Middletown, NY Homes for Sale

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  $360,000

  • 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

  (329) 212-0993

  71 Commonwealth Ave, Middletown, NY 10940
• Explore Middletown

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  /33

  $355,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  4 Eaton Ct, Middletown, NY 10940

  Welcome to Canterbury Knolls! This beautifully maintained 3-bedroom, 1.5-bathroom home is move-in ready and filled with charm. Step inside to find gleaming hardwood floors throughout, complemented by porcelain tiles in the entryway and kitchen. Enjoy peace of mind with a newer heating system and hot water heater already in place. The Homeowner's Association makes life easier by handling all

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 213-1652

  4 Eaton Ct, Middletown, NY 10940
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  $620,000 Open Sat 2PM - 4PM

  • 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
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  $1,799,000

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  LG PRICE REDUCTION FOR FASTER SALE...OWNER RELOCATING OF THIS Amazing Mini Mansion Luxury Hse on this one ! For those that look for the very best and finest that the Hudson Valley has to offer you are sure to be amazed as you enter this 11200 plus sq ft luxurious brick colonial mansion including 3200 sq ft Indoor Pool room ! Yes you read that correctly, this home is one of the very few that

  

  Mohamed Elgoarany

  All American Realty Management

  (329) 215-0309

  3 Bristol Dr, Middletown, NY 10941
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  /25

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  551 5th, Middletown, NY 10941

  Well maintained 3 bedrooms, 2 bathrooms mobile home in the Valley View mobile home community.Simple one level living, short distance from major highways and shops. Located in the Valley Central School District. Very easy to see. Call today for your own private tour.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 690-3885

  551 5th, Middletown, NY 10941
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  /50

  $849,000

  • 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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  /49

  $447,000

  • 2 Beds
  • 3.5 Baths
  • 2,351 Sq Ft

  43 Pinto Rd E, Middletown, NY 10941

  Welcome to 43 Pinto! An immaculate townhouse in a prime, community location- Liberty Commons. This 2+ bedroom 4 bath is the perfect combination of contemporary luxury living with convenience. This end unit features hardwood floors, open concept first floor, natural light galore, plenty of storage, spacious bedrooms with large closets, 2 car garage, and fully finished basement with full bathroom.

  

  Tiffany Megna

  RE/MAX Town & Country

  (329) 217-1423

  43 Pinto Rd E, Middletown, NY 10941
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  $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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  $539,900

  • 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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  /31

  $525,000 Open Sun 1PM - 3PM

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

  17 Woodrose Ct, Middletown, NY 10940

  Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

  Ermelinda Mclaughlin eXp Realty

  17 Woodrose Ct, Middletown, NY 10940
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  $899,000

  • 4 Beds
  • 4 Baths
  • 5,816 Sq Ft

  30 Heather Ct, Middletown, NY 10941

  This upscale Contemporary Ranch blends classic single-level living with modern architectural accents, highlighted by its elegant stone and stucco facade, dramatic hip-roof design, and expansive, light-filled layout. Perfectly sited on 1.7 acres of beautifully manicured, gently sloped grounds, the home captures stunning open views of rolling fields, forests, and distant mountains, creating a sense

  John Ruggieri BHHS Hudson Valley Properties

  30 Heather Ct, Middletown, NY 10941
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  /37

  $674,999

  • 5 Beds
  • 4.5 Baths
  • 3,642 Sq Ft

  14 Lincoln Terrace, Middletown, NY 10940

  MUST SEE!!! IMPRESSIVE PRESIDENTIAL HEIGHTS RANCH HOME!!! IN GROUND POOL!!! PRICED TO SELL!!!Discover an incredible blend of space, style, and quality construction at 14 Lincoln Terrace, Middletown NY. This truly special five bedroom, five bath home offers an impressive 3,642 square feet of refined single level living. Set in the highly desirable Presidential Heights neighborhood, known for

  Frank Muccari Cronin & Company Real Estate

  14 Lincoln Terrace, Middletown, NY 10940
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  /38

  $539,900

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances,

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
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  $289,000

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  78 Deer Ct Dr, Middletown, NY 10940

  This bright and spacious third-floor corner condo in the sought-after Deer Run community offers two bedrooms and two full baths with an open floor plan ideal for both everyday living and entertaining. Sunlight streams through a wall of windows into the combined living and dining area, while the kitchen provides abundant cabinetry and a generous pantry. The primary suite features a large walk-in

  Eva Kusmierek eXp Realty

  78 Deer Ct Dr, Middletown, NY 10940
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  $549,900

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  21 Cyprus Dr, Middletown, NY 10940

  Welcome to Wildflower at Wallkill—offering easy, one-floor living in one of Orange County’s most sought after 55+ active communities. This well-designed Woodbridge model features two bedrooms and two full baths, along with an open living and dining room combination, while the open kitchen and family room area makes everyday living and entertaining effortless! Enjoy the oversized composite deck,

  Patricia Sassi RE/MAX Benchmark Realty Group

  21 Cyprus Dr, Middletown, NY 10940
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  $278,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  100 Hillside Dr Unit F5, Middletown, NY 10941

  * Gorgeous first-floor condo in a gated community within Goshen School District.* Large open kitchen with new stone countertops and lots of ample cabinet space; furnished with dish washer and newer stainless steel gas range.* Two bedrooms and two full baths with new elongated toilets. The spacious main bedroom has a full bath with walk-in closet.* In-unit washer/dryer.* HOA

  Zhiheng Tang Keller Williams Hudson Valley

  100 Hillside Dr Unit F5, Middletown, NY 10941
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  $500,000

  • 3 Beds
  • 2.5 Baths
  • 2,211 Sq Ft

  17 Magnolia Park Rd, Middletown, NY 10940

  Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

  Amy Rossi Howard Hanna Rand Realty

  17 Magnolia Park Rd, Middletown, NY 10940
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  $650,000 Open House 1/04

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  235 Maples Rd, Middletown, NY 10940

  This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

  Shernette Hall VYLLA Home

  235 Maples Rd, Middletown, NY 10940
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  $499,000

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft

  9 Randall Heights, Middletown, NY 10940

  Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do

  Naomi Streicher Q Home Sales

  9 Randall Heights, Middletown, NY 10940
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  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  10 Scott Dr, Middletown, NY 10941

  Welcome Home! Inviting & Charming Bi-Level Ranch in a Friendly NeighborhoodDiscover the perfect home for your growing family in this beautifully maintained bi-level ranch, ideally situated in a quiet friendly neighborhood within the highly regarded Pine Bush School District.This inviting residence has been thoughtfully updated and features gleaming hardwood floors, new windows, a

  Rudis Rodriguez Keller Williams Realty NYC Grp

  10 Scott Dr, Middletown, NY 10941
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  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940

  Welcome to this spacious 3-bedroom, 2.5-bath townhouse located in the desirable Woodside Knolls Community. Built in 2011, this 1,858-square-foot home (plus finished basement) offers a comfortable and functional layout designed for everyday living. The main level features hardwood and carpet flooring, an open dining area, and a bright living room that connects to the backyard patio, creating a

  Virginia Corbett eXp Realty

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940
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  /17

  $259,900

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940

  DEER RUN! Low Taxes! End Unit! 2 Bedrooms! 2 Full Bathrooms! 3 Car Garage! Master Bedroom Suite with Walk In Closet! Over Sized Living Room/Dining Room! Hard Wood Floors! Recessive Lighting! Central Air! Clubhouse! Pool! Close to Major Highways, Buses, Trains & Shopping!

  Amanda Dnistrian ARC Realty 1 in Sales

  118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940
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  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  15 Lindentree Ln, Middletown, NY 10940

  Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

  Regina Clark Real Estate Circuit Inc

  15 Lindentree Ln, Middletown, NY 10940
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  $499,000

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

  119 Meadow View Dr, Middletown, NY 10940

  Maple Fields Luxury Townhouse – desirable end unit located privately toward the back of the community with its own front entrance. The open-concept main level features a cozy fireplace, perfect for entertaining or relaxing on winter nights. The kitchen offers an island with granite countertops, stainless steel appliances, and custom espresso cabinetry with soft-close drawers. Step out to one of

  Jie Liu Keller Williams Hudson Valley

  119 Meadow View Dr, Middletown, NY 10940
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  /32

  $559,900

  • 3 Beds
  • 3 Baths
  • 2,530 Sq Ft

  37 Wisner Ave Unit 39, Middletown, NY 10940

  OWNER SAYS FINANCING POSSIBLE !!! INQUIRE ....Stunning 37 Wisner Ave. Experience is gorgeous colonial home located in one of the nicest residential neighborhoods in Middletown. This wonderful home is completely Redone in the finest materials and is a 3-4 Bedroom home that features Harwood Floors throughout the first floor. Open, Airy sun drenched Floor plan. Large Living Rm, Formal Dining Rm,

  John Biasi Howard Hanna Rand Realty

  37 Wisner Ave Unit 39, Middletown, NY 10940
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  /31

  $515,000

  • 3 Beds
  • 3 Baths
  • 1,645 Sq Ft

  5 Magar St, Middletown, NY 10940

  Huge Price Reduction! Welcome Home! This beautifully maintained Split -Level residence offers the perfect blend of modern updates. 3 Bedrooms, 3 Full baths, 2 Car garage. Step inside to find beautiful hardwood floors throughout, an inviting family room with an electric fireplace, and Sliding doors (built-in blinds included) to step out into your backyard oasis. A bright dining area with sliding

  Maritza Sanchez HomeSmart Homes & Estates

  5 Magar St, Middletown, NY 10940
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  /18

  $224,500

  • 2 Beds
  • 2 Baths
  • 995 Sq Ft

  302 Concord Ln, Middletown, NY 10940

  Welcome to Buttonwood Hill Condominiums! This first-floor 2-bedroom, 2-bath unit offers easy living with a private feel. The open layout features a spacious living and dining area that flows to a walk-out patio overlooking the woods — the perfect spot for morning coffee or evening relaxation. The kitchen provides ample storage and workspace, while the primary suite includes a full bath and

  Windy Rosengart R2M Realty Inc

  302 Concord Ln, Middletown, NY 10940
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  /40

  $513,999

  • 3 Beds
  • 3 Baths
  • 2,696 Sq Ft

  2 Danielle Ct, Middletown, NY 10940

  Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

  Ravyn Green YourHomeSold Guaranteed Realty

  2 Danielle Ct, 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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  $505,000

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft

  22 Rosecrest Ct, Middletown, NY 10940

  Discover refined living at 22 Rosecrest Court, a nearly 3,000 sq ft designer-inspired townhome blending modern comfort, thoughtful upgrades, and a lifestyle of ease within one of Middletown’s most desirable communities. Crafted in 2015 and meticulously enhanced since, this residence reflects the kind of pride and attention that only comes from true Max Effort living. From the moment you enter,

  Pete Wolven Hudson Valley Home Connection

  22 Rosecrest Ct, Middletown, NY 10940
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  /2

  $529,000

  • 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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  /21

  $479,900 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  4 Avoncroft Ln, Middletown, NY 10940

  Welcome to Woodside Knolls!Step into this bright and spacious 3-bedroom, 2.5-bath townhouse, where comfort and convenience meet modern style. Built in 2009, this 2,427 sq. ft. home—with a finished basement—offers generous room for everyday living.The main level features an open floor plan with hardwood floors, a sunlit living room that opens to a private backyard patio, and a dining area

  Jonathon Lee Keller Williams Hudson Valley

  4 Avoncroft Ln, Middletown, NY 10940
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  /22

  $350,000

  • 3 Beds
  • 1 Bath
  • 892 Sq Ft

  91 Mountain Ave, Middletown, NY 10940

  Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

  Sandra Arnez Keller Williams Hudson Valley

  91 Mountain Ave, Middletown, NY 10940
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  /40

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft

  52 Scotchtown Dr, Middletown, NY 10941

  Welcome Home: Charming One-Level Living in Goshen School District! Discover the ease and comfort of this beautifully refreshed ranch-style home, perfectly situated in the highly sought-after Goshen School District. Move right in and start making memories—all the updates have been handled for you!Key Features You'll Love:Seamless One-Level Living: Enjoy the ultimate convenience with

  Luanne McGann Century 21 Full Service Realty

  52 Scotchtown Dr, Middletown, NY 10941
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  /3

  $110,000

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

  0 County Road 49, Middletown, NY 10940

  6 Acres of Raw Land! Prime Middletown parcel with potential for residential development or investment. Quiet lot with easy access to main roads and nearby amenities. Drive-by only. Utilities not confirmed.

  Bryant Moran YourHomeSold Guaranteed Realty

  0 County Road 49, Middletown, NY 10940
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  /23

  $185,000

  • 1 Bed
  • 1 Bath
  • 830 Sq Ft

  59 Sycamore Dr, Middletown, NY 10940

  NEW TO THE MARKET! -- DISCOVER EXCEPTIONAL VALUE at 59 Sycamore Dr, Middletown, NY. This 1-br condo in Clemson Park offers the perfect opportunity for anyone seeking ownership and an elevated living experience without the high price tag. We're priced to move quickly and don't expect this one to last long! Step inside and be greeted by an open, light-filled layout and living area that flows

  Alexander Panet Real Broker NY LLC

  59 Sycamore Dr, Middletown, NY 10940
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  /37

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,652 Sq Ft

  21 California Dr, Middletown, NY 10940

  Home Is Where the Heart Is , and This One Has Plenty to Give!Welcome to 21 California Drive, a cherished family home that has been lovingly cared for and is ready for its next chapter. Spotless and exceptionally well maintained, this beautiful property will not last long.This charming split-level gem is nestled in the Town of Walkill, a true commuter’s dream within the highly sought-after

  Frank Muccari Cronin & Company Real Estate

  21 California Dr, Middletown, NY 10940
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  /27

  $324,999 Open Sat 2PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  6 Eaton Ct, Middletown, NY 10940

  Welcome to 6?Eaton Court, a bright and comfortable 3-bed, 1.5-bath townhouse nestled in a well-maintained Middletown community. With low-maintenance living made easy, this home is perfect for buyers who want to enjoy life — not worry about it. Step inside to find a smartly laid-out floor plan, where the living areas flow seamlessly and natural light fills the space. The three bedrooms offer

  Vincent Reda Keller Williams Realty

  6 Eaton Ct, Middletown, NY 10940
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  /11

  $129,999

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

  5 Sayer Ln, Middletown, NY 10940

  Welcome to 5 Sayer Lane in Middletown, NY, a rare opportunity with serious potential.This manufactured home sits on its own land and is ready for a full Max-Effort transformation. Whether you plan to fully remodel or remove and replace, the possibilities are wide open. The property previously had all utilities connected, and they remain present on site, giving you a strong head start for

  Pete Wolven Hudson Valley Home Connection

  5 Sayer Ln, Middletown, NY 10940
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  /36

  $349,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,598 Sq Ft

  16 Mountain Ave, Middletown, NY 10940

  Welcome to 16 Mountain Ave — a well-loved home with tons of potential in the heart of town! This spacious 3-bedroom, 1.5-bath Colonial offers the perfect blend of solid maintenance and room to make it your own. An estate property that’s been cared for throughout the years, it features original hardwood floors waiting to shine beneath the carpet, central air, and a layout that truly works for

  Valerie Jewis Keller Williams Hudson Valley

  16 Mountain Ave, 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 $442,462.

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

490 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 12737.

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 6.19%, your estimated principal and interest payment would be $1,950 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.

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 64 days on the market compared to the national average of 53 days. The median sale price for homes in Middletown, NY over the last 12 months is $393,250, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$393,250

Median Single Family Sale Price

$415,000

Median Townhouse Sale Price

$422,499

Median 2 Bedroom Sale Price

$275,000

Median 1 Bedroom Sale Price

$180,000

Average Price Per Sq Ft

$245

Number of Homes for Sale

104

Last 12 months Home Sales

490

Months of Supply

2.50

Median List Price

$399,000

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

5%