Middletown, NY Homes for Sale with Garage

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  /31

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  28 Wilson St, Middletown, NY 10940

  Tucked into one of Middletown's most well-kept and welcoming neighborhoods, this thoughtfully maintained raised ranch delivers comfort, updates, and value in equal measure — the kind of home that checks the boxes you didn't even know you had. At the heart of the home is a beautifully renovated kitchen — open concept with full sightlines into the dining area and family room, ample cabinetry, and a

  Geoffrey Green BHG Real Estate Green Team

  28 Wilson St, Middletown, NY 10940
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  /46

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  16 Houston Ext Ave, Middletown, NY 10940

  Welcome to this beautiful, young Colonial, built in 2016 and ideally situated on a quiet street of newer homes in Middletown. Offering 4 spacious bedrooms and 2.5 bathrooms, this move-in-ready property seamlessly combines modern convenience with timeless style. The main level features gleaming hardwood floors, complemented by durable tile in the kitchen, half bath, and garage entry. Designed for

  Karleen Jedziniak Howard Hanna Rand Realty

  16 Houston Ext 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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  /37

  $699,999

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

  11 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 11 Oak Ridge Road — a stunning contemporary Colonial in the highly sought-after Presidential Heights community. Known for its scenic mountain views and prime Hudson Valley location, this upscale neighborhood offers the perfect balance of tranquility, convenience, and lifestyle. Meticulously maintained and thoughtfully updated, this exceptional home offers approximately 3,200 square

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  11 Oak Ridge Rd, Middletown, NY 10940
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  /36

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  4 Lorelei Dr, Middletown, NY 10940

  This 3 bedroom home is being offered by the original owners. Three spacious bedrooms. Family room with custom fireplace. Oversized garage with laundry. Elementary and middle schools just down the road. Middletown High School offers many college courses. Beautiful sunroom with pellet stove. Two 275 gal oil tanks. Beautiful spacious back yard with shed. Extra black topped parking for RV, boat

  Sue Laden ARC Realty 1 in Sales

  4 Lorelei Dr, Middletown, NY 10940
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  /38

  $699,000

  $30K 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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  /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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  /43

  $745,000

  $670K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,395 Sq Ft

  903 Rd, Middletown, NY 12421

  Rare Catskills Investment Retreat — Pool, Views & Proven Short-Term Rental Income. One of the few properties in the Catskills with a private pool and the income to match, this turnkey 4-bedroom, 2-bath mountain retreat on 5+ acres offers a competitive edge that most area listings simply cannot. The private pool extends peak demand well beyond the winter ski season, attracting premium summer

  Ashley O'Malley Listing by Jewett and Jewett LLC

  

  903 Rd, Middletown, NY 12421
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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

  $399,999

  • 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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  /40

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  37 California Dr, Middletown, NY 10940

  GORGEOUS turn-key home located in the outskirts of Middletown with Minisink schools. Do NOT let the outside fool you as this home is much larger than expected... Step inside this Raised Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to dining area & kitchen. New hardwood floors in upper level, vinyl floors in lower level and recessed lighting

  Sandra Arnez KW Hudson Valley United

  37 California Dr, Middletown, NY 10940
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  /39

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  10 Cornwall Ln, Middletown, NY 10940

  Welcome home to this beautifully maintained 3 bedroom, 2.5 bath townhome in the desirable Woodside Knolls community. Light-filled and inviting, this home offers a spacious layout perfect for everyday living and entertaining. Features include a fully finished walk-out basement, primary suite with private bath, generously sized deck, two-car garage and walk-in closets in every bedroom. Enjoy the

  Kristen Davis Hudson Valley Griffith

  10 Cornwall Ln, Middletown, NY 10940
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  /20

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  14 Jackson Ave, Middletown, NY 10940

  Welcome home to this beautifully maintained 3-bedroom, 1-bath residence nestled on a picturesque street in a desirable location. From the moment you arrive, you’ll appreciate the inviting front porch, manicured grounds, and exceptional curb appeal that showcase years of meticulous care and maintenance. Inside, you’ll find a spacious living room, a formal dining room and a lovely eat-in kitchen

  Jennifer Kubler eRealty Advisors, Inc

  14 Jackson Ave, Middletown, NY 10940
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  /34

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  24 Crescent Place, Middletown, NY 10940

  Welcome to 24 Crescent Place, Middletown, NY. Affordable, move-in-ready homes with a detached garage, private driveway, and recent updates are becoming increasingly difficult to find, making this an exceptional opportunity for both homeowners and investors. This charming Colonial features 3 bedrooms, 1 full bathroom, comfortable living spaces, ample storage, and a functional layout designed for

  Yisroel Weiss Team W Realty LLC

  24 Crescent Place, 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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  /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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  /49

  $529,900

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  37-39 Wisner Ave, Middletown, NY 10940

  Welcome to this beautifully remodeled 3-4 bedroom, 3-bath Colonial situated on a rare double lot at 37-39 Wisner Avenue in Middletown. Move-in ready and thoughtfully updated, this spacious home offers modern comforts, flexible living space, and exceptional outdoor parking and yard areas rarely found within the city. The main level features a generously sized living room, formal dining room, and a

  Jonathon Lee KW Hudson Valley United

  37-39 Wisner Ave, Middletown, NY 10940
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  /21

  $560,000

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

  77 Upper Rd, Middletown, NY 10940

  This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge finished basement with 3 additional rooms for storage or home office, and it also has space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
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  /6

  $799,000

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

  1 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 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

  1 Winters Ln, Middletown, NY 10940
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  /33

  $499,999

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft

  678 Prosperous Valley Rd, Middletown, NY 10940

  Welcome to 678 Prosperous Valley Road, a beautifully renovated Colonial nestled on 0.80 acres in the desirable Town of Middletown. Combining timeless character with modern upgrades, this move-in-ready home offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,861 square feet of thoughtfully updated living space. Recent improvements include a stunning remodeled kitchen, fully renovated

  Yonauris Gonzalez Then eXp Realty

  678 Prosperous Valley Rd, Middletown, NY 10940
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  /24

  $555,000

  $24K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,202 Sq Ft

  29 Murray Rd, Middletown, NY 10940

  3 PRIVATE ACRES + ULTIMATE VERSATILITY + POSSIBLE INCOME POTENTIAL = A RARE MIDDLETOWN OPPORTUNITY Set on 3 serene, wooded acres, this beautifully maintained raised ranch offers an expansive 2,202 sq. ft. of living space designed with a unique, highly adaptable layout that can help with your financial goals or adapt to your lifestyle. The main level features a bright open-concept main floor with

  Regina Lombardo KW Hudson Valley United

  29 Murray Rd, Middletown, NY 10940
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  /37

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  430 Kirbytown Rd, Middletown, NY 10940

  PRIVATE ONE OF A KIND RANCH!! 16 Acres! One Level Living! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Master Bedroom Suite with Walk In Closet! Large Kitchen with Breakfast Bar & Ceramic Tiles! Over Sized Living Room with Gleaming Hard Wood Floors and Sliders to Double Deck! Full Basement for Endless Possibilities! Celling Fans! Recessed Lighting! Laundry Room! Wooded Lot! Lots of Parking! Plenty

  Amanda Dnistrian ARC Realty 1 in Sales

  430 Kirbytown Rd, Middletown, NY 10940
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  /4

  $470,000

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Coming Soon! Beautiful 3 BR, 2.5 baths.

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
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  /2

  $499,900

  Open Sun 2PM - 6PM Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,116 Sq Ft

  31 Magnolia Park Rd, Middletown, NY 10940

  Welcome to this beautifully maintained corner-unit townhome in the highly sought-after Magnolia Park community! Built just 7 years ago, this move-in ready home offers the perfect combination of modern design, comfort, and convenience. Step inside to an open and airy floor plan featuring hardwood floors throughout the main and upper levels. The spacious living and dining areas flow seamlessly into

  Emily Zambetti Weichert Realtors

  31 Magnolia Park Rd, Middletown, NY 10940
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  /12

  $585,000

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

  2078 Route 6, Middletown, NY 10940

  Welcome to this beautifully maintained contemporary bi-level home set on 2.2 private acres in the scenic countryside of Orange County. Built in 2015, this exceptional residence combines modern comfort with peaceful surroundings, offering the perfect balance of privacy and convenience. The impressive entryway welcomes you with soaring cathedral ceilings, abundant natural light, and an open, airy

  Shiva Kalipersad Anthony Napolitano Homes

  2078 Route 6, Middletown, NY 10940
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  /50

  $599,900

  • 4 Beds
  • 1.5 Baths
  • 3,280 Sq Ft

  22 Camp Orange Rd, Middletown, NY 10941

  Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch

  Rosalie Cook Weichert Realtors

  22 Camp Orange Rd, Middletown, NY 10941
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  /40

  $575,000

  • 3 Beds
  • 3.5 Baths
  • 3,003 Sq Ft

  48 High Ridge Ln, Middletown, NY 10940

  Over 3000 Sq ft of living Space including the finished walk out basement! Beautiful in every way and located in the the gated community of the Fairways. Adjacent to the West Hills Golf Course. and just minutes away from the newly Garnett Regional Medical Center,I-84, Rte.17,the metro-north train station, schools, shopping malls and supermarkets. This tri-level end unit is in a very desirable area

  Richard Froehlich RE/MAX Benchmark Realty Group

  48 High Ridge Ln, Middletown, NY 10940
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  /49

  $850,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
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  /42

  $435,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  11 Columbia Ave, Middletown, NY 10940

  BEAUTIFULLY maintain old style 1930's home in the heart of Middletown with low PROPERTY taxes. A must-see home to appreciate it quality and charm. Located near Davidge Park. Commuter Friendly location easy access to Route 17 and interstate highway 84 to Penn and Conn. NJ Transit and a 15 min walk to the Shortline Bus to Midtown Manhattan with Plenty of Parking should you choose to drive to the

  Norberto Tirado N Tirado Realty LLC

  11 Columbia Ave, Middletown, NY 10940
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  /44

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 2,014 Sq Ft

  1 Brewster Dr, Middletown, NY 10940

  Welcome to this beautiful 3 bedrooms plus possibly an office or den, one-and-a-half-bath bi-level home nestled in a highly desirable, established community. Offering approximately 2,000 square feet of comfortable living space, this corner-lot property features a beautiful level yard and a spacious backyard perfect for entertaining, relaxing, and enjoying outdoor living. Inside, you’ll find

  Anita S. Cristiano HomeSmart Homes & Estates

  1 Brewster Dr, Middletown, NY 10940
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  /28

  $399,999

  Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  70 Peach Place, Middletown, NY 10940

  Welcome to 70 Peach Place, a beautifully maintained townhouse nestled in the desirable Peach Hills subdivision. This spacious home offers the perfect blend of comfort, convenience, and value with no HOA fees and low taxes.Step inside to discover newly updated bathrooms, new appliances, and a brand-new hot water heater, providing peace of mind for years to come. The generous primary suite

  Virginia Corbett eXp Realty

  70 Peach Place, Middletown, NY 10940
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  /45

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 3,276 Sq Ft

  34 Stapleton Ct, Middletown, NY 10940

  This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary enthusiasts. The expansive Great Room is ideal for celebrations, entertaining

  Annie Hansen Howard Hanna Rand Realty

  34 Stapleton Ct, Middletown, NY 10940
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  /2

  $283,000

  $70K PRICE DROP

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

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
• 

  

  /17

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  19 Bonnell St, Middletown, NY 10940

  Perfect Starter Home in the City Of Middletown! This traditional 2 story, 2 Bedroom,1 Bathroom home offers living room, dining room & kitchen with plenty of cabinet space on 1st floor. 2nd floor has 2 nice size bedrooms & bathroom. Stairs lead to attic for additional storage. Relax on your covered front porch or BBQ & play in your level back yard. Plenty of parking in your one car garage &

  Ernie Acampora River Realty Services, Inc.

  19 Bonnell St, Middletown, NY 10940
• 

  

  /23

  $490,000

  • 3 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  19 Magnolia Park Rd, Middletown, NY 10940

  BACK ON MARKET: Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen

  Daniel Amodeo AMO Realty

  19 Magnolia Park Rd, Middletown, NY 10940
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  /34

  $499,900

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  470 Ingrassia Rd, Middletown, NY 10940

  Magnificent 470 Ingrassia Rd is a Sprawling Ranch with Stunning views. This beautiful home features an Open Inviting Sundrenched floor plan that offers vaulted ceilings, Oversized Skylights, beautiful Hardwood floors, and recessed lighting. Large Living Room with Wood burning Fireplace with a Blower, and custom Mantel, and a Bay window. Dining room, Open Custom Kitchen with solid wood cabinetry,

  John Biasi Howard Hanna Rand Realty

  470 Ingrassia Rd, Middletown, NY 10940
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  /49

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 3,108 Sq Ft

  704 Mountain Rd, Middletown, NY 10940

  At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse.The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked

  Monica Schwerberg Compass Greater NY, LLC

  704 Mountain Rd, Middletown, NY 10940
• 

  

  /50

  $520,000

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

  29 Avoncroft Ln, Middletown, NY 10940

  Welcome to 29 Avon Croft Lane, a beautifully maintained home offering privacy, comfort, and convenience in a desirable Middletown location. Nestled among mature trees and natural surroundings, this property provides a peaceful and secluded setting while remaining close to shopping, dining, schools, and major commuter routes. Step inside to discover spacious rooms, hardwood floors, elegant crown

  Gail Rachlin KW Hudson Valley United

  29 Avoncroft Ln, Middletown, NY 10940
• 

  

  /27

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  722 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Beautifully renovated townhouse offering easy, two-level living. This desirable middle-unit home features 3 bedrooms and 1 full bathroom and 1 half bathroom with a bright, open layout designed for comfort and convenience. The spacious living areas flow seamlessly together, highlighted by brand-new flooring, the updated kitchen was recently completed and includes new cabinetry and appliances. All

  Gursharn Dhaliwal BHHS Hudson Valley Properties

  722 Silver Lake Scotchtown Rd, Middletown, NY 10941
• 

  

  /18

  $399,900

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,478 Sq Ft

  47 Wickham Ave Unit 45, Middletown, NY 10940

  Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful 1800’s Colonial Home in a very sought after area of Middletown. This Timeless Elegant home features Gorgeous wide Plank Flooring, beautiful Staircase and Rocking Chair Porches. This Charming home is Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home

  John Biasi Howard Hanna Rand Realty

  47 Wickham Ave Unit 45, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 3