Middletown, NY Homes

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  /15

  $99,000

  • Land
  • 5.1 Acres
  • $19,412 per Acre

  Lot 11 Meadow Brook Dr, Middletown, NY 12455

  Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

  Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

  

  Lot 11 Meadow Brook Dr, Middletown, NY 12455
• 

  $325,000 Sold Sep 04, 2025

  • 1,056 Sq Ft
  • $308/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  5 Carl Place, Middletown, NY 10940

  Welcome home to 5 Carl Place, nestled in the charming Washington Heights neighborhood within the Middletown School District. This lovely residence offers 3 spacious bedrooms and 2 bathrooms, perfect for comfortable living. You'll enjoy a formal dining area for hosting gatherings and a kitchen equipped with plenty of cabinet space for all your culinary needs. The hardwood floors throughout the

  Maria Sairrino Cronin & Company Real Estate

  5 Carl Place, Middletown, NY 10940
• 

  Est $451,637 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,616 Sq Ft

  6 Disco Dr, Middletown, NY 10941

  6 Disco Dr, Middletown, NY 10941
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  /30

  $849,900

  • 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

  29 Hubbard Rd, Middletown, NY 10940
• 

  $341,000 Sold Sep 03, 2025

  • 1,540 Sq Ft
  • $221/SF
  • 29 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1989

  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
• 

  Est $515,094 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,260 Sq Ft

  8 Rondack Rd, Middletown, NY 10941

  8 Rondack Rd, Middletown, NY 10941
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  /46

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  565 Prosperous Valley Rd, Middletown, NY 10940

  Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

  Michelle Gruberger Real Estate Circuit Inc

  565 Prosperous Valley Rd, Middletown, NY 10940
• 

  $335,000 Sold Sep 03, 2025

  • 2,536 Sq Ft
  • $132/SF
  • 385 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  208 Grahamtown Rd, Middletown, NY 10940

  PRICE REDUCTION! Welcome to 208 Grahamtown Rd, this charming estate spanning 54+ acres is a nature lover's paradise with abundance in wildlife and mature trees offering immense potential and breathtaking views. The home features beautiful hardwood floors, a wood burning stove, 4 over-sized bedrooms, 2 full bathrooms, 1st floor office/den, multiple outbuildings, and 1 car attached garage. Whether

  Steven Cabrera Resort Realty

  208 Grahamtown Rd, Middletown, NY 10940
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  Est $445,673 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft

  8 Frederick St, Middletown, NY 10941

  8 Frederick St, Middletown, NY 10941
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  /35

  $669,900

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
• 

  $440,000 Sold Sep 02, 2025

  • 2,748 Sq Ft
  • $160/SF
  • 101 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1910

  225 Highland Ave, Middletown, NY 10940

  Great Opportunity For Future Owner Occupant Or An Investor Who Is Looking To Collect $4,450 Of Current Rental Income With Tenants In Place.Fully Renovated In 2020. The Property Was Originally A 2 Family And Has Two Levels, Basement And A Full Attic. 2 Forced Hot Air Systems With Separate Gas And Electric Services. Both Sides Are Set With First Floor Kitchen With Door To Deck On Rear. Living Room

  Mark Karten Karten Real Estate Svcs LLC

  225 Highland Ave, Middletown, NY 10940
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  Est $442,492 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  3 Frederick St, Middletown, NY 10941

  3 Frederick St, Middletown, NY 10941
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  /16

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  718 Mount Hope Rd, Middletown, NY 10940

  Let's welcome the Fall of 2025 with this beautiful and spacious contemporary home sitting on 3 acres lot. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a formal dining area and a very wide and spacious gorgeous kitchen with a great size island, quartz countertops & stainless

  Anita S. Cristiano HomeSmart Homes & Estates

  718 Mount Hope Rd, Middletown, NY 10940
• 

  $665,000 Sold Sep 02, 2025

  • 2,378 Sq Ft
  • $280/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  258 Lybolt Rd, Middletown, NY 10941

  New construction colonial on a 2 acre lot. The Reese model colonial offers 4 bedrooms and 2.5 baths. First floor bedroom along with the living room with hardwood floors and cozy fireplace, dining room with sliders leading out to deck, custom kitchen w/center island, quartz countertops and oversized pantry. The laundry room is conveniently located on the expansive 2nd level along with 3 bedrooms

  Chris Ogden Realty Promotions Inc

  258 Lybolt Rd, Middletown, NY 10941
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  Est $468,606 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  1 Placid Ave, Middletown, NY 10941

  1 Placid Ave, Middletown, NY 10941
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  /6

  $99,000

  • Land
  • 6.48 Acres
  • $15,278 per Acre

  0 Fox Meadow Ln, Middletown, NY 12455

  Surveyed 6.4-Acre Hilltop Parcel with perc test, septic plans to be provided, and with electric on property. Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Fox Meadow Ln, Middletown, NY 12455
• 

  $400,000 Sold Aug 31, 2025

  • 1,406 Sq Ft
  • $284/SF
  • 103 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1926

  21 Wilkin Ave, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Middletown, NY! This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.As you step inside, you'll immediately notice the

  Ben Schubert Richmont Realty

  21 Wilkin Ave, Middletown, NY 10940
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  Est $269,885 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  44 Sarah Ln, Middletown, NY 10941

  44 Sarah Ln, Middletown, NY 10941
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  /21

  $110,000

  • Land
  • 6.5 Acres
  • $16,923 per Acre

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455

  There are many options available for your dream home. This wooded lot has a gradual incline to plateaus overlooking a valley and a mountain. Access to this property is from County Highway 36. It is conveniently located just 15 minutes from Belleayre Mountain or Plattekill Mountain Ski slopes. Power at the front of the lot near rough cut driveway. Walk to the Batavia Kill stream; great fishing!

  Doug Walsh NOLA GUTMANN REALTY

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455
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  $235,000 Sold Aug 29, 2025

  • 1,000 Sq Ft
  • $235/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  256 Concord Ln, Middletown, NY 10940

  This fully renovated two-bedroom, two-bath condo offers modern upgrades and stylish finishes throughout. The kitchen features brand-new appliances and elegant quartz countertops, while the bathrooms boast sleek porcelain countertops. Enjoy the comfort of brand-new vinyl flooring, plush carpeting, and a new boiler, along with the convenience of an in-unit washer and dryer. Two air conditioning

  Carol Cruz Keller Williams Hudson Valley

  256 Concord Ln, Middletown, NY 10940
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  Est $271,342 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  62 Sarah Ln, Middletown, NY 10941

  62 Sarah Ln, Middletown, NY 10941
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  /11

  $299,000

  • Land
  • 1.2 Acres
  • $249,167 per Acre

  0 Wes Warren Dr Unit KEY845621, Middletown, NY 10941

  Prime opportunity to own a vacant parcel on Wes Warren Drive in Middletown, NY, zoned ENT-L (Light Enterprise), ideal for light industrial development or commercial use. This versatile zoning allows for a wide range of permitted uses, including light manufacturing, research and development facilities, service and repair shops, wholesale operations, and self-storage units. The ENT-L designation is

  Matthew Gibbs Keller Williams Hudson Valley

  0 Wes Warren Dr Unit KEY845621, Middletown, NY 10941
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  $230,000 Sold Aug 29, 2025

  • 1,378 Sq Ft
  • $167/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1971

  36 Sandburg Ct, Middletown, NY 10941

  Perfect Starter Home with no HOA in Town of Wallkill! This 3 Bedroom, 1.5 Bathroom Townhouse offers eat-in kitchen,dining area, large living room with sliding doors leading to a private fenced in yard. Upper level consists of 3 generous sized bedrooms & a full bath. Close to I-84, Route 17 & Middletown Shopping. No HOA fees. Fee simple.

  Ernie Acampora River Realty Services, Inc.

  36 Sandburg Ct, Middletown, NY 10941
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  Est $285,470 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  92 Sarah Ln, Middletown, NY 10941

  92 Sarah Ln, Middletown, NY 10941
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  /8

  $90,000

  • Land
  • 5.37 Acres
  • $16,760 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
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  $268,000 Sold Aug 29, 2025

  • 1,131 Sq Ft
  • $237/SF
  • 29 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1910

  197 Highland Ave, Middletown, NY 10940

  **Multiple offer situation. Seller requesting highest, best and final offers 12pm noon, 7/7/2025.** 3 Bedroom, 1.5 Bathroom Old Style Two Story home in Middletown! Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for

  Desiree Beecham River Realty Services, Inc.

  197 Highland Ave, Middletown, NY 10940
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  Est $279,088 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  5 Sarah Ln, Middletown, NY 10941

  5 Sarah Ln, Middletown, NY 10941
• 

  

  /8

  $90,000

  • Land
  • 5.49 Acres
  • $16,393 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Fantastic opportunity to build your full time or weekend getaway. Over FIVE acres of meadow, woods and Mountain View’s. Located minutes to Belleayre to enjoy Catskill mountain events. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Seller may be willing to finance too. Want MORE?? ADDITIONAL

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
• 

  $395,000 Sold Aug 28, 2025

  • 1,164 Sq Ft
  • $339/SF
  • 53 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  7 Randall Terrace, Middletown, NY 10940

  Welcome to this beautifully renovated Cape-style home. This 3-bedroom, 1.5-bath residence also features a versatile den, perfect for a home office, guest room, or playroom. Recent renovations include new siding, flooring throughout, and a fully remodeled bathroom. The layout provides a warm and inviting atmosphere. Step outside to enjoy the large backyard, ideal for outdoor activities, gardening,

  Desiree Beecham River Realty Services, Inc.

  7 Randall Terrace, Middletown, NY 10940
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  Est $277,111 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  53 Sarah Ln, Middletown, NY 10941

  53 Sarah Ln, Middletown, NY 10941
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  /7

  $275,000

  • Land
  • 39.2 Acres
  • $7,015 per Acre

  0 Rebecca Dr, Middletown, NY 10940

  Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

  Alan Eskew Howard Hanna Rand Realty

  0 Rebecca Dr, Middletown, NY 10940
• 

  $498,000 Sold Aug 27, 2025

  • 1,790 Sq Ft
  • $278/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  15 Cobblestone Ln, Middletown, NY 10940

  "Welcome to your dream home in the heart of Middletown, NY! This inviting 3-bedroom, 2.5-bath home is perfect for families, offering spacious living areas and a thoughtfully designed layout for everyday comfort. Located in a vibrant, family-friendly community, you’ll enjoy access to a clubhouse, tennis, basketball courts and a sparkling pool, ideal for making lasting memories with loved ones. For

  Katherine Burgos-Llewellyn Call it Closed Intl. Realty

  15 Cobblestone Ln, Middletown, NY 10940
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  Est $304,128 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  57 Sarah Ln, Middletown, NY 10941

  57 Sarah Ln, Middletown, NY 10941
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  /43

  $425,000

  • Land
  • 63.3 Acres
  • $6,714 per Acre

  0 Bragg Hollow Rd, Middletown, NY 12438

  Investors, nature lovers, outdoor enthusiasts, discover the opportunity of a lifetime with this stunning 66.5-acre surveyed parcel of land nestled in the Catskill Mountains. This remarkable property offers not only a pristine natural setting but also breathtaking land, featuring pristine forested areas, open pastures, and picturesque meadows and quarries. Waterfalls, streams, trails throughout

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Bragg Hollow Rd, Middletown, NY 12438
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  $167,000 Sold Aug 27, 2025

  • 775 Sq Ft
  • $215/SF
  • 38 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1972

  3 Fortune Rd W Unit 3E, Middletown, NY 10941

  Welcome to easy living in this well-maintained first-floor 1-bedroom, 1-bathroom condo in the Town of Wallkill, located in the Pine Bush School District. This move-in ready home offers a comfortable, low-maintenance lifestyle with fantastic value. The spacious layout features a bright living area, a well-appointed kitchen, and a generously sized bedroom with ample closet space. Enjoy the

  Danielle Riggs Keller Williams Hudson Valley

  3 Fortune Rd W Unit 3E, Middletown, NY 10941
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  Est $324,621 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,692 Sq Ft

  19 Red Barn Ln, Middletown, NY 10940

  19 Red Barn Ln, Middletown, NY 10940
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  /24

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  9 Fairview Ave, Middletown, NY 10940

  A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, 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, hardwood floorings - all NEW. Featuring 3

  Anita S. Cristiano HomeSmart Homes & Estates

  9 Fairview Ave, Middletown, NY 10940
• 

  $400,000 Sold Aug 27, 2025

  • 1,644 Sq Ft
  • $243/SF
  • 59 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1975

  21 Creeden Dr, Middletown, NY 10940

  Welcome Home to 21 Creeden Drive! This inviting 3-bedroom, 1.5 Bath home offers the perfect blend of privacy and convenience, located just minutes from town on a peaceful, cul-de-sac road. Featuring a spacious main floor, a walk-out lower level and serene backyard, it is a must-see! While this well-kept home is move-in ready, it also presents an exciting opportunity to add your own touch and

  Ryan Barrett Keller Williams Realty

  21 Creeden Dr, Middletown, NY 10940
• 

  Est $298,677 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  40 Red Barn Ln, Middletown, NY 10940

  40 Red Barn Ln, Middletown, NY 10940
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  /8

  $160,000

  • Land
  • 0.43 Acre
  • $374,710 per Acre

  47 Carpenter Ave, Middletown, NY 10940

  PRICE IMPROVED - Available for Sale is this Prime Vacant Lot with great visibility and traffic count. Zoned HC (Highway Commercial). Permitted uses include Financial institutions, office, religious, retail and service and repair shops. Uses by special permit include clubs and lodges, day care facilities, eating/drinking establishments, funeral parlors, hotel/motel, shopping centers, veterinary

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  47 Carpenter Ave, Middletown, NY 10940

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