Monroe Woodbury School District
Orange County, New York
19 Single Homes offered from $300,000 to $500,000

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Photo of 58 Lake Shore Drive
$329,000
33
58 Lake Shore Drive
Monroe
 
2 Beds, 1 Full Bath
17,896 sqft, 0.41 Acre, 1 Garage
Age 96, Listed on Mar 19, 2026
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Photo of 15 Park Avenue
$349,000
7
15 Park Avenue
Monroe
 
1 Beds, 1 Full Bath, 1 Half Bath
5,737 sqft, 0.13 Acre
Age 91, Listed on Dec 10, 2025
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Photo of 26 St Georges Avenue
$349,900
17
26 St Georges Avenue
Monroe
 
2 Beds, 1 Full Bath
3,744 sqft, 0.09 Acre
Age 76, Listed on Jan 20, 2026
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Photo of 78 Lake Region Boulevard
$359,000
49
78 Lake Region Boulevard
Monroe
 
2 Beds, 1 Full Bath
7,680 sqft, 0.18 Acre
Age 69, Listed on Feb 21, 2025
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Photo of 4 Maple Lane
$360,000
20
4 Maple Lane
Monroe
 
3 Beds, 1 Full Bath, 1 Half Bath
14,535 sqft, 0.33 Acre
Age 64, Listed on Mar 01, 2026
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Photo of 72 Smith Clove Road
$369,000
35
72 Smith Clove Road
Central Valley
 
2 Beds, 1 Full Bath
5,663 sqft, 0.13 Acre
Age 126, Listed on Oct 16, 2025
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Photo of 30 Sycamore Court
$375,000
12
30 Sycamore Court
Highland Mills
 
3 Beds, 2 Full Bath
960 sqft, 0.02 Acre, 1 Garage
Age 40, Listed on Oct 25, 2025
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Photo of 14 Kenny Drive
$379,900
25
14 Kenny Drive
Monroe
 
4 Beds, 1 Full Bath
9,348 sqft, 0.21 Acre
Age 68, Listed on Aug 19, 2024
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Photo of 60 West Jeanibo Road
$399,000
17
60 West Jeanibo Road
Monroe
 
3 Beds, 1 Full Bath
4,000 sqft, 0.09 Acre, 2 Garage
Age 76, Listed on Dec 29, 2025
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Photo of 802 Forest Glen Road
$400,000
26
802 Forest Glen Road
Monroe
 
5 Beds, 2 Full Bath
10,102 sqft, 0.23 Acre, 1 Garage
Age 74, Listed on Feb 14, 2025
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Photo of 25 Oreco Terrace
$425,000
26
25 Oreco Terrace
Monroe
 
3 Beds, 1 Full Bath, 1 Half Bath
10,716 sqft, 0.25 Acre
Age 91, Listed on Feb 16, 2026
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Photo of 101 Highland Road
$439,900
44
101 Highland Road
Monroe
 
3 Beds, 1 Full Bath
25,088 sqft, 0.58 Acre, 1 Garage
Age 86, Listed on Feb 12, 2026
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Photo of 4 James Street
$445,000
32
4 James Street
Harriman
 
3 Beds, 1 Full Bath, 1 Half Bath
10,140 sqft, 0.23 Acre
Age 126, Listed on Feb 20, 2026
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Photo of 3 Tulip Lane
$450,000
22
3 Tulip Lane
Monroe
 
4 Beds, 2 Full Bath
13,500 sqft, 0.31 Acre, 1 Garage
Age 65, Listed on Jan 24, 2026
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Photo of 144 Lakes Road
$483,500
38
144 Lakes Road
Monroe
 
4 Beds, 2 Full Bath
19,898 sqft, 0.46 Acre, 1 Garage
Age 66, Listed on Dec 11, 2024
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Photo of 6 Dzikov 303
$485,000
1
6 Dzikov 303
Monroe
 
2 Beds, 1 Full Bath, 1 Half Bath
840 sqft, 0.02 Acre
Age 3, Listed on Mar 18, 2026
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Photo of 16 Fernglade Court
$485,000
25
16 Fernglade Court
Monroe
 
4 Beds, 3 Full Bath
65,340 sqft, 1.5 Acres, 2 Garage
Age 53, Listed on Feb 27, 2025
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Photo of 265 Oakland Avenue
$499,900
38
265 Oakland Avenue
Monroe
 
3 Beds, 2 Full Bath
47,916 sqft, 1.1 Acres, 2 Garage
Age 73, Listed on Mar 05, 2025
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Photo of 35 Maple Lane
$499,999
48
35 Maple Lane
Monroe
 
3 Beds, 2 Full Bath
12,640 sqft, 0.29 Acre, 1 Garage
Age 62, Listed on Feb 27, 2026
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