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Middletown, NY Homes for Sale with View

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  • /24

    $369,000

    • 4 Beds
    • 3.5 Baths
    • 1,692 Sq Ft

    19 Red Barn Ln, Middletown, NY 10940

    Investment Opportunity! This conveniently located 3-level townhouse. Located on a cul de sac, this 4 bedroom, 3 1/2 baths provides plenty of space. First floor features a living room, eat in kitchen and a walk-in pantry and1/2 bath while the fully finished basement offers a den, bedroom and full bathroom with its own entry. On the 3rd floor you will find the primary bedroom with full bathroom and

    Agent Photo

    Sharon Reynolds

    Keller Williams Hudson Valley

    (329) 219-1188

    19 Red Barn 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
  • /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
  • /48

    $900,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 4,090 Sq Ft

    464 Union School Rd, Middletown, NY 10941

    Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

    Colin Seitz RE/MAX Benchmark Realty Group

    464 Union School Rd, Middletown, NY 10941
  • /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
  • /35

    $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
  • /43

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    50 Brola Rd, Middletown, NY 10940

    Bring your vision to life at 50 Brola Road. Perfectly situated in the picturesque countryside within the Minisink school district you will find a tremendous opportunity. The home itself offers a spacious and open floor plan along with ample parking, fenced rear yard, plenty of storage space and room for expansion. There is a building lot to the right of the property that can be purchased for a

    Nicholas Carbone HomeSmart Homes & Estates

    50 Brola Rd, Middletown, NY 10940
  • /11

    $1,475,000

    • Land
    • 92.31 Acres
    • $15,979 per Acre

    0 Red Kill Rd, Middletown, NY 12430

    92.30 acres for sale in the Catskill Mountains New York.This secluded and versatile property is now for sale for the first time since 1996. Set above the charming Village of Fleischmanns and just 0.6 miles from Main Street, this 92-acre parcel offers the privacy of a wilderness retreat with the convenience of a village doorstep.-Interior roadways.-A large man-made spring-fed pond and

    peter neumann Listing by Keller Williams Upstate NY Properties

    0 Red Kill Rd, Middletown, NY 12430
  • /45

    $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
  • /44

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,809 Sq Ft

    7 Starhaven Ave, Middletown, NY 10940

    This well-maintained home offers strong structural integrity, reliable mechanicals, and a flexible layout—ideal for buyers seeking a move-in-ready foundation with the opportunity to personalize cosmetic finishes over time. The main level features comfortable living and dining areas, an efficient kitchen layout, and generous natural light throughout. All bedrooms and the hallway include existing

    Michelle Gruberger Real Estate Circuit Inc

    7 Starhaven Ave, 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
  • /26

    $225,000

    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    51 S Shore Dr, Middletown, NY 10940

    Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

    Arya Rabinovits eRealty Advisors, Inc

    51 S Shore Dr, Middletown, NY 10940
  • /44

    $605,000

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

    125 White Bridge Rd, Middletown, NY 10940

    This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

    Anthony Spadaro RE/MAX Benchmark Realty Group

    125 White Bridge Rd, Middletown, NY 10940
  • /10

    $299,999

    • Land
    • 27.2 Acres
    • $11,029 per Acre

    328 Bloomingburg Rd, Middletown, NY 10940

    Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption. NO engineering

    Jeffrey Lyons Curasi Realty, Inc.

    328 Bloomingburg 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
  • /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
  • /6

    $99,000

    • Land
    • 6.48 Acres
    • $15,278 per Acre

    0 Fox Meadow Ln, Middletown, NY 12455

    Surveyed 6.4-Acre Hilltop Parcel with perc test, septic plans to be provided, and with electric on property. Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree

    Susan Doig Listing by Coldwell Banker Timberland Properties

    0 Fox Meadow Ln, Middletown, NY 12455
  • /8

    $90,000

    • Land
    • 5.37 Acres
    • $16,760 per Acre

    0 Basil Todd Rd, Middletown, NY 12430

    Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

    Heather Martin United RE Hudson Valley Edge

    0 Basil Todd Rd, Middletown, NY 12430
  • /43

    $765,000

    • 4 Beds
    • 2 Baths
    • 1,395 Sq Ft

    903 Rd, Middletown, NY 12421

    Unlock the door to your newly furnished & thoughtfully renovated 4 bedroom, 2 full bath Catskill Mountain Ski Retreat! The property delivers both Upstate sanctuary & investment making it a remarkably special experience. Overlooking breathtaking Denver Vega Valley, this 5 acre property captures sweeping mountain vistas, glowing sunsets, and a peaceful seasonal stream. Private wooded acreage

    Ashley O'Malley Listing by Jewett and Jewett LLC

    903 Rd, Middletown, NY 12421
  • /18

    $695,000

    • 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
  • /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
  • /2

    $525,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,965 Sq Ft

    171 Wawayanda Ave, Middletown, NY 10940

    Spacious and versatile split-level home offering 5 bedrooms and 2 full bathrooms with a home office, perfect for extended living or flexible space needs. This well-maintained property features a bright and inviting layout with two large family rooms, generously sized bedrooms, and an updated kitchen with Silestone countertops, wooden cabinets, and energy-efficient stainless steel appliances.

    Tiasha Coakley Keller Williams Hudson Valley

    171 Wawayanda Ave, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$401,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$442,500
Median 2 Bedroom Sale Price
$274,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
91
Last 12 months Home Sales
491
Months of Supply
2.20
Median List Price
$409,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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