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Newest Homes for Sale in Middletown, NY

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  • /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
  • /17

    $99,888

    • 3 Beds
    • 2 Baths
    • 1,599 Sq Ft

    32 Abraham Joseph Cir, Middletown, NY 10940

    AGENTS - APPROVED IN ADVANCE - YOU DO NOT NEED TO BE A MEMBER OF SHOWINGTIME OR MLS TO SCHEDULE SHOWS*** Move right in to a quiet place, a mobile/manufactured home. This lovely 3 Bedroom 2 Bath home in the Minisink school district, with vaulted ceilings, a large deck, Hardwood floors, and parking off the street.HOA maintenance fees are $780 per month, which includes water, sewer, garbage

    Joseph Lombardo Listing by Lombardo Homes & Estates

    32 Abraham Joseph Cir, 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
  • /8

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 2,191 Sq Ft

    19 Magnolia Park Rd, Middletown, NY 10940

    Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen with granite

    Daniel Amodeo AMO Realty

    19 Magnolia Park Rd, Middletown, NY 10940
  • /30

    $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
  • /31

    $399,998

    • 4 Beds
    • 1 Bath
    • 1,296 Sq Ft

    10 Wisner Ave Unit 12, Middletown, NY 10940

    Welcome to 10 Wisner Avenue, a beautifully updated ranch that seamlessly blends style, comfort, and modern convenience. Renovated in 2023, this home features a new roof, life-proof flooring throughout, a stunning kitchen with butcher block countertops, subway tile backsplash, and stainless steel appliances, a Navien tankless heater, and a new washer and dryer. Enjoy the ease of single-level

    Sean Israelski Howard Hanna Rand Realty

    10 Wisner Ave Unit 12, Middletown, NY 10940
  • /46

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 2,427 Sq Ft

    59 Woodside Knolls Dr, Middletown, NY 10940

    Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

    Agent Photo

    Donna Reese

    Keller Williams Hudson Valley

    (329) 209-9797

    59 Woodside Knolls Dr, Middletown, NY 10940
  • /43

    $430,000

    • 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
  • /41

    $349,999

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    548 Dosen Rd, Middletown, NY 10940

    Welcome to this renovated 3-bedroom ranch in the Pine Bush School District, offering modern comfort in a peaceful country setting. Step inside to find sun-filled living spaces, gleaming hardwood floors, and a bright, open layout that feels warm and inviting. The updated kitchen features new appliances, ample cabinetry, and a clean, contemporary design perfect for everyday living. Three

    Michelle Gruberger Real Estate Circuit Inc

    548 Dosen 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
  • /12

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    70 Linden Ave, Middletown, NY 10940

    Wonderful Colonial Home located in a very convenient location in the heart ofMiddletown. Walk to all the wonderful Restaurants and Shops. Enjoy the spaciousness of the home that features a Large Living Room, Formal Dining Room,Working Kitchen and Full Bathroom. Second level offers a Primary Bedroom and two additional Bedrooms and Full Bathroom. Huge walk up Attic. Full Basement. Nice

    John Biasi Howard Hanna Rand Realty

    70 Linden Ave, Middletown, NY 10940
  • /27

    $574,999

    • 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
  • /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
  • /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

    $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
  • /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
  • /47

    $489,998

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft

    131 Meadow View Dr, Middletown, NY 10940

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor feature easy-to-care-for luxury vinyl plank flooring, offering both

    Karleen Jedziniak Howard Hanna Rand Realty

    131 Meadow View Dr, Middletown, NY 10940
  • /17

    $259,999

    • 4 Beds
    • 1 Bath
    • 1,140 Sq Ft

    29 Parsons Ln, Middletown, NY 10940

    Fantastic opportunity at 29 Parsons! This property is being offered as a cornerstone of a 3-parcel investment package. While individually the 4 bedroom home on 6+ acres of land the complete 3-property bundle—including an additional 5+ acres of land—is available for a package. The home is a 4 bedroom & lives as a 2 large bedrooms and a laundry room. Perfect for developers or those looking for a

    Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

    29 Parsons Ln, Middletown, NY 10940
  • /3

    $350,000

    • Land
    • 1.42 Acres
    • $245,752 per Acre

    65 James P Kelly Way, Middletown, NY 10940

    Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

    Jonathon Lee Keller Williams Hudson Valley

    65 James P Kelly Way, 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
  • /23

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft

    17 Last Rd, Middletown, NY 10941

    Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

    Bryant Moran YourHomeSold Guaranteed Realty

    17 Last Rd, Middletown, NY 10941
  • /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
  • /24

    $439,900 Open Sun 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    566 County Route 49, Middletown, NY 10940

    For Sale – 566 County Route 46, Middletown, NY 10940 Welcome to this spacious 3-bedroom, 4-bath colonial-style condo located in a quiet country setting in Middletown. This home is the largest unit in the 4-unit condo complex, offering generous living space and a comfortable layout. The first floor features a bright and inviting large living room with sliding doors leading to a rear deck, perfect

    Jonathon Lee Keller Williams Hudson Valley

    566 County Route 49, Middletown, NY 10940
  • /29

    $650,000

    • 3 Beds
    • 4 Baths
    • 2,320 Sq Ft

    33 O Brian Rd, Middletown, NY 10940

    Seeking privacy and tranquility without complete seclusion? This charming log home sits on 15 acres surrounded by natural beauty (partially wetlands) and peaceful views of a neighboring lake. The expansive deck is ideal for entertaining and summer barbecues, while the three-season porch provides a cozy retreat in any weather. Inside, the great room impresses with vaulted ceilings, exposed beams,

    Kokoshen Li Corcoran Country Living

    33 O Brian Rd, Middletown, NY 10940
  • /9

    $1,590,000 New Construction

    • 4 Beds
    • 4 Baths
    • 5,600 Sq Ft

    375 Blumel Rd, Middletown, NY 10941

    Located at 375 Blumel Road in Scotchtown, New York, this exceptional historic multi-family investment property offers a rare opportunity to own a fully restored income-producing asset in the heart of Orange County in New York's Hudson Valley. Originally constructed in 1787 and completely renovated in 2024, the property combines historic architecture with modern upgrades and strong income

    Keegan Rehill ZORA REI

    375 Blumel Rd, Middletown, NY 10941
  • /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
  • /19

    $449,900

    • 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
  • /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
  • /48

    $483,900

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    53 Cornwall Ln, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 217-0628

    53 Cornwall Ln, Middletown, NY 10940
  • /12

    $260,000

    • 2 Beds
    • 1 Bath
    • 802 Sq Ft

    11 Philcox Rd, Middletown, NY 10940

    Rare opportunity to own two homes next door to each other in the Pine Bush School District. Single family home 2 bed, 1 bath, recently updated. Quiet road with only two homes, both originally owned by the same family, offering privacy and flexibility. Conveniently located near shopping, dining, train service, Resorts World Catskills, Kartrite Waterpark, and Bethel Woods Center for the Arts. Easy

    Joseph Rubeo Keller Williams Hudson Valley

    11 Philcox Rd, Middletown, NY 10940
  • /12

    $410,000

    • 5 Beds
    • 4 Baths

    41 Monhagen Ave Unit 39, Middletown, NY 10940

    Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

    Zhiheng Tang Keller Williams Hudson Valley

    41 Monhagen Ave Unit 39, Middletown, NY 10940
  • /2

    $26,000

    • Land
    • 0.03 Acre
    • $812,500 per Acre

    138-1/2 Linden Ave, Middletown, NY 10940

    Lot is vacant and directly between 138 & 140 Linden Ave

    Olivia Cappelli Donna Ruffino Realty Corp

    138-1/2 Linden Ave, Middletown, NY 10940
  • /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

    $429,000

    • 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
  • /26

    $143,999

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    79 Stern Scenic Dr, Middletown, NY 10940

    Welcome to this updated 3-bedroom, 2-bath double-wide mobile home offering comfort, space, and convenience in Middletown. Recent updates enhance both style and functionality, while the open and spacious layout provides plenty of room to relax or entertain. The primary bedroom features a private bath, and the additional bedrooms are generously sized. Conveniently located near local shopping,

    Ivan Carvalho Exit Realty Connections

    79 Stern Scenic Dr, Middletown, NY 10940
  • /5

    $65,000

    • Land
    • 0.18 Acre
    • $359,513 per Acre

    538 E Main St, Middletown, NY 10940

    Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.

    Frank Rivera Hudson Valley Home Connection

    538 E Main St, Middletown, NY 10940
  • /31

    $318,000

    • 2 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    47 Brick Pond Rd Unit 47, Middletown, NY 10940

    Welcome to this charming 2-story townhouse-style condo located in the Spring Hollow community. This home offers 2 bedrooms and 1.5 bathrooms. The main level features a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen includes cream-colored cabinets, granite countertops, a tile backsplash, stainless steel appliances, a center island for additional workspace, and

    Jie Liu Keller Williams Hudson Valley

    47 Brick Pond Rd Unit 47, Middletown, NY 10940
  • /2

    $65,000

    • Land
    • 0.24 Acre
    • $270,833 per Acre

    1 S Shore Dr, Middletown, NY 10940

    Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

    Soleil Jackman Howard Hanna Rand Realty

    1 S Shore Dr, Middletown, NY 10940
  • /26

    $599,990

    • 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
  • /37

    $159,000

    • Land
    • 14.61 Acres
    • $10,883 per Acre

    Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455

    Two scenic parcels totaling 14.61 acres with sweeping mountain views offer the perfect canvas for an inspiring Catskills retreat. Ideally situated between the charming towns of Margaretville and Roxbury, this location provides convenient access to grocery stores, art galleries, cafés, and quaint local shops—while still feeling worlds away from the hectic life of more developed areas. An excellent

    James Karpowicz Coldwell Banker Timberland Pro

    Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455

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