Middletown, NY Homes for Sale with Basement

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  /31

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft

  892 Winterton Rd, Middletown, NY 10940

  Welcome home to this renovated 2 bed, 2 bath Cape on a private 1 acre lot in the Minisink School District. Enjoy a large stylish kitchen with quartz countertops, gorgeous tiled bathrooms, and a perfect blend of charm and modern comfort. First floor bedroom and bathroom, covered front porch and patio outside the kitchen. There is a barn/garage outside where you can park 2 cars. A great chance to

  Valeria Rios Keller Williams Hudson Valley

  892 Winterton Rd, Middletown, NY 10940
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  /30

  $849,000

  • 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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  /2

  $599,900

  • 6 Beds
  • 2 Baths
  • 3,190 Sq Ft

  215 Linden Ave, Middletown, NY 10940

  Excellent investment opportunity in the City of Middletown! This well-maintained duplex features two spacious 3-bedroom, 1-bath units, each offering generous living space and separate utilities. Both units include an oven and refrigerator, with tenants responsible for utilities, providing strong income potential for investors or owner-occupants alike. Finished walk-up attics also provide

  Gloria Rivera Keller Williams Hudson Valley

  215 Linden Ave, Middletown, NY 10940
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  /9

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,472 Sq Ft

  25 Mill St, Middletown, NY 10940

  Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

  Sammy Zambrano Keller Williams Realty

  25 Mill St, Middletown, NY 10940
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  /26

  $225,000

  $25K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 360 Sq Ft

  51 S Shore Dr, Middletown, NY 10940

  Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

  Arya Rabinovits eRealty Advisors, Inc

  51 S Shore Dr, Middletown, NY 10940
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  /27

  $475,000

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

  33 Maple Fields Dr, Middletown, NY 10940

  The perfect blend of comfort, convenience, and low-maintenance living, this townhome features a bright and spacious layout ideal for today’s lifestyle.The main level offers an inviting living area with gas fireplace, kitchen, with ample cabinet space, a 1/2 bath, and a seamless flow perfect for everyday living or entertaining guests. Upstairs, you’ll find three generously sized bedrooms,

  Michael Knecht Howard Hanna Rand Realty

  33 Maple Fields Dr, Middletown, NY 10940
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  /40

  $474,999

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  12 Weather Vane Way, Middletown, NY 10940

  Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

  Ray Reyes Keller Williams Realty

  12 Weather Vane Way, Middletown, NY 10940
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  /50

  $939,000

  • 3 Beds
  • 3 Baths
  • 1,894 Sq Ft

  114 Last Rd, Middletown, NY 10941

  Distinctive 11-Acre Country Retreat - More than a home, this property delivers a lifestyle defined by space, privacy, and ease. Set across two parcels totaling 11.1 acres, this distinctive Cape Cod combines thoughtful design and easy, everyday living. From the expansive covered front porch to the farmhouse-style entry, the home immediately feels airy and inviting. Inside, the home balances warmth

  Michelle Genatempo Howard Hanna Rand Realty

  114 Last Rd, Middletown, NY 10941
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  /34

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,756 Sq Ft

  16 Brewster Dr, Middletown, NY 10940

  This beautifully updated home blends modern comfort with thoughtful design, offering a move-in-ready space that feels brand new from top to bottom. Step inside to an open, bright layout featuring fresh finishes, hardwood flooring, and a seamless flow throughout. The upper loft/den area provides the perfect bonus space for a home office, media room, or cozy retreat. A full basement adds even more

  Michelle Gruberger Real Estate Circuit Inc

  16 Brewster Dr, Middletown, NY 10940
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  /2

  $399,999

  Coming Soon

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft

  341 Highland Ave Extension, Middletown, NY 10940

  Welcome to 341 Highland Ave Ext, a bright and airy 4-bedroom, 2-bath split-level home conveniently situated in the heart of town. An inviting open floor plan creates effortless flow throughout the main living spaces, offering comfort, style, and plenty of natural light. Enjoy a level, fenced-in backyard—ideal for outdoor gatherings or peaceful relaxation. With local eateries, shopping, and daily

  Valerie Jewis Keller Williams Realty

  341 Highland Ave Extension, Middletown, NY 10940
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  /12

  $210,000

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  8 Grant St, Middletown, NY 10940

  Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

  Igor Krasnoperov Rising Star Realty

  8 Grant St, Middletown, NY 10940
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  /47

  $1,249,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 4,225 Sq Ft

  2 White Horse Rd, Middletown, NY 10940

  Offered for sale for the very first time by its original owners, this custom-designed and thoughtfully upgraded 3-bedroom, 2.5-bath private luxury estate is nestled on 12.7 level acres in the Town of Greenville. Built in 2014 with quality craftsmanship and comfort in mind, this expansive home offers the perfect blend of space, functionality, and modern efficiency. The chef’s kitchen outfitted

  Vanessa Wight BHG Real Estate Green Team

  2 White Horse Rd, Middletown, NY 10940
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  /25

  $390,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  21 Albert St, Middletown, NY 10940

  Charming 4-bedroom, 2-bath home in the heart of Middletown offering space, character, and endless potential! Nestled on a sidewalk-lined street, this property features a welcoming wraparound porch — the perfect spot to relax. Step inside the inviting foyer and into a spacious living room adjacent to the dining room and kitchen featuring a center island, with bathroom conveniently located on the

  Christina Wilger RE/MAX Benchmark Realty Group

  21 Albert St, Middletown, NY 10940
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  /58

  $575,000

  • 12 Beds
  • 10 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
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  /38

  $979,900

  • 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 Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
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  /48

  $675,000

  • 4 Beds
  • 3 Baths
  • 4,080 Sq Ft

  225 Brown Rd, Middletown, NY 10941

  STUNNING 4-Bedroom, 3-Bathroom CONTEMPORARY LUXURY Home with Modern Upgrades. This turn-key beauty features a gorgeous updated eat-in kitchen with quartz countertops and an island, brand new stainless steel appliances fresh out the box, new cabinets a stylish backsplash with doors that lead to the back deck, perfect for entertaining. A formal fining room is followed by an oversized living room/

  Sandra Arnez Keller Williams Hudson Valley

  225 Brown Rd, Middletown, NY 10941
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  /26

  $479,900

  • 2 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  15 High Ridge Ln, Middletown, NY 10940

  Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

  Patricia Sassi RE/MAX Benchmark Realty Group

  15 High Ridge Ln, Middletown, NY 10940
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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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  /10

  $319,900

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 1-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
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  /47

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft

  122 Rolling Meadows Rd, Middletown, NY 10940

  Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

  Kristine Many Keller Williams Realty

  122 Rolling Meadows Rd, Middletown, NY 10940
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  /21

  $589,900

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

  37-39 Wisner Ave, Middletown, NY 10940

  Welcome to this newly remodeled 3 to 4-bedroom, 3-bath Colonial situated on a rare double lot at 37–39 Wisner Ave in Middletown. This move-in-ready home offers spacious living areas, modern updates, and a convenient location close to everything. The first floor features a generously sized living room, a formal dining room, and a bright kitchen with dinette area that opens through sliding doors to

  Jonathon Lee Keller Williams Hudson Valley

  37-39 Wisner Ave, Middletown, NY 10940
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  /48

  $574,990

  • 3 Beds
  • 2 Baths
  • 2,596 Sq Ft

  12 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 12 Oak Ridge Road, located in the Presidential Heights residential neighborhood, an upscale sought-after community with picturesque mountain views. Upon entering this meticulously kept contemporary home, you are welcomed by a warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 2600 square feet of living space, this home is thoughtfully laid

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  12 Oak Ridge Rd, Middletown, NY 10940
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  /49

  $575,000

  $15K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  48 Connors Rd, Middletown, NY 10941

  Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with

  Kewin Garabito eXp Realty

  48 Connors Rd, Middletown, NY 10941
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  /8

  $699,999

  • 6 Beds
  • 4 Baths
  • 2,040 Sq Ft

  2467 Route 302, Middletown, NY 10941

  Excellent location and property seeking a savvy investor. Pine Bush schools, fully leased near Highway and less than 5 miles to train. Close to shopping too. Hurry to see before it is gone.

  Myrna Lattore eRealty Advisors, Inc

  2467 Route 302, Middletown, NY 10941
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  /44

  $849,900

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

  TBD Brook Rd, Middletown, NY 10941

  Brand New Luxury Home in the Valley Central School District! Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering exceptional privacy and natural beauty. Conveniently located just 10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood floors, formal living and family

  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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  /39

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  133 Blumel Rd, Middletown, NY 10941

  A Lot of House for the $$! This well maintained 3 BR, 2 Bath home is set back on lovely 1acre grounds with private back yard! Open floor plan! HW floors! C/A. 1 Car attached garage and detached 1 car garage with electric! Gutters have leaf guards! There's a whole house fan and power attic fan! Convenient to shopping and train station!

  Linda Clark Hudson Valley Griffith

  133 Blumel Rd, Middletown, NY 10941
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  /18

  $675,000

  $75K 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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  /23

  $269,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,091 Sq Ft

  188 Linden Ave, Middletown, NY 10940

  Welcome to this well-maintained ranch offering a practical and comfortable layout. The first floor features a spacious living room filled with natural light, a primary bedroom, plus two additional well-sized bedrooms, and a full bathroom. The lower level offers a large eat-in kitchen with a dedicated dining area, ideal for everyday living and entertaining, along with a spacious basement providing

  Avraham Weinberger Keller Williams Valley Realty

  188 Linden Ave, Middletown, NY 10940
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  /40

  $450,000

  Open Sat 1PM - 4PM $10K PRICE DROP

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

  3 Arden Ct, Middletown, NY 10940

  Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

  Justin Jordan Keller Williams Realty

  3 Arden Ct, Middletown, NY 10940
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  /25

  $429,900

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  100 Crans Rd, Middletown, NY 10941

  Looking for privacy and land but still close to shopping and restaurants? This is the one you have been waiting for! Remodeled ranch on 10+ acres with 2 bedrooms, bath, LR, DR, kitchen and an office/den on the main floor. Beautiful remodeled kitchen with stainless steel appliances, cherry cabinets and granite counters. Remodeled bath with ceramic tile. Fully finished basement with a family room,

  Darlene Provino Century 21 E & M Williams Rlty

  100 Crans Rd, Middletown, NY 10941
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  /36

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  9 Schoolhouse Rd, Middletown, NY 10940

  Tired of the same predictable new construction colonial? This 2023-built residence offers something far more refined, thoughtfully customized, beautifully maintained, and curated with a level of detail that sets it apart from the expected. Set back down a long private driveway on nearly 3.5 acres, this home makes a striking first impression before you even step inside. The interior unfolds with a

  Nicole Carpenter eXp Realty

  9 Schoolhouse Rd, Middletown, NY 10940
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  /4

  $630,000

  • 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

  $450,000

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  49 Oak Hill Rd, Middletown, NY 10941

  Beautiful Townhome in Prime Location! Welcome to this beautifully maintained townhome offering the perfect blend of comfort, style, and convenience. Ideally located in the sought-after Pine Bush School District, this home is move-in ready and designed for easy living. Featuring 2 spacious bedrooms and 2.5 full baths, this home boasts a bright and open layout with hardwood floors on the main level

  Carla Terranova Keller Williams Realty

  49 Oak Hill Rd, Middletown, NY 10941
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  /2

  $460,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths

  1 Royce Ave, Middletown, NY 10940

  Excellent investment opportunity in the heart of Middletown! This well-maintained, fully occupied two-family residence offers immediate cash flow with a total monthly income of $3,500. The first-floor unit features a comfortable 1-bedroom, 1-bathroom layout currently rented for $1,600, while the second-floor unit offers a spacious 2-bedroom, 1-bathroom configuration rented for $1,900.

  Joseph Baratta Joseph Baratta Company Realty

  1 Royce Ave, Middletown, NY 10940
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  /48

  $447,000

  • 4 Beds
  • 2.5 Baths
  • 2,155 Sq Ft

  126 Rolling Meadows Rd, Middletown, NY 10940

  Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

  Laurel Lustgarten Howard Hanna Rand Realty

  126 Rolling Meadows Rd, Middletown, NY 10940
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  /9

  $460,000

  Open Sun 2PM - 4PM

  • 5 Beds
  • 2 Baths
  • 2,132 Sq Ft

  8 Roberts St, Middletown, NY 10940

  Charming and spacious 2-family home offering versatility, character, and investment potential all in one. Featuring high ceilings, bright airy interiors, and generously sized rooms, this property is ideal for multi-generational living or rental income. Conveniently situated near downtown Middletown’s shops, restaurants, parks, and transportation. Whether you’re an investor or looking to offset

  Yosseline Genao Keller Williams Hudson Valley

  8 Roberts St, Middletown, NY 10940
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  /47

  $829,000

  • 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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  /40

  $385,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  Beautiful 1900 Colonial – Turnkey & Full of Character, blending historic detail with modern comfort. This 3-bedroom, 1.5-bath home offers warm architectural character, smart updates, and flexible bonus spaces that make it stand out. The perfect blend of character and convenience. The main level flows easily from the welcoming porch into bright living spaces framed by decorative archways. The

  Sharon Pehush HomeSmart Homes & Estates

  120 Prospect Ave, Middletown, NY 10940
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  /36

  $589,999

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  9 Crane Rd, Middletown, NY 10941

  Come see what over 3,000 square feet has to offer! In Middletown, New York where comfort meets charm, and every day feels like home, all you have to do is move in. This home gives a ton of natural light, with a spacious deck off the living room, nestled on a quiet, tree-lined block. Move in and make it your home today. From the moment you enter, natural light pours through every corner,

  Shanese Williams Real Broker NY LLC

  9 Crane Rd, Middletown, NY 10941

Showing Results 41 - 80, Page 2 of 3