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Colonial Homes for Sale in Middletown, NY

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  • /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
  • /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
  • /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
  • /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
  • /35

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,174 Sq Ft

    TBD Kirbytown Rd, Middletown, NY 10940

    Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (329) 209-9962

    TBD Kirbytown Rd, 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
  • /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
  • /50

    $2,695,000

    • 5 Beds
    • 4.5 Baths
    • 20,730 Sq Ft

    285 Hill Rd, Middletown, NY 10940

    For your consideration is 285 Hill Road, a premier equine boarding, training and showing facility formerly known as Hilltop Equestrian Center and Seven Meadows Farm. Designed for function and beauty, it's a welcoming destination for both clients and guests. Numerous shows and clinics have been successfully hosted here over the years. The property includes a professional indoor arena complex, 2

    Michelle Genatempo Howard Hanna Rand Realty

    285 Hill Rd, Middletown, NY 10940
  • /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
  • /24

    $579,990 Open Sun 12:30PM - 3:30PM

    • 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
  • /42

    $669,000

    • 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
  • /33

    $419,000

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

    32 Dudley Ln, Middletown, NY 10940

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

    Naomi Streicher Q Home Sales

    32 Dudley Ln, Middletown, NY 10940
  • /27

    $574,999 Open Sun 12PM - 3PM

    • 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
  • /45

    $564,900

    • 4 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    1 Hulse St, Middletown, NY 10940

    Stunning corner-lot home in a calm suburban setting with beautiful mountain views — offering space, upgrades, and thoughtful design throughout. This impressive property offers approximately 2,344 sq ft of living space and features 9-ft ceilings on the main level and 8-ft ceilings upstairs, enhancing the open and airy layout. The upgraded kitchen is a true highlight, complete with quartz

    Chaim Friedman MS Realty Group USA, Inc

    1 Hulse St, Middletown, NY 10940
  • /19

    $559,999

    • 6 Beds
    • 2 Baths
    • 2,424 Sq Ft

    80 Prospect Ave, Middletown, NY 10940

    Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

    Jonathan Paredes Locqube New York, Inc.

    80 Prospect Ave, 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
  • /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
  • /36

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    29 van Burenville Rd, Middletown, NY 10940

    Fall in love with this incredibly charming and well-loved 3-bedroom, 2-bath home offering comfort, space, and great updates. The home features a convenient first-floor bedroom and full bathroom, plenty of storage, plus additional space in the attic and basement.Enjoy outdoor living with a spacious yard, large deck, and screened-in front porch, perfect for relaxing or entertaining. Plus a 2

    Francesca Coletto Compass Greater NY, LLC

    29 van Burenville Rd, Middletown, NY 10940
  • /23

    $344,900 Open Sat 11AM - 1PM

    • 4 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 4-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 Realty

    16 Mountain Ave, Middletown, NY 10940
  • /46

    $674,900

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    320 Highland Avenue Extension, Middletown, NY 10940

    Rare Gem – Like-New Home with Park-Like Setting; StunningDesign. Welcome to a truly special property—an exceptional home thatcombines style, comfort, and an unbeatable location. Homes Like thisrarely come to market. Meticulously maintained and showing Like new,this residence offers the perfect blend of elegance and convenience with a tastefully designed interior with modern

    Matthew Gibbs Keller Williams Hudson Valley

    320 Highland Avenue Extension, Middletown, NY 10940
  • /19

    $499,900

    • 4 Beds
    • 2 Baths

    521 E Main St, Middletown, NY 10940

    COMMERCIAL ZONING !! Spacious 2 Family Home located in a very desirable,High Visibility Location in the Town of Wallkill. ( 2 ) large 2 Bedroom Apartments. Separate Utilities. Updated Apartments. Separate Decks for privacy. Separate Diveways. Spacious Backyard.

    John Biasi Howard Hanna Rand Realty

    521 E Main St, Middletown, NY 10940
  • /38

    $979,880

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

    Jonathon Lee Keller Williams Hudson Valley

    255 Howells Rd, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$400,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$409,500
Median 2 Bedroom Sale Price
$274,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$246
Number of Homes for Sale
77
Last 12 months Home Sales
495
Months of Supply
1.90
Median List Price
$399,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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