Middletown, NY Homes

• 

  Est $296,718 Not Listed For Sale

  20 Sheffield Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1973

  20 Sheffield Dr, Middletown, NY 10940

  Last Sold Summary

  • 18% Above List Price
  • $197/SF
  • 40 Days On Market

  • Last Sold Price $252,500
  • Sep 01, 2023

  Last Listing Agent Bradley Nichols eXp Realty
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  /36

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  22 Oak Ln, Middletown, NY 10940

  Step into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen,

  Danielle Roche Howard Hanna Rand Realty

  22 Oak Ln, 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 $275,610

  Last Listing Agent Jean DiMatteo DiMatteo Realty LLC

  121 Sprague Ave, Middletown, NY 10940
• 

  Est $275,209 Not Listed For Sale

  42 Sheffield Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1973

  42 Sheffield Dr, Middletown, NY 10940

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 110 Days On Market

  • Last Sold Price $270,000
  • Sep 10, 2024

  Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group
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  /39

  $249,999 Pending

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  18-20 Bedford Ave, Middletown, NY 10940

  Welcome to this charming 2 bedroom, 1 bath Cape Cod located in the heart of Middletown, NY. Perfect starter home, ideal for those looking to downsize, or a fantastic investment opportunity. Upon entering, you are welcomed by beautiful hardwood floors, warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 864 square feet of living space, this home is

  Jennifer Lappe Keller Williams Realty

  18-20 Bedford Ave, 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 $213,132

  Last Listing Agent Kristina Mullings Century 21 Realty Center

  213 Concord Ln, Middletown, NY 10940
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  Est $410,250 Not Listed For Sale

  28 Ross Ln, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft
  • Built 1985

  28 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 8% Above List Price
  • $262/SF
  • 60 Days On Market

  • Last Sold Price $380,000
  • Dec 11, 2024

  Last Listing Agent Leslie Vasquez Howard Hanna Rand Realty
• 

  

  /21

  $560,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge finished basement with 3 additional rooms for storage or home office, and it also has space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
• 

  $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 $493,565

  Last Listing Agent Kevin Grier Keller Williams Hudson Valley

  20 Atwood Dr, Middletown, NY 10940
• 

  Est $473,043 Not Listed For Sale

  8 Ross Ln, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 1971

  8 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 14% Above List Price
  • $194/SF
  • 55 Days On Market

  • Last Sold Price $415,000
  • Dec 07, 2023

  Last Listing Agent JANICE CARRASCO Nexthome NOVACARR Realty
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  /7

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,696 Sq Ft

  1 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  1 Winters Ln, Middletown, NY 10940
• 

  $215,000 Sold Mar 11, 2026

  231 Concord Ln, Middletown, NY 10940

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

  Last Sold Summary

  • 4% Below List Price
  • $233/SF
  • 16 Days On Market

  Current Estimated Value $220,827

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  231 Concord Ln, Middletown, NY 10940
• 

  Est $380,106 Not Listed For Sale

  15 Patricia Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 1976

  15 Patricia Rd, Middletown, NY 10941

  Last Sold Summary

  • 46% Above List Price
  • $138/SF
  • 104 Days On Market

  • Last Sold Price $260,000
  • Jul 17, 2023

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp
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  /25

  $579,000

  • 5 Beds
  • 3 Baths
  • 2,202 Sq Ft

  29 Murray Rd, Middletown, NY 10940

  Set on three priavte acres, this spacious residence offers refined living with a functional and versatile layout. The home features 5 bedrooms and 3 full bathrooms, providing ample space for a variety of needs. The main living areas showcase hardwood flooring and a comfortable flow throughout. The kitchen is appointed with granite countertops and brand new appliances, offering a modern and

  Regina Lombardo Keller Williams Hudson Valley

  29 Murray Rd, Middletown, NY 10940
• 

  $780,000 Sold Jul 21, 2025

  197 Elise Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 3,217 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $242/SF
  • 61 Days On Market

  Current Estimated Value $793,229

  Last Listing Agent Juan Bautista Serhant LLC

  197 Elise Dr, Middletown, NY 10941
• 

  Est $476,681 Not Listed For Sale

  7 Brae Mar Rd, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 1974

  7 Brae Mar Rd, Middletown, NY 10941

  Last Sold Summary

  • 1% Above List Price
  • $193/SF
  • 22 Days On Market

  • Last Sold Price $470,000
  • Jul 21, 2023

  Last Listing Agent Amanda Ferrantello Hudson Valley Griffith
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  /45

  $499,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  17 Ross Ln, Middletown, NY 10941

  WOW!! THIS IS THE ONE!! Wonderful family home in the heart of Scotchtown. FIRST time on the market in over half a century!! Well maintained, must see to believe! Located on over 1/4 of an acre, this home is one of a kind! Hardwood floors throughout the home. The eat in kitchen provides convenience AND easy access to the HUGE back deck. The home offers a Formal Dining Room, a Living Room with

  David Furlin BHHS Hudson Valley Properties

  17 Ross Ln, Middletown, NY 10941
• 

  $261,000 Sold Jul 29, 2025

  67 Deer Court Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Above List Price
  • $228/SF
  • 30 Days On Market

  Current Estimated Value $266,562

  Last Listing Agent Gail Rachlin Keller Williams Hudson Valley

  67 Deer Court Dr, Middletown, NY 10940
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  Est $434,448 Not Listed For Sale

  13 Badami Dr, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,004 Sq Ft
  • Built 1973

  13 Badami Dr, Middletown, NY 10941

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 21 Days On Market

  • Last Sold Price $425,000
  • May 23, 2024

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty
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  /29

  $650,000

  • 3 Beds
  • 4 Baths
  • 2,320 Sq Ft

  33 O Brian Rd, Middletown, NY 10940

  Seeking privacy and tranquility without complete seclusion? This charming log home sits on 15 acres surrounded by natural beauty (partially wetlands) and peaceful views of a neighboring lake. The expansive deck is ideal for entertaining and summer barbecues, while the three-season porch provides a cozy retreat in any weather. Inside, the great room impresses with vaulted ceilings, exposed beams,

  Kokoshen Li Corcoran Country Living

  33 O Brian Rd, Middletown, NY 10940
• 

  $430,000 Sold Jul 01, 2025

  17 Ingalls St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1925

  Last Sold Summary

  • 10% Above List Price
  • $236/SF
  • 27 Days On Market

  Current Estimated Value $427,280

  Last Listing Agent Isaiah Lopez Keller Williams Hudson Valley

  17 Ingalls St, Middletown, NY 10940
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  Est $380,247 Not Listed For Sale

  11 Freezer Rd, Middletown, NY 10941

  • 5 Beds
  • 2.5 Baths
  • 1,790 Sq Ft
  • Built 1970

  11 Freezer Rd, Middletown, NY 10941

  Last Sold Summary

  • 15% Above List Price
  • $184/SF
  • 23 Days On Market

  • Last Sold Price $330,000
  • Aug 05, 2024

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta
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  /28

  $325,000

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

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu Keller Williams Hudson Valley

  64 Patio Rd, Middletown, NY 10941
• 

  $470,000 Sold Jun 16, 2025

  23 Wilkin Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,103 Sq Ft
  • Built 1932

  Last Sold Summary

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

  Current Estimated Value $474,112

  Last Listing Agent Richard Baxter Keller Williams Realty

  23 Wilkin Ave, Middletown, NY 10940
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  Est $371,503 Not Listed For Sale

  94 Blumel Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,421 Sq Ft
  • Built 1974

  94 Blumel Rd, Middletown, NY 10941

  Last Sold Summary

  • 8% Above List Price
  • $243/SF
  • 102 Days On Market

  • Last Sold Price $345,000
  • Jan 03, 2024

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
• 

  

  /11

  $329,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
• 

  $790,000 Sold Jan 09, 2026

  273 Pine Grove Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 3,129 Sq Ft
  • Built 2004

  Last Sold Summary

  • $252/SF
  • 28 Days On Market

  Current Estimated Value $785,882

  Last Listing Agent Douglas McVicker Suburban Investment Realty

  273 Pine Grove Rd, Middletown, NY 10940
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  Est $457,563 Not Listed For Sale

  86 Blumel Rd, Middletown, NY 10941

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

  86 Blumel Rd, Middletown, NY 10941

  Last Sold Summary

  • 3% Above List Price
  • $272/SF
  • 31 Days On Market

  • Last Sold Price $444,000
  • Nov 02, 2023

  Last Listing Agent Chativa Bowen Keller Williams Realty
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  /4

  $470,000

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Coming Soon! Beautiful 3 BR, 2.5 baths.

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
• 

  $450,000 Sold Jun 18, 2025

  34 Roger Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Above List Price
  • $257/SF
  • 13 Days On Market

  Current Estimated Value $462,145

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  34 Roger Ave, Middletown, NY 10940
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  Est $471,302 Not Listed For Sale

  112 Edinburgh Rd, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,882 Sq Ft
  • Built 1972

  112 Edinburgh Rd, Middletown, NY 10941

  Last Sold Summary

  • 2% Below List Price
  • $255/SF
  • 17 Days On Market

  • Last Sold Price $480,000
  • Nov 29, 2023

  Last Listing Agent Danielle Bartula Howard Hanna Rand Realty
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  /36

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  65 Maureen Dr, Middletown, NY 10940

  Welcome to the perfect place to purchase your home in the highly sought-after Minisink Valley School District! Perfectly situated in the desirable Robins Meadows community, this lovingly maintained raised ranch offers the ideal balance of comfort, style, and everyday convenience, all set within a peaceful, friendly neighborhood.Step inside to discover gleaming hardwood floors that flow

  Frank Muccari Cronin & Company Real Estate

  65 Maureen Dr, Middletown, NY 10940
• 

  $315,000 Sold Oct 30, 2025

  38 Sheffield Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1974

  Last Sold Summary

  • $258/SF
  • 53 Days On Market

  Current Estimated Value $312,705

  Last Listing Agent Malik Subhani Weichert Realtors

  38 Sheffield Dr, Middletown, NY 10940
• 

  Est $451,971 Not Listed For Sale

  22 Circle Dr, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft
  • Built 1972

  22 Circle Dr, Middletown, NY 10941

  Last Sold Summary

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

  • Last Sold Price $424,500
  • May 30, 2023

  Last Listing Agent Israel Sanchez Keller Williams Realty NYC Grp
• 

  

  /17

  $99,888

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  32 Abraham Joseph Cir, Middletown, NY 10940

  AGENTS - APPROVED IN ADVANCE - YOU DO NOT NEED TO BE A MEMBER OF SHOWINGTIME OR MLS TO SCHEDULE SHOWS*** Move right in to a quiet place, a mobile/manufactured home. This lovely 3 Bedroom 2 Bath home in the Minisink school district, with vaulted ceilings, a large deck, Hardwood floors, and parking off the street.HOA maintenance fees are $780 per month, which includes water, sewer, garbage

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  32 Abraham Joseph Cir, Middletown, NY 10940
• 

  $389,900 Sold Jun 20, 2025

  63 Scotchtown Place, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Below List Price
  • $258/SF
  • 276 Days On Market

  Current Estimated Value $406,329

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  63 Scotchtown Place, Middletown, NY 10941
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  Est $396,535 Not Listed For Sale

  15 Morningside Dr, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,606 Sq Ft
  • Built 1973

  15 Morningside Dr, Middletown, NY 10941

  Last Sold Summary

  • 6% Above List Price
  • $233/SF
  • 30 Days On Market

  • Last Sold Price $374,000
  • Feb 05, 2025

  Last Listing Agent Chativa Bowen Keller Williams Realty
• 

  

  /23

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
• 

  $230,000 Sold Dec 16, 2025

  13 Smith St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Below List Price
  • $205/SF
  • 161 Days On Market

  Current Estimated Value $237,584

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  13 Smith St, Middletown, NY 10940
• 

  Est $543,821 Not Listed For Sale

  66 Scott Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,316 Sq Ft
  • Built 1971

  66 Scott Dr, Middletown, NY 10941

  Last Sold Summary

  • 12% Below List Price
  • $266/SF
  • 29 Days On Market

  • Last Sold Price $615,000
  • Oct 29, 2024

  Last Listing Agent Richard Frierson Hollingsworth Real Estate Grp.

Showing Results 601 - 640, Page 16 of 18