Middletown, NY homes for sale & real estate

127 homes

Sort:

Recommended

NEW 27 HRS AGO

ABOUT THIS HOME
Middletown, NY Homes for Sale
Set on a large parcel in conveniently located Middletown, this fully renovated home pays homage to its origins, seamlessly blending modern design with preserved rustic character. A thoughtfully conceived layout offers two bedrooms on the main level, ideal for effortless living, guest accommodations, or a private home office. Upon entry, original exposed beams and warm oak floors immediately set the tone, flowing gracefully throughout the home and anchoring the space in warmth and charm. At the heart of everything, a beautifully appointed kitchen balances form and function with Sub-Zero refrigeration, a Viking range, and a striking clay tile backsplash, creating an inviting space for both d

$499,950

4 beds2 baths1,901 sq ft

13 Phillips St, Middletown, NY 10940

Fully renovated home • Warm oak floors • Viking range

Listing by Compass Greater NY, LLC

COMING SOON

ABOUT THIS HOME
Middletown, NY Homes for Sale
Gorgeous 3 bedroom 2.5 bath Colonial on a cul-de-sac, located in the sought after Robin Meadows neighborhood - More information and photos Coming Soon!

$525,000

3 beds2.5 baths1,680 sq ft

6 Wayne Dr, Middletown, NY 10940

0.93 acre lot • 2 garage spots • Built 1985

Listing by Weichert Realtors

COMING SOON

ABOUT THIS HOME
Middletown, NY Homes for Sale
Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates for your convenience. Sun-filled living spaces are enhanced by lots of natural lighting, creating a comfortable and welcoming atmosphere throughout this home. You will love the convenience and cost savings of the owned solar panels, and also a generator hookup already in place. The outdoor living is

$499,999

4 beds2.5 baths1,960 sq ft

63 Blumel Rd, Middletown, NY 10941

0.55 acre lot • Built 1900 • Listed 4 days

Listing by Keller Williams Realty

ABOUT THIS HOME
Middletown, NY Homes for Sale
Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout. Major mechanical updates include a new furnace, hot water heater, oil tank, and six heating zones. The roof is approximately 12 years old with 40-year shingles, and vinyl windows were replaced in 2012. A water softener and water filtration system were installed 8 years ago. Outdoor highlight

$849,000

5 beds2.5 baths3,764 sq ft

238 S Centerville Rd, Middletown, NY 10940

New furnace • Wet bar • Wood stove

Listing by BHG Real Estate Green Team

ABOUT THIS HOME
Middletown, NY Homes for Sale
Beautiful Raised Ranch tucked away behind a quiet neighborhood of Middletown is now available for your purchase. Beautiful paver walkway leads the way to your new home. Enter into an open floor layout from Living room, dining room & kitchen. Beautiful hardwood floors throughout upper level with high ceilings. Modern eat in kitchen with new white cabinets, trendy backsplash, granite countertops, island & gorgeous fresh out the box stainless steel appliances! 3 bedrooms are located on the main level, one which is a Suite with its own private bath that features a tiled stand up shower, double vanity and modern lighting. A 2nd full tiled bath is also found in this level with a tub

$429,000

3 beds3 baths1,902 sq ft

25 Clinton St, Middletown, NY 10940

5,000 sq ft lot • 2 garage spots • Built 2002

Listing by Keller Williams Hudson Valley

Property at 57 Overhill Rd, Middletown, NY 10940, 5 beds, 2.5 baths

$350,000

5 beds2.5 baths3,581 sq ft

57 Overhill Rd, Middletown, NY 10940

Listing by eXp Realty

Property at 91 Bellevernon Ave, Middletown, NY 10940, 3 beds, 1 bath

$140,000

3 beds1 bath725 sq ft

91 Bellevernon Ave, Middletown, NY 10940

Listing by 1st Class Realty

Property at 6 Eaton Ct, Middletown, NY 10940, 3 beds, 1.5 baths

$324,999

3 beds1.5 baths1,248 sq ft

6 Eaton Ct, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 16 Woodland Rd, Middletown, NY 10940, 3 beds, 1 bath

$268,000

3 beds1 bath1,250 sq ft

16 Woodland Rd, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

Property at 40 Cornwall Ln, Middletown, NY 10940, 3 beds, 3.5 baths

$485,000

3 beds3.5 baths2,784 sq ft

40 Cornwall Ln, Middletown, NY 10940

Listing by Royalty Realty NY LLC

Property at 171 High Barney Rd, Middletown, NY 10940, 3 beds, 2 baths

$469,000

3 beds2 baths2,056 sq ft

171 High Barney Rd, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 16 Mountain Ave, Middletown, NY 10940, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,598 sq ft

16 Mountain Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 14 Lincoln Ter, Middletown, NY 10940, 5 beds, 4.5 baths

$674,999

5 beds4.5 baths3,642 sq ft

14 Lincoln Ter, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 10 Frederick, Middletown, NY 10941, 4 beds, 2.5 baths

$539,900

4 beds2.5 baths2,144 sq ft

10 Frederick, Middletown, NY 10941

Listing by Keller Williams Realty

Property at 193 Schutt Rd, Middletown, NY 10940, 3 beds, 1 bath

$249,900

3 beds1 bath900 sq ft

193 Schutt Rd, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 5 Sayer Ln, Middletown, NY 10940, 3 beds, 2 baths

$129,999

3 beds2 baths1,080 sq ft

5 Sayer Ln, Middletown, NY 10940

Listing by Hudson Valley Home Connection

Property at 74 Pocatello Rd, Middletown, NY 10940, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,736 sq ft

74 Pocatello Rd, Middletown, NY 10940

Listing by Eichner Realty Group Inc.

Property at 14 Kensington Way, Middletown, NY 10940, 2 beds, 1.5 baths

$359,000

2 beds1.5 baths1,115 sq ft

14 Kensington Way, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 488 Tally Ho Rd, Middletown, NY 10940, 1 bed, 1 bath

$215,000

1 bed1 bath748 sq ft

488 Tally Ho Rd, Middletown, NY 10940

Listing by eXp Realty

Property at 235 Maples Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$640,000

4 beds2.5 baths2,424 sq ft

235 Maples Rd, Middletown, NY 10940

Listing by VYLLA Home

Property at 13 Forest Ave, Middletown, NY 10940, 3 beds, 2 baths

$429,999

3 beds2 baths1,748 sq ft

13 Forest Ave, Middletown, NY 10940

Listing by Hudson Valley Home Connection

Property at 29 Howard Dr, Middletown, NY 10941, 4 beds, 2 baths

$439,900

4 beds2 baths1,676 sq ft

29 Howard Dr, Middletown, NY 10941

Listing by HomeSmart Homes & Estates

Property at 4 Eaton Ct, Middletown, NY 10940, 3 beds, 1.5 baths

$355,000

3 beds1.5 baths1,470 sq ft

4 Eaton Ct, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 22 Rosecrest Ct, Middletown, NY 10940, 3 beds, 2.5 baths

$505,000

3 beds2.5 baths2,996 sq ft

22 Rosecrest Ct, Middletown, NY 10940

Listing by Hudson Valley Home Connection

Property at 25 Fairways Dr #12, Middletown, NY 10940, 2 beds, 2.5 baths

$410,000

2 beds2.5 baths1,345 sq ft

25 Fairways Dr #12, Middletown, NY 10940

Listing by Magic Of Great Neck Realty Inc

Property at 25 Fairways Dr, Middletown, NY 10940, 2 beds, 2.5 baths

$410,000

2 beds2.5 baths1,345 sq ft

25 Fairways Dr, Middletown, NY 10940

Property at 10 Royce Ave, Middletown, NY 10940, 3 beds, 1.5 baths

$330,000

3 beds1.5 baths1,470 sq ft

10 Royce Ave, Middletown, NY 10940

Listing by eXp Realty

Property at 17 Woodrose Ct, Middletown, NY 10940, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths2,763 sq ft

17 Woodrose Ct, Middletown, NY 10940

Listing by eXp Realty

Property at 356 Sands Rd, Middletown, NY 10941, 3 beds, 1 bath

$279,999

3 beds1 bath1,340 sq ft

356 Sands Rd, Middletown, NY 10941

Listing by Exit Realty Connections

Property at 78 Deer Ct Dr #78, Middletown, NY 10940, 2 beds, 2 baths

$289,000

2 beds2 baths1,291 sq ft

78 Deer Ct Dr #78, Middletown, NY 10940

Listing by eXp Realty

Property at 91 Mountain Ave, Middletown, NY 10940, 3 beds, 1 bath

$350,000

3 beds1 bath892 sq ft

91 Mountain Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 28 Spring St, Middletown, NY 10940, 4 beds, 2 baths

$329,000

4 beds2 baths1,696 sq ft

28 Spring St, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

Property at 10 Scott Dr, Middletown, NY 10941, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths2,139 sq ft

10 Scott Dr, Middletown, NY 10941

Listing by Keller Williams Realty NYC Grp

Property at 29 Little Ave, Middletown, NY 10940, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths1,668 sq ft

29 Little Ave, Middletown, NY 10940

Listing by Christie's Int. Real Estate

Property at 52 Scotchtown Dr, Middletown, NY 10941, 3 beds, 2 baths

$410,000

3 beds2 baths1,309 sq ft

52 Scotchtown Dr, Middletown, NY 10941

Listing by Century 21 Full Service Realty

Property at 326 Ingrassia Rd, Middletown, NY 10940, 4 beds, 3.5 baths

$724,900

4 beds3.5 baths2,987 sq ft

326 Ingrassia Rd, Middletown, NY 10940

Listing by Eichner Realty Group Inc.

Property at 21 Cyprus Dr, Middletown, NY 10940, 2 beds, 2 baths

$549,900

2 beds2 baths1,868 sq ft

21 Cyprus Dr, Middletown, NY 10940

Listing by RE/MAX Benchmark Realty Group

Property at 85 York Rd S, Bloomingburg, NY 12721, 7 beds, 6.5 baths

$849,000

7 beds6.5 baths3,606 sq ft

85 York Rd S, Bloomingburg, NY 12721

Listing by Rodeo Realty Inc

Property at 529 5th Ave, Middletown, NY 10941, 3 beds, 2 baths

$158,000

3 beds2 baths1,152 sq ft

529 5th Ave, Middletown, NY 10941

Listing by Century 21 Full Service Realty

Property at 71 Commonwealth Ave, Middletown, NY 10940, 3 beds, 1 bath

$360,000

3 beds1 bath1,344 sq ft

71 Commonwealth Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 36 Bert Crawford Rd, Middletown, NY 10940, 2 beds, 1 bath

$309,900

2 beds1 bath836 sq ft

36 Bert Crawford Rd, Middletown, NY 10940

Listing by Keller Williams Realty

Viewing page 1 of 4

Based on information submitted to the MLS GRID as of Thu Dec 25 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Middletown, NY

Cities

Neighborhoods
Zip Codes

Downtown homes for sale
$349,450

Middletown, NY real estate trends

All Home Types trends in Middletown, NY

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$347,500

+3.4% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Middletown, NY

$347,500

+3.4%

See more Middletown, NY market insights

More to explore in Middletown, NY

Featured
Price
Bedroom

How to buy a house in Middletown, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.