Winter Springs FL Real Estate & Homes for Sale

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Beds:
5
Baths:
4.00
Sq.Ft.:
3,118
Status:
NEW LISTING
MLS#:
O6408959
Type:
Single Family
Subdivision:
Citrus Oaks
Lot size:
0.27 Acres
Year built:
2001
A broker reciprocity listing Courtesy: JULIAN PROPERTIES, INC. 407-291-4900
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ADDITIONAL INFORMATION

Exceptional luxury living awaits in this beautifully reimagined 5-bedroom, 3.5-bath residence located within an exclusive gated community. Offering over 3,100 square feet of refined living space, this impressive home showcases luxury finishes and thoughtful upgrades throughout, including elegant travertine flooring, rich oil-rubbed plank floors, and a stunning updated kitchen appointed with stainless steel appliances. Designed for both elevated entertaining and everyday comfort, the spacious interior flows seamlessly to a private screen-enclosed pool retreat featuring a resurfaced finish, travertine pavers, and a fully fenced backyard oasis. The luxurious primary and guest baths have been tastefully updated, while major improvements such as a 2019 roof, hurricane impact slider doors, and fresh exterior paint provide peace of mind and timeless appeal. Perfectly positioned near top-rated schools, upscale shopping, dining, and convenient 417 access, this exceptional residence delivers the ideal blend of luxury, comfort, and location.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,476
Status:
NEW LISTING
MLS#:
O6408695
Type:
Townhouse
Subdivision:
Hickory Grove Twnhms
Lot size:
0.04 Acres
Year built:
2024
A broker reciprocity listing Courtesy: RALISTO, LLC 407-493-6032
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ADDITIONAL INFORMATION

Welcome to this almost-new townhome in beautiful Winter Springs! Located in the desirable Hickory Grove community, where you will find a maintenance free living, relaxing pool and cabana, playground for the little ones and a dog park for your furry friend, all just a few steps away and NO CDD to pay. The monthly HOA dues also include: landscaping, irrigation, weed control, exterior paint, roof, 1GB of high speed internet and cable premium package. This stunning residence has been tastefully decorated and offers the perfect blend of modern style, comfort, and convenience. Your front door opens up to the serene parks, fountains and walkways just across the street from your favorite stores and restaurants. Enjoy an open-concept layout with plenty of natural light, a modern kitchen with state of the art SS appliances, quartz counters and a beautiful island to entertain your guests. 3 bedrooms, 2.5 bathrooms, and a 2-car garage, and much more. This home is move-in ready and designed for easy living. Upstairs, the generous primary suite offers a private retreat with an en-suite bath and ample closet space. Built with today’s lifestyle in mind, this home also includes the peace of mind of a builder warranty, this is a fantastic opportunity to own a like-new home in one of Central Florida’s most sought-after areas with top-rated schools.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,726
Status:
NEW LISTING
MLS#:
O6402233
Type:
Condo
Subdivision:
Tuscany Place Ph 1
Lot size:
0.03 Acres
Year built:
2007
A broker reciprocity listing Courtesy: BHHS FLORIDA REALTY 407-406-5300
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ADDITIONAL INFORMATION

Welcome to Tuscany Place in the heart of sought after Tuscawilla! This well-maintained townhouse style condo offers a spacious floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen perfect for everyday living and entertaining. Enjoy spacious bedrooms, ample storage and an outdoor patio ideal for relaxing after a long day. Located in a gated community with amenities including a community pool and beautifully maintained grounds. Conveniently situated near Trotwood Park, shopping, dining, schools, golf course and major roadways for an easy commute. A fantastic opportunity to enjoy the Winter Springs lifestyle!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,176
Status:
NEW LISTING
MLS#:
O6408099
Type:
Townhouse
Subdivision:
The Landings At Parkstone
Lot size:
0.11 Acres
Year built:
2006
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE REALTY 407-977-7600
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ADDITIONAL INFORMATION

If you are looking for a turnkey property, this home is it! A rare find end unit has been completely updated & meticulously maintained inside this secluded gated community of The Landings at Parkstone. Imagine yourself in this absolutely stunning home featuring a gourmet kitchen with a clean modern look remodeled in 2025 with premuim quartz countertops, backsplash, new custom cabinetry and new appliances that will please the chef in the family. The primary bathroom was updated in 2024 and features a modern soaking tub, a spacious shower, dual vanity with quartz countertops & new plumbing fixtures. All new flooring throughout with plank tile downstairs and luxury vinyl plank upstairs. Some additional updates include: new AC 2024, roof in 2023, exterior paint in 2023, interior paint in 2025, screened in porch & more. This floor plan offers maximum flexibility with one bedroom & full bath downstairs. The Primary bedroom located upstairs has a custom tray ceiling & an incredibly spacious walk in closet with a small window for natural light. The upstairs has a guest bedroom along with a full bathroom. This neighborhood offers a dedicated community pool for The Landings residents only, secured mailboxes & lawncare included in the quarterly dues. Convenient to the Winter Springs Town Center, Cross Seminole Trail, Dog Park, Central Winds Park & easy eaccess to 417 to shorten the commute. Highly rated Seminole Conty Schools. Bring your most discriminating Buyers as this one will not disappoint!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,224
Status:
NEW LISTING
MLS#:
O6408474
Type:
Townhouse
Subdivision:
Cypress Club
Lot size:
0.03 Acres
Year built:
1987
A broker reciprocity listing Courtesy: WATSON REALTY CORP 407-323-3200
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,514
Status:
NEW LISTING
MLS#:
OM724828
Type:
Single Family
Subdivision:
Oak Forest Unit 5
Lot size:
0.41 Acres
Year built:
1986
A broker reciprocity listing Courtesy: REAL ESTATE RESOLUTIONS OF FLO 813-849-8918
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ADDITIONAL INFORMATION

Nestled in the highly sought-after Oak Forest community of Winter Springs, this beautifully maintained and fully remodeled 5-bedroom, 4-bath pool home offers more than 3,500 square feet of versatile living space designed for luxury, comfort, and flexibility. The main residence features a spacious open-concept kitchen, living and dining area, plus a separate family room and dedicated office/gym space. Adding exceptional value and versatility, the property also includes an attached bonus home with a private entrance. The lower level offers a in-law one-bedroom floor plan with an open living, kitchen, and dining area along with its own patio, while the upstairs studio suite includes a kitchenette and full bath — creating incredible opportunities for multi-generational living, guest accommodations or a home office setup. Inside the main home, the updated kitchen showcases solid wood cabinetry, quartz countertops, high-end stainless steel appliances, and abundant natural light throughout. The luxurious primary suite has been thoughtfully remodeled with custom millwork, shiplap accents, built-in storage, recessed lighting, warm wood-grain tile flooring, designer finishes, and direct patio access for a true private retreat. Step outside and experience Florida living at its finest in the screened-in pool area overlooking a fully fenced backyard and peaceful wooded preserve. Designed for entertaining, the outdoor space features a fully equipped outdoor kitchen including concrete countertops, sink, and refrigerator, built-in fireplace, TV, pool, poolside entertaining areas, low-maintenance artificial turf, a gazebo seating area with TV and fans, and an additional storage shed. Additional highlights include a 2-car garage, abundant parking, solar energy panels, wood-grain tile flooring throughout the main living areas, and well-maintained systems. Ideally located near top-rated Seminole County schools, shopping, dining, parks, and major roadways, this exceptional move-in ready property perfectly combines style, functionality, and an unbeatable location.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,129
Status:
NEW LISTING
MLS#:
O6407329
Type:
Townhouse
Subdivision:
Jesups Reserve Twnhms Rep
Lot size:
0.04 Acres
Year built:
2007
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-333-8088
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,995
Status:
NEW LISTING
MLS#:
O6408012
Type:
Single Family
Subdivision:
Tuskawilla Crossings 50's
Lot size:
0.14 Acres
Year built:
2020
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-333-8088
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ADDITIONAL INFORMATION

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!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,649
Status:
NEW LISTING
MLS#:
O6407546
Type:
Single Family
Subdivision:
North Orlando Ranches Sec 02a
Lot size:
0.29 Acres
Year built:
1983
A broker reciprocity listing Courtesy: EMPIRE NETWORK REALTY 407-440-3798
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,456
Status:
NEW LISTING
MLS#:
O6407791
Type:
Single Family
Subdivision:
Willow Run
Lot size:
0.29 Acres
Year built:
1986
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-647-1211
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ADDITIONAL INFORMATION

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 HEATED 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 . ROOF 2024 POOL PUMP 2025

Beds:
4
Baths:
3.00
Sq.Ft.:
2,415
Status:
NEW LISTING
MLS#:
O6407307
Type:
Single Family
Subdivision:
Parkstone
Lot size:
0.56 Acres
Year built:
2001
A broker reciprocity listing Courtesy: FUSILIER REALTY GROUP 407-476-0476
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,126
Status:
NEW LISTING
MLS#:
O6408037
Type:
Single Family
Subdivision:
Sunrise Estates Unit 5
Lot size:
1.02 Acres
Year built:
1989
A broker reciprocity listing Courtesy: WEMERT GROUP REALTY LLC 407-743-8356
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,803
Status:
NEW LISTING
MLS#:
O6407736
Type:
Single Family
Subdivision:
Barrington Estates
Lot size:
0.22 Acres
Year built:
2005
A broker reciprocity listing Courtesy: DALTON WADE INC 888-668-8283
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,181
Status:
NEW LISTING
MLS#:
O6407799
Type:
Single Family
Subdivision:
Winter Springs Unit 4
Lot size:
0.38 Acres
Year built:
1974
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,558
Status:
NEW LISTING
MLS#:
O6407052
Type:
Single Family
Subdivision:
North Orlando Terrace Unit 1 Sec 5
Lot size:
0.26 Acres
Year built:
1973
A broker reciprocity listing Courtesy: MCGLAMERY WILSON REALTY 407-399-7379
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ADDITIONAL INFORMATION

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.

Open House:

Tuesday, 5/19 10:00-5:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,678
Status:
NEW LISTING
MLS#:
O6407223
Type:
Townhouse
Subdivision:
Hickory Grove
Lot size:
0.04 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MATTAMY REAL ESTATE SERVICES 407-440-1760
View additional info

ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
4.00
Sq.Ft.:
2,247
Status:
NEW LISTING
MLS#:
O6407533
Type:
Single Family
Subdivision:
Highlands Sec 6
Lot size:
0.21 Acres
Year built:
1980
A broker reciprocity listing Courtesy: EXP REALTY LLC 407-641-2808
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,075
Status:
Active
MLS#:
O6404319
Type:
Single Family
Subdivision:
North Orlando 2nd Add
Lot size:
0.18 Acres
Year built:
1960
A broker reciprocity listing Courtesy: RE/MAX PRIME PROPERTIES 407-347-4512
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,428
Status:
Active
MLS#:
O6406486
Type:
Single Family
Subdivision:
Willow Run
Lot size:
0.28 Acres
Year built:
1986
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,164
Status:
Active
MLS#:
S5149589
Type:
Single Family
Subdivision:
Tusca Oaks
Lot size:
0.13 Acres
Year built:
1997
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,857
Status:
Active
MLS#:
O6396980
Type:
Single Family
Subdivision:
The Highlands Sections Seven & Eight
Lot size:
0.42 Acres
Year built:
2004
A broker reciprocity listing Courtesy: SOTERA LIVING 407-725-9660
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ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
5.00
Sq.Ft.:
3,742
Status:
Active
MLS#:
O6405243
Type:
Single Family
Subdivision:
Tuscawilla Unit 14b
Lot size:
0.34 Acres
Year built:
1988
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE REALTY 407-977-7600
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ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
O6404854
Type:
Single Family
Subdivision:
North Orlando Townsite Fourth Add Replat
Lot size:
0.14 Acres
Year built:
1971
A broker reciprocity listing Courtesy: LA ROSA REALTY ORLANDO LLC 407-288-8201
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,608
Status:
Active
MLS#:
O6405925
Type:
Single Family
Subdivision:
Winter Spgs Unit 4
Lot size:
0.45 Acres
Year built:
1978
A broker reciprocity listing Courtesy: RE/MAX PRIME PROPERTIES 407-347-4512
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,658
Status:
Active
MLS#:
TB8504175
Type:
Single Family
Subdivision:
Winter Spgs Village Ph 1
Lot size:
0.07 Acres
Year built:
2012
A broker reciprocity listing Courtesy: OFFERPAD BROKERAGE FL, LLC 813-534-6326
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ADDITIONAL INFORMATION

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.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Winter Springs Real Estate

Winter Springs is located in Florida. Winter Springs, Florida has a population of 38,021. Winter Springs is less family-centric than the surrounding county with 26.05% of the households containing married families with children. The county average for households married with children is 31.52%.

The median household income in Winter Springs, Florida is $78,969. The median household income for the surrounding county is $73,002 compared to the national median of $69,021. The median age of people living in Winter Springs is 42.7 years.

Winter Springs Weather

The average high temperature in July is 92.3 degrees, with an average low temperature in January of 49.3 degrees. The average rainfall is approximately 52.6 inches per year, with 0 inches of snow per year.

Winter Springs Map

Winter Springs Real Estate Market Conditions

  • Median sales price

    $430,000
    25.3%
    change since last quarter
  • # Active listings

    152
    30-day change

Winter Springs Schools and Demographics

Education near Winter Springs, FL

City County
High School Graduates 95.89 94.18
College Degree - 2 year 9.65 12.55
College Degree - 4 year 50.98 41.94
Graduate Degree 12.85 10.5
Expenditures per Student 9,912 9,912
Students per Teacher 18.8 18.8

Elementary Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Carillon Elementary School PK - 05 952 15.3 32765
Casselberry Elementary School PK - 05 724 13.2 32707
Choices In Learning Charter School KG - 05 678 16.5 32708
English Estates Elementary School PK - 05 829 14.1 32730
Evans Elementary School PK - 05 884 14.5 32765
Highlands Elementary School PK - 05 675 12.7 32708
Keeth Elementary School PK - 05 689 14.1 32708
Lawton Elementary School PK - 05 779 14.7 32765
Layer Elementary School PK - 05 672 14 32708
Pine Crest Elementary School PK - 05 814 12.2 32773
Rainbow Elementary School PK - 05 732 13.8 32708
Red Bug Elementary School PK - 05 827 14.3 32707
Stenstrom Elementary School PK - 05 579 13.8 32765
Sterling Park Elementary School PK - 05 817 14.6 32707
Wicklow Elementary School PK - 05 673 11.2 32773
Winter Springs Elementary School PK - 05 723 13.9 32708

Middle Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Indian Trails Middle School 06 - 08 1,090 17.9 32708
Jackson Heights Middle School 06 - 08 1,219 17.7 32765
Millennium Middle School 05 - 08 1,572 15.3 32773
South Seminole Middle School 06 - 08 1,228 15.5 32707
Tuskawilla Middle School 06 - 08 1,080 18.9 32765

High Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Hagerty High School 09 - 12 2,219 19.8 32765
Oviedo High School 09 - 12 2,478 20 32765
Seminole High School 09 - 12 3,111 18.5 32773
Winter Springs High School 08 - 12 2,384 18.8 32708

Ungraded Schools near Winter Springs, FL

Grades Students P/T Ratio ZIP
Boys Town KG - 12 14 32765
John Polk Alternative School 06 - 12 0 32773
SCPS Consequence Unit 06 - 12 42 32773
Seminole County Virtual Franchise (Scvs) 06 - 12 158 4.8 32773
Seminole Virtual Instruction (Course Offerings) 06 - 12 0 32773
Seminole Virtual Instruction Program (Svip) KG - 12 94 32773

Demographics near Winter Springs, FL

City County
Neighborhood Type Suburban
Population 38,021 467,382
Population Density 2,560 1,511
Median Age 42.7 39.5
People per Household 2.4 2.6
Median Household Income 78,969 73,002
Average Income per Capita 41,803 38,429

Real estate near Winter Springs