Middletown, NY Homes

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  /30

  $499,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  19 Livingston St, Middletown, NY 10940

  Something Special!! This pristine and perfect 4 BR, 2 1/2 bath Colonial could be your next home! Large windows! Open floor plan! Updated kitchen has quartz countertops, 8' island, stainless steel appliances and opens to Family room with sliders to deck! DR has lovely detailed chair railings! HW floors! Recessed lights! Primary BR has 2 closets! 3 additional BRs! Private backyard! Close to Watts

  Linda Clark Hudson Valley Griffith

  19 Livingston St, Middletown, NY 10940
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  /7

  $2,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 825, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high-quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  John Chirico Curasi Realty, Inc.

  206 Golf Links Rd Unit 825, Middletown, NY 10940
• 

  $330,000

  Sold Sep 26, 2025

  11 1/2 Dolson Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,263 Sq Ft
  • Built 1900

  Last Sold Summary

  • $261/SF
  • 35 Days On Market

  Current Estimated Value $334,395

  Last Listing Agent Robert Siracuse Absolute Real Estate of NY Inc

  11 1/2 Dolson Ave, Middletown, NY 10940
• 

  Est $720,179

  Not Listed For Sale

  32 Stagecoach Dr, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 3,626 Sq Ft
  • Built 1998

  32 Stagecoach Dr, Middletown, NY 10940

  Last Sold Summary

  • 273 Days On Market
• 

  

  

  /50

  $597,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft

  46 Ben Lomond Dr, Middletown, NY 10941

  You know the house in Scotchtown that everyone slows down to admire? This is it! Exceptional corner curb appeal, stunning landscaping and a rare DOUBLE LOT set the stage for this beautifully maintained oversized split offering over 2,000 square feet on .61 acres. A standout feature of the property is the incredible 24' x 28' detached garage and the unexpectedly private backyard that makes this

  Laurel Lustgarten Howard Hanna Rand Realty

  46 Ben Lomond Dr, Middletown, NY 10941
• 

  $360,000

  Sold Jun 30, 2025

  18 Woodland Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $375/SF
  • 46 Days On Market

  Current Estimated Value $356,381

  Last Listing Agent Kassandra Mott KW Hudson Valley Untied

  18 Woodland Ave, Middletown, NY 10940
• 

  Est $476,954

  Not Listed For Sale

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 2,994 Sq Ft
  • Built 1978

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  Last Sold Summary

  • 9 Days On Market
• 

  

  /36

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’slifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
• 

  $425,000

  Sold Jun 25, 2025

  4 Deer Ct Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Above List Price
  • $221/SF
  • 39 Days On Market

  Current Estimated Value $427,309

  Last Listing Agent Dulce M Ferrera KW Hudson Valley Untied

  4 Deer Ct Dr, Middletown, NY 10940
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  Est $500,410

  Not Listed For Sale

  74 Upper Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft
  • Built 1966

  74 Upper Rd, Middletown, NY 10940

  Last Sold Summary

  • 178 Days On Market
• 

  

  /3

  $379,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft

  21 Philcox Rd, Middletown, NY 10940

  Rare opportunity to own two homes next door to each other in the Pine Bush School District. This one-owner 1986 ranch offers 3+ bedrooms and 2+ baths with a finished walk-out lower level. Main level features an eat-in kitchen, dining room, and spacious living room. Lower level includes a private primary bedroom and additional finished space suitable for extended living. Property includes a 3-car

  Joseph Rubeo KW Hudson Valley Untied

  21 Philcox Rd, Middletown, NY 10940
• 

  $385,000

  Sold Aug 15, 2025

  11 Keats Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $203/SF
  • 35 Days On Market

  Current Estimated Value $423,946

  Last Listing Agent Christina Herschel-Huebner Herschel Realty Corp

  11 Keats Rd, Middletown, NY 10941
• 

  Est $473,730

  Not Listed For Sale

  26 Maple Dr, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft
  • Built 1982

  26 Maple Dr, Middletown, NY 10940

  Last Sold Summary

  • 80 Days On Market
• 

  

  /47

  $489,998

  Pending

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

  131 Meadow View Dr, Middletown, NY 10940

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor feature easy-to-care-for luxury vinyl plank flooring, offering both

  Karleen Jedziniak Howard Hanna Rand Realty

  131 Meadow View Dr, Middletown, NY 10940
• 

  $595,000

  Sold Feb 04, 2026

  26 Kyleigh Way, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,188 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $272/SF
  • 182 Days On Market

  Current Estimated Value $594,156

  Last Listing Agent Delroy Smith List 4 Less Realty

  26 Kyleigh Way, Middletown, NY 10940
• 

  Est $483,657

  Not Listed For Sale

  27 Cornfield Rd, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,988 Sq Ft
  • Built 1975

  27 Cornfield Rd, Middletown, NY 10940

  Last Sold Summary

  • 26 Days On Market
• 

  

  /30

  $450,000

  • 5 Beds
  • 3 Baths

  37 Monhagen Ave, Middletown, NY 10940

  Welcome to an opportunity that is becoming harder and harder to find. This multi-family property sits on a nearly half-acre lot in the City of Middletown and offers investors, contractors, and ambitious buyers the chance to create significant value. With 2,151 square feet, five bedrooms, three full bathrooms, and income-producing potential, this is the type of property that rewards vision and

  Isaiah Lopez KW Hudson Valley Untied

  37 Monhagen Ave, Middletown, NY 10940
• 

  $339,000

  Sold Sep 17, 2025

  847 Greenville Turnpike, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1995

  Last Sold Summary

  • 46% Below List Price
  • $192/SF
  • 240 Days On Market

  Current Estimated Value $452,897

  Last Listing Agent Neven Spralja REALHome Services & Solutions

  847 Greenville Turnpike, Middletown, NY 10940
• 

  Est $495,088

  Not Listed For Sale

  295 Spruce Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,881 Sq Ft
  • Built 1922

  295 Spruce Rd, Middletown, NY 10940

  Last Sold Summary

  • 68 Days On Market
• 

  

  /31

  $335,000

  Pending

  • 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 KW Hudson Valley Untied

  892 Winterton Rd, Middletown, NY 10940
• 

  $345,000

  Sold Mar 27, 2026

  10 Royce Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 1931

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 40 Days On Market

  Current Estimated Value $333,723

  Last Listing Agent ALISON NIXON eXp Realty

  10 Royce Ave, Middletown, NY 10940
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  Est $374,768

  Not Listed For Sale

  14 Cornfield Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1972

  14 Cornfield Rd, Middletown, NY 10940

  Last Sold Summary

  • 254 Days On Market
• 

  

  /32

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
• 

  $330,000

  Sold Feb 26, 2026

  57 Overhill Rd, Middletown, NY 10940

  • 5 Beds
  • 2.5 Baths
  • 3,581 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Below List Price
  • $92/SF
  • 36 Days On Market

  Current Estimated Value $461,456

  Last Listing Agent Kewin Garabito eXp Realty

  57 Overhill Rd, Middletown, NY 10940
• 

  Est $478,152

  Not Listed For Sale

  8 Jean Ridge Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1972

  8 Jean Ridge Rd, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market
• 

  

  /36

  $599,900

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
• 

  $419,000

  Sold Dec 02, 2025

  1 Polly Kay Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft
  • Built 1967

  Last Sold Summary

  • $283/SF
  • 27 Days On Market

  Current Estimated Value $422,829

  Last Listing Agent Ewa Kusmierek eXp Realty

  1 Polly Kay Dr, Middletown, NY 10940
• 

  Est $499,727

  Not Listed For Sale

  48 Karen Joy Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Built 1998

  48 Karen Joy Dr, Middletown, NY 10940

  Last Sold Summary

  • 47 Days On Market
• 

  

  /35

  $375,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  82 California Ave, Middletown, NY 10940

  Welcome to 82 California Ave in Middletown, where flexibility, space, and everyday convenience come together. This 4 bedroom, 2 full bath home offers 1,376 sq ft across two levels, with a smart layout featuring a primary bedroom and full bath on the first floor along with a second bedroom, making everyday living easy and accessible. Upstairs adds additional bedrooms for guests, workspace, or

  JOHN SCARANO Keller Williams Realty

  82 California Ave, Middletown, NY 10940
• 

  /2

  $485,100

  Sold Nov 10, 2025

  7017 James Francis Dr, Lockport-Town, NY 14094

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Above List Price
  • $276/SF
  • 0 Days On Market

  Last Listing Agent Annette Fachko Listing by No Office Affiliation

  

  7017 James Francis Dr, Lockport-Town, NY 14094
• 

  Est $444,792

  Not Listed For Sale

  22 Nicole Place, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft
  • Built 1977

  22 Nicole Place, Middletown, NY 10940

  Last Sold Summary

  • 17 Days On Market
• 

  

  /48

  $849,900

  • 4 Beds
  • 4 Baths
  • 3,699 Sq Ft

  21 Lincoln Terrace Unit 19, Middletown, NY 10940

  A rare opportunity to own an architectural masterpiece designed and personally occupied by renowned local architect Dennis Jurow. Privately nestled on a beautifully wooded one-acre setting in Middletown, this iconic mid-century modern residence offers over 4,000 square feet of thoughtfully curated living space where architecture, art, and nature exist in perfect harmony. From the moment you

  Patricia Sassi RE/MAX Benchmark Realty Group

  21 Lincoln Terrace Unit 19, Middletown, NY 10940
• 

  $487,000

  Sold Apr 13, 2026

  49 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft
  • Built 2008

  Last Sold Summary

  • $193/SF
  • 29 Days On Market

  Current Estimated Value $461,279

  Last Listing Agent Naomi Streicher Q Home Sales

  49 Woodside Knolls Dr, Middletown, NY 10940
• 

  Est $499,944

  Not Listed For Sale

  50 Nicole Place, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1976

  50 Nicole Place, Middletown, NY 10940

  Last Sold Summary

  • 36 Days On Market
• 

  

  /32

  $279,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  19 Hulse Ave, Middletown, NY 10940

  Opportunities like this don't come around often! Welcome to 19 Hulse Avenue, a charming and updated ranch offering the perfect combination of comfort, convenience, and value. Featuring 2 bedrooms, 1 full bath, plus a versatile loft space perfect for a home office, guest area, playroom, or extra storage, this home is ready for its next chapter! Step inside to find updated vinyl flooring

  Juan Bautista Serhant LLC

  19 Hulse Ave, Middletown, NY 10940
• 

  $425,000

  Sold Dec 09, 2025

  29 Cornfield Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft
  • Built 1979

  Last Sold Summary

  • $239/SF
  • 27 Days On Market

  Current Estimated Value $411,405

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  29 Cornfield Rd, Middletown, NY 10940
• 

  Est $420,102

  Not Listed For Sale

  25 Karen Joy Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 1978

  25 Karen Joy Dr, Middletown, NY 10940

  Last Sold Summary

  • 62 Days On Market
• 

  

  /25

  $525,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  29 Beth Dr, Middletown, NY 10941

  Welcome to this spacious raised ranch in Scotchtown neighborhood within the highly sought-after Pine Bush School District. This 4-bedroom, 2-bath home offers over 1,700 square feet of living space that was been recently updated The main level features a brand new kitchen, dining and living room combination. Three generously sized bedrooms, and a new full bath complete the first floor. Newly

  Derek Greene Greene Realty Group

  29 Beth Dr, Middletown, NY 10941
• 

  $285,000

  Sold Feb 09, 2026

  37 Hanford St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $249/SF
  • 26 Days On Market

  Current Estimated Value $281,653

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  37 Hanford St, Middletown, NY 10940
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  Not Listed For Sale

  31 Witte Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,907 Sq Ft
  • Built 1989

  31 Witte Dr, Middletown, NY 10940

  Last Sold Summary

  • 42 Days On Market

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