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Middletown, NY Homes for Sale

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  • /32

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    22 Sharon Dr, Middletown, NY 10941

    Welcome to 22 Sharon Drive in Middletown, a well-maintained raised ranch offering space, comfort, and a highly convenient location. The main level features hardwood floors throughout, a large living room with high ceilings, and an expansive dining area ideal for everyday living and entertaining. The kitchen is finished with granite countertops and offers great functionality. The upper level

    Agent Photo

    Ammar Iqbal

    eXp Realty

    (329) 223-6823

    22 Sharon Dr, Middletown, NY 10941
  • /32

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,998 Sq Ft

    21 Ridge St, Middletown, NY 10940

    Don’t miss this 4-bedroom, 2-bath Colonial located in the City of Middletown near Touro College and downtown amenities. including eateries, shopping and local amenities. Featuring generous living space and a traditional Colonial layout, this property offers strong potential for owner-occupants or investors alike. Plenty of parking. Close to dining, shopping, transportation, and schools, this is a

    Agent Photo

    Donna Reese

    Keller Williams Hudson Valley

    (329) 210-4027

    21 Ridge St, Middletown, NY 10940
  • /42

    $729,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,561 Sq Ft

    195 Mulford Rd, Middletown, NY 10940

    Stunning New Construction colonial on a dead end street. Welcome to your dream home set on 3 picturesque acres in the Town of Greenville, within the highly sought-after Minisink Valley School District. The Oakwood model is nestled on a private, partially wooded lot at the end of a quiet cul-de-sac, offering the perfect blend of style, comfort, and functionality. Step inside to find 4 spacious

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (329) 214-0283

    195 Mulford Rd, Middletown, NY 10940
  • /25

    $340,000 Open Sat 2PM - 3:30PM

    • 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

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    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

    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

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    Mohamed Elgoarany

    All American Realty Management

    (329) 215-0309

    3 Bristol Dr, Middletown, NY 10941
  • /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
  • /36

    $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

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    Chris Ogden

    Realty Promotions Inc

    (845) 209-0146

    29 Hubbard 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

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    Catherine Eichner

    Eichner Realty Group Inc.

    (329) 208-2797

    39 Orange Terrace, Middletown, NY 10940
  • /27

    $279,000

    • 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

    Agent Photo

    Ewa Kusmierek

    eXp Realty

    (329) 219-0306

    78 Deer Ct Dr, Middletown, NY 10940
  • /22

    $714,900

    • 4 Beds
    • 3.5 Baths
    • 2,987 Sq Ft

    326 Ingrassia Rd, Middletown, NY 10940

    Welcome to this nearly new four-bedroom, three-bath ranch-style home, nestled on a picturesque two-acre, tree-lined lot that offers both privacy and natural beauty. With stucco siding and a thoughtfully designed layout, this home combines modern comfort with timeless appeal.Step inside to find a spacious, open-concept floor plan with abundant natural light. The main living areas flow

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    Catherine Eichner

    Eichner Realty Group Inc.

    (329) 213-1600

    326 Ingrassia Rd, Middletown, NY 10940
  • /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

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    Christina Rowan

    Howard Hanna Rand Realty

    (329) 208-2931

    3 Kings Dr, Middletown, NY 10941
  • /19

    $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) 207-0607

    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.

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 217-4085

    551 5th, Middletown, NY 10941
  • /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
  • /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
  • /41

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 1,955 Sq Ft

    1 Weather Vane Way, Middletown, NY 10940

    Welcome to the one that finally checks all the boxes at 1 Weather Vane Way, Middletown, NY. This beautifully updated raised ranch offers 4 bedrooms, 2.5 baths, and the perfect blend of modern comfort, smart upgrades, and effortless living. Step inside to an open, airy living room that flows seamlessly into the dining room, which in turn opens directly into the remodeled kitchen, creating the

    Jessica Evans Keller Williams Hudson Valley

    1 Weather Vane Way, Middletown, NY 10940
  • /34

    $640,000

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

    235 Maples Rd, Middletown, NY 10940

    .

    Shernette Hall VYLLA Home

    235 Maples Rd, Middletown, NY 10940
  • /26

    $600,000

    • 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
  • /18

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    3 Parkview Dr, Middletown, NY 10940

    Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

    Kevin Sanabria eRealty Advisors, Inc

    3 Parkview Dr, Middletown, NY 10940
  • /20

    $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
  • /24

    $579,900

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    30 Daly Rd, Middletown, NY 10940

    New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

    Jonathon Lee Keller Williams Hudson Valley

    30 Daly Rd, Middletown, NY 10940
  • /18

    $565,000

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft

    77 Upper Rd, Middletown, NY 10940

    Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

    Yajaira Silva Madison Allied LLC

    77 Upper Rd, Middletown, NY 10940
  • /29

    $489,000

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

    913 Silver Lake Scotchtown Rd, Middletown, NY 10941

    Welcome to 913 Silver Lake Scotchtown Road, Middletown, NY, a spacious raised ranch offering 4 bedrooms and 3 full bathrooms, thoughtfully designed for comfortable and flexible living. The main level features three bedrooms, two full bathrooms, a well-appointed kitchen, and a spacious main living room—ideal for everyday living and entertaining. The lower level offers an additional family room,

    Liudmila Lobeeva eXp Realty

    913 Silver Lake Scotchtown Rd, Middletown, NY 10941
  • /40

    $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
  • /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
  • /33

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    917 Scotchtown Collabar Rd, Middletown, NY 10941

    Welcome to 917 Scotchtown Collabar Road, where style, comfort, and modern upgrades meet the rare luxury of privacy. Set on 2.6 acres, this beautifully updated home offers thoughtful improvements that truly create room to breathe. Major upgrades include a brand-new roof (September 2025), new two-car garage doors (October 2025), a fully renovated kitchen, and an upgraded full bathroom, delivering a

    Marielena Fordley BHHS Hudson Valley Properties

    917 Scotchtown Collabar Rd, Middletown, NY 10941
  • /32

    $499,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    14 Rdean Place, Middletown, NY 10940

    Nestled in a quiet Residential neighborhood of Middletown sits this spacious 3 bedroom, 2.5 bath Gem ready for its new owners! A front porch with a brick facade leads you to the front door entrance of your forever home. Enter into an oversized formal living room with vaulted ceilings on one side and a formal dining room with natural window light on the other with hardwood floors throughout. The

    Sandra Arnez Keller Williams Hudson Valley

    14 Rdean Place, Middletown, NY 10940
  • /39

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft

    76 Magnolia Park Rd, Middletown, NY 10940

    Start off the new year in a beautiful new home! Now available in the sought-after Magnolia Park Community. This well-maintained 3-bedroom, 2.5-bath townhouse in the heart of Middletown offers three spacious levels, a sun-filled main floor featuring hardwood floors, an open-concept living and dining area, and a modern kitchen with granite countertops and generous cabinet space. The primary suite

    Ryan Degnan Howard Hanna Rand Realty

    76 Magnolia Park Rd, 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 Open Sat 2PM - 4PM

    • 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 Open Sat 12PM - 2PM

    • 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
  • /18

    $220,000

    • 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
  • /27

    $299,999 Open Sat 11AM - 1PM

    • 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

    $359,999

    • 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
  • /18

    $60,000

    • Land
    • 5.26 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
  • /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
  • /16

    $59,000

    • Land
    • 4.66 Acres
    • $12,661 per Acre

    Tbd Running Horse Rd, Middletown, NY 12455

    Tucked away on a private dead end road, this 4.66-acre parcel offers the perfect balance of seclusion and accessibility. The property features a generous, usable area at the front that's easily accessible from the road—ideal for siting your home, cabin, or weekend retreat. As the land stretches back, the terrain becomes steeper, adding character and natural privacy. The wooded setting provides a

    Teresa Falkowski Keller Williams Realty HV Nort

    Tbd Running Horse Rd, Middletown, NY 12455
  • /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

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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 $436,061.
How many homes have sold over the last 12 months in Middletown, NY?
481 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 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 6.1%, your estimated principal and interest payment would be $1,930 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $83K 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
$399,000
Median Single Family Sale Price
$413,500
Median Townhouse Sale Price
$406,275
Median 2 Bedroom Sale Price
$274,500
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
82
Last 12 months Home Sales
481
Months of Supply
2.00
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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