Pending Listings in Middletown, NY

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PENDING

ABOUT THIS HOME
Pending Listing in Middletown, NY:
Welcome Home! Solid Raised Ranch located in the Town of Wallkill/Pine Bush School District. Set on a quiet and private 1.96 acre lot, this spacious home offers comfort, flexibility and endless potential. With 2,496 Sq. Ft. of living space, the home features 3 bedrooms, 3 full bathrooms, plus two additional rooms that are perfect for home offices and guest rooms. Vaulted ceilings. Hardwood floors. Solid Stucco exterior and newer roof. Massive driveway that can accommodate 10+ cars. Private backyard, offering plenty of space for outdoor living, gardening or simply enjoying the peaceful setting. Close to major highways, metro-north, hospital, and shopping malls. Schedule your private tour toda

$429,900

3 beds3 baths2,496 sq ft

411 Fair Oaks Rd, Middletown, NY 10940

1.96 acre lot • Car-dependent

Listing by Keller Williams Hudson Valley

PENDING

ABOUT THIS HOME
Pending Listing in Middletown, NY:
Welcome to your dream home! Enjoy easy one floor living in this expansive ranch with its timeless decor and most tasteful updates! Meticulously maintained with exceptional attention to detail, inside and out, is evident as soon as you pull up to the front of the house with its extra wide paver stone driveway and mature landscaping. Step inside to discover light filled spaces, vaulted ceilings, and gorgeous hardwood floors that flow throughout. The design is perfect for formal entertaining as the large formal dining room opens up into the beautiful formal living room, lending itself to extending your dining room table for a large crowd. Sliders also lead to expansive wrap around deck! Its so

$599,000

4 beds3.5 baths2,747 sq ft

31 Highland View Pl, Middletown, NY 10940

0.62 acre lot • 2 garage spots • Car-dependent

Listing by Keller Williams Realty

PENDING

ABOUT THIS HOME
Pending Listing in Middletown, NY:
THIS SPACIOUS PARCEL OF LAND IN MIDDLETOWN, NY OFFERS AN EXCELLENT OPPORTUNITY FOR AFFORDABLE LIVING OR INVESTMENT. THIS PROPERTY OFFERS THE OPPORTUNITY TO REPLACE THE EXISTING STRUCTURE WITH CONVENIENT ACCESS TO UTILITIES THE LOT IS READY FOR REDEVELOPMENT. WHETHER YOUR'RE LOOKING TO BUILD EQUITY OR SEEKING RENTAL INCOME POTENTIAL THIS PROPERTY COMBINES AFFORDABILITY WITH FLEXIBILITY. LOCATED CLOSE TO SHOPPING, SCHOOLS AND MAJOR HIGHWAYS. DON'T MISS THE CHANCE TO SECURE LAND WITH POTENTIAL AT A BUDGET-FRIENDLY PRICE.

$40,000

0 beds— baths550 sq ft

40 Ivory Ln, Middletown, NY 10940

1.2 acre lot • Car-dependent

Listing by eXp Realty

PENDING

ABOUT THIS HOME
Pending Listing in Middletown, NY:
Welcome to 30 Eagles Way — A Rare Detached Townhome in The Fairways at Wallkill. Tucked at the end of a quiet cul-de-sac within the prestigious gated community of The Fairways, this meticulously maintained 3-bedroom, 2.5-bathroom single-family detached townhouse offers over 2,430 sqft of refined living space in the heart of the Hudson Valley. Main Level Living with Modern Elegance: Step inside to a bright and airy open-concept main floor, where gleaming hardwood floors, abundant windows, and high ceilings set the tone. The primary bedroom is conveniently located on the main level and features a walk-in closet, hallway laundry closet, and a spa-like ensuite bath complete with a glass-e

$649,900

3 beds2.5 baths2,430 sq ft

30 Eagles Way, Middletown, NY 10940

$637 HOA • 2 garage spots • Community pool

Listing by Keller Williams Hudson Valley

PENDING

ABOUT THIS HOME
Pending Listing in Middletown, NY:
This is a short sale Property being sold as is. This property has plenty of potential. A double sized lot. You can bring your hammers and fix up the property or knock down and build your dream home. Hurry before its gone.

$199,000

3 beds1 bath1,040 sq ft

36 Mountain Ave #34, Middletown, NY 10940

0.34 acre lot • Garage • Somewhat walkable

Listing by Skyler Realty LLC

Property at 4 Red Barn Ln, Middletown, NY 10940, 3 beds, 1.5 baths

$284,900

3 beds1.5 baths1,188 sq ft

4 Red Barn Ln, Middletown, NY 10940

Listing by ARC Realty 1 in Sales

Property at 115 Vincent Dr, Middletown, NY 10940, 3 beds, 2 baths

$320,000

3 beds2 baths1,964 sq ft

115 Vincent Dr, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 15 Silo Ln, Middletown, NY 10940, 3 beds, 2.5 baths

$319,000

3 beds2.5 baths1,452 sq ft

15 Silo Ln, Middletown, NY 10940

Listing by Curasi Realty, Inc.

Property at 1 Polly Kay Dr, Middletown, NY 10940, 3 beds, 1 bath

$419,000

3 beds1 bath1,482 sq ft

1 Polly Kay Dr, Middletown, NY 10940

Listing by eXp Realty

Property at 257 Tally Ho Rd, Middletown, NY 10940, 3 beds, 2 baths

$424,900

3 beds2 baths1,266 sq ft

257 Tally Ho Rd, Middletown, NY 10940

Listing by Eichner Realty Group Inc.

Property at 167 Rockwell Ave, Middletown, NY 10940, 4 beds, 3 baths

$415,000

4 beds3 baths2,040 sq ft

167 Rockwell Ave, Middletown, NY 10940

Listing by eXp Realty

Property at 83 Dosen Rd, Middletown, NY 10940, 3 beds, 2 baths

$585,000

3 beds2 baths4,240 sq ft

83 Dosen Rd, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 10 Willow Pl, Middletown, NY 10940, 3 beds, 2 baths

$410,000

3 beds2 baths1,430 sq ft

10 Willow Pl, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 30 Wilson St, Middletown, NY 10940, 3 beds, 2 baths

$489,000

3 beds2 baths1,823 sq ft

30 Wilson St, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 626 County Highway 78, Middletown, NY 10940, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,384 sq ft

626 County Highway 78, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 242 1/2 W Main St, Middletown, NY 10940, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,080 sq ft

242 1/2 W Main St, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 8 Badami Dr, Middletown, NY 10941, 5 beds, 1.5 baths

$499,900

5 beds1.5 baths2,526 sq ft

8 Badami Dr, Middletown, NY 10941

Listing by Howard Hanna Rand Realty

Property at 17 Sterling St, Middletown, NY 10940, 6 beds, 2 baths

$459,999

6 beds2 baths1,400 sq ft

17 Sterling St, Middletown, NY 10940

Listing by eXp Realty

Property at 1 Lexington Way, Middletown, NY 10940, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,800 sq ft

1 Lexington Way, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 190 Crans Rd, Middletown, NY 10941, 3 beds, 2.5 baths

$950,000

3 beds2.5 baths2,000 sq ft

190 Crans Rd, Middletown, NY 10941

Listing by Exclusively Equine Prop LLC

Property at 138 Reinhardt Rd, Middletown, NY 10940, 3 beds, 2 baths

$475,000

3 beds2 baths2,542 sq ft

138 Reinhardt Rd, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 44 Houston Ave, Middletown, NY 10940, 5 beds, 2 baths

$369,900

5 beds2 baths2,440 sq ft

44 Houston Ave, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 105 Sheffield Dr, Middletown, NY 10940, 3 beds, 1.5 baths

$295,000

3 beds1.5 baths1,400 sq ft

105 Sheffield Dr, Middletown, NY 10940

Listing by Keller Williams Hudson Valley

Property at 2 Mountain Ave, Middletown, NY 10940, 5 beds, 2 baths

$430,000

5 beds2 baths2,447 sq ft

2 Mountain Ave, Middletown, NY 10940

Listing by RE/MAX Benchmark Realty Group

Property at 38 Sheffield Dr, Middletown, NY 10940, 3 beds, 1.5 baths

$315,000

3 beds1.5 baths1,220 sq ft

38 Sheffield Dr, Middletown, NY 10940

Listing by Weichert Realtors

Property at 715 Stony Frd, Middletown, NY 10941, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,706 sq ft

715 Stony Frd, Middletown, NY 10941

Listing by John J Lease REALTORS Inc

Property at 21 Lake Claire Dr, Middletown, NY 10940, 2 beds, 2 baths

$209,999

2 beds2 baths990 sq ft

21 Lake Claire Dr, Middletown, NY 10940

Listing by eXp Realty

Property at 94 Fair Oaks Rd, Middletown, NY 10940, 4 beds, 3 baths

$599,900

4 beds3 baths2,434 sq ft

94 Fair Oaks Rd, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 11 East Ave, Middletown, NY 10940, 9 beds, 3 baths

$650,000

9 beds3 baths— sq ft

11 East Ave, Middletown, NY 10940

Listing by John J Lease REALTORS Inc

Property at 168 S Centerville Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$668,900

4 beds2.5 baths3,088 sq ft

168 S Centerville Rd, Middletown, NY 10940

Listing by John J Lease REALTORS Inc

Property at 2213 Mount Hope Rd, Middletown, NY 10940, 4 beds, 3 baths

$599,900

4 beds3 baths2,800 sq ft

2213 Mount Hope Rd, Middletown, NY 10940

Listing by Keller Williams Realty

Property at 93 Rolling Meadows Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$479,900

4 beds2.5 baths2,055 sq ft

93 Rolling Meadows Rd, Middletown, NY 10940

Listing by Century 21 E & M Williams Rlty

Property at 116 Lewis Landing Rd, Middletown, NY 10940, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,933 sq ft

116 Lewis Landing Rd, Middletown, NY 10940

Listing by Cronin & Company Real Estate

Property at 730 Mt Hope Rd, Middletown, NY 10940, 4 beds, 4 baths

$750,000

4 beds4 baths3,800 sq ft

730 Mt Hope Rd, Middletown, NY 10940

Listing by HomeSmart Homes & Estates

Property at 25 Lafayette Ave, Middletown, NY 10940, 2 beds, 1 bath

$299,000

2 beds1 bath792 sq ft

25 Lafayette Ave, Middletown, NY 10940

Listing by Exit Realty Connections

Property at 55 Prince St, Middletown, NY 10940, 3 beds, 2 baths

$309,990

3 beds2 baths1,537 sq ft

55 Prince St, Middletown, NY 10940

Listing by BHHS Hudson Valley Properties

Property at 27 Sycamore Dr Bldg 2 A, Middletown, NY 10940, 1 bed, 1 bath

$199,000

1 bed1 bath830 sq ft

27 Sycamore Dr Bldg 2 A, Middletown, NY 10940

Listing by Stepping Stone Realty

Property at 47 Prince St, Middletown, NY 10940, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths1,620 sq ft

47 Prince St, Middletown, NY 10940

Listing by YourHomeSold Guaranteed Realty

Property at 322 Union School Rd, Middletown, NY 10941, 3 beds, 2.5 baths

$589,000

3 beds2.5 baths2,340 sq ft

322 Union School Rd, Middletown, NY 10941

Listing by Howard Hanna Rand Realty

Property at 22 Mud Mills Rd, Middletown, NY 10940, 8 beds, 4 baths

$599,000

8 beds4 baths4,698 sq ft

22 Mud Mills Rd, Middletown, NY 10940

Listing by HVG Realty, Inc.

Property at 3 Allan Park Mews, Middletown, NY 10940, 3 beds, 1.5 baths

$324,500

3 beds1.5 baths1,248 sq ft

3 Allan Park Mews, Middletown, NY 10940

Listing by Curasi Realty, Inc.

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Based on information submitted to the MLS GRID as of Mon Oct 27 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.

Pending Listings in Middletown

There are currently 108 pending listings for sale in Middletown at a median listing price of $359K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 53 days and receive 2 offers. Popular neighborhoods include Downtown, and Presidential Heights. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 27 homes have been sold in Middletown. In addition to houses in Middletown, there were also 14 condos, 1 townhouse, and 13 multi-family units for sale in Middletown last month. Middletown is a moderately walkable city in New York with a Walk Score of 57. Middletown is home to approximately 27,394 people and 10,344 jobs. Find your dream home in Middletown using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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