View 1 Lake Ridge Drive Middletown, NY MLS# 995077
$385,000
2

Beds

1.1

Baths

1,584

Sq.Ft.

1 Lake Ridge Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 21 Albert Street Middletown, NY MLS# 1001050
  • Recently Listed
1 of 25
$390,000
4

Beds

2.0

Baths

1,652

Sq.Ft.

21 Albert Street

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 25 Mill Street Middletown, NY MLS# 1001186
  • Recently Listed
1 of 9
$399,900
4

Beds

2.0

Baths

1,472

Sq.Ft.

25 Mill Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 Dubois Street Middletown, NY MLS# 993300
  • Recently Listed
1 of 28
$399,900
3

Beds

2.0

Baths

1,278

Sq.Ft.

5 Dubois Street

Middletown, NY

Courtesy of EXP REALTY
View 5 Kendal Lane Middletown, NY MLS# 1000252
  • Recently Listed
1 of 11
$339,900
2

Beds

2.1

Baths

1,241

Sq.Ft.

5 Kendal Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 37 California Avenue Middletown, NY MLS# 1000309
  • Recently Listed
1 of 10
$339,900
3

Beds

2.0

Baths

1,152

Sq.Ft.

37 California Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 366 Van Burenville Road Middletown, NY MLS# 999926
  • Recently Listed
1 of 31
$410,000
3

Beds

2.0

Baths

1,513

Sq.Ft.

366 Van Burenville Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 126 Rolling Meadows Road Middletown, NY MLS# 998294
  • Recently Listed with Virtual Tour
1 of 48
$447,000
4

Beds

2.1

Baths

2,155

Sq.Ft.

126 Rolling Meadows Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 47 Wickham Avenue 45 Middletown, NY MLS# 997491
  • Recently Listed
1 of 18
$450,000
3

Beds

1.0

Baths

1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 13 Benton Avenue Middletown, NY MLS# 998257
  • Recently Listed
1 of 21
$450,000
1,450

Sq.Ft.

13 Benton Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 100 Crans Road Middletown, NY MLS# 997243
  • Recently Listed
1 of 25
$429,900
2

Beds

1.0

Baths

988

Sq.Ft.

100 Crans Road

Middletown, NY

Courtesy of CENTURY 21 E & M WILLIAMS RLTY
View 9 Chestnut Street Middletown, NY MLS# 988951
  • Recently Listed with Virtual Tour
1 of 28
$434,999
3

Beds

2.0

Baths

1,614

Sq.Ft.

9 Chestnut Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 32 Genung Street Middletown, NY MLS# 992207
  • Recently Listed
1 of 19
$359,999
3

Beds

3.0

Baths

7,200

Sq.Ft.

32 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 83 Deer Ct Drive Middletown, NY MLS# 994032
  • Recently Listed with Virtual Tour
1 of 43
$425,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

83 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 Oak Lane Middletown, NY MLS# 988510
  • Virtual Tour
1 of 36
$399,999
3

Beds

1.1

Baths

1,410

Sq.Ft.

22 Oak Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 133 Blumel Road Middletown, NY MLS# 990211
  • Recently Listed
1 of 39
$449,000
3

Beds

2.0

Baths

1,756

Sq.Ft.

133 Blumel Road

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 79 Vincent Drive Middletown, NY MLS# 986748
  • Recently Listed with Virtual Tour
1 of 33
$429,000
3

Beds

1.0

Baths

1,043

Sq.Ft.

79 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 16 Brewster Drive Middletown, NY MLS# 993388
  • Recently Listed with Virtual Tour
1 of 34
$399,999
3

Beds

1.1

Baths

1,756

Sq.Ft.

16 Brewster Drive

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 35 Pinto Road E Middletown, NY MLS# 974841
  • Recently Listed with Virtual Tour
1 of 41
$447,000
2

Beds

2.1

Baths

1,851

Sq.Ft.

35 Pinto Road E

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 2269 Mt Hope Road Middletown, NY MLS# 989767
$450,000
1,192

Sq.Ft.

2269 Mt Hope Road

Middletown, NY

Courtesy of Weichert Realtors - Monroe

About Middletown

Surrounded by such communities as Goshen and Wallkill, Middletown offers the expanded educational opportunities of Orange County Community College to the regional amenities.  Tranquil and yet convenient, Middletown is home to retail and commercial activity.  For expansive shopping, regional malls are just minutes from home.  Although the city is home to a number of businesses and light industry, it is primarily a residential community with a pleasing variety of single-family homes.  Both newer construction and fine older homes combine with multi-family options.  Commuters can travel to New York City via Metro-North rail or catch buses into the Port Authority.  An abundance of county and local parks ensure outdoor enjoyment.  Attractions include picnic areas and miles of hiking and biking trails as well as tennis courts and golf courses.

Listings in Middletown, NY

269

Estimated median home price

$449,900
Middletown NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Middletown, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middletown, NY.

Homes for Sale by Price in Middletown, NY

PriceCount
$0 - 100K11
$100K - 200K20
$200K - 300K27
$300K - 400K55
$400K - 500K69
$500K - 600K29
$600K - 700K17
$700K - 800K6
$800K - 900K7
$900K - 1M7
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family161
Townhouse0
Condo23
Commercial36
Rental112
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home7
Farms0

(Data as of 5/19/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

Data is updated as of 5/19/2026.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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