Location: Winter Springs
Do Not Show Listings
30 MOREE LOOP #37, WINTER SPRINGS, FL 32708
$189,99519 Days on yellowkey MLS ID: O6395945
REDUCED by $5,005 (2.6%) on 04/20/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1400 Built: 1973Monthly Fee: $424 Tax: $2,882 (2025)Community: Bay TreeCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,882
Elementary School: Highlands Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. New to market. Seller offering $2,500 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community park, gazebos, playground, community pool, and clubhouse to rent for events. This home has new paint, linoleum and carpet flooring, updated baths, new stainless steel appliances and ceiling fans. Home has updated air conditioner with new compressor. Great location! You are 15 minutes to major highway Interstate 4, and less than 10 minutes from all major shopping and dining such as Winn-Dixie, Publix, Starbucks, Crunch Fitness and Walgreens. Home is in an A-rated school district, short distance to Highland's Elementary and 10 minutes to Winter Springs High School. HOA fee includes community pool, exterior and grounds maintenance, manager, pool maintenance, recreational facilities and trash service. Schedule your private showing today before it's too late.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Brett Womack (954-422-2908)
214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708
$339,90021 Days on yellowkey MLS ID: O6394428
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1053 Built: 1972 Tax: $657 (2024)Community: North Orlando Terrace Unit 1 Sec 3Single Family
Taxes:$657
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances . The home also includes luxury vinyl flooring throughout, creating a stylish and durable living space . Additional upgrades include: new roof, brand new AC system , fully remodeled bathrooms with upgraded fixtures , gas water heater for added efficiency and flexibility . Ideally located near shopping , dining, and entertainment, this home offers the perfect blend of modern living and prime location
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Krasimira Kakarova (240-506-5959)
622 ANHINGA RD, WINTER SPRINGS, FL 32708
$398,500118 Days on yellowkey MLS ID: O6369225
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1721 Built: 1988Monthly Fee: $106 Tax: $4,083 (2024)Community: GreenspointeSingle Family
Taxes:$4,083
Remarks: NEW ROOF 2026, HVAC 2017–2018, and water heater 2022, giving buyers peace of mind from day one. This 3-bedroom, 2.5-bathroom home offers over 1,700 sqft of living space in a top-rated Seminole County school zone. The layout is highly desirable with the primary bedroom downstairs, featuring a spacious walk-in closet and a large private bathroom with dual vanities, separate shower, soaking tub, and private toilet space. The home offers a bright and open layout with high ceilings and tile flooring throughout the main living areas. The kitchen includes granite countertops, stainless steel appliances, light cabinetry, and a breakfast bar, with sliding glass doors leading to a cute shaded backyard — perfect to relax or entertain. Upstairs you’ll find a spacious loft along with two additional bedrooms and a full bathroom, offering flexibility for guests, family, or working from home. Additional features include a 2-car garage, interior laundry room, neutral finishes throughout, and the home is vacant and easy to show. Ideally located near UCF, Valencia College, SR-417, SR-434, and I-4, with easy access to shopping, dining, Downtown Orlando, and Central Florida beaches.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00033 Days on yellowkey MLS ID: O6391562
0 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 1980Monthly Fee: $117 Tax: $2,390 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$2,390
Elementary School: Keeth Elementary
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. One of the standout features is the spacious heated and cooled Florida room, adding valuable flex space for a home office, lounge, or year-round entertaining, all while overlooking your private outdoor setting. Enjoy peace of mind with major updates already completed, including updated plumbing, a water softener system, fresh interior paint, new exterior lighting, and newly installed sod that enhances curb appeal. Step outside your front door and into a lifestyle many buyers are searching for. Located just moments from the Tuscawilla Country Club, residents have the option to enjoy golf, tennis, dining, and social events for a low fee, making it easy to embrace an active, resort-style lifestyle without the high commitment. Even better, the HOA handles exterior yard maintenance, giving you more time to relax, travel, and enjoy everything the community has to offer. This is true low-maintenance living in one of Seminole County’s most established neighborhoods. Positioned in the heart of Winter Springs, you’re surrounded by scenic parks, walking and biking trails, top-rated Seminole County schools, and a wide variety of shopping and dining options just minutes away. Whether you're downsizing, relocating, or simply looking for a home that offers both lifestyle and ease, this property delivers a rare opportunity to live in one of Central Florida’s most desirable golf communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brittany Pride (888-883-8509)
124 BLUE CREEK DR, WINTER SPRINGS, FL 32708
$750,000138 Days on yellowkey MLS ID: O6365177
REDUCED by $54,900 (6.8%) on 04/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2762 Built: 1995Monthly Fee: $70 Tax: $8,440 (2024)Community: Chestnut Estates Ph 1Single Family
Taxes:$8,440
Remarks: Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on one side of the home, while the remaining bedrooms and baths are off the family room, offering a functional split floor plan. The kitchen comes equipped with all appliances, granite countertops, extra storage, and a large breakfast bar, and is open to the family room. The master bedroom measures approximately 29’ x 15’ and features a large walk-in closet plus a linen closet, double vanities, a separate shower, and a jetted tub. There is a Jack-and-Jill bathroom between two of the bedrooms, and the third bathroom opens directly to the pool area. All bathrooms and the kitchen have been updated. All five bedrooms are carpeted, and the main living areas are tiled. The backyard features mature landscaping with fruit trees and is fully fenced for privacy. Additional features include an alarm system and keypad near the garage entry. This home is available for immediate move-in.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Ryan Langley (407-802-6462)
600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708
$269,000404 Days on yellowkey MLS ID: O6286935
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1985Monthly Fee: $397 Tax: $766 (2024)Community: Tuscany Place Ph 1Spa: NoCondo
Taxes:$766
Remarks: Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its picturesque settings ideal for picnics and recreational activities. Featuring a pavilion, playground, splash pad, tennis courts, and sports fields, it's a hub for family fun. For outdoor enthusiasts, the nearby Seminole County Cross Trail is perfect for biking and walking. As you tour the well maintained 3-bedroom, 2-bathroom condo, it encompasses 1425 sqft of second level living with private screened balconies overlooking the courtyard. Well-appointed kitchen equipped with brand-new stainless-steel appliances: Counter-depth Smart French Door Refrigerator, Smart SLIM Microwave, Bespoke Induction Range with self and steam cleaning Air Fry Convection Oven. A generous living and dining area that are inviting and ideal for entertaining. The split floor plan offers privacy for the owner suite, complete with its own screened balcony. The secluded and spacious secondary bedrooms are delightful for guests, office space or a growing family. New AC installed 7/2025 (16 seer AC unit with 1 year maintenance and 10yr-parts/2yr-labor). Families are drawn to the area thanks to its top-rated schools, making this condo not just a home, but a gateway to a vibrant community. Recently refreshed and ready for its new owners to display their personal touches.
Listing Agent: Bob Bretz, Pa (407-797-9500)
1165 ORANGE AVE, WINTER SPRINGS, FL 32708
$400,0005 Days on yellowkey MLS ID: O6398101
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2015Monthly Fee: $233 Tax: $4,666 (2025)Community: Jesups LandingSpa: NoTownhouse
Taxes:$4,666
Elementary School: Layer Elementary
Remarks: Welcome to this stunning, modern end-unit townhome located in the highly sought-after community of Jesup’s Landing in Winter Springs. This beautifully designed 3 bedroom, 3.5 bathroom residence with a spacious 2-car garage offers an exceptional blend of comfort, style, and convenience, making it the perfect choice for buyers seeking luxury townhome living in a prime location. From the moment you arrive, you’ll appreciate the added privacy and natural light that comes with being an end unit, along with the home’s contemporary design and thoughtful layout. The first floor features a full suite that is ideal as a secluded primary bedroom, for guests, multigenerational living, or a home office. This space is complete with elegant granite countertops, a large walk-in shower, and direct access to a private balcony, creating a peaceful retreat. You’ll also find a convenient drop station and easy access to the attached garage, adding functionality to everyday living. As you move to the second level, you’re welcomed into an expansive open-concept living area designed for both entertaining and relaxation. The gourmet kitchen is a true centerpiece, featuring sleek granite countertops, a large center island for gathering, and ample cabinetry for storage. The adjoining dining area flows seamlessly into a spacious living room filled with natural light, while a half bath and two separate private balconies enhance the indoor-outdoor living experience. This level is perfect for hosting guests or enjoying quiet evenings at home. The third floor offers even more versatility with a generous loft area that can serve as a media room, office space, or bonus family room. Two well-appointed bedrooms, each with access to full bathrooms, provide comfort and privacy for family members or guests. Throughout the home, you’ll notice numerous upgrades, meticulous maintenance, and modern finishes that elevate the overall living experience. Residents of Jesup’s Landing enjoy resort-style amenities including a sparkling community pool, a fully equipped fitness center, and a stylish billiards lounge. Outdoor enthusiasts will love the direct access to the Seminole Cross Trail, ideal for biking, jogging, and enjoying Florida’s natural beauty. The home is also centrally situated close to popular restaurants, shopping destinations, entertainment options, and Central Winds Park. Located in top-rated Seminole County school zones and offering convenient access to major highways, this property combines luxury, location, and lifestyle. This move-in ready townhome is a rare opportunity to own a modern, spacious property in one of Winter Springs’ most desirable communities. Don’t miss your chance to experience the best of Florida living in Jesup’s Landing.
Listing Agent: Thomas Mcnamara, Jr (407-754-6412)
130 LOMBARDY RD, WINTER SPRINGS, FL 32708
$350,00042 Days on yellowkey MLS ID: O6389271
0 Days Off yellowkey (back on 3/20/2026)
Bed: 4 Bath: 1.5 Liv Area Sq Ft: 1404 Built: 1962 Tax: $614 (2024)Community: North Orlando 2Nd AddSingle Family
Taxes:$614
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. Welcome to 130 Lombardy Road in Winter Springs! This 4-bedroom, 2 bath pool home is ready for new owners. With a newer roof (2024), vinyl flooring through most of the home, and an updated kitchen -- it's a great investment and priced to sell. A fenced yard, in ground pool and large screened patio make living the Florida lifestyle easy. The house has been replumbed and the interior recently painted. All appliances and washer and dryer included. This home is minutes to shopping, dining and a short ride to all Central Florida has to offer. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Shannon Riva (813-789-7532)
702 GOLFPOINT DR, WINTER SPRINGS, FL 32708
$965,00012 Days on yellowkey MLS ID: O6397566
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3660 Built: 1994Monthly Fee: $48 Tax: $11,586 (2025)Community: Glen Eagle Unit 3Spa: YesSingle Family
Taxes:$11,586
Elementary School: Rainbow Elementary
High School: Oviedo High
Remarks: Set on a prominent corner lot in Glen Eagle, this spacious pool home makes an immediate impression with standout curb appeal, mature oak trees, lush landscaping, and a winding front walkway leading to a natural slate entry. Located in the sought-after Tuscawilla golf community, the home offers a rare blend of presence, warmth, and flexibility in one of the area’s most desirable settings. Inside, soaring cathedral ceilings, Brazilian cherry hardwood floors, skylights, and custom built-ins create a bright, open great room that feels both inviting and impressive. The open-concept layout flows easily for everyday living and entertaining, while the chef’s kitchen is designed to impress with 42-inch cabinetry, granite countertops, a breakfast bar, a 36-inch GE Profile induction cooktop, GE Profile double ovens, microwave, and dishwasher, and a custom built-in Liebherr stainless French-door refrigerator with dual bottom freezer drawers. Just off the foyer, the office is framed by gorgeous vintage beveled glass doors, while the formal dining room with tray ceilings offers an elegant setting for hosting. Privately tucked away, the primary suite is filled with natural light and opens directly to the pool and patio through French doors. The en suite bath features dual sinks, separate his-and-her walk-in closets, a soaking tub, and a walk-in shower. The split floor plan continues on the opposite side of the home, where three additional bedrooms are positioned off the great room. One includes a private bath, another offers direct access to the pool and patio, and the hall bath is finished with custom mosaic tile flooring. One of the home’s most compelling features is the incredible upstairs retreat. Beautifully updated with hardwood floors, this expansive level offers a massive bonus space, an additional full bath, and an oversized bedroom that creates exceptional flexibility for the way buyers live today. Whether used for multigenerational living, a private guest retreat, potential mother-in-law suite, game room, media lounge, home gym, yoga studio, or separate family living area, the scale and versatility of this space truly set the home apart. Outdoor living is just as appealing, with a screened pool and patio designed for entertaining, relaxing, and making the most of Florida living. The side and backyard offer mature shade, privacy, and a fire pit area that adds even more charm and usability. Perfectly positioned in sought-after Tuscawilla, 702 Golfpoint Drive offers the best of established Winter Springs living with convenient access to SR 417, connecting you to Downtown Orlando, Orlando International Airport, Universal, Disney, and beyond. Zoned for top-rated Seminole County schools and just moments from the Tuscawilla Country Club, nearby parks, local dining, fitness options, and the Cross Seminole Trail, this location makes it easy to enjoy everything from weekend bike rides and morning runs to shopping, restaurants, and everyday convenience. Major recent improvements include: A new roof in 2021, full house replumbing in 2021, a whole-house electrical upgrade in 2021, all-new kitchen appliances in 2021, all new water faucets in 2021, two new HVAC systems in 2022, a new pool pump and spa/pool heater in 2023, new upstairs hardwood floors in 2024, a refinished pool deck in 2024, and new garage door openers in 2026. **SELLER OFFERING $7,500 CREDIT AT CLOSING FOR FLOORING**
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Blake Murphey (407-637-7882)
1106 SUPERIOR CT, WINTER SPRINGS, FL 32708
$625,00055 Days on yellowkey MLS ID: O6385551
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2353 Built: 1986Monthly Fee: $3 Tax: $7,786 (2024)Community: Tuscawilla Unit 13Single Family
Taxes:$7,786
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the highly sought-after Tuscawilla community, a neighborhood known for its tree-lined streets, strong sense of community, and access to some of the top-rated Seminole County schools. From the moment you walk through the front door, you’re greeted with an abundance of natural light that fills the home and creates a warm, inviting atmosphere. The front living room offers a flexible space that easily adapts to your lifestyle—whether it’s enjoying slow mornings with coffee, setting up a home office, creating a playroom, or hosting guests. Toward the back of the home, the family room becomes the heart of everyday living with its soaring ceilings, plenty of natural light, and cozy fireplace—an ideal setting for movie nights, game days, or gathering with friends and family. The kitchen sits just beyond the family room, making it perfect for entertaining and staying connected while cooking. Featuring beautiful granite countertops, plenty of white cabinetry, and stainless steel appliances, the space is both functional and stylish, whether you’re preparing weeknight dinners or hosting weekend get-togethers. The split floor plan was designed with both comfort and privacy in mind. Three bedrooms with two shared bathrooms are located on one side of the home, offering the perfect setup for family members, guests, or even a dedicated office or hobby space. On the opposite side, the spacious primary suite serves as your private retreat, featuring a large bedroom, walk-in closet, and a beautifully designed en-suite bathroom with granite countertops, dual vanities, a soaking tub, and a walk-in shower—perfect for unwinding at the end of the day. Step outside to the screened-in lanai and experience the best of Florida living. This peaceful outdoor space is perfect for morning coffee, evening dinners, or simply relaxing while overlooking your expansive backyard. Sitting on over half an acre with no rear neighbors, the property offers incredible privacy and plenty of room for kids and pets to play, future outdoor entertaining spaces, or even a pool. Living in Tuscawilla means enjoying an active and convenient lifestyle. You’re surrounded by beautiful parks, walking and biking trails, golf courses, and community spaces perfect for spending time outdoors. Everyday conveniences like grocery stores, restaurants, and local shops are just minutes away, and with easy access to the 417, commuting to downtown Orlando, the theme parks, or even a quick weekend trip to the beach is effortless. This home offers the perfect balance of space, comfort, and lifestyle in one of Central Florida’s most desirable communities. Schedule a showing today as this home will not last long!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: David Miller (321-236-6761)
130 E BAHAMA RD, WINTER SPRINGS, FL 32708
$725,0005 Days on yellowkey MLS ID: O6398011
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2158 Built: 1991 Tax: $3,366 (2024)Community: Bahama RanchesSingle Family
Taxes:$3,366
Remarks: Don’t miss the opportunity to see this exceptional property! Located in the desirable Ranchlands neighborhood of Winter Springs, this exceptional property sits on over 1.5 acres of land, offering both space and privacy. A large circular driveway provides easy access and ample parking. This well-maintained home features 4 bedrooms, 2 bathrooms, and over 2,100 square feet of living space, with a split floor plan ideal for both everyday living and entertaining. As you enter, you’re welcomed by a bright, open interior showcasing tile flooring throughout the home, high ceilings, and an abundance of natural light. The upgraded kitchen is a standout, featuring stainless steel appliances, granite countertops, plenty of cabinet storage and a kitchen nook. The spacious family room includes a cozy fireplace, along with a mounted TV and surround sound system that will convey with the home. The primary suite offers private access to the backyard through sliding glass doors, a walk-in closet, and a generously sized en-suite bathroom complete with dual sinks, and a tub/shower combo. Step outside to enjoy the expansive covered lanai—perfect for relaxing or entertaining—along with a 30' above-ground pool to enjoy Florida’s warm weather and a play area for the little ones. Additional upgrades include a home generator, AC and septic tank and pump all installed in 2017, a water heater in 2018, pool in 2020, roof in 2021 and pool pump in 2026. In addition to the attached 2-car garage, the property also features a 25' x 30' detached garage equipped with electricity and AC—ideal for extra vehicles, a workshop, or storage. A side-entry gate provides access for RV or boat parking to store in your backyard. With no HOA, you’ll enjoy the flexibility to use the property as a primary residence, investment, or income-producing opportunity. This hidden gem offers a peaceful, country-style setting while still being conveniently located near major roads, shopping, and dining. Come see it today and make it yours!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Zac Hernandez (407-576-7622)
214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$649,90059 Days on yellowkey MLS ID: O6372400
REDUCED by $25,100 (3.7%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2001Monthly Fee: $42 Tax: $5,539 (2024)Community: Chestnut RidgeSingle Family
Taxes:$5,539
Remarks: Owner is Motivated! Exceptionally amazing price for a GOLF FRONT LIFESTYLE that sits DIRECTLY on the 16th hole of the Tuscawilla Golf Course! Welcome home to 214 Chestnut Ridge, a custom-built single-family residence that has a one of a kind view. VIEW VIDEO WALK THROUGH TOUR. Energy Efficient SOLAR that is PAID FOR! Chestnut Ridge is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, with amazing azaleas with many colors, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private en suite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall Jack n Jill bath. Three way split floor-plan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wire for a generator access. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRA. Along with the purchase this home comes with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A MUST SEE!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708
$365,00052 Days on yellowkey MLS ID: O6385028
REDUCED by $9,900 (2.6%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1771 Built: 1985Monthly Fee: $106 Tax: $5,066 (2025)Community: GreenspointeSingle Family
Taxes:$5,066
Remarks: Move in Ready home in Greenspointe area of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back & water view. New Tile Roof 2017, New A/C, Fireplace, Updated Kitchen Cabinets, New Vanities, Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball Courts, Audibon Park, Nature Trails and a Clubhouse. Highly rated Seminole County Schools.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
600 NORTHERN WAY #201, WINTER SPRINGS, FL 32708
$285,00068 Days on yellowkey MLS ID: O6381688
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1982 Tax: $3,615 (2024)Community: Tuscany Place Ph 1Condo
Taxes:$3,615
Remarks: Welcome home to this maintained 3-bedroom, 2-bathroom ground-floor condominium offering 1,425 square feet of comfortable, low-maintenance living in a desirable gated community in the heart of Tuscawilla — perfect for investors or those seeking a primary residence. Step inside to an inviting open floor plan highlighted by tile flooring throughout the main living areas, creating a seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stone countertops, an eat-in dining area, and a convenient laundry closet nearby for added functionality. Privately situated at the rear of the home, the spacious primary suite offers a peaceful retreat complete with a walk-in closet, dual vanity sinks, and a standalone shower. Sliding glass doors provide direct access to your own private patio — the perfect spot to enjoy your morning coffee. Down a separate hallway, you’ll find two additional bedrooms and a guest bathroom featuring an updated vanity and a tub/shower combination, offering comfort and privacy for family or guests. The living area also opens through sliding doors to a covered rear lanai overlooking tranquil green space, creating an ideal setting for relaxing or entertaining outdoors. Residents enjoy access to a beautiful community pool and cabana, enhancing the ease of Florida living. Conveniently located by Trotwood Park, featuring a pavilion, playground, splash pad, tennis courts, and sports fields. The nearby Seminole County Cross Trail offers miles of scenic biking and walking paths. This exceptional condo combines comfort, convenience, and an unbeatable location — a wonderful opportunity to enjoy everything Tuscawilla has to offer.
Listing Agent: Veronica Figueroa (407-519-3980)
1059 CEDAR BAY, WINTER SPRINGS, FL 32708
$450,00048 Days on yellowkey MLS ID: O6382674
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2225 Built: 2016Monthly Fee: $230 Tax: $3,955 (2024)Community: Jesups LandingTownhouse
Taxes:$3,955
Remarks: Assumable VA Loan : 2.75%...in the heart of Winter Springs—where comfort, convenience, and lifestyle come together. This spacious 4-bedroom, 3.5-bath home offers a highly desirable layout with a private bedroom and full bath on the first floor, perfect for guests, multi-generational living, or a home office. Your second floor is for entertaining with a big open kitchen, dining space and livingroom close by.Upstairs, you’ll find generously sized secondary bedrooms and a primary suite designed for relaxation. Located just minutes from the vibrant dining and nightlife scene along State Road 434 and the popular Central Winds Park, you’ll enjoy easy access to community events, sports fields, and scenic walking trails. Outdoor enthusiasts will love being near the Cross Seminole Trail—ideal for biking, jogging, or evening strolls. Whether you're entertaining at home or exploring the best of Winter Springs, this property offers the perfect balance of space, flexibility, and location.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
10 MOREE LOOP #3, WINTER SPRINGS, FL 32708
$135,00069 Days on yellowkey MLS ID: O6381696
REDUCED by $10,000 (6.9%) on 04/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973Monthly Fee: $413 Tax: $2,066 (2024)Community: Bay Tree Sec 10Condo
Taxes:$2,066
Remarks: One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch and covered entry. Two large bedrooms on the 2nd floor and a convenient half bath on the first floor. Ample storage space! Appliances include NEW water heater (2026), washer/dryer, refrigerator, range and dishwasher! The Highlands community offers great amenities including a community pool, tennis/pickleball courts and walking trails! Located in Winter Springs and VERY close to Lake Mary, Maitland and major roads, shopping and dining. Ready to make your dreams of homeownership a reality? Schedule a tour today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
632 TUSKAWILLA POINT LN, WINTER SPRINGS, FL 32708
$450,00018 Days on yellowkey MLS ID: O6394544
REDUCED by $20,000 (4.3%) on 04/19/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1917 Built: 1980Monthly Fee: $44 Tax: $1,888 (2025)Community: Tuskawilla PointSpa: NoSingle Family
Taxes:$1,888
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Located in the Tuskawilla area of Winter Springs, this 4-bedroom, 2-bath home with 1,917 square feet sits on a quiet, tree-lined street. The layout includes multiple living areas, with a family room centered around a wood-burning brick fireplace, along with separate living and dining spaces. A garden window highlights the breakfast nook and brings in natural light. The primary suite and additional bedrooms offer flexible space for everyday living, guests, or a home office. The home may benefit from updates to areas such as the flooring, kitchen, and bathrooms, providing an opportunity for a new owner to make changes over time and tailor the space to their preferences. The backyard includes a screened-in patio and pool, along with a fenced yard. Several major components have been updated, including the roof (2017), pool resurfacing (2019), garage door and motor (2019), HVAC (2014), dishwasher (2024), washer & dryer (2024), microwave (2025), and pool screens (2025). The property is located near Seminole County schools, parks, shopping, dining, and major roadways, offering convenient access to daily needs and surrounding areas. This home may be a good fit for buyers looking for space, location, and the ability to make updates over time.
Listing Agent: Harry Narvaez-Mercado (407-490-8838)
1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$489,00019 Days on yellowkey MLS ID: O6395600
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2021Monthly Fee: $236 Tax: $2,985 (2025)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$2,985
Remarks: One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jackie Hughes (407-247-0030)
116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708
$325,00078 Days on yellowkey MLS ID: O6379053
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $4,182 (2024)Community: Heritage Park TwnhmsTownhouse
Taxes:$4,182
Remarks: Well-appointed 3-bedroom, 2.5-bath townhome for sale in a gated community, offering a great combination of functionality, privacy, and location. Designed for comfortable living, this home includes energy-efficient double-pane windows that enhance interior comfort and help reduce outside noise. The primary suite features a spacious walk-in closet with natural light, creating a bright and welcoming retreat. The kitchen is fully outfitted with appliances and provides ample workspace and storage. The second-floor laundry area adds everyday convenience with washer and dryer included. Residents enjoy access to community amenities such as a swimming pool and playground, all within a controlled-access neighborhood. Zoned for Layer Elementary, Indian Trails Middle School, and Winter Springs High School. Conveniently located near shopping centers, restaurants, parks, and major roadways, with an easy drive to UCF and Orlando International Airport. A great opportunity for a primary residence or investment property — schedule your private showing today.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
903 TORREY PINE DR, WINTER SPRINGS, FL 32708
$469,90074 Days on yellowkey MLS ID: O6377459
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1501 Built: 1998Monthly Fee: $126 Tax: $2,155 (2024)Community: Greenbriar Sub Ph 2Single Family
Taxes:$2,155
Remarks: **NEW ROOF TO BE INSTALLED IN APRIL!!** Paradise found in Tuscawilla! Come fall in love with this idyllic low maintenance waterfront villa on over 1/3 acre with lawn care and community pool included. Walk out the back door of this beautiful 3 bedroom home to your “high and dry” oasis backing up to serene Howell Creek. Inside the home, you will be greeted by a cozy yet open floor plan with abundant light, high ceilings and many upgrades. Some outstanding features include a beautifully remodeled eat in kitchen with sleek white cabinetry, solid surface counter top, tile backsplash, and handsome stainless appliances. In addition, easy-care tile flooring is found throughout the main living areas and plush carpeting in the bedrooms. A dreamy master suite offers ample space and an elegant bathroom with walk in shower, soaking tub, and double vanity. The two additional bedrooms are quite private and spacious and are convenient to the full guest bath with spacious vanity and decorative tile. A large open great room leads to the screened porch for entertaining or just relaxing. Create your own secret garden inside the privacy fenced side yard which is very suitable for pets. Leading to the spacious 2 car garage, the laundry room conveniently includes a high quality washer and dryer. Residents of Greenbriar enjoy low-maintenance living along with access to a community pool, making it perfect to enjoy an easy lifestyle right at home. Located near the Tuscawilla golf course, this home is also just minutes from shopping, dining, and everyday conveniences, with easy commuter access to major roadways. Whether you’re a first-time homebuyer, looking to downsize, or searching for a move-in-ready opportunity in an established community, this home checks all the boxes. Don’t miss out on this slice of heaven with beautiful views, simplicity, and community—all in one exceptional property. This is a once in a blue moon opportunity, so pick up your phone and jump in your car today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
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