Middletown, NY Homes

• 

  Est $285,127

  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
• 

  

  

  /20

  $349,000

  $20K PRICE DROP

  • 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
• 

  $420,000

  Sold Mar 30, 2026

  52 Scotchtown Dr, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Above List Price
  • $321/SF
  • 57 Days On Market

  Current Estimated Value $412,995

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  52 Scotchtown Dr, Middletown, NY 10941
• 

  Est $288,750

  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
• 

  

  

  /47

  $465,000

  Pending

  • 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
• 

  $206,000

  Sold Sep 10, 2025

  354 Concord Ln, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 208 Days On Market

  Current Estimated Value $210,530

  Last Listing Agent Zhiheng Tang KW Hudson Valley Untied

  354 Concord Ln, Middletown, NY 10940
• 

  Est $299,091

  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
• 

  

  /44

  $575,000

  $25K PRICE INCREASE Pending

  • 3 Beds
  • 2.5 Baths
  • 2,809 Sq Ft

  7 Starhaven Ave, Middletown, NY 10940

  This well-maintained home offers strong structural integrity, reliable mechanicals, and a flexible layout—ideal for buyers seeking a move-in-ready foundation with the opportunity to personalize cosmetic finishes over time. The main level features comfortable living and dining areas, an efficient kitchen layout, and generous natural light throughout. All bedrooms and the hallway include existing

  Michelle Gruberger Real Estate Circuit Inc

  7 Starhaven Ave, Middletown, NY 10940
• 

  $375,000

  Sold Sep 22, 2025

  12 Eisenhower Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Above List Price
  • $326/SF
  • 49 Days On Market

  Current Estimated Value $374,547

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  12 Eisenhower Dr, Middletown, NY 10940
• 

  Est $324,788

  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
• 

  

  /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
• 

  $450,000

  Sold Dec 09, 2025

  17 Pine Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,561 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Above List Price
  • $288/SF
  • 20 Days On Market

  Current Estimated Value $442,146

  Last Listing Agent Lauren Iacono Corcoran Baer & McIntosh

  17 Pine Ct, Middletown, NY 10941
• 

  Est $374,156

  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

  • 30 Days On Market
• 

  

  /48

  $574,990

  Pending

  • 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
• 

  $700,000

  Sold Feb 18, 2026

  52 Hill Rd, Middletown, NY 10941

  • 4 Beds
  • 3.5 Baths
  • 2,778 Sq Ft
  • Built 2003

  Last Sold Summary

  • 18% Below List Price
  • $252/SF
  • 106 Days On Market

  Current Estimated Value $697,252

  Last Listing Agent Bob Edwards KW Hudson Valley Untied

  52 Hill Rd, Middletown, NY 10941
• 

  Est $310,332

  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

  • 39 Days On Market
• 

  

  /33

  $289,000

  • 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
• 

  $539,580

  Sold Jul 07, 2025

  15 Roberts St, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 3,552 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $152/SF
  • 90 Days On Market

  Current Estimated Value $533,493

  Last Listing Agent Jeanmarie Valentin HomeSmart Homes & Estates

  15 Roberts St, Middletown, NY 10940
• 

  Est $312,261

  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

  • 132 Days On Market
• 

  

  /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
• 

  $295,000

  Sold Aug 25, 2025

  6 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1975

  Last Sold Summary

  • $195/SF
  • 28 Days On Market

  Current Estimated Value $291,888

  Last Listing Agent Gen Cheung River Realty Services, Inc.

  6 Whitman Ct, Middletown, NY 10941
• 

  Est $324,288

  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

  • 13 Days On Market
• 

  

  /13

  $298,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  100 Hillside Dr Unit E16, Middletown, NY 10941

  Highly sought-after Hillside Village community! This quiet upstairs unit offers 2 bedrooms and 2 full bathrooms within a secure, gated environment. Located in the prestigious Goshen School District, this home provides peace of mind and privacy, complemented by the convenience of a recently updated driveway and parking lot.The interior boasts an airy and bright feel thanks to the soaring

  Hai Li KW Hudson Valley Untied

  100 Hillside Dr Unit E16, Middletown, NY 10941
• 

  $460,000

  Sold Jul 29, 2025

  9 Laddie Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 28 Days On Market

  Current Estimated Value $452,444

  Last Listing Agent Bonnie Natt Realty Promotions Inc

  9 Laddie Rd, Middletown, NY 10941
• 

  Est $317,788

  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

  • 38 Days On Market
• 

  

  /19

  $575,000

  • 3 Beds
  • 3 Baths
  • 5,157 Sq Ft

  20 John St, Middletown, NY 10940

  For Sale: Income-Producing Mixed-Use Building in Prime Downtown Middletown Take advantage of this exceptional opportunity to own a versatile, income-generating property in the heart of Downtown Middletown—an up-and-coming city with a pro-business government and strong growth potential. Property Overview: First Floor:Spacious 2,000 sq. ft. commercial space, currently used as a retail store,

  Jonathon Lee KW Hudson Valley Untied

  20 John St, Middletown, NY 10940
• 

  $450,000

  Sold Oct 07, 2025

  853 Winterton Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft
  • Built 1930

  Last Sold Summary

  • 33% Above List Price
  • $213/SF
  • 41 Days On Market

  Last Listing Agent Amanda Brehm KW Hudson Valley Untied

  853 Winterton Rd, Middletown, NY 10940
• 

  Est $288,708

  Not Listed For Sale

  34 Black Stallion Ct, Middletown, NY 10940

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

  34 Black Stallion Ct, Middletown, NY 10940

  Last Sold Summary

  • 38 Days On Market
• 

  

  /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
• 

  $425,000

  Sold Sep 26, 2025

  3 Kohler Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,920 Sq Ft
  • Built 1986

  Last Sold Summary

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

  Current Estimated Value $439,045

  Last Listing Agent Joseph Eugene eXp Realty

  3 Kohler Rd, Middletown, NY 10940
• 

  Est $300,079

  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

  • 140 Days On Market
• 

  

  /36

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  4 Lorelei Dr, Middletown, NY 10940

  This 3 bedroom home is being offered by the original owners. Three spacious bedrooms. Family room with custom fireplace. Oversized garage with laundry. Elementary and middle schools just down the road. Middletown High School offers many college courses. Beautiful sunroom with pellet stove. Two 275 gal oil tanks. Beautiful spacious back yard with shed. Extra black topped parking for RV, boat

  Sue Laden ARC Realty 1 in Sales

  4 Lorelei Dr, Middletown, NY 10940
• 

  $285,000

  Sold Apr 21, 2026

  121 Sprague Ave, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Above List Price
  • $238/SF
  • 24 Days On Market

  Current Estimated Value $279,364

  Last Listing Agent Jean DiMatteo DiMatteo Realty LLC

  121 Sprague Ave, Middletown, NY 10940
• 

  Est $306,452

  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

  • 27 Days On Market
• 

  

  /43

  $723,999

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  168 Pine Grove Rd, Middletown, NY 10940

  Move right into this nearly new home upgraded with premium finishings in Pine Grove Estates, where peaceful country living meets modern convenience in the desirable Minisink Valley School District. Set along a quiet road surrounded by sweeping views of green rolling hills, this home offers a rare sense of space, privacy, and peace. Enjoy miles of scenic vistas from the deck, the sprawling lawn,

  Leeshai Lemish Panorama Realty

  168 Pine Grove Rd, Middletown, NY 10940
• 

  $209,901

  Sold Jul 03, 2025

  213 Concord Ln, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 1990

  Last Sold Summary

  • $227/SF
  • 18 Days On Market

  Current Estimated Value $210,813

  Last Listing Agent Kristina Mullings Century 21 Realty Center

  213 Concord Ln, Middletown, NY 10940
• 

  Est $352,228

  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

  • 20 Days On Market
• 

  

  /8

  $660,000

  $40K PRICE DROP

  • 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
• 

  $498,000

  Sold Jan 15, 2026

  20 Atwood Dr, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,723 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Above List Price
  • $289/SF
  • 30 Days On Market

  Current Estimated Value $496,478

  Last Listing Agent Kevin Grier KW Hudson Valley Untied

  20 Atwood Dr, Middletown, NY 10940
• 

  Est $329,739

  Not Listed For Sale

  11 Silo Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 1974

  11 Silo Ln, Middletown, NY 10940

  Last Sold Summary

  • 147 Days On Market

Showing Results 521 - 560, Page 14 of 18