Location: Winter Springs
Keyword(s): Indian Trails Middle
Keyword(s) Middle School: Indian Trails Middle
Do Not Show Listings
226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708
$824,90032 Days on yellowkey MLS ID: O6398877
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2902 Built: 1994Monthly Fee: $44 Tax: $4,461 (2024)Community: Chestnut RidgeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,461
Elementary School: Rainbow Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Showcase two story gem in the heart of Tuscawilla! Come see the abundant high-end upgrades including a professionally designed chefs’ kitchen with all the bells and whistles! This 4 bedroom pool home with private study and upstairs bonus room features a recently renovated screened pool and is located on a quiet tree lined street in a sought after neighborhood. Your tour begins via newly painted leaded glass doors with a giant Palladian window above. You will be welcomed by a grand two story foyer and an artful staircase with hardwood steps and handsome millwork including 10” crown molding. Flanking the foyer, area an elegant dining space and handsome study with newly installed French doors. The recently renovated designer kitchen features custom cabinetry with double upper cabinets reaching all the way to the ceiling! You will love the quartz topped custom dining/ chef’s island, quartz counter tops, glass tile backsplash, large hidden walk-in pantry with cabinet door front, excellent upgraded appliances, and a dedicated prep sink. Two under-cabinet “Uline” beverage refrigerators add a touch of luxury and convenience. French doors in the kitchen dinette lead you to the covered patio and pool area. Because the kitchen is open to the family room, you stay connected to guests and family relaxing in the huge family room that features a soaring two story ceiling, 8’ tall sliding doors to the back patio, a huge glass transom window above and a stunning woodburning fireplace welcoming you to the heart of the home. From here, your eyes are drawn straight out the glass doors to the newly refurbished, sparkling pool, and lush backyard. The primary suite is located on the first floor and is adorned with upgraded wood flooring, plantation shutters and ample room for a dedicated sitting area. Fresh, neutral finishes and a huge travertine shower give a classic elegance to the primary bath and the updated custom closet is absolutely stunning. The second story features three additional bedrooms (two of them are 15x13) and a large loft/bonus room with storage closet (easily converted to a 5th bedroom) Now, enjoy the outside! The spacious covered lanai and renovated screened solar heated pool invite you to morning coffee, evening dinners, or weekend pool parties. The backyard is spacious and welcomes your little ones to play and pets to run freely. With the pool fully resurfaced, retiled, and upgraded with a cool-touch deck and new filter (with warranty), you can enjoy Florida living at its finest. This home is packed with meaningful upgrades: termite bond with Massey, whole-home repipe (2014), newer water heater (2020), two A/C units (2023 & 2014), new garage door opener, fiber internet with AT&T, new office French doors (2020), hardwood floors, unique terrazzo tile, Crown Molding, Closets by Design systems, new landscaping, fresh interior paint, and more. All appliances are included including the washer and dryer. Yes, you can have all of this: A gorgeous move in ready executive pool home in the highly desirable community of Tuscawilla known for its charm and convenience, a lifestyle that’s hard to beat!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Colleen Kahl (407-630-0027)
130 E BAHAMA RD, WINTER SPRINGS, FL 32708
$725,00033 Days on yellowkey MLS ID: O6398011
0 Days Off yellowkey (back on 5/9/2026)
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
Elementary School: Winter Springs Elementary
Remarks: Under contract-accepting backup offers. 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)
1275 MARLEY LN, WINTER SPRINGS, FL 32708
$355,00062 Days on yellowkey MLS ID: O6391943
1 Days Off yellowkey (back on 5/9/2026)
REDUCED by $5,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1425 Built: 2015Monthly Fee: $233 Tax: $2,895 (2025)Community: Jesups LandingTownhouse
Taxes:$2,895
Elementary School: Layer Elementary
Tax Year: 2025
Remarks: Welcome to Jesup’s Landing, where style, convenience, and community come together in the heart of Winter Springs—one of Central Florida’s most charming and sought-after towns. This beautifully maintained two-story townhome offers peaceful Seminole Trail views and a lifestyle that feels both relaxed and connected. Inside, the open layout is designed for real life and effortless entertaining. The kitchen steals the show with granite countertops, stunning 42” cabinets with crown molding, an extended double sink, pull-out garbage, and a huge pantry—all flowing seamlessly into the main living space. Upgrades like the Taexx built-in pest control system and keypad garage entry add ease and peace of mind. The best part is this home has a brand new roof! Upstairs, the primary suite feels elevated with a 10-foot vaulted ceiling, spacious walk-in closet, and en-suite bath with dual sinks. Step outside and take in serene Seminole Trail views—perfect for morning walks, bike rides, or unwinding at sunset. Residents enjoy access to a community pool and clubhouse, all just minutes from everything that matters. The location is a standout—close to UCF, Research Park, Lockheed Martin, Siemens, with quick access to the beltway for an easy commute to downtown Orlando, area airports, and beyond. Plus, you’re moments from Central Winds Park, top-rated trails, shopping, dining, and the Winter Springs Town Center. Homes in Jesup’s Landing don’t last—especially ones like this. Come see it before someone else does.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: David Weiss (407-765-9020)
203 WISE OWL WAY, WINTER SPRINGS, FL 32708
$599,900101 Days on yellowkey MLS ID: O6380678
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $14,600 (2.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2531 Built: 2020Monthly Fee: $130 Tax: $6,177 (2024)Community: Tuskawilla CrossingsSingle Family
Taxes:$6,177
Remarks: Under contract-accepting backup offers. HUGE PRICE DROP! SELLERS NEED TO SELL! WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and everyday living. On the first floor, you’ll find a guest bedroom and a full bathroom, offering flexibility for visitors or a home office. One of the standout features of this home? Outdoor living spaces galore! Enjoy not one, not two, but three screened-in patios — a cozy side porch off the living room, a private patio between the kitchen and garage, and an upper-level patio accessible from the loft — ideal for relaxing after a long day. Upstairs, you’ll find a generously sized loft, a large laundry room, and three more bedrooms, including the spacious primary suite. Located in the desirable Seminole County School District, this home is just minutes from the 417, making commutes a breeze. Don’t miss your chance to own this incredible home in Tuskawilla Crossings — schedule your private tour today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
672 VISTAWILLA DR, WINTER SPRINGS, FL 32708
$650,00019 Days on yellowkey MLS ID: O6402872
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1986 Tax: $4,505 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$4,505
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: Under contract-accepting backup offers. Welcome to life in Tuscawilla—where comfort, convenience, and Florida living come together beautifully. Ideally situated in the sought-after Tuscawilla community and just steps from the scenic Cross Seminole Trail, this 4-bedroom, 3-bathroom pool home offers the perfect blend of style and functionality. Inside, you’ll find an open, airy floorplan enhanced by vaulted ceilings, neutral paint, laminate flooring, and abundant natural light. The living room serves as the heart of the home, featuring a cozy wood-burning fireplace and seamless flow into the fully remodeled kitchen. Designed with both everyday living and entertaining in mind, the kitchen showcases shaker cabinetry with glass-lit upper cabinets, quartz countertops, stainless steel appliances, updated fixtures, a closet pantry, and a spacious island with breakfast bar. A bright dinette area sits just off the kitchen for casual dining. At the rear of the home, a stunning Florida room creates the ultimate indoor-outdoor living experience, complete with two sets of French doors that open to the patio and pool area. The thoughtfully designed split floorplan provides privacy and flexibility. The spacious primary suite offers a large walk-in closet and an en-suite bathroom with a new vanity, lighting, and mirror, relaxing garden tub, and separate tile shower. A secondary bedroom on this side of the home features French doors, a generous closet, and a built-in Murphy bed—perfect for guests or a home office. Across the hall, a fully remodeled bathroom boasts a custom vanity and beautifully tiled shower. On the opposite side of the home, two additional bedrooms with ceiling fans and ample closet space share a third updated bathroom, which conveniently serves as a cabana bath for pool access. Additional highlights include a large laundry room with built-in shelving and a versatile side-entry garage equipped with a mini-split A/C—ideal for a workshop, hobby space, or bonus room. Step outside to your private backyard oasis, where a spacious paver pool deck and screened enclosure surround the sparkling pool. The oversized, fenced yard offers plenty of room for pets, play, or future enhancements. Out front, enjoy a charming porch with a swing and an extended driveway providing ample parking. Additional, notable upgrades include a 2025 roof, 2024 AC, and 2024 water heater. This home truly checks all the boxes—location, layout, and lifestyle.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
$714,90026 Days on yellowkey MLS ID: O6401291
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1989Monthly Fee: $48 Tax: $4,456 (2025)Community: Glen Eagle Unit 2Spa: YesSingle Family
Taxes:$4,456
Remarks: Nestled in the desirable Glen Eagle part of Tuscawilla, this executive-style custom single-story home offers an exceptional blend of space, privacy, and location. Set along a picturesque tree-lined street, this 4-bedroom, 2.5-bath residence features a desirable split floor plan and a 2-car side-entry garage with additional parking, ideal for a boat or extra vehicles. Designed for both everyday living and entertaining, the home showcases a spacious, open layout complemented by a beautifully updated kitchen with quartz countertops. Over the past five years, the home has been thoughtfully enhanced with hardwood flooring throughout, fully renovated bathrooms, and upgraded kitchen appliances, creating a move-in-ready experience with modern finishes. Step outside to your private backyard retreat, complete with a fully fenced yard and a sparkling pool resurfaced in 2024, a new pool pump (2025), and a recently installed and fully paid solar pool heating system. New patio pavers further elevate the outdoor living space, making it perfect for relaxing or entertaining. A newer roof (2022) adds additional peace of mind. Located in the heart of Tuscawilla, this home is zoned for top-rated Seminole County schools and offers convenient access to SR 417, 426, and 434, just minutes from Downtown Orlando, Orlando International Airport, UCF, Siemens, and Research Park. Enjoy nearby parks, the Cross Seminole Trail, Oviedo on the Park, Oviedo Mall, YMCA, dining, shopping, and more. Optional membership to Tuscawilla Country Club offers golf, tennis, swimming, and a vibrant social lifestyle. Glen Eagle is known for its established homes, larger lots, and quiet residential charm. With major upgrades already completed and a prime location, this is a home you don’t want to miss!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Ana Semmel (407-314-5636)
805 LEOPARD TRL, WINTER SPRINGS, FL 32708
$574,99012 Days on yellowkey MLS ID: O6405925
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2608 Built: 1978 Tax: $2,946 (2024)Community: Winter Spgs Unit 4Single Family
Taxes:$2,946
Elementary School: Keeth Elementary
Remarks: 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.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)
560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708
$445,00022 Days on yellowkey MLS ID: O6401016
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1654 Built: 1996Monthly Fee: $78 Tax: $5,669 (2024)Community: Tusca OaksSingle Family
Taxes:$5,669
Remarks: Welcome to Tuska Oaks—a well-established community in the heart of Winter Springs known for its convenience and neighborhood feel. Tucked away on a quiet cul-de-sac, this 3-bedroom, 2-bath home offers over 1,600 square feet of comfortable living space with a smart, open layout and soaring vaulted ceilings. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space, opening seamlessly into the dining room area—ideal for everyday living and entertaining. Tile flooring runs throughout the home with laminate or LVP in the bedrooms and bathrooms, making maintenance simple and clean. Major updates have already been handled for you, including a roof replaced in 2018, A/C replaced in 2020, and interior and exterior paint completed just 3 years ago. The secondary bathroom has been fully remodeled, adding a fresh, updated touch. Step outside to a screened-in back porch overlooking a fully fenced backyard, offering privacy and space for pets, play, or outdoor gatherings. Residents of Tuska Oaks enjoy a low HOA and access to a community pool , all while being conveniently located near shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: David Fraser (407-920-9749)
1307 ORTEGA ST, WINTER SPRINGS, FL 32708
$438,00061 Days on yellowkey MLS ID: O6391915
REDUCED by $7,000 (1.6%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1984Monthly Fee: $29 Tax: $4,874 (2026)Community: Sunrise Unit 2-BSingle Family
Taxes:$4,874
Tax Year: 2026
Remarks: A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard though. Escape through French doors off the Florida room into a backyard that presents itself immediately with a majestic and well loved Oak Tree that towers over the backyard. Enjoy a quiet morning coffee as you contemplate life over your reflection pond or decide to stay at the small seating area that resides in the far corner of the backyard. Sunrise in Winter Springs is a well established neighborhood with a community park within a short walk of this home! Rainbow Elementary, the zoned school, is an A-Rated school! 1307 Ortega St has been owned by the same family since construction and is now available on the market for the first time ever! Other enjoyable features of 1307 Ortega include a bonus storage room, a garage with AMPLE built in storage, and cheaper sprinkler bills thanks to the environmental meter attached to the home. Come see this well maintained home, just minutes to schools, food, grocery, and more, today!
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Evans (407-462-1348)
1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708
$349,00040 Days on yellowkey MLS ID: O6397680
REDUCED by $8,500 (2.4%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 1983Monthly Fee: $29 Tax: $1,540 (2024)Community: Sunrise Village Unit 1Spa: NoSingle Family
Taxes:$1,540
Remarks: SUNRISE VILLAGE 2/2 UPDATED HOME! PLUS A BONUS ROOM PERFECT FOR OFFICE, NURSERY, PLAYROOM, HOBBY ROOM, FLORIDA ROOM OR JUST ADDITIONAL LIVING SPACE! OPEN FLOOR PLAN! KITCHEN FEATURES TILE FLOORS, EAT IN KITCHEN AND LIGHT WOOD CABINETRY! ROOF 2022, A/C 2023, WATER HEATER 2025! MAIN BATH UPDATED WITH DECORATIVE TILE, GRANITE COUNTER, TILE FLOOR! DOUBLE PANED WINDOWS! WIDE BLINDS! KNOCKDOWN CEILINGS! NO CARPETING THRU OUT! LARGE SCREENED PATIO WITH TILE FLOOR! LOTS OF NATURAL LIGHT! FANS! LAUNDRY IN GARAGE! GREAT LOCATION, HIGHLY RATED SCHOOLS, LOW HOA DUES ($345 YEAR), COMMUNITY BASKETBALL, TENNIS AND PLAYGROUND!. CONVENIENT TO ALL AREAS OF TOWN! PLEASE NOTE: SOLAR PANELS ON ROOF ARE LEASED, AND LEASE IS TRANSFERABLE! APPROX $80 MONTH! SELLER NOTES WITH POWER COMPANY CREDITS, BILL HAS BEEN APPROX. $30 MONTH!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Diane Fuller (407-923-2090)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$675,00042 Days on yellowkey MLS ID: O6396955
REDUCED by $25,000 (3.6%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2711 Built: 1989Monthly Fee: $8 Tax: $1,171 (2025)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$1,171
Remarks: One or more photo(s) has been virtually staged. ***MARCH 2026 Appraisal at $735,000***Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
1384 MILL STREAM LN, WINTER SPRINGS, FL 32708
$404,90015 Days on yellowkey MLS ID: TB8504740
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1932 Built: 2015Monthly Fee: $233 Tax: $5,288 (2024)Community: Jesups LandingTownhouse
Taxes:$5,288
Remarks: 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 (844-874-2661)
Listing Agent: Joshua Nogowski (754-234-9626)
1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708
$381,990119 Days on yellowkey MLS ID: O6375116
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1476 Built: 2025Monthly Fee: $356 Tax: $1,457 (2025)Community: Hickory GroveTownhouse
Taxes:$1,457
Remarks: As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.
Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)
Listing Agent: Amanda Warren (321-662-0779)
607 CASA PARK COURT K, WINTER SPRINGS, FL 32708
$239,90021 Days on yellowkey MLS ID: O6402801
0 Days Off yellowkey (back on 5/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1088 Built: 1985Monthly Fee: $207 Tax: $1,556 (2024)Community: Casa Park Villas Ph 2Townhouse
Taxes:$1,556
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully reimagined 2-bedroom, 2-bath townhome in the heart of Winter Springs. From the moment you step inside, you’re greeted by a bright, open-concept layout that seamlessly connects the family room, dining area, and kitchen—creating a warm, inviting space perfect for both everyday living and entertaining. Every detail has been thoughtfully updated, featuring luxury vinyl flooring throughout, fresh modern paint, and a stunning, fully renovated kitchen complete with brand-new cabinetry, sleek countertops, and stainless steel appliances. The result is a clean, contemporary feel that’s as stylish as it is functional. Upstairs, you’ll find a serene primary suite along with a spacious second bedroom, offering comfort and privacy. The bathroom has been completely transformed with elegant marble flooring, adding a touch of luxury to your daily routine. Step outside to your large, screened-in covered patio—an ideal retreat for morning coffee, evening relaxation, or hosting friends in a peaceful outdoor setting. Beyond the beauty, this home offers peace of mind with major upgrades already taken care of, including a brand-new A/C (2026), new Pella double-pane high-impact windows, and a tankless water heater (2026). Located in a desirable community close to parks, scenic trails, dining, shopping, top-rated schools, and major highways, this home truly delivers the perfect blend of comfort, convenience, and value. This isn’t just a townhome—it’s a place where you can settle in, unwind, and feel at home from the very first moment.
Listing is courtesy of: KGV REALTY GROUP (407-474-0844)
Listing Agent: Kristin Vogt Pllc (407-417-7206)
788 ANDOVER CIR, WINTER SPRINGS, FL 32708
$445,00035 Days on yellowkey MLS ID: O6397299
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 1994Monthly Fee: $124 Tax: $3,567 (2025)Community: Georgetowne Unit 3Single Family
Taxes:$3,567
Remarks: Welcome to this beautiful home in the sought after TUSCAWILLA community of Georgetowne. Step into a home that immediately feels WARM, INVITING, and designed for both everyday living and effortless entertaining. Upon entering you are greeted by a SPACIOUS LIVING ROOM filled with NATURAL LIGHT & high ceilings. SLIDING GLASS DOORS off the main living area create the perfect flow for both everyday living and entertaining. The heart of the home is the well-appointed kitchen featuring GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES, white cabinets offering both style and functionality. The breakfast bar is perfect for casual dining. Just off the kitchen, the FORMAL DINING AREA is highlighted by LARGE WINDOWS that bring in an abundance of light, creating an inviting setting for meals and gatherings. A dedicated LAUNDRY ROOM with BUILT-IN SHELVING and additional STORAGE is conveniently located off the TWO-CAR GARAGE, adding to the home’s practical layout. The PRIMARY SUITE is a true retreat, offering generous space, a WALK-IN CLOSET WITH BUILT-INS, and PRIVATE ACCESS to the patio through sliding doors. The en-suite bathroom features a relaxing GARDEN TUB and a WALK-IN SHOWER, providing both comfort and convenience. Bedrooms two and three include BUILT-IN CLOSETS and share a SECONDARY BATHROOM with a TUB/SHOWER COMBINATION. Throughout the home, you will find WOOD FLOORING in the main living areas and bedrooms, with TILE in the kitchen, dining, and laundry spaces for easy maintenance. Step outside to enjoy the enclosed back sunroom, perfect for relaxing while overlooking the backyard. UPDATES include ROOF 2023, NEW HOT WATER HEATER, BRICK PAVER DRIVEWAY, Newer WOOD Front Door, fresh paint in kitchen & dining room. Ideally situated just steps from TROTWOOD PARK, this home offers incredible access to TENNIS COURTS, PICKLEBALL, PLAYGROUNDS, and OPEN GREEN SPACE. Conveniently located to Winter Springs Town Center, 417, shops, restaurants and more! With its unbeatable location, thoughtful layout, and inviting features, this home truly offers the best of TUSCAWILLA LIVING. Schedule your private showing today before it's too late.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Dawn Tinder (407-733-6846)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,299,900105 Days on yellowkey MLS ID: O6379165
REDUCED by $100,000 (7.1%) on 04/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4464 Built: 1989 Tax: $12,488 (2025)Community: Bahama RanchesSpa: NoSingle Family
Taxes:$12,488
Remarks: Mid Century Modern Paradise!! A Beautiful, well-designed home with spectacular architecture offering privacy, space, and long-term versatility on a rare 2.22-acre lot with RV/Toy parking—delivering exceptional value in this area. A separate in-law or guest suite features its own exterior entrance and full bathroom, ideal for multigenerational living, a private office, studio, or extended stays. The main living areas are sprawling, thoughtfully arranged with strong natural light and a functional flow for everyday living and a large Loft for entertaining, office or hobbies. The large primary suite includes a spacious en-suite bath and walk-in closet. Bedrooms two and three are oversized, each with walk-in closets; one includes a hidden play loft/ adventure nook accessible through the Narnia style closet access. The expansive property also includes a detached casita in the backyard, currently used as a workshop, with clear potential to be converted into a guest home, rental unit, or Airbnb. Located on a quiet street in an established Winter Springs neighborhood, with convenient access to top-rated schools, shopping, dining, and major commuter routes. Concessions considered with the right scenario. Buyer and buyer’s agent to verify all information. Both owners are licensed real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
1452 CONNORS LN, WINTER SPRINGS, FL 32708
$475,00015 Days on yellowkey MLS ID: O6404505
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 1986Monthly Fee: $90 Tax: $4,752 (2024)Community: Wedgewood Tennis VillasSingle Family
Taxes:$4,752
Remarks: 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.
Listing Agent: Denise Mckinley (407-625-0635)
4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708
$690,000124 Days on yellowkey MLS ID: O6374007
REDUCED by $10,000 (1.4%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 1984Monthly Fee: $40 Tax: $7,807 (2024)Community: Tuskabay Ph 1Single Family
Taxes:$7,807
Remarks: This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out refrigerator and freezer with ice maker, double oven and stovetop, wine and beverage cooler, and dishwasher. Major system upgrades add peace of mind and efficiency, featuring a newer roof installed in 2021, a fully paid off 11.745 kW (DC) solar system paired with a Tesla Powerwall 2.1 (7 kW DC battery capacity), whole-home water filtration and softener, high-efficiency heat pump water heater, new double-paned windows, Nest thermostats for upstairs and downstairs climate control, upgraded outlets with USB and modern switches, and new blinds throughout. The spacious primary bathroom has been fully remodeled with glass shower doors, new quartz countertops, and a farmhouse sink. Outside, enjoy exceptional curb appeal and a private backyard retreat with a screened-in pool, expansive paver patio, new extended paver walkway wrapping around the backyard, upgraded irrigation and sprinkler system, new gutters, and recently serviced chimney. The property is framed by mature, recently trimmed water and live oaks, enhancing both beauty and shade, while added features such as a new front door with wide extended entry, exterior Ring cameras and floodlights complete this truly move-in-ready home designed for a seamless indoor-outdoor Florida lifestyle.
Listing is courtesy of: MOMENTUM REALTY (904-903-1558)
Listing Agent: Carolina Taborda (832-349-8266)
167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$299,00085 Days on yellowkey MLS ID: O6383981
REDUCED by $9,000 (2.9%) on 04/14/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1275 Built: 2005Monthly Fee: $300 Tax: $2,666 (2025)Community: Heritage Park TwnhmsTownhouse
Taxes:$2,666
Remarks: One or more photo(s) has been virtually staged. ROOF & ELECTRICAL UPDATED (2023) – this well-maintained townhome in the gated Heritage Park community of Winter Springs offers peace of mind along with stylish, LOW MAINTENANCE LIVING in one of Seminole County’s most convenient locations! Thoughtfully designed with TILE & LUXURY VINYL PLANK FLOORING throughout, this home feels light, bright, and MOVE-IN READY from the moment you step inside. The OPEN CONCEPT main floor is ideal for everyday comfort and easy entertaining, featuring a comfortable living area that flows seamlessly into the kitchen. The home chef will appreciate the long breakfast bar for casual dining, STAINLESS STEEL APPLIANCES, rich cabinetry, and generous prep space, while a convenient half bath downstairs adds functionality for guests. Sliding glass doors open to a SCREENED LANAI finished with wood look tile, where mature landscaping and tranquil POND VIEWS create a peaceful outdoor retreat – perfect for morning coffee or unwinding at the end of a long day. Upstairs, both bedrooms offer private en-suite full baths, creating an ideal layout for homeowners, guests, or roommates. The PRIMARY SUITE includes a large WALK-IN CLOSET and relaxing water views, while the overall layout provides comfort and privacy for everyday living. Perfectly positioned across from the COMMUNITY POOL while enjoying serene views out back, this home delivers the best of both worlds. Heritage Park is a GATED COMMUNITY in the heart of Winter Springs, ideally located just off SR-434 and directly across from Central Winds Park, with access to walking trails, lakes, and endless outdoor space to explore. Spend weekends biking the Cross Seminole Trail, boating on Lake Jesup, or checking out the many nearby parks and recreation areas. Residents enjoy access to a community pool, park, and playground, all just minutes from shopping, dining, and major roadways for an easy commute throughout Central Florida. Whether you are searching for your first home, a low-maintenance lifestyle, or a strong rental opportunity, this Constitution Way townhome checks all the boxes with location and lifestyle appeal! Call today to schedule your tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708
$275,00041 Days on yellowkey MLS ID: O6396912
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1425 Built: 1981 Tax: $4,268 (2025)Community: Tuscany Place Ph 1Condo
Taxes:$4,268
Remarks: One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates are already done for you, including the kitchen and both bathrooms, plus a NEWER A/C (2020), giving peace of mind from day one. Inside, the home has been tastefully updated with modern finishes and fixtures, creating a clean, MOVE-IN READY space that feels both fresh and inviting. WOOD LAMINATE FLOORING flows throughout the entire unit, enhancing the seamless, low-maintenance lifestyle. The OPEN CONCEPT living and dining area is filled with NATURAL LIGHT thanks to a wall of SLIDING GLASS DOORS that lead to a SCREENED BALCONY overlooking peaceful green space – perfect for morning coffee or winding down in the evening. The UPDATED KITCHEN stands out with a fresh, modern color palette and a pop of personality, featuring sleek countertops, STAINLESS STEEL APPLIANCES, ample cabinet storage, a breakfast bar, and a window that brings in even more natural light. The SPLIT BEDROOM layout offers both comfort and privacy with the primary suite tucked away at the back of the home, complete with a WALK-IN CLOSET, updated en-suite bath, and its own private access to a SECOND BALCONY. Two additional bedrooms are positioned at the front of the unit and share a beautifully updated full bath, ideal for guests, family, or a home office setup. Tuscany Place residents enjoy a gated entrance along with added conveniences like lawn care and pest control, making this a truly low-maintenance option. The location is hard to beat – just minutes from Tuskawilla Road, SR 434, and 417, with easy access to TROTWOOD PARK, Central Winds Park, Tuscawilla Country Club, and all the shopping and dining options in Winter Springs and nearby Oviedo. Whether you are looking for your next home or a smart investment, this updated condo is priced to sell and ready for its next owner. Call today to schedule a tour!
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.