Middletown, NY Homes for Sale with Garage

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  /49

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,649 Sq Ft

  43 Prospect Ave, Middletown, NY 10940

  Own a Piece of the Gilded Age! Step into the character of a bygone era with this inviting Gilded Age home, offering a wonderful blend of historic charm and modern convenience. Relax and unwind on the spacious front porch, or enjoy outdoor dining and entertaining on the rear deck overlooking the backyard. A generously sized two-car garage provides ample space for everyday parking, storage,

  Steve Vinti Weichert Realtors

  43 Prospect Ave, Middletown, NY 10940
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  /30

  $839,000

  $10K PRICE DROP

  • 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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  /30

  $399,900

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

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

  Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

  Hazel Cello KW Hudson Valley United

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /6

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,696 Sq Ft

  Lot 2 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 2 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  Lot 2 Winters Ln, Middletown, NY 10940
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  /38

  $899,900

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

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

  Jonathon Lee KW Hudson Valley United

  255 Howells Rd, Middletown, NY 10940
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  /37

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,246 Sq Ft

  293 Highland Ave Extension, Middletown, NY 10940

  Offering over 1,200 square feet of one-level living, this home still has some of the fun details that made the 1950’s so memorable. A classic Dutch door? Check. Original woodwork? Absolutely. Hardwood floors hiding beneath the carpeting? They’re just waiting to make their comeback. And that fabulous pink-tiled bathroom? We say embrace it! The enclosed porch is another favorite—a cozy little spot

  Patricia Sassi RE/MAX Benchmark Realty Group

  293 Highland Ave Extension, Middletown, NY 10940
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  /50

  $549,999

  • 4 Beds
  • 3.5 Baths
  • 2,298 Sq Ft

  19 Davidge Rd, Middletown, NY 10940

  Welcome to 19 Davidge Road, where luxury, comfort, and functionality come together in one exceptional home. Nestled in the highly sought-after Presidential Heights neighborhood, this impressive 4-bedroom, 4-bathroom residence offers the perfect blend of elegant living spaces and incredible amenities designed for today's lifestyle.From the moment you enter, you'll be captivated by the soaring

  Kevin Grier KW Hudson Valley United

  19 Davidge Rd, Middletown, NY 10940
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  /47

  $799,900

  Open Sat 11:30AM - 1:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,956 Sq Ft

  158 Reiss Rd, Middletown, NY 10940

  Built in 2019, this modern farmhouse colonial pairs timeless style with thoughtful design, custom details and an exceptional setting in the Minisink Valley School District. Inside, rustic elegance takes center stage with beautiful wood accents, barn doors and warm finishes throughout. Designed with entertaining in mind, the chef’s kitchen features quartz countertops, an oversized island,

  Danielle Bartula Howard Hanna Rand Realty

  158 Reiss Rd, Middletown, NY 10940
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  /33

  $635,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,481 Sq Ft

  5 Decker Dr, Middletown, NY 10940

  Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs

  Dominick Tufano RE/MAX Benchmark Realty Group

  5 Decker Dr, Middletown, NY 10940
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  /32

  $714,000

  $26K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,733 Sq Ft

  210 Howells Turnpike, Middletown, NY 10940

  Nestled on 2.5 peaceful acres, this colonial-style home has been lovingly cared for by the same owner since it was built in 2006. The dramatic cathedral ceiling foyer welcomes you with a sense of grandeur, opening to a spacious interior filled with natural light. Hardwood floors flow throughout, enhanced by a refreshed staircase with updated balusters and designer lighting.The custom kitchen

  Cecilia Lewis Century 21 Elite Realty

  210 Howells Turnpike, Middletown, NY 10940
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  /17

  $629,000

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

  744 Mt Hope Rd, Middletown, NY 10940

  Welcome to this stunning new Colonial home, currently under construction and set on approximately 3 beautiful acres in the desirable Town of Wallkill. Offering approximately 2,600 square feet of finished living space, including a finished basement, this spacious home features 4 bedrooms, 3 full bathrooms, and a one-car garage. The inviting open-concept design showcases gleaming hardwood floors

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mt Hope Rd, Middletown, NY 10940
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  /49

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  58 Cobblestone Ln, Middletown, NY 10940

  Welcome to this beautifully maintained 2,500 sq. ft. townhouse in the desirable Woodside Knolls community. This spacious home offers 3 bedrooms, each featuring a walk-in closet, and 2.5 bathrooms. The open-concept floor plan seamlessly connects the living area and modern kitchen, creating an inviting space for everyday living and entertaining. Additional features include a two-car attached garage

  Doreen Crowther Howard Hanna Rand Realty

  58 Cobblestone Ln, Middletown, NY 10940
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  /35

  $399,999

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  80 Beattie Ave, Middletown, NY 10940

  Welcome Home to Comfort, Style & Convenience in the Heart of Middletown!This beautifully renovated two-story Colonial blends timeless charm with modern updates, offering the perfect place to call home. Featuring 3 bedrooms, 1 full bathroom, and thoughtfully designed living spaces throughout, this move-in-ready property has been updated to maximize both functionality and style.From

  Sheyla Falesto Howard Hanna Rand Realty

  80 Beattie Ave, Middletown, NY 10940
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  /7

  $849,999

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,862 Sq Ft

  241 Midland Lake Rd, Middletown, NY 10941

  NEW CONSTRUCTION! Set against a peaceful backdrop, this Colonial pairs timeless curb appeal with a practical, beautifully planned interior. This home offers a modern living space with four bedrooms, two and a half baths, a dedicated den, a generous kitchen with island, formal dining and living rooms, second-floor laundry, and a spacious bonus room that doubles as the fourth bedroom.A

  Hilary Ryan Goldman Howard Hanna Rand Realty

  241 Midland Lake Rd, Middletown, NY 10941
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  /49

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  168 Shawangunk Rd, Middletown, NY 10940

  Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.2 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and

  Jason Kerwar William Raveis Real Estate

  168 Shawangunk Rd, Middletown, NY 10940
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  /49

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  15 Old Anvil Ln, Middletown, NY 10940

  Welcome to 15 Old Anvil Ln, Middletown, a lovingly cared for end unit townhouse in the sought after "The Meadows" community. This unit has been lived in and cared for by the same owners for approximately 40 years. The owner is a builder so he has not skipped on his own improvements and care. The unit offers 3 bedrooms and 2.5 bathrooms, a kitchen and formal dining room with a slider to a

  Valeria Rios KW Hudson Valley United

  15 Old Anvil Ln, Middletown, NY 10940
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  /49

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  8 Comfort Rd, Middletown, NY 10941

  Comfort is more than just the address at 8 Comfort Rd. This beautifully maintained 4-bedroom, 2½-bath home offers inviting spaces designed for comfortable everyday living and entertaining. The main level features hardwood flooring throughout the living room, dining room, and bedrooms, along with an updated kitchen complete with a center island, granite countertops, abundant cabinetry, and plenty

  Jo-Ann Campagiorni Houlihan Lawrence Inc.

  8 Comfort Rd, Middletown, NY 10941
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  /32

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  32 Woodstock Ln, Middletown, NY 10941

  Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
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  /44

  $324,000

  Open Sun 1PM - 3PM $31K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,830 Sq Ft

  122 Castle High Rd, Middletown, NY 10940

  Set on approximately 2 acres, this 1920’s unique multi-level home provides plenty of room to enjoy the outdoors. A standout feature is the property's unique location, offering road frontage on two separate roads, Castle High Road and Eatontown Road and both Agricultural and Residential zoning. Whether you've dreamed of creating your own homestead, raising chickens or other livestock, planting

  Denise Clancy Curasi Realty, Inc.

  122 Castle High Rd, Middletown, NY 10940
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  /10

  $415,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  23 W Conkling Ave, Middletown, NY 10940

  BEAUTIFUL turn-key home located in a quiet neighborhood behind Orange County Community College of MIDDLETOWN! Do NOT let the ouside fool you as this home is bigger than expected... Step inside this Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to kitchen. New vinyl floors and recessed lighting throughout. Modern eat-in kitchen with new white

  Sandra Arnez KW Hudson Valley United

  23 W Conkling Ave, Middletown, NY 10940
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  /32

  $449,000

  $19K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  13 Forest Ave, Middletown, NY 10940

  Fresh updates. New improvements. New opportunity. 13 Forest Avenue is officially back on the market after completing repairs and updates, and it's ready for its next owner. This spacious home offers comfortable living, updated features, and a convenient location near schools, shopping, restaurants, and commuter routes. The recent improvements provide added value and confidence for buyers looking

  Pete Wolven Hudson Valley Home Connection

  13 Forest Ave, Middletown, NY 10940
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  /38

  $399,900

  $20K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,204 Sq Ft

  39 California Ave, Middletown, NY 10940

  More space than meets the eye! This well-maintained 4-bedroom home features two first-floor bedrooms, a first-floor full bath, an enclosed sunroom, a full basement, a detached two-car garage, and a deep, level backyard. Notable improvements include a new roof, gutters, electrical panel, and exterior painting (2024); a new driveway (2023); whole-home updates in 2018 including new flooring

  Guoqing Ouyang Dalton Wade Inc.

  39 California Ave, Middletown, NY 10940
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  /46

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  21 Manhattan Ave Unit 19, Middletown, NY 10940

  **Opportunities on Manhattan Avenue are few and far between. If you've been waiting for a home in this desirable neighborhood, your wait is over! ** Situated on a beautiful .25-acre lot, this inviting split-level offers the perfect combination of comfort, space, and style with **3 bedrooms, 1.5 baths, a one-car garage, and central air**.From the moment you walk through the door, you'll

  Rosalie Cook Weichert Realtors

  21 Manhattan Ave Unit 19, Middletown, NY 10940
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  /38

  $669,999

  $59K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  168 Pine Grove Rd, Middletown, NY 10940

  Update - priced to sell! Imagine waking up surrounded by three private acres while still being just minutes from shopping and major commuter routes. This newly built colonial offers the peace of country living without sacrificing convenience. The open-concept kitchen, oversized island, fireplace, spacious primary suite and unfinished basement provide room to grow while giving buyers the

  Leeshai Lemish Panorama Realty

  168 Pine Grove Rd, Middletown, NY 10940
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  /22

  $479,000

  • 3 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  3 Sharon Dr, Middletown, NY 10941

  Welcome Home to 3 Sharon Drive! Sitting on just under half an acre in a tranquil, quiet neighborhood, this beautiful split-level home offers 3 bedrooms, 1.5 baths, and over 1,500 square feet — you'll feel right at home the moment you walk in the door! As you enter, you're greeted by tall ceilings that complement the spacious, open layout throughout. Just off the living room you have a spacious

  Ryan Barrett Keller Williams Realty

  3 Sharon Dr, Middletown, NY 10941
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  /39

  $505,000

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  111 Jasmine Dr, Middletown, NY 10940

  Welcome to Wildflower at Wallkill, one of the Hudson Valley's premier 55+ communities, where beautifully maintained grounds, outstanding amenities, and a true sense of community create an exceptional place to call home. Residents enjoy a beautiful clubhouse, fitness center, business center, indoor and outdoor swimming pools, tennis courts, recreation facilities, gated entry, and professionally

  Christina D'Altilio Coldwell Banker Choice Prop.

  111 Jasmine Dr, Middletown, NY 10940
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  /44

  $799,999

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  TBD Brook Rd, Middletown, NY 10941

  New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood

  Philip Barnao eXp Realty

  TBD Brook Rd, Middletown, NY 10941
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  /41

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 2,906 Sq Ft

  512 County Route 49, Middletown, NY 10940

  Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window. The spacious main living areas are perfect for both everyday living and

  Jonathon Lee KW Hudson Valley United

  512 County Route 49, Middletown, NY 10940
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  /15

  $394,999

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  21 Evan Ct, Middletown, NY 10940

  Welcome to 21 Evan Court, a beautifully maintained 3-bedroom, 2.5-bath home offering approximately 1,500 square feet of comfortable living space, plus additional finished basement space and a one-car garage. Situated on a quiet cul-de-sac in a desirable Middletown neighborhood, this home delivers the perfect blend of space, functionality, and convenience.Step inside to discover bright and

  Marquise Fulmore HomeSmart Homes & Estates

  21 Evan Ct, Middletown, NY 10940
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  /39

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  276 Spruce Rd, Middletown, NY 10940

  If you've been searching for a home with space, privacy, and room to make it your own, this Colonial is ready to welcome you home. Nestled on 5 beautiful acres, where privacy, nature, and comfortable living come together, this 4-bedroom, 2.5 bath home offers approximately 2,688 square feet of living space with plenty of room to spread out. The traditional two-story layout provides generous living

  Christine Torres KW Hudson Valley United

  276 Spruce Rd, Middletown, NY 10940
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  /37

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  141 Ruth Ct, Middletown, NY 10940

  Welcome to 141 Ruth Court! This move-in-ready two-bedroom, two-full-bath home has been freshly painted and features new carpeting throughout, offering a clean and inviting space that’s ready for you to make your own. With a comfortable layout, two bedrooms, and two full baths, this home is a wonderful opportunity for easy, turnkey living. Cathedral ceilings, 2 floors, open floor plan offering

  Dawn Gregg Curasi Realty, Inc.

  141 Ruth Ct, Middletown, NY 10940
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  /31

  $339,000

  Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  26 Gardner Ave, Middletown, NY 10940

  A cozy and beautifully maintained home in a convenient location, this charming 2-bedroom, 1-bath property offers comfort, character, and thoughtful updates throughout. The updated kitchen and bathroom complement the warm hardwood floors on the main level, while raised dormers upstairs create a more spacious feel.The home features numerous important updates, including the roof, heating and

  Julie Kim Howard Hanna Rand Realty

  26 Gardner Ave, Middletown, NY 10940
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  /50

  $499,900

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

  37 Meadow View Dr, Middletown, NY 10940

  Welcome to this beautifully updated end-unit townhouse with numerous upgrades completed in 2023! The bright and open main level features hardwood flooring, a spacious kitchen with granite countertops, a complementary tile backsplash, stainless steel appliances, abundant cabinetry, a large center island, pendant lighting, and recessed lighting. The kitchen flows seamlessly into the dining area and

  Jie Liu KW Hudson Valley United

  37 Meadow View Dr, Middletown, NY 10940
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  /6

  $599,000

  $31K PRICE DROP

  • 10 Beds
  • 4 Baths

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

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

  Betzaida Vericain Q Home Sales

  309-317 E Main St Unit 309, Middletown, NY 10940
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  /50

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  8 Green Ct, Middletown, NY 10940

  Welcome to this well-maintained 3-level townhome in The Fairways, a gated community conveniently located next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, restaurants, and everyday conveniences. This home offers a 2-car garage, a finished lower level with direct garage access, and a functional floor plan designed for comfortable everyday living.

  Jie Liu KW Hudson Valley United

  8 Green Ct, Middletown, NY 10940
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  /9

  $1,590,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 5,600 Sq Ft

  375 Blumel Rd, Middletown, NY 10941

  Located at 375 Blumel Road in Scotchtown, New York, this exceptional historic multi-family investment property offers a rare opportunity to own a fully restored income-producing asset in the heart of Orange County in New York's Hudson Valley. Originally constructed in 1787 and completely renovated in 2024, the property combines historic architecture with modern upgrades and strong income

  Keegan Rehill ZORA REI

  375 Blumel Rd, Middletown, NY 10941
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  /43

  $469,000

  • 5 Beds
  • 3 Baths
  • 2,448 Sq Ft

  495 Guymard Turnpike, Middletown, NY 10940

  Welcome home to this breathtaking Farmhouse-style retreat, perfectly set back from the main road amidst mature hydrangeas and Rose of Sharon. Step onto the sprawling, large rocking chair front porch—part of an expansive covered porch that wraps around three sides of the home—and experience true rustic charm before you even step inside. Upon entry, you’ll be in awe of the soaring vaulted ceilings,

  Maureen Cronin Cronin & Company Real Estate

  495 Guymard Turnpike, Middletown, NY 10940
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  /21

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,466 Sq Ft

  225 Monhagen Ave, Middletown, NY 10940

  Great Location with C-2 Mixed-Use Zoning Potential! Located at 225 Monhagen Avenue in Middletown, this nicely maintained property offers a comfortable and practical layout along with exceptional flexibility for homeowners, investors, and business-minded buyers. The home features 4 bedrooms and 2 full bathrooms, providing generous space for comfortable family living. A finished basement adds

  Jin Pang Panorama Realty

  225 Monhagen Ave, Middletown, NY 10940
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  /41

  $699,000

  $130K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,340 Sq Ft

  571 Route 17m, Middletown, NY 10940

  Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a warm and

  Angela Murphy BHG Real Estate Green Team

  571 Route 17m, Middletown, NY 10940
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  /49

  $725,000

  • 5 Beds
  • 5 Baths
  • 4,188 Sq Ft

  14 Longview Ln, Middletown, NY 10941

  Welcome to this one-of-a-kind custom home tucked away at the end of a quiet cul-de-sac in the highly sought-after Pine Bush School District. Offering over 4,200 square feet of living space, this home combines quality craftsmanship, privacy, and features you simply won’t find anywhere else. Step inside to soaring cathedral ceilings, beautiful hardwood floors throughout, and a formal dining room

  Susan Giordano Hudson Premium Realty

  14 Longview Ln, Middletown, NY 10941

Showing Results 41 - 80, Page 2 of 3