Middletown, NY Homes for Sale with Garage

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  $1,799,000

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 square feet of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment.Built in 2002, this 6-bedroom, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday

  

  Mohamed Elgoarany

  All American Realty Management

  (329) 215-0309

  3 Bristol Dr, Middletown, NY 10941
• Explore Middletown

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  /32

  $499,000

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

  22 Sharon Dr, Middletown, NY 10941

  Welcome to 22 Sharon Drive in Middletown, a well-maintained raised ranch offering space, comfort, and a highly convenient location. The main level features hardwood floors throughout, a large living room with high ceilings, and an expansive dining area ideal for everyday living and entertaining. The kitchen is finished with granite countertops and offers great functionality. The upper level

  

  Ammar Iqbal

  eXp Realty

  (329) 210-2236

  22 Sharon Dr, Middletown, NY 10941
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  /40

  $509,900

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft

  127 Sproat St, Middletown, NY 10940

  There is a reason a raised ranch continues to stand the test of time... it just lives right. From the moment you step inside this move-in ready 4 bedroom, 3 bathroom home in Middletown, you feel the ease of a layout designed for real life. Head upstairs and you are immediately welcomed into a bright, open living space where natural light pours in and hardwood floors carry warmth throughout. The

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 210-2066

  127 Sproat St, Middletown, NY 10940
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  /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,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 217-0628

  53 Cornwall Ln, Middletown, NY 10940
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  /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

  

  Chris Ogden

  Realty Promotions Inc

  (329) 209-9962

  TBD Kirbytown Rd, Middletown, NY 10940
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  /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

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 207-0914

  179 Reservoir Rd, Middletown, NY 10940
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  /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

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 209-9797

  59 Woodside Knolls Dr, Middletown, NY 10940
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  /2

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft

  46 Knapp Ave, Middletown, NY 10940

  This oldie but goodie is full of potential! With a little love, fresh paint, and imagination, this home can truly shine as a wonderful starter home. It also presents a great opportunity for investors looking to expand their rental portfolio, long-term tenants would love the option to stay. Features include some hardwood floors, a detached 2-car garage, and a recently paved blacktop driveway.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 209-9787

  46 Knapp Ave, Middletown, NY 10940
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  /20

  $335,000

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft

  1110 New York 211, Middletown, NY 10940

  If you are looking for one-level living, this is the one! This 2-bedroom ranch is the perfect opportunity for a first-time homebuyer, someone looking to downsize, or an investor seeking to add to their rental portfolio. Filled with natural light, the home offers a bright and inviting atmosphere throughout. The spacious primary bedroom features a large wall-to-wall closet. A combination of

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3782

  1110 New York 211, Middletown, NY 10940
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  /50

  $829,000

  • 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

  (329) 208-2931

  3 Kings Dr, Middletown, NY 10941
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  /25

  $389,000

  • 2 Beds
  • 1.5 Baths
  • 1,346 Sq Ft

  36 Vincent Dr, Middletown, NY 10940

  This home is located in a desirable neighborhood in Middletown, this beautifully maintained home offers the perfect blend of comfort, space, and convenience. Step inside to find a bright and inviting layout featuring spacious living areas, abundant natural light, and a seamless flow ideal for both everyday living and entertaining.The home boasts a well-appointed kitchen with ample cabinetry

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 210-1922

  36 Vincent Dr, Middletown, NY 10940
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  /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
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  /48

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 2,787 Sq Ft

  441 Scotchtown Collabar Rd, Middletown, NY 10941

  Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

  Jacob Matthews Ellis Sotheby's Intl Realty

  441 Scotchtown Collabar Rd, Middletown, NY 10941
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  /27

  $340,000

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  164 Brookline Ave, Middletown, NY 10940

  Move-in ready It's being utilized as a 3 bedroom (Legal 2BR)home featuring a great blend of updates and classic charm. Enjoy peace of mind with a new roof and new fence, plus new flooring throughout--with the original hardwood floors preserved underneath. The kitchen has been refreshed with restored and painted cabinets and new hardware. Outside, you'll love the new custom pavers, a custom paver

  Scott Alvarez REMAX Solutions

  164 Brookline Ave, Middletown, NY 10940
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  /13

  $560,000

  • 5 Beds
  • 4 Baths
  • 1,911 Sq Ft

  35 Dogwood Dr, Middletown, NY 10940

  Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

  Lenworth Brisco Keller Williams Realty NYC Grp

  35 Dogwood Dr, Middletown, NY 10940
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  /49

  $749,000

  • 5 Beds
  • 3 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
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  /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
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  /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
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  /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
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  /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
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  /21

  $485,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
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  /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
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  /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
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  /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
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  /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
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  /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
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  /17

  $629,000

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

  55 Eisenhower Dr, Middletown, NY 10940

  Stunning Ranch in a Highly Desired Neighborhood! 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 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

  Jennifer Kubler eRealty Advisors, Inc

  55 Eisenhower Dr, Middletown, NY 10940
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  /19

  $535,000

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  19 Sunflower St, Middletown, NY 10940

  GATED COMMUNITY – FOR ACCESS: On arrival, look up BRODSKY at the front gate callbox for gate authorization and entry. As the only property currently available in the highly desirable Wildflowers 55+ gated community, this meticulously maintained, single-level home offers a perfect blend of modern upgrades and resort-style living. Recent updates include new interior paint, a true walk-in shower, a

  David White Owner Entry.com

  19 Sunflower St, Middletown, NY 10940
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  /28

  $849,000

  • 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
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  $669,000

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

  864 Route 17m, Middletown, NY 10940

  Discover a Stunning Brand New Colonial Home nestled in the heart of the town of Wallkill . The grand entrance boast with a beautiful front porch to the main floor with its gleaming Walnut hardwood floors offers a spacious living room with built-in electric fireplace to a dining dining area open to an elegant kitchen with a massive gorgeous island, beautiful granite countertops, backsplash tiles,

  Anita S. Cristiano HomeSmart Homes & Estates

  864 Route 17m, Middletown, NY 10940
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  /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
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  /28

  $489,999

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  20 Tammy Dr, Middletown, NY 10941

  LOCATION,LOCATION,LOCATION CLOSE TO WALMARTTHE METRO NORTH TRAIN STATION TO NYC, Abundance of Dining and Grocery options, The Galleria Mall, Garnet Medical Center, Major Highways Route 17M & Interstate I84, Home has 3 bedrooms and 2.5 bathrooms, Stainless Steel Appliances, Granite counter top with a breakfast nook., Hardwood Floor, En-suite bathroom in master bedroom, Large deck on upper level

  Sol Perry BHG Real Estate Green Team

  20 Tammy Dr, Middletown, NY 10941
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  /36

  $509,999

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

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Welcome to 612 Shoddy Hollow Road, a beautifully maintained 4 bedroom, 3 full bathroom raised ranch tucked away in sought after Mount Hope. This inviting home offers the perfect blend of comfort, space, and functionality. Upon entry, you’re greeted by a bright, open concept living room that seamlessly flows to a spacious deck overlooking the property ideal for relaxing or entertaining. The cozy

  Alexander Fayn Prominent Properties Sotheby's

  612 Shoddy Hollow Rd, Middletown, NY 10940
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  /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
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  /49

  $590,000

  • 5 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  48 Connors Rd, Middletown, NY 10941

  Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with

  Kewin Garabito eXp Realty

  48 Connors Rd, Middletown, NY 10941
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  /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
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  /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
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  /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
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  /27

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  39 Hanford St, Middletown, NY 10940

  Coming Soon - prewar colonial in the heart of the City of Middletown.

  Soleil Jackman Howard Hanna Rand Realty

  39 Hanford St, Middletown, NY 10940
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  /45

  $399,999

  • 3 Beds
  • 4 Baths
  • 1,536 Sq Ft

  48 Loch Lomond Ln, Middletown, NY 10941

  Well maintained ranch home located in the Town of Wallkill and within the Pine Bush School District. This 3 bedroom, 1.5 bathroom home offers comfortable one-level living with beautiful hardwood floors throughout much of the main level. A bright bay window fills the living space with natural light, creating a warm and inviting atmosphere. The partially finished basement adds additional living

  Gary MacEntee Keller Williams Realty

  48 Loch Lomond Ln, Middletown, NY 10941

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