Middletown, NY Homes for Sale

• 

  

  

  /22

  $450,000

  • 1,450 Sq Ft

  13 Benton Ave, Middletown, NY 10940

  Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office SpaceThat is great for an accountant, attorney,Real Estate office. Etc. Second Level offers a Spacious 1 Bedroom apartment 3 rd level offers another large 1 bedroom Apartment. Separate Electric and Hot water heaters. Large Parking Lot Second

  John Biasi Howard Hanna Rand Realty

  13 Benton Ave, Middletown, NY 10940
• 

  

  

  /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
• 

  

  

  /42

  $590,000

  • 3 Beds
  • 2.5 Baths
  • 2,053 Sq Ft

  45 Randall Heights, Middletown, NY 10940

  PRESIDENTIAL HEIGHTS welcomes you to make this LUXURY CONTEMPORARY home yours today! Set in the highly desirable Presidential Heights neighborhood, known for its beautiful homes, peaceful atmosphere, and close proximity to everyday essentials. A large wrap around blacktopped driveway along with paver stone walkway leads you inside this newly remodeled gem. Discover an incredible blend of space,

  Sandra Arnez KW Hudson Valley United

  45 Randall Heights, 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
• 

  

  

  /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
• 

  

  /24

  $555,000

  $24K PRICE DROP

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

  29 Murray Rd, Middletown, NY 10940

  Set on 3- private acres, this spacious residence offers refined living with a functional and versatile layout in a quiet location. This home features 5-bedrooms and 3- full bathrooms, providing ample space for a variety of needs. This well-maintained residence features a versatile multi-level layout with multiple living spaces, providing a wide range of use options. The main level includes a

  Regina Lombardo KW Hudson Valley United

  29 Murray Rd, Middletown, NY 10940
• 

  

  /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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  /28

  $299,900

  $32K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu KW Hudson Valley United

  64 Patio Rd, Middletown, NY 10941
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  /6

  $415,000

  • 4 Beds
  • 4 Baths
  • 2,944 Sq Ft

  103 Linden Ave Unit 4, Middletown, NY 10940

  Due to overwhelming interest in this property, the seller prefers cash or a mortgage with large down payment. Offers should be at list price or better with no contingencies. Proof of Funds or mortgage pre-approval is required before appointment for viewing is confirmed. NO EXCEPTION! Must have confirmed appointment to view. PLEASE DO NOT SHOW UP AT THE PREMISES. Welcome to 103 Linden Avenue, a

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  103 Linden Ave Unit 4, Middletown, NY 10940
• 

  

  /16

  $329,000

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  NO HOA FEES! LOW TAXES!! Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances,

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen 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
• 

  /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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  /38

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  196 Cottage St, Middletown, NY 10940

  Move right into this beautifully updated Middletown home! Recent improvements include a brand-new bathroom, refinished hardwood floors, fresh interior and exterior paint, and new lighting and fixtures throughout. The home offers a bright and functional layout, a full unfinished basement, and a walk-up attic providing abundant storage and future potential. A newer roof adds additional value and

  Devon King HomeSmart Homes & Estates

  196 Cottage St, 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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  /14

  $145,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  27 Lake Claire Dr, Middletown, NY 10940

  Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential. The distinctive floor plan features 2 bedrooms, 1 full

  Barbara Pagella Coldwell Banker Realty

  27 Lake Claire Dr, Middletown, NY 10940
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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
• 

  

  /20

  $151,900

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  394 Concord Ln, Middletown, NY 10940

  A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Conveniently located with parking only a few steps from your front door.This condo is ready for its new owner. Don't miss the chance to secure a living space that's truly your own.

  Carol Scully Keller Williams Realty

  394 Concord Ln, 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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  /26

  $365,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  92 Beattie Ave, Middletown, NY 10940

  Immaculate 2-Bedroom Bungalow – Move-In Ready! Welcome home to this beautifully maintained 2-bedroom, 1-bath bungalow offering comfort, charm, and convenience. Featuring hardwood floors (as seen), this immaculate home is filled with natural light and boasts a warm, inviting atmosphere. The efficient layout makes the most of every square foot, making it perfect for first-time buyers, downsizers,

  Valerie Kilcoin RE/MAX Benchmark Realty Group

  92 Beattie Ave, Middletown, NY 10940
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  /33

  $70,000

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  301 3rd Ave, Middletown, NY 10941

  In Middletown there is a 2 bedroom 2 full bath, completely renovated Mobile Home on corner lot, new roof, brand new central air, furnace 6 yrs old, brand new hot water heater, new gutters, new shed, new kitchen countertops, new fixtures throughout, stack washer dryer, new moisture barrier, new underbelly and more. Beautifully updated kitchen with dining area that opens to the living room. Two

  Howard Payson RE/MAX Town & Country

  301 3rd Ave, Middletown, NY 10941
• 

  

  /25

  $325,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,061 Sq Ft

  543 Dosen Rd, Middletown, NY 10940

  Welcome to this charming Cape Cod-style home situated on a spacious .69-acre lot in the Town of Wallkill. This well-maintained property offers 3 bedrooms plus a versatile bonus room perfect for a home office, guest space, playroom, or additional bedroom. The home features a comfortable layout with bright living spaces, an updated feel, and plenty of potential to make it your own.Enjoy the privacy

  Gerald Higbie Howard Hanna Rand Realty

  543 Dosen Rd, Middletown, NY 10940
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  /18

  $55,000

  • Land
  • 5.26 Acres
  • $10,456 per Acre

  0 Joe Todd Rd Unit 20262250, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you'll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Jewett and Jewett LLC

  0 Joe Todd Rd Unit 20262250, Middletown, NY 10940
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  /8

  $90,000

  • Land
  • 5.49 Acres
  • $16,393 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Fantastic opportunity to build your full time or weekend getaway. Over FIVE acres of meadow, woods and Mountain View’s. Located minutes to Belleayre to enjoy Catskill mountain events. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Seller may be willing to finance too. Want MORE?? ADDITIONAL 5+

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
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  /7

  $195,000

  $130K PRICE DROP

  • Land
  • 39.2 Acres
  • $4,974 per Acre

  0 Rebecca Dr, Middletown, NY 10940

  Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

  Alan Eskew Howard Hanna Rand Realty

  0 Rebecca Dr, 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
• 

  /2

  $175,000

  • Land
  • 3 Acres
  • $58,333 per Acre

  385 Midland Lake Rd, Middletown, NY 10941

  Welcome to 385 Midland Lakes Road—an exceptional opportunity to bring your dream home to life. This beautiful 3-acre fully engineered parcel is ideally situated within the Pine Bush School District, offering the perfect balance of peaceful surroundings and everyday convenience. Commuters will appreciate the close proximity to I-84, I-86, and the ShortLine bus station, while the City of Middletown

  Travis Thompson KW Hudson Valley United

  385 Midland Lake Rd, Middletown, NY 10941
• 

  

  /49

  $599,900

  • 4 Beds
  • 4 Baths
  • 3,208 Sq Ft

  24 Mud Mills Rd, Middletown, NY 10940

  NOT EVERY HOME IS DESIGNED WITH TOMORROW IN MIND. THIS ONE WAS. Fully designed with intention and foresight, this unique 4-bedroom colonial offers a rare level of flexibility, functionality and comfort that can adapt as life needs evolve. From the moment you arrive, you'll appreciate this home's flexible floor plan and the endless possibilities it provides. Generous living spaces and a

  Patricia Sassi RE/MAX Benchmark Realty Group

  24 Mud Mills Rd, Middletown, NY 10940
• 

  

  /31

  $285,000

  $5K PRICE DROP

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

  66 Deer Ct Dr, Middletown, NY 10940

  Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

  Jie Liu KW Hudson Valley United

  66 Deer Ct Dr, Middletown, NY 10940

Showing Results 121 - 160, Page 4 of 5