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Explore Similar Homes Within 2 Miles of Highlands, FL

  • /41

    $499,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    227 Holiday Ln, Winter Springs, FL 32708

    No HOA • Updated Pool Home on Over Half an Acre with Privacy and Upgrades!Welcome to 227 Holiday Ln – a beautifully updated 3-bedroom, 2-bath home offering over 1,700 square feet of living space on a generous half-acre lot with no rear neighbors. Tucked away on a quiet street in Winter Springs, this home provides rare privacy thanks to a large wooded area on the property.Enjoy

    Chad Gibson LPT REALTY, LLC

    227 Holiday Ln, Winter Springs, FL 32708
  • /34

    $415,000 Open Tue 3PM - 5PM

    • 3 Beds
    • 3 Baths
    • 1,821 Sq Ft

    293 Dublin Dr, Lake Mary, FL 32746

    PRICED TO SELL!!! Welcome to 293 Dublin Drive, located in the heart of Lake Mary’s top-rated school zone and just minutes from premier shopping, dining, and local entertainment! This beautifully maintained home offers a flexible floor plan ideal for multi-generational living, featuring two spacious primary suites—perfect for extended family or a private guest retreat. The family room boasts

    Tiffany Vazquez WEICHERT REALTORS HALLMARK PRO

    293 Dublin Dr, Lake Mary, FL 32746
  • /34

    $325,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft

    1246 S Oleander St, Longwood, FL 32750

    "This beautifully updated 3-bedroom, 1-bath home is move-in ready and full of modern charm. Step inside to discover brand-new flooring throughout, creating a fresh and cohesive feel in every room. The renovated kitchen features stylish finishes, updated cabinetry, and ample counter space—ideal for home cooking or entertaining. The bathroom has also been thoughtfully updated with contemporary

    Gabriela Lauria VOLKE REAL ESTATE LLC

    1246 S Oleander St, Longwood, FL 32750
  • /28

    $389,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    185 E Warren Ave, Longwood, FL 32750

    Discover comfort and convenience at 185 E Warren Avenue in beautiful Longwood, FL! Built in 2023 this charming corner unit 3-bedroom, 2.5-bath townhome offers a well-designed layout with plenty of natural light and space to make your own. The inviting living and dining areas flow seamlessly, perfect for both everyday living and entertaining guests. You'll love the tastefully updated master

    Alden Harlac ALTIS REALTY

    185 E Warren Ave, Longwood, FL 32750
  • /20

    $394,990 Open Tue 10AM - 5PM

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

    1314 Tarflower Dr, Winter Springs, FL 32708

    At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside the Aurora, you are

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1314 Tarflower Dr, Winter Springs, FL 32708
  • /16

    $422,990 Open Tue 10AM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    1294 Tarflower Dr, Winter Springs, FL 32708

    Under Construction. At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. With a spacious

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1294 Tarflower Dr, Winter Springs, FL 32708
  • /9

    $390,990 Open Tue 10AM - 5PM

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

    1324 Crab Apple Ln, Winter Springs, FL 32708

    At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside the Aurora, you are

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1324 Crab Apple Ln, Winter Springs, FL 32708
  • /12

    $394,990 Open Tue 10AM - 5PM

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

    1327 Tarflower Dr, Winter Springs, FL 32708

    At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside the Aurora, you are

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1327 Tarflower Dr, Winter Springs, FL 32708
  • /16

    $401,990 Open Tue 10AM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    1323 Tarflower Dr, Winter Springs, FL 32708

    At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside the Aurora, you are

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1323 Tarflower Dr, Winter Springs, FL 32708
  • /9

    $413,990 Open Tue 10AM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    1315 Tarflower Dr, Winter Springs, FL 32708

    At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. With a spacious open concept ground

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1315 Tarflower Dr, Winter Springs, FL 32708
  • /25

    $517,900 Open Sun 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,068 Sq Ft

    345 Bahia Cir, Longwood, FL 32750

    BEAUTIFUL BRAND NEW 4 bedroom Home -MOVE-IN READY! Check out this gorgeous new home nestled in a quiet, family-friendly neighborhood in the heart of Longwood. LOW HOA. This home is packed with Luxury features and modern style. You’ll love the ceramic tile flooring throughout—it’s sleek, easy to clean, and perfect for everyday living. The 10-foot ceilings make the whole place feel super open and

    Nubee Phan REALTY RESOURCE OF CENTRAL FL.

    345 Bahia Cir, Longwood, FL 32750
  • /17

    $405,990 Open Tue 10AM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    1291 Tarflower Dr, Winter Springs, FL 32708

    At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors. Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. As you step inside the Aurora, you are

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1291 Tarflower Dr, Winter Springs, FL 32708
  • /15

    $426,990 Open Tue 10AM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    1309 Coral Bean Ln, Winter Springs, FL 32708

    Under Construction. At Hickory Grove, we have great rates AND incredible closing cost incentives! Come to our Sales Gallery to learn more about what we can do for you from our knowledgeable New Home Counselors.Location, Location, Location! Hickory Grove is located in the heart of the Winter Springs town center with convenient access to grocery stores, shopping and restaurants. With a spacious

    Elizabeth Manchester MATTAMY REAL ESTATE SERVICES

    1309 Coral Bean Ln, Winter Springs, FL 32708

Home Trends in Highlands, FL

Housing Trends

Median Sale Price
$377,015
Median Single Family Sale Price
$374,030
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$450,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
23
Last 12 months Home Sales
108
Months of Supply
2.60
Median List Price
$416,290
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-13%
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