Middletown, NY Homes

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  $640,000 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  235 Maples Rd, Middletown, NY 10940

  This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

  Shernette Hall VYLLA Home

  235 Maples Rd, Middletown, NY 10940
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  /11

  $2,400 Per Month

  • 2 Beds
  • 1 Bath
  • 1,041 Sq Ft
  • House for Rent

  157 White Bridge Rd, Middletown, NY 10940

  Updated ranch-style rental on approximately 12 private acres in the Minisink Valley School District. This single-family home offers 1 bedroom, 1 full bathroom, and approximately 1,041 sq ft of living space. Features include vaulted ceilings with exposed beams, skylight, updated bathroom, open kitchen, recessed lighting, sliding glass doors, and peaceful surroundings with privacy. Conveniently

  Yosseline Genao Keller Williams Hudson Valley

  157 White Bridge Rd, Middletown, NY 10940
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  $200,000 Sold Dec 23, 2025

  80 Beattie Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1920

  Last Sold Summary

  • 23% Below List Price
  • $194/SF
  • 139 Days On Market

  Current Estimated Value $217,670

  Last Listing Agent Keith Sumner John J Lease REALTORS Inc

  80 Beattie Ave, Middletown, NY 10940
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  Not Listed For Sale

  180 Weld Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2006

  180 Weld Rd, Middletown, NY 10941

  Last Sold Summary

  • $75/SF
  • 120 Days On Market

  • Last Sold Price $80,000
  • Jun 02, 2023

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  /18

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  /58

  $1,650 - $1,835

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 615 Sq Ft
  • Condo for Rent

  60 Linden Ave, Middletown, NY 10940

  Immaculate, beautiful remodeled, one-bedroom apartment in the heart of Middletown!This 5 star apartment is in a house with another 2 (1 basement and 1 Ground/1st floor) same owner apartments. This apartment has a bright and warm environment, the layout is modern and open with high ceilings and well-insulated.The apartment, includes: stainless steel appliances, granite counters, hardwood

  60 Linden Ave, Middletown, NY 10940
• 

  $450,000 Sold Mar 27, 2026

  9 Michele Ct, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,132 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Above List Price
  • $211/SF
  • 34 Days On Market

  Current Estimated Value $415,920

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  9 Michele Ct, Middletown, NY 10941
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  Est $468,373 Not Listed For Sale

  22 Prince St, Middletown, NY 10940

  • 9 Beds
  • 4 Baths
  • 2,894 Sq Ft
  • Built 1931

  22 Prince St, Middletown, NY 10940

  Last Sold Summary

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

  • Last Sold Price $457,500
  • Jul 14, 2023

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley
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  /2

  $460,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  13 Hermanette Ave, Middletown, NY 10940

  Welcome to this beautifully updated Raised Ranch, built in 2004, and set in a picturesque and serene 1.2 private acres. This spacious home offers 3 generously sized bedrooms and 3 baths (2 full and 1 half). Perfect for comfortable everyday living and entertaining alike. Home offers New Furnace/Water heater, Quartz countertops, All new Stainless-steel appliance, freshly painted and new flooring

  Rosa Santiago Weichert Realtors

  13 Hermanette Ave, Middletown, NY 10940
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  /13

  $2,025 Per Month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Condo for Rent

  260 Ruth Ct, Middletown, NY 10940

  Great CONDO with 2 BD + 2 full BA - - Recently added LVT Flooring NO PETS-- NO SMOKING. Owner Requires a MINIMUM CREDIT SCORE 690+ & MINIMUM VERIFIABLE INCOME OF $77,000, subject to full credit report & background check. Great CONDO with 2 Bedrooms + 2 full Baths. Brand new wood-like vinyl floors, just painted & cleaned throughout. Ready to move in!! CENTRAL AC! The galley kitchen has a

  Allan Leeds ON SITE Sales & Marketing, LLC

  260 Ruth Ct, Middletown, NY 10940
• 

  $515,000 Sold Jul 31, 2025

  26 Davidge Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $230/SF
  • 65 Days On Market

  Current Estimated Value $531,621

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
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  Not Listed For Sale

  34 Linden Ave, Middletown, NY 10940

  • 5 Beds
  • 5 Baths
  • 2,538 Sq Ft
  • Built 1920

  34 Linden Ave, Middletown, NY 10940

  Last Sold Summary

  • $166/SF
  • 9 Days On Market

  • Last Sold Price $422,000
  • Sep 06, 2023

  Last Listing Agent Moses Zwiebel MS Realty Group USA, Inc
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  /42

  $679,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  481 Dosen Rd, Middletown, NY 10940

  ABSOLUTELY GORGEOUS!!! MUST SEE!! QUALITY BUILT WITH BRAND NEW ADDITION AND BRAND NEW DETACHED POLE BARN!!! OVER 7 ACRES !!! 481 Dosen Road offers a rare combination of quality construction, privacy, and usable space, set on 7.4 peaceful acres. This custom-built Lok-N-Logs log home was thoughtfully designed to blend the character of a true log cabin with the comforts needed for everyday living.

  Frank Muccari Cronin & Company Real Estate

  481 Dosen Rd, Middletown, NY 10940
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  /58

  $1,650 - $1,835

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 615 Sq Ft
  • Condo for Rent

  60 Linden Ave, Middletown, NY 10940

  Immaculate, beautiful remodeled, one-bedroom apartment in the heart of Middletown!This 5 star apartment is in a house with another 2 (1 basement and 1 Ground/1st floor) same owner apartments. This apartment has a bright and warm environment, the layout is modern and open with high ceilings and well-insulated.The apartment, includes: stainless steel appliances, granite counters, hardwood

  60 Linden Ave, Middletown, NY 10940
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  $150,000 Sold Mar 22, 2026

  551 5th, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1997

  Last Sold Summary

  • $112/SF
  • 253 Days On Market

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  551 5th, Middletown, NY 10941
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  Est $464,090 Not Listed For Sale

  19 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 4 Baths
  • 2,581 Sq Ft
  • Built 2014

  19 Meadow View Dr, Middletown, NY 10940

  Last Sold Summary

  • 9% Above List Price
  • $165/SF
  • 20 Days On Market

  • Last Sold Price $426,000
  • Apr 01, 2024

  Last Listing Agent Rebecca Kane Keller Williams Hudson Valley
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  /21

  $485,000

  • 2 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
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  /23

  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft
  • Townhouse for Rent

  139 Ruth Ct, Middletown, NY 10940

  Welcome to Eagle's Point Condominium. This beautiful and spacious two bedroom and two full bath condo is ready for you to call home. The master bedroom has a walk-in closet with it's own bath. Washer and dryer in the unit. Large living and dinning, and your own private patio area, which is perfect for summer Bar-B-Q. Close to schools, Hospitals, shopping, Collage, public transpiration, and

  Warren Shelley Reliable Realty Group

  139 Ruth Ct, Middletown, NY 10940
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  $499,000 Sold Jun 30, 2025

  2 Stonerose Ct, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,966 Sq Ft
  • Built 2015

  Last Sold Summary

  • $168/SF
  • 85 Days On Market

  Current Estimated Value $524,520

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  2 Stonerose Ct, Middletown, NY 10940
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  Not Listed For Sale

  25 Fairways Dr Unit 5, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 1,345 Sq Ft
  • Built 2005

  25 Fairways Dr Unit 5, Middletown, NY 10940

  Last Sold Summary

  • $243/SF
  • 73 Days On Market

  • Last Sold Price $327,500
  • May 01, 2023

  Last Listing Agent Dennis Clark Howard Hanna Rand Realty
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  /47

  $489,998 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  131 Meadow View Dr, Middletown, NY 10940

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor feature easy-to-care-for luxury vinyl plank flooring, offering both

  Karleen Jedziniak Howard Hanna Rand Realty

  131 Meadow View Dr, Middletown, NY 10940
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  /13

  $1,750

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  62 Linden Ave Unit 4, Middletown, NY 10940

  Brand New Loft UnitsCome rent an immaculate, meticulously remodeled, one-bedroom/Loft apartment for $1,550 per month at 211 Lofts. off Wickham Ave. You'll live just a block away from restaurants and shops downtown.,. Over the last year, the family owners of this historic, 100-year-old brick building have completely redone the building, creating 10 new apartments. Each bright, warm,

  62 Linden Ave Unit 4, Middletown, NY 10940
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  $165,000 Sold Jun 20, 2025

  1425 New York 302, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $164/SF
  • 136 Days On Market

  Current Estimated Value $196,590

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  1425 New York 302, Middletown, NY 10941
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  Est $288,416 Not Listed For Sale

  142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Built 1977

  142 Sycamore Dr Unit Bldg 8, Middletown, NY 10940

  Last Sold Summary

  • 5% Above List Price
  • $248/SF
  • 29 Days On Market

  • Last Sold Price $275,000
  • Jan 22, 2025

  Last Listing Agent Vincent Richards Exit Realty Group
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  /46

  $489,999 Pending

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  10 Cyprus Dr, Middletown, NY 10940

  Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

  Hilary Ryan Goldman Howard Hanna Rand Realty

  10 Cyprus Dr, Middletown, NY 10940
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  /18

  $2,100 Per Month

  • 3 Beds
  • 1 Bath
  • 1,127 Sq Ft
  • Apartment for Rent

  1 Dewitt St, Middletown, NY 10940

  MIDDLETOWN RENTAL!! Enter into a living room with plenty of window light, followed by an updated eat-in kitchen with newer counters, newer cabinets and a spacious pantry. 3 bedrooms with hardwood floors throughout and a full bath all located in one level living. Storage space available in the basemant. Plenty of parking space in rear. Minutes from schools, stores & restaurants. Commuter friendly

  Sandra Arnez Keller Williams Hudson Valley

  1 Dewitt St, Middletown, NY 10940
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  $354,000 Sold Oct 31, 2025

  6 Perrins Mews, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 12 Days On Market

  Current Estimated Value $362,140

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  6 Perrins Mews, Middletown, NY 10940
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  Est $401,721 Not Listed For Sale

  2 Dubois St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1944

  2 Dubois St, Middletown, NY 10940

  Last Sold Summary

  • 32% Above List Price
  • $161/SF
  • 75 Days On Market

  • Last Sold Price $305,000
  • Nov 20, 2023

  Last Listing Agent Chaya Weiss Rock Realty Group USA Inc
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  /46

  $618,000

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  70 King Rd, Middletown, NY 10941

  Welcome to a truly special property, a wonderful home that combines style, comfort, and a park-like location. Close to all Middletown has to offer. The heart of the home is the living room — this sunny room features a fireplace, hardwood floors, and a cathedral ceiling, making it the perfect place to retreat to after sharing a meal in the connected dining room. Cooking in the new kitchen on the

  Jeanine Stoddard Coldwell Banker Village Green

  70 King Rd, Middletown, NY 10941
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  /7

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  30 E Main St Unit 4, Middletown, NY 10940

  Move-In Ready One-Bedroom Apartment in the Heart of Middletown. This one-bedroom apartment is ready for you to move in and make it your own. Located in the heart of Middletown, it offers convenience and comfort just moments from Garnet Health Medical Center, Touro Medical College, OCCC, major highways, public transportation, restaurants, and shopping. Street parking is available, making it easy

  Courtney Tablante Keller Williams Realty

  30 E Main St Unit 4, Middletown, NY 10940
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  $265,000 Sold Sep 29, 2025

  162 Deer Ct Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft
  • Built 1991

  Last Sold Summary

  • $231/SF
  • 52 Days On Market

  Current Estimated Value $270,612

  Last Listing Agent Beverly Huaman Howard Hanna Rand Realty

  162 Deer Ct Dr, Middletown, NY 10940
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  Est $526,033 Not Listed For Sale

  87 Pine Grove Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2017

  87 Pine Grove Rd, Middletown, NY 10940

  Last Sold Summary

  • 15% Above List Price
  • $253/SF
  • 73 Days On Market

  • Last Sold Price $456,000
  • Jun 30, 2023

  Last Listing Agent Hazel Cello Keller Williams Hudson Valley
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  /20

  $435,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  47 Liberty St, Middletown, NY 10940

  3BR/2BA Home on Quiet Dead-End Street – Middletown 3-bedroom, 2 full-bath home located on a dead-end street in the City of Middletown. First floor features a spacious eat-in kitchen with stainless steel appliances, large living room, dining area, and full bath. Sliding door off kitchen leads to backyard deck. Second floor offers 3 bedrooms and a full bath, plus access to attic for additional

  Jonathon Lee Keller Williams Hudson Valley

  47 Liberty St, Middletown, NY 10940
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  /28

  $2,500 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,340 Sq Ft
  • Condo for Rent

  10 Sycamore Dr, Middletown, NY 10940

  Effortless living meets everyday comfort at 10 Sycamore Drive, a thoughtfully designed residence nestled within the sought-after Clemson Park community. Offering a balance of privacy, functionality, and access to lifestyle amenities, this inviting condo is perfectly suited for those who value both space and convenience.The main level welcomes you with a bright, open-concept layout where

  Frank Muccari Cronin & Company Real Estate

  10 Sycamore Dr, Middletown, NY 10940
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  $575,000 Sold Sep 26, 2025

  8 Red Oak Ct, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 45 Days On Market

  Current Estimated Value $587,962

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  8 Red Oak Ct, Middletown, NY 10941
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  Not Listed For Sale

  8486 Mountain Ave, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,586 Sq Ft
  • Built 1954

  8486 Mountain Ave, Middletown, NY 10940

  Last Sold Summary

  • $184/SF
  • 65 Days On Market

  • Last Sold Price $475,000
  • Feb 28, 2025

  Last Listing Agent Andrea Mancusi Coldwell Banker Realty
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  /43

  $469,900

  • 3 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  80 Excelsior Ave, Middletown, NY 10940

  Welcome to 80 Excelsior Ave in Middletown! This well maintained and thoughtfully updated home offers both comfort and functionality. The first floor features a spacious living room and dining room with durable laminate flooring, a convenient half bath, and a tiled kitchen with stainless steel appliances. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a

  Melanie Potter Curasi Realty, Inc.

  80 Excelsior Ave, Middletown, NY 10940
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  /22

  $3,000 Per Month

  • 2 Beds
  • 4 Baths
  • 2,161 Sq Ft
  • Townhouse for Rent

  105 Woodlake Dr, Middletown, NY 10940

  Move-In Ready Townhome | Spring Hollow | Pool, Tennis & More Don't miss this stunning, well-maintained townhome in the sought-after Spring Hollow community!The bright living room features hardwood floors, large windows, a gas fireplace, and designer light fixtures. The open eat-in kitchen offers granite countertops, stainless steel appliances, a center island, breakfast nook, pantry, and

  Maxwell Zhong Panorama Realty

  105 Woodlake Dr, Middletown, NY 10940
• 

  $605,000 Sold Feb 26, 2026

  214 Phillips St, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft
  • Built 2022

  Last Sold Summary

  • 3% Below List Price
  • $219/SF
  • 222 Days On Market

  Current Estimated Value $619,371

  Last Listing Agent Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  /31

  Not Listed For Sale

  511 Cty Rte 22, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,609 Sq Ft
  • Built 2024

  511 Cty Rte 22, Middletown, NY 10940

  Last Sold Summary

  • $249/SF
  • 76 Days On Market

  • Last Sold Price $649,900
  • Feb 20, 2025

  Last Listing Agent Chris Ogden Realty Promotions Inc

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