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CYPRESS CLUB - O6408474 - 497 CLUB DR, WINTER SPRINGS, FL 32708 3 Days on yellowkey
$232,800 | Townhouse | 2 beds | 2.0 baths
Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! Light and neutral colors throughout, freshly painted approximately two years ago! *Vaulted ceiling in the spacious family/great room with a wood burning fireplace! Tile flooring in the living areas and laminate in the bedrooms. Split bedroom floorplan, with one bedroom downstairs. Tub and shower combination in both bathrooms. Newer a/c and a washer and dryer included! Screened and Covered porch and an additional outside storage closet for additional storage. Community pool in addition the master community pool! Two assigned parking spaces and additional visitor parking. The community offers a fabulous club house, nature walking trails, parks, playground and tennis courts. Located close to shops and restaurants and very close to SR 434, SR 17/92 and SR 417 for easy commuting.
Listing is courtesy of: WATSON REALTY CORP
JESUPS RESERVE TWNHMS REP - O6407329 - 335 LANSBROOK LN, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$345,000 | Townhouse | 2 beds | 2.0 baths | 2 gar
Welcome Home to 335 Lansbrook Lane! This move-in ready 2 Bed/2 Bath townhouse is ready for its new owner. Enjoy the ultimate Florida lifestyle with peaceful water views right from your front porch. Inside, you’ll find a functional and inviting layout featuring a downstairs bedroom and full bath, while upstairs offers the primary suite, kitchen, and spacious living area. Conveniently located in highly sought-after Seminole County, you’ll be just minutes from shopping, dining, entertainment, and everyday conveniences. Recent updates include a (2023) Roof and (2025) Appliances, making this home truly move-in ready. Come see all this home has to offer! Call Today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY
SUNRISE ESTATES UNIT 5 - O6408037 - 998 EL LAGO TER, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$650,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to Sunrise Estates and your opportunity to own a truly unique property in the heart of Winter Springs! Sitting on just **OVER AN ACRE** at the end of a quiet **CUL-DE-SAC**, this single story **POOL HOME** combines privacy, upgrades, and location in a way that is hard to find. Major improvements bring peace of mind, starting with a NEWER ROOF (2021), UPDATED A/C (2022), NEW WATER HEATER (2022), WATER SOFTENER SYSTEM (2022) and DOUBLE PANE WINDOWS (2022). Fresh EXTERIOR PAINT and a SOLAR SYSTEM keep the home looking great and your utility bills low. Inside you will be delighted to find many updates, along with vaulted ceilings, and HARDWOOD, wood laminate and tile floors that flow throughout the functional layout. The foyer is framed by the living and dining areas, with the living room offering a cozy fireplace and direct access to the lanai. The UPDATED KITCHEN features sleek BOSCH STAINLESS STEEL APPLIANCES, granite countertops, complementary tiled backsplash, abundant storage, and glass inset doors that open directly to the lanai – making INDOOR/OUTDOOR LIVING a breeze! On one side of the home three guest bedrooms share a fully updated bath complete with exterior access, and on the opposite side your expansive PRIMARY SUITE feels like a retreat that delivers custom blinds, a WALK-IN CLOSET and a private en-suite bath with a dual sink vanity, SOAKING TUB and separate tiled shower. A flexible bonus space connects to your suite – ideal for a sitting room, home office, home gym or nursery, with direct access to the backyard for plenty of natural light. Step outside and into your own private oasis – a COVERED LANAI and expansive deck overlooks the sparkling POOL and SPA, all SCREENED and surrounded by mature trees that create a private, tranquil setting. With all the space you could ask for and a fully FENCED YARD, there is plenty of room for play, gardening, or simply enjoying the outdoors! Irrigation is handled by a private well, while the home connects to public water for convenience. Residents will appreciate the LOW HOA, easy access to Sunrise Community Park and the location couldn't be better. You are just minutes from TOP-RATED SCHOOLS, shopping, dining, neighboring Oviedo and major roadways like SR 417, Red Bug Lake Rd, Tuskawilla Rd and 426. Don’t miss the rare chance to own over an acre in Winter Springs with an updated pool home at the center of it all. The private setting, thoughtful upgrades, and unbeatable location make this one a MUST-SEE! Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC
TUSKAWILLA CROSSINGS 50'S - O6408012 - 1513 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$679,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
From the moment you walk in, this beautifully appointed 2020 built home in Tuskawilla Crossings and backing up to wooded conservation, feels warm, inviting, and effortlessly functional. This expansive two-story residence offers 4 bedrooms, 2.5 bathrooms, a spacious loft, and the open-concept layout today’s buyers are hunting for. The heart of the home is a bright, beautifully connected living space where the family room, dining area, and kitchen flow effortlessly together—perfect for entertaining, holidays, or laid-back nights at home. The kitchen delivers serious style with 42” cabinetry, quartz countertops, slate appliances, and oversized prep space that makes everyday living feel elevated. Upstairs, the primary suite is oversized and calming with a spa-style bath featuring dual sinks, soaking tub, walk-in shower, and a massive walk-in closet, while the upstairs laundry room adds convenience exactly where you need it. This home includes a whole-house Brita Pro water filtration and softener system, transferable Taexx in-wall pest defense system through Home Team Security, Ring doorbell, security system, faux wood blinds, extended tile flooring, and washer & dryer. Outside, enjoy peaceful conservation views and no rear neighbors! The large backyard, covered lanai and recently added pavers create the perfect setup for cookouts, playtime, pets, or future outdoor dreams with the swing set included too. Located in one of Winter Springs’ most sought-after areas with a community pool, playground and quick access to shopping, dining and major roadways—this home checks boxes buyers didn’t even know they had. Homes this clean, this upgraded, and this move-in ready don’t stay quiet for long. Schedule your exclusive showing today!!
NORTH ORLANDO RANCHES SEC 02A - O6407546 - 143 HAYES RD, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$489,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to 143 Hayes Rd, Winter Springs a rare opportunity to own a beautifully renovated home in one of the area’s most exclusive and sought-after locations. Situated on a huge corner lot surrounded by mature trees, this property offers privacy, space, and the freedom of no HOA with low property taxes. This home has been recently updated and is truly move-in ready, featuring a 2017 roof, brand-new AC system, fresh interior and exterior paint, new carpet, and a newly finished driveway. Every detail has been thoughtfully refreshed to provide comfort and peace of mind for the next owner. Step outside and imagine yourself enjoying your own private pool while being surrounded by peaceful natural scenery — the perfect setting for relaxing weekends, entertaining guests, or simply enjoying Florida living at its best. Conveniently located near top-rated schools, shopping, dining, and major highways while still offering the tranquility of a private retreat. Homes like this in Winter Springs rarely hit the market!
Listing is courtesy of: EMPIRE NETWORK REALTY
BARRINGTON ESTATES - O6407736 - 1551 WESCOTT LOOP, WINTER SPRINGS, FL 32708 4 Days on yellowkey
$750,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar
Welcome to Barrington Estates, where this light-filled home with an open floor plan instantly makes you feel at home. High ceilings blend timeless charm with modern style, while new luxury vinyl flooring flows throughout the entire home. The open kitchen overlooks the family room, creating the perfect space for entertaining, cooking, and spending time together. A dedicated office provides the ideal setup for working from home, studying, or creating a quiet flex space. The split-bedroom layout offers added privacy, with the spacious primary suite tucked away from the secondary bedrooms. The primary bedroom features peaceful backyard views, an impressive ensuite bathroom, and a custom walk-in closet. All additional bedrooms are generously sized and conveniently located near beautifully updated bathrooms. Recent upgrades include a remodeled kitchen with a new sink, quartz countertops, updated hardware, and new cabinets. Additional improvements include a backyard shed, fenced yard, installed gutters, and a stylish bar area complete with a sink and mini fridge. A standout feature of this home is the state-of-the-art solar system, designed to power multiple electric vehicles or even support a future pool. The system also includes backup batteries for added peace of mind during power outages. The solar agreement is currently a rental and may be assumed or terminated by the new owners. With the system in place, the current Duke Energy bill averages only $35 per month. Conveniently located just one mile from Highway 417, commuting anywhere in Central Florida is a breeze. Plus, the home is zoned for highly rated Oviedo schools. Come experience this exceptional home for yourself and make it your own!
Listing is courtesy of: DALTON WADE INC
WINTER SPRINGS UNIT 4 - O6407799 - 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$625,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
PROFESSIONAL PHOTOS COMING SOON. Situated on a spacious 0.38-acre lot in the highly sought-after Tuscawilla community of Winter Springs, this beautifully updated pool home combines thoughtful upgrades, flexible living space, and inviting outdoor areas with the added benefit of NO HOA. Inside, the remodeled kitchen opens to the main living spaces and showcases updated cabinetry, stone countertops, tile backsplash, stainless steel appliances, recessed lighting, and a custom range hood. A newly added pantry and bar area complement the open kitchen design. The split-bedroom layout offers added privacy, with the primary suite tucked away on one side of the home and the secondary bedrooms positioned on the opposite side. The primary suite also features a walk-in closet and versatile bonus space ideal for a home office, nursery, gym, or sitting area. Multiple living and flex spaces provide endless options for entertaining, working from home, or creating additional lounge and dining areas. Major updates include new Luxury Vinyl Plank flooring throughout, fresh interior and exterior paint, upgraded bathrooms, full home replumb and complete rewire (2026), new roof (2024), HVAC (2019), and water heater (2018). Step outside to enjoy an oversized resurfaced and retiled screened pool, expansive lanai and deck space, fully fenced backyard, and a newly paved private front courtyard designed for relaxing and gathering outdoors. Located near Tuscawilla Country Club, Central Winds Park, shopping, dining, Publix, Winter Springs High School, and SR-417, this home offers the perfect balance of privacy, convenience, and the established charm Tuscawilla is known for.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY
HIGHLANDS SEC 4 - G5112246 - 721 GALLOWAY CT, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$359,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to this charming home with a beautiful Winter Springs address! Nestled on a quiet, tree-lined cul-de-sac in the legendary Highlands community, this updated two-story 3 bedroom, 2.5 bathroom custom home offers the perfect blend of warmth, comfort, privacy, and functionality — all backing up to a stunning natural spring preserve with trails and no rear neighbors! Offering an inviting layout filled with natural light, this home immediately makes you feel at ease the moment you walk through the door. The great room features soaring ceilings and warm wood accents that reflect character and charm rarely found at this price point. The updated kitchen is designed for both everyday living and entertaining, featuring granite countertops, recessed lighting, pantry storage, and newer modern stainless appliances. The kitchen flows seamlessly into the dining area. Sliding glass doors lead you to your private outdoor retreat. Step outside and enjoy true Florida living with a peaceful wooded view, oversized patio space, luxury hot tub spa with massage jets, grill, and patio table with umbrella— all included! Whether you're hosting guests or unwinding after a long day, this backyard setting is virtually impossible to beat. Upstairs, you’ll find three bedrooms, including a spacious Primary Suite with a huge walk-in closet. The Primary bath offers excellent potential, needing just a touch of TLC. Major updates provide peace of mind, including a Roof (2020), Hot Water Heater (2022), Electrical (2015), Kitchen Renovation (2015), first floor Windows replaced (2015), and AC (2017). Located in the amenity-rich Highlands, residents enjoy access to a community pool, clubhouse, tennis courts, playgrounds, scenic walking trails, and beautiful boardwalks — all with low HOA fees. Add in top-rated Seminole County schools and a location near shopping, dining, parks, and major roadways, and you have an incredible opportunity to own in one of Central Florida’s most loved communities. This is the kind of home buyers wait for — updated, private, full of character, and located in one of the best communities in the area. Don’t miss out!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC
PARKSTONE - O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$569,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
PHOTOS COMING SOON**268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up, pool, park, and 2 playground walking path, community benches. Step inside this beautiful two-story home and immediately notice the high ceilings that create a bright, open atmosphere throughout. Hard flooring runs seamlessly from room to room, giving the entire 2,883 square feet a clean, modern feel that is both stylish and easy to maintain. The kitchen is equipped with sleek stainless steel appliances, making it the perfect space to prepare meals and gather with family and friends. With four spacious bedrooms, there is plenty of room for everyone. The primary bedroom offers a comfortable retreat after a long day, while the additional bedrooms provide flexible space for family, guests, or a home office. Two full and half bathroom ensure convenience for the entire household. This move-in ready home means no waiting and no hassle. Simply unpack and start enjoying everything this wonderful property and community have for you. Whether you are relaxing by the community pool, taking the family to the playground, walking trails, Lake Jess Up or exploring all that Central Florida has in store, this home puts it all within reach. Don't miss your chance to make 268 Tavestock Loop your new home. Schedule your private showing today!
Listing is courtesy of: FUSILIER REALTY GROUP
WILLOW RUN - O6407791 - 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$620,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Spacious and well-maintained 4-bedroom, 3-bath home in a highly sought after neighborhood! The owner's suite includes a walk-in closet and granite vanity, while the additional bedrooms are bright and comfortable. The family room has soaring ceilings, a gorgeous brick wood-burning fireplace and sliding glass doors overlooking the private back yard. The kitchen features granite countertops and an eating area with easy access to the living spaces. Relax in the sparkling pool while you overlook the fenced-in back yard with plenty of room for outdoor activities and pavers that leads to a built-in fire pit- a perfect place to gather family and friends! Centrally located in Tuskawilla/Redbug area with "A" rated Seminole County Schools, restaurants, Marketplace Mall and close to 417 toll road. Minutes to Orlando International Airport & downtown. Note from the owners - We have truly loved living in this neighborhood and being part of such a warm, welcoming community. The neighbors are friendly, caring, and always look out for one another. Some of our favorite memories include trick-or-treating together on Halloween, the beautiful luminaries at Christmas, and the many neighborhood parties and gatherings throughout the year. It’s a special neighborhood filled with connection and wonderful neighbors .
NORTH ORLANDO TERRACE UNIT 1 SEC 5 - O6407052 - 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708 5 Days on yellowkey
$390,000 | Single Family Home | 4 beds | 2.0 baths | 1 gar
One or more photo(s) has been virtually staged. Nestled in the highly desirable Winter Springs area, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern upgrades and everyday comfort. Every major component has been replaced, including a new roof, new windows, a new HVAC system, and a new water heater, providing peace of mind for years to come. Inside, you’ll find a completely renovated interior featuring all-new flooring, fresh paint inside and out, and stunning new bathrooms. The fully remodeled kitchen is equipped with brand-new appliances, stylish finishes, and plenty of space for cooking and entertaining. Step outside to enjoy the large screened lanai overlooking a spacious, fully fenced backyard—ideal for pets, play, and gatherings. With no HOA restrictions, you’ll have the freedom to truly make this property your own. Conveniently located near top-rated schools, major roadways, and an abundance of shopping and dining options, this move-in-ready home combines exceptional updates with an unbeatable location. Don’t miss the opportunity to make this Winter Springs gem your new home.
Listing is courtesy of: MCGLAMERY WILSON REALTY
HICKORY GROVE - O6407275 - 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$409,990 | Townhouse | 4 beds | 2.5 baths | 2 gar
Under Construction. The Catalina II offers a spacious and modern open-concept design on the main level, creating the perfect setting for entertaining, everyday living, and gathering with family and friends. This thoughtfully designed townhome features 4 bedrooms, 2.5 bathrooms, and a rear-loading 2-car garage, blending functionality with contemporary style in desirable Winter Springs, FL. The owner’s suite serves as a private retreat, complete with a well-appointed ensuite bathroom and a generous walk-in closet. The chef-inspired kitchen is designed for both beauty and performance, showcasing stainless steel appliances, a walk-in pantry, and a convenient breakfast bar ideal for casual dining and hosting.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES
HICKORY GROVE - O6407223 - 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$389,990 | Townhouse | 3 beds | 2.5 baths | 2 gar
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.
HIGHLANDS SEC 6 - O6407533 - 214 PERTH CT, WINTER SPRINGS, FL 32708 6 Days on yellowkey
$589,900 | Single Family Home | 6 beds | 4.0 baths | 2 gar
Exceptional investment opportunity in the highly sought-after Highlands community of Winter Springs! This rare and one-of-a-kind duplex features two spacious 3-bedroom, 2-bath units, each offering a 2-car garage, fenced backyard, soaring high ceilings, and thoughtfully designed floor plans that create an open and inviting feel. Both sides are professionally leased, currently generating a combined $3,200/month in gross rental income, with tenants responsible for their own utilities — and there is strong potential to increase rents in today’s market, making this an even stronger long-term investment opportunity. Recent updates provide peace of mind for years to come, including a new roof (2021), fresh exterior paint (2021), HVAC systems replaced on both sides (2021), updated windows, replumbing, updated tile flooring, and freshly painted interiors (2024). Both bathrooms have been professionally re-glazed to look like new while adding long-term durability and extended life to the surfaces. This duplex is extremely hard to find and offers endless possibilities for both investors and owner-occupants alike. It is an ideal income-producing property or perfect opportunity for a first-time homebuyer utilizing FHA financing — allowing the owner to live in one unit while renting out the other side to help offset the mortgage payment. Located in The Highlands, one of Winter Springs’ most desirable communities, residents enjoy scenic walking trails, a waterfront playground, sparkling community pool, clubhouse, and a low HOA — all within an amazing neighborhood known for its lifestyle and convenience. Whether you’re expanding your portfolio, house hacking, or searching for a flexible multigenerational opportunity, this property truly stands out from the rest.
Listing is courtesy of: EXP REALTY LLC
HIGHLANDS SEC 6 - O6407330 - 214 PERTH CT #A, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$589,900 | Apartment | 6 beds | 2 gar
WEDGEWOOD UNIT 2 - G5112228 - 1109 DAPPLED ELM LN, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$425,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
RECENT UPDATES: NEW ROOF (2023), HVAC (2026), WATER HEATER (2023), RE-PIPED (2022), & TRANSFERABLE TERMITE BOND (2026) Welcome to easy, low-maintenance living in the highly desirable Wedgewood Golf Villas of Tuscawilla! The HOA maintains the lawn, giving you more time to enjoy everything this exceptional area has to present — including the private Tuscawilla Country Club, Trotwood Park and Nature Trail. Conveniently located near top-rated Seminole County schools, shopping, dining, SR 417, and both beaches and attractions within approximately an hour. Step inside this beautifully maintained 3-bedroom home and immediately notice the abundant natural light, soaring cedar vaulted ceilings, and open yet cozy floor plan. The remodeled kitchen is a standout feature, showcasing gorgeous Cambria quartz countertops with a lifetime transferable warranty, with all appliances richly updated. The spacious great room with fireplace and dining area creates the perfect setting for relaxing or entertaining, while the dedicated den/office provides a quiet workspace separate from the bedrooms. Enjoy year-round comfort in the enclosed Florida Room with its own dedicated A/C and Heating systems, overlooking peaceful golf course views. Additional features include luxury vinyl plank flooring throughout the main living areas, plush carpeting in the bedrooms, and beautifully updated bathrooms. The spacious primary suite offers a serene retreat with vaulted ceilings and fully remodeled bath featuring a walk-in shower. Two additional bedrooms are privately situated near the remodeled guest bath, complete with skylight and oversized vanity. Outdoor living is enhanced by a screened porch (Lanai), ideal for entertaining or relaxing while enjoying serene views of the golf course. Residents can also take advantage of the private trail along the course for walking, exercise, or leisurely strolls. The privacy-fenced side yard provides the perfect space to create a secluded garden oasis. Whether you’re a first-time homebuyer, downsizing, or searching for a move-in-ready home in an established community, this property truly checks all the boxes. Total Square Ft of this home including the 324 Square Foot Florida Room is 1,829, what a deal!!!
Listing is courtesy of: WORTH CLARK REALTY
TUSCA OAKS - S5149589 - 424 FLATWOOD DR, WINTER SPRINGS, FL 32708 7 Days on yellowkey
$525,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Excellent opportunity in desirable Tusca Oaks/Tuscawilla area. Spacious 4BR/2.5BA with functional floor plan, generous room sizes, and strong curb appeal. Home has been well maintained and is in mostly original condition, offering buyers the chance to update to their personal taste while gaining value in a highly desirable Seminole County location. Community features mature landscaping, sidewalks, and convenient access to parks, trails, golf, shopping, dining, and major roads. Strong owner-occupancy area with long-term neighborhood stability. Easy to show.
NORTH ORLANDO 2ND ADD - O6404319 - 65 S DEVON AVE, WINTER SPRINGS, FL 32708 8 Days on yellowkey
$314,900 | Single Family Home | 3 beds | 2.0 baths | 1 car
Welcome to 65 S Devon Avenue, a charming 3 bedroom, 2 bath block-construction home in the heart of Winter Springs—perfect for first-time homebuyers or anyone looking for a move-in-ready home in a highly rated school district. This well-maintained property features a large fully fenced yard, ideal for pets, play, and outdoor living. Enjoy Florida evenings on your screened and covered lanai,or take advantage of the concrete patio pad—a great spot for a firepit, grilling area, or weekend entertaining. A two-car driveway provides ample parking and convenience. No HOA Inside, the home offers a functional layout with natural light throughout, comfortable living spaces, and the solid peace of mind that comes with block construction. Located in the sought-after Winter Springs school district, zoned for: • Winter Springs Elementary • Indian Trails Middle School • Winter Springs High School You’ll love the central location—just minutes to shopping, dining, parks, SR-434, the 417 Expressway, and all the everyday conveniences that make Winter Springs one of Central Florida’s most desirable communities. Affordable, well-located, and full of potential—this home is a fantastic opportunity to own in Winter Springs.
Listing is courtesy of: RE/MAX PRIME PROPERTIES
WILLOW RUN - O6406486 - 4209 LORI LOOP, WINTER SPRINGS, FL 32708 10 Days on yellowkey
$625,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Professional Photos coming! Traditional 4 Bedroom, 3 Bath Pool Home in Willow Run featuring a desirable three-way split floor plan and thoughtfully curated upgrades throughout. Surrounded by mature landscaping and designed for both comfort and entertaining, this gardener’s home blends timeless character with modern improvements. Newer windows fill the home with natural light, while solid wood bedroom doors add warmth and quality craftsmanship throughout. The family room is anchored by a classic wood-burning fireplace, creating an inviting gathering space. Major system updates include re-piped plumbing, a newer HVAC system (approx. 2023) with blue light air purification, and a new roof scheduled to be installed prior to closing. Outdoor living takes center stage with a heated saltwater pool, safety fence, expansive stone-finished pool deck and rear porch, widened driveway, and charming front porch accented by wrought iron fencing. Perfectly positioned near shopping, dining, and SR-417, with Winter Park just 15 minutes away and Central Florida’s beaches and theme parks approximately 50 minutes away. Schedule your private showing today.
TUSCAWILLA UNIT 07 - O6405524 - 1109 DUNCAN DR, WINTER SPRINGS, FL 32708 10 Days on yellowkey
$639,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Under contract-accepting backup offers. Tucked into the highly sought-after Tuscawilla Golf Community, 1109 Duncan Dr showcases an updated pool home on more than one-third of an acre. This 4-bedroom, 2-bath split floorplan home offers over 2,100 sq ft of bright, inviting living space with abundant natural light, and an open, flowing layout that feels spacious from the moment you enter. Recent updates include new windows, luxury tile flooring, new designer kitchen, stainless appliances, fresh interior paint, renovated bathrooms, and MORE! Separate living and dining rooms provide flexible gathering space, while the heart of the home unfolds in the new spacious kitchen and family room—designed for easy everyday living and entertaining. The chef's kitchen features 42-inch cabinetry, solid surface countertops, an island with generous prep space, and an innovative InvisiCook cooktop. Both bathrooms have been thoughtfully redesigned with clean, modern finishes. Step outside to enjoy true Florida living with an oversized pool, screened lanai, and expansive backyard offering exceptional privacy and room to relax or entertain. With NO HOA this is a rare opportunity in this established community. Conveniently located near shopping, dining, parks, the Cross Seminole Trail, top-rated schools, Winter Springs, Oviedo, and Tuscawilla Country Club. Homes with this much space, privacy, and thoughtful updating in Tuscawilla are becoming increasingly hard to find. CALL TODAY to schedule your private viewing.
THE HIGHLANDS SECTIONS SEVEN & EIGHT - O6396980 - 629 RYAN CT, WINTER SPRINGS, FL 32708 11 Days on yellowkey
$479,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main living areas, adding warmth and timeless appeal. The spacious kitchen features elegant stone countertops, ample cabinetry, and plenty of room for cooking and entertaining. The primary suite serves as a relaxing retreat with an en suite bathroom that includes a dual sink vanity, a large soaking tub, and a walk-in closet. The split-bedroom layout offers added privacy, while the two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to enjoy the oversized lot, offering plenty of space for outdoor living and activities. The screened-in lanai is perfect for enjoying Florida’s weather year-round, whether you're relaxing or hosting guests. A 2-car garage adds convenience and extra storage. Residents also enjoy access to a community pool, as well as tennis courts, pickleball courts, and scenic nature trails, perfect for an active and social lifestyle. Ideally located in Winter Springs, this home is close to top-rated Seminole County schools, beautiful parks and trails, shopping and dining options, and provides easy access to major roadways for commuting to Orlando and surrounding areas. Enjoy a balance of peaceful suburban living with everyday conveniences just minutes away.
Listing is courtesy of: SOTERA LIVING
NORTH ORLANDO TOWNSITE FOURTH ADD REPLAT - O6404854 - 221 SHERRY AVE, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$366,900 | Single Family Home | 4 beds | 2.0 baths
Beautiful fully renovated property featuring 4 spacious bedrooms, 2 modern bathrooms, and an additional room perfect for an office or play room. The home has been completely updated, including a new roof and new windows, providing improved energy efficiency and peace of mind. Open layout with excellent natural light and modern finishes throughout. Move-in ready, ideal for a family home or investment opportunity. Conveniently located with easy access to schools, shopping, and major roads.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC
TUSCAWILLA UNIT 14B - O6405243 - 1835 SENECA BLVD, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$975,000 | Single Family Home | 6 beds | 4.5 baths | 2 gar
BEAUTIFUL, UPDATED Six-Bedroom, Four and one-half Bath Executive Pool home in Tuscawilla’s sought-after Chelsea Woods community with its tree-canopy lined streets! This unique home has no back neighbors, no required HOA & offers TWO PRIMARY BEDROOMS (one on each level) & a third bedroom with ensuite bath access! This fabulous home sits on an oversized lot with a wooded green space behind it & is zoned for Top-Rated schools including Oviedo High. This home features a REMODELED KITCHEN, REMODELED PRIMARY BATHS, & boasts numerous updates: NEWER ROOF (2021); LOW-E DOUBLE PANE WINDOWS (2022); TWO NEWER HVAC SYSTEMS (2021); Two NEWER WATER HEATERS (2024 & 2025); RESURFACED POOL with FULLY PAVED DECKING & Newer variable speed pool pump; Freshly painted exterior (2023); PLANTATION SHUTTERS; CROWN MOLDING; KNOCK DOWN CEILINGS; upgraded Security System; and a whole-house WATER SOFTENER. The Kitchen is a chef's dream, showcasing elegant two-tone cabinetry, granite counters, a stylish stone backsplash and soft-close doors & drawers. Enjoy casual meals at the island's breakfast bar & dine in style under crown molding in the spacious Dining Rm, complemented by Plantation Shutters here and in several other rooms. First Floor flooring is upgraded with large porcelain tile throughout, with the exception of the rich engineered hardwood floors in the Primary Bedroom. The first floor Primary Bedroom remodeled bath features a zero-entry shower with newer tile, tall cabinets with granite counters & dual sinks. Beautiful hardwood stairs lead the way to the upper floor, where the Primary Bedroom here also features a remodeled bath with a generous sized shower with dual showerheads, a separate bath & tall cabinetry with granite counters. The other 4 Bedrooms upstairs are generously sized, with one having direct access from the Primary Bedroom, making it perfect as a nursery, office or gym. With 14 closets in this home there’s no shortage of storage! This home offers warmth as well as charm with TWO FIREPLACES—one in the Living Rm and one in the Family Rm. The Family Rm is open to the kitchen & features sliding glass doors that open to the spacious lanai & pool. Step outside to a beautifully resurfaced pool area with brick paver decking, a screen enclosure & a large covered patio—perfect for outdoor gatherings! The fully-fenced backyard sits on over a 1/3 acre lot & backs up to a peaceful wooded green space. You will appreciate the interior Laundry Rm with its utility sink, the large pantry closet, the extra room in the 2-1/2 Car Side-Entry Garage, pull down attic stairs, the stylish landscape curbing and the EXTENDED DRIVEWAY – perfect for keeping extra vehicles. This fabulous home is located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in highly desirable Tuscawilla and is close to several parks, the 29-mile Cross-Seminole Trail & is within a mile of the Tuscawilla Country Club, where Golf, Tennis & Social memberships are available at this beautiful, recently renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. This is truly a perfect place to call home. Don’t delay in calling for your PRIVATE SHOWING of this beautiful, executive home, perfect for a large or multi-generational family!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
WINTER SPGS UNIT 4 - O6405925 - 805 LEOPARD TRL, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$574,990 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to 805 Leopard Trail in Winter Springs, a 4-bedroom, 2-bath pool home located in a quiet, established no HOA community. Situated on approximately half an acre, this property offers a rare combination of space, privacy, and natural surroundings. The home features a functional layout with comfortable living areas, while large windows and sliding glass doors provide natural light and seamless access to the backyard. Step outside to a truly special outdoor setting, where mature trees, natural surroundings, and the sounds of nature create a peaceful and private atmosphere. The backyard is a standout feature, complete with a private pool and plenty of space to relax or entertain. The pool area is also plumbed for a future outdoor kitchen, offering additional potential. With a generous lot size, there is ample room for recreation, storage, or future improvements. Conveniently located near University of Central Florida, Central Winds Park, Oviedo Mall, as well as shopping, dining, and major roadways including SR 434 and SR 417, this property offers both tranquility and accessibility in a desirable Winter Springs location.
WINTER SPGS VILLAGE PH 1 - TB8504175 - 820 WAKULLA LN, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$424,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath home offers bright, comfortable living with fresh interior paint, new carpet, and new light fixtures throughout. The open main living area flows easily into the kitchen, where new quartz countertops, a new range, microwave, and dishwasher add style and everyday functionality. A new roof provides valuable peace of mind, while the spacious bedrooms, inviting natural light, and practical layout create a home that feels both polished and livable. With tasteful updates already complete, this home is ready to welcome its next owner.
Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC
JESUPS RESERVE TWNHMS REP - O6405666 - 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 12 Days on yellowkey
$390,000 | Townhouse | 3 beds | 3.5 baths | 2 gar
Welcome to 444 Blue Bayou Lane, a fully renovated 3-story end-unit townhome in a prime location in Winter Springs. Renovated within the past 2 years, this home has a modern, light-filled layout with thoughtful updates throughout. The kitchen flows seamlessly into the main living space, opening to a second-floor balcony. Upstairs, the primary bedroom features its own private balcony on the third floor. All bedrooms are well-sized, and the home shows consistent care and quality. The home includes all new appliances, along with a new washer and dryer. A transferable home warranty covers everything inside the home, including appliances and HVAC, for the next 2.5 years, providing added peace of mind. Additional upgrades include a whole-home water filtration system, a valuable feature in this area. A recent appraisal is also available upon request. Conveniently located just minutes from Central Winds Park, Winter Springs Town Center.
Listing is courtesy of: BEYCOME OF FLORIDA LLC
WINTER SPGS UNIT 4 - O6405183 - 118 PARTRIDGE CIR, WINTER SPRINGS, FL 32708 13 Days on yellowkey
$560,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Traditional Two-Story 4 Bedroom, 2.5 Bath Pool Home in Tuscawilla offering plenty of room to spread out with an oversized backyard and mature landscaping. Nestled along a beautiful tree-lined street, this home is just minutes from the private Tuscawilla Country Club, home of the champion Tiger Sharks swim team, and everything the Tuscawilla community has to offer. Recent upgrades include new windows, a B-hyve smart irrigation system with remote access connected to a well-fed irrigation system, camera/security system, and a 2026 HVAC system featuring separate upstairs and downstairs compressors for enhanced efficiency and comfort control. Brand new interior and exterior electrical panels have also been installed. Inside, you’ll find elegant details including judges paneling in the dining and living rooms, crown molding in the entry hall, dining room, and living room, along with custom upgraded kitchen lighting. Tuscawilla offers an exceptional lifestyle with top-rated Seminole County schools and nearby Trotwood Park featuring pickleball courts, playgrounds, swings, slides, and a splash pad for the kids. Conveniently located approximately 50 minutes from both Central Florida beaches and the theme parks. Inside, you’ll find elegant details including judges paneling in the dining and living rooms, crown molding in the entry hall, dining room, and living room, along with custom upgraded kitchen lighting. Tuscawilla offers an exceptional lifestyle with top-rated Seminole County schools and nearby Trotwood Park featuring pickleball courts, playgrounds, swings, slides, and a splash pad for the kids. Conveniently located approximately 50 minutes from both Central Florida beaches and the theme parks.
MOUNT GREENWOOD UNIT 2 OF - O6405365 - 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 13 Days on yellowkey
$240,000 | Townhouse | 2 beds | 2.5 baths
Explore 510 Green Spring Cir, a residence recently enhanced with fresh interior paint and partial flooring replacement throughout. The kitchen includes an accent backsplash, complementing the recent updates for a refreshed interior feel. This property blends modern updates and practical style, ready for you to enjoy. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC
NORTH ORLANDO - O6404221 - 10 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$789,000 | Apartment | 8 beds
Under contract-accepting backup offers. **Multiple offers received. Seller requests highest & best offers by 1 PM Tuesday, 5/12.** Turnkey FULLY RENOVATED quadplex in desirable Winter Springs. NO HOA!! Major updates (2019–2020) include ROOF, HVAC, PLUMBING, INTERIORS and ELECTRIC BREAKER PANERL & APPLIANCES—minimizing near-term maintenance. SOLID CONCRETE BLOCK BUILDING! All FOUR UNITS are fully RENOVATED with MODERN finishes and strong RENTAL APPEAL. Each unit offers 2 bedrooms, 1 full bath, 1 half bath, a screened PRIVATE PORCH porch with storage, and NEWER SAMSUNG WASHER/DRYER IN EACH UNIT! Upgrades include STAINLESS STEEL appliances, GRANITE countertops, and engineered WOOD FLOORING. NO CARPET! Separate WATER & ELECTRIC METERS for each unit, plus security alarm in each unit. Ample FRONT PARKING. Estimated rents of ~$1,650 per unit provide SOLID INCOME potential. Located near Winter Springs Town Center, Central Winds Park, TOP Seminole County SCHOOLS, shopping, and dining. Easy access to SunRail via Longwood SunRail Station. Rent-ready with STRONG UPSIDE and NO additional work required. Call today!
Listing is courtesy of: JOHN SADRI & COMPANY
DEER RUN UNIT 19A - O6405179 - 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$245,000 | Townhouse | 3 beds | 2.0 baths
Welcome to 4490 Brook Hollow, a beautifully maintained property nestled in a quiet and desirable Florida community. This home offers the perfect blend of comfort, functionality, and Florida lifestyle living. Step inside to find a light-filled interior with an open and inviting floor plan, ideal for both everyday living and entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen featuring ample cabinetry, generous counter space, and a layout designed for convenience. The primary suite provides a relaxing retreat with a private bath and ample closet space, while additional bedrooms offer flexibility for guests, a home office, or growing households. Outside, enjoy a peaceful setting with room to relax or entertain—perfect for enjoying Florida’s year-round sunshine. Whether you’re hosting gatherings or unwinding after a long day, this outdoor space delivers. Conveniently located near shopping, dining, major roadways, and local attractions, this home combines tranquility with accessibility. Don’t miss the opportunity to make this charming property your next home.
HIGHLANDS SEC 4 - O6404912 - 758 N GRETNA CT, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$450,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this versatile and beautifully updated 4-bedroom, 3-bathroom home offering both comfort and opportunity. From the moment you step inside, you’re greeted by a warm, inviting atmosphere that instantly feels like home. The rich vinyl flooring stretches seamlessly throughout, adding both elegance and durability, while the light-colored walls reflect natural light to create a bright, airy space that feels open yet cozy. The heart of the home is a stunning kitchen equipped with newer appliances, including a brand-new refrigerator, making it perfect for everyday living and entertaining. Both the guest and primary bathrooms have been tastefully updated, adding a fresh and contemporary feel. One of the standout features of this property is its flexible layout. The Florida room and back bedroom have been thoughtfully converted into a secondary living space, ideal for generating supplemental income, accommodating guests, or creating a private in-law suite. This area can also be easily reintegrated into the main home if desired. Additional highlights include a HVAC system installed in 2020, providing peace of mind and energy efficiency. Whether you're looking for a primary residence with income potential or a spacious home with adaptable living areas, this property offers incredible value and flexibility.
HIGHLAND VILLAGE 1 - O6400818 - 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$339,900 | Single Family Home | 3 beds | 2.0 baths
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.
Listing is courtesy of: MILLENIUM REALTY GROUP
RESERVE AT TUSCAWILLA PH 1 THE - O6404923 - 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 14 Days on yellowkey
$1,150,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar
LUXURY ESTATE IN GATED RESERVE AT TUSCAWILLA WITH RESORT-STYLE OUTDOOR OASIS DESIGNED FOR ENTERTAINING. Designed for entertaining, this over half-acre estate in gated Reserve at Tuscawilla features a resort-style outdoor oasis with pool, spa, fire pit, and fully equipped summer kitchen, creating a private setting ideal for hosting guests and enjoying everyday living. Welcome to 109 Cherry Creek Circle in Winter Springs, a 5-bedroom, 4-bath residence offering 3,440 sq.ft. with timeless design and a layout that lives beautifully day to day and shines when you have a house full of friends. High ceilings and a classic columned entry lead to a light-filled family room with a gas fireplace and marble surround, perfectly positioned to take in views of the backyard. The screened lanai with updated pavers (2023) opens to an oversized 9-foot deep pool and propane-heated spa framed by custom Tennessee River Rock, with matching stone extending to a dedicated fire pit lounge area that creates multiple spaces to gather and unwind. A covered bar and outdoor kitchen with Viking grill and Texas smoker complete the experience, making indoor-outdoor entertaining effortless. The gourmet kitchen continues the flow with a gas cooktop, built-in double ovens, beverage station, and a breakfast nook highlighted by a signature Von Jacobs ceiling detail, connecting seamlessly to the main living areas. Formal living and dining rooms add flexibility, with the dining room anchored by a Tiffany-style chandelier. The private first-floor primary suite features a remodeled spa-style bathroom (2025) and a large walk-in closet with custom organization, while three additional bedrooms on the main level include a Jack and Jill bath; upstairs, an oversized private suite with new wood-look tile offers flexible space for guests or a retreat. Additional highlights include a 100-bottle temperature-controlled wine cellar, tile and hardwood flooring, and a 3-car side-load garage with professionally finished floor. Major updates include roof (2017), HVAC (2017), whole-house replumb (2024), water heater (2026), and updated driveway and lanai pavers (2023). Located within one of Winter Springs’ most sought-after gated communities, with access to top-rated schools, Tuscawilla Country Club, the Cross Seminole Trail, SR-434, and 417; homes in Reserve at Tuscawilla are seldom available, offering a rare opportunity within this established enclave. This is more than a home, it’s a setting designed for gathering, entertaining, and creating lasting memories.
SUNRISE ESTATES UNIT 1 - TB8504998 - 1304 ORTEGA ST, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$539,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
THIS IS THE ONE you’ve been waiting for in Winter Springs. This spacious 4-bedroom, 2.5-bath home with 2,152 SqFt offers the perfect combination of space, flexibility, and income potential. Located in a non-flood zone with low HOA and NO rental restrictions, this is a rare find for both homeowners and savvy investors. Featuring a unique three-level layout, the home includes formal living and dining areas plus a versatile Family room—perfect for movie nights, game days with friends, or even unforgettable family karaoke evenings. Step outside and get ready to fall in love. The fully fenced backyard is built for lifestyle: the spacious covered and screened terrace invites you to enjoy your morning coffee by a charming gas fire pit, unwind with evening cocktails, roast marshmallows around a natural fire pit, or host the perfect BBQs. The outdoor space also features a small play area, while still offering ample room for pets to run freely. This is Florida living done right. Freshly painted, meticulously maintained, with updated bathrooms and a functional kitchen ready for immediate enjoyment. For added value and peace of mind, the property includes a water softener system throughout the home and an alkaline water filtration system at the kitchen sink—features today’s buyers truly appreciate. Located near top-rated Seminole County schools, parks, shopping, and major highways with easy access to Orlando. Opportunities like this are rare and move FAST. Schedule your private showing TODAY before it’s gone.
Listing is courtesy of: HOME PRIME REALTY LLC
HERITAGE PARK TWNHMS - O6404101 - 410 TRADITION LN, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$310,000 | Townhouse | 2 beds | 2.5 baths | 1 gar
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 2 bedroom, 2.5 bathroom townhouse located in the GATED COMMUNITY of Heritage Park! This thoughtfully designed floor plan offers both comfort and functionality, perfect for everyday living and entertaining. The first floor features a spacious living and dining area adorned with stunning porcelain tile, creating a sleek and modern feel. The kitchen is well-appointed with STAINLESS STEEL APPLIANCES and ample cabinet space, making meal prep a breeze. Step outside to the SCREENED-IN LANAI —an ideal spot to relax and enjoy your morning coffee or unwind after a long day. Upstairs, you’ll find two generously sized bedrooms, each equipped with ceiling fans for added comfort, along with well-designed bathrooms to suit your needs. Upstairs is a laundry closet with a washer and dryer. This townhome also includes a convenient one-car garage, providing secure parking and additional storage. Residents of Heritage Park enjoy access to community amenities including a pool, playground, and walking paths all within a secure gated setting. Conveniently located on SR 434, this home offers LOW MAINTENANCE LIVING in one of Seminole County’s most desirable and accessible areas, close to shopping, dining, A-rated schools and major roadways. Don’t miss your opportunity to own this move-in ready home in a prime location!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO
NORTH ORLANDO RANCHES SEC 04 - O6404598 - 330 HAYES RD, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$855,000 | Single Family Home | 4 beds | 2.0 baths | 3 gar
Located on 2 acres with R-1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store equipment, or run a home-based business. The home features a bright, open layout with high ceilings, abundant natural light, and updated windows with plantation shutters. The remodeled kitchen includes updated cabinetry, granite countertops, stainless steel appliances, a wine fridge, and a large island with breakfast bar. The split floor plan offers a spacious primary suite with a custom walk-in closet and an updated bathroom with dual sinks and a walk-in shower, while three additional bedrooms feature new carpet, updated fixtures, and ample closet space. The secondary bathroom also provides direct access to the pool. Outdoor living is a highlight, with a covered and screened patio overlooking a heated saltwater pool, an extended paver deck, and a gazebo with a firepit area, perfect for entertaining. Recent updates include a roof (2020), AC (2019), and water heater (2025), along with a whole-home water treatment system. The property also features a detached 3-car garage/workshop with AC and potential for a guest house or in-law suite, a shed with AC and water ideal for an office or studio, and a metal pole barn for boat or RV storage. Dual EV charging stations are also installed. This property offers a unique combination of comfort, functionality, and zoning flexibility to fit a variety of lifestyles.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA
WEDGEWOOD TENNIS VILLAS - O6404505 - 1452 CONNORS LN, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$475,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to 1452 Connors Lane, a beautifully updated home in the heart of Tuscawilla, one of Winter Springs’ most established and sought-after communities. From the moment you walk in, you’ll notice the open layout, soaring ceilings, and natural flow that make this home feel both spacious and inviting. The kitchen has been thoughtfully renovated with updated cabinetry, updated appliances, and stunning quartzite countertops, creating a space that is both functional and eye-catching. The bathrooms have also been fully redone with timeless finishes, offering a fresh and elevated feel throughout the home. This property has been meticulously improved over the years, including a new roof and gutters in 2022, interior paint in 2022, and fully renovated bathrooms in 2024. In 2025, the owners completed several major upgrades that truly set this home apart, including ceramic wood-look tile flooring, a brand new wood board-on-board fence, and a fully reimagined outdoor space. The rear patio features cedar tongue and groove detailing with cedar pillars, creating a warm and inviting outdoor living area. The backyard has been completely transformed with pavers throughout, a widened driveway, and artificial turf designed with pets in mind. Additional updates include newer windows and sliding glass doors, bringing in great natural light while improving efficiency. Beyond the home itself, Tuscawilla offers a lifestyle that is hard to beat. Known for its tree-lined streets, golf course community feel, and access to top-rated Seminole County schools, this neighborhood attracts buyers looking for both charm and convenience. Residents enjoy nearby parks, the Tuscawilla Country Club, walking and biking trails, and easy access to shopping, dining, and major roadways. Homes with this level of updates in Tuscawilla do not come around often, making this a rare opportunity to move right in and enjoy everything this community has to offer.
JESUPS LANDING - TB8504740 - 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$404,900 | Townhouse | 3 beds | 3.5 baths | 2 gar
One or more photo(s) has been virtually staged. Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath end unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet anywhere, perfect for all season in FL. The kitchen and living room are on the main level creating a seamless relaxing or entertaining experience with the ability for residents and guests to have privacy in bedrooms. All modern stainless steel appliances convey! The spacious primary bed/bath is on the 3rd floor and provides a large walk-in closet and dual sinks. Enjoy paradise from your key west style balcony above the 2-car garage. The community amenities include a fitness center and pool overlooking the neighborhood pond. Enjoy quick and easy access to shopping, dining, outdoor activities and entertainment, many of these steps from your front door.
Listing is courtesy of: TAH FLORIDA LLC
JESUPS LANDING - O6404500 - 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$404,000 | Townhouse | 3 beds | 2.5 baths | 2 gar
Immaculately maintained end-unit townhome, ready for you to make it yours! Bright and airy with plenty of windows, this home offers newly installed luxury vinyl on the stairs and second level, providing a modern, seamless look from top to bottom. The kitchen features stainless steel appliances, quartz countertops, and 42" cabinets, with plenty of counter space and an open floorplan that’s perfect for entertaining. Upstairs, you’ll find 3 bedrooms plus a versatile loft and a private balcony where you can enjoy both sunrises and sunsets over the water. The spacious primary suite includes a tray ceiling and a stylish en-suite bath with a large walk-in shower. The secondary bath offers dual sinks, a convenient feature for busy households. Designer lighting and crown molding throughout the home add an extra touch of elegance. Major systems have been thoughtfully updated, including a brand-new A/C unit installed within the last year and community roofs replaced in 2025 for added peace of mind. No neighbors directly in front—just a calming water view to enjoy from your home. The community pool is just a short walk away, as is the Cross Seminole Trail—perfect for morning and evening walks just steps from your door. The community clubhouse also offers a fitness center and flexible gathering space for working, parties, or events. Follow Orange Avenue for a short walk to Central Winds Park, with sprawling green space, baseball and soccer fields, playgrounds, and year-round community events. You’re also close to top-rated Seminole County schools and Winter Springs Town Center, with easy access to the expressway for commuting. Don’t miss your chance to see this beautiful townhome.
Listing is courtesy of: SERHANT
SHEOAH SEC 1 - O6404380 - 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708 15 Days on yellowkey
$179,500 | Condo | 2 beds | 2.0 baths
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!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY
DEER RUN UNIT 19B - O6404267 - 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708 17 Days on yellowkey
$269,900 | Townhouse | 3 beds | 2.5 baths
Welcome home to this move in ready 3 bedroom, 2 bathroom end unit townhome nestled in the heart of Winter Springs! With 1,350 sq ft of well utilized living space, this charming residence offers the perfect blend of comfort and convenience — ideal for first-time buyers looking to plant roots in one of Seminole County's most sought-after communities. As an end unit, enjoy added privacy, extra natural light, and more breathing room than a typical townhome. Step inside to an updated interior that's truly ready for you from day one, no projects, no hassle, just home. Unwind after a long day on your screened patio/lanai, the perfect private retreat for morning coffee or evening relaxation year round. The community offers access to a pool and amenities that make it easy to relax and connect with neighbors. Located in Winter Springs, you're minutes from top-rated Seminole County schools, SR-417, Tuscawilla Country Club, and the vibrant dining and shopping of the Oviedo/Winter Springs area. 3 Beds | 2 Baths | 1,350 Sq Ft | End Unit | Screened Lanai | Community Pool | Move In Ready Don't miss your chance to own in Shadow Glenn — this one won't last! ?? Schedule your private showing today.