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Colonial Homes for Sale in Middletown, NY

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  • /50

    $568,000

    • 7 Beds
    • 4.5 Baths
    • 3,592 Sq Ft

    104-108 Highland Ave, Middletown, NY 10940

    Historic Elegance Meets Modern-Day Convenience in this circa 1860 home in the heart of Middletown, NY. Pristinely positioned back from the road, set on just shy of an acre, this historic gem offers 3500+ square feet of timeless character and space. From the moment you enter, soaring ceilings, rich hardwood floors, built-ins and detailed crown molding set the tone. The expansive dining room,

    Agent Photo

    JoAnn Maxwell

    Howard Hanna Rand Realty

    (329) 210-1132

    104-108 Highland Ave, Middletown, NY 10940
  • /32

    $1,700,000

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

    3 Bristol Dr, Middletown, NY 10941

    PRICE REDUCTION FOR FASTER SALE...OWNER RELOCATING.....HURRY UP....WILL NOT LAST.............................Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft 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

    Agent Photo

    Mohamed Elgoarany

    All American Realty Management

    (329) 215-0309

    3 Bristol Dr, Middletown, NY 10941
  • /43

    $465,000

    • 3 Beds
    • 3 Baths
    • 2,074 Sq Ft

    57 Boorman Rd, Middletown, NY 10940

    Renovated Dutch Colonial on 5+ private acres in the Minisink school district, just minutes from Middletown!Updated kitchen features quartz countertops, ceramic tile flooring, subway tile backsplash, new cabinetry, and stainless steel appliances. First floor offers a full bath, spacious living room, dining room, and a cozy wood stove for supplemental heat. Upstairs includes 3 bedrooms and a

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 212-0455

    57 Boorman Rd, Middletown, NY 10940
  • /41

    $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
  • /34

    $640,000 Pre-Foreclosure

    • 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

    • 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
  • /36

    $599,900

    • 6 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    669 Mountain Rd, Middletown, NY 10940

    Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

    Michelle Gruberger Real Estate Circuit Inc

    669 Mountain Rd, Middletown, NY 10940
  • /46

    $618,000

    • 3 Beds
    • 2.5 Baths
    • 1,977 Sq Ft

    70 King Rd, Middletown, NY 10941

    Welcome to a truly special property, a wonderful home that combines style, comfort, and a park-like location. Close to all Middletown has to offer. The heart of the home is the living room — this sunny room features a fireplace, hardwood floors, and a cathedral ceiling, making it the perfect place to retreat to after sharing a meal in the connected dining room. Cooking in the new kitchen on the

    Jeanine Stoddard Coldwell Banker Village Green

    70 King Rd, Middletown, NY 10941
  • /43

    $594,900

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    180 Ridge Dr, Middletown, NY 10940

    Seller asked that no more showing be entertained. 180 Ridge Drive is a beautifully maintained 3 bedroom, 2 1/2 bath pool house located in the Town of Mt. Hope. This outstanding property is situated on a quiet country road in the Minisink School District and just a short drive to shopping, fine restaurants and public transportation. This home has everything one could wish for in their forever

    Tom Pahucki Keller Williams Realty

    180 Ridge Dr, Middletown, NY 10940
  • /49

    $575,000

    • 5 Beds
    • 1.5 Baths
    • 1,790 Sq Ft

    48 Connors Rd, Middletown, NY 10941

    Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with

    Kewin Garabito eXp Realty

    48 Connors Rd, Middletown, NY 10941
  • /50

    $868,509

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    204 Brola Rd, Middletown, NY 10940

    Outdoor Paradise Meets Spacious Living on 10 Private Acres. Welcome to your own private retreat—where nature, recreation, and comfort come together seamlessly. Set on 10 picturesque acres (including 8 acres of tranquil woodland), this beautifully improved property offers endless opportunities for outdoor living and year-round enjoyment. At the heart of the property is a stunning 120 x 140

    Kristine Many Keller Williams Realty

    204 Brola Rd, Middletown, NY 10940
  • /2

    $829,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 3,340 Sq Ft

    571 Route 17m, Middletown, NY 10940

    Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone façade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a

    Angela Murphy BHG Real Estate Green Team

    571 Route 17m, Middletown, NY 10940
  • /7

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,696 Sq Ft

    1 Winters Ln, Middletown, NY 10940

    Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

    Jacob Silberstein Parcel Realty LLC

    1 Winters Ln, Middletown, NY 10940
  • /50

    $839,000

    • 6 Beds
    • 4 Baths
    • 3,900 Sq Ft

    225 van Duzer Rd, Middletown, NY 10940

    Discover A stunning Brand New Colonial Home over 3900 SQFT - Legal Mother Daughter Home with a Separate Entrance. This gorgeous home is now offering a beautiful outdoor kitchen with a bar setup, spacious backyard with retaining walls and a paved driveway. Featuring a grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main

    Anita S. Cristiano HomeSmart Homes & Estates

    225 van Duzer Rd, Middletown, NY 10940
  • /30

    $505,000

    • 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
  • /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
  • /30

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    19 Livingston St, Middletown, NY 10940

    Something Special!! This pristine and perfect 4 BR, 2 1/2 bath Colonial could be your next home! Large windows! Open floor plan! Updated kitchen has quartz countertops, 8' island, stainless steel appliances and opens to Family room with sliders to deck! DR has lovely detailed chair railings! HW floors! Recessed lights! Primary BR has 2 closets! 3 additional BRs! Private backyard! Close to Watts

    Linda Clark Hudson Valley Griffith

    19 Livingston St, Middletown, NY 10940
  • /46

    $489,999

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft

    10 Cyprus Dr, Middletown, NY 10940

    Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

    Hilary Ryan Goldman Howard Hanna Rand Realty

    10 Cyprus Dr, Middletown, NY 10940
  • /43

    $469,900

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    80 Excelsior Ave, Middletown, NY 10940

    Welcome to 80 Excelsior Ave in Middletown! This well maintained and thoughtfully updated home offers both comfort and functionality. The first floor features a spacious living room and dining room with durable laminate flooring, a convenient half bath, and a tiled kitchen with stainless steel appliances. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a

    Melanie Potter Curasi Realty, Inc.

    80 Excelsior Ave, Middletown, NY 10940
  • /27

    $564,999

    • 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
  • /46

    $564,900

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

    1 Hulse St, Middletown, NY 10940

    "NEW CONSTRUCTION!" 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 400+ sq ft kitchen is a true highlight,

    Chaim Friedman MS Realty Group USA, Inc

    1 Hulse St, Middletown, NY 10940
  • /12

    $210,000

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    8 Grant St, Middletown, NY 10940

    Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

    Igor Krasnoperov Rising Star Realty

    8 Grant St, Middletown, NY 10940
  • /38

    $979,900

    • 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
  • /19

    $479,999

    • 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
  • /27

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft

    39 Hanford St, Middletown, NY 10940

    Coming Soon - prewar colonial in the heart of the City of Middletown.

    Soleil Jackman Howard Hanna Rand Realty

    39 Hanford St, Middletown, NY 10940
  • /40

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    24 Rockwell Ave, Middletown, NY 10940

    Welcome home to 24 Rockwell Avenue, a beautifully updated residence that seamlessly blends comfort with modern convenience. Completely renovated in 2023, this move-in ready home features a new roof, life-proof flooring throughout, a stylish kitchen with stainless steel appliances and butcher block countertops, as well as a new washer and dryer. The functional center hall colonial layout offers

    Sean Israelski Howard Hanna Rand Realty

    24 Rockwell Ave, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$401,500
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$441,250
Median 2 Bedroom Sale Price
$275,730
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$247
Number of Homes for Sale
90
Last 12 months Home Sales
490
Months of Supply
2.20
Median List Price
$405,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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