Middletown, NY Homes

/22
$279,999
- 3 Beds
- 1 Bath
- 1,340 Sq Ft
356 Sands Rd, Middletown, NY 10941

This charming, updated home is an idyllic private retreat on over two acres of wooded land. Move-in ready, the house features fresh paint and new flooring throughout. The cozy living room provides ample natural lighting and leads right into the modern kitchen and dining area. The home offers three comfortable bedrooms and one full bathroom. Step outside to explore your own expansive wooded

Samantha McCrory Exit Realty Connections

356 Sands Rd, Middletown, NY 10941
/15
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
98 Cottage St Unit ID1056800P, Middletown, NY 10940

This cozy and inviting studio is located in the peaceful town of Middletown, offering the added bonus of free parking. The studio features a comfortable double bed with soft linens and fluffy pillows, ensuring a restful night’s sleep. The fully equipped kitchen includes a refrigerator, microwave, and induction stove, giving you the option to prepare your own meals during your stay. The studio

98 Cottage St Unit ID1056800P, Middletown, NY 10940
$595,000 Sold Oct 22, 2025
- 2,316 Sq Ft
- $257/SF
- 131 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2004
360 New Vernon Rd, Middletown, NY 10940

Welcome to 360 New Vernon Rd in Middletown, Recently painted beautifully maintained home nestled on 2 acres of serene land—perfect for those seeking space, comfort, and privacy. This spacious 4-bedroom, 2.5-bath home offers over 2,300 square feet of living space with modern upgrades throughout, including a brand-new central air system, new washer & dryer, and a whole-home water purification

Felix Pena RE/MAX Benchmark Realty Group

360 New Vernon Rd, Middletown, NY 10940

Est $339,671 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,728 Sq Ft
19 1/2 Myrtle Ave, Middletown, NY 10940

19 1/2 Myrtle Ave, Middletown, NY 10940

/16
$350,000
- 3 Beds
- 2.5 Baths
- 930 Sq Ft
65 Monhagen Ave, Middletown, NY 10940

This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

Jonathon Lee Keller Williams Hudson Valley

65 Monhagen Ave, Middletown, NY 10940
/16
$2,400 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Apartment for Rent
70 Jogee Rd Unit 2, Middletown, NY 10940

Come Home to this renovated 3 bedroom duplex on a gorgeous lot with room to garden and run. Plenty of storage space and a large garage attached to the basement gives plenty of space for extra toys. Right down the road to the Minisink Valley School District. County Route 6 proximity also provides a quick commute to Route 84 and the Middletown surrounding areas. Voucher programs welcomed.

Julianna Green BHG Real Estate Green Team

70 Jogee Rd Unit 2, Middletown, NY 10940
$280,000 Sold Oct 22, 2025
- 2,006 Sq Ft
- $140/SF
- 60 Days On Market
- 3 Beds
- 2 Baths
- Built 1920
39 Harrison St, Middletown, NY 10940

Two family home in the City of Middletown close to all transportation, shopping and dining. Fully rented with longtime tenants and below market rents. 1st floor is a 1 bed/1 bath apt: very cute and cozy. 2nd floor is a 2 bed/1 bath.W/D hook-ups in basement/W/D not included.Detached garage with off street parking.Based on today's rents, this a money maker!

David Russell David L Russell Realty

39 Harrison St, Middletown, NY 10940

Est $497,464 Not Listed For Sale
- 5 Beds
- 2 Baths
- 1,988 Sq Ft
27 Cornfield Rd, Middletown, NY 10940

27 Cornfield Rd, Middletown, NY 10940

/21
$230,000
- 2 Beds
- 2 Baths
- 880 Sq Ft
261 Ruth Ct, Middletown, NY 10940

Why rent when you can own your own home in the Eagles Point community? This first-floor two-bedroom, two-full-bath condo offers easy living and convenient access to everything Middletown has to offer. Step inside to find a spacious living room with sliding doors that open to your private patio, perfect for relaxing outdoors. The well-equipped kitchen provides ample cabinet space and a comfortable

Patricia Sassi RE/MAX Benchmark Realty Group

261 Ruth Ct, Middletown, NY 10940
/5
$3,000 per month
- 1 Bed
- 2.5 Baths
- 1,690 Sq Ft
- Condo for Rent
39 Crystal Run Rd Unit 107 A, Middletown, NY 10941

Property Id: 2146520Great location at the intersection of Crystal Run Road and Goshen Turnpike. Great visibility and join the company of elite tenants mostly Healthcare Fitness related.. doctors, dentist, high-end Spa offering amongst other services including Botox, Dance Studio, medical and service providers. Office type space available and an open area good for a party hall,

39 Crystal Run Rd Unit 107 A, Middletown, NY 10941
$565,000 Sold Oct 22, 2025
- 2,488 Sq Ft
- $227/SF
- 25 Days On Market
- 4 Beds
- 2 Baths
- Built 1988
260 Ohaire Rd, Middletown, NY 10941

Garage lovers, this one’s for you.260 Ohaire Rd, Middletown, NY offers a 2488 sq ft home with 4-beds and 2-bath home on nearly 3 acres with a 1,632 sq ft insulated garage featuring 11-ft ceilings, LP gas heat, central A/C, and air lines with compressor hookups — perfect for RV storage, lifts, and serious workshop projects. —Inside, enjoy vaulted ceilings, large sun-filled windows, a spacious

Donna Ramundo Keller Williams Valley Realty

260 Ohaire Rd, Middletown, NY 10941

Est $588,001 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,513 Sq Ft
15 Upper Rd, Middletown, NY 10940

15 Upper Rd, Middletown, NY 10940

/14
$341,999
- 3 Beds
- 1.5 Baths
- 1,528 Sq Ft
21 N Aspen Rd, Middletown, NY 10940

Move-in ready 3-bedroom, 2-bath townhouse in the Middletown School District. Home features new roof and siding (2023), new windows, and great flooring throughout. No repairs needed! Gas heat (no oil), fenced-in backyard, and covered porch. Delivered vacant at closing. Convenient location near schools, parks, shopping, and major routes. Perfect turnkey property for homeowner or investor!

Derek Greene Greene Realty Group

21 N Aspen Rd, Middletown, NY 10940
/22
$3,300 per month
- 3 Beds
- 2.5 Baths
- 2,960 Sq Ft
- House for Rent
9 Truman Ct, Middletown, NY 10940

Inviting Rental in Peaceful Middletown NeighborhoodLocated on a quiet street in one of Middletown’s most desirable areas, this spacious home offers the perfect blend of comfort and convenience. Just minutes from the Galleria at Crystal Run, local farms, restaurants, and entertainment, you’ll enjoy easy access to everything you need while surrounded by nature.Inside, the home is filled

Kichka Pascaru Christie's Int. Real Estate

9 Truman Ct, Middletown, NY 10940
$335,000 Sold Oct 22, 2025
- 850 Sq Ft
- $394/SF
- 21 Days On Market
- 3 Beds
- 1 Bath
- Built 1950
16 Madelaine Terrace, Middletown, NY 10940

Charming and efficient, this 850 sq ft ranch in Middletown, NY offers the perfect blend of comfort and potential. Featuring 3 cozy bedrooms, 1 full bath, and a full unfinished basement ready for your vision—whether it’s extra living space, a rec room, or storage galore. The generous backyard provides plenty of space for entertaining, gardening, or simply relaxing in your own private outdoor

Kewin Garabito eXp Realty

16 Madelaine Terrace, Middletown, NY 10940

Est $449,258 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
8 Jean Ridge Rd, Middletown, NY 10940

8 Jean Ridge Rd, Middletown, NY 10940

/24
$215,000
- 2 Beds
- 2 Baths
- 924 Sq Ft
326 Concord Ln, Middletown, NY 10940

Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

Sandra Arnez Keller Williams Hudson Valley

326 Concord Ln, Middletown, NY 10940
/8
$2,125 per month
- Studio
- 1 Bath
- Condo for Rent
20 Low Ave Unit ID1056806P, Middletown, NY 10940

A sleek and stylish studio flat located in Middletown, New York, offering the perfect blend of comfort and modern design. Ideal for solo travelers or couples, this spacious retreat provides a peaceful escape from the hustle of Manhattan. Stay connected with free Wi-Fi, allowing you to stream your favorite shows or get some work done while enjoying the relaxed atmosphere.As you step into the

20 Low Ave Unit ID1056806P, Middletown, NY 10940
$440,000 Sold Oct 21, 2025
- 2,558 Sq Ft
- $172/SF
- 48 Days On Market
- 3 Beds
- 2 Baths
- Built 1974
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

Est $476,528 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,030 Sq Ft
48 Karen Joy Dr, Middletown, NY 10940

48 Karen Joy Dr, Middletown, NY 10940

/33
$558,000
- 3 Beds
- 2.5 Baths
- 2,108 Sq Ft
78 Commonwealth Ave, Middletown, NY 10940

Luxury Post & Beam Contemporary Home with Pool, Gardens & Private Elevator Experience timeless craftsmanship and modern luxury in this exceptional Post & Beam contemporary home. Designed for both comfort and style, this one-of-a-kind property offers warm architectural character, elegant finishes, and thoughtfully designed spaces for everyday living and entertaining. The spacious eat-in kitchen

Jonathon Lee Keller Williams Hudson Valley

78 Commonwealth Ave, Middletown, NY 10940
/32
$2,700 per month
- 3 Beds
- 1.5 Baths
- 1,460 Sq Ft
- Condo for Rent
50 Brick Pond Rd, Middletown, NY 10940

Prestigious Spring Hollow of Middletown now offers a 3 bedroom, 1.5 bath for rent with Nov 15th occupancy. The main level consists of a living room, followed by a dining are with plenty of window light and sliders that lead to your backyard where you can enjoy a water view. A eat-in kitchen with a gorgeous granite island, plenty of modern cabinet space and newer stainless steel appliances.

Sandra Arnez Keller Williams Hudson Valley

50 Brick Pond Rd, Middletown, NY 10940
$400,000 Sold Oct 17, 2025
- 1,408 Sq Ft
- $284/SF
- 33 Days On Market
- 4 Beds
- 2 Baths
- Built 1967
51 Howard Dr, Middletown, NY 10941

This updated ranch sits on a corner lot and has been tastefully updated with a new kitchen, front and rear decks, and baths in 2020. The home has hardwood floors throughout. The value here is excellent. All you'll need to do is unpack and move in.On the market for the first time in forty-six years, its owners are happy to know another will soon love the home.Located less than 5 minutes to

Adrienne Volpe KW MidHudson

51 Howard Dr, Middletown, NY 10941

Est $441,683 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
22 Nicole Place, Middletown, NY 10940

22 Nicole Place, Middletown, NY 10940

/8
$100,000
- 1 Bath
- 480 Sq Ft
115 Concord Ln Unit 115, Middletown, NY 10940

Looking for an affordable and convenient place to call home? This bright studio condo in the desirable Buttonwood Estates community offers comfort and value in one package! Features include a galley-style kitchen, open living/sleeping area, and low-maintenance living—perfect for first-time buyers, downsizers, or investors. Enjoy the benefits of a well-kept community close to shopping, dining, and

Malik Subhani Weichert Realtors

115 Concord Ln Unit 115, Middletown, NY 10940
/9
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
94 Cottage St Unit ID1056809P, Middletown, NY 10940

This charming studio flat offers the perfect blend of comfort and convenience, ideal for couples or solo travelers seeking a peaceful escape. Designed with everything you need for a relaxing stay, it provides simplicity without excess. Unwind from the hustle and bustle and enjoy a serene, tranquil atmosphere tailored for ultimate relaxation.Wander over to the compact kitchen, where culinary

94 Cottage St Unit ID1056809P, Middletown, NY 10940
$410,000 Sold Oct 16, 2025
- 2,223 Sq Ft
- $184/SF
- 19 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1875
104 Monhagen Ave, Middletown, NY 10940

Step into timeless charm with this beautifully renovated Victorian-style home! This bright and sunny 3-bedroom, 2.5-bath residence has been thoughtfully updated while maintaining its classic character. Gleaming hardwood floors flow throughout, and the inviting wrap-around porch offers the perfect spot for morning coffee or evening relaxation. Inside, you’ll find an open and airy layout with

Jeffrey Hozias Howard Hanna Rand Realty

104 Monhagen Ave, Middletown, NY 10940

Est $453,365 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,088 Sq Ft
50 Nicole Place, Middletown, NY 10940

50 Nicole Place, Middletown, NY 10940

/17
$259,900
- 2 Beds
- 2 Baths
- 1,291 Sq Ft
118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940

DEER RUN! Low Taxes! End Unit! 2 Bedrooms! 2 Full Bathrooms! 3 Car Garage! Master Bedroom Suite with Walk In Closet! Over Sized Living Room/Dining Room! Hard Wood Floors! Recessive Lighting! Central Air! Clubhouse! Pool! Close to Major Highways, Buses, Trains & Shopping!

Amanda Dnistrian ARC Realty 1 in Sales

118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940
/30
$2,500 per month
- 3 Beds
- 1.5 Baths
- 1,460 Sq Ft
- Townhouse for Rent
51 Woodlake Dr, Middletown, NY 10940

Pondside of Spring Hollow now offers a spacious 3 bedroom/1.5 townhouse with Dec 1st availability. Enter into an updated unit that was painted throughout. The main level consists of a living room, followed by a formal dining room with plenty of window light and sliders that lead to your backyard where you can enjoy a water view. A eat-in kitchen with plenty of cabinet space, new stove and new

Sandra Arnez Keller Williams Hudson Valley

51 Woodlake Dr, Middletown, NY 10940
$129,000 Sold Oct 16, 2025
- 752 Sq Ft
- $172/SF
- 19 Days On Market
- 1 Bed
- 1 Bath
- Built 1989
318 Ruth Ct, Middletown, NY 10940

Welcome to this one-bedroom, one-bath condo located in the Eagles Point/Eastview Condominium community. This second floor unit offers an open floor plan that seamlessly connects the living room to the dining area, making it perfect for entertaining guests. With a little creativity and vision, this condo can be transformed into a warm and stylish home. Don't miss the opportunity to bring new

Patricia Sassi RE/MAX Benchmark Realty Group

318 Ruth Ct, Middletown, NY 10940

Est $411,412 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
25 Karen Joy Dr, Middletown, NY 10940

25 Karen Joy Dr, Middletown, NY 10940

/25
$329,900
- 3 Beds
- 1.5 Baths
- 1,440 Sq Ft
114 Sarah Ln, Middletown, NY 10941

WOW! Please check this beautiful end unit townhouse in the town of Wallkill with Goshen school district! This 3 bedrooms and 1.5 bathrooms house has almost everything brand new! New Roof, new flooring in the living room and dining are, new bathrooms, new carpet on the staircase through the hallway and the 3 bedrooms plus new hot water heater and new paved driveway for at least 6 cars! You will be

Anita S. Cristiano HomeSmart Homes & Estates

114 Sarah Ln, Middletown, NY 10941
/5
$2,000 per month
- 3 Beds
- 2 Baths
- 2,475 Sq Ft
- Condo for Rent
390 Crystal Run Rd Unit 107 A, Middletown, NY 10941

Property Id: 1833646Great location at the intersection of Crystal Run Road and Goshen Turnpike. Great visibility and join the company of elite tenants mostly Healthcare Fitness related.. doctors, dentist, high-end Spa offering amongst other services including Botox, Dance Studio, medical and service providers. Office type space available and an open area good for a party hall,

390 Crystal Run Rd Unit 107 A, Middletown, NY 10941
$300,000 Sold Oct 14, 2025
- 1,922 Sq Ft
- $156/SF
- 128 Days On Market
- 3 Beds
- 1 Bath
- Built 1892
7 Wilbur Ave, Middletown, NY 10940

Welcome to this charming 3 bedroom, 2 bath home located in the heart of Middletown, NY. Perfect starter home or are you an investor looking to rent? Upon entering you get a sense of historic Middletown, NY and even more majestic when you see the views. Offers large rooms, hardwood floors, full walk up attic, and a large unfinished/walkout basement. Nestled in a vibrant community, this property

John Bilancione Nicoli Realty

7 Wilbur Ave, Middletown, NY 10940

Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,907 Sq Ft
31 Witte Dr, Middletown, NY 10940

31 Witte Dr, Middletown, NY 10940

/43
$329,000 Open Sat 11AM - 1PM
- 4 Beds
- 2 Baths
- 1,696 Sq Ft
28 Spring St, Middletown, NY 10940

BACK ON MARKET: Your Dream Home Awaits at 28 Spring St, Middletown.Don't let this second chance slip away. This beautiful, 4 bedroom, 2 bathroom home is back on the market. Previous buyer's financing fell through. This is an incredible opportunity for you to step right in and secure a truly remarkable property. The seller has invested in significant updates to make this home move-in ready.

Leidy Placido Howard Hanna Rand Realty

28 Spring St, Middletown, NY 10940
/22
$2,500 per month
- 3 Beds
- 1 Bath
- 1,152 Sq Ft
- House for Rent
229 Commonwealth Ave, Middletown, NY 10940

A NEWLY Renovated 3 bdrm/1 bath Colonial with Presidential Schools is now available to rent! The front deck welcomes you into a living room followed by a formal Dining Room with new vinyl floors and fresh painted walls throughout. NEWLY renovated kitchen with plenty of cabinet space & stainless steel appliances. On the 2nd floor you will find 3 bedrooms and a full updated bath with a tub. Private

Sandra Arnez Keller Williams Hudson Valley

229 Commonwealth Ave, Middletown, NY 10940
$310,000 Sold Oct 11, 2025
- 1,348 Sq Ft
- $230/SF
- 33 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2004
71 Jordan Ln, Middletown, NY 10940

Welcome to this sought-after 2-bedroom, 2.5-bath townhouse in Mountainside Hills Condominium. The main level has hardwood floors, a kitchen dining area, a spacious living room with access to your private deck, a powder room, and an in-unit laundry room. Upstairs, you'll find the primary bedroom with an ensuite bathroom and walk-in closet, plus an additional bedroom and a full bath. The home also

Jonathon Lee Keller Williams Hudson Valley

71 Jordan Ln, Middletown, NY 10940

Est $322,425 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,294 Sq Ft
919 Winterton Rd, Middletown, NY 10940

919 Winterton Rd, Middletown, NY 10940

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