Middletown, NY Homes

/42
$489,000 Pending
- 3 Beds
- 3.5 Baths
- 1,723 Sq Ft
20 Atwood Dr, Middletown, NY 10940

Elegant Townhome Living in the Heart of Middletown 3 Beds | 3.5 Baths | Sophisticated Finishes | Exceptional Amenities Welcome to a truly refined lifestyle in this beautifully appointed townhome, nestled within the highly sought-after Maple Fields community. Boasting timeless design and modern luxury, this residence offers the perfect combination of upscale comfort and convenience—just minutes

Kevin Grier Keller Williams Hudson Valley

20 Atwood Dr, Middletown, NY 10940
/30
$2,650 per month
- 3 Beds
- 1.5 Baths
- 1,650 Sq Ft
- House for Rent
10 Buckingham Mews, Middletown, NY 10940

Very well maintained 3 bedroom, 1.5 bathroom detached townhouse in the desirable Canterbury Knolls. Huge bedroom with hardwood floors throughout. Granite Countertops & Stainless steel appliances, Washer and Dryer, A/C, Large Patio with 2 access points(livingroom and diningroom) 1 car garage, plenty of closets and storage. Tennis & Community playground. Conveniently located close to I86 and I84,

10 Buckingham Mews, Middletown, NY 10940
$395,000 Sold Aug 28, 2025
- 1,164 Sq Ft
- $339/SF
- 53 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1953
7 Randall Terrace, Middletown, NY 10940

Welcome to this beautifully renovated Cape-style home. This 3-bedroom, 1.5-bath residence also features a versatile den, perfect for a home office, guest room, or playroom. Recent renovations include new siding, flooring throughout, and a fully remodeled bathroom. The layout provides a warm and inviting atmosphere. Step outside to enjoy the large backyard, ideal for outdoor activities, gardening,

Desiree Beecham River Realty Services, Inc.

7 Randall Terrace, Middletown, NY 10940

Est $490,325 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,758 Sq Ft
338 van Duzer Rd, Middletown, NY 10940

338 van Duzer Rd, Middletown, NY 10940

/16
$325,000 Pending
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
1 Lexington Way, Middletown, NY 10940

The Place You've Been Looking For! The Perfection Home in the Perfect Location! This end-unit condo is within 5 miles of all your needs. This updated 3 bedroom, 2.5 bathroom comes with a great open kitchen, new vinyl flooring, granite bathroom countertops, stainless steel appliances, and the space you want! Outside you can enjoy the basketball court, professionally maintained yards and snow

Jordan Spordone HomeSmart Homes & Estates

1 Lexington Way, Middletown, NY 10940
/11
$2,900 per month
- 3 Beds
- 1 Bath
- 1,082 Sq Ft
- House for Rent
28 1/2 Myrtle Ave Unit 28, Middletown, NY 10940

? Charming Two-Story Home ?This well-maintained 3-bedroom, 1-bathroom home offers 1,082 sq. ft. of living space with a functional layout perfect for families. The first floor features a formal dining room, a spacious living room, and durable vinyl flooring throughout. Upstairs, you’ll find three comfortable bedrooms and a full bath.Conveniently located near shopping, major highways, and

Jean DiMatteo DiMatteo Realty LLC

28 1/2 Myrtle Ave Unit 28, Middletown, NY 10940
$167,000 Sold Aug 27, 2025
- 775 Sq Ft
- $215/SF
- 38 Days On Market
- 1 Bed
- 1 Bath
- Built 1972
3 Fortune Rd W Unit 3E, Middletown, NY 10941

Welcome to easy living in this well-maintained first-floor 1-bedroom, 1-bathroom condo in the Town of Wallkill, located in the Pine Bush School District. This move-in ready home offers a comfortable, low-maintenance lifestyle with fantastic value. The spacious layout features a bright living area, a well-appointed kitchen, and a generously sized bedroom with ample closet space. Enjoy the

Danielle Riggs Keller Williams Hudson Valley

3 Fortune Rd W Unit 3E, Middletown, NY 10941

Not Listed For Sale
- 9 Beds
- 3 Baths
- 3,090 Sq Ft
704 Route 211 W Unit 706, Middletown, NY 10940

704 Route 211 W Unit 706, Middletown, NY 10940

/30
$449,900 Pending
- 3 Beds
- 2 Baths
- 2,558 Sq Ft
14 Briarwood Dr, Middletown, NY 10940

Welcome to 14 Briarwood Drive, a well maintained ranch-style home in the sought after Minisink Valley School District. Perfectly setback from the road giving off a high end presence. Beautiful landscaping and mature trees elevate the curb appeal even further. As you walk through the foyer, you are greeted by a cozy family room featuring a with a French door that opens to a beautiful worry free

Frank Muccari Cronin & Company Real Estate

14 Briarwood Dr, Middletown, NY 10940
/16

$2,300 - $2,500 per month

The Regency Club

1 - 2 Beds

1200 Regency Ct, Middletown, NY 10940

The Regency Club offers spacious living and dining areas, and modern kitchens in one bedroom with den and two bedroom floor plans. Apartments boast 9 ft. ceilings, ceramic tiles in the bathrooms and kitchens and a full appliance package. Residents enjoy the clubhouse, outdoor pool, state-of-the-art fitness center, and expansive club room as well as the outdoor tennis court and playground. The

1200 Regency Ct, Middletown, NY 10940
$498,000 Sold Aug 27, 2025
- 1,790 Sq Ft
- $278/SF
- 26 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2010
15 Cobblestone Ln, Middletown, NY 10940

"Welcome to your dream home in the heart of Middletown, NY! This inviting 3-bedroom, 2.5-bath home is perfect for families, offering spacious living areas and a thoughtfully designed layout for everyday comfort. Located in a vibrant, family-friendly community, you’ll enjoy access to a clubhouse, tennis, basketball courts and a sparkling pool, ideal for making lasting memories with loved ones. For

Katherine Burgos-Llewellyn Call it Closed Intl. Realty

15 Cobblestone Ln, Middletown, NY 10940

Est $483,435 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,427 Sq Ft
33 Cornwall Ln, Middletown, NY 10940

33 Cornwall Ln, Middletown, NY 10940

/21
$479,900 Pending
- 4 Beds
- 2.5 Baths
- 2,055 Sq Ft
93 Rolling Meadows Rd, Middletown, NY 10940

Looking for more space, peace and comfort while still being close to New York City? Welcome to this beautiful four bedroom PLUS home nestled in one of the most desirable counties. With easy access to major highways, NYC commuter route and just minutes from the famous Woodbury Common Premium Outlets, this home offers the best of both convenience and tranquility. Step inside and discover updated

Suzanne Bongiorno Century 21 E & M Williams Rlty

93 Rolling Meadows Rd, Middletown, NY 10940
/11
$2,300 per month
- 3 Beds
- 1 Bath
- 1,432 Sq Ft
- Apartment for Rent
30 Royce Ave, Middletown, NY 10940

Spacious and inviting, this 3-bedroom, 1-bath home with 1,432 sq ft is ready for you to move right in! Featuring a bright eat-in kitchen, formal dining room, and large living room, this home offers plenty of space for everyday living and entertaining. Enjoy the convenience of a washer/dryer hookup, comfortable carpet and vinyl flooring, and new windows that bring in natural light. Outside, relax

Anthony Rivas Keller Williams Hudson Valley

30 Royce Ave, Middletown, NY 10940
$400,000 Sold Aug 27, 2025
- 1,644 Sq Ft
- $243/SF
- 59 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1975
21 Creeden Dr, Middletown, NY 10940

Welcome Home to 21 Creeden Drive! This inviting 3-bedroom, 1.5 Bath home offers the perfect blend of privacy and convenience, located just minutes from town on a peaceful, cul-de-sac road. Featuring a spacious main floor, a walk-out lower level and serene backyard, it is a must-see! While this well-kept home is move-in ready, it also presents an exciting opportunity to add your own touch and

Ryan Barrett Keller Williams Realty

21 Creeden Dr, Middletown, NY 10940

Est $497,638 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,427 Sq Ft
27 Cornwall Ln, Middletown, NY 10940

27 Cornwall Ln, Middletown, NY 10940

/27
$414,999 Pending
- 3 Beds
- 2.5 Baths
- 1,795 Sq Ft
11 Dolson Ave, Middletown, NY 10940

Beautifully Updated Home in the Heart of Middletown!Step into this stunning 3-bedroom, 3-bath home offering 1,795 sq ft of stylish living space. The heart of the home is the modern, fully renovated kitchen featuring sleek white cabinetry, quartz countertops, a large center island with seating, stainless steel appliances, and an eye-catching tile backsplash—perfect for cooking,

Gleny Bencosme Coldwell Banker Realty

11 Dolson Ave, Middletown, NY 10940
/25

$1,695 - $2,600 per month

Kensington Manor

1 - 3 Beds

1 Kensington Manor, Middletown, NY 10941

Kensington Manor sets a new standard of quality, beauty and sophistication in a country setting. These contemporary, spacious apartment homes are conveniently located near New York City, minutes from I-84, Route 17 and The Catskills. Relax in our swimming pool or on your private balcony. Excellent school system, convenience and location...you'll be glad to call Kensington Manor home!

1 Kensington Manor, Middletown, NY 10941
$175,000 Sold Aug 26, 2025
- 750 Sq Ft
- $233/SF
- 24 Days On Market
- 1 Bed
- 1 Bath
- Built 1975
42 Inwood Rd, Middletown, NY 10941

This well-maintained ground-floor condo offers a blend of comfort & style with updates completed in 2017. Featuring modern flooring, updated doors & a renovated bathroom. The kitchen boasts granite counters, a tiled backsplash and stainless steel appliances-all installed during the renovation. The spacious bedroom includes a large walk-in closet, and the open living/dining area offers flexible

Gloria Rivera Keller Williams Hudson Valley

42 Inwood Rd, Middletown, NY 10941

Est $482,756 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,790 Sq Ft
51 Cornwall Ln, Middletown, NY 10940

51 Cornwall Ln, Middletown, NY 10940

/40
$415,000 Pending
- 4 Beds
- 3 Baths
- 2,040 Sq Ft
167 Rockwell Ave, Middletown, NY 10940

Charming Single-Family Home for SaleWelcome to this beautifully designed, spacious single-family home, offering a perfect blend of comfort and style. Nestled in a serene space, this home is ideal for those seeking both tranquility and convenience.As you step inside, you’re greeted by an inviting open-concept layout that seamlessly connects the living, dining, and kitchen areas. The living

Ermelinda Mclaughlin eXp Realty

167 Rockwell Ave, Middletown, NY 10940
/5
$1,575 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Apartment for Rent
240 Schutt Rd Unit 1B, Middletown, NY 10940

This one bed one bath rental with washer/dryer hookups won't last long! It features an open floor concept. This unit has more than enough closet space! Tenant is to provide their own ac units & pay for gas & electricity. Cats allowed. Please contact for all fees due at lease signing as well as any questions you may have! Only cats accepted. Full application is required.

Angela Kadian Stonewall Realty Group LLC

240 Schutt Rd Unit 1B, Middletown, NY 10940
$370,000 Sold Aug 26, 2025
- 2,358 Sq Ft
- $157/SF
- 6 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1971
34 Pine Ct, Middletown, NY 10941

This commuter friendly home is located in a rural setting outside of the City of Middletown, but is close to NY Route 17, Interstate 84, the NYS Thruway, Middletown railway station and Stewart International Airport. There are major shopping centers & grocery stores nearby.This home is set in a quiet established residential neighborhood with beautiful mature trees. Features include a large

Frank Tangredi Frank Tangredi Realty Company

34 Pine Ct, Middletown, NY 10941

Est $473,375 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,790 Sq Ft
22 Avoncroft Ln, Middletown, NY 10940

22 Avoncroft Ln, Middletown, NY 10940

/23
$424,900 Pending
- 3 Beds
- 2 Baths
- 1,266 Sq Ft
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
/25

$594 - $1,501 per month

Middlecrest Crossing 55+ Senior Apartments

1 - 2 Beds

76 Uhlig Rd, Middletown, NY 10940

It is with great excitement that we share with you Orange County's senior housing rental community at Middlecrest Crossing Phase 2. As a potential applicant, we are offering you an opportunity to preview Middlecrest Crossing's outstanding apartment community, amenities and generous building and apartment layouts. Middlecrest Crossing is located on 76 Uhlig Road off of Kirbytown Road in the city

76 Uhlig Rd, Middletown, NY 10940
$599,999 Sold Aug 26, 2025
- 3,283 Sq Ft
- $183/SF
- 74 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2016
594 County Route 22, Middletown, NY 10940

MINISINK SCHOOLS - WORK FROM HOME AND HAVE ROOM FOR EXTENDED FAMILY - Nestled at the end of a long driveway is this spacious four-bedroom, five-bathroom home situated on just under four spacious acres. It is absolutely perfect for multi-generational living, offering a separate in-law suite with a kitchenette and bathroom. This home features not one, but TWO primary suites, one located on the

Courtney Popowick Rita Levine Real Estate

594 County Route 22, Middletown, NY 10940

Est $490,378 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,521 Sq Ft
5 Avoncroft Ln, Middletown, NY 10940

5 Avoncroft Ln, Middletown, NY 10940

/42
$349,000 Pending
- 3 Beds
- 2.5 Baths
- 1,608 Sq Ft
6 Perrins Mews, Middletown, NY 10940

Welcome to this charming 3-bedroom, 2.5-bathroom townhome in the highly sought-after community of Canterbury Knolls. This home is truly move-in ready, offering a perfect blend of comfort and convenience.The main living areas are bright and inviting, and you'll find elegant hardwood flooring throughout the staircase, hallway, and all three bedrooms. A sliding door in the dining area opens

Maureen Cronin Cronin & Company Real Estate

6 Perrins Mews, Middletown, NY 10940
/27
$2,000 per month
- 2 Beds
- 1.5 Baths
- 924 Sq Ft
- Condo for Rent
225 Concord Ln, Middletown, NY 10940

Welcome to Buttonwood Hills! This spacious and affordable 2 bedroom/2 full bath is light, bright and welcoming. Primary bedroom has double closets and full private bath. 2nd bedroom is a good size. Large living room with sliders to your own private deck. Dining Room. Galley Kitchen has large utility closet with a washer/dryer hookup. Closets galore with a walk-in closet in hallway. This is a

Maryann Ryan Weichert Realtors

225 Concord Ln, Middletown, NY 10940
$465,000 Sold Aug 25, 2025
- 1,781 Sq Ft
- $261/SF
- 35 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2017
1 Lindentree Ln, Middletown, NY 10940

Welcome to easy living in the popular Maple Fields community! This spacious 3-bedroom, 3.5-bath end-unit condo offers 2,484 square feet of comfort and convenience, including a finished basement. Step inside to find high ceilings, granite countertops, and a bright, open feel throughout. The primary bedroom features vaulted ceilings, and the basement is perfect for a home office, gym, or hangout

Katheryn DeClerck Howard Hanna Rand Realty

1 Lindentree Ln, Middletown, NY 10940

Est $426,974 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
68 Anthony St, Middletown, NY 10940

68 Anthony St, Middletown, NY 10940

/48
$459,000 Pending
- 4 Beds
- 2.5 Baths
- 2,055 Sq Ft
95 Rolling Meadows Rd, Middletown, NY 10940

Welcome to your dream home in the heart of Middletown! This beautifully maintained property combines comfort, style, and functionality—perfect for everyday living and entertaining.Step inside to discover a spacious interior featuring granite countertops and stainless steel appliances in a well-appointed kitchen that will delight any home chef. The open layout seamlessly flows from kitchen

Kevin Grier Keller Williams Hudson Valley

95 Rolling Meadows Rd, Middletown, NY 10940
/25

$2,350 - $2,600 per month

The Park At Main

1 - 2 Beds

430 E Main St, Middletown, NY 10940

The Park at Main, located in the town of Wallkill, NY, is the latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a pool and lounge deck, a luxury clubhouse with a billiard room, and a fitness center — experience sophisticated living in this

430 E Main St, Middletown, NY 10940
$325,000 Sold Aug 25, 2025
- 1,680 Sq Ft
- $193/SF
- 36 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1958
25 Euclid Ave, Middletown, NY 10940

Welcome home to 25 Euclid Ave located in the heart of Middletown, NY! This charming 3-bedroom, 1.5-bath ranch offers a welcoming and comfortable living space. The main level features gleaming hardwood floors that enhance the natural light flowing throughout. The eat-in kitchen provides ample cabinet space, perfect for all your culinary needs. The full basement is a versatile area, waiting for

Maria Sairrino Cronin & Company Real Estate

25 Euclid Ave, Middletown, NY 10940

Est $363,610 Not Listed For Sale
- 5 Beds
- 2 Baths
- 1,754 Sq Ft
53 Roosevelt Ave, Middletown, NY 10940

53 Roosevelt Ave, Middletown, NY 10940

/2
$350,000
- 3 Beds
- 1 Bath
- 924 Sq Ft
8 Hill Rd, Middletown, NY 10941

Looking for a home you can make your own without breaking the bank? This 924 sq ft ranch style home on 4 private acres with direct Wallkill River access is a rare opportunity! This home needs some cleanup and finishing touches inside. You could move right in and update as you go! New Roof & New Septic, the big updates are already done. The Detached Garage needs a new roof and renovations.

Nancy LaBarbera Keller Williams Hudson Valley

8 Hill Rd, Middletown, NY 10941
/9
$2,400 per month
- 3 Beds
- 1 Bath
- 968 Sq Ft
- Apartment for Rent
187 Wickham Ave, Middletown, NY 10940

Welcome to this large and comfortable 3-bedroom apartment located on the first floor of a well-maintained property on Wickham Avenue. Enjoy the convenience of being just minutes away from major shopping centers and Route 17, perfect for commuters. This unit features generously sized rooms, ample natural light, deck and separate heat and electric utilities. Additional amenities include extra

Yalyla Saca Voro LLC

187 Wickham Ave, Middletown, NY 10940
$295,000 Sold Aug 25, 2025
- 1,512 Sq Ft
- $195/SF
- 28 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1975
6 Whitman Ct, Middletown, NY 10941

Come to see this spacious townhouse in the Town of Wallkill, featuring 3 bedrooms, 1.5 baths, oak floor, eat-in kitchen, stainless appliances, walk-in closet, and private backyard. NO hoa, commuter friendly, Pine Bush School, minutes to school, shopping, restaurant, highways. Tax included the star savings.

Gen Cheung River Realty Services, Inc.

6 Whitman Ct, Middletown, NY 10941

Est $607,150 Not Listed For Sale
- 2 Beds
- 3.5 Baths
- 1,762 Sq Ft
77 Fairways Dr, Middletown, NY 10940

77 Fairways Dr, Middletown, NY 10940

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