11

Highlands Townhomes for Sale

Section Image Section Image
  • /20

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    401 Harbor Winds Ct, Winter Springs, FL 32708

    Welcome home to this beautifully maintained 3-bedroom, 2-bath townhome tucked inside the highly sought-after Harbor Winds gated community in Winter Springs. This single-story gem offers the perfect balance of low-maintenance living and modern style — all within a private, gated setting complete with a resort-style community pool just steps away! New roof (2023) New windows throughout

    Agent Photo

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (321) 342-3097

    401 Harbor Winds Ct, Winter Springs, FL 32708
  • /33

    $339,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    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

    Chandler Williams EXIT REALTY PREMIER LEGACY

    456 Harbor Winds Ct, Winter Springs, FL 32708
  • /32

    $294,900

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    466 Club Dr, Winter Springs, FL 32708

    Great community to call home. Located within The Highlands and Cypress Club HOA with private pool and club house. Beautiful, updated single story end unit with 3 bedrooms and 2 bathrooms. Sliding glass doors that take you to the oversize screened porch that overlooks the beautiful maintained common areas in the community. Whole house water filter and two assigned parking spaces one carport and

    Claudia Martinez LATIN CONNECTION REALTY GROUP

    466 Club Dr, Winter Springs, FL 32708
  • /63

    $355,000

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    452 Harbor Winds Ct, Winter Springs, FL 32708

    PRICE REDUCED!!!Discover this stunning 3-bedroom, 2.5-bathroom townhome with 1,914 square feet of well-designed living space. Situated in a gated community, this home offers both luxury and convenience, including a 2-car garage and access to a sparkling community pool.Enjoy the serene views of the wooded area from your private screened porch, the perfect spot for morning coffee or evening

    Roxanna Cabrera LA ROSA REALTY PREMIER LLC

    452 Harbor Winds Ct, Winter Springs, FL 32708
  • /33

    $307,000

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    701 Castlewood Dr, Winter Springs, FL 32708

    Welcome to 701 Castlewood, Winter Springs, Florida! This charming 3-bedroom, 2-bath home is nestled in a highly sought-after community known for its abundant amenities and prime location. The property boasts a newly replaced roof (2020), ensuring peace of mind and long-term durability.As you step inside, you'll be greeted by a bright and airy living space, perfect for both relaxation and

    Torey Eisenman BENCHMARK REAL ESTATE GRP INC

    701 Castlewood Dr, Winter Springs, FL 32708
  • /28

    $258,000

    • 2 Beds
    • 2.5 Baths
    • 1,434 Sq Ft

    503 Moree Loop, Winter Springs, FL 32708

    Discover the charm of this beautifully maintained 2-bedroom, 2-bathroom townhome in one of Winter Springs' most sought-after communities Offering a perfect blend of comfort and convenience, this home features a spacious layout with all bedrooms upstairs, a cozy fireplace in the living area, and a fully equipped kitchen ready for your culinary creations. Enjoy peaceful mornings and relaxing

    Javier Paredes PROPERTIES IN TOWN

    503 Moree Loop, Winter Springs, FL 32708
  • /19

    $225,000

    • 2 Beds
    • 1.5 Baths
    • 898 Sq Ft

    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
  • /36

    $279,900

    • 2 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    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
  • /22

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    426 Club Dr, Winter Springs, FL 32708

    Beautifully located townhome, single story, end unit. Three bedrooms/two bath home has new luxury vinyl flooring throughout. Large windows to carry in natural sunlight, sliding glass doors that overlook the large screen enclosure which provides views that overlook the tropical common areas of the community. Located within The Highlands, Cypress Club HOA offers the community its own private

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    426 Club Dr, Winter Springs, FL 32708
  • /55

    $235,000

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    270 Moree Loop Unit 5, Winter Springs, FL 32708

    Condo in sought-after Winter Springs! LIFESTYLE! LOCATION! LOCATION! LOCATION! Beautiful and spacious featuring all tile first floor, including half bath and laundry! and hardwood floors decorate all the bedrooms upstairs. All bathrooms have been elegantly remodeled. Covered screened all tiled porches on both the front and back of the home let you enjoy the Florida outdoors. And with true free

    Andre Hernandez OLYMPUS EXECUTIVE REALTY INC

    270 Moree Loop Unit 5, Winter Springs, FL 32708
  • /44

    $394,900

    • 3 Beds
    • 3 Baths
    • 2,176 Sq Ft

    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

About Highlands

Highlands in Winter Springs, Florida, is a neighborhood known for its lush natural scenery and access to urban amenities. The area is part of the Seminole County Public Schools, a Premier National School District, with highly rated institutions like Indian Trails Middle and Winter Springs High School. The neighborhood features a mix of single-family homes, condos, and townhomes, with styles ranging from ranch-style to Spanish-revival, built primarily in the mid-to-late 20th century. The Highlands Homeowner's Association provides amenities such as tennis courts, a junior-sized Olympic swimming pool, a playground, a lakeside park, nature trails, and an outdoor grill area. Residents enjoy proximity to several parks, including Spring Hammock Preserve with its ancient bald cypress trees and Soldiers' Creek Park, which offers championship baseball fields and access to the Cross Seminole Trail. Torcaso Park provides a nautical-themed playground and splash pad for children, while anglers can fish in Lake Jessup. Dining options include Chilangos for Mexican cuisine, Argentinian Bakery and Café for sweet treats, and Victorio's for Italian fare. The Winter Springs Town Center offers shopping and nightlife, with additional retail options at nearby Altamonte Mall and Oviedo Mall. Highlands is safer than the national average, making it a practical choice for families. While biking is popular, most residents rely on cars and trucks, with public buses and SunRail providing transportation to Downtown Orlando, 15 miles away. The neighborhood hosts events like the Central Florida Scottish Highland Games and the Hometown Harvest Festival, adding to its community appeal.

Home Trends in Highlands, FL

Home Trends

Median Price (12 Mo)
$327,950
Median Single Family Price
$340,000
Median Townhouse Price
$431,500
Median 2 Bedroom Price
$189,000
Median 1 Bedroom Price
$147,500
Average Price Per Sq Ft
$233
Number of Homes for Sale
43
Last 12 months Home Sales
160
Months of Supply
3.20
Median List Price
$330,000
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home