Below you can view all the townhouses for sale in the Windward Square subdivision located in Winter Park Florida. Listings in Windward Square are updated daily from data we receive from the Orlando multiple listing service.

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

4 Results

Windward Square Winter Park Florida Townhouses For Sale

Windward Square Pended $235,000

Front entrance featuring a wood door, concrete tile entry, and tasteful landscaping at 2529 Leeward Way, Winter Park, FL 32792
View Details 24 Photos
Courtyard entrance with a lovely garden area at 2529 Leeward Way, Winter Park, FL 32792
Spacious living room with hardwood floors, natural light, and large windows overlooking the courtyard at 2529 Leeward Way, Winter Park, FL 32792
Living room with hard wood floors, large window and front door at 2529 Leeward Way, Winter Park, FL 32792
On Market For 8 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    912

  • Year Built

    1977

  • $/SqFt

    $258

Schedule your private showing today! ROOF: 2023 HVAC: 2023 CREEGAN GROUP.

Windward Square For Sale $299,900

Charming single-story home with manicured lawn, brick walkway, and a serene neighborhood setting at 2539 Antilles Dr, Winter Park, FL 32792
View Details 30 Photos
Inviting single-story home with well-maintained lawn, featuring a unique pergola and tidy landscaping at 2539 Antilles Dr, Winter Park, FL 32792
Single-story home featuring a well-manicured lawn, mature trees, and a covered entryway for added curb appeal at 2539 Antilles Dr, Winter Park, FL 32792
Enclosed patio area with neutral tones, complemented by a modern pergola and well-maintained concrete pavers at 2539 Antilles Dr, Winter Park, FL 32792
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1140

  • Year Built

    1976

  • $/SqFt

    $263

This home truly has it all—schedule your private tour today! CORCORAN PREMIER REALTY.

Windward Square Pended $285,000

Charming exterior of home featuring well-maintained landscaping and a warm, inviting entrance at 2464 Harbour Way, Winter Park, FL 32792
View Details 31 Photos
Bright living room featuring open concept and tile flooring that connects to an open kitchen at 2464 Harbour Way, Winter Park, FL 32792
Bright living room featuring open concept and tile flooring that connects to an open kitchen at 2464 Harbour Way, Winter Park, FL 32792
Large and spacious living room with tile flooring and bright white paint at 2464 Harbour Way, Winter Park, FL 32792
On Market For 37 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1296

  • Year Built

    1978

  • $/SqFt

    $220

It also features a unique loft that can be used as an office Sliding glass doors open to a private, fenced backyard with a large concrete patio—perfect for outdoor relaxation Schedule your appointment Now! AGENT TRUST REALTY CORPORATION.

Windward Square Pended $249,900

Inviting exterior with a bright red door and well-maintained landscaping at 2337 Antilles Dr, Winter Park, FL 32792
View Details 37 Photos
Front view of a condo with a red door and landscaping at 2337 Antilles Dr, Winter Park, FL 32792
Hallway with white closet doors and tile flooring at 2337 Antilles Dr, Winter Park, FL 32792
Spacious living room with vaulted ceilings and large windows at 2337 Antilles Dr, Winter Park, FL 32792
On Market For 32 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    849

  • Year Built

    1979

  • $/SqFt

    $294

Don’t wait too long to request your showing and miss your chance, as there’s very little turnover in this wonderful community! Three photos are virtually-staged. KELLER WILLIAMS ADVANTAGE REAL.

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Viewing TOWNHOUSES 1 to 4 of 4

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 Condos

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$205,227
$196,750
248
0.4%
54.0%
119

Apopka
$336,954
$349,990
164
0.0%
57.9%
105

Belle Isle
$274,950
$274,950
2
0.0%
0.0%
40

Casselberry
$223,245
$224,950
60
3.3%
56.7%
76

Celebration
$465,466
$420,000
67
0.0%
46.3%
95

Champions Gate
$412,567
$439,450
12
0.0%
25.0%
195

Clermont
$377,498
$366,750
100
0.0%
54.0%
102

Gotha
$324,900
$324,900
1
0.0%
100.0%
109

Groveland
$326,957
$327,400
24
0.0%
50.0%
74

Harmony
$263,891
$269,500
11
9.1%
63.6%
124

Kissimmee
$347,290
$339,000
1280
1.2%
47.9%
128

Longwood
$273,849
$259,000
73
0.0%
63.0%
87

Maitland
$304,870
$275,000
47
0.0%
55.3%
104

Montverde
$433,530
$419,500
10
0.0%
10.0%
59

Ocoee
$328,509
$335,000
39
0.0%
41.0%
74

Orlando
$297,812
$240,000
1801
0.5%
50.7%
100

Oviedo
$406,818
$392,000
58
0.0%
44.8%
74

Poinciana
$266,175
$287,950
16
0.0%
75.0%
139

Reunion
$383,756
$355,000
103
1.0%
61.2%
146

Saint Cloud
$338,925
$343,990
129
0.0%
66.7%
158

Sanford
$302,314
$309,900
116
0.0%
54.3%
72

Sorrento
$309,450
$309,450
2
0.0%
100.0%
148

Windermere
$412,315
$425,000
51
0.0%
35.3%
78

Winter Garden
$444,266
$444,990
164
0.6%
47.0%
85

Winter Springs
$319,998
$300,000
75
2.7%
50.7%
78

EasyStreet

Call to Schedule a Showing

(407) 901-3148

(407) 901-3148