Middletown, NY Homes

/48
$483,900
- 3 Beds
- 3.5 Baths
- 2,521 Sq Ft
53 Cornwall Ln, Middletown, NY 10940

Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 217-0628

53 Cornwall Ln, Middletown, NY 10940
Selling your home? Sell it faster and for more with a Homes.com Boost.
Learn More
/24

$1,800 - $2,100 per month

Slatewood Apartments

1 - 3 Beds

579 E Main St, Middletown, NY 10940

Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

579 E Main St, Middletown, NY 10940
$420,000 Sold Feb 19, 2026

5 Cobblestone Ln Unit 4301, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,858 Sq Ft
- Built 2011
Last Sold Summary
- 7% Below List Price
- $226/SF
- 55 Days On Market
Current Estimated Value $468,314

Last Listing Agent Virginia Corbett eXp Realty

5 Cobblestone Ln Unit 4301, Middletown, NY 10940

Est $460,079 Not Listed For Sale

366 North St, Middletown, NY 10940
- 6 Beds
- 3 Baths
- 3,330 Sq Ft
- Built 1880
366 North St, Middletown, NY 10940

Last Sold Summary
- 27% Above List Price
- $109/SF
- 52 Days On Market
Last Sold Price $363,000

Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty

/50
$620,000
- 3 Beds
- 2 Baths
- 3,080 Sq Ft
179 Reservoir Rd, Middletown, NY 10940

Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 207-0914

179 Reservoir Rd, Middletown, NY 10940
/8
$1,700 per month
- 2 Beds
- 1 Bath
- 784 Sq Ft
- Apartment for Rent
203 W Main St Unit First Floor, Middletown, NY 10940

Spacious and completely renovated first-floor apartment located in a two-family home in the heart of Middletown. This rental offers 2 bedrooms and 1 full bath, featuring comfortable one-level living with a bright and functional layout. Includes a private driveway with ample additional parking and a welcoming front porch. Conveniently located near shopping, dining, public transportation, and major

Yosseline Genao Keller Williams Hudson Valley

203 W Main St Unit First Floor, Middletown, NY 10940
$480,000 Sold Nov 14, 2025

93 Rolling Meadows Rd, Middletown, NY 10940
- 4 Beds
- 2.5 Baths
- 2,055 Sq Ft
- Built 1979
Last Sold Summary
- $234/SF
- 23 Days On Market
Current Estimated Value $473,240

Last Listing Agent Suzanne Bongiorno Century 21 E & M Williams Rlty

93 Rolling Meadows Rd, Middletown, NY 10940

Est $529,062 Not Listed For Sale

9 Neptune Ln, Middletown, NY 10940
- 3 Beds
- 3 Baths
- 1,993 Sq Ft
- Built 2024
9 Neptune Ln, Middletown, NY 10940

Last Sold Summary
- 8% Above List Price
- $246/SF
- 20 Days On Market
Last Sold Price $490,000

Last Listing Agent Melinda White Keller Williams Realty

/45
$755,000 Pending
- 4 Beds
- 3.5 Baths
- 2,823 Sq Ft
264 Lybolt Rd, Middletown, NY 10941

Located on a quite country road in the town of Wallkill sits this MOVE IN READY new construction colonial on 2.12 wooded private acres in the sought after Pine Bush School district. The Mable offers an open floor plan design on the first level with hardwood floors throughout the oversized living room with a gas fireplace, formal dining room and custom kitchen with breakfast bar, quartz

Chris Ogden

Realty Promotions Inc

(329) 201-1833

264 Lybolt Rd, Middletown, NY 10941
/31

$2,200 per month

Country Manor Apartments

2 Beds

700 Stratford Ln, Middletown, NY 10940

Welcome to Country Manor Apartments in Middletown, NY! Our pet-friendly community is set among rustic, large, grassy areas, creating a peaceful and open environment. We offer one- and two-bedroom apartments featuring updated kitchens, premium bathrooms, and private decks. Your rent includes heat, hot water, sewer, and trash removal. We also offer 24/7 maintenance services.

700 Stratford Ln, Middletown, NY 10940
$372,000 Sold Dec 19, 2025

29 Euclid Ave, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1965
Last Sold Summary
- 6% Above List Price
- $246/SF
- 33 Days On Market
Current Estimated Value $371,119

Last Listing Agent John Olivero Keller Williams Realty

29 Euclid Ave, Middletown, NY 10940

/2
Est $610,000 Not Listed For Sale

328 Stony Ford Rd, Middletown, NY 10941
- Studio
328 Stony Ford Rd, Middletown, NY 10941

Last Sold Summary
- 771% Below List Price
Last Sold Price $70,000

Last Listing Agent Jane Panico Realty Promotions Inc

/40
$410,000 Pending
- 3 Beds
- 2 Baths
- 1,309 Sq Ft
52 Scotchtown Dr, Middletown, NY 10941

Welcome Home: Charming One-Level Living in Goshen School District! Discover the ease and comfort of this beautifully refreshed ranch-style home, perfectly situated in the highly sought-after Goshen School District. Move right in and start making memories—all the updates have been handled for you!Key Features You'll Love:Seamless One-Level Living: Enjoy the ultimate convenience with

Luanne McGann

Century 21 Full Service Realty

(329) 214-0510

52 Scotchtown Dr, Middletown, NY 10941
/14
$1,500 per month
- 2 Beds
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
58 Cottage St Unit 4, Middletown, NY 10940

MIDDLETOWN RENTAL!! A centrally located 2 bedroom is now available for immediate move in. A ground level apartment freshly painted throughout offers an eat in kitchen, 2 spacious bedrooms with closet space and a full bath. Close to shops, restaurants, public transportation, and highway access. Off-street parking available. Book your showing today! (Please note that this unit does NOT have a

Carol Cruz Keller Williams Hudson Valley

58 Cottage St Unit 4, Middletown, NY 10940
$440,000 Sold Nov 21, 2025

6 Randall Terrace, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
- Built 1957
Last Sold Summary
- 5% Above List Price
- $282/SF
- 20 Days On Market
Current Estimated Value $425,436

Last Listing Agent Rachel Hunt Realty Promotions Inc

6 Randall Terrace, Middletown, NY 10940

Est $721,480 Not Listed For Sale

20 Nicaj Ct, Middletown, NY 10941
- 3 Beds
- 2.5 Baths
- 2,440 Sq Ft
- Built 2024
20 Nicaj Ct, Middletown, NY 10941

Last Sold Summary
- 6% Above List Price
- $279/SF
- 40 Days On Market
Last Sold Price $680,000

Last Listing Agent Pedro Garcia Curasi Realty, Inc.

/21
$429,900
- 3 Beds
- 1.5 Baths
- 1,736 Sq Ft
74 Pocatello Rd, Middletown, NY 10940

.

Catherine Eichner

Eichner Realty Group Inc.

(329) 207-0303

74 Pocatello Rd, Middletown, NY 10940
/59

$1,650 - $2,150 per month

Stevens Manor Apartments

Studio - 2 Beds

644 Silver Lake Scotchtown Rd, Middletown, NY 10941

Welcome to Stevens Manor Apartments in Middletown, NY! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from studios, one-, or two-bedroom apartments, each thoughtfully designed with updated kitchens, premium bathrooms, dishwashers, and air-conditioning.Your rent includes heat, hot water, gas, and trash removal. We

644 Silver Lake Scotchtown Rd, Middletown, NY 10941
$455,500 Sold Dec 23, 2025

30 Avoncroft Ln, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 2,567 Sq Ft
- Built 2010
Last Sold Summary
- 3% Below List Price
- $177/SF
- 38 Days On Market
Current Estimated Value $451,451

Last Listing Agent Cindy-Lee Dorcely Keller Williams Hudson Valley

30 Avoncroft Ln, Middletown, NY 10940

/8
Est $519,838 Not Listed For Sale

775 van Burenville Rd, Middletown, NY 10940
- 4 Beds
- Built 1800
775 van Burenville Rd, Middletown, NY 10940

Last Sold Summary
- 7% Above List Price
- $259/SF
- 44 Days On Market
Last Sold Price $485,000

Last Listing Agent Jamie Sittner Find Advisors

/9
$250,000 Pending
- 2 Beds
- 1.5 Baths
- 1,240 Sq Ft
34 Poplar Ln, Middletown, NY 10941

This well-maintained home offers comfort, space, and convenience in a desirable location close to shopping, dining, and public transportation. Step inside to find generously sized bedrooms with vaulted ceilings that create an open and airy feel. The rear bedroom features a private balcony—perfect for morning coffee or unwinding at the end of the day. A full basement provides ample storage space,

John Olivero

Keller Williams Realty

(329) 212-1039

34 Poplar Ln, Middletown, NY 10941
/3
$2,200 per month
- 1 Bed
- 1.5 Baths
- 1,031 Sq Ft
- Apartment for Rent
206 Golf Links Rd Unit 613, Middletown, NY 10940

This new 1 bedroom 1.5 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage.

John Chirico Curasi Realty, Inc.

206 Golf Links Rd Unit 613, Middletown, NY 10940
$403,000 Sold Sep 05, 2025

12 Brewster Dr, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1960
Last Sold Summary
- 1% Above List Price
- $382/SF
- 38 Days On Market
Current Estimated Value $409,952

Last Listing Agent Philip Barnao eXp Realty

12 Brewster Dr, Middletown, NY 10940

Est $419,672 Not Listed For Sale

47 Pinto Rd E, Middletown, NY 10941
- 2 Beds
- 3.5 Baths
- 2,000 Sq Ft
- Built 2009
47 Pinto Rd E, Middletown, NY 10941

Last Sold Summary
- 2% Above List Price
- $206/SF
- 28 Days On Market
Last Sold Price $411,000

Last Listing Agent Evelyn Negron Hudson Valley Realty Center

/13
$329,900 Open Sun 1PM - 3PM
- 3 Beds
- 1 Bath
- 976 Sq Ft
39 Orange Terrace, Middletown, NY 10940

Are you looking for an affordable home? You have found it here. This beautifully updated three-bedroom, one-bath home sits on a spacious 0.21-acre lot, offering the perfect blend of comfort, style, and outdoor living. Inside, the home features a bright and welcoming living area, a refreshed kitchen with modern finishes, and a clean, updated bathroom designed for everyday convenience.Step

Catherine Eichner

Eichner Realty Group Inc.

(329) 208-2797

39 Orange Terrace, Middletown, NY 10940
/55

$3,118 - $3,579 per month

Residences at West Hills Country Club

1 - 2 Beds

122 Golf Links Rd, Middletown, NY 10940

158 Unit Luxury Housing Community with 1,2 and 3 Bedroom Units. Situated on a Lush Championship 18 Hole Golf Course that offers a Private Country Club Experience 24 hours a day. Apartments feature Spacious Open Layouts, Beautiful Kitchens with Quartz Countertops and Stainless Steel Appliances, Front Loading Washers and Dryers, Balconies, Walk-In Closets, Beautiful Engineered Wide Plank

122 Golf Links Rd, Middletown, NY 10940
$512,500 Sold Mar 21, 2025

11 Rebecca Dr, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,616 Sq Ft
- Built 2014
Last Sold Summary
- 4% Above List Price
- $317/SF
- 21 Days On Market
Current Estimated Value $545,902

Last Listing Agent Agnes Burch Howard Hanna Rand Realty

11 Rebecca Dr, Middletown, NY 10940

Not Listed For Sale

2 Fortune Rd W Unit K, Middletown, NY 10941
- 1 Bed
- 1 Bath
- 775 Sq Ft
- Built 1972
2 Fortune Rd W Unit K, Middletown, NY 10941

Last Sold Summary
- $212/SF
- 34 Days On Market
Last Sold Price $164,500

Last Listing Agent Chris Staritz Howard Hanna Rand Realty

/44
$475,000 Coming Soon
- 3 Beds
- 3 Baths
- 1,674 Sq Ft
57 Boorman Rd, Middletown, NY 10940

This nicely renovated Dutch Colonial is located on 5+ acres surrounded by mature trees just minutes from Middletown and in Minisink schools. Renovated kitchen has Quartz counters, ceramic tile floor, subway tile back splash, new cabinets and stainless appliances. Wood stove for additional source of heat, first floor full bath and livingroom, diningroom rounds out the first floor. Upstairs find a

Lynelle Alessi

Keller Williams Hudson Valley

(329) 212-0455

57 Boorman Rd, Middletown, NY 10940
/27
$2,800 per month
- 4 Beds
- 1.5 Baths
- 1,696 Sq Ft
- House for Rent
7 Mulberry St, Middletown, NY 10940

Welcome to this 4-bedroom, 2-bath brick Colonial that has been fully renovated on the inside, offering a comfortable blend of classic style and modern updates. The flexible layout is suitable for residential use or potential professional/office use (attorney, accountant, therapy office, etc. — tenant to verify zoning and permitted use with municipality). Step into a bright and spacious open

Guy Cusumano Howard Hanna Rand Realty

7 Mulberry St, Middletown, NY 10940
$445,000 Sold May 19, 2025

9 Arden Ct, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 2,427 Sq Ft
- Built 2008
Last Sold Summary
- 1% Below List Price
- $183/SF
- 264 Days On Market
Current Estimated Value $481,168

Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

9 Arden Ct, Middletown, NY 10940

Not Listed For Sale

206 2nd Ave, Middletown, NY 10941
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2023
206 2nd Ave, Middletown, NY 10941

Last Sold Summary
- $132/SF
- 37 Days On Market
Last Sold Price $177,790

Last Listing Agent Sandra Spector Howard Hanna Rand Realty

/27
$279,000 Pending
- 2 Beds
- 2 Baths
- 1,291 Sq Ft
78 Deer Ct Dr, Middletown, NY 10940

This bright and spacious third-floor corner condo in the sought-after Deer Run community offers two bedrooms and two full baths with an open floor plan ideal for both everyday living and entertaining. Sunlight streams through a wall of windows into the combined living and dining area, while the kitchen provides abundant cabinetry and a generous pantry. The primary suite features a large walk-in

Ewa Kusmierek

eXp Realty

(329) 219-0306

78 Deer Ct Dr, Middletown, NY 10940
/25

$1,930 - $4,225 per month

Imperial Gardens Apartment Homes

Studio - 2 Beds

225 Berkman Dr, Middletown, NY 10941

Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuters dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

225 Berkman Dr, Middletown, NY 10941
$430,000 Sold Sep 25, 2025

76 Maureen Dr, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,620 Sq Ft
- Built 1987
Last Sold Summary
- 1% Above List Price
- $265/SF
- 38 Days On Market
Current Estimated Value $448,199

Last Listing Agent Nina Piacente Julia B Fee Sothebys Int. Rlty

76 Maureen Dr, Middletown, NY 10940

/33
Est $419,142 Not Listed For Sale

28 Roosevelt Ave, Middletown, NY 10940
- 5 Beds
- 1.5 Baths
- 1,760 Sq Ft
- Built 1900
28 Roosevelt Ave, Middletown, NY 10940

Last Sold Summary
- 6% Above List Price
- $224/SF
- 7 Days On Market
Last Sold Price $394,000

Last Listing Agent Christina Lake Davis R. Chant - Milford

/22
$714,900 Pending
- 4 Beds
- 3.5 Baths
- 2,987 Sq Ft
326 Ingrassia Rd, Middletown, NY 10940

Welcome to this nearly new four-bedroom, three-bath ranch-style home, nestled on a picturesque two-acre, tree-lined lot that offers both privacy and natural beauty. With stucco siding and a thoughtfully designed layout, this home combines modern comfort with timeless appeal.Step inside to find a spacious, open-concept floor plan with abundant natural light. The main living areas flow

Catherine Eichner

Eichner Realty Group Inc.

(329) 213-1600

326 Ingrassia Rd, Middletown, NY 10940
/4
$1,699 per month
- 1 Bed
- 1 Bath
- 736 Sq Ft
- Apartment for Rent
97-127 High Barney Rd Unit 97, Middletown, NY 10940

Beautifully Renovated Apartment in the Heart of Middletown – Move-In Ready!Discover modern comfort in this freshly renovated apartment located in desirable Middletown, NY 10940. Featuring a stunning brand-new kitchen equipped with sleek stainless steel appliances, contemporary cabinetry, and ample counter space—perfect for home cooks and entertaining. The updated bathroom offers a fresh,

Samuel Pollak North Point Management Corp

97-127 High Barney Rd Unit 97, Middletown, NY 10940
$500,000 Sold Jun 24, 2025

127 Meadow View Dr, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,827 Sq Ft
- Built 2016
Last Sold Summary
- 11% Above List Price
- $274/SF
- 9 Days On Market
Last Listing Agent Kevin Grier Keller Williams Hudson Valley

127 Meadow View Dr, Middletown, NY 10940

Not Listed For Sale

20 State St, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,225 Sq Ft
- Built 1971
20 State St, Middletown, NY 10940

Last Sold Summary
- $277/SF
- 26 Days On Market
Last Sold Price $339,000

Last Listing Agent Carol Cruz Keller Williams Hudson Valley

Showing Results 41 - 80, Page 2 of 18

New York Orange County Middletown

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage