage, and sleek stainless-steel appliances-perfectly blending form and function. A thoughtful 3-way split floor plan ensures privacy and space for all, with the primary suite offering a serene retreat complete with his and her walk-in closet and shared linen cabinetry. The fifth bedroom, with its custom-built-in shelving, is ideally suited for a nursery, personal library, or a quiet study. At the Rear, a True Showstopper awaits - an Expansive 1,000+ sq ft screened and paved lanai, fully outfitted with a complete outdoor kitchen, with ADDITIONALD NEW FULL SIZE REFRIGERATOR, Gas hook-up with Range, Microwave, etc. ready to host unforgettable evenings under the stars. Surrounded by Fresh landscaping, New Sod, and vibrant plantings with a gazebo this home has been lovingly updated with a new roof in 2016, solar in 2021, and two high-efficiency A/C systems (5-ton in 2016 and 3-ton in 2014). Ideally located in the highly acclaimed Seminole County School District, and just minutes from premium shopping and places to worship, this is more than a home, it's a lifestyle. Experience the beauty, serenity, and elegance this exceptional property has to provide. Your home awaits. DO NOT FORGET TO CLICK THE LINK TO SEE THE VIDEO WALK-THROUGH.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Joji Jacob (407-747-3681)
101 MELTON DR, WINTER SPRINGS, FL 32708
$285,0001 Day on yellowkey MLS ID: O6413054
Bed: 4 Bath: 1.5 Liv Area Sq Ft: 1212 Built: 1959 Tax: $1,792 (2025)Community: Williamson HeightsSingle Family
Taxes:$1,792
Remarks: Charming 4-Bedroom Home in the Heart of Winter Springs! Welcome to this well-positioned 4-bedroom, 1.5-bath home offering comfort, functionality, and a spacious lot in an established Winter Springs neighborhood. Situated on nearly a quarter acre, this property provides plenty of outdoor space for entertaining, gardening, pets, or future enhancements. Inside, you'll find a practical floor plan with ample living space, natural light, and flexibility for today's lifestyle needs. The generous backyard offers endless possibilities for creating your own outdoor oasis. Conveniently located near shopping, dining, parks, major roadways, and top Seminole County amenities, this home presents an excellent opportunity for first-time buyers, investors, or anyone looking to add their personal touch. Don't miss your chance to own a property with great potential in one of Central Florida's most desirable communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ariel Vargas (407-558-5161)
709 SAILFISH RD, WINTER SPRINGS, FL 32708
$407,500181 Days on yellowkey MLS ID: O6364715
REDUCED by $5,000 (1.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1984 Tax: $5,463 (2024)Community: North Orlando Ranches Sec 10Spa: NoSingle Family
Taxes:$5,463
Remarks: Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.
Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)
Listing Agent: Wayne Mottley (407-741-3804)
934 TORREY PINE DR, WINTER SPRINGS, FL 32708
$514,000241 Days on yellowkey MLS ID: O6349893
REDUCED by $5,000 (1.0%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2000Monthly Fee: $126 Tax: $2,280 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,280
Elementary School: Rainbow Elementary
Remarks: One or more photo(s) has been virtually staged. Beautifully remodeled golf course home in the highly desirable Tuscawilla community! This move-in ready residence has been extensively updated with a fresh modern design throughout, including all new flooring, new interior paint, new granite countertops, custom designer backsplash, stainless steel appliances, and an updated interior lighting package. The spacious primary suite features a fully renovated bath with a new granite vanity, updated hardware and lighting, and a completely redesigned custom glass-enclosed walk-in shower. The guest bath has also been tastefully updated with a new vanity. Enjoy peaceful golf course living with scenic surroundings and a spacious screened patio perfect for relaxing or entertaining. The roof has been recently inspected and is reported to be in fantastic condition, providing added peace of mind for the next owner. Conveniently located near top-rated Seminole County schools, parks, shopping, dining, and major roadways, this is an exceptional opportunity to own a beautifully updated home in one of Tuscawilla’s most sought-after golf course communities.
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Clark (407-575-7011)
339 INGLENOOK CIR, WINTER SPRINGS, FL 32708
$359,9005 Days on yellowkey MLS ID: O6411718
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1992Monthly Fee: $22 Tax: $4,816 (2025)Community: Mount Greenwood Unit 1Single Family
Taxes:$4,816
Remarks: BRAND NEW ROOF BEING INSTALLED BY SELLER! Welcome to this fantastic opportunity in the heart of Winter Springs! This 3-bedroom, 2-bathroom single-family home features a highly desirable split-floor plan, providing the perfect layout for privacy and everyday living. Priced to sell, this property serves as a wonderful blank canvas ready for your personal design touch and imagination. The main living area features open sightlines to the kitchen, making the space feel connected and absolutely great for entertaining. From the main living area, sliding glass doors lead you right out to a spacious, covered and screened-in lanai—ideal for enjoying the beautiful Florida weather. Situated on a wonderful, private lot, the backyard offers plenty of space for pets, play, or creating your own outdoor oasis. Complete with a 2-car garage and great curb appeal on a quiet circle, this home checks all the major boxes and is just waiting for you to make it your own. Excellent location with easy access to local dining, shopping, and major roadways. Schedule your private tour today!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Christine Bouchard (904-907-5440)
578 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$310,00037 Days on yellowkey MLS ID: O6401830
1 Days Off yellowkey (back on 6/2/2026)
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
Elementary School: Lawton Elementary
High School: Oviedo High
Middle School: Jackson Heights Middle
Remarks: Under contract-accepting backup offers. SELLER IS OFFERING A $5,000 SELLER CREDIT AT CLOSING... Check out this affordably priced and beautifully maintained Oviedo townhome located in a gated community!! Featuring a dual primary suite layout with VERY spacious bedrooms, and a private screened balcony overlooking conservation with no rear neighbors. This move-in ready townhome 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 NEW Roof (covered by the HOA) along with NEW Water Heater, NEW Appliances, easy-maintenance LVP flooring in select rooms, and Updated Fixtures, 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 Agent: Allison Day (407-617-2881)
1262 TARFLOWER DR, WINTER SPRINGS, FL 32708
$389,99021 Days on yellowkey MLS ID: O6407223
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Remarks: Under Construction. Welcome to the Catalina I, a thoughtfully designed townhome in the heart of Winter Springs, FL, where style, comfort, and functionality come together seamlessly. This modern residence features an open-concept layout that connects the gathering room, dining area, and kitchen—creating a bright, airy space perfect for both everyday living and effortless entertaining. Offering 3 spacious bedrooms, this home provides flexible options ideal for families, remote professionals, or those needing a dedicated home office. The versatile loft adds even more living space, perfect for a media room, play area, or additional workspace tailored to your lifestyle. Designed with livability in mind, the Catalina I delivers a balance of comfort and convenience in one of Central Florida’s most desirable suburban communities.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$444,99091 Days on yellowkey MLS ID: O6386458
REDUCED by $40,000 (8.2%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2026Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Under Construction. A standout feature of this end-unit home is the owner’s suite, conveniently located on the first floor, providing privacy and ease of access. This inviting retreat includes abundant natural light, a generous walk-in closet, and a well-appointed private bath. The open-concept main floor features expansive living and dining areas that flow seamlessly into a thoughtfully designed kitchen—complete with stainless steel appliances, including a refrigerator, a walk-in pantry, and a spacious breakfast bar—ideal for entertaining or everyday living. Laundry room, complete with washer and dryer is conveniently located on the main floor. Upstairs, you’ll find two additional bedrooms, a versatile loft perfect for a home office or media space, along with ample storage and a dedicated laundry area. A rear-loading 2-car garage adds both functionality and curb appeal. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$439,99091 Days on yellowkey MLS ID: O6386437
REDUCED by $45,000 (9.3%) on 06/01/2026
Remarks: Under Construction. With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural light, and private bath. Stainless steel appliances, a walk-in pantry and a breakfast bar are all featured in this floorplan's thoughtfully designed kitchen.
189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708
$443,990145 Days on yellowkey MLS ID: O6372546
REDUCED by $48,000 (9.8%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1704 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Remarks: Experience luxurious living in the Sofia floorplan, where the spotlight shines on the exquisite first-floor owner's suite that exudes sophistication with a spacious walk-in closet, abundant natural light, and a private bath. This end unit boasts an open-concept ground floor, perfect for entertaining and daily life. With 3 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, this residence offers both style and functionality. Enjoy the convenience of first-floor laundry, while the 2nd floor features a loft and two generous-sized bedrooms. The thoughtfully designed kitchen showcases stainless steel appliances, a walk-in pantry, and a breakfast bar for a truly elevated living experience. Located in desirable Winter Springs near the vibrant Town Center, residents enjoy a highly sought-after lifestyle with walkable access to shopping, dining, and community events. Known for its top-rated schools, scenic parks, and extensive trail system, Winter Springs offers a perfect balance of small-town charm and modern convenience—just a short drive from Orlando. Discover low-maintenance townhome living in one of Central Florida’s most connected and livable communities.
1618 WRENTHAM CT, WINTER SPRINGS, FL 32708
$799,9006 Days on yellowkey MLS ID: O6411489
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3286 Built: 2004Monthly Fee: $100 Tax: $7,344 (2025)Community: Barrington EstatesSpa: NoSingle Family
Taxes:$7,344
Remarks: Florida living at its finest! Nestled within the quaint gated community of Barrington Estates in Winter Springs, this stunning two-story home is ideally situated on a private cul-de-sac with no front or rear neighbors. Enjoy serene pond and conservation views from the front of the home, while the expansive fenced backyard overlooks mature trees, creating exceptional privacy and tranquility. Inside, the grand entry opens to elegant living and dining spaces highlighted by soaring ceilings and an impressive staircase. Luxury vinyl flooring flows throughout the first floor, adding both style and durability. The first-floor primary suite offers a private retreat featuring dual walk-in closets, separate vanities, a water closet, and a walk-in shower. The main level also includes a half bath, laundry room with access to the 3-car garage, and a spacious open-concept kitchen overlooking the family room perfect for entertaining. The chef’s kitchen is beautifully appointed with a large island and sink, granite countertops and backsplash, stainless steel appliances, double ovens, beverage fridge, oversized pantry, and an eat-in dining area. French doors seamlessly connect the indoor living spaces to the lanai and pool area. A dramatic double staircase leads to the second floor where you’ll find a spacious bonus room surrounded by four additional bedrooms. Two bedrooms feature walk-in closets, while the fourth bedroom serves as a private ensuite complete with two closets and a tub/shower combination bath. An additional full bath with a linen closet is also located upstairs. Wood flooring throughout the staircase, bonus room, and upstairs bedrooms adds warmth and elegance, while abundant windows fill the home with natural light. Designed for both entertaining and everyday living, the outdoor space offers the perfect backyard retreat featuring a sparkling saltwater pool with sun shelf, pavered pool deck, covered lanai, and cozy fire pit. Additional highlights include a paver driveway and an exceptional location with convenient access to Toll Road 417 and SR-434. Zoned for A-rated Oviedo schools and just minutes from shopping, restaurants, Oviedo on the Park, Winter Springs Town Center, UCF, Research Park, and Oviedo Medical Center. Community amenities include a playground, and the home is just a short distance from the Seminole Trail, ideal for biking, walking, and enjoying the outdoors. Welcome Home!
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Anna Lohr (321-277-4797)
576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$340,00030 Days on yellowkey MLS ID: O6401477
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1602 Built: 2005Monthly Fee: $264 Tax: $4,310 (2024)Community: Barclay Reserve TwnhmsTownhouse
Taxes:$4,310
Remarks: Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, ideally located in the heart of Winter Springs. This spacious corner-unit home offers 3 bedrooms, 2.5 bathrooms, and a private setting backing to conservation with no rear neighbors. Inside, you’ll find an inviting open floor plan filled with natural light, a generous living area perfect for entertaining, and a well-appointed kitchen featuring ample cabinet space and functionality for everyday living. Beyond the home itself, the location is hard to beat, just minutes from SR417, providing quick access throughout Central Florida, while being conveniently positioned near Oviedo, consistently recognized as one of the best suburbs in America.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Mario Zendeli (407-325-3893)
4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$750,00013 Days on yellowkey MLS ID: O6409511
1 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3217 Built: 1983Monthly Fee: $40 Tax: $6,752 (2025)Community: TuskabaySpa: NoSingle Family
Taxes:$6,752
Remarks: Under contract-accepting backup offers. MULTIPLE OFFERS : HIGHEST AND BEST DUE BY SATURDAY, MAY 23 at 5PM. Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Winter Springs community of Tuskabay, offering the perfect blend of style, comfort, and convenience. Ideally located near shopping, dining, and major commuter routes, this home boasts lush landscaping, exceptional curb appeal, and a desirable side-entry 2-car garage. Inside, you’ll find neutral paint and flooring, abundant natural light, and an open floorplan designed for both everyday living and entertaining. The inviting foyer showcases stunning custom woodwork that flows seamlessly into the spacious dining area, while custom wood ceilings in both the foyer and loft up above add warmth and character. Elegant wrought iron railings accent the staircase and dining space for a sophisticated touch. The thoughtfully designed kitchen is situated at the front of the home and features an oversized opening to the living areas for great lines of sight, 42” cabinetry, granite countertops, tile backsplash, stainless steel appliances including built-in microwave, oven, and cooktop, plus a dinette area and walk-in pantry with convenient laundry access. The oversized family room is truly the heart of the home, highlighted by vaulted ceilings, a cozy wood-burning fireplace, two skylights, and French doors that open to the covered patio for seamless indoor/outdoor living. The spacious upstairs primary suite is a private retreat complete with its own wood-burning fireplace, custom accent wall, French doors leading to a private balcony, and a large walk-in closet with custom organization system. The luxurious en-suite bath offers a wrap-around, double-sink vanity, jacuzzi tub, and oversized shower. Adjacent to the primary suite are a versatile loft and an office/nursery space perfect for working from home or additional flexibility. Downstairs, three generously sized bedrooms feature large closets and ceiling fans. One bedroom includes a private half bath with direct access to the pool deck, making it an ideal cabana bath. An additional full hall bath features an oversized vanity, linen closet, and shower/tub combination. Step outside to your own backyard oasis featuring a large, screened and covered paver patio with custom wood ceiling overlooking the spacious, heated, chlorine pool. Beyond the screened enclosure, there’s still plenty of yard space to enjoy, all enclosed by a vinyl fence for added privacy. Additional upgrades include newer AC, crown molding, plantation shutters, engineered wood flooring, and added lighting and electrical outlets throughout. This exceptional home offers the perfect combination of timeless character, modern updates, and resort-style outdoor living.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
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