Middletown, NY Homes

/12
$410,000
- 5 Beds
- 4 Baths
41 Monhagen Ave Unit 39, Middletown, NY 10940

Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

Zhiheng Tang Keller Williams Hudson Valley

41 Monhagen Ave Unit 39, Middletown, NY 10940
/17
$2,032 per month
- Studio
- 1 Bath
- Condo for Rent
138 Wickham Ave Unit SI ID1056791P, Middletown, NY 10940

The advertised rate of $2,032/month is the lowest available price, based on a 1 month(s) and 1 day(s) stay with a move-in date of February 5, 2028.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

138 Wickham Ave Unit SI ID1056791P, Middletown, NY 10940
$193,000 Sold Oct 01, 2025

129 Foster Rd, Middletown, NY 10941
- 1 Bed
- 1 Bath
- 512 Sq Ft
- Built 1950
Last Sold Summary
- 3% Below List Price
- $377/SF
- 65 Days On Market
Current Estimated Value $184,563

Last Listing Agent Shannon Stewart Curasi Realty, Inc.

129 Foster Rd, Middletown, NY 10941

Est $454,272 Not Listed For Sale

22 Nicole Place, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 1977
22 Nicole Place, Middletown, NY 10940

Last Sold Summary
- 15% Above List Price
- $297/SF
- 17 Days On Market
Last Sold Price $395,000

Last Listing Agent Alyse Toffel Keller Williams Hudson Valley

/50
$525,000 Pending
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
6 Wayne Dr, Middletown, NY 10940

Gorgeous 3 bedroom 2.5 bath Colonial with numerous updates in the sought after Robin Meadows neighborhood. Front porch overlooking quiet cul-de-sac makes for a great place to hang out, enjoy the porch swing, and overall picturesque setting. As you step into this warm, welcoming home, you'll notice the gleaming hardwood floors throughout the main level. When taking the tour, make note of the

Tremaine Selby Weichert Realtors

6 Wayne Dr, Middletown, NY 10940
/3
$2,150 per month
- 1 Bed
- 1.5 Baths
- 1,031 Sq Ft
- Apartment for Rent
206 Golf Links Rd Unit 523, 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.

Victoria Fini Curasi Realty, Inc.

206 Golf Links Rd Unit 523, Middletown, NY 10940
$275,000 Sold Jul 23, 2025

122 Cottage St, Middletown, NY 10940
- 2 Beds
- 1 Bath
- 1,201 Sq Ft
- Built 1900
Last Sold Summary
- 13% Below List Price
- $229/SF
- 205 Days On Market
Current Estimated Value $276,434

Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

122 Cottage St, Middletown, NY 10940

Est $497,815 Not Listed For Sale

50 Nicole Place, Middletown, NY 10940
- 4 Beds
- 2 Baths
- 2,088 Sq Ft
- Built 1976
50 Nicole Place, Middletown, NY 10940

Last Sold Summary
- 24% Above List Price
- $192/SF
- 36 Days On Market
Last Sold Price $400,000

Last Listing Agent Rosalie Cook Weichert Realtors

/32
$539,900 Pending
- 4 Beds
- 2.5 Baths
- 2,404 Sq Ft
4 Wayne Ct, Middletown, NY 10941

Spacious 4-bedroom, 2.5-bath Colonial offering 2,400 sq ft of comfortable living space in the desirable Scotchtown area. This home features gleaming hardwood floors throughout and a bright, open layout perfect for everyday living and entertaining. Enjoy a large living room with a cozy fireplace and lots of windows that fill the space with natural light. The eat-in kitchen boasts sliders that lead

Antoinette Gundersen HomeSmart Homes & Estates

4 Wayne Ct, Middletown, NY 10941
/9
$1,970 per month
- Studio
- 1 Bath
- Condo for Rent
133-3 Wickham Ave Unit SI ID1056802P, Middletown, NY 10940

The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

133-3 Wickham Ave Unit SI ID1056802P, Middletown, NY 10940
$300,000 Sold Apr 11, 2025

32 Patio Rd, Middletown, NY 10941
- 4 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 1971
Last Sold Summary
- 9% Above List Price
- $188/SF
- 19 Days On Market
Current Estimated Value $318,476

Last Listing Agent Frank Muccari Cronin & Company Real Estate

32 Patio Rd, Middletown, NY 10941

Est $425,012 Not Listed For Sale

25 Karen Joy Dr, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
- Built 1978
25 Karen Joy Dr, Middletown, NY 10940

Last Sold Summary
- 1% Above List Price
- $202/SF
- 62 Days On Market
Last Sold Price $420,000

Last Listing Agent Yara Roussos Homes By Yara Realty Group LLC

/27
$318,000
- 2 Beds
- 1.5 Baths
- 1,460 Sq Ft
47 Brick Pond Rd Unit 47, Middletown, NY 10940

Welcome to this charming 2-story townhouse-style condo nestled in the Spring Hollow community. It features 2 bedrooms and 1.5 bathrooms. The main level includes a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen features cream-colored cabinets, granite countertops, and a tile backsplash. It includes stainless steel appliances, a center island for extra

Jie Liu Keller Williams Hudson Valley

47 Brick Pond Rd Unit 47, Middletown, NY 10940
/29
$3,200 per month
- 4 Beds
- 2.5 Baths
- 1,416 Sq Ft
- Apartment for Rent
126 W Main St Unit 1, Middletown, NY 10940

STUNNING MIDDLETOWN 4 bedroom/2.5 bath home is now available to rent! This newly remodeled Colonial is in turn-key condition and offers the ample space that you need with nothing left to do but unpack. A front deck leads you into a spacious open floor plan that starts with a living room followed by a dining area and brand new kitchen with an island, granite counters, backsplash and new stainless

Sandra Arnez Keller Williams Hudson Valley

126 W Main St Unit 1, Middletown, NY 10940
$285,000 Sold Sep 10, 2025

234 Howells Rd, Middletown, NY 10940
- Land
- 41.6 Acres
- $6,851 per Acre
Last Sold Summary
- 24% Below List Price
- 40 Days On Market
Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

234 Howells Rd, Middletown, NY 10940

Not Listed For Sale

31 Witte Dr, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,907 Sq Ft
- Built 1989
31 Witte Dr, Middletown, NY 10940

Last Sold Summary
- $249/SF
- 42 Days On Market
Last Sold Price $474,900

Last Listing Agent Frank Muccari Cronin & Company Real Estate

/19
$499,950 Pending
- 4 Beds
- 2 Baths
- 1,901 Sq Ft
13-15 Phillips St, Middletown, NY 10940

Set on a large parcel in conveniently located Middletown, this fully renovated home pays homage to its origins, seamlessly blending modern design with preserved rustic character.A thoughtfully conceived layout offers two bedrooms on the main level, ideal for effortless living, guest accommodations, or a private home office. Upon entry, original exposed beams and warm oak floors immediately

Jason Nadeau Compass Greater NY, LLC

13-15 Phillips St, Middletown, NY 10940
/8
$1,970 per month
- Studio
- 1 Bath
- 154 New York 211-SI ID1056797P
154 Ny-211 Unit SI ID1056797P, Middletown, NY 10940

The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

154 Ny-211 Unit SI ID1056797P, Middletown, NY 10940
$330,000 Sold Sep 26, 2025

11 1/2 Dolson Ave, Middletown, NY 10940
- 3 Beds
- 1 Bath
- 1,263 Sq Ft
- Built 1900
Last Sold Summary
- $261/SF
- 35 Days On Market
Current Estimated Value $343,407

Last Listing Agent Robert Siracuse Absolute Real Estate of NY Inc

11 1/2 Dolson Ave, Middletown, NY 10940

Est $329,768 Not Listed For Sale

919 Winterton Rd, Middletown, NY 10940
- 3 Beds
- 1 Bath
- 1,294 Sq Ft
- Built 1980
919 Winterton Rd, Middletown, NY 10940

Last Sold Summary
- 20% Above List Price
- $213/SF
- 148 Days On Market
Last Sold Price $275,000

Last Listing Agent Derek Greene Greene Realty Group

/2
$65,000
- Land
- 0.24 Acre
- $270,833 per Acre
1 S Shore Dr, Middletown, NY 10940

Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

Soleil Jackman Howard Hanna Rand Realty

1 S Shore Dr, Middletown, NY 10940
/15
$2,500 per month
- 3 Beds
- 1 Bath
- 700 Sq Ft
- Apartment for Rent
126 W Main St Unit 2, Middletown, NY 10940

MIDDLETOWN now offers this BEAUTIFUL 3 bedroom/1 bath apartment to rent! This newly remodeled unit is completely updated and ready to be called home. Enter into a living room followed by an eat-in kitchen with brand new stainless steel appliances, granite counters, & backsplash. 3 bedrooms and a gorgeous new tiled full bath with a tub, new lighting and accessories. For your convenience, laundry

Sandra Arnez Keller Williams Hudson Valley

126 W Main St Unit 2, Middletown, NY 10940
$360,000 Sold Jun 30, 2025

18 Woodland Ave, Middletown, NY 10940
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1955
Last Sold Summary
- 7% Above List Price
- $375/SF
- 46 Days On Market
Current Estimated Value $368,290

Last Listing Agent Kassandra Mott Keller Williams Hudson Valley

18 Woodland Ave, Middletown, NY 10940

Est $443,585 Not Listed For Sale

90 Upper Rd, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,580 Sq Ft
- Built 1964
90 Upper Rd, Middletown, NY 10940

Last Sold Summary
- 8% Above List Price
- $259/SF
- 62 Days On Market
Last Sold Price $410,000

Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

/24
$269,000 Pending
- 2 Beds
- 1.5 Baths
- 960 Sq Ft
Unlisted Address

Middletown! Vintage Colonial set mid-block among similar homes. The main level features a spacious living room, dining room, kitchen, and half bath. The second level offers two bedrooms and a full bath. Spacious rooms throughout with hardwood floors and a good-sized kitchen. Ideal opportunity for a first-time buyer or investor, with low taxes. Conveniently located close to shopping and major

Naomi Streicher Q Home Sales

Unlisted Address
/10
$1,970 per month
- Studio
- 1 Bath
- Condo for Rent
11 Prince St Unit SI ID1056810P, Middletown, NY 10940

The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

11 Prince St Unit SI ID1056810P, Middletown, NY 10940
$425,000 Sold Jun 25, 2025

4 Deer Ct Dr, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,919 Sq Ft
- Built 2002
Last Sold Summary
- 6% Above List Price
- $221/SF
- 39 Days On Market
Current Estimated Value $425,165

Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

4 Deer Ct Dr, Middletown, NY 10940

Est $446,958 Not Listed For Sale

1 Silver Mine Estate Rd, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,930 Sq Ft
- Built 1964
1 Silver Mine Estate Rd, Middletown, NY 10940

Last Sold Summary
- 72% Above List Price
- $135/SF
- 80 Days On Market
Last Sold Price $260,000

Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

/5
$525,000
- Land
- 3.8 Acres
- $138,194 per Acre
TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

Jason McGovern Keller Williams Hudson Valley

TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
/19
$2,800 per month
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- House for Rent
1-3 Chestnut St, Middletown, NY 10940

A beautiful home for rent This beautiful corner lot home has everything brand new inside - from the windows, closed porch, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, - all NEW. Featuring 3 bedrooms and 2 full bathrooms. It has a great size yard for

Anita S. Cristiano HomeSmart Homes & Estates

1-3 Chestnut St, Middletown, NY 10940
$385,000 Sold Aug 15, 2025

11 Keats Rd, Middletown, NY 10941
- 3 Beds
- 1.5 Baths
- 1,900 Sq Ft
- Built 1986
Last Sold Summary
- 6% Below List Price
- $203/SF
- 35 Days On Market
Current Estimated Value $410,733

Last Listing Agent Christina Herschel-Huebner Herschel Realty Corp

11 Keats Rd, Middletown, NY 10941

Est $397,540 Not Listed For Sale

768 Winterton Rd, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
- Built 1960
768 Winterton Rd, Middletown, NY 10940

Last Sold Summary
- 4% Below List Price
- $329/SF
- 41 Days On Market
Last Sold Price $415,000

Last Listing Agent Frank Cafarchio Keller Williams Realty

/26
$250,000
- 1 Bed
- 1 Bath
- 360 Sq Ft
51 S Shore Dr, Middletown, NY 10940

Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

Arya Rabinovits eRealty Advisors, Inc

51 S Shore Dr, Middletown, NY 10940
/15
$2,116 per month
- Studio
- 1 Bath
- Condo for Rent
79 Montgomery St Unit SI ID1056792P, Middletown, NY 10940

The advertised rate of $2,116/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

79 Montgomery St Unit SI ID1056792P, Middletown, NY 10940
$595,000 Sold Feb 04, 2026

26 Kyleigh Way, Middletown, NY 10940
- 4 Beds
- 3.5 Baths
- 2,188 Sq Ft
- Built 2020
Last Sold Summary
- 4% Below List Price
- $272/SF
- 182 Days On Market
Current Estimated Value $597,221

Last Listing Agent Delroy Smith List 4 Less Realty

26 Kyleigh Way, Middletown, NY 10940

Est $376,435 Not Listed For Sale

29 Kirbytown Rd, Middletown, NY 10940
- 4 Beds
- 2.5 Baths
- 2,496 Sq Ft
- Built 1890
29 Kirbytown Rd, Middletown, NY 10940

Last Sold Summary
- 28% Above List Price
- $118/SF
- 27 Days On Market
Last Sold Price $295,000

Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

/18
$535,000
- 3 Beds
- 2 Baths
- 2,321 Sq Ft
3 Parkview Dr, Middletown, NY 10940

Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

Kevin Sanabria eRealty Advisors, Inc

3 Parkview Dr, Middletown, NY 10940
/19
$2,400 per month
- 2 Beds
- 1 Bath
- 976 Sq Ft
- House for Rent
1110 Route 211 W, Middletown, NY 10940

Warm, welcoming and carefully maintained two-bedroom, one-bath single-family ranch located in the desirable Minisink School District. Ideal one level living. The home features a newer refrigerator and stove, along with hardwood floors, laminate flooring, and ceramic tile—creating a clean, allergy-friendly environment. For your convenience there is a stackable washer and dryer in the bathroom. If

Catherine Cauvin Keller Williams Hudson Valley

1110 Route 211 W, Middletown, NY 10940
$435,050 Sold May 30, 2025

26 Wilson St, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,524 Sq Ft
- Built 1986
Last Sold Summary
- 1% Above List Price
- $285/SF
- 23 Days On Market
Current Estimated Value $440,208

Last Listing Agent Andrea Rose Keller Williams Hudson Valley

26 Wilson St, Middletown, NY 10940

Est $630,094 Not Listed For Sale

283 Kirbytown Rd, Middletown, NY 10940
- 4 Beds
- 3.5 Baths
- 2,490 Sq Ft
- Built 1998
283 Kirbytown Rd, Middletown, NY 10940

Last Sold Summary
- 7% Above List Price
- $237/SF
- 66 Days On Market
Last Sold Price $590,000

Last Listing Agent Annie Hansen Howard Hanna Rand Realty

Showing Results 281 - 320, Page 8 of 18

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