Middletown, NY Homes

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  /35

  $1,100,000

  • 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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  /23

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • 1,284 Sq Ft
  • Apartment for Rent

  47 Monhagen Ave Unit 2, Middletown, NY 10940

  Experience the perfect blend of comfort and modern touches in this well maintained 2-bedroom, 1-bathroom home. Step into a bright and spacious living area perfect for everyday living. The kitchen features stainless steel appliances and cabinet space for storage. Both bedrooms provide a comfortable retreat with natural light. The bathroom includes marble tile for a clean and updated look. Freshly

  Melissa Henlon

  47 Monhagen Ave Unit 2, Middletown, NY 10940
• 

  $425,000 Sold Apr 18, 2025

  • 1,080 Sq Ft
  • $394/SF
  • 162 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1964

  13 Martin St, Middletown, NY 10940

  Charming Bilevel Raised Ranch in Middletown, NY**Welcome to this beautifully maintained bilevel raised ranch, ideally situated in the heart of Middletown. With 4 spacious bedrooms and 2 full baths, this home is perfect for families seeking comfort and convenience. As you step inside, you'll be greeted by a bright and airy living space that seamlessly connects to a well-appointed kitchen, making

  Michelle Gruberger Real Estate Circuit Inc

  13 Martin St, Middletown, NY 10940
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  Est $439,310 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  15 Maplewood Dr, Middletown, NY 10940

  15 Maplewood Dr, Middletown, NY 10940
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  /41

  $599,999 Open Sun 12AM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 3,283 Sq Ft

  594 County Route 22, Middletown, NY 10940

  MINISINK SCHOOLS - WORK FROM HOME AND HAVE ROOM FOR EXTENDED FAMILY - Nestled at the end of a long driveway is this spacious four-bedroom, five-bathroom home situated on just under four spacious acres. It is absolutely perfect for multi-generational living, offering a separate in-law suite with a kitchenette and bathroom. This home features not one, but TWO primary suites, one located on the

  Courtney Popowick Rita Levine Real Estate

  594 County Route 22, Middletown, NY 10940
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  /20

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  2213 Mount Hope Rd Unit A, Middletown, NY 10940

  Residential units are newly renovated in beautiful condition. Upper units above garage, Harwood Floors , Eat in Kitchen , private parking, Non smokers, Pets at Land Lord Approval. 3 Units in total available. UNIT A (2) Bedroom $2200/mo. UNIT B & C are - 1 bedroom apartments $ 1800 UTILITIES are not included in the units.

  Michelle Gruberger Real Estate Circuit Inc

  2213 Mount Hope Rd Unit A, Middletown, NY 10940
• 

  $275,000 Sold Apr 18, 2025

  • 1,000 Sq Ft
  • $275/SF
  • 201 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1961

  168 Camp Stadie Rd, Middletown, NY 10940

  A Diamond in the Rough! This Adorable & Private home is situated on 2.8 acres in the town of Wawayanda. This home, with its parklike property has so much potential for a weekend getaway or a calming, full-time residence with an option to join the lake community. Home is being sold as is. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

  Ann Marie D'Onofrio Briante Realty Group, LLC

  168 Camp Stadie Rd, Middletown, NY 10940
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  Est $436,418 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  8 Maureen Dr, Middletown, NY 10940

  8 Maureen Dr, Middletown, NY 10940
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  /42

  $574,900

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft

  8 Red Oak Ct, Middletown, NY 10941

  Welcome to this beautifully maintained colonial home, situated in the Pine Bush School District. With just under 3,000 square feet of thoughtfully designed living space, this recently renovated home offers comfort, style, and flexibility for modern living. Inside, you’ll find four spacious bedrooms, plus a versatile bonus room on the main level—perfect for a guest room, home office, or cozy den.

  Joana Mojica RE/MAX Benchmark Realty Group

  8 Red Oak Ct, Middletown, NY 10941
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  /16

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  2213 Mount Hope Rd Unit B, Middletown, NY 10940

  Residential units are newly renovated in beautiful condition. Upper units above garage, Harwood Floors , Eat in Kitchen , private parking, Non smokers, Pets at Land Lord Approval. 3 Units in total available. There is one spacious (2) Bedroom unit to c$2200/mo. The two 1 Bedroom apartments were also renovated and are in top notch condition $ 1800 Utility , are not included,

  Michelle Gruberger Real Estate Circuit Inc

  2213 Mount Hope Rd Unit B, Middletown, NY 10940
• 

  $525,000 Sold Apr 17, 2025

  • 3,647 Sq Ft
  • $144/SF
  • 55 Days On Market

  • 3 Beds
  • 4.5 Baths
  • Built 2015

  54 Highrose Ridge Way, Middletown, NY 10940

  Welcome to Highrose Ridge! This home, with over 3600 sq ft of luxurious space, is Turn-key & Move-In Ready. The moment you walk through the entrance, you are greeted with an open floor plan w/Oak Hardwood Floors, Formal Living Rm, Dining Area, Powder Rm, Laundry Rm and Gas Fireplace. The EIK is open with an Island, Granite Countertops and Stainless-Steel Appliances. This house sits on the

  D'Wana Haynesworth YourHomeSold Guaranteed Realty

  54 Highrose Ridge Way, Middletown, NY 10940
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  Est $417,107 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  35 Roger Ave, Middletown, NY 10940

  35 Roger Ave, Middletown, NY 10940
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  /11

  $849,900

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  29 Hubbard Rd, Middletown, NY 10940

  New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sinenna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

  Chris Ogden Realty Promotions Inc

  29 Hubbard Rd, Middletown, NY 10940
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  /5

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 111, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  Victoria Fini Curasi Realty, Inc.

  206 Golf Links Rd Unit 111, Middletown, NY 10940
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  /46

  $420,000 Sold Apr 17, 2025

  • 3,376 Sq Ft
  • $124/SF
  • 77 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1929

  707 Old Route 28, Middletown, NY 12455

  This beautifully renovated 1929 property offers a rare opportunity to combine luxury living with endless commercial potential, all in a prime location close to ski mountains, wedding venues, and other sought-after attractions. With its unique zoning for both residential and commercial use, this property is a standout choice for those seeking to live, work, or invest in a vibrant and scenic

  Esther de Jong Listing by Coldwell Banker Timberland Properties

  

  707 Old Route 28, Middletown, NY 12455
• 

  Est $455,911 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  80 Maureen Dr, Middletown, NY 10940

  80 Maureen Dr, Middletown, NY 10940
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  /22

  $359,990

  • 4 Beds
  • 3 Baths
  • 1,505 Sq Ft

  8 Ebury Mews, Middletown, NY 10940

  Spacious 4-Bedroom Home in Desirable Canterbury Knolls – Town of WallkillWelcome to easy, carefree living in the sought-after Canterbury Knolls community! This beautifully maintained and rare 4-bedroom, 3-bathroom single-family detached home is one of the largest in the neighborhood and offers both space and privacy—perfectly situated at the end of a quiet cul-de-sac, adjacent to peaceful

  Jonathon Lee Keller Williams Hudson Valley

  8 Ebury Mews, Middletown, NY 10940
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  /2

  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  1 Avenue A, Middletown, NY 10940

  VERY SPACEY HOME. FEATURE FOUR BEDROOMS, TRHEE FULL BATHROOMS, TWO LIVING ROOMS, DINING ROOM, KITCHEN WITH STAINLESSS STEEL APPLIANCES, GRANITE COUNTER TOPS. THE BASEMENT IS FINISHED FOR EXTRA SPAE., GREAT FOR EXTENDED FAMILY. CLOSE TO EVRYTHING, HIGHWAYS, SCHOOLS, SHOPING. THIS IS A MUST SEE.

  Jean DiMatteo DiMatteo Realty LLC

  1 Avenue A, Middletown, NY 10940
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  $280,000 Sold Apr 16, 2025

  • 1,188 Sq Ft
  • $236/SF
  • 140 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  38 Black Stallion Ct, Middletown, NY 10940

  End unit townhouse with large yard and shed, located in The Meadows Development! Great location on a cul-de-sac! Roof is less than three years old! Updated kitchen with granite counters, stainless steel appliances and soft close drawers! On the first level you will find your living room, dining room and kitchen along with a half bath and laundry area. The second level has the primary bedroom with

  Kristie Jacques Century 21 Full Service Realty

  38 Black Stallion Ct, Middletown, NY 10940
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  Est $416,577 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  16 Roger Ave, Middletown, NY 10940

  16 Roger Ave, Middletown, NY 10940
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  /27

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,636 Sq Ft

  1603 Goshen Turnpike, Middletown, NY 10941

  This 1850-built home at 1603 Goshen Turnpike is full of potential for investors and flippers. It features wide plank oak floors, a fireplace, and a country kitchen, offering a solid foundation for renovations.With 1,636 sq ft of living space, 2 bedrooms, and 2 bathrooms, this home sits on a 6,991 sq ft lot, providing room for updates and improvements. Central cooling and forced air heating are

  Elvys Molina Keller Williams Realty

  1603 Goshen Turnpike, Middletown, NY 10941
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  $300,000 Sold Apr 11, 2025

  • 1,600 Sq Ft
  • $188/SF
  • 19 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  32 Patio Rd, Middletown, NY 10941

  FIRST FLOOR BEDROOM with accessible entry and a FULL FIRST FLOOR BATHROOM! Option to live completely on one level. Charming & Well-Loved Townhouse-Style Home! Welcome to this beautiful and cherished 4-bedroom, 2-bathroom townhouse-style single-family home, offering comfort and convenience. Step into the heart of the home – a stunning custom kitchen featuring elegant custom cabinetry, a gorgeous

  Frank Muccari Cronin & Company Real Estate

  32 Patio Rd, Middletown, NY 10941
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  Est $430,163 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,532 Sq Ft

  26 Robinn Dr, Middletown, NY 10940

  26 Robinn Dr, Middletown, NY 10940
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  /26

  $565,000

  • 4 Beds
  • 2 Baths
  • 2,095 Sq Ft

  61 Reinhardt Rd, Middletown, NY 10940

  Price reflects lot with house and additional 1.1 acre lot. Situated within mature woods on a quiet country road, this contemporary cottage with an Asian flair offers a wonderful opportunity to create your dream home with privacy and convenience in mind. Country living with access to shopping, schools and public transportation all within minutes. A paved driveway leads to a walkway providing easy

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  61 Reinhardt Rd, Middletown, NY 10940
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  $350,000 Sold Apr 11, 2025

  • 1,568 Sq Ft
  • $223/SF
  • 41 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1925

  105 Monhagen Ave, Middletown, NY 10940

  Be part of the American Dream and Own Your Own Home. You'll love coming home to this beautiful classis style colonial featuring 3 bedrooms and 1.5 baths.. From the moment you enter you will be impressed with the spacious formal dining area that opens to large living room with fireplace and beautiful hardwood flooring. Features remodeled kitchen and lavatory on main level as well. Exterior offers

  Sandra Cotthaus 1st Independent Realty Grp

  105 Monhagen Ave, Middletown, NY 10940
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  Est $427,868 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft

  686 Pocatello Rd, Middletown, NY 10940

  686 Pocatello Rd, Middletown, NY 10940
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  /3

  $1,650,000

  • Land
  • 8 Acres
  • $220,000 per Acre

  32 Gibbs Ct, Middletown, NY 10940

  32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

  Peter Janis Berkshire Hathaway HS NE Prop.

  32 Gibbs Ct, Middletown, NY 10940
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  $332,000 Sold Apr 11, 2025

  • 1,554 Sq Ft
  • $214/SF
  • 118 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  99 Meyer Rd, Middletown, NY 10940

  Detached Garage! Peace, Tranquility and PRIVACY! Welcome to your peaceful retreat in the highly sought after Minisink Valley School District! This charming 3-bedroom, 2-bath ranch home on 1.2 private acres offers both serenity and potential. Relax and enjoy the soothing sounds of the Shawangunk Kill ( the largest tributary of the Walkill river). Step inside to a mud room with a large closet and

  Frank Muccari Cronin & Company Real Estate

  99 Meyer Rd, Middletown, NY 10940
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  Est $547,468 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,251 Sq Ft

  11 Millsburg Rd, Middletown, NY 10940

  11 Millsburg Rd, Middletown, NY 10940
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  /24

  $499,899 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  51 Pine Ct, Middletown, NY 10941

  Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

  John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
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  $305,000 Sold Apr 10, 2025

  • 1,496 Sq Ft
  • $204/SF
  • 17 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1990

  5 N Aspen Rd, Middletown, NY 10940

  Welcome to this updated 3-bedroom, 2-full-bathroom townhouse with luxurious upgrades throughout. As you step inside, you'll be greeted by an inviting living space filled with abundant natural light that leads seamlessly into the upgraded kitchen. The renovated kitchen is equipped with stainless steel appliances, ample storage, and functional counter space. The dining room, located next to the

  Jonathon Lee Keller Williams Hudson Valley

  5 N Aspen Rd, Middletown, NY 10940
• 

  Est $340,038 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  50 Millsburg Rd, Middletown, NY 10940

  50 Millsburg Rd, Middletown, NY 10940
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  /11

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  21 Creeden Dr, Middletown, NY 10940

  Welcome Home to 21 Creeden Drive! This inviting 3-bedroom, 1.5 Bath home offers the perfect blend of privacy and convenience, located just minutes from town on a peaceful, cul-de-sac road. Featuring a spacious main floor, a walk-out lower level and serene backyard, it is a must-see! While this well-kept home is move-in ready, it also presents an exciting opportunity to add your own touch and

  Ryan Barrett Keller Williams Realty

  21 Creeden Dr, Middletown, NY 10940
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  $361,000 Sold Apr 10, 2025

  • 1,722 Sq Ft
  • $210/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  22 Harrison St Unit 2, Middletown, NY 10940

  CALLING ALL INVESTORS!!!Great Investment opportunity in the heart of Middletown. Close to shopping and public transportation. This property has two units, both units are currently rented. Second floor has a Lease, 1st Floor does not. First floor has one bedroom and one bathroom. Second floor has two Bedrooms and eat-in kitchen (Studio)with full walk up Attic for

  Adelta Upshur Mc Donald Adel Co Enterprises Inc

  22 Harrison St Unit 2, Middletown, NY 10940
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  Est $360,864 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  14 S Centerville Rd, Middletown, NY 10940

  14 S Centerville Rd, Middletown, NY 10940
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  /40

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  565 Prosperous Valley Rd, Middletown, NY 10940

  Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

  Michelle Gruberger Real Estate Circuit Inc

  565 Prosperous Valley Rd, Middletown, NY 10940
• 

  $492,500 Sold Apr 10, 2025

  • 1,895 Sq Ft
  • $260/SF
  • 195 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  23 Sunflower St, Middletown, NY 10940

  Orange County's most sought after gated ‘55 and active’ community offers resort style amenities and is conveniently located near major highways, retail and medical facilities. This well maintained 3 bedroom/3 full bath home boasts custom crown molding, trim and beautiful hardwood flooring throughout. Natural light and high ceilings make this home stand out. There is plenty of space for visiting

  Gina Dudgeon Howard Hanna Rand Realty

  23 Sunflower St, Middletown, NY 10940
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  /35

  Est $620,376 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,742 Sq Ft

  164 Reiss Rd, Middletown, NY 10940

  164 Reiss Rd, Middletown, NY 10940
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  /39

  $357,900

  • 3 Beds
  • 1 Bath
  • 1,047 Sq Ft

  2027 Route 6, Middletown, NY 10940

  Welcome to this charming move-in ready home offering the ease of single-level living on a beautiful, level 1-acre lot! With 1047 square feet of thoughtfully designed space, this home is perfect for those looking for comfort, functionality, and room to breathe. 2 decks for outside enjoyment one at the front of the home and another outside the den/3rd bedroom. The den could easily be a 3rd

  Bente Brown John J Lease REALTORS Inc

  2027 Route 6, Middletown, NY 10940
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  $310,000 Sold Apr 10, 2025

  • 1,428 Sq Ft
  • $217/SF
  • 87 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  32 Whitman Ct, Middletown, NY 10941

  Located at the end of a cul-de-sac, this 3 level Townhome features 3 bedrooms, 1.5 baths, an updated kitchen with new stove, recently renovated bathrooms, partially finished basement with new washer, dryer, water softener and glass sliders leading to a patio and fenced in yard. Minutes from shopping, highways and Garnet Hospital

  Gloria Allan John J Lease REALTORS Inc

  32 Whitman Ct, Middletown, NY 10941

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