Middletown, NY Homes

• 

  $560,000

  Sold Jul 01, 2026

  53 Daly Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,255 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $248/SF
  • 62 Days On Market

  Current Estimated Value $562,113

  Last Listing Agent Michelle Pepe Curasi Realty, Inc.

  53 Daly Rd, Middletown, NY 10940
• 

  Est $499,538

  Not Listed For Sale

  15 Placid Ave, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1986

  15 Placid Ave, Middletown, NY 10941

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United
• 

  

  

  /44

  $299,999

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  54 Whitman Ct, Middletown, NY 10941

  Welcome home—a move-in ready 3-bedroom, 1.5-bath townhouse located in a quiet cul-de-sac within the Pine Bush School District. With NO HOA fees, this is an incredible opportunity for buyers seeking low-maintenance living without the added monthly costs.This well-maintained home offers a functional and inviting layout, perfect for everyday living and entertaining. The kitchen and dining area

  Jennifer Lappe Keller Williams Realty

  54 Whitman Ct, Middletown, NY 10941
• 

  $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 $328,393

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
• 

  Est $515,361

  Not Listed For Sale

  4 Disco Dr, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,588 Sq Ft
  • Built 1975

  4 Disco Dr, Middletown, NY 10941

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent Michelle Gruberger Real Estate Circuit Inc
• 

  

  /22

  $329,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  26 Ridge St, Middletown, NY 10940

  Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 3 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing

  Cheskel Werzberger Mount Realty

  26 Ridge St, 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 $449,220

  Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

  225 Highland Ave, Middletown, NY 10940
• 

  Est $528,325

  Not Listed For Sale

  8 Rondack Rd, Middletown, NY 10941

  • 4 Beds
  • 3.5 Baths
  • 2,260 Sq Ft
  • Built 1987

  8 Rondack Rd, Middletown, NY 10941

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Bethany Wager-Mckee Agnes I Wager Realty Inc.
• 

  

  /27

  $170,000

  Pending

  • 1 Bed
  • 1 Bath
  • 830 Sq Ft

  83 Sycamore Dr, Middletown, NY 10940

  Want to see more? Start with Sycamore. Welcome to 83 Sycamore Drive, a well-maintained second-floor, 1-bedroom, 1-bathroom condominium in the desirable Clemson Park Condominiums. Thoughtfully maintained and move-in ready, this home offers a bright, functional layout featuring a galley kitchen with ample cabinet space, a spacious living area, a generously sized bedroom with generous closet space,

  Valery Espejo Century 21 Full Service Realty

  83 Sycamore Dr, Middletown, NY 10940
• 

  $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 $753,618

  Last Listing Agent Michelle Getty HVG Realty, Inc.

  3 Mulberry Run, Middletown, NY 10941
• 

  Est $447,175

  Not Listed For Sale

  3 Frederick St, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1984

  3 Frederick St, Middletown, NY 10941

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
• 

  

  /32

  $449,000

  $19K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  13 Forest Ave, Middletown, NY 10940

  Fresh updates. New improvements. New opportunity. 13 Forest Avenue is officially back on the market after completing repairs and updates, and it's ready for its next owner. This spacious home offers comfortable living, updated features, and a convenient location near schools, shopping, restaurants, and commuter routes. The recent improvements provide added value and confidence for buyers looking

  Pete Wolven Hudson Valley Home Connection

  13 Forest Ave, Middletown, NY 10940
• 

  $535,000

  Sold Jul 20, 2026

  3 Parkview Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $231/SF
  • 364 Days On Market

  Current Estimated Value $541,065

  Last Listing Agent Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  Est $492,417

  Not Listed For Sale

  1 Placid Ave, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1987

  1 Placid Ave, Middletown, NY 10941

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent rosemary mcginn Century 21 Full Service Realty
• 

  

  /3

  $350,000

  • Land
  • 1.42 Acres
  • $245,752 per Acre

  65 James P Kelly Way, Middletown, NY 10940

  Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

  Jonathon Lee KW Hudson Valley United

  65 James P Kelly Way, Middletown, NY 10940
• 

  $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 $326,815

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  Est $481,788

  Not Listed For Sale

  10 Todd Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 1977

  10 Todd Dr, Middletown, NY 10941

  Last Sold Summary

  • 211 Days On Market

  Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty
• 

  

  /37

  $699,999

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  11 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 11 Oak Ridge Road — a stunning contemporary Colonial in the highly sought-after Presidential Heights community. Known for its scenic mountain views and prime Hudson Valley location, this upscale neighborhood offers the perfect balance of tranquility, convenience, and lifestyle. Meticulously maintained and thoughtfully updated, this exceptional home offers approximately 3,200 square

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  11 Oak Ridge Rd, 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 $603,532

  Last Listing Agent Valeria Rios KW Hudson Valley United

  94 Fair Oaks Rd, Middletown, NY 10940
• 

  Est $290,391

  Not Listed For Sale

  6 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1977

  6 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent Travis Thompson KW Hudson Valley United
• 

  

  /20

  $339,000

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  17 State St, Middletown, NY 10940

  Welcome to 17 State St, a fully updated, energy-efficient detached home offering modern smart-home features and exceptional flexibility. The bright main level features central air, smart climate control, a beautifully tiled bathroom, custom window blinds with a transferable lifetime warranty, and an updated kitchen with premium stainless-steel appliances, including a brand-new smart refrigerator.

  Olivia Torres eXp Realty

  17 State St, Middletown, NY 10940
• 

  $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 $699,163

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
• 

  Est $286,086

  Not Listed For Sale

  62 Sarah Ln, Middletown, NY 10941

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

  62 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Yara Roussos Homes By Yara Realty Group LLC
• 

  

  /20

  $349,000

  $20K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  13 N Aspen Rd, Middletown, NY 10940

  NO HOA FEES! LOW TAXES!! Welcome to effortless living in the heart of Middletown! This turnkey, move-in ready 3-bedroom, 1.5-bath home has been thoughtfully updated with modern finishes and designed for comfortable everyday living. From the moment you step inside, you’re greeted by a bright, inviting foyer and a fresh, stylish interior that feels like home. The beautifully updated kitchen

  Carmela Lopez Borrazas Serhant LLC

  13 N Aspen Rd, 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 $338,949

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  2411 Goshen Turnpike, Middletown, NY 10941
• 

  Est $308,035

  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

  • 32 Days On Market

  Last Listing Agent Wenpeng Guan KW Hudson Valley United
• 

  

  /15

  $85,000

  • Land
  • 5.1 Acres
  • $16,667 per Acre

  Lot 11 Meadow Brook Dr, Middletown, NY 12455

  Just a short drive from down town Margaretville, tucked away in the pastoral rolling hills, sits this very special 5 acre parcel with lovely open views. What this parcel has to offer is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views, rolling open meadows backed by magical woods to explore, surrounded by the sounds of nature. With several

  Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

  

  Lot 11 Meadow Brook Dr, Middletown, NY 12455
• 

  $490,000

  Sold Aug 07, 2026

  20 Tammy Dr, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft
  • Built 2002

  Last Sold Summary

  • $267/SF
  • 93 Days On Market

  Current Estimated Value $486,955

  Last Listing Agent Sol Perry BHG Real Estate Green Team

  20 Tammy Dr, Middletown, NY 10941
• 

  Est $297,229

  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

  • 158 Days On Market

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp
• 

  

  /19

  $384,000

  Pending

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

  6 Eaton Ct, Middletown, NY 10940

  This end unit Townhouse located in the Desirable Canterbury Knolls just took an interior renovation that will not disappoint! The open floor plan is perfect for entertaining your guest! The kitchen sports moder colors and beautiful granite counter tops and stainless-steel appliances. Both bathrooms have been updated and the floors as well. This is centrally located to all commuters hwy's and

  Pedro Garcia Curasi Realty, Inc.

  6 Eaton Ct, Middletown, NY 10940
• 

  /2

  $449,900

  Sold Jun 29, 2026

  7015 James Francis Dr, Lockport-Town, NY 14094

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 2026

  Last Sold Summary

  • $256/SF
  • 1 Day On Market

  Last Listing Agent Kathleen Dimillo Listing by HUNT Real Estate ERA

  

  7015 James Francis Dr, Lockport-Town, NY 14094
• 

  Est $304,535

  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

  • 89 Days On Market

  Last Listing Agent Melissa Trejo Weichert Realtors
• 

  

  /33

  $289,000

  Pending

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  4 Hulse St, Middletown, NY 10940

  Welcome to 4 Hulse Street, where charm, value, and convenience come together in one irresistible package! This beautifully refreshed 2-bedroom, 1-bath Cape-style cottage is completely turnkey and ready for its next owner! Step inside to find brand-new vinyl flooring throughout, fresh paint, and a bright, inviting interior that's ready for you to unpack and enjoy. The kitchen features sleek

  Juan Bautista Serhant LLC

  4 Hulse St, 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 $340,880

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  Est $314,790

  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

  • 58 Days On Market

  Last Listing Agent J Lewis KW Hudson Valley United
• 

  

  /35

  $200,000

  • Land
  • 51.7 Acres
  • $3,868 per Acre

  Tbd Hall Rd, Middletown, NY 12455

  Hike up to see this spectacular 51.7 acres of prime Real Estate. This property has everything except a road which will have to be built. A previous right of way was moved years ago due to flooding. The walk in does require waterproof boots and a lot of good energy. The parcel has every kind of topography you could imagine. Mouch of it is a large lightly wooded plateau. The southeastern boundary

  William Chris St. John Win Morrison Realty

  Tbd Hall Rd, Middletown, NY 12455
• 

  $635,000

  Sold Jul 13, 2026

  180 Ridge Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,008 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Above List Price
  • $316/SF
  • 26 Days On Market

  Current Estimated Value $591,180

  Last Listing Agent Tom Pahucki Keller Williams Realty

  180 Ridge Dr, Middletown, NY 10940
• 

  Est $339,543

  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

  • 31 Days On Market

  Last Listing Agent Richard Heffernan John J Lease REALTORS Inc
• 

  

  /21

  $299,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  2 S Aspen Rd, Middletown, NY 10940

  Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, and a main-level flex space w/ closet, 2.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
• 

  $300,000

  Sold Jan 21, 2026

  15 Commonwealth Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1903

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 44 Days On Market

  Current Estimated Value $300,653

  Last Listing Agent Abbe Distelburger Keller Williams Realty

  15 Commonwealth Ave, Middletown, NY 10940

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