Middletown, NY Homes

/35
$450,000 Pending
- 4 Beds
- 2 Baths
- 2,041 Sq Ft
393 New Vernon Rd, Middletown, NY 10940

Perched on over 3 scenic acres in the Minisink Valley School District, this Cape Cod home is a true testament to character and craftsmanship. Original details shine throughout, from arched doorways to custom built-ins and rich window casings that lend warmth and charm to every room. A masonry wood-burning fireplace anchors the oversized family room, creating a cozy retreat for gatherings. The

Brian Caplicki

Keller Williams Hudson Valley

(845) 588-9041

393 New Vernon Rd, Middletown, NY 10940
/29
$2,300 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
3 Sabrina Ct Unit 2, Middletown, NY 10940

Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

Dulce M Ferrera

Keller Williams Hudson Valley

(845) 328-3428

3 Sabrina Ct Unit 2, Middletown, NY 10940
$276,000 Sold Jun 10, 2025
- 1,216 Sq Ft
- $227/SF
- 15 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1986
100 Hillside Dr Unit F10, Middletown, NY 10941

GOSHEN SCHOOL DISTRICT! END UNIT! GATED COMMUNITY! Welcome to your new home in Hillside Village! This charming 2-story townhouse condo boasts a large, cozy living room with direct access outdoors, perfect for relaxing or entertaining. The beautiful eat-in kitchen is designed for convenience and function, while the upper level features two spacious bedrooms—including a generous primary suite

Frank Muccari Cronin & Company Real Estate

100 Hillside Dr Unit F10, Middletown, NY 10941

/8
Est $566,091 Not Listed For Sale
- 4 Beds
775 van Burenville Rd, Middletown, NY 10940

775 van Burenville Rd, Middletown, NY 10940

/48
$399,900 Pending
- 3 Beds
- 2.5 Baths
- 1,919 Sq Ft
4 Deer Ct Dr, Middletown, NY 10940

***Accepted Offer*** Beautifully renovated 3 bedrooms, 2.5 bathrooms, 1 car garage 2 story townhouse in the desirable Deer Run complex. Hardwood floors throughout the entire unit with the exemptions of bathrooms which are tiled. Kitchen was updated in 2020 and all 2.5 bathrooms were tastefully updated in 2024. Complex offers a clubhouse that's available for special events, inground pool, tennis

Dulce M Ferrera

Keller Williams Hudson Valley

(845) 506-1766

4 Deer Ct Dr, Middletown, NY 10940
/9
$1,750 per month
- 2 Beds
- 1 Bath
- 736 Sq Ft
- Apartment for Rent
102 North St Unit 6, Middletown, NY 10940

Welcome to your NEWLY RENOVATED two-bedroom apartment located in the heart of the vibrant City of Middletown! This beautifully upgraded apartment is situated on the second floor and offers a stylish and comfortable living space. The prime location of this apartment is close to a plethora of stores and restaurants, with many just a short walk away. A laundromat is also located across the street,

Hazel Cello

Keller Williams Hudson Valley

(845) 498-1024

102 North St Unit 6, Middletown, NY 10940
$400,000 Sold Jun 09, 2025
- 1,144 Sq Ft
- $350/SF
- 18 Days On Market
- 2 Beds
- 2 Baths
- Built 2003
12 Dolaway Ln Unit 14, Middletown, NY 10940

Welcome to your next chapter in the heart of Middletown, NY (Pine Bush School District)! This charming ranch home is just waiting for its next owner to come in and make it their own.The main level offers everything you need for comfortable, easy living—all on one floor. Technically a 2 bedroom home, it can easily live like 3. You'll find a bright and inviting living room that flows right into the

Virginia Corbett eXp Realty

12 Dolaway Ln Unit 14, Middletown, NY 10940

Not Listed For Sale
- 8 Beds
- 5 Baths
- 2,836 Sq Ft
125 Wickham Ave, Middletown, NY 10940

125 Wickham Ave, Middletown, NY 10940

/36
$359,900 Pending
- 3 Beds
- 1.5 Baths
- 1,260 Sq Ft
10 Mills Ave, Middletown, NY 10940

Warm and inviting 3 bedrooms, 1.5 bathrooms Capecod centrally located in the City of Middletown. From the moment you step on the rocking chair porch you feel at home. Old world charm with loads of upgrades. Beautiful hardwood floors and woodwork throughout the house. Newer kitchen with stainless steel appliances. Heating system replaced in 2014. Roof replaced in 2017. Spacious living room, formal

Dulce M Ferrera

Keller Williams Hudson Valley

(845) 412-9031

10 Mills Ave, Middletown, NY 10940
/13
$1,750 per month
- 2 Beds
- 1 Bath
- 865 Sq Ft
- Apartment for Rent
59-61 North St Unit 3D, Middletown, NY 10940

This spacious 2-bedroom apartment is located in the center of Middletown. Featuring a bright open-concept layout from the living room to the kitchen, this home is designed for both comfort and style. Enjoy high ceilings with recessed lighting, ductless A/C and heating, and brand-new flooring throughout. The kitchen shines with new stainless steel appliances, fresh cabintry, and granite

Hazel Cello

Keller Williams Hudson Valley

(845) 203-3991

59-61 North St Unit 3D, Middletown, NY 10940
$450,000 Sold Jun 04, 2025
- 1,473 Sq Ft
- $305/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1965
147 Pocatello Rd, Middletown, NY 10940

ONE LEVEL LIVING! OVER 1 ACRE OF LAND! UPDATED AND MOVE IN READY! Stunning Move-In Ready Ranch on Over an Acre of property! Welcome home to this beautifully updated ranch, perfectly situated on over an acre of peaceful land just outside of town. This 3-bedroom, 2.5-bathroom home is completely move-in ready, offering incredible value with thoughtful upgrades throughout. Step inside to find an

Frank Muccari Cronin & Company Real Estate

147 Pocatello Rd, Middletown, NY 10940

Est $418,053 Not Listed For Sale
- 2 Beds
- 3.5 Baths
- 2,000 Sq Ft
47 Pinto Rd E, Middletown, NY 10941

47 Pinto Rd E, Middletown, NY 10941

/9
$213,999 Pending
- 2 Beds
- 2 Baths
- 955 Sq Ft
350 Concord Ln, Middletown, NY 10940

Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the heart of Middletown, NY! Situated on the first floor, this unit offers convenience and comfort with a spacious dining room, a fully equipped kitchen, and an in-unit washer and dryer. The condo association covers pool access, snow removal, and landscaping, ensuring a stress-free living experience. Enjoy the prime location, just

Yaakov Rosenberg

eXp Realty

(845) 244-5278

350 Concord Ln, Middletown, NY 10940
/55

$2,824 per month

Residences at West Hills Country Club

1 Bed

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
$360,000 Sold Jun 04, 2025
- 1,152 Sq Ft
- $312/SF
- 254 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1972
14 Cornfield Rd, Middletown, NY 10940

With the flooring renovations now complete, this brick-faced ranch with Minisink Valley Schools checks all the boxes! Step into the spacious living room with a wood-burning fireplace and brick surround, and you'll immediately recognize how the open floor plan and sensible layout makes this feel much larger than the square footage. Enjoy the brick as it is or imagine your own accent wall.

Edward Sattler BHG Real Estate Green Team

14 Cornfield Rd, Middletown, NY 10940

Not Listed For Sale
- 1 Bed
- 1 Bath
- 775 Sq Ft
2 Fortune Rd W Unit K, Middletown, NY 10941

2 Fortune Rd W Unit K, Middletown, NY 10941

/50
$899,000
- 4 Beds
- 2.5 Baths
- 3,437 Sq Ft
3 Kings Dr, Middletown, NY 10941

Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

Christina Rowan

Howard Hanna Rand Realty

(845) 393-3879

3 Kings Dr, Middletown, NY 10941
/43
$3,200 per month
- 3 Beds
- 1.5 Baths
- 1,224 Sq Ft
- House for Rent
87 Mountain Ave, Middletown, NY 10940

Welcome to 87 Mountain Ave in Middletown, NY! This charming, move-in-ready home offers the perfect blend of comfort, convenience, and outdoor enjoyment.Step inside to discover beaming hardwood floors that flow throughout, creating a warm and inviting atmosphere. Charming eat-in-kitchen and spacious dining room for holiday celebrations. This well maintained residence is ready for you to move

Shanese Williams Real Broker NY LLC

87 Mountain Ave, Middletown, NY 10940
$603,000 Sold Jun 03, 2025
- 2,411 Sq Ft
- $250/SF
- 65 Days On Market
- 4 Beds
- 3 Baths
- Built 1985
33 Highland View Place, Middletown, NY 10940

Welcome to Presidential Heights, Middletown! This stunning Colonial home has been fully remodeled and offers numerous updates, including a new furnace, central A/C, driveway, Kitchen, bathrooms, decks and more. Oversized Andersen windows throughout which creates a bright and airy atmosphere. The first floor features a bedroom, full bathroom, family room, dining room, and laundry room. The

Warren Shelley Reliable Realty Group

33 Highland View Place, Middletown, NY 10940

Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
206 2nd Ave, Middletown, NY 10941

206 2nd Ave, 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
/24

$1,750 per month

Slatewood Apartments

1 Bed

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
$403,000 Sold Jun 03, 2025
- 1,370 Sq Ft
- $294/SF
- 178 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
35 Brookline Ave, Middletown, NY 10940

Welcome to a home that perfectly blends style and comfort. The neutral color scheme creates a soothing ambiance, while the accent backsplash in the kitchen adds an elegant touch. The kitchen features all stainless steel appliances for a sleek, modern look. The property includes a storage shed for extra space. Fresh interior paint gives the home a clean, new feel. Come discover a home ready to

Verria Hairston Opendoor Brokerage LLC

35 Brookline Ave, Middletown, NY 10940

/17
Est $398,199 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,876 Sq Ft
363 Highland Ave, Wallkill Town, NY 10940

363 Highland Ave, Wallkill Town, NY 10940

/35
$549,900 Pending
- 4 Beds
- 2.5 Baths
- 2,284 Sq Ft
293 S Centerville Rd, Middletown, NY 10940

This meticulously updated Colonial offers outstanding quality and modern comforts in a serene setting. Situated on 1.6 beautifully landscaped acres in the highly sought out Minisink school district, the home boasts a brand-new roof, a professionally paved driveway, and a whole-house Generac generator for uninterrupted power. All major mechanical systems have been recently replaced, ensuring

Rachel Hunt Realty Promotions Inc

293 S Centerville Rd, Middletown, NY 10940
/3
$2,350 per month
- 2 Beds
- 2 Baths
- 1,142 Sq Ft
- Apartment for Rent
206 Golf Links Rd Unit 235, Middletown, NY 10940

This new 2 bedroom 2 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, and a

Victoria Fini Curasi Realty, Inc.

206 Golf Links Rd Unit 235, Middletown, NY 10940
$415,000 Sold Jun 02, 2025
- 1,658 Sq Ft
- $250/SF
- 55 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1987
62 Brewster Dr, Middletown, NY 10940

Great bi-level home located in a neighborhood setting just outside city of Middletown. Recently renovated with updated carpeting, flooring and paint. Home has an open concept floor plan with kitchen with breakfast bar , dining room leads to sliders that open to large deck. Living room with vaulted ceiling. Primary bedroom has its own full bath. 2 additional bedrooms complete the upper level.

Andrea Rose Keller Williams Hudson Valley

62 Brewster Dr, Middletown, NY 10940

Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,225 Sq Ft
20 State St, Middletown, NY 10940

20 State St, Middletown, NY 10940

/21
$425,000 Open Sat 11AM - 1PM
- 3 Beds
- 1.5 Baths
- 1,620 Sq Ft
76 Maureen Dr, Middletown, NY 10940

Welcome to Robins Meadows, one of the area's most sought-after neighborhoods, where this charming raised ranch sits proudly on a spacious corner lot. Featuring 3 bedrooms and 1.5 baths, this home offers the perfect blend of comfort, functionality, and location. The main level features an open living and dining area, while the lower level offers additional flexible space complete with a cozy

Nina Piacente Julia B Fee Sothebys Int. Rlty

76 Maureen Dr, Middletown, NY 10940
/46

$1,670 - $2,240 per month

Sutton Hill Apartments

1-2 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
$430,000 Sold May 31, 2025
- 1,636 Sq Ft
- $263/SF
- 23 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
49 Bedford Ave, Middletown, NY 10940

Stunning Renovated Move In Condition home located in one of the nicest neighborhoods in Middletown. This home is a 2 minute walk to Orange County Community College. Features Central Air Conditioning, A Beautiful Large Sun drenched Living room with lots of Windows, Recessed Lighting, and a Fireplace. New Custom Gourmet Kitchen that offers Designer Cabinetry, wine rack, Granite Countertops,

John Biasi Howard Hanna Rand Realty

49 Bedford Ave, Middletown, NY 10940

Est $366,153 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,386 Sq Ft
21 Hill Rd, Middletown, NY 10941

21 Hill Rd, Middletown, NY 10941

/32
$549,000
- 3 Beds
- 2.5 Baths
- 2,929 Sq Ft
1 Parkview Dr, Middletown, NY 10940

Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool

Marie Altieri Howard Hanna Rand Realty

1 Parkview Dr, Middletown, NY 10940
/34
$3,500 per month
- 3 Beds
- 3.5 Baths
- 2,690 Sq Ft
- Townhouse for Rent
3 Country Club Dr, Middletown, NY 10940

Welcome to this stunning multi-level rental in the Fairways community! This spacious home features four levels of living. The main floor offers a bright kitchen with white cabinetry, granite countertops, a breakfast bar that seats four, a pantry, and abundant storage. The open living room and a half bath complete the first level. Upstairs, the second level boasts a large primary suite with a

Wenpeng Guan Keller Williams Hudson Valley

3 Country Club Dr, Middletown, NY 10940
/32
$350,000 Sold May 30, 2025
- 1,087 Sq Ft
- $322/SF
- 1 Day On Market
- 2 Beds
- 1.5 Baths
- Built 1992
12 Kendal Ln, Middletown, NY 10940

Don't miss out on this rare opportunity to own this beautifully, newly renovated townhouse located in Waters Edge! This home is situated just minutes from the heart of Middletown. So close, but yet so far is what comes to mind with this home because the privacy and serenity you have will make you quickly forget just how close you are to a plethora of food and shopping options. This beautiful home

Elizabeth Stahlman Davis R. Chant Realtors-Milford

12 Kendal Ln, Middletown, NY 10940

Est $557,054 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,909 Sq Ft
6 Iris Ln, Middletown, NY 10940

6 Iris Ln, Middletown, NY 10940

/42
$340,000
- 3 Beds
- 1.5 Baths
- 1,540 Sq Ft
45 Birch Dr, Middletown, NY 10940

Welcome to 45 Birch Drive, a beautifully renovated and move-in-ready 3-bedroom, 1.5-bath townhouse offering modern updates, spacious living, and everyday comfort.Step inside to a bright and inviting layout updated lighting, and a flowing main level perfect for both relaxing and entertaining. The kitchen has been refreshed with modern appliances and custom cabinetry, offering style and

Christopher Baum RE/MAX Benchmark Realty Group

45 Birch Dr, Middletown, NY 10940
/47

$1,965 - $2,695 per month

Southgate Middletown

1-2 Beds

20 Uhlig Rd, Middletown, NY 10940

B- 1B 3rd Floor - The brand new residences at Southgate Middletown offer a community feel in the center of rapidly growing Middletown, N.Y. Here, an amenity-rich lifestyle awaits, with beautiful homes that feature only the finest in custom appointments and design. See for yourself how easy it would be to call Southgate home. The style of Southgate living features soaring 9-foot ceilings,

20 Uhlig Rd, Middletown, NY 10940
$400,000 Sold May 30, 2025
- 1,852 Sq Ft
- $216/SF
- 10 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1965
80 Maple Dr, Middletown, NY 10941

Welcome to this 3-bedroom, 1.5-bathroom split ranch home located in the desirable Town of Wallkill, within the Middletown School District. The location is key when considering a spot for your next home, and this property offers plenty of square footage. Just a five-minute drive from Interstate 86 and the Route 302 Junction, it provides easy access to the vibrant business district of Middletown,

Richard Baxter Keller Williams Realty

80 Maple Dr, Middletown, NY 10941

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

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