Middletown, NY Homes

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  /25

  $359,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  252 Toad Pasture Rd, Middletown, NY 10940

  Welcome home to this beautifully maintained ranch nestled on 2.2 private acres in the highly sought-after Minisink School District. Offering the perfect blend of comfort and country living, this home features 3 spacious bedrooms, 1 full bathroom, hardwood floors freshly restored. This home has a walk-out basement with endless possibilities for additional living space, a workshop, or storage.

  

  Joao Rodrigues

  Preferred Properties Real Esta

  252 Toad Pasture Rd, Middletown, NY 10940
• 

  

  

  /33

  $3,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • House for Rent

  184 Highland Ave, Middletown, NY 10940

  Welcome to this beautiful Victorian-style rental, centrally located in the heart of Middletown, NY. From the moment you arrive, the charming wrap-around porch sets a warm and inviting tone, perfectly complementing the home’s classic character. Inside, you’ll find an updated interior featuring a modern kitchen, a brand-new central air system, new windows, and new doors, providing both comfort and

  

  Chativa Bowen

  Keller Williams Realty

  184 Highland Ave, Middletown, NY 10940
• 

  $430,000

  Sold Sep 25, 2025

  76 Maureen Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 38 Days On Market

  Current Estimated Value $458,241

  Last Listing Agent Nina Piacente Julia B Fee Sothebys Int. Rlty

  76 Maureen Dr, Middletown, NY 10940
• 

  

  /2

  Est $621,043

  Not Listed For Sale

  328 Stony Ford Rd, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 1,664 Sq Ft
  • Built 2024

  328 Stony Ford Rd, Middletown, NY 10941
• 

  

  

  /21

  $119,000

  • Land
  • 4.27 Acres
  • $27,869 per Acre

  0 Hog Mountain Cir, Middletown, NY 12430

  This is the property with a view you have been looking for. 4.27 acres of cleared, ready to build land in the Catskill Mountains just two hours from the George Washington Bridge. Whether it is a weekend retreat you have in mind or a forever home, the view is unmatched and will bring you the peace and serenity the Catskills have to offer. This property is only 10 minutes from Belleayre Ski

  

  Terence Lynch

  Century 21 New West Properties

  0 Hog Mountain Cir, Middletown, NY 12430
• 

  

  /28

  $3,250

  Total Monthly Price

  • 2 Beds
  • 4 Baths
  • 2,000 Sq Ft
  • House for Rent

  94 Woodlake Dr, Middletown, NY 10940

  Spacious 2-Bedroom Townhouse Near the Pond – Available Now!Enjoy comfortable, low-maintenance living in this stunning waterfront-adjacent townhouse.Key Features:Bedrooms: 2 large bedrooms, each featuring a spacious walk-in closet.Bathrooms: 2 full and 2 half baths for ultimate convenience.Living Space: Main living area features a cozy gas fireplace, perfect

  94 Woodlake Dr, Middletown, NY 10940
• 

  $436,000

  Sold Jun 30, 2026

  79 Vincent Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,043 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Above List Price
  • $418/SF
  • 33 Days On Market

  Current Estimated Value $421,433

  Last Listing Agent Donna Reese KW Hudson Valley United

  79 Vincent Dr, Middletown, NY 10940
• 

  Est $717,738

  Not Listed For Sale

  20 Nicaj Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 2024

  20 Nicaj Ct, Middletown, NY 10941

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
• 

  

  /28

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  32 W Conkling Ave, Middletown, NY 10940

  Some houses greet you at the door. This one wraps around you the moment you walk in. Step through the light-filled sunroom, all glass and morning sun, and into a main floor paneled in warm honey pine that has been cared for across a hundred years and wears every one of them beautifully. You notice the beamed ceilings, the way the afternoon light pools on the wood, the rooms that flow one into the

  

  Brian Caplicki

  KW Hudson Valley United

  32 W Conkling Ave, Middletown, NY 10940
• 

  

  /10

  $3,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  204 Stony Ford Rd, Middletown, NY 10941

  Experience the peace and tranquility of the Hudson Valley in this charming ranch-style rental nestled on 2 private, wooded acres. Offering 3 bedrooms, 1 full bathroom, and a bright open-concept living area, this home provides the perfect setting for both everyday living and entertaining.Whether you're looking for your first rental home, downsizing, or simply seeking a peaceful retreat, this

  

  Chativa Bowen

  Keller Williams Realty

  204 Stony Ford Rd, Middletown, NY 10941
• 

  $600,000

  Sold Jun 22, 2026

  572 Greenville Turnpike, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,072 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Above List Price
  • $290/SF
  • 22 Days On Market

  Current Estimated Value $590,647

  Last Listing Agent Brian Caplicki KW Hudson Valley United

  572 Greenville Turnpike, Middletown, NY 10940
• 

  Est $309,945

  Not Listed For Sale

  103 Deer Court Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2002

  103 Deer Court Dr, Middletown, NY 10940

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Tanya Von Montague Corcoran Country Living
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  /50

  $550,000

  Open Sun 12:30PM - 2:30PM $70K PRICE DROP

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

  179 Reservoir Rd, Middletown, NY 10940

  Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

  

  Dulce M Ferrera

  KW Hudson Valley United

  179 Reservoir Rd, Middletown, NY 10940
• 

  

  /19

  Starting at $1,850 Per Month

  • 1 Bed

  579 E Main St, Middletown, NY 10940

  Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

  Slatewood Apartments

  

  579 E Main St, Middletown, NY 10940
• 

  $314,900

  Sold Sep 17, 2025

  936 Tower Ridge Cir, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 2007

  Last Sold Summary

  • $259/SF
  • 4 Days On Market

  Last Listing Agent Angelo Acierno Keller Williams Realty

  936 Tower Ridge Cir, Middletown, NY 10941
• 

  Not Listed For Sale

  129 Meadow View Dr Unit 1105, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,827 Sq Ft
  • Built 2016

  129 Meadow View Dr Unit 1105, Middletown, NY 10940

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty
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  /50

  $850,000

  $45K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft

  411 Mt Joy Rd, Middletown, NY 10941

  Space, privacy, and thoughtful design come together at this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2005, offers 3,296 sq ft of living space on 11.7 private acres—giving you room to breathe while staying conveniently close to everything Middletown has to offer.Step inside and you'll immediately notice the 9-foot ceilings that elevate every room with an airy, open feel. The main

  

  Donna Reese

  KW Hudson Valley United

  411 Mt Joy Rd, Middletown, NY 10941
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  /28

  $2,300 Per Month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  7 Giada Ln Unit 1, Middletown, NY 10940

  Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

  

  Dulce M Ferrera

  KW Hudson Valley United

  7 Giada Ln Unit 1, Middletown, NY 10940
• 

  $945,000

  Sold Feb 06, 2026

  346 Mullock Rd, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 3,282 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 83 Days On Market

  Current Estimated Value $939,183

  Last Listing Agent Alyse Toffel KW Hudson Valley United

  346 Mullock Rd, Middletown, NY 10940
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  Not Listed For Sale

  169 Mulford Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,418 Sq Ft
  • Built 2025

  169 Mulford Rd, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Brian Caplicki KW Hudson Valley United
• 

  

  /43

  $399,900

  $25K PRICE DROP

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

  83 Deer Ct Dr, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

  

  Dulce M Ferrera

  KW Hudson Valley United

  83 Deer Ct Dr, Middletown, NY 10940
• 

  

  /25

  Starting at $2,040 Per Month

  • Studio - 2 Beds

  225 Berkman Dr, Middletown, NY 10941

  Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuter's dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

  Imperial Gardens Apartment Homes

  

  225 Berkman Dr, Middletown, NY 10941
• 

  $390,500

  Sold Feb 13, 2026

  28 Lake Ridge Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Above List Price
  • $267/SF
  • 32 Days On Market

  Current Estimated Value $397,965

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  28 Lake Ridge Dr, Middletown, NY 10940
• 

  Est $551,302

  Not Listed For Sale

  13 Sage Ct, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft
  • Built 2016

  13 Sage Ct, Middletown, NY 10940

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Eveline White Hudson Valley Griffith
• 

  

  /30

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

  

  Hazel Cello

  KW Hudson Valley United

  568 County Route 49 Unit 2C, Middletown, NY 10940
• 

  

  /22

  $2,200 Per Month

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft
  • Condo for Rent

  1 Ruth Ct, Middletown, NY 10940

  Welcome to this beautifully updated and spacious first floor corner condo in Middletown, NY. This well-maintained home offers comfortable one level living with a large living room, two generously sized bedrooms, and one full bath. The modern walk-through kitchen features new stainless steel appliances and an adjacent dining area. Wall A/C units in the living room and both bedrooms provide

  

  Kathy White

  Exit Realty Connections

  1 Ruth Ct, Middletown, NY 10940
• 

  $498,000

  Sold Aug 27, 2025

  15 Cobblestone Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,790 Sq Ft
  • Built 2010

  Last Sold Summary

  • 2% Above List Price
  • $278/SF
  • 26 Days On Market

  Current Estimated Value $502,603

  Last Listing Agent Katherine Burgos-Llewellyn Call it Closed Intl. Realty

  15 Cobblestone Ln, Middletown, NY 10940
• 

  Not Listed For Sale

  4 Fortune Rd W Unit D, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1972

  4 Fortune Rd W Unit D, Middletown, NY 10941

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Matthew Gibbs KW Hudson Valley United
• 

  /2

  $599,900

  Pending

  • 6 Beds
  • 2 Baths
  • 3,190 Sq Ft

  215 Linden Ave, Middletown, NY 10940

  Excellent investment opportunity in the City of Middletown! This well-maintained duplex features two spacious 3-bedroom, 1-bath units, each offering generous living space and separate utilities. Both units include an oven and refrigerator, with tenants responsible for utilities, providing strong income potential for investors or owner-occupants alike. Finished walk-up attics also provide

  

  Dulce M Ferrera

  KW Hudson Valley United

  215 Linden Ave, Middletown, NY 10940
• 

  

  /18

  Starting at $2,431 Per Month

  • 1 - 2 Beds

  23 James P Kelly Way, Middletown, NY 10940

  Sterling Parc at Middletown offers 1 and 2 bedroom apartments in Middletown, NY with spacious floor plans, modern finishes, and convenient access to major destinations. Located in the Hudson Valley near Route 17 and I-84, the community places residents close to shopping, dining, entertainment, and commuter routes. Apartment homes feature designer kitchens with shaker-style espresso cabinetry,

  Sterling Parc at Middletown

  

  23 James P Kelly Way, Middletown, NY 10940
• 

  $615,000

  Sold Jul 27, 2026

  38 Putters Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 3,013 Sq Ft
  • Built 2006

  Last Sold Summary

  • $204/SF
  • 26 Days On Market

  Current Estimated Value $613,582

  Last Listing Agent Jie Liu KW Hudson Valley United

  38 Putters Way, Middletown, NY 10940
• 

  Not Listed For Sale

  289 North St, Middletown, NY 10940

  • 2 Baths
  • Built 1888

  289 North St, Middletown, NY 10940

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  /26

  $339,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  101 N Beacon St, Middletown, NY 10940

  Move in ready 3 bedrooms, 2 bathroom home. Clean and freshly painted. Updated kitchen and bathrooms. Located on a dead end street. Private Fenced-in yard. Conveniently located minutes from local shops, restaurants, Galleria Mall, Garnet Health and close proximity to I86 and I84. Very easy to show. Call today for your own private viewing.

  

  Dulce M Ferrera

  KW Hudson Valley United

  101 N Beacon St, Middletown, NY 10940
• 

  

  /25

  $3,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  708 Silver Lake Scotchtown Rd, Middletown, NY 10941

  STUNNING RENTAL IN DESIRABLE SCOTCHTOWN! This beautifully updated home is move-in ready and offers the perfect blend of style, comfort, and convenience. The gorgeous kitchen is a chef's dream, featuring high-end smart appliances, elegant quartz countertops, a classic subway tile backsplash, an abundance of crisp white cabinetry, and a breakfast bar that seamlessly opens to the spacious living and

  

  Hazel Cello

  KW Hudson Valley United

  708 Silver Lake Scotchtown Rd, Middletown, NY 10941
• 

  $310,000

  Sold Aug 18, 2025

  15 Independence Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 11 Days On Market

  Current Estimated Value $328,650

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  15 Independence Ave, Middletown, NY 10940
• 

  

  /20

  Not Listed For Sale

  127 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft
  • Built 2016

  127 Meadow View Dr, Middletown, NY 10940

  Last Sold Summary

  Last Listing Agent Jayne M. Prechtel Keller Williams Valley Realty
• 

  

  /9

  $399,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  12 Todd Dr, Middletown, NY 10941

  Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

  

  Lynelle Alessi

  KW Hudson Valley United

  12 Todd Dr, Middletown, NY 10941
• 

  

  /25

  Starting at $2,225 Per Month

  • 1 - 2 Beds

  300 Northwoods Rd, Middletown, NY 10940

  FREE 1st full month rent with 13 month lease - on select units.

  Northwoods Apartments

  

  300 Northwoods Rd, Middletown, NY 10940
• 

  $460,000

  Sold Jan 15, 2026

  295 Lybolt Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $376/SF
  • 56 Days On Market

  Current Estimated Value $471,526

  Last Listing Agent Britanni Gaucher Keller Williams Realty

  295 Lybolt Rd, Middletown, NY 10941
• 

  Not Listed For Sale

  206 2nd Ave, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2023

  206 2nd Ave, Middletown, NY 10941

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

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