Middletown, NY Homes for Sale

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  /25

  $405,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
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  Explore Middletown

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  /26

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  31 Beattie Ave, Middletown, NY 10940

  Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 286-4605

  31 Beattie Ave, Middletown, NY 10940
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  /30

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Looking for a solid investment in the Minisink Valley School District? This newer townhouse (Unit 2C, right side) is tenant-occupied with a lease in place through September 30, 2026, offering immediate income of $2,850/month. Tenants pay for oil and electric, are responsible, and come highly recommended. Privately set, this bright and welcoming home features an open foyer leading into an updated

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 328-4272

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /2

  $369,900

  • 5 Beds
  • 2 Baths
  • 2,440 Sq Ft

  44 Houston Ave, Middletown, NY 10940

  Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 497-6793

  44 Houston Ave, Middletown, NY 10940
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  /2

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  13 Smith St, Middletown, NY 10940

  Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 299-0839

  13 Smith St, Middletown, NY 10940
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  /46

  $449,000

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft

  6 Tice Ln, Middletown, NY 10941

  Set on 3 peaceful acres in a private country setting, this well-maintained raised ranch offers the perfect balance of seclusion and convenience. Located in the Pine Bush School District and just moments from the charming Village of Circleville, this 3-bedroom, 2-bath home is ideal for those looking for space, comfort, and accessibility.The thoughtful floor plan centers around a bright

  

  John Olivero

  Keller Williams Realty

  (329) 666-0552

  6 Tice Ln, Middletown, NY 10941
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  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  389 Fair Oaks Rd, Middletown, NY 10940

  Beautiful contemporary capecod offers 3 to 4 bedrooms and 2 full bathrooms. Open kitchen/dining room with stainless steel appliances, brand new stove, microwave is only 1 year old. Large patio in front of the house. Ceramic tiles and hardwood floors throughout. Primary bedroom has a walk-in closet. First floor bedroom makes an ideal guest room, or for someone that doesn't want to do do stairs.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-1615

  389 Fair Oaks Rd, Middletown, NY 10940
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  /7

  $234,999

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  218 Concord Ln, Middletown, NY 10940

  Welcome to this charming first-floor condo located in Buttonwood Hills community! With 2 bedrooms, 2 baths, and a patio, this well-maintained unit offers a galley kitchen, dining area, and living room. Enjoy access to clubhouse amenities and a community poolhouse. Ideal for those seeking convenience and community living.

  

  John Olivero

  Keller Williams Realty

  (329) 208-2534

  218 Concord Ln, Middletown, NY 10940
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  /41

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  1583 Mountain Rd, Middletown, NY 10940

  Looking for your piece of paradise?... You just found it! This great contemporary home offers 4 to 5 bedrooms, 2.5 bathrooms, a 2 car garage on 1 acre of land. Large windows, vaulted ceilings and skylights allow the flow of natural light throughout the house. You'll also find beautiful hardwood floors throughout. Kitchen was updated in 2020 offering plenty of cabinets and stainless steel

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3559

  1583 Mountain Rd, Middletown, NY 10940
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  /50

  $879,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 393-3879

  3 Kings Dr, Middletown, NY 10941
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  /21

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  125 Whipple Rd, Middletown, NY 10940

  Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

  Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
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  /36

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  /50

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  166 Hilly's Ln, Middletown, NY 12455

  Escape to your own private retreat on 13.2 acres in the charming community of New Kingston. This updated cedar sided chalet offers 3 bedrooms plus a cozy sleeping nook, 2 beautifully renovated baths, and a long list of thoughtful upgrades within the past 24 months. A Tuli Kivi soapstone stove fireplace insert brings warmth and charm, but the true showstopper is the 18’ x 18’ screened

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  166 Hilly's Ln, Middletown, NY 12455
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  /39

  $499,000

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

  4 Putters Way, Middletown, NY 10940

  Beautiful townhouse-style condo in the gated community of The Fairways. Walk in to a tiled foyer leading you to a den with full egress windows. Built-in cabinets for display and for storage. Up the stairs you have a beautiful living room with 2nd floor large windows with views overlooking the charming street. Corner gas fireplace, more built-ins for display and for entertaining ease. The

  Susanne Dermigny Howard Hanna Rand Realty

  4 Putters Way, Middletown, NY 10940
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  /33

  $615,000

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  9 Crane Rd, Middletown, NY 10941

  Welcome to 9 Crane Road, in Middletown, New York where comfort meets charm, and every day feels like home.Step into this beautifully well maintained residence, nestled on a quiet, tree-lined block. This move-in-ready home is designed for those who crave warmth, flexibility, and room to grow.From the moment you enter, natural light pours through every corner, highlighting elegant crown

  Shanese Williams Real Broker NY LLC

  9 Crane Rd, Middletown, NY 10941
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  /29

  $569,000

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  88 James Clark Dr, Middletown, NY 10940

  Nestled in the scenic Town of Wallkill and within the Pine Bush School District, this elegant 2,284 sq. ft. stucco-front center hall colonial offers timeless charm and modern convenience. The grand entryway welcomes you with an automatic chandelier, gleaming hardwood floors, formal dining room and an inviting layout designed for both comfort and entertaining. Enjoy year-round comfort with central

  Debbie Goldstein Howard Hanna Rand Realty

  88 James Clark Dr, Middletown, NY 10940
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  /42

  $489,000

  • 3 Beds
  • 3.5 Baths
  • 1,723 Sq Ft

  20 Atwood Dr, Middletown, NY 10940

  Elegant Townhome Living in the Heart of Middletown 3 Beds | 3.5 Baths | Sophisticated Finishes | Exceptional Amenities Welcome to a truly refined lifestyle in this beautifully appointed townhome, nestled within the highly sought-after Maple Fields community. Boasting timeless design and modern luxury, this residence offers the perfect combination of upscale comfort and convenience—just minutes

  Kevin Grier Keller Williams Hudson Valley

  20 Atwood Dr, Middletown, NY 10940
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  /16

  $325,000

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

  1 Lexington Way, Middletown, NY 10940

  The Place You've Been Looking For! The Perfection Home in the Perfect Location! This end-unit condo is within 5 miles of all your needs. This updated 3 bedroom, 2.5 bathroom comes with a great open kitchen, new vinyl flooring, granite bathroom countertops, stainless steel appliances, and the space you want! Outside you can enjoy the basketball court, professionally maintained yards and snow

  Jordan Spordone HomeSmart Homes & Estates

  1 Lexington Way, Middletown, NY 10940
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  /21

  $479,900

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

  93 Rolling Meadows Rd, Middletown, NY 10940

  Looking for more space, peace and comfort while still being close to New York City? Welcome to this beautiful four bedroom PLUS home nestled in one of the most desirable counties. With easy access to major highways, NYC commuter route and just minutes from the famous Woodbury Common Premium Outlets, this home offers the best of both convenience and tranquility. Step inside and discover updated

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  93 Rolling Meadows Rd, Middletown, NY 10940
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  /47

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
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  /45

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,933 Sq Ft

  116 Lewis Landing Rd, Middletown, NY 10940

  Wow! Country setting with all the room you need.1.8 acres with fenced back yard and surrounded by trees. This raised ranch is in the Minisink Valley School District and close to commuter routes and transport. It comes with an attached oversized 2 car garage(26'X30'),and a two car turn around off the driveway entrance. A recent addition offers a first-floor flex space; family room/office with a

  Thomas Smith Cronin & Company Real Estate

  116 Lewis Landing Rd, Middletown, NY 10940
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  /35

  $489,000

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

  38 Highrose Ridge Way, Middletown, NY 10940

  Welcome to a beautifully maintained 6-year-young home offering comfort, style, and an unbeatable location. This spacious residence features 3 generously sized bedrooms and multiple living spaces, including a warm and inviting living room and a bright, open family room perfect for gatherings or quiet evenings in.The heart of the home is the well-appointed kitchen, offering plenty of counter

  Donna Reese Keller Williams Hudson Valley

  38 Highrose Ridge Way, Middletown, NY 10940
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  /44

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft

  100 Academy Ave, Middletown, NY 10940

  WELCOME HOME!!! A lovely and spacious single family property, with an extra large backyard, located in the center of Middletown is looking for its new owners, ready to move in!!!The house features a total of 4 bedrooms, 2 full baths, plus a office room, with a semi finished basement for laundry and storage. New SS washer dryer included! The 1st floor consists of a nice kitchen with

  Mordy Abelesz eXp Realty

  100 Academy Ave, Middletown, NY 10940
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  /34

  $319,000

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

  15 Silo Ln, Middletown, NY 10940

  The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you enter you will notice the eat in kitchen that

  Pedro Garcia Curasi Realty, Inc.

  15 Silo Ln, Middletown, NY 10940
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  /38

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  7 Avoncroft Ln, Middletown, NY 10940

  Discover the perfect balance of modern design and everyday comfort in this beautifully updated 3-bedroom, 3-bath corner townhouse, ideally located in one of Middletown’s most sought-after neighborhoods. Step inside and be welcomed by a bright, open-concept living space that feels both chic and inviting. The stylishly renovated kitchen is a true standout and it is complete with sleek countertops,

  Kewin Garabito eXp Realty

  7 Avoncroft Ln, Middletown, NY 10940
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  /27

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  30 Avoncroft Ln, Middletown, NY 10940

  Welcome to 30 Avoncroft Lane – Woodside Knolls, Middletown, NYThis move-in-ready 3-bedroom, 2.5-bath townhouse combines comfort, style, and community living in one of Middletown’s most desirable neighborhoods. Inside, you’ll find updated flooring, a bright open layout, and a spacious finished basement—perfect for a home gym, playroom, family room, or creative studio.The main level

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
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  /31

  $470,000

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  295 Lybolt Rd, Middletown, NY 10941

  Spacious home with large yard on a quiet street - what more could you want? This beautiful contemporary home has had many upgrades over the last few years! The main level features an open kitchen, dining room and living room with partial wrap around deck - perfect for entertaining or just extended living space. Three large bedrooms and two full bathrooms complete the upper level. Downstairs

  Britanni Gaucher Keller Williams Realty

  295 Lybolt Rd, Middletown, NY 10941
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  /34

  $339,900

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  110 Deer Ct Dr, Middletown, NY 10940

  BACK ON THE MARKET! Welcome to 110 Deer Court Drive, a bright and well maintained 3-bedroom, 2.5-bath unit in the highly sought-after Deer Run community in Middletown, NY. This inviting home features a spacious open floor plan filled with natural light, perfect for both everyday living and entertaining. The living room offers a cozy wood-burning fireplace while the separate dining area flows

  Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  /37

  $499,999

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Located on one of the most scenic and peaceful roads in Orange County, this spacious mother-daughter home offers exceptional privacy on a full acre of land, just minutes from Middletown shopping, dining, and NYC train access. Tucked away on a quiet road, the home provides a rare sense of seclusion while still being close to everyday conveniences. Inside, you’ll find two full kitchens with

  Kewin Garabito eXp Realty

  612 Shoddy Hollow Rd, Middletown, NY 10940
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  /8

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
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  /25

  $535,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

  AnnaMarie O'Brien Curasi Realty, Inc.

  727 Route 17m, Middletown, NY 10940
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  /41

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location!Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
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  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,140 Sq Ft

  7 Highland View Place, Middletown, NY 10940

  Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

  Hilary Hemans-Mensah Keller Williams Realty

  7 Highland View Place, Middletown, NY 10940
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  /20

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

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

  Cute meets Convenient! This 3 bedroom, 2 bath cape cod has a lovely backyard that extends beyond Monhagen Brook. It features a 1st floor bedroom and bathroom with additional bathroom on 2nd floor for 2 bedrooms. Original hardwood floors throughout. Feel like you are priced out of today's market? Turn this charmer into the adorable cape cod it's meant to be. Literally around the corner to a

  Sharon Reynolds Keller Williams Hudson Valley

  242 1/2 W Main St, Middletown, NY 10940
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  /15

  $129,000

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft

  318 Ruth Ct, Middletown, NY 10940

  Welcome to this one-bedroom, one-bath condo located in the Eagles Point/Eastview Condominium community. This second floor unit offers an open floor plan that seamlessly connects the living room to the dining area, making it perfect for entertaining guests. With a little creativity and vision, this condo can be transformed into a warm and stylish home. Don't miss the opportunity to bring new

  Patricia Sassi RE/MAX Benchmark Realty Group

  318 Ruth Ct, Middletown, NY 10940
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  /25

  $379,999

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  408 County Route 22, Middletown, NY 10940

  MINISINK SCHOOLS-Welcome home to 408 County Route 22, a charming raised ranch in the heart of the Hudson Valley. This home is ready for your personal touch and updates, with a list of solid improvements that give you a head start. Inside, the home features a traditional raised ranch layout with living, dining and kitchen spaces on the main level, plus bedrooms and baths awaiting your vision. The

  Glenn Ramcharitar Rita Levine Real Estate

  408 County Route 22, Middletown, NY 10940
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  /6

  $94,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  3 Birch St, Middletown, NY 10940

  Single Family Seasonal Cottage in Middletown!Here's the opportunity to create your perfect getaway at this cozy 2 story cabin set on a 50 x 100 ft lot in the heart of Middletown. Currently, the attic portion is being converted to living space. This cabin holds endless potential and offers buyers a chance to design a custom retreat or full-time residence. Property features:- 4

  Thomas Horodecki Capri Jet Realty Corp

  3 Birch St, Middletown, NY 10940
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  /18

  $60,000

  • Land
  • 5 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
• 

  

  /18

  $60,000

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

  0 Joe Todd Rd Unit R1633807, 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 Listing by Jewett and Jewett LLC

  

  0 Joe Todd Rd Unit R1633807, Middletown, NY 10940
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  /50

  $379,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft

  4 Russell Mews, Middletown, NY 10940

  Welcome to this beautifully updated home! Enjoy an open-concept kitchen with new cabinets; they're the larger size for extra storage. There's a large farm sink and a bump-out counter for additional seating. The appliances are on the newer side, including a microwave and dishwasher purchased in 2021, complemented with the stove and refrigerator that were updated in 2020. A convenient

  Luanne McGann Century 21 Full Service Realty

  4 Russell Mews, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 4

Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, with a population of around 30,000. This historic city, dating back to 1848, features a mix of Colonial Revival, Cape Cod, and split-level homes, alongside newer traditional and contemporary styles. Middletown's downtown area, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling hub for shopping, dining, and entertainment. Popular eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is dotted with microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional amenities such as a bowling alley, movie theater, and adventure park. For outdoor activities, Middletown has 14 parks, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample hiking and fishing opportunities. The historic Paramount Theatre and Quinnz Pinz bowling alley are key entertainment venues, while community events like the Orange County Fair and the Summer Concert Series foster a vibrant local culture. Middletown High School offers specialized academy programs in STEM and other fields, contributing to the city's educational landscape. Overall crime rates in Middletown are comparable to state and national averages. Middletown is well-connected via U.S. Route 211, Interstate 84, and NY State Route 17, with bus routes to Manhattan and proximity to New York Stewart International Airport, located 20 miles east.

Learn more about living in Middletown

Frequently Asked Questions

What is the average home price in Middletown, NY?

Homes for sale in Middletown, NY have an average home price of $444,061.

How many homes have sold over the last 12 months in Middletown, NY?

503 homes have sold in Middletown, NY over the last 12 months.

What are the most popular zip codes in Middletown, NY?

The most popular zip codes in Middletown, NY include 10940, 14094, 10958, 10941 and 10973.

How much do you need to make to afford a house in Middletown?

The median home price in Middletown is $399,000. If you put a 20% down payment of $79,800 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $2,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K a year to afford the median home price in Middletown.

How are the schools in Middletown, NY?

Middletown, NY has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Northern Academy, Minisink Valley Elementary School and Harmony Christian School. Browse all the schools in Middletown, NY to learn more.

Home Trends in Middletown, NY

On average, homes in Middletown, NY sell after 61 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, NY over the last 12 months is $395,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$395,000

Median Single Family Sale Price

$415,000

Median Townhouse Sale Price

$400,000

Median 2 Bedroom Sale Price

$275,000

Median 1 Bedroom Sale Price

$169,000

Average Price Per Sq Ft

$243

Number of Homes for Sale

110

Last 12 months Home Sales

503

Months of Supply

2.60

Median List Price

$399,000

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

7%