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Recently Sold Highlands Homes

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    $255,000 Sold Sep 05, 2025

    • 1,452 Sq Ft
    • $176/SF
    • 134 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1984

    533 Moree Loop, Winter Springs, FL 32708

    Tucked away in a peaceful, wooded setting, this 2-bedroom, 2.5-bathroom end-unit townhome offers the ultimate peaceful retreat in Winter Springs. Step through the fenced courtyard and inside to a bright and welcoming foyer that leads to a spacious, sunlit living room with a cozy fireplace overlooking the private backyard. The dining area flows into a well-appointed kitchen with new stainless

    Brad Young HOMEVEST REALTY

    533 Moree Loop, Winter Springs, FL 32708
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    $270,000 Sold Sep 05, 2025

    • 1,105 Sq Ft
    • $244/SF
    • 173 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1993

    281 San Gabriel St, Winter Springs, FL 32708

    Sellers are motivated ! BRAND NEW PLUMBING, WATER HEATER and A/C 2025. Welcome Home to your quaint tucked away 3/2 residence in Winter Springs, conveniently located near restaurants, amenities, Universities (UCF, Full Sail) and community parks. The community features a Pool and walking trails, just outside the community you will find the City of Winter Springs newly developed park with a Soccer

    Rebecca Bergery REBECCA BERGERY

    281 San Gabriel St, Winter Springs, FL 32708
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    $325,000 Sold Sep 03, 2025

    • 1,458 Sq Ft
    • $223/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    210 Wade St, Winter Springs, FL 32708

    Price Reduction! Welcome to this cozy and functional home in the heart of Winter Springs! A great layout with stainless steel kitchen appliances (all included!) give the space a clean, modern feel. The kitchen features granite countertops and a cozy eat-in dinette—perfect for casual meals or your morning coffee.You'll love the plush new carpeting in the bedrooms, a spacious master suite

    Kimberley Beaudry ORLANDO REGIONAL REALTY

    210 Wade St, Winter Springs, FL 32708
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    $307,000 Sold Sep 03, 2025

    • 1,326 Sq Ft
    • $232/SF
    • 59 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    309 Kirkcaldy Dr, Winter Springs, FL 32708

    Fully updated in 2025, including a BRAND NEW ROOF and NEW PLUMBING from a full re-pipe completed in July, this three-bedroom, two-bathroom gem delivers effortless living, modern comfort, and timeless style. Soaring vaulted ceilings and expansive windows bathe the open floor plan in natural light, creating a bright, airy atmosphere perfect for both everyday living and entertaining guests. The

    Michael Kushner BALDWIN PARK REALTY LLC

    309 Kirkcaldy Dr, Winter Springs, FL 32708
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    $255,000 Sold Sep 02, 2025

    • 1,363 Sq Ft
    • $187/SF
    • 2 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1989

    426 Green Spring Cir, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Tucked away in the desirable Mount Greenwood community of Winter Springs, this end-unit townhome offers comfort, privacy, and a thoughtful layout. Step inside to a welcoming main living area. The kitchen features granite countertops, stainless steel appliances, and a cozy eat-in space, with a breakfast bar that flows seamlessly into the dining room.

    Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    426 Green Spring Cir, Winter Springs, FL 32708
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    $331,000 Sold Sep 02, 2025

    • 1,136 Sq Ft
    • $291/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1980

    701 Woodlawn Dr, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to your exquisitely renovated 4-bedroom, 2-bathroom pool home at 701 Woodlawn Drive, situated in the highly sought-after Wildwood neighborhood of Winter Springs! Fully renovated in July 2025, this residence embodies refined style and turnkey comfort.As you enter, you’re greeted by a bright, open floor plan showcasing stylish shaker-style

    Eric Campbell LPT REALTY, LLC

    701 Woodlawn Dr, Winter Springs, FL 32708
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    $330,000 Sold Aug 29, 2025

    • 1,680 Sq Ft
    • $196/SF
    • 64 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2008

    479 Harbor Winds Ct, Winter Springs, FL 32708

    Beautiful Townhome in Gated Harbor Winds – Prime Location & Resort-Style Amenities! Don’t miss this opportunity to own a beautifully maintained 3-bedroom, 2.5-bathroom townhome located in the highly desirable gated community of Harbor Winds in Winter Springs. This spacious 1,680 sq. ft. home offers an open, airy floor plan designed for both comfort and functionality. The primary suite is

    Ryan Rogers EXP REALTY LLC

    479 Harbor Winds Ct, Winter Springs, FL 32708
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    $185,000 Sold Aug 28, 2025

    • 1,187 Sq Ft
    • $156/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    60 Moree Loop Unit 45, Winter Springs, FL 32708

    Uncover a Hidden Gem in Central Florida! Welcome to this charming FIRST FLOOR, single story, 3-bedroom, 2 bath condo nestled in the Highlands community, renowned for its exceptional recreational offerings. The kitchen boasts light-colored cabinets and in unit washer / dryer. Spacious open-concept living and dining areas seamlessly connect to a large screened patio, perfect for relaxation or

    Matt Merdian MERDIAN REALTY LLC

    60 Moree Loop Unit 45, Winter Springs, FL 32708
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    $275,000 Sold Aug 27, 2025

    • 1,461 Sq Ft
    • $188/SF
    • 34 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1972

    609 David St, Winter Springs, FL 32708

    Location Location- 4 bedroom 2 bath - $290,000. Your new home awaits in this charming Winter Springs community. The property features open layout with a dining and kitchen combo. The kitchen is a blank canvas. Bring your tools to customize and potentially increase the property value. Situated in a convenient location, this home provides easy access to local amenities and attractions. Don't

    Steven Koleno BEYCOME OF FLORIDA LLC

    609 David St, Winter Springs, FL 32708
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    $365,000 Sold Aug 26, 2025

    • 1,576 Sq Ft
    • $232/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    416 S Hawthorn Cir, Winter Springs, FL 32708

    This FULLY RENOVATED home boasts stunning curb appeal and modern upgrades throughout. From the moment you arrive, you'll be delighted by the beautifully landscaped front yard and welcoming entryway. Situated on a large lot with a fully fenced, oversized backyard, featuring a newly resurfaced pool to enjoy on hot Summer days!This home offers a great floorplan with a neutral, light color

    Lisa Demarco Rubel KELLER WILLIAMS ADVANTAGE REALTY

    416 S Hawthorn Cir, Winter Springs, FL 32708
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    $340,000 Sold Aug 18, 2025

    • 1,204 Sq Ft
    • $282/SF
    • 63 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    620 Fruitwood Ave, Winter Springs, FL 32708

    Tucked away in a PEACEFUL and established Winter Springs neighborhood, this lovingly maintained 3-bedroom, 2-bath home offers the ideal balance of comfort, thoughtful updates, and everyday functionality—all with NO HOA and a welcoming community known for its friendly neighbors. Recent exterior UPGRADES include NEW gutters and landscaping (2024) and a NEW ROOF (2022), offering peace of mind and

    Jennifer Wemert WEMERT GROUP REALTY LLC

    620 Fruitwood Ave, Winter Springs, FL 32708
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    $200,000 Sold Aug 15, 2025

    • 896 Sq Ft
    • $223/SF
    • 81 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    130 Kristi Ann Ct, Winter Springs, FL 32708

    MOSS COVE TOWNHOMES! Downsizing? First time home buyer? Looking for a great rental property? Welcome home! This turn key, well loved and very low maintenance townhome, located in the heart of Winter Springs, is ready for you! This two story townhome's interior features a spacious living area, half bath, and private and stylish kitchen with a newer and ornate backsplash, pantry, and a dinette that

    Jennah LeBruno, LLC THE WILKINS WAY LLC

    130 Kristi Ann Ct, Winter Springs, FL 32708
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    $359,000 Sold Aug 12, 2025

    • 1,596 Sq Ft
    • $225/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    739 Mimosa Ct, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. This elegant home is nestled in the desirable Foxmoor neighborhood, located in the heart of Winter Springs. It sits in a peaceful cul-de-sac, perfect for those who cherish tranquility and community.Upon entry, you'll be greeted by vaulted ceilings and a light, bright interior with a large living room and dining space. The interior of the

    Robin Cook WEST WING REAL ESTATE COMPANY

    739 Mimosa Ct, Winter Springs, FL 32708
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    $335,000 Sold Aug 12, 2025

    • 1,386 Sq Ft
    • $242/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    432 Harbor Winds Ct, Winter Springs, FL 32708

    THE WINTER SPRINGS RETREAT // Welcome to this charming ONE STORY, end-unit in the quaint gated community of Harbor Winds in Winter Springs! ***NEW ROOF PUT ON IN 2023! *** Roof Assessment fully paid off!*** This townhome offers a serene conservation view with the added privacy of no rear neighbors, along with a convenient 2-car garage and a side entry that provides a glimpse of the

    Kristina Mollo ALL REAL ESTATE & INVESTMENTS

    432 Harbor Winds Ct, Winter Springs, FL 32708
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    $339,000 Sold Aug 12, 2025

    • 1,305 Sq Ft
    • $260/SF
    • 70 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    408 S Edgemon Ave, Winter Springs, FL 32708

    Fantastic property with NO HOA! New Roof in 2022! This 2 Car Garage Home has over ~$35K of recent renovations! Such renovations include: Granite Countertops, HVAC, Water Heater, Luxury Vinyl Flooring, Paint, Window Screens, Blinds, Sliding Glass Door, GE Refrigerator, GE Range, GE Hood, GE Dishwasher, Garbage disposal, Marble Vanity, and much more! Zoned for Seminole County schools! Property

    Allen Steigman STEIGMAN REALTY LLC

    408 S Edgemon Ave, Winter Springs, FL 32708
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    $285,000 Sold Aug 08, 2025

    • 1,544 Sq Ft
    • $185/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1973

    201 Sweetgum Ct, Winter Springs, FL 32708

    Welcome to this 4-bedroom, 2-bathroom single-family home nestled in a quiet cul-de-sac in desirable Winter Springs, offering privacy, potential, and NO HOA! Sitting on an oversized 0.30-acre lot, this property features no rear neighbors and only one side neighbor, with the other side bordering a beautifully maintained city-preserved green space.With a new roof (2021), water heater (2022),

    Brianna Perez Montalvo EXP REALTY LLC

    201 Sweetgum Ct, Winter Springs, FL 32708
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    $240,000 Sold Aug 06, 2025

    • 1,056 Sq Ft
    • $227/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    619 Locust Ct, Winter Springs, FL 32708

    Needs TLC. See realtor remarks for showing instructions.

    Makena Clark EXIT REALTY PREMIER LEGACY

    619 Locust Ct, Winter Springs, FL 32708
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    $260,000 Sold Aug 06, 2025

    • 1,540 Sq Ft
    • $169/SF
    • 20 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1973

    229 Bitterwood St, Winter Springs, FL 32708

    Charming 4-Bedroom Home in Prime Winter Springs Location – No HOA!Nestled in one of Winter Springs' most desirable neighborhoods, this delightful 4-bedroom, 2-bathroom home offers a perfect blend of comfort and convenience. With a spacious layout and thoughtful features, it's an ideal choice for families or anyone seeking a serene lifestyle.The open-concept living area seamlessly

    Justen Abudaif LPT REALTY, LLC

    229 Bitterwood St, Winter Springs, FL 32708
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    $337,000 Sold Jul 31, 2025

    • 1,131 Sq Ft
    • $298/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    610 Huntly Ln, Winter Springs, FL 32708

    Welcome to your beautifully updated home in the highly desirable Highlands community of Winter Springs! This charming 3-bedroom, 2-bath home is truly move-in ready, with thoughtful upgrades throughout. Step inside to discover 9-inch porcelain tile floors, elegant 6-inch craftsman-style baseboards, and recessed LED lighting with a nightlight function that creates a warm ambiance. The brand-new

    Alicia Kerns KORR REALTY CORP

    610 Huntly Ln, Winter Springs, FL 32708
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    $115,000 Sold Jul 31, 2025

    • 972 Sq Ft
    • $118/SF
    • 273 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    50 Sheoah Blvd Unit 34, Winter Springs, FL 32708

    Amazing opportunity available in The Highlands. Located in Sheoah Highlands you will find this charming 2 bedroom/2 bath condominium. Dated and well lived in this space is looking for a creative mind to nurture and bring it back to life. While this unit is clean and maintained the price reflects the end-of-life AC, appliances and flooring. In its beauty this condo boasts large sized windows

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    50 Sheoah Blvd Unit 34, Winter Springs, FL 32708
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    $420,000 Sold Jul 30, 2025

    • 1,756 Sq Ft
    • $239/SF
    • 120 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    509 Osprey Ln, Winter Springs, FL 32708

    BRAND NEW TILE ROOF!! The buyer will enjoy lasting value, durability and low maintenance protection for 40+ years! Looking for a home that blends convenience, comfort, and access to a highly rated Seminole County school district? This is the one for you! This beautiful 3-bedroom, 2.5-bathroom home is nestled in the desirable Greenspointe subdivision in The Highlands of Winter Springs. Situated on

    Tricia Daigle CENTURY 21 MCBRIDE REALTY GROUP

    509 Osprey Ln, Winter Springs, FL 32708
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    $379,900 Sold Jul 28, 2025

    • 1,551 Sq Ft
    • $245/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1990

    302 Cello Cir, Winter Springs, FL 32708

    TERRIFIC HOME LOCATED ON A TREED CORNER LOT JUST WAITING FOR A NEW FAMILY TO CALL IT HOME. FRESHLY PAINTED EXTERIOR AND A NEW ROOF IS IN PROCESS (PERMITS). THE POPULAR FLOOR PLAN IS IDEAL WITH A SEPARATE LIVING AND FAMILY ROOMS, UPDATED KITCHEN AND APPLIANCES, BREAKFAST AREA WITH LARGE PANTRY AND BUILT IN DESK ROUNDING OUT THE HOME IS 3 BEDROOMS AND 2 FULL BATHS. FENCED YARD IS IDEAL FOR PETS.

    Kim Carthen CARTHEN REALTY INC

    302 Cello Cir, Winter Springs, FL 32708
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    $170,000 Sold Jul 25, 2025

    • 1,187 Sq Ft
    • $143/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    240 Moree Loop Unit 5, Winter Springs, FL 32708

    ?? Welcome Home to 240 Moree Loop, Unit 5 – Casselberry’s Hidden Gem! ??Step into comfort and style in this beautifully maintained 2-bedroom, 2-bath condo perfectly nestled in the heart of Casselberry. Offering a blend of functionality and charm, this spacious unit is ideal whether you’re a first-time buyer, investor, or looking to downsize without compromising on lifestyle.?

    Richard Sherrod Jr EXP REALTY LLC

    240 Moree Loop Unit 5, Winter Springs, FL 32708
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    $230,000 Sold Jul 25, 2025

    • 1,434 Sq Ft
    • $160/SF
    • 78 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1983

    503 Moree Loop, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. WOW!!! Move-In Ready Townhome in Winter Springs – Just \$166.67/SqFt!Experience the perfect combination of charm, comfort, and value in this beautifully maintained 2-bedroom, 2-bathroom townhome, nestled in one of Winter Springs’ most desirable communities. Designed with both style and practicality in mind, this home offers a spacious floor plan

    Javier Paredes PROPERTIES IN TOWN

    503 Moree Loop, Winter Springs, FL 32708
  • /2

    $260,000 Sold Jul 24, 2025

    • 1,334 Sq Ft
    • $195/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708

    Investor special or perfect for buyers looking to add their personal touch! This 3-bedroom, 2-bathroom pool home is a rare find in a well-established, no-HOA neighborhood. Sitting on a lush lot with a tranquil pond and no rear neighbors, it offers privacy and potential. The large pool and covered patio are ideal for creating your own backyard oasis. With solid bones and great location, this home

    Antonio Salinger CALL IT CLOSED INTL REALTY

    422 S Hawthorn Cir Unit 2, Winter Springs, FL 32708
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    $345,000 Sold Jul 24, 2025

    • 1,609 Sq Ft
    • $214/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    110 S Edgemon Ave, Winter Springs, FL 32708

    **MULTIPLE OFFERS RECEIVED - SUBMIT HIGHEST AND BEST BY TUESDAY AT 3PM** Welcome to this cozy and well-maintained 3-bedroom, 2-bathroom single family home perfectly situated on a spacious corner lot with no HOA! Featuring a large fenced backyard with a deck, shed, and newly added awning, this outdoor space is ideal for entertaining, relaxing, or gardening.Inside, you’ll find the kitchen

    Valentina Calla MAINFRAME REAL ESTATE

    110 S Edgemon Ave, Winter Springs, FL 32708
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    $262,000 Sold Jul 24, 2025

    • 1,086 Sq Ft
    • $241/SF
    • 19 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    283 Woodgreen Ln, Winter Springs, FL 32708

    Discover this beautifully updated 2-bedroom, 1.5-bath townhome in the highly sought-after Mount Greenwood community of Winter Springs. This move-in ready unit has over $30K in modern upgrades that include wood laminate flooring throughout, new baseboards, stylishly updated bathrooms featuring a sleek pedestal sink in the half bath, and a fully renovated main bathroom with a new shower/tub combo,

    Zac Hernandez EMPIRE NETWORK REALTY

    283 Woodgreen Ln, Winter Springs, FL 32708
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    $199,900 Sold Jul 22, 2025

    • 1,343 Sq Ft
    • $149/SF
    • 32 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    429 Sheoah Blvd Unit 3, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. BACK TO MARKET: Buyer did not make the Deposit - UNIQUE GEM in sought-after Winter Springs! This beautifully maintained 2-bedroom, 2-bath CORNER UNIT stands out with special upgrades and a flexible layout that can easily CONVERT to a 3-BEDROOM. Nestled on the second floor with NO UPSTAIRS NEIGHBORS, this home offers peace, PRIVACY, and stunning

    Marielle Parra COMPASS FLORIDA LLC

    429 Sheoah Blvd Unit 3, Winter Springs, FL 32708
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    $335,000 Sold Jul 18, 2025

    • 1,630 Sq Ft
    • $206/SF
    • 3 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1979

    170 N Fairfax Ave, Winter Springs, FL 32708

    Handyman special- Beautiful 5 bedroom 3 bath home in Winter Springs, Florida. With the right owner this home could be paradise. Sit out on your front porch and and enjoy the lake/park view. Beautiful paved driveway can hold 6 cars and front porch is paved. Boat or trailer parking on side of house. Relax in the backyard with in your jacuzzi, Entertain guest with your outdoor bar, bathroom, shower,

    Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

    170 N Fairfax Ave, Winter Springs, FL 32708
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    $200,000 Sold Jul 18, 2025

    • 1,008 Sq Ft
    • $198/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    315 Panama Cir, Winter Springs, FL 32708

    This delightful 2-bedroom, 2-bathroom single-family home has comfort and charm in a prime Winter Springs location. Built in 1980, the residence provides 1,008 sq ft of living space on a spacious 9,757 sq ft lot. The home features durable cement/concrete construction, a composition roof, and an attached garage. Located in a well-established neighborhood, it has convenient access to top-rated

    Steven Koleno BEYCOME OF FLORIDA LLC

    315 Panama Cir, Winter Springs, FL 32708
  • /2

    $330,000 Sold Jul 18, 2025

    • 1,680 Sq Ft
    • $196/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    456 Harbor Winds Ct, Winter Springs, FL 32708

    This spacious townhome in the heart of Winter Springs has been recently upgraded and is move-in ready! Nestled in the serene gated community of Harbor Winds, this property features new appliances, a new AC, new flooring, new interior paint, and a 2023 roof. With 3 bedrooms and 2.5 bathrooms over 1,680 square feet and a backyard bordered by a lush conservation area, there is plenty of space and

    Makena Clark EXIT REALTY PREMIER LEGACY

    456 Harbor Winds Ct, Winter Springs, FL 32708
  • /2

    $750,000 Sold Jul 15, 2025

    • 2,852 Sq Ft
    • $263/SF
    • 10 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2016

    672 Seven Oaks Blvd, Winter Springs, FL 32708

    Welcome to the Seven Oaks Community, where this lakefront pool home offers the perfect blend of luxury, comfort, and Florida lifestyle! Nestled on a spacious lot with peaceful views of Boat Lake, this beautifully maintained home is designed for everyday living and creating unforgettable memories. When you arrive, you will be impressed by the mature landscaping and curb appeal. Step inside to find

    Carla Trine MAINFRAME REAL ESTATE

    672 Seven Oaks Blvd, Winter Springs, FL 32708
  • /2

    $277,000 Sold Jul 11, 2025

    • 1,161 Sq Ft
    • $239/SF
    • 64 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    526 Seasons Ct, Winter Springs, FL 32708

    ADORABLE 3 BEDROOM/ 2 BATH/1 car GARAGE, backing to POND in Winter Springs! LIGHT, BRIGHT, and OPEN! House is located on a CUL-DE-SAC, close to pool--as if it were your own private pool :). LAMINATE WOOD FLOORS and TILE in living areas. Kitchen features cute eat-in space/NOOK, w/STAINLESS STEEL APPLIANCES! NEWER A/C (2021); NEWER ROOF (2022). You also have ONE ASSIGNED PARKING SPACE in front of

    Cameron Hasan FLORIDA USA REALTY

    526 Seasons Ct, Winter Springs, FL 32708
  • /2

    $282,000 Sold Jul 09, 2025

    • 1,248 Sq Ft
    • $226/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    722 Ridgewood Way, Winter Springs, FL 32708

    Welcome home to 722 Ridgewood Way, a delightful townhouse nestled in the heart of Winter Springs, FL in the desirable community of Wildwood.Spanning 1,248 square feet, this detached townhouse lives like a single family home featuring PVC Laminate flooring (that looks like hardwood!) throughout the main living space. Upon entering, you’ll be greeted by soaring ceilings and large picture

    Marcie Gumieny COMPASS FLORIDA LLC

    722 Ridgewood Way, Winter Springs, FL 32708
  • /2

    $425,000 Sold Jul 07, 2025

    • 1,617 Sq Ft
    • $263/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    316 Dornoch Ct, Winter Springs, FL 32708

    Tucked away on a cul-de-sac along a picturesque, tree-lined street and backed by peaceful conservation, this beautifully remodeled home blends style, comfort, and thoughtful accessibility ... all at an affordable price. Completely updated with high-quality finishes and a designer’s eye, it features soaring knockdown ceilings, abundant natural light, and seamless hard-surface flooring (tile and

    Allison Day RE/MAX TOWN & COUNTRY REALTY

    316 Dornoch Ct, Winter Springs, FL 32708
  • /2

    $289,000 Sold Jul 07, 2025

    • 1,105 Sq Ft
    • $262/SF
    • 120 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    203 San Gabriel St, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome to this charming property, where elegance meets simplicity. The home features a neutral color paint scheme that gives it a serene and calming ambiance. A newly painted interior provides a fresh and clean living environment. The highlight of this property is the beautiful patio, perfect for

    Karen Albright OPENDOOR BROKERAGE LLC

    203 San Gabriel St, Winter Springs, FL 32708
  • /2

    $388,000 Sold Jul 02, 2025

    • 2,176 Sq Ft
    • $178/SF
    • 270 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2008

    400 Harbor Winds Ct, Winter Springs, FL 32708

    Welcome to this fabulous 2-story, 3 bedroom, 3 full bath, end unit townhouse with attached 2-car garage, in a cul-de-sac, in the exclusive gated community of Harbor Winds. You can enjoy being in a premium unit that backs up to a wooded view for peace and relaxation. Inside, the perfectly upgraded kitchen includes a cozy breakfast nook, granite counters, stainless steel appliances, custom

    Anderson (Luis) Zamora OLYMPUS EXECUTIVE REALTY INC

    400 Harbor Winds Ct, Winter Springs, FL 32708
  • /2

    $270,000 Sold Jun 30, 2025

    • 1,166 Sq Ft
    • $232/SF
    • 357 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    101 Albert St, Winter Springs, FL 32708

    Just Reduce!!!! Location, location, location!!! Fantastic opportunity to own this Single Family house 3/2 one car garage with fence and storage attached to the property. This property has tile floor throughout the house. NO HOA, NO CDD, Roof was replaced 4 years ago. This property is in an excellent location near a major highway, airport, shopping center and more. If you want to have easy access

    Rosalina Martinez LA ROSA REALTY LLC

    101 Albert St, Winter Springs, FL 32708
  • /2

    $343,000 Sold Jun 26, 2025

    • 1,284 Sq Ft
    • $267/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    50 S Devon Ave, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to this fully renovated 3-bedroom, 2-bathroom home located in the heart of Winter Springs! Offering a spacious and functional layout, this beautiful property features a living room, dining room, Florida room, kitchen, and indoor laundry area—all thoughtfully updated for modern living.Enjoy peace of mind with brand-new upgrades,

    Katherine Fernandez De Los Santos LPT REALTY, LLC

    50 S Devon Ave, Winter Springs, FL 32708
  • /2

    $215,000 Sold Jun 20, 2025

    • 898 Sq Ft
    • $239/SF
    • 30 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    120 Rhoden Ln, Winter Springs, FL 32708

    Looking to downsize, maybe your first home or investment property? This 2 bedroom, 1 1/2 bath home is the perfect one for you! Two front parking spaces also come with the unit. HVAC 2021 and Roof 2017. TILE FLOORS throughout the downstairs including the half bath. The kitchen features a dining area, breakfast bar and sliding doors to the SCREENED back porch with backyard space. Upstairs you

    Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

    120 Rhoden Ln, Winter Springs, FL 32708

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Frequently Asked Questions

What is the average time to sell a house in Highlands, FL?
The houses for sale in Highlands, FL spend an average of 52 days on the market.
What is the number of active homes for sale in Highlands, FL?
There are 35 active homes for sale in Highlands, FL.

Home Trends in Highlands, FL

Housing Trends

Median Sale Price
$320,000
Median Single Family Sale Price
$335,000
Median Townhouse Sale Price
$500,000
Median 2 Bedroom Sale Price
$182,250
Median 1 Bedroom Sale Price
$147,500
Average Price Per Sq Ft
$229
Number of Homes for Sale
35
Last 12 months Home Sales
163
Months of Supply
2.60
Median List Price
$325,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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