Refine Search
Sort by
662 Nighthawk Circle, Winter Springs
$373,400
3 Beds ⋅ 3 Baths ⋅ O6432123 MLS
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs

1298 Madelena Avenue, Winter Springs
$399,999
3 Beds ⋅ 2 Baths ⋅ O6431215 MLS
LOCATION, SPACE AND A NEW ROOF IN WINTER SPRINGS! This 3-bedroom, 2-bath home offers 2,116 sqft on a 0.28-acre corner lot directly across from Sunrise Community Park, in one of Seminole County's most sought-after cities. The seller will install a brand-new roof prior to closing once the home is under contract, so one of the biggest items is already taken care of. The home is generously sized throughout, with large rooms and a split-bedroom floor plan that works well for a home office, guests or entertaining. Many of the big projects are already done, including a complete repipe, a renovated kitchen, a remodeled primary bath, and fresh interior and exterior paint. Beyond that, it's ready for your vision and finishing touches, a rare chance to add your own style and build equity in a neighborhood where homes hold their value. Outside, the fully fenced backyard has plenty of room for gardening, pets, play or weekend barbecues, and the corner lot gives you extra space and breathing room. A 2-car garage, a low annual HOA, and a location outside the high-risk flood zone (Flood Zone X) add to the value. Then there's the location. Winter Springs offers a small-town feel with big-city access. You're served by Seminole County's highly regarded public schools and close to the Cross Seminole Trail, Central Winds Park, local shopping and dining, and quick connections to SR 417 and SR 434 for easy commutes around Orlando. Homes this size, on a lot like this, in a city like Winter Springs, don't come along often. All proposals welcome. Come see it and make it yours.

1298 Madelena Avenue, Winter Springs

1350 Palo Alto Court, Winter Springs
$359,900
3 Beds ⋅ 2 Baths ⋅ O6431416 MLS
Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs consistently ranks among Central Florida's most desirable places to call home. Beyond the interior, the backyard is designed for enjoying the Florida lifestyle, featuring a screen-enclosed pool with plenty of space to relax, entertain, or spend quality time with family and friends year-round. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or simply taking advantage of Central Florida's sunshine, this outdoor retreat is sure to become a favorite destination. Enjoy being just minutes from Trotwood Park, Central Winds Park, the Cross Seminole Trail, Tuscawilla Country Club, shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to SR 417, SR 434, while still enjoying the charm of an established residential neighborhood. For added peace of mind, the home's major systems have already been updated, including a 2019 roof, 2020 A/C, and 2020 water heater, allowing the next owner to focus on enjoying everything this outstanding home & location has to provide! It's not just about finding your next home, it's about finding the right community, the right schools, and the right lifestyle. This rare opportunity places you in the center of it all. Schedule your private tour and discover why this address should be at the top of your list.

1350 Palo Alto Court, Winter Springs

617 Pinebranch Circle, Winter Springs
$339,900
3 Beds ⋅ 3 Baths ⋅ O6429343 MLS ⋅ 617 BLDG.
Welcome to the beautiful, tree-lined, gated community of Barclay Reserve. This 3 bedroom, 2.5 bathroom, end unit townhome is offered fully furnished and move in ready. Brand new A/C July 2025, new refrigerator April 2025 and new washer & dryer May of 2023. Enjoy a waterfront view with the soothing fountain sound from the living space and two bedrooms. Both the original owner and current owner used the property as a second home which means less wear and tear. The property is less than 10 minutes away from Ovideo on the Park and 15 minutes away from UCF, making the home a perfect purchase for parents needing student housing. It’s only 2 minutes from SR-417 for easy access to the airport, 408 and I-4. 33 guest parking spaces are distributed around the circle so you don’t have to worry about dodging street parking. Peace, security and a prime location seeking its next owner.

617 Pinebranch Circle, Winter Springs

1380 Mill Stream Lane, Winter Springs
$399,900
3 Beds ⋅ 4 Baths ⋅ O6424117 MLS ⋅ 1380 BLDG.
PRICED REDUCED! Lowest priced per sq foot in Jesup’s Landing! Discover refined living in the sought-after Jesup's Landing community of Winter Springs. This elegant 3-bedroom, 3.5-bathroom split-level townhome offers exceptional privacy, with thoughtfully designed living spaces that maximize comfort and separation. Beautiful new wood laminate flooring enhances the home's modern appeal, while the spacious layout is ideal for both everyday living and entertaining. Outside is a freshly painted exterior and new roof! Perfectly situated near Central Winds Park, premier shopping, SR 417, Sanford International Airport, the University of Central Florida, and Seminole State College, this residence combines luxury with convenience. Residents also enjoy resort-style amenities, including a clubhouse, state-of-the-art fitness center, and sparkling community pool. Experience low-maintenance living in one of Winter Springs' most desirable communities.

1380 Mill Stream Lane, Winter Springs

629 Alton Road, Winter Springs
$374,900
3 Beds ⋅ 2 Baths ⋅ O6427862 MLS
Welcome to this charming 3-bedroom, 2-bathroom home in the desirable North Orlando Ranches neighborhood. This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The heart of the home is a cozy living room anchored by a beautiful fireplace, perfect for relaxing evenings. The kitchen has been thoughtfully updated, boasting durable countertops and modern stainless-steel appliances. The primary bedroom offers plenty of storage with a large walk-in closet. Step outside to discover your own private pool, creating a wonderful outdoor retreat for cooling off and unwinding. The location is exceptionally convenient, situated near top-rated schools, shopping, dining, and major highways for an easy commute to local essentials and employment hubs. Schedule your private showing today! One or more photos in this listing have been virtually staged.

629 Alton Road, Winter Springs

1541 Corkery Court Unit 1541, Winter Springs
$474,900
2 Beds ⋅ 3 Baths ⋅ O6426798 MLS ⋅ 1541 BLDG.
Welcome to the exclusive gated enclave know as The Greens of Tuscawilla. This luxury townhome delivers a rare combination of superior construction, premium finishes, prime location, and a maintenance-free lifestyle. Nestled amongst the trees in the heart of Tuscawilla is The Portofino II Model with Golf, Water and Conservation Views. Level One offers Open Concept Living with the ability for a future Elevator. (Elevator closets are located on both floors and are currently used as walk in storage closets). Level Two allows for privacy with all bedrooms located on this floor. Throughout the unit you will find soaring volume ceilings, crown molding, tall doors, recessed lighting, wood or tiled floors, fresh paint, granite countertops, 42 inch cabinets, designer lighting, fans, fire safety sprinkler system and much more. Start and end each day on your private screened porch where the views are unparralleled. The Greens consists of 15 buildings and 60 units. Residents enjoy lush landscaping, manicured lawns and a private dog park. Partake in the Country Club lifestyle with the private Golf Cart path that leads to Tuscawilla Country Club. Membership provides access to championship golf, Har-Tru clay tennis courts, pickleball court, Jr. Olympic-sized pool, fitness center, private restaurant/bar, and social calendar. The Tuscawilla Community has parks, sports courts and fields, playgrounds, hiking trails and splash pads. Walk, run, or ride while taking in the many natural areas throughout the 3500 acre community.

1541 Corkery Court Unit 1541, Winter Springs

223 Blue Creek Drive, Winter Springs
$665,000
4 Beds ⋅ 3 Baths ⋅ O6427702 MLS
MOTIVATED SELLER! Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful retreat, and rear patio has new pavers. Thoughtfully designed with a desirable split-bedroom floor plan, the spacious interior offers functionality and elegance. Generous closet space, large pantry and built-in workspace provide everyday convenience, while the open concept kitchen flows seamlessly into the family room and casual dining area, creating a warm and welcoming atmosphere that's ideal for gathering with family and friends. An oversized bonus room/enclosed Florida room with rich wood flooring expands the living space and offers endless possibilities, including a game room, music room and fitness studio. Enhanced with a mini-split system installed in 2025, this versatile space provides year-round comfort and is the ideal setting for entertaining or enjoying quiet evenings while overlooking the tranquil conservation backdrop. Roof (2023) with secondary barrier, HVAC (2025) with AC purification system included, plumbing updates and newer water heater. Schedule your private showing today!

223 Blue Creek Drive, Winter Springs

1015 Antelope Trail, Winter Springs
$600,000
5 Beds ⋅ 3 Baths ⋅ O6426569 MLS
Seller is willing to contribute towards Buyers closing costs with reasonable offer. Welcome home to this thoughtfully updated 5-bedroom, 3-bath residence nestled on an oversized lot beneath a canopy of mature trees in the highly sought-after Tuskawilla community of Winter Springs. Offering over 2,500 square feet of thoughtfully designed living space, this home features a desirable split floor plan with the primary suite tucked away in its own private wing, creating a peaceful retreat from the secondary bedrooms. At the heart of the home is the beautifully remodeled kitchen, featuring quartz countertops, updated cabinetry, modern fixtures, updated appliances, and plenty of space for gathering with family and friends. The spacious living and dining areas provide an inviting setting for everyday living and entertaining, while the fully enclosed Florida room serves as a true extension of the home, making it the perfect place to host movie nights, enjoy your morning coffee, or unwind while overlooking the spacious backyard shaded by mature trees. Recent improvements include luxury vinyl plank flooring and baseboards throughout, fresh interior and exterior paint, refreshed landscaping, an updated sprinkler system, a whole-house water softener and filtration system, and two beautifully renovated bathrooms featuring updated vanities, flooring, fixtures, toilets, and shower tile. Additional major updates include a roof replaced in 2018, HVAC replaced in 2020, updated plumbing, and an electrical panel replaced in 2023, providing added peace of mind for years to come. Located in one of Winter Springs' most established communities, residents enjoy a voluntary HOA, optional memberships to Tuskawilla Country Club with golf, swimming, fitness, tennis, and social amenities, nearby Trotwood Park, golf cart-friendly streets, and access to Seminole County's top-rated schools. Conveniently located near shopping, dining, and SR-417, this home offers the perfect combination of modern updates, timeless character, and an exceptional location.

1015 Antelope Trail, Winter Springs

324 Ringwood Circle, Winter Springs
$502,000
4 Beds ⋅ 2 Baths ⋅ O6425839 MLS
Priced to sell. Don’t miss your chance to own this luxury 4-bedroom, 2-bath pool home retreat in the highly sought-after Tuscawilla Forest, featuring a BRAND NEW ROOF upon signed contract. Beautifully designed for everyday living and comfortable formality, this home offers an open layout with multiple living spaces. Walk in to a formal conversation area followed by a chef's kitchen with all granite countertops, and backsplashes. A spacious primary bedroom with an en suite spa like bathroom featuring large his and hers walk-in closets, a custom carrara quartz double vanity, and tied together with modern organic finishes. Have peace of mind with updated plumbing throughout. Step outside to your private fully fenced backyard oasis, featuring a sparkling pool and expansive outdoor area perfect for relaxing evenings, weekend gatherings, and enjoying the Florida nature. Ideally located near shopping, dining, parks, top-rated schools, and major roadways, this home provides the perfect combination of convenience, comfort, and modern luxury.

324 Ringwood Circle, Winter Springs

619 Coral Way, Winter Springs
$424,000
3 Beds ⋅ 2 Baths ⋅ O6424605 MLS
PRICE IMPROVEMENT! Welcome home to this beautifully maintained 3-bedroom, 2-bath residence nestled on a picturesque lot in the desirable North Orlando Ranches community. This home is currently 3 bedrooms, a 4th bedroom is possible by converting part of the Florida Room. If buyer want the additional bedroom, seller will have work completed prior to closing. This home has no HOA, move-in-ready and combines comfort, style, and an unbeatable location. Step inside to discover a bright, open floor plan highlighted by vaulted ceilings, a charming bay window in the dining room, and a modern kitchen designed for both everyday living and effortless entertaining. Throughout the home, you’ll find no carpet—only attractive ceramic tile and laminate flooring for easy maintenance. The spacious primary suite features a walk-in closet and a private ensuite bathroom complete with a large walk-in shower. An inside laundry room adds convenience with a utility sink and additional storage space. Relax year-round in the air-conditioned Florida room, where French doors open to a peaceful, shaded backyard—perfect for morning coffee, outdoor gatherings, or simply enjoying the natural surroundings. Located within the highly acclaimed Seminole County Public School district, this exceptional home is just minutes from SR 434, shopping, dining, parks, and entertainment, making commuting and daily errands a breeze. Don’t miss this wonderful opportunity to own a move-in-ready home in one of Winter Springs’ most desirable locations. Schedule your private showing today!

619 Coral Way, Winter Springs

162 Constitution Way, Winter Springs
$289,900
3 Beds ⋅ 3 Baths ⋅ O6424530 MLS ⋅ Na BLDG.
**Back on market due to buyer financing falling through** Welcome to 162 Constitution Way, a well-maintained 3-bedroom, 2.5-bath townhome in the highly desired gated Heritage Park community of Winter Springs. This home features an open-concept floor plan with a kitchen overlooking the living and dining areas, creating a functional layout for everyday living and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and en-suite bath with dual sinks, while two additional bedrooms, a full bath, and an upstairs laundry room complete the second level. Additional highlights include an attached one-car garage and low-maintenance living with access to community amenities, including a pool and playground. Conveniently located near Winter Springs Town Center, Central Winds Park, shopping, dining, major roadways, and highly rated Seminole County schools, this property is an excellent opportunity for first-time buyers, young families, or investors.

162 Constitution Way, Winter Springs

331 San Gabriel Street, Winter Springs
$249,000
3 Beds ⋅ 2 Baths ⋅ A11989168 MLS
NEWLY INSTALLED FLOORING THROUGHOUT! Completely freshly painted! Welcome to this beautifully refreshed 3-bedroom, 2-bathroom home located in the desirable Deersong community of Tuscawilla. This move-in-ready residence offers a perfect blend of efficiency and style, featuring a fully owned solar panel system on the roof that provides significant monthly energy savings. The interior has been tastefully updated with fresh paint throughout and brand-new tile flooring spanning the kitchen, hallway, and bathrooms. Ideally situated on a quiet street near the cul-de-sac, the property enjoys a premier location with enhanced privacy, as the community tennis courts are located directly behind the lot with no rear neighbors. Residents benefit from a low-maintenance lifestyle with a monthly HOA fee that covers front and side yard maintenance along with access to a sparkling community pool. Just a short stroll from Torcaso Park and the Winter Springs Town Center, this eco-friendly home is perfectly positioned to enjoy the best of the local area.

331 San Gabriel Street, Winter Springs

1329 Augusta National Boulevard, Winter Springs
$529,900
3 Beds ⋅ 2 Baths ⋅ O6422133 MLS
Renovated, remodeled, and reimagined in the highly sought-after Country Club Village at Tuskawilla. This beautifully renovated residence has been thoughtfully transformed with an extraordinary level of quality and attention to detail, delivering a truly turnkey opportunity for today’s discerning buyer - NO EXPENSE SPARED! Extensive recent improvements include a NEW TILE ROOF (July 2025), new gutters, all-new plumbing throughout (2026), fresh interior and exterior paint, and newly textured ceilings throughout, creating a clean, modern aesthetic from top to bottom. Inside, elegance meets functionality with stunning European white oak wood flooring throughout the main living areas, complemented by new carpet in the secondary bedrooms for added comfort. The heart of the home is the beautifully reimagined kitchen, featuring new 42-inch cabinetry, quartz countertops, all-new appliances, and a designer backsplash that adds both sophistication and visual appeal. Entertain effortlessly with a stylish wet bar complete with a beverage refrigerator and matching designer backsplash. Every bathroom has been completely remodeled, showcasing luxurious finishes and quartz surfaces throughout. Additional upgrades include new lighting fixtures inside and out, new door handles and hinges, new plugs and switches, custom roller shades throughout, and a custom closet system in the primary suite. Outside, refreshed landscaping enhances curb appeal and completes this impressive renovation, making this home a rare blend of timeless design, modern luxury, and move-in-ready convenience. The HOA-maintained lawn allows for low-maintenance living, while the location places you just moments from the private Tuscawilla Country Club. Zoned for some of the highest-rated public schools in the state and offers exceptional convenience—just 25 minutes from downtown Orlando, 30 minutes to Orlando International Airport, and less than an hour from Florida’s beautiful beaches and world-renowned theme parks. This property may be under audio/visual surveillance.

1329 Augusta National Boulevard, Winter Springs

925 W Sr 434, Winter Springs
$649,000
O6422120 MLS
Exceptional investment and owner-user opportunity on highly traveled SR 434. This well-maintained professional office building offers the ideal combination of income potential and flexibility in one of the Longwood/Winter Springs area's most visible commercial corridors. Designed to accommodate multiple tenants or a single owner-occupant, the building features separate first and second-floor suites, creating a variety of leasing and occupancy options. The second floor is ideally suited for professional, medical, legal, financial, or service-oriented businesses and features five private offices, spacious reception and waiting areas, two private restrooms, a large break room with abundant storage, a front-facing balcony, and private rear stair access. A shared conference room is available as part of the common area, providing added convenience for both levels. The property has been thoughtfully updated over the years and offers ample on-site parking, excellent accessibility, and outstanding frontage along SR 434 with exceptional visibility and signage opportunities. Surrounded by established businesses and just minutes from I-4, Ronald Reagan Boulevard, and the Lake Mary business corridor, this location provides convenient access for clients, customers, and employees alike. Whether you're expanding your business, seeking a value-add investment, or looking for a property that offers both immediate usability and long-term income potential, this professional office building presents an outstanding opportunity in the heart of Seminole County.

925 W Sr 434, Winter Springs

216 Tavestock Loop, Winter Springs
$605,000
5 Beds ⋅ 2 Baths ⋅ O6419655 MLS
Enjoy waterfront views and your own private pool in this spacious 5-bedroom, 2-bath home located in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you’ll find luxury vinyl plank flooring throughout the main living areas, a beautifully updated kitchen featuring granite countertops, refinished cabinetry, and a stylish backsplash, along with tastefully remodeled bathrooms showcasing shaker-style vanities, updated fixtures, and wood-look tile flooring. Energy-efficient upgrades include Low-E double-hung windows, an updated roof (2021), Carrier HVAC system, LED lighting, a whole-house water filtration system, two mini-split air conditioning systems (2025), and an energy-efficient year-round. The backyard is also been fully fenced, creating a private space for pets, play, and outdoor enjoyment. Step outside to your own backyard retreat featuring a sparkling pool, relaxing spa, and picturesque water views. Whether you’re entertaining guests or enjoying a quiet evening watching the sunset over the pond, this outdoor space is sure to impress. Additional features include pool deck speaker pre-wiring and a 220-volt outlet ready for an electric vehicle charger. Parkstone residents enjoy an exceptional lifestyle with lawn maintenance included in the HOA, a community pool, fishing pier, tennis courts, playgrounds, walking trails, scenic ponds, and gated security. The community borders the Cross Seminole Trail and is just a short walk to Central Winds Park and the dog park. Located in Seminole County with highly rated A-rated schools and convenient access to shopping, dining, and major roadways, this home truly offers the best of Florida living. Don’t miss your opportunity to own this exceptional waterfront home in one of Winter Springs’ most desirable communities!

216 Tavestock Loop, Winter Springs

910 Belle Avenue Unit 1140, Winter Springs
$139,500
O6418675 MLS
Suite 1140 presents a rare opportunity to own or lease a move-in-ready professional office condo in the highly desirable Casselberry Commerce Village. This well-maintained office suite offers approximately 687 square feet of functional workspace, featuring a welcoming reception area, two private offices, a conference room, and abundant natural light. The professional layout is ideal for attorneys, accountants, insurance agencies, mortgage professionals, real estate offices, consultants, and a variety of other professional service businesses. Owners and tenants enjoy access to shared amenities including a break room, kitchen facilities, common restrooms, and professionally maintained common areas. Conveniently located just off SR 434 with easy access to US 17-92, I-4, and SR 417, this property provides excellent connectivity throughout Seminole County and the greater Orlando market. Ample on-site parking, a professional business environment, and proximity to Winter Springs, Casselberry, Longwood, Altamonte Springs, and Lake Mary make this an outstanding opportunity for owner-users and investors alike. This unit has high-end finishes and too many upgrades to mention. Must see. Call today to set an appointment to tour your new office. Condo association fees are $2,873.82 annually. Water is included with condo association dues. Power is paid separately to the condo association based on individual usage.

910 Belle Avenue Unit 1140, Winter Springs

498 Green Spring Cir, Winter Springs
$244,000
2 Beds ⋅ 2 Baths ⋅ O6418425 MLS ⋅ 498 BLDG.
Welcome to 498 Green Spring Circle in the desirable Mount Greenwood community of Winter Springs! This beautifully maintained 2 bedroom, 1.5 bath end-unit townhome offers peaceful pond views, low-maintenance living, and access to top-rated Seminole County schools. Step inside to an open and inviting floor plan featuring ceramic tile flooring throughout the main living areas and fresh interior paint. The spacious living and dining areas flow seamlessly to the oversized screened patio with paver flooring, creating the perfect space to relax, entertain, or enjoy your morning coffee while overlooking the tranquil water and mature trees. The kitchen opens to the main living space, creating a bright and functional layout ideal for everyday living. Upstairs, you'll find two generously sized bedrooms with large closets and ample storage. An additional exterior storage closet off the patio provides even more convenience. Residents of Mount Greenwood enjoy a low HOA and outstanding community amenities, including a sparkling pool, tennis courts, playground, and scenic walking and biking trails. Ideally located just off SR 434 and minutes from Winter Springs Town Center, shopping, dining, parks, and major commuter routes. Whether you're a first-time homebuyer, downsizing, or searching for the perfect Florida retreat, this move-in-ready townhome offers comfort, convenience, and beautiful waterfront views. Don't miss this opportunity to enjoy the Florida lifestyle in one of Winter Springs' most desirable locations. Schedule your private showing today!

498 Green Spring Cir, Winter Springs

429 Sheoah Boulevard Unit 9, Winter Springs
$199,000
3 Beds ⋅ 2 Baths ⋅ TB8519810 MLS ⋅ Na BLDG.
Welcome to this beautifully maintained 3-bedroom, 2-bath condominium nestled in the highly desirable Highlands community of Winter Springs. Offering the perfect blend of comfort, style, and convenience, this move-in-ready home features an updated kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The spacious floor plan is complemented by updated bathrooms, well-maintained interiors, and an inviting atmosphere throughout. Whether you're relaxing at home or hosting guests, you'll appreciate the thoughtful upgrades and pride of ownership evident in every room. Step outside and enjoy the exceptional resort-style amenities the community has to offer, including a sparkling pool, tennis and pickleball courts, scenic walking trails, playgrounds, and picturesque water views. The HOA provides added peace of mind by covering exterior maintenance, roof care, and common area upkeep, allowing for a low-maintenance lifestyle. Conveniently located near parks, shopping, dining, top-rated Seminole County schools, and major roadways, this home offers easy access to everything Central Florida has to offer. Don't miss this opportunity to enjoy resort-style living in one of Winter Springs' most sought-after communities!

429 Sheoah Boulevard Unit 9, Winter Springs

108 Sundance Court, Winter Springs
$349,900
3 Beds ⋅ 2 Baths ⋅ O6409784 MLS
Welcome home to this beautifully remodeled gem tucked away on a quiet cul-de-sac in desirable Winter Springs! From the moment you walk in, you’ll fall in love with the bright, open-concept layout designed for easy living and effortless entertaining. With 1,161 sq ft under air, every inch of this home has been thoughtfully updated and filled with charm. The stunning fully remodeled kitchen is the heart of the home, featuring modern finishes, updated cabinetry, and a welcoming flow into the spacious living and dining areas. Both bathrooms have also been completely renovated, creating a fresh, stylish feel throughout. Step through the back doors and discover your own private retreat — a peaceful backyard backing directly to a beautiful conservation area with no rear neighbors, offering the perfect blend of privacy and nature. Imagine morning coffee with serene views or relaxing evenings enjoying the Florida breeze. Even better, the major 4 systems have all been replaced within the last 5 years, giving buyers confidence and peace of mind for years to come. Whether you’re a first-time buyer, downsizing, or simply looking for a turnkey home in an amazing location, this one checks all the boxes. Conveniently located near shopping, dining, parks, and great schools, this is the opportunity you’ve been waiting for. Sold as-is and ready for its next owner to fall in love!

108 Sundance Court, Winter Springs

335 Kirkcaldy Drive, Winter Springs
$324,900
3 Beds ⋅ 2 Baths ⋅ O6400818 MLS
Seller is offering to contribute towards the buyer's closing cost up to $5,000. Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new electrical panel inside and outside. The generously sized primary bedroom includes a built-in California Closets system, providing stylish and highly functional custom storage. The secondary and third bedrooms are also well-sized—perfect for guests, family, or easily converted into a home office. Washer and dryer are included in the sale. Enjoy the covered and screened lanai overlooking a charming New Orleans-style courtyard with pavers, a firepit, and a lamp post. The oversized, fully fenced, and cleared backyard offers plenty of space to relax, entertain, or garden, providing a strong sense of privacy. The Highlands is a highly sought-after, established community with low HOA fees and beautiful mature trees throughout. Amenities include an Olympic-size community pool, walking trails, playground, tennis court, volleyball court, and a clubhouse. Ideally situated just off State Road 434 Florida and Tuskawilla Road, this home offers quick access to Winter Springs Town Center for shopping and dining, and is just a short stroll from Torcaso Park—a lively neighborhood park featuring basketball courts, soccer and football fields, playgrounds for all ages, a splash pad, sand play areas, and picnic pavilions, perfect for both active days and relaxed family outings.

335 Kirkcaldy Drive, Winter Springs

1304 Ortega Street, Winter Springs
$459,900
4 Beds ⋅ 3 Baths ⋅ TB8504998 MLS
NEW PRICE! MAJOR UPDATES & AN AMAZING BACKYARD RETREAT! Discover a home that offers more than just a place to live — Welcome to this 4-bedroom, 2.5-bath home offering 2,152 SqFt of living space on a spacious 10,019-square-foot lot in the desirable Sunrise Estates community of Winter Springs. BIG-TICKET UPDATES ALREADY COMPLETED! Enjoy added peace of mind with a NEW ROOF (2023), A/C (2020), WATER HEATER (2023), and WHOLE-HOME WATER SOFTENER (2024). Additional features include updated bathrooms, fresh interior paint, ceramic tile flooring, soaring vaulted and cathedral ceilings, and an alkaline water filtration system at the kitchen sink. Step inside and discover a unique multi-level layout designed to offer both comfortable gathering spaces and privacy. The main level welcomes you with spacious formal living and dining areas, while the eat-in kitchen features solid wood cabinetry, solid-surface countertops, a pantry, and generous storage. Just a few steps down, the impressive 21x18 family room creates the perfect setting for relaxing or entertaining, complete with a charming stone wood-burning fireplace and French doors leading to the outdoor living area. Upstairs, you’ll find all four bedrooms, including a spacious primary suite with a walk-in closet. YOUR OWN PRIVATE BACKYARD RETREAT AWAITS! Imagine enjoying your morning coffee on the oversized 21x14 covered and screened lanai, hosting weekend gatherings, or unwinding after a long day. The fully fenced backyard offers a gas fire pit, an additional outdoor fire pit, garden space, a dedicated dog run, play area, and storage shed. A private irrigation well helps maintain the landscaping without using metered household water. Additional highlights include an indoor laundry room, two-car garage, extended driveway parking, public water and sewer, and a LOW HOA: $30 PER MONTH! Located in a non-flood zone and NO rental restrictions, this property offers flexibility for homeowners and investors alike. LOCATION, LOCATION, LOCATION! Conveniently situated near Rainbow Elementary School, Winter Springs Town Center, Oviedo, Tuskawilla Road, shopping, dining, parks, and SR-417, providing easy access to Orlando, UCF, and Lake Mary. A FANTASTIC OPPORTUNITY TO ENJOY SPACE, MAJOR UPDATES, AND OUTDOOR LIVING IN WINTER SPRINGS! The property is vacant and ready for its next owner. Seller may consider assistance toward buyer’s closing costs with an acceptable offer. DON’T MISS YOUR OPPORTUNITY — SCHEDULE YOUR PRIVATE SHOWING TODAY!

1304 Ortega Street, Winter Springs

50 Sheoah Boulevard Unit 33, Winter Springs
$154,950
2 Beds ⋅ 2 Baths ⋅ O6404380 MLS ⋅ Sheoah 1 BLDG.
THIS HOME QUALIFIES FOR $0 DOWN WITH OUR PREFERRED LENDER!!! DON'T MISS YOUR OPPORTUNITY TO OWN THIS BEAUTIFUL HOME!! WELCOME HOME! This elegant, bright, and open first-floor, single-story 2-bedroom, 2-bath condo is located in the highly desirable Winter Springs community. From the moment you step inside, you’ll feel right at home in the spacious living and dining area featuring custom-built shelving and an inviting layout perfect for relaxing or entertaining. The split-bedroom floor plan offers added privacy, with sliding doors from the primary suite leading to a charming brick patio, ideal for enjoying your morning coffee or unwinding in the evening. The kitchen has been beautifully renovated with new appliances, updated countertops, and ample workspace. The primary bathroom features a walk-in shower with safety grab bars, while the guest bathroom includes a tub, with a convenient laundry area located in the guest bath closet. A bright and airy enclosed Florida room with A/C provides flexible space for a home office, reading nook, or additional living area. Step outside to your private patio with room for outdoor furniture, plants, or even your own garden retreat, all overlooking a peaceful wooded conservation area. Additional highlights include approximately 1,196 square feet including the enclosed porch, a newer A/C and water heater, fresh interior paint in a modern light gray, and no carpet throughout. Located in The Highlands, a quiet and friendly community offering a pool, tennis courts, parks, walking trails, scenic water views, reserved parking, and community mailboxes. HOA fees include high-speed internet, cable, pest control, and full grounds maintenance, with weekly lawn care and twice-weekly trash pickup. The home is situated in a top-rated school district with schools nearby and is just minutes from shopping, dining, and everyday conveniences. Schedule your private showing today, this one won’t last long!

50 Sheoah Boulevard Unit 33, Winter Springs

How much is your home worth?

Get instant property value now!