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Newest Homes for Sale in Middletown, NY

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  • /6

    $630,000

    • 10 Beds
    • 4 Baths

    309-317 E Main St Unit 309, Middletown, NY 10940

    Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits

    Betzaida Vericain Q Home Sales

    309-317 E Main St Unit 309, Middletown, NY 10940
  • /41

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    217-219 Highland Ave, Middletown, NY 10940

    Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers

    Wenpeng Guan Keller Williams Hudson Valley

    217-219 Highland Ave, Middletown, NY 10940
  • /35

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    153 Ridgewood Ave Unit 155, Middletown, NY 10940

    Welcome to 153 Ridgewood, a stunning 2022 built ranch style home that delivers the kind of single level living buyers dream about. From the moment you step inside, the vaulted ceilings, open concept layout, modern finishes, and natural flow of the home create an immediate “this is the one” feeling. With over 1,500 square feet of beautifully designed space, this home offers the rare combination of

    Isaiah Lopez Keller Williams Hudson Valley

    153 Ridgewood Ave Unit 155, Middletown, NY 10940
  • /50

    $939,000

    • 3 Beds
    • 3 Baths
    • 1,894 Sq Ft

    114 Last Rd, Middletown, NY 10941

    Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth

    Michelle Genatempo Howard Hanna Rand Realty

    114 Last Rd, Middletown, NY 10941
  • /12

    $539,900

    • 4 Beds
    • 3 Baths
    • 2,560 Sq Ft

    55 Eisenhower Dr, Middletown, NY 10940

    Welcome to this beautifully renovated ranch-style home, perfectly situated on a spacious corner lot of over 1/3 of an acre. Offering 4 generously sized bedrooms, 3 full bathrooms, whole house generator and central air....this home is ideal for comfortable living and entertaining.Step inside to a huge sun-filled living room featuring oversized windows that flood the space with natural light.

    Jennifer Kubler eRealty Advisors, Inc

    55 Eisenhower Dr, Middletown, NY 10940
  • /25

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,061 Sq Ft

    205 Linden Ave, Middletown, NY 10940

    Nestled in the heart of Middletown, this charming home at 205 Linden Avenue offers a delightful blend of historic character and modern comfort. Built around 1900, the home spans approximately 1,061 square feet and sits on a generous 5,000-square-foot lot. Step inside to discover three cozy bedrooms and two bathrooms, perfect for those seeking extra space. The home features a detached garage,

    Agent Photo

    Omar Harper

    Epique Realty

    (329) 210-1914

    205 Linden Ave, Middletown, NY 10940
  • /23

    $298,900

    • 3 Beds
    • 1 Bath
    • 1,180 Sq Ft

    44 Commonwealth Ave, Middletown, NY 10940

    This home has great bones, new roof, new furnace and new hot water heater. Located in a nice residential neighborhood in the city of Middletown, close to schools, shopping and restaurants. Commuter friendly close to Route 84 and Route 17. Fenced in back yard. Features ceramic tile in the kitchen and hardwood throughout. Home needs some TLC mostly cosmetic cleaning, painting and rear deck needs

    Agent Photo

    Frank Tangredi

    Frank Tangredi Realty Company

    (329) 219-0321

    44 Commonwealth Ave, Middletown, NY 10940
  • /48

    $447,000

    • 4 Beds
    • 2.5 Baths
    • 2,155 Sq Ft

    126 Rolling Meadows Rd, Middletown, NY 10940

    Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

    Laurel Lustgarten Howard Hanna Rand Realty

    126 Rolling Meadows Rd, Middletown, NY 10940
  • /9

    $460,000

    Open Sun 2PM - 4PM
    • 5 Beds
    • 2 Baths
    • 2,132 Sq Ft

    8 Roberts St, Middletown, NY 10940

    Charming and spacious 2-family home offering versatility, character, and investment potential all in one. Featuring high ceilings, bright airy interiors, and generously sized rooms, this property is ideal for multi-generational living or rental income. Conveniently situated near downtown Middletown’s shops, restaurants, parks, and transportation. Whether you’re an investor or looking to offset

    Yosseline Genao Keller Williams Hudson Valley

    8 Roberts St, Middletown, NY 10940
  • /49

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    704 Mountain Rd, Middletown, NY 10940

    At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse.The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked

    Monica Schwerberg Compass Greater NY, LLC

    704 Mountain Rd, Middletown, NY 10940
  • /9

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,799 Sq Ft

    12 Todd Dr, Middletown, NY 10941

    Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 214-0407

    12 Todd Dr, Middletown, NY 10941
  • /35

    $294,900

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    80 Sarah Ln, Middletown, NY 10941

    Beautifully updated and filled with natural light, this turnkey 3-bedroom, 1.5-bath attached single-family home in Middletown within the highly regarded Goshen Central School District is the perfect place to simply move right in, unpack, and enjoy the summer. This bright and welcoming home features a sun-filled interior with hardwood floors, hardwood staircase, oversized dining room with

    Rosalie Cook Weichert Realtors

    80 Sarah Ln, Middletown, NY 10941
  • /50

    $680,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    90 M and M Rd, Middletown, NY 10940

    Set on nearly 5 private, wooded acres in the Town of Wallkill within the Pine Bush School District, this move-in-ready home blends refined interior updates with exceptional outdoor living in the heart of Orange County, NY. Outstanding curb appeal begins with updated landscaping, dramatic stone walls, modern vertical siding, and a welcoming center courtyard entry leading to a covered portico with

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 207-0953

    90 M and M Rd, Middletown, NY 10940
  • /48

    $675,000

    • 4 Beds
    • 3 Baths
    • 4,080 Sq Ft

    225 Brown Rd, Middletown, NY 10941

    STUNNING 4-Bedroom, 3-Bathroom CONTEMPORARY LUXURY Home with Modern Upgrades. This turn-key beauty features a gorgeous updated eat-in kitchen with quartz countertops and an island, brand new stainless steel appliances fresh out the box, new cabinets a stylish backsplash with doors that lead to the back deck, perfect for entertaining. A formal fining room is followed by an oversized living room/

    Sandra Arnez Keller Williams Hudson Valley

    225 Brown Rd, Middletown, NY 10941
  • /18

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,478 Sq Ft

    47 Wickham Ave Unit 45, Middletown, NY 10940

    Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful Colonial Home in a very sought after area of Middletown. Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home features a spacious Private office with a separate entranceto meet with your clients or guests. The open floor plan features a Living Rm,

    John Biasi Howard Hanna Rand Realty

    47 Wickham Ave Unit 45, Middletown, NY 10940
  • /35

    $980,000

    New Construction
    • 6 Beds
    • 6 Baths
    • 4,480 Sq Ft

    5-7 Blanchard St, Middletown, NY 10940

    Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both

    Agent Photo

    JoAnn Maxwell

    Howard Hanna Rand Realty

    (329) 210-5704

    5-7 Blanchard St, Middletown, NY 10940
  • /13

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    16 Woodland Rd, Middletown, NY 10940

    Welcome home to this very nice three bedroom seasonal ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the

    Agent Photo

    Joseph Paoli

    Howard Hanna Rand Realty

    (329) 207-0281

    16 Woodland Rd, Middletown, NY 10940
  • /25

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,061 Sq Ft

    543 Dosen Rd, Middletown, NY 10940

    Welcome to this charming Cape Cod-style home situated on a spacious .69-acre lot in the Town of Wallkill. This well-maintained property offers 3 bedrooms plus a versatile bonus room perfect for a home office, guest space, playroom, or additional bedroom. The home features a comfortable layout with bright living spaces, an updated feel, and plenty of potential to make it your own.Enjoy the privacy

    Gerald Higbie Howard Hanna Rand Realty

    543 Dosen Rd, Middletown, NY 10940
  • /40

    $474,999

    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    12 Weather Vane Way, Middletown, NY 10940

    Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

    Ray Reyes Keller Williams Realty

    12 Weather Vane Way, Middletown, NY 10940
  • /47

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,055 Sq Ft

    122 Rolling Meadows Rd, Middletown, NY 10940

    Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

    Kristine Many Keller Williams Realty

    122 Rolling Meadows Rd, Middletown, NY 10940
  • /25

    $429,900

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    100 Crans Rd, Middletown, NY 10941

    Looking for privacy and land but still close to shopping and restaurants? This is the one you have been waiting for! Remodeled ranch on 10+ acres with 2 bedrooms, bath, LR, DR, kitchen and an office/den on the main floor. Beautiful remodeled kitchen with stainless steel appliances, cherry cabinets and granite counters. Remodeled bath with ceramic tile. Fully finished basement with a family room,

    Darlene Provino Century 21 E & M Williams Rlty

    100 Crans Rd, Middletown, NY 10941
  • /18

    $55,000

    • Land
    • 5.26 Acres
    • $10,456 per Acre

    0 Joe Todd Rd Unit 20262250, Middletown, NY 10940

    Near the end of a quiet town-maintained dead-end road, you'll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

    Peter Kleeman Jewett and Jewett LLC

    0 Joe Todd Rd Unit 20262250, Middletown, NY 10940
  • /28

    $434,999

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    9 Chestnut St, Middletown, NY 10940

    Move in ready Colonial that perfectly balances classic charm with tasteful updates. This home has been meticulously maintained and features a bright, inviting interior. The kitchen serves as the heart of the home, updated with white shaker cabinets, granite countertops, an oversized island, and a full suite of stainless steel appliances. For added convenience, the first floor includes a dedicated

    Christian Lugo Howard Hanna Rand Realty

    9 Chestnut St, Middletown, NY 10940
  • /29

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft

    13 Hermanette Ave, Middletown, NY 10940

    Welcome to this beautifully updated Raised Ranch, built in 2004, and set in a picturesque and serene 1.2 private acres. This spacious home offers 3 generously sized bedrooms and 3 baths (2 full and 1 half). Perfect for comfortable everyday living and entertaining alike. Home offers New Furnace/Water heater, Quartz countertops, All new Stainless-steel appliance, freshly painted and new flooring

    Rosa Santiago Weichert Realtors

    13 Hermanette Ave, Middletown, NY 10940
  • /18

    $55,000

    • Land
    • 5.26 Acres
    • $10,456 per Acre

    0 Joe Todd Rd Unit R1680388, Middletown, NY 10940

    Near the end of a quiet town-maintained dead-end road, you’ll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

    Peter Kleeman Listing by Jewett and Jewett LLC

    0 Joe Todd Rd Unit R1680388, Middletown, NY 10940
  • /26

    $479,900

    • 2 Beds
    • 2.5 Baths
    • 1,762 Sq Ft

    15 High Ridge Ln, Middletown, NY 10940

    Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

    Patricia Sassi RE/MAX Benchmark Realty Group

    15 High Ridge Ln, Middletown, NY 10940
  • /24

    $569,000

    Open Sun 12PM - 2PM $10K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,202 Sq Ft

    29 Murray Rd, Middletown, NY 10940

    Set on 3- private acres, this spacious residence offers refined living with a functional and versatile layout in a quiet location. This home features 5-bedrooms and 3- full bathrooms, providing ample space for a variety of needs. This well-maintained residence features a versatile multi-level layout with multiple living spaces, providing a wide range of use options. The main level includes a

    Regina Lombardo Keller Williams Hudson Valley

    29 Murray Rd, Middletown, NY 10940
  • /48

    $574,990

    • 3 Beds
    • 2 Baths
    • 2,596 Sq Ft

    12 Oak Ridge Rd, Middletown, NY 10940

    Welcome to 12 Oak Ridge Road, located in the Presidential Heights residential neighborhood, an upscale sought-after community with picturesque mountain views. Upon entering this meticulously kept contemporary home, you are welcomed by a warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 2600 square feet of living space, this home is thoughtfully laid

    Jacqueline Henry-Thompson Jackie Henry Realty LLC

    12 Oak Ridge Rd, Middletown, NY 10940
  • /43

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft

    83 Deer Ct Dr, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

    Gloria Rivera Keller Williams Hudson Valley

    83 Deer Ct Dr, Middletown, NY 10940
  • /40

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,766 Sq Ft

    258 Scotchtown Collabar Rd, Middletown, NY 10941

    Beautiful Single Family Residence in Scotchtown NY area. Move in ready home with nice updates and finishes. Three spacious bedrooms and two full bathrooms. Hardwood floors throughout the home. Central air conditioning with a finish basement. Property located on two acres, with low taxes. Must see. Close to schools, Stores and all major commuting routes.

    Maurice Bailey Neighborhood Assistance Corp

    258 Scotchtown Collabar Rd, Middletown, NY 10941
  • /50

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    9 Silo Farm Place, Middletown, NY 10941

    Welcome to 9 Silo Farm Place! This beautiful colonial home, located in a desirable Scotchtown cul-de-sac within the Pine Bush School District, is now on the market. This move-in-ready residence features a warm foyer with vaulted ceilings, gleaming hardwood floors, and a spacious layout including a formal living room, dining room, and a family room with a gas fireplace. The kitchen, complete with

    Anita S. Cristiano HomeSmart Homes & Estates

    9 Silo Farm Place, Middletown, NY 10941
  • /31

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft

    66 Deer Ct Dr, Middletown, NY 10940

    Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

    Jie Liu Keller Williams Hudson Valley

    66 Deer Ct Dr, Middletown, NY 10940
  • /33

    $429,000

    • 3 Beds
    • 1 Bath
    • 1,043 Sq Ft

    79 Vincent Dr, Middletown, NY 10940

    Don’t miss this turn-key 3-bedroom, 1-bath ranch on a quiet, tree-lined street in Middletown. Set on a level, fully fenced 0.27-acre lot, this move-in ready home offers comfort, style, and convenience.Inside, you’ll find hardwood floors and a cozy brick wood-burning fireplace with a new door and mantel. The eat-in kitchen features stainless steel appliances and updated lighting, while the

    Agent Photo

    Donna Reese

    Keller Williams Hudson Valley

    (329) 213-1496

    79 Vincent Dr, Middletown, NY 10940
  • /41

    $447,000

    Open Sun 11AM - 1PM $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,851 Sq Ft

    35 Pinto Rd E, Middletown, NY 10941

    Welcome to 35 Pinto Rd E! This is am immaculate townhouse in a prime, community location---Liberty Commons. This 2+Bedroom, 3 Bath is the perfect combination of contemporary luxury living with convenience. This end unit features , open concept first floor, natural light galore, custom blinds, plenty of storage, spacious bedrooms with large closets, and 2 car tandem garage. Need more.... There is

    Agent Photo

    Tiffany Megna

    RE/MAX Town & Country

    (329) 201-2046

    35 Pinto Rd E, Middletown, NY 10941
  • /47

    $829,000

    • 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
  • /36

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,410 Sq Ft

    22 Oak Ln, Middletown, NY 10940

    Step into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen,

    Danielle Roche Howard Hanna Rand Realty

    22 Oak Ln, Middletown, NY 10940
  • /35

    $200,000

    • Land
    • 51.7 Acres
    • $3,868 per Acre

    Tbd Hall Rd, Middletown, NY 12455

    Hike up to see this spectacular 51.7 acres of prime Real Estate. This property has everything except a road which will have to be built. A previous right of way was moved years ago due to flooding. The walk in does require waterproof boots and a lot of good energy. The parcel has every kind of topography you could imagine. Mouch of it is a large lightly wooded plateau. The southeastern boundary

    William Chris St. John Win Morrison Realty

    Tbd Hall Rd, Middletown, NY 12455
  • /16

    $695,000

    • Land
    • 5.07 Acres
    • $137,081 per Acre

    0 Route 28 Unit 20261954, Middletown, NY 12455

    Rare opportunity: PRIME waterfront commercial lot in the heart of Margaretville on State Highway 28 -- unmatched visibility on the busy corridor. Zoned commercial with municipal sewer and water available. The East Branch of the Delaware River parallels the full length of the parcel, providing exceptional waterfront exposure and strong development potential. Seller has detailed plans available

    Katherine Keys The Catskill Dream Team

    0 Route 28 Unit 20261954, Middletown, NY 12455
  • /27

    $199,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

    Sandra Arnez Keller Williams Hudson Valley

    326 Concord Ln, Middletown, NY 10940
  • /44

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    6 Charlotte Mews, Middletown, NY 10940

    New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

    Zhiheng Tang Keller Williams Hudson Valley

    6 Charlotte Mews, Middletown, NY 10940

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