Middletown, NY Homes

/33
$399,900
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
270 Crystal Run Rd, Middletown, NY 10941

Middletown opportunity that pulls double duty. Walk through the front door and feel how easy life becomes when comfort and possibility meet in one place. This move in ready three bedroom two bathroom home welcomes you with vaulted ceilings, warm wood detail, and a bright living room that opens through glass doors to your deck. The kitchen surrounds you with wood cabinetry and generous workspace

Brian Caplicki

Keller Williams Hudson Valley

(329) 209-8831

270 Crystal Run Rd, Middletown, NY 10941
/55

$2,621 - $4,675 per month

Residences at West Hills Country Club

1 - 3 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
$515,000 Sold Nov 13, 2025
- 2,200 Sq Ft
- $234/SF
- 32 Days On Market
- 4 Beds
- 3 Baths
- Built 1988
56 Acorn Ave, Middletown, NY 10941

Welcome to 56 Acorn, a four bedroom home situated on a corner lot in a desirable neighborhood. As you enter you'll notice the open floor plan with vaulted ceilings and natural hardwood floor throughout the main level. Large size kitchen with granite countertops and stainless steel appliances. Lower level features updated bathroom with new luxury vinyl floors throughout. Attached oversized 2 car

Matthew Skowronski HomeSmart Homes & Estates

56 Acorn Ave, Middletown, NY 10941

Est $358,378 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,386 Sq Ft
21 Hill Rd, Middletown, NY 10941

21 Hill Rd, Middletown, NY 10941

/24
$599,000
- 4 Beds
- 3 Baths
- 2,392 Sq Ft
5 Oak Ridge Rd, Middletown, NY 10940

Built in 2020, this spacious 2,392 sq ft home offers 4 bedrooms, 3 full bathrooms, and a 2-car garage. The upper level boasts an open-concept layout with vaulted ceilings, a modern kitchen featuring granite countertops and stainless steel appliances, a bright living room, and three bedrooms, including the primary suite, and two full baths. The finished lower level adds even more living space with

Sandra Laramore Redfin Real Estate

5 Oak Ridge Rd, Middletown, NY 10940
/9
$2,300 per month
- 2 Beds
- 2 Baths
- 3,481 Sq Ft
- Apartment for Rent
91 North St Unit 201, Middletown, NY 10940

Welcome to this spacious and inviting 2-bedroom, 2-bathroom apartment located on the second floor of a well-maintained property in Middletown, NY. This home is near shops, restaurants, and a park, putting everything you need just minutes away.

Marlenie Mendez Luna Keller Williams Hudson Valley

91 North St Unit 201, Middletown, NY 10940
$478,500 Sold Nov 12, 2025
- 2,542 Sq Ft
- $188/SF
- 65 Days On Market
- 3 Beds
- 3 Baths
- Built 1969
138 Reinhardt Rd, Middletown, NY 10940

Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

Lynelle Alessi Keller Williams Hudson Valley

138 Reinhardt Rd, Middletown, NY 10940

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,112 Sq Ft
5 Fortune Rd W Unit M, Middletown, NY 10941

5 Fortune Rd W Unit M, Middletown, NY 10941

/48
$699,000
- 3 Beds
- 2 Baths
- 1,566 Sq Ft
166 Hilly's Ln, Middletown, NY 12455

Escape to your own private retreat on 13.2 acres in the charming community of New Kingston. This updated cedar sided chalet offers 3 bedrooms plus a cozy sleeping nook, 2 beautifully renovated baths, and a long list of thoughtful upgrades within the past 24 months. A Tuli Kivi soapstone stove fireplace insert brings warmth and charm, but the true showstopper is the 18’ x 18’ screened

Susan Doig Listing by Coldwell Banker Timberland Properties

166 Hilly's Ln, Middletown, NY 12455
/25

$1,755 - $4,290 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
$565,000 Sold Nov 12, 2025
- 2,800 Sq Ft
- $202/SF
- 76 Days On Market
- 4 Beds
- 3 Baths
- Built 1949
2213 Mount Hope Rd, Middletown, NY 10940

Fantastic investment opportunity in this growing Mount Hope area. Imagine operating your business on the ground level and collecting rent from 3 residential apartments on the second floor. All the apartments have been updated and delivered vacant. Your chance to collect market rents. There is the option to convert the ground level space to another residential apartment, or utilize it as it once

Chris Scibelli Keller Williams Realty

2213 Mount Hope Rd, Middletown, NY 10940

Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,418 Sq Ft
100 Hillside Dr Unit C8, Middletown, NY 10941

100 Hillside Dr Unit C8, Middletown, NY 10941

/36
$625,000
- 4 Beds
- 3.5 Baths
- 2,760 Sq Ft
214 Phillips St, Middletown, NY 10940

Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

Donna Gray Redfin Real Estate

214 Phillips St, Middletown, NY 10940
/7
$1,850 per month
- 2 Beds
- 1 Bath
- 3,481 Sq Ft
- Apartment for Rent
91 North St Unit 203, Middletown, NY 10940

Welcome to this bright and comfortable 2-bedroom, 1-bathroom apartment located on the second floor above commercial buildings. This well-maintained unit offers a practical layout with plenty of natural light, making it a warm and inviting place to call home. Located just steps from shops, restaurants, and a nearby park, this apartment puts everyday conveniences. Whether you love easy dining

Marlenie Mendez Luna Keller Williams Hudson Valley

91 North St Unit 203, Middletown, NY 10940
$210,000 Sold Nov 12, 2025
- 1,006 Sq Ft
- $209/SF
- 113 Days On Market
- 2 Beds
- 1 Bath
- Built 1990
49 Ruth Ct, Middletown, NY 10940

Smart Buy – Ideal for Investors or Future Homeowners!This well-maintained 2-bedroom, 1-bathroom second-floor condo presents a fantastic opportunity whether you're looking to invest or move in yourself. Located in a quiet, professionally managed complex, the unit is currently tenant-occupied with the lease ending soon, offering immediate rental income or the option to occupy. The layout

Jacob Fried Keller Williams Realty

49 Ruth Ct, Middletown, NY 10940

Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,064 Sq Ft
180 Weld Rd, Middletown, NY 10941

180 Weld Rd, Middletown, NY 10941

/50
$474,900 Pending
- 2 Beds
- 2.5 Baths
- 2,084 Sq Ft
80 Fairways Dr, Middletown, NY 10940

Welcome to easy, luxurious living! This beautifully maintained 2-bedroom, 2.5-bath corner townhouse offers the perfect blend of comfort, convenience, and amenities. Ideally located just minutes from I-84, Route 17, Garnet Health Medical Center, shopping, restaurants, and even a stunning golf course within walking distance, this home gives you access to everything you need.Step inside to find

Christina Lake Davis R Chant Real Estate Inc.

80 Fairways Dr, Middletown, NY 10940
/46

$1,720 - $2,680 per month

Sutton Hill Apartments

1 - 3 Beds

2 Underhill Rd, Middletown, NY 10940

Living at Sutton Hill located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

2 Underhill Rd, Middletown, NY 10940
$436,000 Sold Nov 11, 2025
- 1,266 Sq Ft
- $344/SF
- 39 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
257 Tally Ho Rd, Middletown, NY 10940

You've found more than just a house this home is a legacy. Lovingly maintained by its original owner and family since the day it was built, this home radiates pride of ownership and timeless care. Every room tells a story of attention to detail, thoughtful updates, and a genuine commitment to preserving its comfort and charm! This 3-bedroom Cape-style home is perfectly situated on a secluded

Catherine Eichner Eichner Realty Group Inc.

257 Tally Ho Rd, Middletown, NY 10940

Est $498,252 Not Listed For Sale
- 9 Beds
- 4 Baths
- 2,894 Sq Ft
22 Prince St, Middletown, NY 10940

22 Prince St, Middletown, NY 10940

/21
$599,000 Pending
- 4 Beds
- 3 Baths
- 2,552 Sq Ft
125 Whipple Rd, Middletown, NY 10940

Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

Eboni Navas Julia B Fee Sothebys Int. Rlty

125 Whipple Rd, Middletown, NY 10940
/14
$1,900 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
464 Route 17m Unit 2, Middletown, NY 10940

Spacious 2 bed 1 bath apartment on FIRST floor with an eat-in kitchen. Recently renovated bathroom & resurfaced floors! Primary room features a walk-in closet. Plenty of storage throughout. Parking is right outside your door. Closely located to shopping centers, schools, & I84. No washer/dryer hook ups or onsite. Please contact for any questions including in regards to any additional fees due.

Angela Kadian Stonewall Realty Group LLC

464 Route 17m Unit 2, Middletown, NY 10940
/2
$485,100 Sold Nov 10, 2025
- 1,756 Sq Ft
- $276/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 2025
7017 James Francis Dr, Lockport-Town, NY 14094

James Francis Estates is a Sparks Custom Homes Condo Patio Home Community. Home features 1,756 sq. ft, 3 bedrooms, 2 bath, laundry room and covered patio. Featuring open floor plan with custom finishes. Trayed ceiling owner's suite with en suite. Full basement with egress. 2 car attached garage. Now accepting build orders for the 42 site development situated in the Town of Lockport. VISIT MODEL

Kathleen Dimillo Listing by HUNT Real Estate Corporation

7017 James Francis Dr, Lockport-Town, NY 14094

Not Listed For Sale
- 5 Beds
- 5 Baths
- 2,538 Sq Ft
34 Linden Ave, Middletown, NY 10940

34 Linden Ave, Middletown, NY 10940

/27
$289,000
- 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

Eva Kusmierek eXp Realty

78 Deer Ct Dr, Middletown, NY 10940
/40

$1,750 - $2,550 per month

The 211 Luxury Lofts

1 - 3 Beds

54-62 Linden Ave, Middletown, NY 10940

The 211 Lexary LoftsModern 1 & 3 Bedroom Apartments in Middletown, NYWelcome to The 211 Lexary Lofts, a stylish and modern rental community just off Route 211 in Middletown. These bright, beautifully designed apartments combine industrial charm with upscale finishes — perfect for professionals, students, and families alike.Apartment Features:Full kitchen with oven,

54-62 Linden Ave, Middletown, NY 10940
$360,000 Sold Nov 07, 2025
- 1,537 Sq Ft
- $234/SF
- 36 Days On Market
- 3 Beds
- 2 Baths
- Built 1893
55 Prince St, Middletown, NY 10940

Welcome to this beautifully updated two-story home in the heart of Middletown, offering three bedrooms, two full bathrooms, and a bright, open layout perfect for modern living. From the moment you arrive, the home’s clean, updated exterior and inviting front steps set the tone for what’s inside. The interior features large windows that fill the space with natural light, enhancing the airy

Andi Berisha BHHS Hudson Valley Properties

55 Prince St, Middletown, NY 10940

Est $471,491 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,581 Sq Ft
19 Meadow View Dr, Middletown, NY 10940

19 Meadow View Dr, Middletown, NY 10940

/43
$549,900
- 2 Beds
- 2 Baths
- 1,868 Sq Ft
21 Cyprus Dr, Middletown, NY 10940

Welcome to Wildflower at Wallkill—offering easy, one-floor living in one of Orange County’s most sought after 55+ active communities. This well-designed Woodbridge model features two bedrooms and two full baths, along with an open living and dining room combination, while the open kitchen and family room area makes everyday living and entertaining effortless! Enjoy the oversized composite deck,

Patricia Sassi RE/MAX Benchmark Realty Group

21 Cyprus Dr, Middletown, NY 10940
/15
$1,850 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- House for Rent
21 Clark St, Middletown, NY 10940

VIEWS! VIEWS! VIEWS! Come see these water views that this lakefront single family home with a deck offers. A nice size den welcomes you into a open floor layout from living room to eat-in kitchen. A newly renovated cozy 2 bedroom apartment with new vinyl floors. An updated full bath with a tub and new flooring. A washer and dryer are in the unit for your convenience and to avoid trips to the

Sandra Arnez Keller Williams Hudson Valley

21 Clark St, Middletown, NY 10940
$325,000 Sold Nov 07, 2025
- 1,452 Sq Ft
- $224/SF
- 53 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1974
15 Silo Ln, Middletown, NY 10940

The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you enter you will notice the eat in kitchen that

Pedro Garcia Curasi Realty, Inc.

15 Silo Ln, Middletown, NY 10940

Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,345 Sq Ft
25 Fairways Dr Unit 5, Middletown, NY 10940

25 Fairways Dr Unit 5, Middletown, NY 10940

/17
$278,000
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
100 Hillside Dr Unit F5, Middletown, NY 10941

* Gorgeous first-floor condo in a gated community within Goshen School District.* Large open kitchen with new stone countertops and lots of ample cabinet space; furnished with dish washer and newer stainless steel gas range.* Two bedrooms and two full baths with new elongated toilets. The spacious main bedroom has a full bath with walk-in closet.* In-unit washer/dryer.* HOA

Zhiheng Tang Keller Williams Hudson Valley

100 Hillside Dr Unit F5, Middletown, NY 10941
/17

$817 - $1,486 per month

Deerfield Commons

1 - 3 Beds

2 Edward Diana Way, Middletown, NY 10941

The Deerfield Commons Middletown apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient 761 square foot room plan, each airy one-bedroom apartment provides the perfect home for individuals and families. Deerfield also offers a limited number of 2-bedroom and 3-bedroom units. Set in the warm surroundings of

2 Edward Diana Way, Middletown, NY 10941
$330,000 Sold Nov 07, 2025
- 1,716 Sq Ft
- $192/SF
- 47 Days On Market
- 4 Beds
- 2 Baths
- Built 1978
29 Beth Dr, Middletown, NY 10941

Nice sized Raised Ranch in an established neighborhood in the desirable Pine Bush Schools. Owned by the original owners since 1978. Home consists of a kitchen/livingroom combo on the first floor with a full bath and 3 bedrooms down the hall and beautiful hard wood floors.Down stairs is a family room and an additional bedroom and bath along with a two car garage. Needs some work but a great

Lynelle Alessi Keller Williams Hudson Valley

29 Beth Dr, Middletown, NY 10941

/22
Est $654,152 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,220 Sq Ft
665 Scotchtown Collabar Rd, Middletown, NY 10941

665 Scotchtown Collabar Rd, Middletown, NY 10941

/35
$500,000
- 3 Beds
- 2.5 Baths
- 2,211 Sq Ft
17 Magnolia Park Rd, Middletown, NY 10940

Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

Amy Rossi Howard Hanna Rand Realty

17 Magnolia Park Rd, Middletown, NY 10940
/49
$3,600 per month
- 5 Beds
- 3.5 Baths
- 2,055 Sq Ft
- House for Rent
7 Weather Vane Way, Middletown, NY 10940

This is a lovely bi-level 5 bedrooms 3 full baths single family house. Amenities include a large, outside pool and club house facilities. Located in a friendly, quiet neighborhood in Rolling Meadows. Close to shopping center with easy access to bus,and train. Additional Information: Ground,Parking Features:1 Car Attached,

Feng Chang Acer Realty Inc

7 Weather Vane Way, Middletown, NY 10940
$550,000 Sold Nov 07, 2025
- 2,933 Sq Ft
- $188/SF
- 29 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1987
116 Lewis Landing Rd, Middletown, NY 10940

Wow! Country setting with all the room you need.1.8 acres with fenced back yard and surrounded by trees. This raised ranch is in the Minisink Valley School District and close to commuter routes and transport. It comes with an attached oversized 2 car garage(26'X30'),and a two car turn around off the driveway entrance. A recent addition offers a first-floor flex space; family room/office with a

Thomas Smith Cronin & Company Real Estate

116 Lewis Landing Rd, Middletown, NY 10940

Est $391,097 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,896 Sq Ft
2 Dubois St, Middletown, NY 10940

2 Dubois St, Middletown, NY 10940

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