Winter Springs Condos For Sale - 11 condos

Remarks: Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and low-maintenance living. From the moment you arrive, you’ll appreciate the private courtyard entry—perfect for morning coffee or relaxing evenings, along with multiple outdoor spaces, including a screened-in porch and two fenced areas ideal for pets or gardening. Inside, the home features warm wood accents, soaring ceilings, and an abundance of natural light throughout. The updated kitchen is equipped with a gas double oven, modern appliances, pantry storage, and flows seamlessly into the main living areas. An interior laundry/utility room adds everyday convenience. Bathrooms have been tastefully renovated with updated vanities, tilework, and glass shower enclosures. Recent upgrades provide peace of mind, including re-piping, updated HVAC system, water heater, garage door, and energy-efficient windows and doors. Additional improvements include updated flooring, custom closet shelving, and enhanced finishes throughout the home. Located within The Highlands, residents enjoy a wide range of amenities, including a community pool, clubhouse, tennis courts, playgrounds, and miles of scenic walking trails and boardwalks. The HOA maintains exterior elements such as the roof, paint, and landscaping, allowing for easy, low-maintenance living

Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)

Listing Agent: Carrie Sue Shawfield (407-963-7749)

Remarks: One or more photo(s) has been virtually staged. 2 Bedrooms / 2 Bath Condo located on 2nd floor in Tuscawillow. Move in condition. Eat-in Kitchen, tiled floor, pantry, includes all appliances, washer, dryer, pass thru to dining area. Spacious great room/dining area, glass slider opens to screen porch, private rear yard. Master Bedroom has glass slider opening to screen porch, walk -in shower, dressing area. Split Bedroom plan has newer carpet, tub in 2nd bathroom.. Gated community and pool. Walking distance to park includes ball park, tennis courts, basketball, splash pool, lake, covered picnic areas and great Seminole County schools. Community offers Golf Course and Country Club.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Barbara Mills (407-616-2961)

Remarks: Welcome home to this maintained 3-bedroom, 2-bathroom ground-floor condominium offering 1,425 square feet of comfortable, low-maintenance living in a desirable gated community in the heart of Tuscawilla — perfect for investors or those seeking a primary residence. Step inside to an inviting open floor plan highlighted by tile flooring throughout the main living areas, creating a seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stone countertops, an eat-in dining area, and a convenient laundry closet nearby for added functionality. Privately situated at the rear of the home, the spacious primary suite offers a peaceful retreat complete with a walk-in closet, dual vanity sinks, and a standalone shower. Sliding glass doors provide direct access to your own private patio — the perfect spot to enjoy your morning coffee. Down a separate hallway, you’ll find two additional bedrooms and a guest bathroom featuring an updated vanity and a tub/shower combination, offering comfort and privacy for family or guests. The living area also opens through sliding doors to a covered rear lanai overlooking tranquil green space, creating an ideal setting for relaxing or entertaining outdoors. Residents enjoy access to a beautiful community pool and cabana, enhancing the ease of Florida living. Conveniently located by Trotwood Park, featuring a pavilion, playground, splash pad, tennis courts, and sports fields. The nearby Seminole County Cross Trail offers miles of scenic biking and walking paths. This exceptional condo combines comfort, convenience, and an unbeatable location — a wonderful opportunity to enjoy everything Tuscawilla has to offer.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: New to market. Seller offering $5,000 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community park, gazebos, playground, community pool, and clubhouse to rent for events. This home has new paint, linoleum and carpet flooring, updated baths, new stainless steel appliances and ceiling fans. Home has updated air conditioner with new compressor. Great location! You are 15 minutes to major highway Interstate 4, and less than 10 minutes from all major shopping and dining such as Winn-Dixie, Publix, Starbucks, Crunch Fitness and Walgreens. Home is in an A-rated school district, short distance to Highland's Elementary and 10 minutes to Winter Springs High School. HOA fee includes community pool, exterior and grounds maintenance, manager, pool maintenance, recreational facilities and trash service. Schedule your private showing today before it's too late.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Brett Womack (954-422-2908)

Remarks: Turnkey townhouse and ready for immediate move-in. All sold as-is and with the right to inspect. Exceptional open floor plan with flexibility for multi-generation living. This beautiful home has three en-suites with one of the bedrooms on the ground level, so it’s perfect for a mother-in-law suite. Large sized rooms, updated bathrooms, and all the features you are looking for. The kitchen has stainless steel appliances, granite countertops, a large pantry, and a breakfast bar for dining. See yourself entertaining easily in the large living room - family room combination and then stepping through glass sliding doors out to the patio. Additional conveniences include a dedicated laundry room with shelves, walk-in closets, ceiling fans, and modern fixtures throughout the home. Roof replacement completed March 2026. Hvac 2020. Wh 2017. Monthly fee covers all exterior maintenance and landscaping, sewer, and trash services. Excellent location and zoned for top-rated Seminole County Public Schools. Very close to all the shopping and restaurants at Winter Springs Town Center or along Tuskawilla and Red Bug Lake Rd, and Trotwood Park is right at your doorstep. You don't want to miss out on this outstanding property in one of the finest communities in Northeast Orlando. Note: A line of credit may be sufficient to purchase this townhouse and please contact Isabelle Martinez Paramount Residential Mortgage Group for more info. Contact our office today to schedule a private tour!

Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)

Listing Agent: John Vincent (407-534-9764)

Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and community with this beautifully maintained 2/2, 1187 sqft, first-floor condo located in the highly desirable Highlands neighborhood in Winter Springs. Set within the top-rated Seminole County School District, this ground-level residence offers true ease of living—no stairs, no hassle, just effortless accessibility from the moment you arrive. Step inside to find a smart, functional layout that’s ready for your personal touch. Whether you're a first-time buyer, downsizing for low-maintenance living, or an investor seeking a strong rental opportunity, this versatile condo checks every box. Spacious bedrooms and two full bathrooms, a 250+sqft enclosed porch, this unit offers the comfort and privacy today’s buyers value most. Conveniently located just minutes from I-4 and all major commuter routes, you’re close to everything; restaurants, shopping, & entertainment. Yet, the community itself feels like a private retreat with amenities that include sparkling lap pool, peaceful walking trails, tennis and basketball courts, along with a lakefront park and playground. Book your showing today!!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Travis Cepregi (407-620-2580)

Remarks: One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch and covered entry. Two large bedrooms on the 2nd floor and a convenient half bath on the first floor. Ample storage space! Appliances include NEW water heater (2026), washer/dryer, refrigerator, range and dishwasher! The Highlands community offers great amenities including a community pool, tennis/pickleball courts and walking trails! Located in Winter Springs and VERY close to Lake Mary, Maitland and major roads, shopping and dining. Ready to make your dreams of homeownership a reality? Schedule a tour today!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Carla Stanton (321-356-3370)

Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect for enjoying your morning coffee. Step inside to an OPEN-CONCEPT LAYOUT where the Living Room, Dining area, and Kitchen flow seamlessly together, all enhanced by BEAUTIFUL WOOD LAMINATE FLOORING throughout for a warm, cohesive look. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that lead to a REAR SCREENED PORCH, creating an ideal indoor-outdoor living space. Just beyond, a small patio overlooks lush greenery and mature trees, offering a TRANQUIL SETTING with added privacy. The Kitchen is truly a SHOWSTOPPER, beautifully updated with white cabinetry, stone countertops, a FARMHOUSE SINK, stylish range hood, sleek backsplash, and matching appliances, making it both functional and visually striking. A convenient half bath with a SLIDING BARN DOOR completes the main floor. Upstairs, the SPACIOUS Primary Bedroom features tall windows that fill the room with NATURAL LIGHT and includes PRIVATE ACCESS to the full bath. A second generously sized bedroom and an upstairs laundry closet add to the home’s practical layout. RECENT UPDATES include a NEW AC with added insulation (2024) and a NEW WATER HEATER (2024), providing comfort and efficiency. Residents of The Highlands enjoy an AMENITY-RICH LIFESTYLE, with access to a SPARKLING COMMUNITY POOL, clubhouse, tennis and sports courts, playgrounds, and scenic nature trails, along with HOA coverage that includes cable, internet, trash, exterior maintenance, and grounds care. IDEALLY LOCATED in Winter Springs, this home is close to OUTDOOR RECREATION at Central Winds Park and the popular Cross Seminole Trail, perfect for biking, walking, and enjoying nature. You’re also just a SHORT DRIVE from shopping, dining, and entertainment in Oviedo and Altamonte Springs, as well as the UNIVERSITY OF CENTRAL FLORIDA, making this location ideal for a variety of lifestyles. With CONVENIENT ACCESS to State Road 417, commuting throughout Central Florida is simple and efficient. The STYLISH UPDATES, private setting, and exceptional community amenities make this Highlands home a perfect blend of comfort, convenience, and LOW-MAINTENANCE LIVING. Call and schedule your tour today!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Stunning upgraded corner-unit with extra privacy and garden views! Enjoy wood-look flooring, an open kitchen with granite countertops, stainless steel appliances, bar area plus a wet bar with built-in wine cooler, perfect for entertaining. Plantation shutters throughout the living room, tinted windows, and a newer tankless electric water heater add comfort and efficiency inside the laundry area. Relax on the tiled screened patio, make use of the storage area on your 1st floor unit and enjoy low-maintenance living in a resort-style community with pool, tennis/pickleball courts, trails, playground, and water views. HOA covers exterior maintenance, roof, and common areas. Ask for the seller's provided list of upgrades and improvements.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Marielle Parra (321-279-9394)

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)

Remarks: Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New roof (2023) •New AC (2016) •Washer/dryer (2026) •Primary bedroom with walk-in closet, en-suite, and balcony access •Split floor plan for privacy. Seize this opportunity to own a beautifully updated condo in a prime location! FHA Approved Condo complex.

Listing is courtesy of: WORTH CLARK REALTY (352-988-7777)

Listing Agent: Kelly Boulton (407-906-8348)