Winter Springs, FL Homes for Sale with Parking

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  /36

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  4951 Courtland Loop, Winter Springs, FL 32708

  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

  Carolina Taborda MOMENTUM REALTY

  4951 Courtland Loop, Winter Springs, FL 32708
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  /74

  $629,900

  • 4 Beds
  • 2 Baths
  • 2,678 Sq Ft

  4245 Lori Loop, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Seller is offering a $5,000.00 credit towards Closing Cost. Welcome to 4245 Lori Loop in desirable Winter Springs! Situated on an oversized 0.27-acre lot, this spacious 4-bedroom, 2-bath pool home offers a fantastic layout with separate formal living and dining rooms, plus a comfortable family room featuring a cozy fireplace. The newly renovated

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  4245 Lori Loop, Winter Springs, FL 32708
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  /59

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  717 Wilson Rd, Winter Springs, FL 32708

  ASSUMABLE LOW VA LOAN INTEREST RATE of 2.5% TO QUALIFYING BUYER (You DON'T have to be a veteran)!! Saving you $450 MONTHLY!!ADORABLE home located in DESIRABLE TUSCAWILLA Wedgewood Tennis Villas known for its' CHARMING TREE-LINED STREETS!! Walk to clubhouse, tennis games, and fitness center! BEAUTIFUL CURB APPEAL! Home is OPEN, LIGHT, BRIGHT, and SPACIOUS!! With BRICK FIREPLACE and VOLUME

  Cameron Hasan FLORIDA USA REALTY

  717 Wilson Rd, Winter Springs, FL 32708
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  /57

  $719,000

  • 5 Beds
  • 3 Baths
  • 3,287 Sq Ft

  1503 Graceful Doe Loop, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. This stunning 5-bedroom, 3-bathroom home with a three-car garage offers a perfect blend of style, comfort, and functionality. As you step inside, you are greeted by a spacious floor plan. One bedroom and a full bathroom are conveniently located downstairs, providing privacy and flexibility for guests.The main level features an open and versatile

  Gabriel Andrada FLORIDA SPIRIT HOMES

  1503 Graceful Doe Loop, Winter Springs, FL 32708
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  /22

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  476 Tradition Ln, Winter Springs, FL 32708

  Welcome to this beautiful townhome in the heart of desirable Winter Springs! This townhome sits on a quiet street an established community. Roof was replaced in 2023! Featuring a split floor plan, vaulted ceilings, and a large primary suite with walk-in closet, the layout provides comfort and flexibility. The screened-in lanai overlooks backyard with a community walk, perfect for relaxing or

  Shadi Tamimi SET HOMES REALTY LLC

  476 Tradition Ln, Winter Springs, FL 32708
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  /33

  $1,049,000

  • 5 Beds
  • 5 Baths
  • 3,885 Sq Ft

  1815 Seneca Blvd, Winter Springs, FL 32708

  This stunning 5-bedroom pool home in the highly desirable Chelsea Woods at Tuscawilla has been completely remodeled from top to bottom. The home offers exceptional living space, including a large living room with fireplace, a spacious family room with fireplace, and a formal dining room—ideal for entertaining. A large bonus room provides flexible space for a home office, playroom, or additional

  Belinda Gonzales RE/MAX TOWN & COUNTRY REALTY

  1815 Seneca Blvd, Winter Springs, FL 32708
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  /23

  $780,000

  • 5 Beds
  • 4.5 Baths
  • 3,512 Sq Ft

  1225 Stone Harbour Rd, Winter Springs, FL 32708

  Welcome to this lakefront home in the community of Parkstone. This home has private shoreline along the serene Lake Jesup that is ready for your new dock and boat. Situated on almost .75 acre lot, this property delivers with peaceful views. At the heart of this 3,512 sq ft residence are five spacious bedrooms and three and a half bathrooms, including two master suites with en suite baths for

  Vasilios Poulos ROBERT SLACK LLC

  1225 Stone Harbour Rd, Winter Springs, FL 32708
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  /30

  $804,900

  • 5 Beds
  • 3 Baths
  • 2,762 Sq Ft

  124 Blue Creek Dr, Winter Springs, FL 32708

  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

  Ryan Langley FLORIDA REALTY INVESTMENTS

  124 Blue Creek Dr, Winter Springs, FL 32708
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  /47

  $479,000

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft

  1716 Fox Glen Ct, Winter Springs, FL 32708

  Beautiful home in the heart of Tuscawilla Country Club — a well-established, walkable, and extremely safe neighborhood. Zoned for top-rated A+ schools: Rainbow Elementary, Indian Trails Jr. High, and Winter Springs High School. This 3-bed, 2-bath home offers 1,889 sq ft, a 2-car garage, and a long list of upgrades throughout: • Architectural-shingle roof (2017)• Carrier HVAC (10/6/2021)•

  Bob Knowles RED CARPET REALTY FLORIDA

  1716 Fox Glen Ct, Winter Springs, FL 32708
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  /26

  $339,000

  • 3 Beds
  • 2.5 Baths
  • 1,602 Sq Ft

  540 Pinebranch Cir, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, perfectly situated in the heart of Winter Springs. This spacious 3-bedroom, 2.5-bath home offers an inviting open layout, a large living area filled with natural light, and a well-appointed kitchen with plenty of cabinet space. One of the biggest highlights of

  Joshua Lopez EXP REALTY LLC

  540 Pinebranch Cir, Winter Springs, FL 32708
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  /45

  $573,000

  • 5 Beds
  • 3.5 Baths
  • 3,566 Sq Ft

  203 Herrell Rd, Winter Springs, FL 32708

  **Seller will contribute towards buyer closing costs that buyer can use towards renovations. This number is negotiable.** Incredible opportunity to own this fantastic 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This home has a beautiful covered front porch, circular driveway with lots of parking space, an

  Margeaux Eddy MAINFRAME REAL ESTATE

  203 Herrell Rd, Winter Springs, FL 32708
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  /68

  $85,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  411 La Vista Dr, Winter Springs, FL 32708

  Hacienda Village 55+-Double Wide 1536 sq. ft. 3 bedrooms, 2 bath, split plan with a lot of upgrades. Family Room, screened in area, lots of storage-water purifier, nice size lot to enjoy. Neighborhood is close to all major highways, shopping, doctors, restaurants. All the latest and greatest amenities. Hacienda Village is a legacy Community. Monthly rent is $1025.00.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES

  411 La Vista Dr, Winter Springs, FL 32708
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  /41

  $728,500

  • 5 Beds
  • 3 Baths
  • 3,385 Sq Ft

  1553 Cranston St, Winter Springs, FL 32708

  Reduced! Nestled in the heart of Winter Springs, this lovely 5-bedroom, 3-bathroom pool home offers the perfect blend of comfort and convenience. Located in a serene and gated neighborhood with easy access to major roadways, Downtown Orlando, UCF and other top-rated schools, this home is ideal for those looking to experience the best of suburban living in Central Florida. Interior features

  Ari Rokh LEGACY REALTY & BROKERS LLC

  1553 Cranston St, Winter Springs, FL 32708
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  /25

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,265 Sq Ft

  744 N Gretna Ct, Winter Springs, FL 32708

  Small but cozy, 3-bedroom house. Detached and very large backyard. Perfect for investors interested in fixing and flipping Or for rental. Currently is being rented to students.

  Gregory Sullivan BY OWNER.COM

  744 N Gretna Ct, Winter Springs, FL 32708
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  /42

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,147 Sq Ft

  122 Stone Gable Cir, Winter Springs, FL 32708

  ELEGANT CONTEMPORARY HOUSE WELCOMES YOU THROUGH A FOYER INTO THE LIVING/DINING AREA. THE HOUSE HAS 3 BEDROOMS AND THE POTENTIAL TO EASILY BUILD A 4TH ONE, AS IT IS ALREADY IN PUBLIC RECORDS. ADD EQUITY TO YOUR HOME! FRESH COAT OF PAINT ON ALL THE HOUSE AND NEW ENGINEERED WOOD FLOORS. ALL WINDOWS HAVE WOOD SHUTTERS. KITCHEN IS SPACIOUS, WITH STONE COUNTERS, STONE BACKSPLASH AND STAINLESS STEEL

  Connie Shepherd HOME WISE REALTY GROUP, INC.

  122 Stone Gable Cir, Winter Springs, FL 32708
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  /46

  $1,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,078 Sq Ft

  202 Arrowhead Ct, Winter Springs, FL 32708

  BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive

  Kim Coburn RE/MAX TOWN & COUNTRY REALTY

  202 Arrowhead Ct, Winter Springs, FL 32708
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  /18

  $369,900

  • 4 Beds
  • 2 Baths
  • 1,312 Sq Ft

  113 Lido Rd, Winter Springs, FL 32708

  Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real

  Nicole Anderson HD REALTY LLC

  113 Lido Rd, Winter Springs, FL 32708
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  /44

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1422 Spalding Rd, Winter Springs, FL 32708

  PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  1422 Spalding Rd, Winter Springs, FL 32708
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  /22

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  724 Barrington Cir, Winter Springs, FL 32708

  Very well maintained home in Tuskawilla! Updated kitchen with Granite countertops, Elegant mirrored wall, Ceramic Tile throughout. Double sinks in beautiful master bathroom with garden shower tub! Owners have access to the neighborhood clubhouse and Community pool, HOA takes care of front yard lawn maintenance. Two parks and a nature trail are walking distance from the home. Walk to Trotwood Park

  Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

  724 Barrington Cir, Winter Springs, FL 32708
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  /77

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,334 Sq Ft

  1204 Swan St, Winter Springs, FL 32708

  Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door kitchen, game room, storage. Close to major Roads, sipping centers, , schools, hospitals, 17 minutes to Sanford Airport, 11 minutes to Oviedo mall, 20 minutes to UCF. 20 minutes to Orlando Health

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  1204 Swan St, Winter Springs, FL 32708
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  /18

  $484,940 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  161 Bear Springs Dr, Winter Springs, FL 32708

  With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural

  Mattamy Homes Builder

  161 Bear Springs Dr, Winter Springs, FL 32708
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  /18

  $484,940 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  173 Bear Springs Dr, Winter Springs, FL 32708

  With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural

  Mattamy Homes Builder

  173 Bear Springs Dr, Winter Springs, FL 32708
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  /18

  $384,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  165 Bear Springs Dr, Winter Springs, FL 32708

  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

  Mattamy Homes Builder

  165 Bear Springs Dr, Winter Springs, FL 32708
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  /44

  $847,500 Pre-Foreclosure

  • 6 Beds
  • 4 Baths
  • 3,100 Sq Ft

  135 W Trade Winds Rd, Winter Springs, FL 32708

  As you arrive, you’re greeted by a circular driveway and the peace, privacy, and wide-open feel of over an acre of land. Step inside to a thoughtfully designed layout that flows with ease. To the right, a staircase leads to three spacious bedrooms, a full bathroom, and the primary suite featuring its own private bath. To the left, a cozy living room offers the perfect setting to relax and unwind.

  Joshua Crittendon EXP REALTY LLC

  135 W Trade Winds Rd, Winter Springs, FL 32708
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  /43

  $599,900 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,608 Sq Ft

  805 Leopard Trail, Winter Springs, FL 32708

  Welcome to this beautifully updated 4-bedroom, 2-bath custom home located in the desirable Tuskawilla community—known for its top-rated schools and family-friendly charm. Set on a nearly half-acre lot, this 2,608 sq ft residence offers the perfect mix of comfort, character, and everyday convenience. Step inside and you’ll immediately notice the inviting warmth of the engineered hardwood floors

  Miguel Anastacio COLDWELL BANKER REALTY

  805 Leopard Trail, Winter Springs, FL 32708
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  /42

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  987 Kerwood Cir Unit 4, Oviedo, FL 32765

  Welcome to this beautifully maintained home in the highly sought-after Tuska Ridge community in Oviedo. Known for its prime location, this neighborhood offers convenient access to shopping, dining, major highways, and is zoned for top-rated schools. Situated on a spacious 1⁄4-acre lot with mature trees providing natural shade, this home offers both comfort and functionality. A welcoming front

  Renata Stare PROPERTY OUTLET INTERNATIONAL

  987 Kerwood Cir Unit 4, Oviedo, FL 32765
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  /72

  $899,900

  • 8 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1824 Lake St, Oviedo, FL 32765

  Lakefront Property with Multiple Living Spaces Enjoy lakefront living on the shores of Lake Jessup with this unique and versatile property located in Oviedo. This renovated home offers beautiful water views and a flexible layout that creates multiple living opportunities. The main house features 3 bedrooms and 2 bathrooms, providing comfortable living space with natural light and peaceful lake

  Andres Ospina Rivera LPT REALTY, LLC

  1824 Lake St, Oviedo, FL 32765
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  /30

  $559,900

  • 3 Beds
  • 2 Baths
  • 2,363 Sq Ft

  2277 Nectar Way, Oviedo, FL 32765

  A great place to call home in popular Tuska Ridge. This home features a split floor plan offering flexible family living with a separate bonus office/bedroom for those who work remotely. Adding your personal touch will be easy with its fresh neutral pallet, custom shutters and barn doors. The kitchen features a center island and all SS appliances with easy flow to the screen patio for summer BBQ

  Kim Carthen CARTHEN REALTY INC

  2277 Nectar Way, Oviedo, FL 32765
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  /84

  $990,000

  • 5 Beds
  • 4.5 Baths
  • 4,104 Sq Ft

  2297 Blossomwood Dr, Oviedo, FL 32765

  Experience refined living in this fully renovated (with finishing touches underway) luxury single-family home located in the highly sought-after Tuska Ridge subdivision of Oviedo, FL. Set on a private 1-acre lot, this exceptional residence offers 5 bedrooms, 5 bathrooms, and 4,104 square feet of thoughtfully designed living space, including a dedicated second-generation/in-law suite ideal for

  Michelle Torrente ROBERT SLACK LLC

  2297 Blossomwood Dr, Oviedo, FL 32765
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  /65

  $949,000

  • 6 Beds
  • 4 Baths
  • 4,214 Sq Ft

  450 Terravista Place, Oviedo, FL 32765

  Welcome to your dream home! This exquisite residence nestled on a cul-de-sac within the small gated community of Terralago boasts stunning curb appeal, with a Spanish style roof and an extended paver driveway leading to a spacious three car garage. As you step inside, the beautiful foyer with soaring ceilings and crystal chandeliers in the formal living and dining spaces welcome you home. The

  Noor Masri LA ROSA REALTY PREMIER LLC

  450 Terravista Place, Oviedo, FL 32765
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  /22

  $358,500

  • 3 Beds
  • 2.5 Baths
  • 1,609 Sq Ft

  984 Legacy Winds Way, Casselberry, FL 32707

  Short Sale. GREAT OPPORTUNITY! Located in desirable Legacy Winds, this townhome offers the perfect blend of modern design, comfort, and convenience. Featuring 3 bedrooms and 2.5 baths, this TH welcomes you with an open and airy floor plan designed for everyday living and easy entertaining. The open kitchen is the heart of the home, complete with stainless steel appliances, a spacious center

  Doug Woehr COLDWELL BANKER REALTY

  984 Legacy Winds Way, Casselberry, FL 32707

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