Middletown, NY Homes

• 

  

  

  /18

  $675,000

  • 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
• 

  $405,000 Sold Sep 26, 2025

  15 Rowan St Unit 13, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 16 Days On Market

  Current Estimated Value $400,489

  Last Listing Agent Juan Bautista Serhant LLC

  15 Rowan St Unit 13, Middletown, NY 10940
• 

  Est $305,695 Not Listed For Sale

  92 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1978

  92 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 4% Above List Price
  • $205/SF
  • 32 Days On Market

  • Last Sold Price $295,000
  • Nov 22, 2023

  Last Listing Agent Wenpeng Guan Keller Williams Hudson Valley
• 

  

  

  /44

  $605,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,132 Sq Ft

  125 White Bridge Rd, Middletown, NY 10940

  This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

  Anthony Spadaro RE/MAX Benchmark Realty Group

  125 White Bridge Rd, Middletown, NY 10940
• 

  $375,000 Sold Sep 12, 2025

  22 Maryland Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $260/SF
  • 80 Days On Market

  Current Estimated Value $375,826

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
• 

  Est $284,273 Not Listed For Sale

  122 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1979

  122 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 2% Above List Price
  • $194/SF
  • 158 Days On Market

  • Last Sold Price $280,000
  • Feb 28, 2025

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp
• 

  

  /27

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  39 Hanford St, Middletown, NY 10940

  Coming Soon - prewar colonial in the heart of the City of Middletown.

  Soleil Jackman Howard Hanna Rand Realty

  39 Hanford St, Middletown, NY 10940
• 

  $330,000 Sold Oct 30, 2025

  3 Chappell Pkwy, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1960

  Last Sold Summary

  • $325/SF
  • 37 Days On Market

  Current Estimated Value $330,211

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
• 

  Est $291,309 Not Listed For Sale

  5 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1979

  5 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 4% Above List Price
  • $194/SF
  • 89 Days On Market

  • Last Sold Price $280,000
  • Apr 02, 2024

  Last Listing Agent Melissa Trejo Weichert Realtors
• 

  

  /4

  $299,999 Pending

  • 4 Beds
  • 1 Bath
  • 1,316 Sq Ft

  86 Linden Ave, Middletown, NY 10940

  The possibilities are ENDLESS with this one. Come check out the biggest bang for your buck in Middletown. This is a 4 bedroom 1 bathroom house with TREMENDOUS potential. A FULL basement where you can have a blank canvas for a movie room or even a library/office. Maybe you're a first time home buyer who can bring your vision and your ideas to this one or you're an investor who's looking to

  Kewin Garabito eXp Realty

  86 Linden Ave, Middletown, NY 10940
• 

  $440,000 Sold Sep 02, 2025

  225 Highland Ave, Middletown, NY 10940

  • 6 Beds
  • 2 Baths
  • 2,748 Sq Ft
  • Built 1910

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 101 Days On Market

  Current Estimated Value $445,597

  Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

  225 Highland Ave, Middletown, NY 10940
• 

  Est $298,341 Not Listed For Sale

  53 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1979

  53 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 8% Above List Price
  • $191/SF
  • 58 Days On Market

  • Last Sold Price $275,000
  • Sep 05, 2024

  Last Listing Agent J Lewis Keller Williams Hudson Valley
• 

  

  /23

  $269,000

  • 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
• 

  $269,900 Sold May 16, 2025

  247 Shaw Rd, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Built 1945

  Last Sold Summary

  • 4% Below List Price
  • $265/SF
  • 190 Days On Market

  Current Estimated Value $286,541

  Last Listing Agent Christina Gordon I Realty LLC

  247 Shaw Rd, Middletown, NY 10941
• 

  Est $302,087 Not Listed For Sale

  57 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1979

  57 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 1% Above List Price
  • $208/SF
  • 31 Days On Market

  • Last Sold Price $300,000
  • May 10, 2024

  Last Listing Agent Richard Heffernan John J Lease REALTORS Inc
• 

  

  /45

  $399,999 Pending

  • 3 Beds
  • 4 Baths
  • 1,536 Sq Ft

  48 Loch Lomond Ln, Middletown, NY 10941

  Well maintained ranch home located in the Town of Wallkill and within the Pine Bush School District. This 3 bedroom, 1.5 bathroom home offers comfortable one-level living with beautiful hardwood floors throughout much of the main level. A bright bay window fills the living space with natural light, creating a warm and inviting atmosphere. The partially finished basement adds additional living

  Gary MacEntee Keller Williams Realty

  48 Loch Lomond Ln, Middletown, NY 10941
• 

  $737,500 Sold Aug 21, 2025

  3 Mulberry Run, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,929 Sq Ft
  • Built 2020

  Last Sold Summary

  • 8% Below List Price
  • $252/SF
  • 169 Days On Market

  Current Estimated Value $751,041

  Last Listing Agent Michelle Getty HVG Realty, Inc.

  3 Mulberry Run, Middletown, NY 10941
• 

  Est $334,876 Not Listed For Sale

  19 Red Barn Ln, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 1,692 Sq Ft
  • Built 1974

  19 Red Barn Ln, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $177/SF
  • 30 Days On Market

  • Last Sold Price $300,000
  • Apr 22, 2024

  Last Listing Agent Dawn Payne Payne Team LLC
• 

  

  /20

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  529 5th Ave, Middletown, NY 10941

  Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

  John Nahass Century 21 Full Service Realty

  529 5th Ave, Middletown, NY 10941
• 

  $405,000 Sold May 21, 2025

  4 Cherry St, Middletown, NY 10940

  • 5 Beds
  • 2.5 Baths
  • 2,445 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $166/SF
  • 159 Days On Market

  Current Estimated Value $418,333

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  4 Cherry St, Middletown, NY 10940
• 

  Est $305,225 Not Listed For Sale

  40 Red Barn Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 1973

  40 Red Barn Ln, Middletown, NY 10940

  Last Sold Summary

  • 15% Above List Price
  • $183/SF
  • 39 Days On Market

  • Last Sold Price $265,000
  • Jul 01, 2024

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty
• 

  

  /8

  $90,000

  • Land
  • 5.37 Acres
  • $16,760 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. 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. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
• 

  $300,000 Sold Jun 20, 2025

  16 Myrtle Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,732 Sq Ft
  • Built 1891

  Last Sold Summary

  • $173/SF
  • 22 Days On Market

  Current Estimated Value $315,592

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  16 Myrtle Ave, Middletown, NY 10940
• 

  Est $315,101 Not Listed For Sale

  11 Black Stallion Ct, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • Built 1979

  11 Black Stallion Ct, Middletown, NY 10940

  Last Sold Summary

  • 3% Above List Price
  • $257/SF
  • 132 Days On Market

  • Last Sold Price $305,000
  • Apr 08, 2025

  Last Listing Agent Bente Brown John J Lease REALTORS Inc
• 

  

  /16

  $695,000

  • Land
  • 5.07 Acres
  • $137,081 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
• 

  $306,000 Sold Jan 27, 2026

  111 Apple Lane Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1950

  Last Sold Summary

  • $266/SF
  • 99 Days On Market

  Current Estimated Value $317,914

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  Est $324,370 Not Listed For Sale

  24 Black Stallion Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 1979

  24 Black Stallion Ct, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $206/SF
  • 13 Days On Market

  • Last Sold Price $290,000
  • May 15, 2024

  Last Listing Agent Mark Tierney Howard Hanna Rand Realty
• 

  

  /23

  $344,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,598 Sq Ft

  16 Mountain Ave, Middletown, NY 10940

  Welcome to 16 Mountain Ave — a well-loved home with tons of potential in the heart of town! This spacious 4-bedroom, 1.5-bath Colonial offers the perfect blend of solid maintenance and room to make it your own. An estate property that’s been cared for throughout the years, it features original hardwood floors waiting to shine beneath the carpet, central air, and a layout that truly works for

  Valerie Jewis Keller Williams Realty

  16 Mountain Ave, Middletown, NY 10940
• 

  $585,000 Sold Nov 01, 2025

  94 Fair Oaks Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $240/SF
  • 145 Days On Market

  Current Estimated Value $591,191

  Last Listing Agent Valeria Rios Keller Williams Hudson Valley

  94 Fair Oaks Rd, Middletown, NY 10940
• 

  Est $308,995 Not Listed For Sale

  28 Black Stallion Ct, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • Built 1979

  28 Black Stallion Ct, Middletown, NY 10940

  Last Sold Summary

  • 2% Below List Price
  • $265/SF
  • 38 Days On Market

  • Last Sold Price $315,000
  • Dec 23, 2024

  Last Listing Agent Beth Palma Keller Williams Realty
• 

  

  /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
• 

  $675,000 Sold Mar 26, 2026

  339 Kirbytown Rd, Middletown, NY 10940

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $201/SF
  • 139 Days On Market

  Current Estimated Value $709,514

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
• 

  Est $297,277 Not Listed For Sale

  38 Black Stallion Ct, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • Built 1980

  38 Black Stallion Ct, Middletown, NY 10940

  Last Sold Summary

  • 6% Above List Price
  • $236/SF
  • 140 Days On Market

  • Last Sold Price $280,000
  • Apr 16, 2025

  Last Listing Agent Kristie Jacques Century 21 Full Service Realty
• 

  

  /41

  $320,000 Pending

  • 5 Beds
  • 2 Baths

  16 Liberty St, Middletown, NY 10940

  Welcome to 16 Liberty Street, a charming home ideally located in the heart of Middletown. This inviting property offers a comfortable layout with bright living spaces and a warm, welcoming feel—perfect for everyday living or investment potential. Inside, you’ll find generously sized rooms, natural light throughout, and a flexible floor plan ready to accommodate your lifestyle. The outdoor space

  Minnie Thomas Keller Williams Hudson Valley

  16 Liberty St, Middletown, NY 10940
• 

  $340,000 Sold Oct 06, 2025

  2411 Goshen Turnpike, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $412/SF
  • 59 Days On Market

  Current Estimated Value $339,444

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  2411 Goshen Turnpike, Middletown, NY 10941
• 

  Est $288,120 Not Listed For Sale

  7 Old Anvil Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1974

  7 Old Anvil Ln, Middletown, NY 10940

  Last Sold Summary

  • 15% Above List Price
  • $148/SF
  • 27 Days On Market

  • Last Sold Price $250,000
  • Apr 24, 2025

  Last Listing Agent Joanne Finochio Howard Hanna Rand Realty
• 

  

  /23

  $349,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  14 Kensington Way, Middletown, NY 10940

  Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

  Xiaohui Cui Keller Williams Hudson Valley

  14 Kensington Way, Middletown, NY 10940
• 

  $345,000 Sold Jan 02, 2026

  53 Richmond Place, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1936

  Last Sold Summary

  • 1% Below List Price
  • $302/SF
  • 36 Days On Market

  Current Estimated Value $347,218

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  Est $348,096 Not Listed For Sale

  21 Old Anvil Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1974

  21 Old Anvil Ln, Middletown, NY 10940

  Last Sold Summary

  • 6% Above List Price
  • $195/SF
  • 20 Days On Market

  • Last Sold Price $329,500
  • Dec 21, 2023

  Last Listing Agent Matthew Gibbs Keller Williams Hudson Valley
• 

  

  /46

  $674,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  320 Highland Avenue Extension, Middletown, NY 10940

  Rare Gem – Like-New Home with Park-Like Setting; StunningDesign. Welcome to a truly special property—an exceptional home thatcombines style, comfort, and an unbeatable location. Homes Like thisrarely come to market. Meticulously maintained and showing Like new,this residence offers the perfect blend of elegance and convenience with a tastefully designed interior with modern

  Matthew Gibbs Keller Williams Hudson Valley

  320 Highland Avenue Extension, Middletown, NY 10940

Showing Results 521 - 560, Page 14 of 18