Below you can view all the homes for sale in the Highlands subdivision located in Winter Springs Florida. Listings in Highlands are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Highlands, give us a call at 407-901-3148.

5 Results

Highlands Winter Springs Florida Homes For Sale

Highlands For Sale $510,000

Reduced By $28,900

Ranch-style home featuring a well-maintained yard, two car garage, and a charming front walkway with a pergola at 811 Gatehouse Dr, Winter Springs, FL 32708
View Details 42 Photos
Inviting home entrance with lush landscaping, a beautiful stone walkway, pergola, and cozy bench seating at 811 Gatehouse Dr, Winter Springs, FL 32708
Charming home entrance with unique walkway, inviting bench seating, and manicured landscaping at 811 Gatehouse Dr, Winter Springs, FL 32708
Open concept kitchen with an island, stainless steel appliances, and sliding door to patio at 811 Gatehouse Dr, Winter Springs, FL 32708
On Market For 48 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2022

  • Year Built

    1978

  • $/SqFt

    $252

Don’t miss out on the opportunity to make 811 Gatehouse yours! LOVELAND PROPERTIES.

Highlands Pended $415,000

Reduced By $10,000

Charming light blue single-Gathering home featuring a black garage door and tidy front yard at 509 Shane Cir, Winter Springs, FL 32708
View Details 24 Photos
Light blue home boasts a long driveway leading to the black two car garage, surrounded by lush greenery at 509 Shane Cir, Winter Springs, FL 32708
Inviting front entrance with brick and stone pavers plus a decorative home sweet home sign at 509 Shane Cir, Winter Springs, FL 32708
Open entryway with dark floors, coat rack, and a staircase leading to the second story at 509 Shane Cir, Winter Springs, FL 32708
On Market For 51 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1802

  • Year Built

    1979

  • $/SqFt

    $230

Don't miss the opportunity to own this beautifully updated home in a fantastic location! Schedule your showing today! COMPASS FLORIDA LLC.

Highlands Pended $420,000

Charming single-story home featuring a two-car garage, blue facade, and meticulous landscaping at 621 Daron Ct, Winter Springs, FL 32708
View Details 73 Photos
Beautiful home showcasing blue facade, meticulously landscaped garden beds, and a patterned brick driveway at 621 Daron Ct, Winter Springs, FL 32708
Inviting front entrance with a 'Welcome' sign, well-maintained garden, and a brick-paved walkway at 621 Daron Ct, Winter Springs, FL 32708
Light and bright foyer with wood-look flooring, a white front door, and an adjacent living space at 621 Daron Ct, Winter Springs, FL 32708
On Market For 49 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1832

  • Year Built

    1979

  • $/SqFt

    $229

Don't miss out on this hidden gem. Schedule a viewing today! VENTURE HOME REALTY.

Highlands Pended $515,900

The exterior of this home features side-by-side garages and neutral toned paint at 218 Perth Ct # A, Winter Springs, FL 32708
View Details 12 Photos
This home features a two-car garage and neutral paint with a wooden fence in the background at 218 Perth Ct # A, Winter Springs, FL 32708
Two-car garage doors provide convenient access and ample parking at the residence at 218 Perth Ct # A, Winter Springs, FL 32708
Inviting front entryway featuring a half-moon window and sidelight at 218 Perth Ct # A, Winter Springs, FL 32708
*POTENTIAL GREAT VALUE
On Market For 58 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    2293

  • Year Built

    1979

  • $/SqFt

    $225

Convenient location provides easy access to shopping, schools, 17-92 and I-4. HOUSE HUNTING IN FLORIDA LLC.

Highlands For Sale $430,000

Charming single Gathering home with a well-manicured lawn, two-car garage and beautiful landscaping at 605 Marni Dr, Winter Springs, FL 32708
View Details 49 Photos
Bright and airy living room showcasing new wood-look tile, neutral paint and decorative light fixture at 605 Marni Dr, Winter Springs, FL 32708
Open-concept living room with new tile floors, abundant natural light, and access to the screened lanai at 605 Marni Dr, Winter Springs, FL 32708
Spacious living room with high ceilings, new flooring, ceiling fan and large sliding glass doors to backyard at 605 Marni Dr, Winter Springs, FL 32708
On Market For 76 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1421

  • Year Built

    1985

  • $/SqFt

    $303

Don't Miss the Chance to Make this Incredible Home Yours and Experience all The Highlands has to Offer! RE/MAX TOWN CENTRE.

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Viewing HOMES 1 to 5 of 5

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-901-3148 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$509,917
$439,000
139
2.2%
48.2%
85

Apopka
$535,857
$479,000
541
1.5%
46.2%
92

Belle Isle
$850,293
$649,946
24
0.0%
54.2%
75

Casselberry
$441,522
$425,000
113
1.8%
45.1%
65

Celebration
$1,281,814
$990,000
49
0.0%
46.9%
90

Champions Gate
$688,024
$687,500
20
0.0%
45.0%
261

Chuluota
$975,488
$757,000
26
0.0%
34.6%
43

Clermont
$584,810
$496,398
731
0.5%
48.6%
81

Gotha
$982,902
$637,445
16
0.0%
50.0%
64

Groveland
$478,729
$401,240
271
1.8%
52.4%
84

Harmony
$446,953
$419,900
67
0.0%
38.8%
97

Kissimmee
$516,483
$445,000
2427
1.6%
47.8%
101

Longwood
$749,105
$574,000
229
1.3%
45.0%
71

Maitland
$921,232
$599,000
83
2.4%
53.0%
86

Minneola
$559,324
$539,000
137
0.7%
38.7%
79

Montverde
$1,516,196
$1,112,124
55
0.0%
40.0%
124

Ocoee
$530,760
$485,000
191
1.6%
50.8%
78

Orlando
$694,004
$499,990
2963
1.4%
49.0%
80

Oviedo
$729,809
$648,750
194
1.0%
40.7%
73

Poinciana
$326,848
$313,990
279
1.1%
56.3%
121

Reunion
$1,876,337
$1,125,000
111
0.9%
50.5%
153

Saint Cloud
$588,074
$469,000
255
0.8%
70.2%
198

Sanford
$528,432
$418,990
377
0.5%
51.7%
98

Sorrento
$603,154
$465,495
114
0.9%
48.2%
79

Windermere
$2,128,187
$1,349,000
287
0.3%
46.0%
97

Winter Garden
$859,741
$699,900
622
0.5%
49.0%
85

Winter Park
$1,264,057
$699,000
308
0.3%
46.1%
82

EasyStreet

Call to Schedule a Showing

(407) 901-3148

(407) 901-3148