Middletown, NY Homes for Sale

• 

  

  

  /31

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,531 Sq Ft

  484 Route 211 W, Middletown, NY 10940

  Welcome to 484 Route 211 – an amazing opportunity in the heart of Middletown for anyone ready to take on a rewarding project with big potential! This spacious home features 4 generously sized bedrooms and 2 full bathrooms, offering plenty of room for a large or growing family. The eat-in kitchen is perfect for family meals, and there’s even a first-floor bedroom for added convenience.One of the

  Virginia Corbett eXp Realty

  484 Route 211 W, Middletown, NY 10940
• 

  

  

  /40

  $479,000

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

  38 Woodside Knolls Dr, Middletown, NY 10940

  Welcome to Woodside Knolls!Discover this stunning tri-level townhouse located in one of the area’s most desirable communities. This beautifully maintained home features 9' ceilings on the main level, a bright white kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level.Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully

  Naomi Streicher Q Home Sales

  38 Woodside Knolls Dr, Middletown, NY 10940
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  /46

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Mint condition, classic, fully-restored 1863 farmhouse. This 4-bedroom, 2 1/2-bathroom home sits on 10 serene acres with stunning horse farm views and features including original hardwood floors, a brick fireplace, and formal dining with exquisite molding. Also noted is the updated plumbing. Enjoy a wraparound porch, a pond with fish, and river access for kayaking. Completely inspiring with a

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
• 

  

  

  /16

  $410,000

  • 3 Beds
  • 2 Baths

  39 Harrison St, Middletown, NY 10940

  Two family home in the City of Middletown close to all transportation, shopping and dining. Fully rented with longtime tenants and below market rents. 1st floor is a 1 bed/1 bath apt: very cute and cozy. 2nd floor is a 2 bed/1 bath.W/D hook-ups in basement/W/D not included.Detached garage with off street parking.Based on today's rents, this a money maker!

  David Russell David L Russell Realty

  39 Harrison St, Middletown, NY 10940
• 

  

  

  /13

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

  Feng Chang Acer Realty Inc

  3 Chappell Pkwy, Middletown, NY 10940
• 

  

  /16

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  4 Red Barn Ln, Middletown, NY 10940

  ROLLING MEADOWS! Low HOA! 3 Bedrooms! 1 1/2 Bathrooms! Eat In Kitchen! Large Living Room! Master Bedroom with Walk In Closet! Sliders to Fenced in Yard! Perfect Commuter Location! Close to Major Highways, Trains, Buses and Shopping! Walk to Clubhouse, Community Pool, Playground, Tennis and Basket Ball!

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Red Barn Ln, Middletown, NY 10940
• 

  

  /16

  $429,999

  • 6 Beds
  • 2 Baths
  • 1,878 Sq Ft

  19 Wawayanda Ave, Middletown, NY 10940

  Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

  Samar Tarazi Keller Williams Realty

  19 Wawayanda Ave, Middletown, NY 10940
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  /27

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
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  /11

  $113,300

  • Land
  • 0.09 Acre
  • $1,258,889 per Acre

  92 Linden Ave, Middletown, NY 10940

  Discover a rare chance to transform your dream into reality on this prime 50 by 80 cleared, level parcel in the heart of Middletown. Located in a fully built out neighborhood with municipal water and sewer already in place, this site offers a blank canvas for a single family home. This is an outstanding opportunity for builders to leave their mark in a thriving community. Don’t let this

  Jason Madison eXp Realty

  92 Linden Ave, Middletown, NY 10940
• 

  

  /15

  $169,900

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  340 Concord Ln, Middletown, NY 10940

  Welcome to your new home! This bright and inviting 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, style, and convenience. Located in a well-maintained community, this unit features a sun-drenched private balcony—ideal for morning coffee, container gardening, or enjoying a cocktail after a long day.Some Key Features: A generously sized bedroom with ample closet space, New furnace

  Chris Cardinal Keller Williams Realty

  340 Concord Ln, Middletown, NY 10940
• 

  

  /15

  $155,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  268 Concord Ln, Middletown, NY 10940

  Welcome to your new home! This bright and inviting 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, style, and convenience. Located in a well-maintained community, this unit features a sun-drenched private balcony—ideal for morning coffee, container gardening, or enjoying a cocktail after a long day.Some Key Features: A generously sized bedroom with ample closet space, New

  Chris Cardinal Keller Williams Realty

  268 Concord Ln, Middletown, NY 10940
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  /36

  $629,900

  • 4 Beds
  • 2.5 Baths
  • 1,825 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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  /48

  $975,000

  • 2 Baths
  • 4,800 Sq Ft

  30 Royce Ave, Middletown, NY 10940

  Calling all Investors, Business Owners & Contractors!!! Unique —"Side by Side" — 2 Family home with upstairs & downstairs for both units & private decks! Located in central Middletown, this home offers (2) 3 bedroom units, bathroom, living room, dining room, eat-in-kitchen with —pellet stove—, mud room & exit to backyard, exceptional vehicle capacity—fits 28+ vehicles (for possible rental income)

  Gary Myers eXp Realty

  30 Royce Ave, Middletown, NY 10940
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  /16

  $355,000

  • 4 Beds
  • 2 Baths
  • 1,486 Sq Ft

  184 Highland Ave, Middletown, NY 10940

  Here you have a beautiful Victorian style home, centrally located in Middletown NY. This home features a beautiful wrap around porch that presents a charming appeal to all visitors of the property. The property has been upgraded by the current owner, they have put in $55k of upgrades which include an updated kitchen, new central air system, new doors, and new windows! The home encompasses 4

  JORGE LUGO BHHS Hudson Valley Properties

  184 Highland Ave, Middletown, NY 10940
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  /38

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  344 Ingrassia Rd, Middletown, NY 10940

  Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms.Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient

  Travis Thompson Keller Williams Hudson Valley

  344 Ingrassia 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 charming 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood with tree-lined streets, 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

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
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  /8

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
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  /34

  $259,000

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

  67 Deer Court Dr, Middletown, NY 10940

  Bright, Beautiful & Move-In Ready – Second Floor 2BR/2BA Condo in Sought-After Deer Run!Welcome to the only one-level unit currently available in the highly desirable Deer Run community in Middletown! This spacious 2-bedroom, 2-bath condo is located on the second floor, offering privacy and peaceful living in a well-maintained complex. With large front-facing windows, the home is flooded with

  Gail Rachlin Keller Williams Hudson Valley

  67 Deer Court Dr, Middletown, NY 10940
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  /18

  $600,000

  • 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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  /46

  $634,900

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  1 Country Club Dr, Middletown, NY 10940

  Simply The Best! Here it is! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was an premium lot upgrade. This Beaumont model offers over 3000 sq feet and four levels of lavish

  Karen Taphorn Howard Hanna Rand Realty

  1 Country Club Dr, Middletown, NY 10940
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  /12

  $142,900

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  228 Concord Ln Unit 228, Middletown, NY 10940

  ESTATE SALE – Prime Investment Opportunity!Discover value in this estate sale offering—a 1-bedroom, 1-bathroom second-floor unit located in Middletown’s Buttonwood Hills community. Ideal for investors seeking strong rental potential or buyers in search of a low-maintenance, conveniently located home. Situated in a commuter-friendly location, it's close to major highways, colleges, shopping

  Yasmine Delgado BHG Real Estate Green Team

  228 Concord Ln Unit 228, Middletown, NY 10940
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  /8

  $375,000

  • Land
  • 42 Acres
  • $9,014 per Acre

  234 Howells Rd, Middletown, NY 10940

  41+ acres of land for sale in the Town Of Wallkill. The land is conveniently located in the sought after Minishink School District and sub-dividable. The owner had an old plan but did not go through the planning process. I have attached the plan in the document section for your reference.

  Jonathon Lee Keller Williams Hudson Valley

  234 Howells Rd, Middletown, NY 10940
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  /36

  $1,125,000

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
• 

  

  /15

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,124 Sq Ft

  317 Wawayanda Ave, Middletown, NY 10940

  Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family gatherings or quiet

  Pete Wolven Hudson Valley Home Connection

  317 Wawayanda Ave, Middletown, NY 10940
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  /23

  $137,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  205 2nd Ave, Middletown, NY 10941

  Want to buy an almost new home for $137,000? This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light and a tray ceiling that adds a touch of class! There is a roof over the large deck for entertaining or relaxing even in the rain. There are even ceiling lights on the deck!! So many

  John Nahass CENTURY 21 FULL SERVICE REALTY

  205 2nd Ave, Middletown, NY 10941
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  /34

  $620,000

  • 4 Beds
  • 3.5 Baths
  • 2,188 Sq Ft

  26 Kyleigh Way, Middletown, NY 10940

  Welcome to this stunning, 5-year-young home located in the desirable Sunrise Hills development.This beautifully maintained residence offers 4 spacious bedrooms, 3 full bathrooms, and 1 half bathroom. The grand cathedral entryway features an elegant chandelier that can be admired from both inside and out, highlighting the top landing of the staircase.The large fourth bedroom is currently set up as

  Delroy Smith List 4 Less Realty

  26 Kyleigh Way, Middletown, NY 10940
• 

  

  /15

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft

  39 Crescent Place, Middletown, NY 10940

  Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020

  Zhiheng Tang Keller Williams Hudson Valley

  39 Crescent Place, Middletown, NY 10940
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  /29

  $310,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  193 Bert Crawford Rd, Middletown, NY 10940

  Charming Cape Cod home located in the heart of one of Middletown’s most desirable neighborhoods. Property features 2 spacious bedrooms on main level and 3rd bedroom upstairs, 1 full bathroom, a large living room, NEW kitchen with dinette, dining room, and enclosed front porch. Step out from the kitchen to a beautiful, flat backyard—perfect for barbecues, play, or quiet evenings. . Full-height

  Eliezer Salcer Preferred Properties Real Esta

  193 Bert Crawford Rd, Middletown, NY 10940
• 

  

  /22

  $325,000

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  2411 Goshen Turnpike, Middletown, NY 10941

  Welcome to 2411 Goshen Turnpike – in the prestigious Goshen School District! Set on nice flat and usable 1.4-acre lot, this updated 2-bedroom home offers warmth, comfort. Step into the bright living room featuring a charming fireplace, then enjoy the granite countertops, new bathroom, updated lighting, and refinished hardwood floors throughout. There’s also a cozy enclosed screened porch and

  Eliezer Salcer Preferred Properties Real Esta

  2411 Goshen Turnpike, Middletown, NY 10941
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  /49

  $699,900

  • 8 Beds
  • 5 Baths
  • 5,533 Sq Ft

  203 Highland Ave, Middletown, NY 10940

  Welcome to this exceptional mother/daughter residence, where comfort seamlessly intertwines with practicality! This expansive colonial home is meticulously crafted to accommodate the diverse needs of everyone. This unique property offers two homes in one, that connect within the interior of the home— both equipped with their own front and side entrances! Yes, you read that right, this home offers

  Patricia Sassi RE/MAX Benchmark Realty Group

  203 Highland Ave, Middletown, NY 10940
• 

  

  /15

  $105,000

  • Land
  • 5 Acres
  • $20,588 per Acre

  Lot 11 Meadow Brook Dr, Middletown, NY 12455

  Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

  Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

  

  Lot 11 Meadow Brook Dr, Middletown, NY 12455
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  /40

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,794 Sq Ft

  118 White Bridge Rd, Middletown, NY 10940

  This pristine Cape in Mount Hope NY is almost 1800 square feet featuring heated two-car attached garage, full size basement sit on 1.6 acres parcel with nice view. 3 bedrooms, large eat in kitchen, Formal Dr, 1st floor Master Bedroom suite, and addition one office on the 1st floor. 2nd. floor has 2 large bedrooms, Exterior has 2 decks, 1 patio, storage shed, great views and beautiful sunsets. New

  Feng Chang Acer Realty Inc

  118 White Bridge Rd, Middletown, NY 10940
• 

  

  /27

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  14 Mercer St, Middletown, NY 10940

  It Doesn't Get Better Than This!! Fully renovated and meticulously cared for Cape Cod with a first floor bedroom and full bathroom in one of the most sought after areas. If you know Mercer St you know it is a small cul de sac of well kept homes within walking distance to Maple Hill Park which offers a playgound, picnic area and a dog park! Step into the vestibule before entering the well

  Karen Taphorn Howard Hanna Rand Realty

  14 Mercer St, Middletown, NY 10940
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  /41

  $435,000

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

  1 Lindentree Ln, Middletown, NY 10940

  Welcome to easy living in the popular Maple Fields community! This spacious 3-bedroom, 3.5-bath end-unit condo offers 2,484 square feet of comfort and convenience, including a finished basement. Step inside to find high ceilings, granite countertops, and a bright, open feel throughout. The primary bedroom features vaulted ceilings, and the basement is perfect for a home office, gym, or hangout

  Katheryn DeClerck Howard Hanna Rand Realty

  1 Lindentree Ln, Middletown, NY 10940
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  /14

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft

  49 Ruth Ct, Middletown, NY 10940

  Smart Buy – Ideal for Investors or Future Homeowners!This well-maintained 2-bedroom, 1-bathroom second-floor condo presents a fantastic opportunity whether you're looking to invest or move in yourself. Located in a quiet, professionally managed complex, the unit is currently tenant-occupied with the lease ending soon, offering immediate rental income or the option to occupy.The layout includes a

  Jacob Fried Keller Williams Realty

  49 Ruth Ct, Middletown, NY 10940
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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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  /42

  $599,999

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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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