Middletown, NY Homes for Sale with No HOA Fee

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  /2

  $395,000

  • 3 Beds
  • 1 Bath

  23 Bonnell St, Middletown, NY 10940

  2 family home in low traffic setting. 1st floor is 3 bedroom @ $1350./month plus utilities 2nd floor is 2 bedroom @ $1100/mo plus utilities Ist floor lease is annual until July 2027. 2nd floor month to month.Old storage building out back. Taxes about $500/mo insurance about $150./mo water about $50./mo

  Mark Tierney Howard Hanna Rand Realty

  23 Bonnell St, 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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  /13

  $45,000

  • Land
  • 1.4 Acres
  • $32,143 per Acre

  Pocatello Road Pocatello Rd, Middletown, NY 10940

  Country Living. yet just ten minutes to Middletown NY. area of nice homes. over 249 feet county road frontage. no close neighbors private. Rt 17 Rt 24 Rt 35 all close by. for easy commute to work. Orange County is a leader in population and company relocating more jobs Avalible. five minutes to Maple Hill Elementary School.

  John Melchior Howard Hanna Rand Realty

  Pocatello Road Pocatello Rd, Middletown, NY 10940
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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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  /48

  $435,000

  $14K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,041 Sq Ft

  60 Peach Place, Middletown, NY 10940

  Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet

  Sandra Arnez KW Hudson Valley United

  60 Peach Place, Middletown, NY 10940
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  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Fully Available!! Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption.

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, 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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  /2

  $25,000

  $2K PRICE DROP

  • Land
  • 1,393 Sq Ft
  • $781,250 per Acre

  138-1/2 Linden Ave, Middletown, NY 10940

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

  138-1/2 Linden Ave, Middletown, NY 10940
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  /18

  $695,000

  $55K PRICE DROP

  • 8 Beds
  • 3 Baths
  • 3,000 Sq Ft

  21-23 Highland Ave, Middletown, NY 10940

  Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

  21-23 Highland Ave, Middletown, NY 10940
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  /29

  $289,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft

  21 Dolson Ave, Middletown, NY 10940

  The home offers 2 bedrooms plus an additional room that works well as an office or flex space, 1 full bathroom, and a functional kitchen. The backyard is a standout — generous in size with a large deck, great for warm weather. A walk-out basement adds useful storage. Washer/dryer hookup in unit. Currently tenant-occupied at $2,300/month, making this a ready-to-go investment from day one. Close to

  Jacob Fried Keller Williams Realty

  21 Dolson Ave, 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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  /16

  $369,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  4 Harding St, Middletown, NY 10940

  Middletown Central Gem with Lots of Space and Super Low Taxes!Located just minutes from Downtown Middletown, this solid house has a very practical layout with 4 spacious bedrooms and 2 full bathrooms, making it perfect for a growing family or an investor. On top of the great living space, you get a huge attic and a full basement that give you tons of extra room for storage or a workshop. The

  Hai Li KW Hudson Valley United

  4 Harding St, Middletown, NY 10940
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  /50

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  68 Ridgewood Ave, Middletown, NY 10940

  Beautifully renovated ranch-style home offering modern updates and exceptional outdoor space in the heart of Middletown. This move-in ready home features brand-new flooring, fresh paint throughout, and an updated kitchen with quartz countertops and stainless steel appliances. Sliding glass doors lead to a spacious patio overlooking a huge level backyard, perfect for entertaining, relaxing, or

  Bryan Dale eXp Realty

  68 Ridgewood Ave, Middletown, NY 10940
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  /16

  $499,000

  $196K PRICE DROP

  • Land
  • 5.07 Acres
  • $98,422 per Acre

  0 Route 28 Unit 20261954, Middletown, NY 12455

  Rare opportunity: PRIME waterfront commercial lot in the heart of Margaretville on State Highway 28 -- unmatched visibility on the busy corridor. Zoned commercial with municipal sewer and water available. The East Branch of the Delaware River parallels the full length of the parcel, providing exceptional waterfront exposure and strong development potential. Seller has detailed plans available

  Katherine Keys The Catskill Dream Team

  0 Route 28 Unit 20261954, Middletown, NY 12455
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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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  /5

  $215,000

  • Land
  • 1.1 Acres
  • $195,455 per Acre

  429 van Burenville Rd, Middletown, NY 10940

  Engineered lot pending approvals. Over 1 acre of land in the Town of Wallkill with Pine Bush Schools. This lot is "shovel ready", building docs have been submitted to the town and it's pending approvals. The lot is lovely, already cleared with the driveway conveniently cut in. There used to be a structure and it has been properly removed with permits, creating a perfect site to start building

  Valeria Rios KW Hudson Valley United

  429 van Burenville Rd, Middletown, NY 10940
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  /49

  $529,000

  • 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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  /2

  $469,000

  Coming Soon

  • 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
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  /25

  $478,000

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft

  25 Independence Ave, Middletown, NY 10940

  It is located in one of Middletown's most desirable neighborhoods, where strong demand and steadily increasing home values make this an exceptional opportunity!This beautifully renovated, move-in-ready 4-bedroom home has been thoughtfully updated from top to bottom. The brand-new kitchen features modern cabinetry, a new stove, and an added pantry/storage closet, creating a stylish and

  Jin Pang Panorama Realty

  25 Independence Ave, Middletown, NY 10940
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  /14

  $393,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1 Chestnut St, Middletown, NY 10940

  Beautifully renovated 3 bedroom 1 bathroom, everything is brand new, electrical, plumbing and heating, plus with a big corner lot. Plenty of space, beautiful kitchen - come see it today.

  Safdar Mursalin eXp Realty

  1 Chestnut St, Middletown, NY 10940
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  /41

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  12 Randall Terrace, Middletown, NY 10940

  Welcome home to this beautifully maintained Cape-style home where timeless charm meets everyday comfort. From the original hardwood flooring to the flexible floor plan, this home offers the perfect combination of character, functionality, and convenience. Built in 1953, this inviting 3-4 bedroom, 2-bath home features two bedrooms and a full bath on the main level, making single-level living an

  Patricia Sassi RE/MAX Benchmark Realty Group

  12 Randall Terrace, Middletown, NY 10940
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  /22

  $395,000

  $55K PRICE DROP

  • 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
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  /37

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  24 Beth Dr, Middletown, NY 10941

  Your home is this fully renovated 3-bedroom property that seamlessly blends modern interior elegance with an extraordinary backyard oasis! Step inside to an airy, light-filled open-concept floor plan showcasing fresh updates throughout, including sleek new flooring, modern lighting fixtures, and spa-inspired renovated bathrooms. The open gourmet kitchen serves as the heart of the home,

  Marc Cineus Howard Hanna Rand Realty

  24 Beth Dr, Middletown, NY 10941
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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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  /42

  $575,000

  $15K PRICE DROP

  • 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

  76 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

  76 Winters Ln, Middletown, NY 10940
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  /33

  $499,999

  Open Sat 1PM - 3PM

  • 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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  /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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  /49

  $765,000

  • 4 Beds
  • 3 Baths
  • 3,064 Sq Ft

  118 Ridge Dr, Middletown, NY 10940

  Timeless Character. Endless Possibilities.Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that

  Patricia Sassi RE/MAX Benchmark Realty Group

  118 Ridge Dr, Middletown, NY 10940
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  /29

  $375,000

  • Land
  • 34.56 Acres
  • $10,851 per Acre

  0 W Hubbell Hill Rd Unit KEY1027019, Middletown, NY 12455

  Discover the possibilities with this exceptional 34+ acre land parcel nestled in a peaceful rural setting. Offering a perfect blend of open space, privacy, and natural beauty, this property provides an ideal canvas for your dream home, retreat, hobby farm, recreational getaway, or future investment.Surrounded by scenic countryside and abundant wildlife, the land offers plenty of room for

  Amanda Ferrantello Hudson Valley Griffith

  0 W Hubbell Hill Rd Unit KEY1027019, Middletown, NY 12455
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  /50

  $850,000

  • 4 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  232 Tally Ho Rd, Middletown, NY 10940

  A Rare Country Estate Rich in History, Character & Timeless Beauty. Nestled off the road and surrounded by approximately 17 private, wooded acres, this remarkable circa 1820 estate offers an extraordinary opportunity to own a piece of Hudson Valley history. Lovingly expanded over generations while preserving its original character, this one of a kind residence encompasses over 4,500 square feet

  Patricia Sassi RE/MAX Benchmark Realty Group

  232 Tally Ho Rd, Middletown, NY 10940
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  /28

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  21 Keystone Park, Middletown, NY 10940

  What you've been waiting for! Adorable and affordable 3 BR ranch on a cul de sac with lovely, private back yard! Large LR! Kitchen opens to Dining area! New walk in shower in bath! Full basement and 1 car garage. C/A! HW floors! Newer windows! Municipal services! Convenient to shopping and Route 17 for commuter!

  Linda Clark Hudson Valley Griffith

  21 Keystone Park, Middletown, NY 10940
• 

  

  /40

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  145 Wawayanda Ave, Middletown, NY 10940

  Nestled in one of Middletown’s most convenient residential neighborhoods. This property blends classic character with practical living, offering a warm and inviting atmosphere from the moment you arrive.Step inside to find a bright, comfortable layout with spacious living areas perfect for everyday living or entertaining. Large windows fill the home with natural light, while the thoughtful

  Michelle Gruberger Real Estate Circuit Inc

  145 Wawayanda Ave, Middletown, NY 10940
• 

  

  /23

  $399,995

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941

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