4 Bedroom Homes for Sale in Middletown, NY

price
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1-41 of 46 Homes
4+ beds
$499,000 | 1 Brewster Drive, Middletown, NY 10940
1/3

Listing Courtesy of HomeSmart Homes & Estates

Coming Soon

$499,000

4
Bedrooms
2,014
Square Feet
0.48
Acres

1 Brewster Drive, Middletown, NY 10940

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$499,999 | 678 Prosperous Valley Road, Middletown, NY 10940
1/33

Listing Courtesy of eXp Realty

Open: 6/27 12:00PM - 03:00PM

$499,999

4
Bedrooms
1,861
Square Feet
0.80
Acres

678 Prosperous Valley Road, Middletown, NY 10940

$399,999 | 108-110 Academy Avenue, Middletown, NY 10940
1/28

Listing Courtesy of Howard Hanna Rand Realty

New

$399,999

4
Bedrooms
2,352
Square Feet
0.23
Acres

108-110 Academy Avenue, Middletown, NY 10940

$528,000 | 18 Maureen Lane, Middletown, NY 10940
1/47

Listing Courtesy of Howard Hanna Rand Realty

New

$528,000

4
Bedrooms
1,704
Square Feet
2.6
Acres

18 Maureen Lane, Middletown, NY 10940

$599,900 | 24 Mud Mills Road, Middletown, NY 10940
1/49

Listing Courtesy of RE/MAX Benchmark Realty Group

New

$599,900

4
Bedrooms
3,208
Square Feet
0.80
Acres

24 Mud Mills Road, Middletown, NY 10940

$799,000 | 3 Truman Court, Middletown, NY 10940
1/46

Listing Courtesy of RE/MAX Benchmark Realty Group

$799,000

5
Bedrooms
4,085
Square Feet
0.8
Acres

3 Truman Court, Middletown, NY 10940

$675,000 | 25 Hill Road, Middletown, NY 10941
1/47

Listing Courtesy of Howard Hanna Rand Realty

Open: 6/20 12:00PM - 02:00PMVirtual Tour

$675,000

4
Bedrooms
2,477
Square Feet
7.2
Acres

25 Hill Road, Middletown, NY 10941

$450,000 | 37 Monhagen Avenue, Middletown, NY 10940
1/30

Listing Courtesy of KW Hudson Valley Untied

New

$450,000

5
Bedrooms
Unavailable
Square Feet
0.40
Acres

37 Monhagen Avenue, Middletown, NY 10940

$550,000 | 1 Hulse Street, Middletown, NY 10940
1/45

Listing Courtesy of KW Hudson Valley Untied

$550,000

4
Bedrooms
2,344
Square Feet
0.00
Acres

1 Hulse Street, Middletown, NY 10940

$749,900 | 512 County Route 49, Middletown, NY 10940
1/41

Listing Courtesy of KW Hudson Valley Untied

$749,900

4
Bedrooms
2,906
Square Feet
5.1
Acres

512 County Route 49, Middletown, NY 10940

$499,000 | 37 California Drive, Middletown, NY 10940
1/40

Listing Courtesy of KW Hudson Valley Untied

Open: 6/21 12:00PM - 02:00PM

$499,000

4
Bedrooms
2,136
Square Feet
0.96
Acres

37 California Drive, Middletown, NY 10940

$849,900 | 21 Lincoln Terrace, Unit 19, Middletown, NY 10940
1/48

Listing Courtesy of RE/MAX Benchmark Realty Group

$849,900

4
Bedrooms
3,699
Square Feet
1.01
Acres

21 Lincoln Terrace, Unit 19, Middletown, NY 10940

a front view of a house with yard
1/46

Listing Courtesy of Howard Hanna Rand Realty

$550,000

4
Bedrooms
2,069
Square Feet
0.26
Acres

16 Houston Avenue, Middletown, NY 10940

a view of a house with a yard and a garden
1/6

Listing Courtesy of Jackie Henry Realty LLC

$415,000

4
Bedrooms
2,944
Square Feet
0.16
Acres

103 Linden Avenue, Unit 4, Middletown, NY 10940

$399,999 | 341 Highland Ave Extension, Middletown, NY 10940
1/23

Listing Courtesy of Keller Williams Realty

$399,999

5
Bedrooms
1,664
Square Feet
0.18
Acres

341 Highland Ave Extension, Middletown, NY 10940

a front view of a house with garden
1/50

Listing Courtesy of Weichert Realtors

$599,900

4
Bedrooms
3,280
Square Feet
3.6
Acres

22 Camp Orange Road, Middletown, NY 10941

$699,999 | 11 Oak Ridge Road, Middletown, NY 10940
1/37

Listing Courtesy of Jackie Henry Realty LLC

$699,999

4
Bedrooms
3,200
Square Feet
0.46
Acres

11 Oak Ridge Road, Middletown, NY 10940

$515,000 | 86 Maples Road, Middletown, NY 10940
1/17

Listing Courtesy of RE/MAX Town & Country

$515,000

4
Bedrooms
2,484
Square Feet
3
Acres

86 Maples Road, Middletown, NY 10940

a front view of a house with a garden
1/50

Listing Courtesy of Howard Hanna Rand Realty

$597,000

4
Bedrooms
2,044
Square Feet
0.61
Acres

46 Ben Lomond Drive, Middletown, NY 10941

$574,900 | 180 Mt Orange Road, Middletown, NY 10940
1/46

Listing Courtesy of Keller Williams Hudson Valley

$574,900

5
Bedrooms
2,432
Square Feet
1.1
Acres

180 Mt Orange Road, Middletown, NY 10940

$1,600,000 | 430 Kirbytown Road, Middletown, NY 10940
1/37

Listing Courtesy of ARC Realty 1 in Sales

$1,600,000

4
Bedrooms
2,774
Square Feet
16
Acres

430 Kirbytown Road, Middletown, NY 10940

$680,000 | 217 Schoolhouse Road, Middletown, NY 10940
1/45

Listing Courtesy of RE/MAX Town & Country

$680,000

4
Bedrooms
2,410
Square Feet
2
Acres

217 Schoolhouse Road, Middletown, NY 10940

a front view of a house with parking space
1/9

Listing Courtesy of Keller Williams Realty

$399,900

4
Bedrooms
1,472
Square Feet
0.12
Acres

25 Mill Street, Middletown, NY 10940

a front view of a house with a yard

Listing Courtesy of Keller Williams Hudson Valley

$599,900

6
Bedrooms
3,190
Square Feet
0.14
Acres

215 Linden Avenue, Middletown, NY 10940

$895,000 | 411 Mt Joy Road, Middletown, NY 10941
1/48

Listing Courtesy of Picture It Sold, LLC

$895,000

4
Bedrooms
3,296
Square Feet
11.7
Acres

411 Mt Joy Road, Middletown, NY 10941

a front view of a house with garden
1/6

Listing Courtesy of Q Home Sales

$630,000

10
Bedrooms
Unavailable
Square Feet
0.63
Acres

309-317 East Main Street, Unit 309, Middletown, NY 10940

a house view with a garden space
1/35

Listing Courtesy of Howard Hanna Rand Realty

$980,000

6
Bedrooms
4,480
Square Feet
0.40
Acres

5-7 Blanchard Street, Middletown, NY 10940

$555,000 | 29 Murray Road, Middletown, NY 10940
1/24

Listing Courtesy of Keller Williams Hudson Valley

$555,000

5
Bedrooms
2,202
Square Feet
3
Acres

29 Murray Road, Middletown, NY 10940

$799,999 | Tbd Brook Road, Middletown, NY 10941
1/44

Listing Courtesy of eXp Realty

$799,999

4
Bedrooms
3,000
Square Feet
32.2
Acres

Tbd Brook Road, Middletown, NY 10941

$829,000 | 571 Highway 17M, Middletown, NY 10940
1/47

Listing Courtesy of BHG Real Estate Green Team

$829,000

4
Bedrooms
3,340
Square Feet
0.80
Acres

571 Highway 17M, Middletown, NY 10940

a front view of a house with a yard and garage
1/41

Listing Courtesy of Realty Promotions Inc

$699,900

4
Bedrooms
2,174
Square Feet
2.4
Acres

Tbd Kirbytown Road, Middletown, NY 10940

$799,000 | 225 Van Duzer Road, Middletown, NY 10940
1/50

Listing Courtesy of HomeSmart Homes & Estates

$799,000

4
Bedrooms
3,900
Square Feet
3.1
Acres

225 Van Duzer Road, Middletown, NY 10940

$844,000 | 238 South Centerville Road, Middletown, NY 10940
1/30

Listing Courtesy of BHG Real Estate Green Team

Open: 6/20 03:00PM - 05:00PM

$844,000

5
Bedrooms
3,764
Square Feet
22.6
Acres

238 South Centerville Road, Middletown, NY 10940

$575,000 | 1097 Route 211, Middletown, NY 10940
1/34

Listing Courtesy of Keller Williams Hudson Valley

$575,000

4
Bedrooms
2,101
Square Feet
2.80
Acres

1097 Route 211, Middletown, NY 10940

$575,000 | 5 Wawayanda Place, Middletown, NY 10940
1/58

Listing Courtesy of Find Advisors

$575,000

12
Bedrooms
5,004
Square Feet
0.23
Acres

5 Wawayanda Place, Middletown, NY 10940

a view of a big house with a big yard and large trees
1/24

Listing Courtesy of Redfin Real Estate

Virtual Tour

$599,000

4
Bedrooms
2,392
Square Feet
0.66
Acres

5 Oak Ridge Road, Middletown, NY 10940

a front view of a house with a yard
1/38

Listing Courtesy of Keller Williams Hudson Valley

$979,900

5
Bedrooms
4,200
Square Feet
36.8
Acres

255 Howells Road, Middletown, NY 10940

a front view of a house with a yard and garage
1/13

Listing Courtesy of Keller Williams Realty NYC Grp

$550,000

5
Bedrooms
1,911
Square Feet
0.23
Acres

35 Dogwood Drive, Middletown, NY 10940

a view of a house with a yard
1/21

Listing Courtesy of Madison Allied LLC

$560,000

4
Bedrooms
2,162
Square Feet
1.01
Acres

77 Upper Road, Middletown, NY 10940

$699,900 | Lot #10 Howells Turnpike, Middletown, NY 10940
1/5

Listing Courtesy of Realty Promotions Inc

$699,900

4
Bedrooms
2,600
Square Feet
10.5
Acres

Lot #10 Howells Turnpike, Middletown, NY 10940

$369,900 | 15 Scotchtown Place, Middletown, NY 10941
1/21

Listing Courtesy of DiMatteo Realty LLC

$369,900

4
Bedrooms
1,602
Square Feet
0.29
Acres

15 Scotchtown Place, Middletown, NY 10941

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