Middletown, NY Homes

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  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
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  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,249 Sq Ft
  • Condo for Rent

  934 Tower Ridge Cir, Middletown, NY 10941

  Come home to Tower Ridge Grande! Step inside and you'll be struck by the spaciousness of the condo and recognize as well how the brilliant open floor plan offers privacy for each bedroom. Set apart from the living spaces, the entire primary suite (approx 12' x 15' bedroom) and two-sink en suite bath offer refuge and can be made completely private from the rest of the living space. The second

  Edward Sattler BHG Real Estate Green Team

  934 Tower Ridge Cir, Middletown, NY 10941
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  $620,000 Sold Sep 18, 2025

  122 W Main St, Middletown, NY 10940

  • 6 Beds
  • 4 Baths
  • 4,491 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $138/SF
  • 26 Days On Market

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  122 W Main St, Middletown, NY 10940
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  Est $336,107 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
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  $575,000 Pending

  • 6 Beds
  • 4 Baths
  • 2,074 Sq Ft

  126 W Main St, Middletown, NY 10940

  STUNNING MIDDLETOWN MULTI-FAMILY is now available for your purchase!! This 2-family Colonial is in turn-key condition and offers all the space that you need with nothing left to do but unpack. Ideal for an extended family or allow the rental income of the other unit pay your mortgage! The main home consists of 3 bedrooms, one being a 1st level Suite with a private bath. A 3 bedroom, 2.5 bath with

  Sandra Arnez Keller Williams Hudson Valley

  126 W Main St, Middletown, NY 10940
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  /14

  $1,850 per month

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

  108 North St Unit 201, Middletown, NY 10940

  Downtown Middletown offers this updated 3 bedroom/2 bath apartment available for Nov 15th 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 are

  Sandra Arnez Keller Williams Hudson Valley

  108 North St Unit 201, Middletown, NY 10940
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  $429,000 Sold Aug 20, 2025

  118 White Bridge Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,794 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $239/SF
  • 57 Days On Market

  Current Estimated Value $438,180

  Last Listing Agent Feng Chang Acer Realty Inc

  118 White Bridge Rd, Middletown, NY 10940
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  Est $561,790 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,988 Sq Ft

  27 Cornfield Rd, Middletown, NY 10940

  27 Cornfield Rd, Middletown, NY 10940
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  $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
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  /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
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  $345,000 Sold Jan 23, 2025

  51 Pine Ct, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Above List Price
  • $169/SF
  • 29 Days On Market

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
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  Est $588,598 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
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  $419,000

  • 3 Beds
  • 1.5 Baths
  • 1,984 Sq Ft

  32 Dudley Ln, Middletown, NY 10940

  All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a

  Naomi Streicher Q Home Sales

  32 Dudley Ln, Middletown, NY 10940
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  /22

  $3,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,600 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
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  $141,000 Sold May 28, 2025

  40 Carpenter Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $210/SF
  • 39 Days On Market

  Current Estimated Value $154,862

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  40 Carpenter Ave, Middletown, NY 10940
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  Est $464,755 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
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  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  $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
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  $344,500 Sold Mar 14, 2025

  62 Beers Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $268/SF
  • 14 Days On Market

  Current Estimated Value $360,612

  Last Listing Agent Robin Kelly Picture It Sold, LLC

  62 Beers Dr, Middletown, NY 10940
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  Est $482,470 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
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  $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
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  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  84 Foster Rd, Middletown, NY 10941

  Welcome to this cozy one bedroom cottage that perfectly blends comfort, convenience, and charm. Tucked away on a quiet property, this inviting home offers privacy while still being close to local amenities, shops, and major routes. Step inside to find a bright and welcoming living space with a comfortable open layout. The main level features a living room / dining room combo, a bedroom, a full

  Paul Esposito Nicoli Realty

  84 Foster Rd, Middletown, NY 10941
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  $465,000 Sold Jun 23, 2025

  97 Rolling Meadows Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $226/SF
  • 155 Days On Market

  Current Estimated Value $479,428

  Last Listing Agent Kathy White Exit Realty Connections

  97 Rolling Meadows Rd, Middletown, NY 10940
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  Est $453,564 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  22 Nicole Place, Middletown, NY 10940

  22 Nicole Place, Middletown, NY 10940
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  /19

  $499,950

  • 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
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  $3,000 per month

  • 4 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • House for Rent

  23 Albert St, Middletown, NY 10940

  Spacious 4-Bedroom Mother-Daughter Home for Rent Welcome to 23 Albert Street, a rare rental opportunity in the heart of Middletown! This spacious 4-bedroom, 2-bath whole house rental offers a versatile mother-daughter layout perfect for extended families or those needing extra space. Inside, you’ll find: Two full kitchens – ideal for separate living quarters or added convenience. Four generously

  Kevin Grier Keller Williams Hudson Valley

  23 Albert St, Middletown, NY 10940
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  $370,000 Sold Jan 23, 2025

  16 State St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 2,040 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $181/SF
  • 126 Days On Market

  Current Estimated Value $390,515

  Last Listing Agent Joel Jeremias Sage Realty Center LLC

  16 State St, Middletown, NY 10940
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  Est $485,725 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft

  50 Nicole Place, Middletown, NY 10940

  50 Nicole Place, Middletown, NY 10940
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  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,823 Sq Ft

  264 Lybolt Rd, Middletown, NY 10941

  Located on a quite country road in the town of Wallkill sits this MOVE IN READY new construction colonial on 2.12 wooded private acres in the sought after Pine Bush School district. The Mable offers an open floor plan design on the first level with hardwood floors throughout the oversized living room with a gas fireplace, formal dining room and custom kitchen with breakfast bar, quartz

  Chris Ogden Realty Promotions Inc

  264 Lybolt Rd, Middletown, NY 10941
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  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft
  • House for Rent

  6 Charlotte Mews, Middletown, NY 10940

  New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

  Zhiheng Tang Keller Williams Hudson Valley

  6 Charlotte Mews, Middletown, NY 10940
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  $475,000 Sold Dec 04, 2025

  38 Highrose Ridge Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $172/SF
  • 73 Days On Market

  Last Listing Agent Donna Reese Keller Williams Hudson Valley

  38 Highrose Ridge Way, Middletown, NY 10940
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  Est $452,433 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
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  /2

  $419,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,214 Sq Ft

  242 Derby Rd, Middletown, NY 10940

  Welcome to 242 Derby Road.

  Isaiah Lopez Keller Williams Hudson Valley

  242 Derby Rd, Middletown, NY 10940
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  /18

  $2,900 per month

  • 3 Beds
  • 1 Bath
  • 1,292 Sq Ft
  • House for Rent

  7 Woods Place, Middletown, NY 10940

  Welcome to 7 Woods Place in Middletown, a truly cozy and charming three-bedroom, one-bathroom home that blends comfort, convenience, and character. Fresh to the market and sure to draw attention quickly, this property offers a warm and inviting layout with recent updates, including a new washer and dryer from renovations just two years ago. The home also features an unfinished basement providing

  Virginia Corbett eXp Realty

  7 Woods Place, Middletown, NY 10940
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  $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 $180,866

  Last Listing Agent Shannon Stewart Curasi Realty, Inc.

  129 Foster Rd, Middletown, NY 10941
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  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
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  $269,000

  • 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
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  /9

  $1,900 per month

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

  28 California Ave, Middletown, NY 10940

  For Rent: Charming 2-Bedroom Apartment – Prime Location!Welcome home to this spacious 2-bedroom, 1-bathroom apartment offering 925 sq. ft. of comfortable living space. Featuring a mix of hardwood and vinyl flooring, this home combines style and convenience.The modern kitchen is equipped with stainless steel appliances, making meal prep a breeze. Enjoy a well-designed layout with plenty of

  Jean DiMatteo DiMatteo Realty LLC

  28 California Ave, Middletown, NY 10940
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  $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 $274,479

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  122 Cottage St, Middletown, NY 10940
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  Est $350,631 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,294 Sq Ft

  919 Winterton Rd, Middletown, NY 10940

  919 Winterton Rd, Middletown, NY 10940

Showing Results 241 - 280, Page 7 of 18