24

Middletown, NY Homes for Sale under $900,000

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  • /50

    $799,000

    $96K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,296 Sq Ft

    411 Mt Joy Rd, Middletown, NY 10941

    Space, privacy, and thoughtful design come together at this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2005, offers 3,296 sq ft of living space on 11.7 private acres—giving you room to breathe while staying conveniently close to everything Middletown has to offer.Step inside and you'll immediately notice the 9-foot ceilings that elevate every room with an airy, open feel. The main

    Agent Photo

    Donna Reese

    KW Hudson Valley United

    411 Mt Joy Rd, Middletown, NY 10941
  • /45

    $699,900

    New Construction
    • 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

    TBD Kirbytown Rd, Middletown, NY 10940
  • /30

    $839,000

    $10K PRICE DROP
    • 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
  • /6

    $799,000

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

    Lot 2 Winters Ln, Middletown, NY 10940

    Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 2 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

    Lot 2 Winters Ln, Middletown, NY 10940
  • /38

    $899,900

    • 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 KW Hudson Valley United

    255 Howells Rd, Middletown, NY 10940
  • /47

    $789,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,958 Sq Ft

    158 Reiss Rd, Middletown, NY 10940

    Built in 2019, this modern farmhouse colonial pairs timeless style with thoughtful design, custom details and an exceptional setting in the Minisink Valley School District. Inside, rustic elegance takes center stage with beautiful wood accents, barn doors and warm finishes throughout. Designed with entertaining in mind, the chef’s kitchen features quartz countertops, an oversized island,

    Danielle Bartula Howard Hanna Rand Realty

    158 Reiss Rd, Middletown, NY 10940
  • /33

    $610,000

    $65K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,481 Sq Ft

    5 Decker Dr, Middletown, NY 10940

    Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs

    Dominick Tufano RE/MAX Benchmark Realty Group

    5 Decker Dr, Middletown, NY 10940
  • /32

    $714,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,733 Sq Ft

    210 Howells Turnpike, Middletown, NY 10940

    Nestled on 2.5 peaceful acres, this colonial-style home has been lovingly cared for by the same owner since it was built in 2006. The dramatic cathedral ceiling foyer welcomes you with a sense of grandeur, opening to a spacious interior filled with natural light. Hardwood floors flow throughout, enhanced by a refreshed staircase with updated balusters and designer lighting.The custom kitchen

    Cecilia Lewis Century 21 Elite Realty

    210 Howells Turnpike, Middletown, NY 10940
  • /17

    $629,000

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

    744 Mt Hope Rd, Middletown, NY 10940

    Welcome to this stunning new Colonial home, currently under construction and set on approximately 3 beautiful acres in the desirable Town of Wallkill. Offering approximately 2,600 square feet of finished living space, including a finished basement, this spacious home features 4 bedrooms, 3 full bathrooms, and a one-car garage. The inviting open-concept design showcases gleaming hardwood floors

    Anita S. Cristiano HomeSmart Homes & Estates

    744 Mt Hope Rd, Middletown, NY 10940
  • /7

    $849,999

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,862 Sq Ft

    241 Midland Lake Rd, Middletown, NY 10941

    NEW CONSTRUCTION! Set against a peaceful backdrop, this Colonial pairs timeless curb appeal with a practical, beautifully planned interior. This home offers a modern living space with four bedrooms, two and a half baths, a dedicated den, a generous kitchen with island, formal dining and living rooms, second-floor laundry, and a spacious bonus room that doubles as the fourth bedroom.A

    Hilary Ryan Goldman Howard Hanna Rand Realty

    241 Midland Lake Rd, Middletown, NY 10941
  • /3

    $899,999

    • 5 Beds
    • 4 Baths
    • 3,820 Sq Ft

    2096 Route 6, Middletown, NY 10940

    Beautifully renovated. Brand new addition 2025. Floor to ceiling stone fireplace with wood burning stone insert, open concept, plenty of room for entertainment. In law set up with kitchenette.

    Silena Mauro S M Target Realty, LLC

    2096 Route 6, Middletown, NY 10940
  • /38

    $659,999

    $69K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft

    168 Pine Grove Rd, Middletown, NY 10940

    Update - priced to sell! Imagine waking up surrounded by three private acres while still being just minutes from shopping and major commuter routes. This newly built colonial offers the peace of country living without sacrificing convenience. The open-concept kitchen, oversized island, fireplace, spacious primary suite and unfinished basement provide room to grow while giving buyers the

    Leeshai Lemish Panorama Realty

    168 Pine Grove Rd, Middletown, NY 10940
  • /8

    $659,000

    $41K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,040 Sq Ft

    2467 Route 302, Middletown, NY 10941

    Excellent location and property seeking a savvy investor. Pine Bush schools, fully leased near Highway and less than 5 miles to train. Close to shopping too. Hurry to see before it is gone.

    Myrna Lattore eRealty Advisors, Inc

    2467 Route 302, Middletown, NY 10941
  • /44

    $799,999

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    TBD Brook Rd, Middletown, NY 10941

    New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood

    Philip Barnao eXp Realty

    TBD Brook Rd, Middletown, NY 10941
  • /41

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 2,906 Sq Ft

    512 County Route 49, Middletown, NY 10940

    Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window. The spacious main living areas are perfect for both everyday living and

    Jonathon Lee KW Hudson Valley United

    512 County Route 49, Middletown, NY 10940
  • /18

    $695,000

    $55K PRICE DROP
    • 8 Beds
    • 3 Baths
    • 3,000 Sq Ft

    21-23 Highland Ave, Middletown, NY 10940

    Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

    21-23 Highland Ave, Middletown, NY 10940
  • /50

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    8 Green Ct, Middletown, NY 10940

    Welcome to this well-maintained 3-level townhome in The Fairways, a gated community conveniently located next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, restaurants, and everyday conveniences. This home offers a 2-car garage, a finished lower level with direct garage access, and a functional floor plan designed for comfortable everyday living.

    Jie Liu KW Hudson Valley United

    8 Green Ct, Middletown, NY 10940
  • /41

    $699,000

    $130K PRICE DROP
    • 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 facade 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 warm and

    Angela Murphy BHG Real Estate Green Team

    571 Route 17m, Middletown, NY 10940
  • /49

    $699,000

    $26K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,188 Sq Ft

    14 Longview Ln, Middletown, NY 10941

    Welcome to this one-of-a-kind custom home tucked away at the end of a quiet cul-de-sac in the highly sought-after Pine Bush School District. Offering over 4,200 square feet of living space, this home combines quality craftsmanship, privacy, and features you simply won’t find anywhere else. Step inside to soaring cathedral ceilings, beautiful hardwood floors throughout, and a formal dining room

    Susan Giordano Hudson Premium Realty

    14 Longview Ln, Middletown, NY 10941
  • /6

    $799,000

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

    76 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

    76 Winters Ln, Middletown, NY 10940
  • /49

    $765,000

    • 4 Beds
    • 3 Baths
    • 3,064 Sq Ft

    118 Ridge Dr, Middletown, NY 10940

    Timeless Character. Endless Possibilities.Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that

    Patricia Sassi RE/MAX Benchmark Realty Group

    118 Ridge Dr, Middletown, NY 10940
  • /50

    $759,900

    • 4 Beds
    • 2.5 Baths
    • 2,572 Sq Ft

    473 Ingrassia Rd, Middletown, NY 10940

    Gorgeous Center Hall Colonial situated on 5 Beautiful Acres in the Pine Bush School District. This Pristine Home features an Inviting and welcoming Entry. Open Airy Floor Plan, Hardwood Floors Throughout the first floor, Large Living Room, Spacious Formal Dining Room that is great for dinner parties. Beautiful Designer Kitchen with Custom built cabinetry with under mounted lighting, Exotic

    John Biasi Howard Hanna Rand Realty

    473 Ingrassia Rd, Middletown, NY 10940
  • /45

    $795,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,276 Sq Ft

    34 Stapleton Ct, Middletown, NY 10940

    Seller ready to go! This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Solar panels owned, utility bills less than $25/month. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary

    Annie Hansen Howard Hanna Rand Realty

    34 Stapleton Ct, Middletown, NY 10940
  • /33

    $730,000

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft

    130 Apple Lane Dr, Middletown, NY 10940

    Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational

    Kichka Pascaru Douglas Elliman Real Estate

    130 Apple Lane Dr, Middletown, NY 10940

Home Price Trends

Median Sale Price
$419,000
Median Single Family Sale Price
$436,000
Median Townhouse Sale Price
$430,000
Median 2 Bedroom Sale Price
$306,000
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$253
Number of Homes for Sale
147
Last 12 months Home Sales
461
Months of Supply
3.80
Median List Price
$420,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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