Homes in ZIP Code 10940

/50
$568,000
- 7 Beds
- 4.5 Baths
- 3,592 Sq Ft
104-108 Highland Ave, Middletown, NY 10940

Historic Elegance Meets Modern-Day Convenience in this circa 1860 home in the heart of Middletown, NY. Pristinely positioned back from the road, set on just shy of an acre, this historic gem offers 3500+ square feet of timeless character and space. From the moment you enter, soaring ceilings, rich hardwood floors, built-ins and detailed crown molding set the tone. The expansive dining room,

JoAnn Maxwell

Howard Hanna Rand Realty

(329) 210-1132

104-108 Highland Ave, Middletown, NY 10940
/11
$2,300 per month
- 3 Beds
- 1 Bath
- 1,240 Sq Ft
- Apartment for Rent
132 Prospect Ave, Middletown, NY 10940

Spacious 3-bedroom, 1-bathroom second-floor apartment located in a well-maintained two-family home. Conveniently situated within walking distance to a variety of shops, restaurants, and everyday essentials. The apartment is clean, freshly painted, and move-in ready, offering a comfortable and inviting living space. Landlord requirements include a completed application with references, a minimum

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 210-5677

132 Prospect Ave, Middletown, NY 10940
$170,000 Sold Jun 27, 2025

156 School House Rd, Middletown, NY 10940
- 3 Beds
- 1 Bath
- 924 Sq Ft
- Built 1970
Last Sold Summary
- $184/SF
- 62 Days On Market
Last Listing Agent Tracy McNamara Keller Williams Realty

156 School House Rd, Middletown, NY 10940

Est $639,322 Not Listed For Sale

17 Academy Ave, Middletown, NY 10940
- 6 Beds
- 3 Baths
- 2,400 Sq Ft
- Built 1900
17 Academy Ave, Middletown, NY 10940

Last Sold Summary
- 3% Above List Price
- $258/SF
- 34 Days On Market
- Last Sold Price $620,000
- Apr 29, 2025
Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

/40
$509,900 Pending
- 4 Beds
- 3 Baths
- 2,052 Sq Ft
127 Sproat St, Middletown, NY 10940

There is a reason a raised ranch continues to stand the test of time... it just lives right. From the moment you step inside this move-in ready 4 bedroom, 3 bathroom home in Middletown, you feel the ease of a layout designed for real life. Head upstairs and you are immediately welcomed into a bright, open living space where natural light pours in and hardwood floors carry warmth throughout. The

Brian Caplicki

Keller Williams Hudson Valley

(329) 210-2066

127 Sproat St, Middletown, NY 10940
/28
$2,300 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
3 Giada Ln 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

(329) 210-5679

3 Giada Ln Unit 2, Middletown, NY 10940
$482,500 Sold Oct 06, 2025

39 Brookline Ave, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
- Built 2005
Last Sold Summary
- 2% Below List Price
- $258/SF
- 26 Days On Market
Current Estimated Value $478,512

Last Listing Agent Andrea Rose Keller Williams Hudson Valley

39 Brookline Ave, Middletown, NY 10940

Est $562,079 Not Listed For Sale

37 Orange Terrace, Middletown, NY 10940
- 4 Beds
- 2.5 Baths
- 2,668 Sq Ft
- Built 2019
37 Orange Terrace, Middletown, NY 10940

Last Sold Summary
- 7% Above List Price
- $197/SF
- 23 Days On Market
- Last Sold Price $525,000
- Jun 30, 2023
Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

/33
$278,000 Pending
- 2 Beds
- 1 Bath
- 1,142 Sq Ft
108 Sproat St, Middletown, NY 10940

Charming 1930 Vintage Home with Retro Flair – Close to Train & Local Attractions! Step back in time with this delightful circa-1930 two-bedroom, 1 bath Old Style home brimming with character and nostalgic charm. From the moment you enter, you’ll appreciate the authentic retro vibe featuring warm wood paneling, original hardwood floors, and unique vintage details. The kitchen brings you back in

JoAnn Maxwell

Howard Hanna Rand Realty

(329) 209-9956

108 Sproat St, Middletown, NY 10940
/30
$2,300 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
1 Giada Ln Unit 5, 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

(329) 212-1472

1 Giada Ln Unit 5, Middletown, NY 10940
$390,000 Sold Sep 25, 2025

112 Monhagen Ave, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,680 Sq Ft
- Built 1870
Last Sold Summary
- 5% Above List Price
- $232/SF
- 27 Days On Market
Current Estimated Value $399,032

Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

112 Monhagen Ave, Middletown, NY 10940

Est $554,262 Not Listed For Sale

16 4th St, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Built 2023
16 4th St, Middletown, NY 10940

Last Sold Summary
- 11% Above List Price
- $221/SF
- 13 Days On Market
- Last Sold Price $500,000
- Feb 14, 2024
Last Listing Agent Michael Guattery Keller Williams Realty

/25
$490,000 Pending
- 3 Beds
- 2.5 Baths
- 2,211 Sq Ft
28 Magnolia Park Rd, Middletown, NY 10940

Lifestyle and Location without all the work- this home has all the perks of homeownership with the ease and amenities of a townhome in the sought-after Magnolia Park community. Spacious and light filled living across 3 levels, the first floor boasts an open floor plan and well appointed kitchen with granite countertops, dining area, living area, and half bath for guests. Upstairs, the 3 bedrooms

Lisbeth Furke

World Homes Realty

(329) 214-1660

28 Magnolia Park Rd, Middletown, NY 10940
/18
$1,850 per month
- 1 Bed
- 1 Bath
- 1,939 Sq Ft
- Apartment for Rent
35 East Ave Unit 2, Middletown, NY 10940

Bright and inviting 2nd floor one bedroom apartment featuring a spacious layout and an oversized bathroom. Enjoy the convenience of in-unit laundry, a well-equipped NEW kitchen complete with a microwave and dishwasher, and a NEW spacious bath. Additional space can be found in the finished walk-up attic, perfect for a home office, storage, or bonus area. Ideally located near major roadways, public

Vivienne Cerrati

Howard Hanna Rand Realty

(329) 207-0576

35 East Ave Unit 2, Middletown, NY 10940
$300,000 Sold Jul 15, 2025

103 Deer Court Dr, Middletown, NY 10940
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $231/SF
- 15 Days On Market
Current Estimated Value $309,440

Last Listing Agent Tanya Von Montague Corcoran Country Living

103 Deer Court Dr, Middletown, NY 10940

Est $510,129 Not Listed For Sale

44 Highrose Ridge Way, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 2,996 Sq Ft
- Built 2014
44 Highrose Ridge Way, Middletown, NY 10940

Last Sold Summary
- 1% Above List Price
- $169/SF
- 17 Days On Market
- Last Sold Price $505,000
- May 02, 2024
Last Listing Agent Ermelinda Mclaughlin eXp Realty

/50
$849,900 Pending
- 4 Beds
- 3.5 Baths
- 3,407 Sq Ft
29 Hubbard Rd, Middletown, NY 10940

New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sienna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

Chris Ogden

Realty Promotions Inc

(845) 209-0146

29 Hubbard Rd, Middletown, NY 10940
/3
$3,500 per month
- 4 Beds
- 2 Baths
- 1,486 Sq Ft
- House for Rent
184 Highland Ave, Middletown, NY 10940

Welcome to this beautiful Victorian-style rental, centrally located in the heart of Middletown, NY. From the moment you arrive, the charming wrap-around porch sets a warm and inviting tone, perfectly complementing the home’s classic character. Inside, you’ll find an updated interior featuring a modern kitchen, a brand-new central air system, new windows, and new doors, providing both comfort and

Chativa Bowen

Keller Williams Realty

(329) 219-0850

184 Highland Ave, Middletown, NY 10940
$265,000 Sold Oct 28, 2025

242 1/2 W Main St, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Built 1950
Last Sold Summary
- 4% Below List Price
- $245/SF
- 20 Days On Market
Current Estimated Value $279,257

Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

242 1/2 W Main St, Middletown, NY 10940

Est $383,316 Not Listed For Sale

237 Route 211 W, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,638 Sq Ft
- Built 1900
237 Route 211 W, Middletown, NY 10940

Last Sold Summary
- 20% Above List Price
- $195/SF
- 33 Days On Market
- Last Sold Price $320,000
- Aug 03, 2023
Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

/31
$409,900 Pending
- 3 Beds
- 2.5 Baths
- 1,554 Sq Ft
1 Ridge Ave, Port Jervis, NY 12771

Beautiful New Construction Contemporary – This 3-bedroom home offers modern design with a welcoming covered front porch, set in a sought-after neighborhood close to downtown shops, dining, parks, and convenient public transportation for an easy commute. Enjoy nearby outdoor recreation along the Delaware River with fishing, rafting, and kayaking just minutes away. Inside, the spacious floor plan

Chris Ogden

Realty Promotions Inc

(845) 203-6268

1 Ridge Ave, Port Jervis, NY 12771
/25

$2,175 - $3,000 per month

Southgate Middletown

1 - 2 Beds

20 Uhlig Rd, Middletown, NY 10940

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, exquisite luxury flooring,

20 Uhlig Rd, Middletown, NY 10940
$603,000 Sold Jun 03, 2025

33 Highland View Place, Middletown, NY 10940
- 4 Beds
- 3 Baths
- 2,411 Sq Ft
- Built 1985
Last Sold Summary
- 11% Below List Price
- $250/SF
- 65 Days On Market
Current Estimated Value $612,136

Last Listing Agent Warren Shelley Reliable Realty Group

33 Highland View Place, Middletown, NY 10940

Est $469,770 Not Listed For Sale

366 North St, Middletown, NY 10940
- 6 Beds
- 3 Baths
- 3,330 Sq Ft
- Built 1880
366 North St, Middletown, NY 10940

Last Sold Summary
- 29% Above List Price
- $109/SF
- 52 Days On Market
- Last Sold Price $363,000
- Sep 21, 2023
Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty

/47
$570,000 Pending
- 4 Beds
- 3.5 Baths
- 2,072 Sq Ft
572 Greenville Turnpike, Middletown, NY 10940

Set back from the road, where life feels just a little more private and peaceful, there is a home that invites you to slow down... and stay awhile. Follow the charming brick path as it leads you to the front porch and into a space that immediately feels warm, welcoming, and filled with light. This move-in ready, Colonial home, offers a layout that simply makes sense for the way you want to live

Brian Caplicki

Keller Williams Hudson Valley

(329) 210-1675

572 Greenville Turnpike, Middletown, NY 10940
/7
$2,000 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
28 North St Unit 1, Middletown, NY 10940

This beautifully maintained third-floor rental is ideally located in the heart of Middletown. The unit features two spacious bedrooms and two full bathrooms, offering both comfort and functionality. A convenient in-unit stackable washer and dryer adds to the ease of everyday living. The primary bathroom includes a relaxing soaking tub, while the second bathroom is appointed with a tiled stand-up

Yosseline Genao Keller Williams Hudson Valley

28 North St Unit 1, Middletown, NY 10940
$420,000 Sold Feb 19, 2026

5 Cobblestone Ln Unit 4301, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,858 Sq Ft
- Built 2011
Last Sold Summary
- 7% Below List Price
- $226/SF
- 55 Days On Market
Current Estimated Value $468,414

Last Listing Agent Virginia Corbett eXp Realty

5 Cobblestone Ln Unit 4301, Middletown, NY 10940

Est $520,468 Not Listed For Sale

9 Neptune Ln, Middletown, NY 10940
- 3 Beds
- 3 Baths
- 1,993 Sq Ft
- Built 2024
9 Neptune Ln, Middletown, NY 10940

Last Sold Summary
- 6% Above List Price
- $246/SF
- 20 Days On Market
- Last Sold Price $490,000
- Apr 23, 2024
Last Listing Agent Melinda White Keller Williams Realty

/48
$483,900
- 3 Beds
- 3.5 Baths
- 2,521 Sq Ft
53 Cornwall Ln, Middletown, NY 10940

Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 217-0628

53 Cornwall Ln, Middletown, NY 10940
/30

$2,200 total monthly price

Country Manor Apartments

2 Beds

700 Stratford Ln, Middletown, NY 10940

Welcome to Country Manor Apartments in Middletown, NY! Our pet-friendly community is set among rustic, large, grassy areas, creating a peaceful and open environment. We offer one- and two-bedroom apartments featuring updated kitchens, premium bathrooms, and private decks. Your rent includes heat, hot water, sewer, and trash removal. We also offer 24/7 maintenance services.

700 Stratford Ln, Middletown, NY 10940
$480,000 Sold Nov 14, 2025

93 Rolling Meadows Rd, Middletown, NY 10940
- 4 Beds
- 2.5 Baths
- 2,055 Sq Ft
- Built 1979
Last Sold Summary
- $234/SF
- 23 Days On Market
Current Estimated Value $485,092

Last Listing Agent Suzanne Bongiorno Century 21 E & M Williams Rlty

93 Rolling Meadows Rd, Middletown, NY 10940

Est $517,777 Not Listed For Sale

38 Anthony St, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 2024
38 Anthony St, Middletown, NY 10940

Last Sold Summary
- 5% Above List Price
- $309/SF
- 238 Days On Market
- Last Sold Price $495,000
- Apr 30, 2025
Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

/41
$699,900
- 4 Beds
- 2.5 Baths
- 2,174 Sq Ft
TBD Kirbytown Rd, Middletown, NY 10940

Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

Chris Ogden

Realty Promotions Inc

(329) 209-9962

TBD Kirbytown Rd, Middletown, NY 10940
/12
$1,850 per month
- 2 Beds
- 1 Bath
- 630 Sq Ft
- House for Rent
140 Fairfax Ave, Middletown, NY 10940

This lovely cozy home Located near shopping, restaurants, train station, and a hospital in close proximity. Offers wood floors with recessed lighting, large garage with potbelly stove. Two bed, One bath. Plenty of yard space front or back. Landlord covers water. Tenant is responsible for all other utilities. Must have good credit and strong income. Please call today.

David Ferstand Daf Realty

140 Fairfax Ave, Middletown, NY 10940
$372,000 Sold Dec 19, 2025

29 Euclid Ave, Middletown, NY 10940
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1965
Last Sold Summary
- 6% Above List Price
- $246/SF
- 33 Days On Market
Current Estimated Value $382,901

Last Listing Agent John Olivero Keller Williams Realty

29 Euclid Ave, Middletown, NY 10940

Not Listed For Sale

0 Route 211 E Unit 4734506, Wallkill Town, NY 10940
0 Route 211 E Unit 4734506, Wallkill Town, NY 10940

Last Sold Summary
- 2,790 Days On Market
- Last Sold Price $80,000
- Apr 14, 2025
Last Listing Agent Catherine White Raynor Country

/50
$620,000
- 3 Beds
- 2 Baths
- 3,080 Sq Ft
179 Reservoir Rd, Middletown, NY 10940

Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 207-0914

179 Reservoir Rd, Middletown, NY 10940
/55

$2,629 - $4,510 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
$440,000 Sold Nov 21, 2025

6 Randall Terrace, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
- Built 1957
Last Sold Summary
- 5% Above List Price
- $282/SF
- 20 Days On Market
Current Estimated Value $433,642

Last Listing Agent Rachel Hunt Realty Promotions Inc

6 Randall Terrace, Middletown, NY 10940

/8
Est $568,110 Not Listed For Sale

775 van Burenville Rd, Middletown, NY 10940
- 4 Beds
- Built 1800
775 van Burenville Rd, Middletown, NY 10940

Last Sold Summary
- 17% Above List Price
- $259/SF
- 44 Days On Market
- Last Sold Price $485,000
- Jun 27, 2023
Last Listing Agent Jamie Sittner Find Advisors

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