Middletown, NY Homes

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  $445,000

  • 4 Beds
  • 2 Baths
  • 2,545 Sq Ft

  145 Academy Ave, Middletown, NY 10940

  Come tour this LOVELY NEWLY REMODELED Middletown Colonial!! This 4 bedroom home is in turn-key condition with the upgrades that it offers. A front deck where you can enjoy morning coffee leads you into a living room followed by a dining room with modern lighting and an open floor plan to a STUNNING eat-in kitchen with new vinyl floors throughout. Admire this spacious eat in kitchen that features

  Sandra Arnez Keller Williams Hudson Valley

  145 Academy Ave, Middletown, NY 10940
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  /15

  $2,350 per month

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft
  • Apartment for Rent

  118 W Main St Unit 2, Middletown, NY 10940

  Beautifully renovated second-floor apartment in downtown Middletown with 3 bedrooms and 1 bathroom. This bright and spacious home offers well-maintained hardwood floors, generous natural light, and a private back porch. Enjoy the convenience of in-unit washer and dryer, dishwasher, and a large kitchen with ample counter space, storage, and newer appliances. The bathroom has been newly updated,

  Victoria Wander Divine Realty NY, LLC

  118 W Main St Unit 2, Middletown, NY 10940
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  $290,000 Sold Aug 20, 2025

  20 Columbia Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 3 Days On Market

  Current Estimated Value $295,033

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  20 Columbia Ave, Middletown, NY 10940
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  Est $541,676 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,959 Sq Ft

  172 Schoolhouse Rd, Middletown, NY 10940

  172 Schoolhouse Rd, Middletown, NY 10940
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  /28

  $598,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,021 Sq Ft

  34 Feiertag Rd, Middletown, NY 10941

  PRICE REDUCTION.........Let your dreams begin with large colonial home located on a Cul-de-Sac in the Pine Bush School District. Step inside to a large and open foyer with high ceilings which creates a welcoming atmosphere. The main level features a formal dining room, den/office, cozy family room with woodburning fireplace, open eat in kitchen with breakfast area, full bath and enclosed screened

  Julianna Cotthaus 1st Independent Realty Grp

  34 Feiertag Rd, Middletown, NY 10941
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  /35

  $2,064 - $3,183 per month

  Boulder Pointe Apartments

  1 - 3 Beds

  201 Genung St, Middletown, NY 10940

  Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

  201 Genung St, Middletown, NY 10940
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  $200,000 Sold Dec 23, 2025

  80 Beattie Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1920

  Last Sold Summary

  • 23% Below List Price
  • $194/SF
  • 139 Days On Market

  Last Listing Agent Keith Sumner John J Lease REALTORS Inc

  80 Beattie Ave, Middletown, NY 10940
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  25 Fairways Dr Unit 2, Middletown, NY 10940

  25 Fairways Dr Unit 2, Middletown, NY 10940
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  /42

  $499,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 3,714 Sq Ft

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941

  Investor Special! This unique opportunity includes multiple dwellings across three parcels — 947 Scotchtown Collabar Road, 427 Union School Road, and a deeded vacant lot on County Route 47 (SWIS 332600 SBL 27-1-8.11, Town of Crawford, 1.60 acres). With expansive potential and flexible use options, this compound offers the chance to restore, rebuild, or re-imagine the entire property portfolio.

  Stephen Zondorak Astor Lane Realty

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941
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  /13

  $3,200 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  36 Prospect St, Middletown, NY 10940

  FOR RENT.......Spacious 4 -bedroom, 2-bath single-family home. Features: - living space and natural light - 4 bedrooms - 2 full bath - kitchen - Quiet residential block Utilities: Tenant pays electricity and cooking gas and Heat. Neighborhood: Conveniently located near public transportation, schools, shopping, and local amenities.

  Vladimir Charles-Pierre Our Community Realty Ltd

  36 Prospect St, Middletown, NY 10940
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  $260,000 Sold Jan 24, 2025

  202 Cottage St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1974

  Last Sold Summary

  • 13% Below List Price
  • $221/SF
  • 92 Days On Market

  Current Estimated Value $292,338

  Last Listing Agent Olivia Cappelli Donna Ruffino Realty Corp

  202 Cottage St, Middletown, NY 10940
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  Est $256,033 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  119 Ruth Ct, Middletown, NY 10940

  119 Ruth Ct, Middletown, NY 10940
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  /40

  $465,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  11 Cobblestone Ln, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

  Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
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  /35

  $1,775 - $2,200 per month

  Sherwood Forest Garden Apartments

  1 - 2 Beds

  507 Sherwood Dr N, Middletown, NY 10941

  Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

  507 Sherwood Dr N, Middletown, NY 10941
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  $515,000 Sold Jul 31, 2025

  26 Davidge Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $230/SF
  • 65 Days On Market

  Current Estimated Value $527,100

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
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  Est $511,581 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  105 Jasmine Dr, Middletown, NY 10940

  105 Jasmine Dr, Middletown, NY 10940
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  /2

  $449,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  7001 James Francis Dr, Lockport-Town, NY 14094

  Kathleen Dimillo Listing by HUNT Real Estate Corporation

  

  7001 James Francis Dr, Lockport-Town, NY 14094
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  /13

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 711 Sq Ft
  • Apartment for Rent

  114 Sprague Ave Unit 2, Middletown, NY 10940

  Clean second floor apartment with 2 bedrooms, 1 bathroom, eat-in kitchen and living room. Please note that the 2nd bedroom is very small. Maximum occupanc is 3. Conveniently located right in the heart of Middletown. Close to restaurants, shops, OCC, TOURO, & Garnett Health. Parking available in the rear of house. Plenty of yard space for summer enjoyment. Near bus and train transportation for

  Jennifer Rizo Saldana Keller Williams Hudson Valley

  114 Sprague Ave Unit 2, Middletown, NY 10940
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  $499,000 Sold Jun 30, 2025

  2 Stonerose Ct, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,966 Sq Ft
  • Built 2015

  Last Sold Summary

  • $168/SF
  • 85 Days On Market

  Current Estimated Value $513,827

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  2 Stonerose Ct, Middletown, NY 10940
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  Est $493,433 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  107 Jasmine Dr, Middletown, NY 10940

  107 Jasmine Dr, Middletown, NY 10940
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  /21

  $230,000 Pending

  • 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
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  $1,915 - $2,200 per month

  Rockwood Gardens Apartments

  1 - 2 Beds

  51 Rockwood Cir, Middletown, NY 10941

  Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

  51 Rockwood Cir, Middletown, NY 10941
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  $165,000 Sold Jun 20, 2025

  1425 New York 302, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $164/SF
  • 136 Days On Market

  Current Estimated Value $198,098

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  1425 New York 302, Middletown, NY 10941
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  Est $847,727 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,538 Sq Ft

  172 Stony Ford Rd, Middletown, NY 10941

  172 Stony Ford Rd, Middletown, NY 10941
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  /41

  $649,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  30 Eagles Way, Middletown, NY 10940

  Welcome to 30 Eagles Way — A Rare Detached Townhome in The Fairways at Wallkill. Tucked at the end of a quiet cul-de-sac within the prestigious gated community of The Fairways, this meticulously maintained 3-bedroom, 2.5-bathroom single-family detached townhouse offers over 2,430 sqft of refined living space in the heart of the Hudson Valley.Main Level Living with Modern Elegance: Step inside

  Amanda Brehm Keller Williams Hudson Valley

  30 Eagles Way, Middletown, NY 10940
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  /19

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 750 Sq Ft
  • Apartment for Rent

  108 North St Unit 301, Middletown, NY 10940

  Come tour this updated 3 bedroom/2 bath apartment located in Downtown Middletown with Dec15th occupancy. Enter into a big kitchen with open floor layout to a dining area. Kitchen features newer stainless steel appliances, modern counters, floors & almond cabinets. A bedroom Suite with a private bath. 2 additional bedrooms with a 2nd full bathroom with newer fixtures & shower. A washer and dryer

  Sandra Arnez Keller Williams Hudson Valley

  108 North St Unit 301, Middletown, NY 10940
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  $354,000 Sold Oct 31, 2025

  6 Perrins Mews, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 12 Days On Market

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  6 Perrins Mews, Middletown, NY 10940
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  Est $403,969 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,818 Sq Ft

  14 W Jackson Ave, Middletown, NY 10940

  14 W Jackson Ave, Middletown, NY 10940
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  /18

  $60,000

  • Land
  • 5.26 Acres
  • $11,407 per Acre

  0 Joe Todd Rd Unit 20253963, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you'll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Jewett and Jewett LLC

  0 Joe Todd Rd Unit 20253963, Middletown, NY 10940
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  /13

  $1,450 - $1,950 per month

  Crestwood Apartments

  Studio - 2 Beds

  92 Fitzgerald Dr, Middletown, NY 10940

  Welcome to Crestwood!Discover tranquility and affordability at Crestwood Apartments in Middletown, NYNestled amidst the rolling hills of Middletown, NY, Crestwood Apartments offers a welcoming haven for those seeking comfortable living at an exceptional value. Whether you're a young professional, a family starting out, or a seasoned resident looking for a peaceful retreat, Crestwood

  92 Fitzgerald Dr, Middletown, NY 10940
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  $599,900 Sold Apr 25, 2025

  112 Pine Grove Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,155 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $278/SF
  • 178 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  112 Pine Grove Rd, Middletown, NY 10940
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  Not Listed For Sale

  • 12 Beds
  • 3 Baths
  • 4,924 Sq Ft

  540 County Route 49, Middletown, NY 10940

  540 County Route 49, Middletown, NY 10940
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  /49

  $759,000

  • 5 Beds
  • 3 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
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  /24

  $2,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • House for Rent

  8 Whitman Ct, Middletown, NY 10941

  Price improved! Start your New Year in a new home! Step into this 2-story townhouse located within the Pine Bush school district. This home has been freshly painted and is ready for you to add your personal charm and style. Imagine cozy gatherings in the spacious living room and dining area, where sliding doors open to a private patio and a fenced-in backyard—perfect for festive celebrations or

  Tonya Finn Keller Williams Hudson Valley

  8 Whitman Ct, Middletown, NY 10941
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  $265,000 Sold Sep 29, 2025

  162 Deer Ct Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft
  • Built 1991

  Last Sold Summary

  • $231/SF
  • 52 Days On Market

  Current Estimated Value $268,850

  Last Listing Agent Beverly Huaman Howard Hanna Rand Realty

  162 Deer Ct Dr, Middletown, NY 10940
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  Est $573,398 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,091 Sq Ft

  Unlisted Address

  Unlisted Address
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  /35

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  1 Weather Vane Way, Middletown, NY 10940

  Welcome to the one that finally checks all the boxes at 1 Weather Vane Way, Middletown, NY. This beautifully updated raised ranch offers 4 bedrooms, 2.5 baths, and the perfect blend of modern comfort, smart upgrades, and effortless living. Step inside to an open, airy living room that flows seamlessly into the dining room, which in turn opens directly into the remodeled kitchen, creating the

  Jessica Evans Keller Williams Hudson Valley

  1 Weather Vane Way, Middletown, NY 10940
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  /9

  $2,000 - $2,200 per month

  Stoneridge Manor Apartments

  2 Beds

  22-26 Stoneridge Rd, Middletown, NY 10941

  Stoneridge Manor Apartments - This is an elegant new construction 1,100 square foot two bedroom, two bathroom condo style apartment located in the Goshen Central School District. It is nestled quietly off Route 211 West yet conveniently situated next to the Galleria Mall as well as a Hannaford Supermarket and Shoprite. It is also close to the train station into NYC. It is a beautiful open floor

  22-26 Stoneridge Rd, Middletown, NY 10941
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  $575,000 Sold Sep 26, 2025

  8 Red Oak Ct, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 45 Days On Market

  Current Estimated Value $573,536

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  8 Red Oak Ct, Middletown, NY 10941
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  Est $464,940 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

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