Middletown, NY Homes for Sale with Garage

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  /25

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
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  Explore Middletown

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  /41

  $539,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft

  63 Brimstone Hill Rd, Middletown, NY 10941

  Welcome to this outstanding, beautifully maintained Cape Cod-style home nestled on a serene 1.7-acre lot. This unique property combines timeless charm with thoughtful modern touches, offering both privacy and nature. Step onto the oversized front porch and take in the picturesque view of the front yard and classic natural fieldstone wall. As you enter through the soaring foyer, you'll be struck

  

  Jennifer Loprieno

  Howard Hanna Rand Realty

  (329) 219-0768

  63 Brimstone Hill Rd, Middletown, NY 10941
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  /26

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  31 Beattie Ave, Middletown, NY 10940

  Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3980

  31 Beattie Ave, Middletown, NY 10940
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  /30

  $379,000

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Looking for a solid investment in the Minisink Valley School District? This newer townhouse (Unit 2C, right side) is tenant-occupied with a lease in place through September 30, 2026, offering immediate income of $2,850/month. Tenants pay for oil and electric, are responsible, and come highly recommended. Privately set, this bright and welcoming home features an open foyer leading into an updated

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 328-4272

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /20

  $399,990

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

  2 Saint Eve Ct, Middletown, NY 10940

  Welcome to 2 Saint Eve Ct, a versatile home offering comfort and space in a convenient Middletown location. This well-maintained property features 3 bedrooms and 2 full baths, along with a spacious eat-in kitchen perfect for everyday living and entertaining. Above the garage, a large rec room provides endless possibilities—use it as a fourth bedroom, family room, or bonus space to suit your

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 210-5621

  2 Saint Eve Ct, Middletown, NY 10940
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  /11

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  19 Randall Terrace, Middletown, NY 10940

  Looking for all investors who want to buy now and get the process started in order to work on the exterior before the cold weather begins. All reasonable offers will be considered. Home features an eat in kitchen with breakfast nook, diningroom, and large step down livingroom on first floor with fireplace. Upstairs find a primary bedroom suite with separate bath. Down the hall is three more

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 216-0798

  19 Randall Terrace, Middletown, NY 10940
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  /41

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  1583 Mountain Rd, Middletown, NY 10940

  Looking for your piece of paradise?... You just found it! This great contemporary home offers 4 to 5 bedrooms, 2.5 bathrooms, a 2 car garage on 1 acre of land. Large windows, vaulted ceilings and skylights allow the flow of natural light throughout the house. You'll also find beautiful hardwood floors throughout. Kitchen was updated in 2020 offering plenty of cabinets and stainless steel

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3559

  1583 Mountain Rd, Middletown, NY 10940
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  /50

  $859,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 393-3879

  3 Kings Dr, Middletown, NY 10941
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  /36

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  /21

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  125 Whipple Rd, Middletown, NY 10940

  Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

  Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
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  /49

  $599,999 Open Sun 12PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 2,504 Sq Ft

  166 Brown Rd, Middletown, NY 10941

  Charming 5-Bedroom, 3.5-Bathroom Home with In-ground Pool, Modern Updates & Historic AppealStep into this modernized historic home, where timeless charm meets contemporary luxury. This 5-bedroom, 3.5-bathroom beauty features two primary suites, including a first-floor primary with an ensuite bathroom, offering flexibility and privacy. The updated kitchen includes quartz countertops,

  Harmoni VanEtten eXp Realty

  166 Brown Rd, Middletown, NY 10941
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  /49

  $779,900

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

  225 van Duzer Rd, Middletown, NY 10940

  Welcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill . The grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with its gleaming hardwood floors offers a spacious living room with built-in electric fireplace to a family room to a dining dining area open to a beautiful kitchen

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940
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  /36

  $494,900

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  38 Cobblestone Ln, Middletown, NY 10940

  Must see !!! 3 bedroom 2.5 bathroom townhome with crown molding throughout 3 levels of living space Hardwood floors (Acacia)in most rooms with the exception of 1 bedroom and basement which is carpeted.Home features living room with gas fireplace custom mantle and granite surround ,sliding doors to patio and private backyard.2 story open foyer with chandelier. Study / office with French doors for

  Sandra Johnson Keller Williams Realty

  38 Cobblestone Ln, Middletown, NY 10940
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  /40

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  11 Cobblestone Ln, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

  Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
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  /36

  $799,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  104 Elise Dr, Middletown, NY 10941

  LAST HOME AVAILABLE! Welcome to The Woodlands at Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial now complete and ready to welcome it's new owners! The main

  Juan Bautista Keller Williams Realty

  104 Elise Dr, Middletown, NY 10941
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  /33

  $759,900

  • 4 Beds
  • 2.5 Baths
  • 2,561 Sq Ft

  195 Mulford Rd, Middletown, NY 10940

  Stunning New Construction Colonial on a dead end street. Welcome to your dream home set on 3 picturesque acres in the Town of Greenville, within the highly sought-after Minisink Valley School District. Nestled on a private, partially wooded lot at the end of a quiet cul-de-sac, this beautifully crafted colonial offers the perfect blend of style, comfort, and functionality. Step inside to find 4

  Chris Ogden Realty Promotions Inc

  195 Mulford Rd, Middletown, NY 10940
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  /34

  $549,999

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

  22 Sharon Dr, Middletown, NY 10941

  Come home to this lovely 4 bedroom 2.5 bath home, situated on .37 acres. This home features an updated kitchen and bath with granite counter top and attractive cabinetry. Beautiful hardwood flooring and wall to wall carpeting can be found throughout. The large deck overlooks a luscious fruit filled peach tree and a backyard that makes the perfect spot for entertaining. This house is just a few

  Tonya Finn Keller Williams Hudson Valley

  22 Sharon Dr, Middletown, NY 10941
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  /40

  $514,999

  • 3 Beds
  • 3 Baths
  • 2,696 Sq Ft

  2 Danielle Ct, Middletown, NY 10940

  Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

  Ravyn Green YourHomeSold Guaranteed Realty

  2 Danielle Ct, Middletown, NY 10940
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  /30

  $550,000

  • 4 Beds
  • 3.5 Baths
  • 2,307 Sq Ft

  71 Watkins Ave, Middletown, NY 10940

  Exquisite Updated Colonial Residence in a Prestigious Middletown LocationDiscover timeless elegance combined with modern sophistication in this beautifully updated 4-bedroom, 3-bath Colonial home. Perfectly situated on a quiet, tree-lined street, this residence offers a seamless blend of classic architectural details and contemporary upgrades, creating a truly refined living

  Jonathon Lee Keller Williams Hudson Valley

  71 Watkins Ave, Middletown, NY 10940
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  /47

  $499,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
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  /35

  $789,000

  • 5 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  24 Woodside Ct, Middletown, NY 10941

  This stunning UPGRADED COLONIAL offers rare privacy at the end of a quiet cul-de-sac, just 10 mins outside of Middletown. Great Location!! A dream kitchen with high-end appliances, marble Carrara countertops, convection microwave, and double oven air fryer. Bonus room over the garage. Hardwood and tile floors throughout, marble / granite countertops in all baths, three walk-in closets,

  Philip Barnao eXp Realty

  24 Woodside Ct, Middletown, NY 10941
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  /35

  $589,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  24 3rd St, Middletown, NY 10940

  BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm.Step into the gorgeous eat-in kitchen, thoughtfully designed with:A large center island with ample seatingGleaming hardwood floorsVaulted

  Jane Panico Realty Promotions Inc

  24 3rd St, Middletown, NY 10940
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  /38

  $489,999

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  7 Avoncroft Ln, Middletown, NY 10940

  Discover the perfect balance of modern design and everyday comfort in this beautifully updated 3-bedroom, 3-bath corner townhouse, ideally located in one of Middletown’s most sought-after neighborhoods. Step inside and be welcomed by a bright, open-concept living space that feels both chic and inviting. The stylishly renovated kitchen is a true standout and it is complete with sleek countertops,

  Kewin Garabito eXp Realty

  7 Avoncroft Ln, Middletown, NY 10940
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  /38

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances,

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
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  $499,999

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Located on one of the most scenic and peaceful roads in Orange County, this spacious mother-daughter home offers exceptional privacy on a full acre of land, just minutes from Middletown shopping, dining, and NYC train access. Tucked away on a quiet road, the home provides a rare sense of seclusion while still being close to everyday conveniences. Inside, you’ll find two full kitchens with

  Kewin Garabito eXp Realty

  612 Shoddy Hollow Rd, Middletown, NY 10940
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  /36

  $594,000

  • 4 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  708 Kirbytown Rd, Middletown, NY 10940

  Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

  Debbie Walsh SHAHAR Management LLC

  708 Kirbytown Rd, Middletown, NY 10940
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  /18

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
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  /18

  $565,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
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  /25

  $579,000

  • 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
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  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,140 Sq Ft

  7 Highland View Place, Middletown, NY 10940

  Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

  Hilary Hemans-Mensah Keller Williams Realty

  7 Highland View Place, Middletown, NY 10940
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  /28

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  53 Fair Oaks Rd, Middletown, NY 10940

  Welcome to this charming ranch-style home set on 4.8 acres, consisting of two lots (2.3 and 2.5 acres), offering comfort, convenience, and room to enjoy both inside and out. This 3-bedroom, 1.5-bath home features a bright and inviting eat-in kitchen with granite countertops, perfect for casual meals or gatherings. This home comes equipped with central air conditioning and a whole-house generator

  Karen Green-Nelson Coldwell Banker Realty

  53 Fair Oaks Rd, Middletown, NY 10940
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  /42

  $349,000

  • 4 Beds
  • 1 Bath
  • 1,790 Sq Ft

  38 Prospect St, Middletown, NY 10940

  Welcome to this charming well maintained 1900's Colonial centrally located to everything Middletown has to offer such as schools, walking distance to the Elk's Club, YMCA and Downtown Middletown finest eateries and breweries!, shopping and public transportation. When you arrive to the property the large porch will great you and once you step inside you will notice the old charm starting with

  Pedro Garcia Curasi Realty, Inc.

  38 Prospect St, Middletown, NY 10940
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  /50

  $969,999

  • 3 Beds
  • 3 Baths
  • 3,282 Sq Ft

  346 Mullock Rd, Middletown, NY 10940

  Welcome to 346 Mullock Road – A Private Pondside Mini-Estate in the Heart of the Hudson ValleyTucked away down a long, tree-lined drive in the sought after Minisink Valley School District, this 3-bedroom, 3-bathroom contemporary sanctuary unfolds across 3300+ sqft of architecturally distinctive living space, set on 5.4 private, park-like acres with not one, but two spring-fed ponds teeming

  Alyse Toffel Keller Williams Hudson Valley

  346 Mullock Rd, Middletown, NY 10940
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  /41

  $649,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  30 Eagles Way, Middletown, NY 10940

  Welcome to 30 Eagles Way — A Rare Detached Townhome in The Fairways at Wallkill. Tucked at the end of a quiet cul-de-sac within the prestigious gated community of The Fairways, this meticulously maintained 3-bedroom, 2.5-bathroom single-family detached townhouse offers over 2,430 sqft of refined living space in the heart of the Hudson Valley.Main Level Living with Modern Elegance: Step inside

  Amanda Brehm Keller Williams Hudson Valley

  30 Eagles Way, Middletown, NY 10940
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  /23

  $419,900

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  6 Randall Terrace, Middletown, NY 10940

  Value lies in quality, location, and long-term potential — and this property delivers on all three. Thoughtfully renovated from top to bottom, this home is turn key and provides long-term peace of mind.Step inside to find brand-new hardwood floors throughout, a completely remodeled kitchen featuring quartz countertops, new appliances, and a complementing tile backsplash — a space built for

  Rachel Hunt Realty Promotions Inc

  6 Randall Terrace, Middletown, NY 10940
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  /24

  $349,999

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  128 Kleis Road Spur, Middletown, NY 12430

  Welcome to Your Catskills Retreat at 128 Kleis Road SpurTucked away on a quiet spur road and surrounded by evergreens, this charming single-level cabin blends cozy comfort with outdoor living.Relax on the spacious deck, soak in the private hot tub, or gather by the fire pit under the stars. Inside, enjoy an open layout with large windows, a stone fireplace, and sliders to the deck—perfect

  Michelle Andzel Graziano Four Seasons Sotheby's International Realty

  128 Kleis Road Spur, Middletown, NY 12430
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  /14

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,604 Sq Ft

  1 Chancery Mews, Middletown, NY 10940

  Welcome to this spacious and well-maintained contemporary-style home located in the sought-after Canterbury Knolls community. Featuring 3 bedrooms, 2 bathrooms, this home offers comfortable and functional living for today’s modern lifestyle. The inviting living room includes a cozy fireplace, while sliding glass doors lead to a private patio—perfect for entertaining or enjoying peaceful evenings

  Sean Walker Keller Williams Realty

  1 Chancery Mews, Middletown, NY 10940
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  /34

  $384,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,677 Sq Ft

  28 Pinto Rd W, Middletown, NY 10941

  Welcome to this stunning, better-than-new townhome located in the highly sought-after community of Liberty Commons. Just one year young, this impeccably maintained residence offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover a light-filled open layout featuring gleaming hardwood floors on the main level and plush carpeting upstairs. The designer kitchen

  Juan Bautista Keller Williams Realty

  28 Pinto Rd W, Middletown, NY 10941
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  /31

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 925 Sq Ft

  6 Madeline Terrace, Middletown, NY 10940

  Welcome to 6 Madalaine Terrace, a charming ranch-style home in Middletown offering easy one-level living. This 3-bedroom, 1.5-bath home features a cozy living room, an eat-in kitchen, and a practical layout that makes the most of its space. The fenced yard is perfect for outdoor enjoyment, pets, or gardening. With a private driveway and low-maintenance exterior, this home is ideal for anyone

  Lauren Kelly Howard Hanna Rand Realty

  6 Madeline Terrace, Middletown, NY 10940
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  /35

  $419,000

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  1 Polly Kay Dr, Middletown, NY 10940

  Welcome to this charming raised-ranch in the heart of Middletown, offering 1,482 square feet of comfortable living. The home features three spacious bedrooms, an updated kitchen and bath, and beautiful hardwood floors throughout that bring a timeless touch to every room.Downstairs, the lower level is perfect for a cozy family room, playroom, or home office—whatever best fits your

  Eva Kusmierek eXp Realty

  1 Polly Kay Dr, Middletown, NY 10940

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