Middletown, NY Homes

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  /40

  $460,000

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  3 Arden Ct, Middletown, NY 10940

  Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

  Justin Jordan Keller Williams Realty

  3 Arden Ct, Middletown, NY 10940
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  /28

  $1,900 Per Month

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

  23 W Main St Unit 1, Middletown, NY 10940

  Beautifully renovated one bedroom unit in historic building in downtown City of Middletown. Extra high ceilings and large windows make this spacious unit feel even larger. Trendy loft feel with some original elements are a total vibe. The open floor plan is welcoming and will be an oasis at the end of a long day. Not sure if your furniture will fit? Check out the included floor plan! Municipal

  Hilary Ryan Goldman Howard Hanna Rand Realty

  23 W Main St Unit 1, Middletown, NY 10940
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  $374,300 Sold Sep 05, 2025

  14 W Prospect Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,788 Sq Ft
  • Built 1935

  Last Sold Summary

  • 2% Below List Price
  • $209/SF
  • 57 Days On Market

  Current Estimated Value $390,629

  Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

  14 W Prospect Ave, Middletown, NY 10940
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  Est $830,884 Not Listed For Sale

  172 Stony Ford Rd, Middletown, NY 10941

  • 4 Beds
  • 4 Baths
  • 4,538 Sq Ft
  • Built 1903

  172 Stony Ford Rd, Middletown, NY 10941

  Last Sold Summary

  • 57% Above List Price
  • $117/SF
  • 95 Days On Market

  • Last Sold Price $530,000
  • May 31, 2024

  Last Listing Agent Frank Cafarchio Keller Williams Realty
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  /7

  $429,900

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  100 Crans Rd, Middletown, NY 10941

  Looking for privacy and land? This is the one you have been waiting for! Updated ranch on 10+ acres with 2 bedrooms, bath, LR, DR, kitchen and an office/den on the main floor. Beautiful remodeled kitchen with stainless steel appliances, cherry cabinets and granite counters. Remodeled bath with ceramic tile. Fully finished basement with a family room, laundry and 2nd full bath with sauna. Interior

  Darlene Provino Century 21 E & M Williams Rlty

  100 Crans Rd, Middletown, NY 10941
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  /15

  $2,200 Per Month

  • 3 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  126 W Main St Unit 2, Middletown, NY 10940

  MIDDLETOWN now offers this BEAUTIFUL 3 bedroom/1 bath apartment to rent! This newly remodeled unit is completely updated and ready to be called home. Enter into a living room followed by an eat-in kitchen with brand new stainless steel appliances, granite counters, & backsplash. 3 bedrooms and a gorgeous new tiled full bath with a tub, new lighting and accessories. For your convenience, laundry

  Sandra Arnez Keller Williams Hudson Valley

  126 W Main St Unit 2, Middletown, NY 10940
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  $340,500 Sold Dec 05, 2025

  110 Deer Ct Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 1991

  Last Sold Summary

  • $177/SF
  • 77 Days On Market

  Current Estimated Value $353,050

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  Est $414,147 Not Listed For Sale

  14 W Jackson Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,818 Sq Ft
  • Built 1930

  14 W Jackson Ave, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $204/SF
  • 17 Days On Market

  • Last Sold Price $370,000
  • Dec 20, 2023

  Last Listing Agent Thomas Smith Cronin & Company Real Estate
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  /22

  $350,000

  • 3 Beds
  • 1 Bath
  • 892 Sq Ft

  91 Mountain Ave, Middletown, NY 10940

  Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

  Sandra Arnez Keller Williams Hudson Valley

  91 Mountain Ave, Middletown, NY 10940
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  /26

  $2,800 Per Month

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • House for Rent

  202 Midland Lake Rd, Middletown, NY 10941

  This Middletown home is close to everything but will feel like a private oasis. Included in this listing is the main house with large renovated eat-in-kitchen, full bathroom on the 1st floor, dining and living rooms, 1st floor bedroom, and bright sun porch. Large rooms with lots of windows for maximum natural light. Upstairs has additional bedrooms and bathroom. Full walk-up attic is great

  Hilary Ryan Goldman Howard Hanna Rand Realty

  202 Midland Lake Rd, Middletown, NY 10941
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  $490,000 Sold Sep 26, 2025

  391 Scotchtown Collabar Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft
  • Built 1800

  Last Sold Summary

  • 12% Below List Price
  • $180/SF
  • 98 Days On Market

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  391 Scotchtown Collabar Rd, Middletown, NY 10941
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  Not Listed For Sale

  540 County Route 49, Middletown, NY 10940

  • 12 Beds
  • 3 Baths
  • 4,924 Sq Ft
  • Built 1986

  540 County Route 49, Middletown, NY 10940

  Last Sold Summary

  • $157/SF
  • 89 Days On Market

  • Last Sold Price $775,000
  • May 15, 2024

  Last Listing Agent John McCarey John I McCarey
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  /2

  $394,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,417 Sq Ft

  20 Dubois St Unit 18 1/2, Middletown, NY 10940

  Welcome to 20 Dubois Street!

  Isaiah Lopez Keller Williams Hudson Valley

  20 Dubois St Unit 18 1/2, Middletown, NY 10940
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  /16

  $2,000 Per Month

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft
  • Apartment for Rent

  22 Cottage St Unit 3B, Middletown, NY 10940

  Luxury Reimagined: Stunning Loft in Middletown’s Iconic Landmark Building! Step into a residence where history meets high-end renovation. This meticulously updated 1-bedroom loft offers a sophisticated urban lifestyle with a nod to the building's architectural roots.Interior Highlights: Modernized kitchen, designer bathroom, and climate-conscious energy-efficient windows.Unique Features:

  Nikki Grzegorzewski Keller Williams Realty

  22 Cottage St Unit 3B, Middletown, NY 10940
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  $410,000 Sold Oct 16, 2025

  104 Monhagen Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft
  • Built 1875

  Last Sold Summary

  • 4% Below List Price
  • $184/SF
  • 19 Days On Market

  Current Estimated Value $412,157

  Last Listing Agent Jeffrey Hozias Howard Hanna Rand Realty

  104 Monhagen Ave, Middletown, NY 10940
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  Est $555,056 Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 2,091 Sq Ft
  • Built 2009

  Unlisted Address

  Last Sold Summary

  • 4% Above List Price
  • $256/SF
  • 68 Days On Market

  • Last Sold Price $535,000
  • Dec 16, 2024

  Last Listing Agent Marilyn D'Andrea Integrity Real Estate, Inc.
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  /14

  $330,000 Pending

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  36 Bert Crawford Rd, Middletown, NY 10940

  Welcome to this warm and inviting home filled with charm, comfort, and a touch of nostalgia! This homey residence features a cozy fireplace, perfect for relaxing evenings, and beautiful wood flooring that adds timeless character throughout.The traditional layout offers a familiar and functional flow, bringing a sense of comfort and cherished childhood memories—where every room feels welcoming

  Jin Pang Panorama Realty

  36 Bert Crawford Rd, Middletown, NY 10940
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  /2

  $3,500 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  1 Avenue A, Middletown, NY 10940

  VERY SPACEY HOME. FEATURE FOUR BEDROOMS, TRHEE FULL BATHROOMS, TWO LIVING ROOMS, DINING ROOM, KITCHEN WITH STAINLESSS STEEL APPLIANCES, GRANITE COUNTER TOPS. THE BASEMENT IS FINISHED FOR EXTRA SPAE., GREAT FOR EXTENDED FAMILY. CLOSE TO EVRYTHING, HIGHWAYS, SCHOOLS, SHOPING. THIS IS A MUST SEE.

  Jean DiMatteo DiMatteo Realty LLC

  1 Avenue A, Middletown, NY 10940
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  $615,000 Sold Jan 23, 2026

  125 Whipple Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 118 Days On Market

  Current Estimated Value $621,219

  Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
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  Est $497,963 Not Listed For Sale

  338 van Duzer Rd, Middletown, NY 10940

  • 4 Beds
  • 3.5 Baths
  • 2,758 Sq Ft
  • Built 1801

  338 van Duzer Rd, Middletown, NY 10940

  Last Sold Summary

  • 53% Above List Price
  • $118/SF
  • 62 Days On Market

  • Last Sold Price $325,000
  • Dec 04, 2023

  Last Listing Agent Nicholas Cuomo Keller Williams Realty
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  /48

  $999,500 Open House 5/17

  • 4 Beds
  • 3 Baths
  • 2,787 Sq Ft

  441 Scotchtown Collabar Rd, Middletown, NY 10941

  Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

  Jacob Matthews Ellis Sotheby's Intl Realty

  441 Scotchtown Collabar Rd, Middletown, NY 10941
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  /14

  $2,375 Per Month

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Condo for Rent

  268 Ruth Ct, Middletown, NY 10940

  Great CONDO with 2 BD + 2 full BA + Loft/Den - - Just painted, cleaned throughout and ready to move in!! NO PETS-- NO SMOKING. Owner Requires a MINIMUM CREDIT SCORE 690+ & MINIMUM VERIFIABLE INCOME OF $85,000, subject to full credit report & background check. Just painted, cleaned throughout, and ready to move in!! CENTRAL AC! The galley kitchen has a dishwasher, gas range with self cleaning oven

  Allan Leeds ON SITE Sales & Marketing, LLC

  268 Ruth Ct, Middletown, NY 10940
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  $175,000 Sold Aug 26, 2025

  42 Inwood Rd, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1975

  Last Sold Summary

  • $233/SF
  • 24 Days On Market

  Last Listing Agent Gloria Rivera Keller Williams Hudson Valley

  42 Inwood Rd, Middletown, NY 10941
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  Not Listed For Sale

  704 Route 211 W Unit 706, Middletown, NY 10940

  • 9 Beds
  • 3 Baths
  • 3,090 Sq Ft
  • Built 1925

  704 Route 211 W Unit 706, Middletown, NY 10940

  Last Sold Summary

  • $139/SF
  • 105 Days On Market

  • Last Sold Price $430,000
  • Aug 26, 2023

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta
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  /27

  $340,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  164 Brookline Ave, Middletown, NY 10940

  Move-in ready 2 brhome featuring a great blend of updates and classic charm. The kitchen has been refreshed with restored and painted cabinets and new hardware. Outside, you'll love the new custom pavers, a custom paver grill area, and an extended driveway offering extra parking. The basement adds even more value with a new washer and dryer and a bonus room with a spacious closet, perfect for a

  Scott Alvarez REMAX Solutions

  164 Brookline Ave, Middletown, NY 10940
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  /17

  $2,500 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • House for Rent

  26 Silo Ln, Middletown, NY 10940

  Spacious 3 bedroom home for rent in Middletown! This townhouse is fully equipped with a washer and dryer in unit, dishwasher, and newer appliances in the kitchen. The first floor has a generously sized living room, spacious eat-in kitichen, and a half bathroom. Upstairs, there are 3 good sized bedrooms and a full bathroom with a tub. Outside, you have your own private backyard, as well as tenant

  Victoria Wander Divine Realty NY, LLC

  26 Silo Ln, Middletown, NY 10940
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  $450,000 Sold Jan 15, 2026

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941

  • 6 Beds
  • 3.5 Baths
  • 3,714 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $121/SF
  • 18 Days On Market

  Last Listing Agent Stephen Zondorak Astor Lane Realty

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941
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  Est $474,922 Not Listed For Sale

  27 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2009

  27 Cornwall Ln, Middletown, NY 10940

  Last Sold Summary

  • 10% Above List Price
  • $177/SF
  • 25 Days On Market

  • Last Sold Price $430,000
  • Sep 20, 2023

  Last Listing Agent Cindy Hayes Compass Greater NY, LLC
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  /24

  $39,000

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  406 4th Ave, Middletown, NY 10941

  Fantastic opportunity to own your own home. Two bedrooms and one full bath, two decks, central a/c. Parking for two cars. Storage shed. Eat in kitchen with lots of cabinet space. Large living room. Ceiling fans and natural light. Big primary bedroom with double closet. ** MUST BE OWNER OCCUPIED - NO RENTALS *** . Valley View Mobile Home Park. Monthly lot rent of $930 includes tax, water, garbage,

  John Nahass Century 21 Full Service Realty

  406 4th Ave, Middletown, NY 10941
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  /11

  $2,000 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Townhouse for Rent

  32 Palmer Ave Unit 5, Middletown, NY 10940

  Spacious first floor 2 bed 1 bath townhouse with natural lighting! Walk into this recently renovated home that has the living room as you walk in & can cook while not missing a thing through the pass through kitchen window. First floor bedrooms & bathroom that has a large stand up shower. Patio & yard area right outside your living room window.Pets considered & full application needed.

  Angela Kadian Stonewall Realty Group LLC

  32 Palmer Ave Unit 5, Middletown, NY 10940
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  $460,000 Sold Mar 18, 2026

  11 Cobblestone Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft
  • Built 2011

  Last Sold Summary

  • 6% Below List Price
  • $242/SF
  • 114 Days On Market

  Current Estimated Value $462,245

  Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
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  Est $472,226 Not Listed For Sale

  51 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,790 Sq Ft
  • Built 2009

  51 Cornwall Ln, Middletown, NY 10940

  Last Sold Summary

  • 14% Above List Price
  • $231/SF
  • 65 Days On Market

  • Last Sold Price $413,400
  • Aug 11, 2023

  Last Listing Agent Sol Perry BHG Real Estate Green Team
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  /44

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  6 Charlotte Mews, Middletown, NY 10940

  New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

  Zhiheng Tang Keller Williams Hudson Valley

  6 Charlotte Mews, Middletown, NY 10940
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  /12

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Apartment for Rent

  307 County Route 49 Unit 1, Middletown, NY 10940

  This one floor rental offers 3 generously sized bedrooms, open concept and 2 full baths. Located on private setting in the Minisink School District. Gleaming hardwood floors as seen, washer & dryer hook up, Small deck and a yard with patio to enjoy the outdoors.No utilities included. Tenant responsible for lawn care & snow removal. Call for your private viewing of this rental that is part of

  Kristine Many Keller Williams Realty

  307 County Route 49 Unit 1, Middletown, NY 10940
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  $485,000 Sold Jul 01, 2025

  20 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $192/SF
  • 157 Days On Market

  Current Estimated Value $497,261

  Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

  20 Avoncroft Ln, Middletown, NY 10940
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  Est $481,210 Not Listed For Sale

  5 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2009

  5 Avoncroft Ln, Middletown, NY 10940

  Last Sold Summary

  • 1% Above List Price
  • $188/SF
  • 12 Days On Market

  • Last Sold Price $475,000
  • Aug 05, 2024

  Last Listing Agent Angelique Tapia KFortuna All Aspects Realty
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  /31

  $399,998 Pending

  • 4 Beds
  • 1 Bath
  • 1,296 Sq Ft

  10 Wisner Ave Unit 12, Middletown, NY 10940

  Welcome to 10 Wisner Avenue, a beautifully updated ranch that seamlessly blends style, comfort, and modern convenience. Renovated in 2023, this home features a new roof, life-proof flooring throughout, a stunning kitchen with butcher block countertops, subway tile backsplash, and stainless steel appliances, a Navien tankless heater, and a new washer and dryer. Enjoy the ease of single-level

  Sean Israelski Howard Hanna Rand Realty

  10 Wisner Ave Unit 12, Middletown, NY 10940
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  /22

  $2,150 Per Month

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • House for Rent

  23 Wawayanda Ave, Middletown, NY 10940

  This two story home has so much to offer. On the first floor there is a bright and sunny living room, dining room, full bathroom and kitchen with stainless steel appliances. Upstairs there are three good sized bedrooms and another full bathroom. There is a nice level yard and driveway parking. This home is close to all shops, restaurants, schools, public transportation and highway access.

  Melissa Henlon

  23 Wawayanda Ave, Middletown, NY 10940
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  /2

  $472,000 Sold Feb 13, 2026

  7001 James Francis Dr, Lockport-Town, NY 14094

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

  Last Sold Summary

  • 5% Above List Price
  • $269/SF
  • 0 Days On Market

  Last Listing Agent Kathleen Dimillo Listing by HUNT Real Estate Corporation

  

  7001 James Francis Dr, Lockport-Town, NY 14094
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  Est $397,998 Not Listed For Sale

  68 Anthony St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2014

  68 Anthony St, Middletown, NY 10940

  Last Sold Summary

  • 3% Below List Price
  • $304/SF
  • 22 Days On Market

  • Last Sold Price $410,000
  • Jun 25, 2024

  Last Listing Agent Aracelis Rosario Minaya Century 21 Full Service Realty

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