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Middletown, NY Homes for Sale

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  • /25

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    71 Commonwealth Ave, Middletown, NY 10940

    Middletown Gem: Updated Home, Unbeatable Location, Finally Priced Right. Welcome to 70 miles of freedom from NYC with none of the sacrifice. This thoughtfully updated Middletown home sits in one of Orange County's most connected communities, where Metro-North train access and major highway proximity put Manhattan within easy reach while keeping you rooted in the peace and affordability of Hudson

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (329) 212-0993

    71 Commonwealth Ave, Middletown, NY 10940
  • /32

    $1,799,000

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

    3 Bristol Dr, Middletown, NY 10941

    Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 square feet of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment.Built in 2002, this 6-bedroom, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday

    Agent Photo

    Mohamed Elgoarany

    All American Realty Management

    (329) 215-0309

    3 Bristol Dr, Middletown, NY 10941
  • /50

    $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

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (845) 209-0146

    29 Hubbard Rd, Middletown, NY 10940
  • /50

    $829,000

    • 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

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    (329) 208-2931

    3 Kings Dr, Middletown, NY 10941
  • /22

    $469,000

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

    171 High Barney Rd, Middletown, NY 10940

    Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

    Agent Photo

    Haakim Byrd

    HomeSmart Homes & Estates

    (329) 201-4415

    171 High Barney Rd, Middletown, NY 10940
  • /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.

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 217-4085

    551 5th, Middletown, NY 10941
  • /48

    $483,900

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    53 Cornwall Ln, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 217-0628

    53 Cornwall Ln, Middletown, NY 10940
  • /50

    $620,000

    • 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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 207-0914

    179 Reservoir Rd, Middletown, NY 10940
  • /21

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,736 Sq Ft

    74 Pocatello Rd, Middletown, NY 10940

    .

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    Catherine Eichner

    Eichner Realty Group Inc.

    (329) 207-0303

    74 Pocatello Rd, Middletown, NY 10940
  • /13

    $329,900

    • 3 Beds
    • 1 Bath
    • 976 Sq Ft

    39 Orange Terrace, Middletown, NY 10940

    Are you looking for an affordable home? You have found it here. This beautifully updated three-bedroom, one-bath home sits on a spacious 0.21-acre lot, offering the perfect blend of comfort, style, and outdoor living. Inside, the home features a bright and welcoming living area, a refreshed kitchen with modern finishes, and a clean, updated bathroom designed for everyday convenience.Step

    Agent Photo

    Catherine Eichner

    Eichner Realty Group Inc.

    (329) 208-2797

    39 Orange Terrace, Middletown, NY 10940
  • /44

    $475,000

    • 3 Beds
    • 3 Baths
    • 1,674 Sq Ft

    57 Boorman Rd, Middletown, NY 10940

    This nicely renovated Dutch Colonial is located on 5+ acres surrounded by mature trees just minutes from Middletown and in Minisink schools. Renovated kitchen has Quartz counters, ceramic tile floor, subway tile back splash, new cabinets and stainless appliances. Wood stove for additional source of heat, first floor full bath and livingroom, diningroom rounds out the first floor. Upstairs find a

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 212-0455

    57 Boorman Rd, Middletown, NY 10940
  • /30

    $479,000

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

    8 Atwood Dr, Middletown, NY 10940

    Experience elevated townhome living in this beautifully maintained residence located in the sought-after Maple Fields neighborhood of Middletown. Offering elegance and modern updates, this home delivers comfort, space, and convenience, just a short distance from transportation options to New York City. Upon entry, you’re welcomed by gleaming hardwood floors and a thoughtfully designed open layout

    Sandra Laramore Redfin Real Estate

    8 Atwood Dr, Middletown, NY 10940
  • /49

    $759,000

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

    482 Scotchtown Ave, Middletown, NY 10941

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

    Pamela Henning Keller Williams Hudson Valley

    482 Scotchtown Ave, Middletown, NY 10941
  • /34

    $640,000

    • 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
  • /34

    $485,000

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    49 Woodside Knolls Dr, Middletown, NY 10940

    Welcome to Woodside Knolls! Discover this beautiful tri-level townhouse located in one of the area’s most desirable communities. This weill maintained home features 9' ceilings on the main level, a cherry kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level. Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully finished

    Naomi Streicher Q Home Sales

    49 Woodside Knolls Dr, Middletown, NY 10940
  • /26

    $599,990

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

    2078 Route 6, Middletown, NY 10940

    Unique bi-level house with spectacular 9-foot ceilings , from the moment you step inside , the grand entryway and soaring ceilings set the tone , complemented by abundant natural light and stunning views, just off entry the heart of the home awaits- beautiful granite countertop in kitchen with stainless appliances , hardwood floors flows seamlessly through the cozy living room anchored by a

    Steve Ruiz-Esparza eRealty Advisors, Inc

    2078 Route 6, Middletown, NY 10940
  • /39

    $525,000

    • 5 Beds
    • 2 Baths
    • 2,515 Sq Ft

    3 Ben Lomond Dr, Middletown, NY 10941

    Welcome to 3 Ben Lomond Drive, a meticulously maintained home nestled in a quiet Middletown neighborhood surrounded by parks, hiking paths, and running trails, offering the perfect blend of space, comfort, and lifestyle convenience. This expansive residence features 5 bedrooms and 2 full bathrooms, with a bright, open layout ideal for both everyday living and entertaining. The main level

    Joseph Rubeo Keller Williams Hudson Valley

    3 Ben Lomond Dr, Middletown, NY 10941
  • /42

    $679,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    864 Route 17m, Middletown, NY 10940

    Discover a Stunning Brand New Colonial Home nestled in the heart of the town of Wallkill . The grand entrance boast with a beautiful front porch to the main floor with its gleaming Walnut hardwood floors offers a spacious living room with built-in electric fireplace to a dining dining area open to an elegant kitchen with a massive gorgeous island, beautiful granite countertops, backsplash tiles,

    Anita S. Cristiano HomeSmart Homes & Estates

    864 Route 17m, Middletown, NY 10940
  • /26

    $574,999 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,255 Sq Ft

    53 Daly Rd, Middletown, NY 10940

    Say hello to the best of both worlds! A peaceful residence located in Middletown, NY! This beautifully designed residence offers a seamless flow for modern living. The heart of the home is an expansive kitchen, connected to a generous dining area—ideal for hosting dinner parties or holiday gatherings. Step outside through the sliding doors to your private oasis: an extra large refinished deck

    Michelle Pepe Curasi Realty, Inc.

    53 Daly Rd, Middletown, NY 10940
  • /24

    $499,900

    • 1 Bed
    • 1.5 Baths
    • 1,428 Sq Ft

    6 Bart Bull Rd, Middletown, NY 10941

    Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

    Rebecca Matta-Candela Keller Williams Realty

    6 Bart Bull Rd, Middletown, NY 10941
  • /31

    $515,000

    • 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
  • /29

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft

    599 Guymard Turnpike, Middletown, NY 10940

    TIMELESS ELEGANCE - MODERN COMFORT - EFFORTLESS LIVINGNestled within the highly regarded Minisink Valley Central School District, this exquisitely updated vintage residence masterfully blends historic charm with refined contemporary living. THOUGHTFULLY RENOVATED, this home offers warmth, sophistication, and effortless functionality. The heart of the home is the stunning kitchen, featuring

    Mary Ann Mitchell eXp Realty

    599 Guymard Turnpike, Middletown, NY 10940
  • /38

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    43 Woodside Knolls Dr, Middletown, NY 10940

    This exceptional property at 43 Woodside Knolls, Middletown, NY 10940 offers an effortlessly designed, three-bedroom, two-and-a-half-bath townhouse that is perfectly move-in ready and tailored for a relaxed, low-maintenance lifestyle, all while delivering a prime commuter location. The residence is situated within the highly sought-after Woodside Knolls community, renowned for its excellent

    Ramanjit Dhanoa eXp Realty

    43 Woodside Knolls Dr, Middletown, NY 10940
  • /50

    $499,999

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    63 Blumel Rd, Middletown, NY 10941

    Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

    Gary MacEntee Keller Williams Realty

    63 Blumel Rd, Middletown, NY 10941
  • /35

    $169,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    238 Concord Ln, Middletown, NY 10940

    Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

    Andi Berisha BHHS Hudson Valley Properties

    238 Concord Ln, Middletown, NY 10940
  • /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
  • /2

    $394,900 Open Sat 12PM - 2PM

    • 4 Beds
    • 1.5 Baths
    • 1,417 Sq Ft

    20 Dubois St Unit 18 1/2, Middletown, NY 10940

    Welcome to 20 Dubois Street! Beautifully maintained split-level home located just minutes from SUNY Orange. This move-in-ready home features hardwood floors, a sun-filled living room, and a formal dining room. The updated designer kitchen offers upgraded hardware, a stylish backsplash, and a skylight for added natural light. The home includes four generously sized bedrooms, updated bathrooms with

    Isaiah Lopez Keller Williams Hudson Valley

    20 Dubois St Unit 18 1/2, Middletown, NY 10940
  • /27

    $299,999

    • 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
  • /48

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    441 Scotchtown Collabar Rd, Middletown, NY 10941

    Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

    Jacob Matthews Ellis Sotheby's Intl Realty

    441 Scotchtown Collabar Rd, Middletown, NY 10941
  • /30

    $339,999

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    5 Mills Ave, Middletown, NY 10940

    LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

    Richard Baxter Keller Williams Realty

    5 Mills Ave, Middletown, NY 10940
  • /24

    $215,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

    Sandra Arnez Keller Williams Hudson Valley

    326 Concord Ln, Middletown, NY 10940
  • /18

    $429,000

    • 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
  • /4

    $1,650,000

    • Land
    • 7.5 Acres
    • $220,000 per Acre

    32 Gibbs Ct, Middletown, NY 10940

    32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

    Peter Janis Berkshire Hathaway HS NE Prop.

    32 Gibbs Ct, Middletown, NY 10940
  • /35

    $999,999

    • 3 Beds
    • 2.5 Baths
    • 3,315 Sq Ft

    535 County Route 22, Middletown, NY 10940

    Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

    John Biasi Howard Hanna Rand Realty

    535 County Route 22, Middletown, NY 10940
  • /3

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    21 Philcox Rd, Middletown, NY 10940

    Rare opportunity to own two homes next door to each other in the Pine Bush School District. This one-owner 1986 ranch offers 3+ bedrooms and 2+ baths with a finished walk-out lower level. Main level features an eat-in kitchen, dining room, and spacious living room. Lower level includes a private primary bedroom and additional finished space suitable for extended living. Property includes a 3-car

    Joseph Rubeo Keller Williams Hudson Valley

    21 Philcox Rd, Middletown, NY 10940
  • /19

    $172,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    509 5th Ave, Middletown, NY 10941

    Want to buy an almost new home for $172,000? That's right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a

    John Nahass CENTURY 21 FULL SERVICE REALTY

    509 5th Ave, Middletown, NY 10941
  • /3

    $69,000

    • Land
    • 6.5 Acres
    • $10,615 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
  • /28

    $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
  • /26

    $150,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    79 Stern Scenic Dr, Middletown, NY 10940

    Welcome to this updated 3-bedroom, 2-bath double-wide mobile home offering comfort, space, and convenience in Middletown. Recent updates enhance both style and functionality, while the open and spacious layout provides plenty of room to relax or entertain. The primary bedroom features a private bath, and the additional bedrooms are generously sized. Conveniently located near local shopping,

    Ivan Carvalho Exit Realty Connections

    79 Stern Scenic Dr, Middletown, NY 10940
  • /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

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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.

Frequently Asked Questions

What is the average home price in Middletown, NY?
Homes for sale in Middletown, NY have an average home price of $438,039.
How many homes have sold over the last 12 months in Middletown, NY?
492 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, 10958, 10941, 12737 and 12771.
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 5.98%, your estimated principal and interest payment would be $1,910 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $82K 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, Harmony Christian School and Minisink Valley Elementary School. Browse all the schools in Middletown, NY to learn more.

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$397,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$409,500
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
67
Last 12 months Home Sales
492
Months of Supply
1.60
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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