Peekskill, NY Homes

• 

  

  

  /12

  $395,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  23 Nottingham Cir, Peekskill, NY 10566

  Nestled in the mountains of the renowned Society Hill 2 @ Westchester. Your little slice of heaven awaits you. Come and see this beautiful penthouse condo apartment. All the amenities and close to shopping and transportation. This is a short sale sold as is.

  Arduino Colomban Skyler Realty LLC

  23 Nottingham Cir, Peekskill, NY 10566
• 

  

  

  /20

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Property for Rent

  1879 Crompond Rd Unit A21, Peekskill, NY 10566

  EVERYTHING IS NEW! Welcome home to this fully-renovated first-floor unit at The Commons with HEAT & HOT WATER INCLUDED! This bright unit offers comfort and convenience. Enter into a spacious living room with Pergo floors, equipped with a TV mount to meet your entertainment needs. Large windows welcome in natural light, creating a warm and inviting living space. Dimmable recessed lighting

  Rashee Tucker Keller Williams Prestige Prop

  1879 Crompond Rd Unit A21, Peekskill, NY 10566
• 

  $185,000 Sold Mar 26, 2025

  1879 Crompond Rd Unit B6, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1961

  Last Sold Summary

  • $206/SF
  • 44 Days On Market

  Last Listing Agent Irene G Dasilva Irene G. DaSilva Real Estate

  1879 Crompond Rd Unit B6, Peekskill, NY 10566
• 

  Not Listed For Sale

  1879 Crompond Rd Unit E14, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1967

  1879 Crompond Rd Unit E14, Peekskill, NY 10566

  Last Sold Summary

  • $140/SF
  • 19 Days On Market

  Last Sold Price $105,000

  Last Listing Agent Nancy Kennedy
• 

  

  

  /46

  $524,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft

  213 Riverbend Dr, Peekskill, NY 10566

  Welcome to Riverbend Drive — where convenience meets refined, low-maintenance living. Ideally located within walking distance to Metro-North, this home offers an effortless commute paired with a sophisticated lifestyle. Enjoy resort-style amenities including a beautifully appointed clubhouse featuring a newly renovated gym, resident lounge with kitchen & game room, library/meeting room and an

  Barbara Sawin Houlihan Lawrence Inc.

  213 Riverbend Dr, Peekskill, NY 10566
• 

  

  /12

  $1,912 - $3,060 per month

  Apartment for Rent

  1 - 2 Beds

  645 Main St, Peekskill, NY 10566

  645 Main provides 82 apartment units in an affordable multifamily residential community located in Peekskill, New York. The development serves households with income levels ranging from 40-80% Area Median Income and was financed by the NYS Housing Finance Agency Westchester County, and NYSERDA. 645 Main is a high-performing, all-electric building designed to LEED for homes

  645 Main St, Peekskill, NY 10566
• 

  $650,000 Sold Aug 22, 2025

  235 Ringgold St, Peekskill, NY 10566

  • 3 Beds
  • 2.5 Baths
  • 1,798 Sq Ft
  • Built 1893

  Last Sold Summary

  • 13% Above List Price
  • $362/SF
  • 21 Days On Market

  Current Estimated Value $638,686

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  235 Ringgold St, Peekskill, NY 10566
• 

  Est $86,000 Not Listed For Sale

  150 Overlook Ave Unit 2V, Peekskill, NY 10566

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

  150 Overlook Ave Unit 2V, Peekskill, NY 10566

  Last Sold Summary

  • 28% Below List Price
  • $171/SF
  • 202 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Rose Burns Century 21 Alliance Rlty Group
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  /45

  $469,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  8 Cumberland Ct, Peekskill, NY 10566

  You’ll love coming home to this spacious, light-filled corner townhouse in highly desirable Society Hill II! Enjoy panoramic views of Blue Mountain and beyond from your south-facing windows; savor watching the sun rise and set from your private balcony. You’ll have no problem fitting a king-sized bed in the huge primary bedroom (with private ensuite); a second double bedroom features a large

  Carolyn Michelle KW MidHudson

  8 Cumberland Ct, Peekskill, NY 10566
• 

  

  /18

  $3,000 per month

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

  320 Simpson Place, Peekskill, NY 10566

  Welcome to this bright and inviting two-bedroom, one-bath apartment located at 320 Simpson Place in Peekskill — perfectly positioned for convenience and comfortable living. Situated on the top floor, this well-maintained residence offers great views, added privacy, and an abundance of natural light throughout. The apartment features a functional layout with spacious bedrooms, a sun-filled living

  Marlena Mucci The Select Team, LLC

  320 Simpson Place, Peekskill, NY 10566
• 

  $452,500 Sold Jul 10, 2025

  2 Hendrick Hills Unit 2, Peekskill, NY 10566

  • 2 Beds
  • 1.5 Baths
  • 1,489 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Above List Price
  • $304/SF
  • 18 Days On Market

  Current Estimated Value $461,759

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  2 Hendrick Hills Unit 2, Peekskill, NY 10566
• 

  Not Listed For Sale

  3 Beecher Ln Unit 1A, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 1,063 Sq Ft
  • Built 1875

  3 Beecher Ln Unit 1A, Peekskill, NY 10566

  Last Sold Summary

  • $320/SF
  • 16 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Peter Topping Coldwell Banker Realty
• 

  

  /33

  $479,000 Pending

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

  31 Winchester Ave, Peekskill, NY 10566

  Beautifully updated and filled with natural light, this bright end-unit townhouse in Society Hill II offers a fresh, move-in-ready lifestyle. Recently painted with new carpeting and laminate flooring throughout, the home features two spacious bedroom suites, each with its own full bath, plus a convenient main-level powder room. The sunny layout includes an above-ground walkout lower level,

  Al Posillico Keller Williams Realty Group

  31 Winchester Ave, Peekskill, NY 10566
• 

  

  /20

  $2,750 per month

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  1009 Brown St, Peekskill, NY 10566

  Sun-Filled Artist Loft | Downtown Peekskill This apartment offers a flexible open layout designed to adapt seamlessly to a variety of lifestyles—whether used as a creative workspace, studio, home office, or a comfortable setting for living and entertaining. Exceptionally bright, the apartment features twelve windows that flood the space with natural light throughout the day. The generous

  1009 Brown St, Peekskill, NY 10566
• 

  $400,000 Sold Feb 24, 2026

  32 Bleakley Dr, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $333/SF
  • 37 Days On Market

  Current Estimated Value $384,648

  Last Listing Agent Sandra Rooney Julia B Fee Sothebys Int. Rlty

  32 Bleakley Dr, Peekskill, NY 10566
• 

  Est $281,174 Not Listed For Sale

  4106 Villa at the Woods, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1927

  4106 Villa at the Woods, Peekskill, NY 10566

  Last Sold Summary

  • 6% Above List Price
  • $268/SF
  • 75 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Amarish J. Khan Coldwell Banker Signature Prop
• 

  

  /29

  $599,000

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

  130 Benefield Blvd, Peekskill, NY 10566

  Welcome to 130 Benefield Boulevard in Peekskill — a spacious and versatile 4-bedroom, 2 full and 1 half bath home offering strong potential and flexible living options. This frame home features high ceilings, abundant natural light, and generously sized windows throughout, creating a bright and open feel. The layout includes multiple entrances, offering added convenience and functionality.

  Bryant Moran YourHomeSold Guaranteed Realty

  130 Benefield Blvd, Peekskill, NY 10566
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  /12

  $2,100 per month

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

  904 South St Unit 2, Peekskill, NY 10566

  Bright & Spacious 1-Bedroom Apartment in the Heart of Peekskill – Available Now!Maintained beautifully, offering an open and airy layout with modern updates and excellent natural light.Step inside to find stylish new flooring throughout and a generously sized living area perfect for relaxing or entertaining. The open kitchen lots of sunlight, full-sized appliances and a dishwasher

  William Schunk Schunk Realty Group

  904 South St Unit 2, Peekskill, NY 10566
• 

  $417,000 Sold Jun 30, 2025

  25 Villa Dr, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Above List Price
  • $348/SF
  • 20 Days On Market

  Current Estimated Value $401,352

  Last Listing Agent Alea Vorillas RE/MAX Classic Realty

  25 Villa Dr, Peekskill, NY 10566
• 

  Est $415,655 Not Listed For Sale

  38 Bayberry Dr, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1989

  38 Bayberry Dr, Peekskill, NY 10566

  Last Sold Summary

  • 3% Above List Price
  • $368/SF
  • 10 Days On Market

  Last Sold Price $405,000

  Last Listing Agent John Perrone Coldwell Banker Realty
• 

  

  /29

  $559,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  964 Pemart Ave, Peekskill, NY 10566

  Welcome home to this charming Cape Cod–style residence, ideally situated in a prime location close to transportation, easy access to the highway, dining, and shopping. This delightful three-bedroom, two-bath home offers a warm, inviting atmosphere with exceptional space both inside and out. Step into the cozy living room that flows seamlessly into a bright, airy eat-in kitchen, perfect for

  C.J. Nadler Houlihan Lawrence Inc.

  964 Pemart Ave, Peekskill, NY 10566
• 

  

  /13

  $2,500 per month

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

  209 S Division St Unit C, Peekskill, NY 10566

  Completely renovated in 2016- 3 bedroom 1 bath spacious unit. Conveniently located in the heart of Peekskill's theater and restaurant district. Available for immediate occupancy. Heat is included. FICA score minimum 675.

  Michael O'Connor Coldwell Banker Realty

  209 S Division St Unit C, Peekskill, NY 10566
• 

  $515,000 Sold Oct 16, 2025

  329 Simpson Place, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Above List Price
  • $286/SF
  • 34 Days On Market

  Current Estimated Value $520,723

  Last Listing Agent Lauren Weber Julia B Fee Sothebys Int. Rlty

  329 Simpson Place, Peekskill, NY 10566
• 

  Est $385,690 Not Listed For Sale

  21 Huntington Cir, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1988

  21 Huntington Cir, Peekskill, NY 10566

  Last Sold Summary

  • 15% Above List Price
  • $279/SF
  • 20 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Jane Rodman Howard Hanna Rand Realty
• 

  

  /23

  $458,600

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  414 Highridge Ct, Peekskill, NY 10566

  2 bedroom, 2 and a half bath, 1,295 total square feet 2 level townhome in the Riverbend community. Overlooking the Hudson River, this pet-friendly community offers amenities, including a clubhouse with a gym, game room, and outdoor pool. Also, short distance to the Peekskill Metro North Train. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City,

  Christopher Rose REALHome Services & Solutions

  414 Highridge Ct, Peekskill, NY 10566
• 

  

  /11

  $2,750 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  1 Beecher Ln Unit C4, Peekskill, NY 10566

  Step into this stylish 1-bedroom, 1-bathroom unit at 1 Beecher Lane in Peekskill, NY, and experience a unique NYC-style living space with character! This updated space features an open-concept layout, with large windows that flood the apartment with natural light and create a bright and airy atmosphere to compliment its high ceilings. The modern kitchen comes equipped with sleek countertops,

  Adi Ramada Coldwell Banker Realty

  1 Beecher Ln Unit C4, Peekskill, NY 10566
• 

  $28,094 Sold Oct 17, 2025

  1343 and 1357 Lincoln Terrace, Peekskill, NY 10566

  • Land
  • 0.37 Acre
  • $75,786 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 74 Days On Market

  Last Listing Agent Thomas Santore Coldwell Banker Realty

  1343 and 1357 Lincoln Terrace, Peekskill, NY 10566
• 

  Est $422,885 Not Listed For Sale

  37 Arbor Way, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,116 Sq Ft
  • Built 1997

  37 Arbor Way, Peekskill, NY 10566

  Last Sold Summary

  • 8% Above List Price
  • $349/SF
  • 16 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Martha Napolitano At Home With Yara Realty
• 

  

  /26

  $465,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft

  53 Villa Dr, Peekskill, NY 10566

  Welcome to this beautifully renovated bi-level townhouse in the sought-after Woods III complex. Every detail has been thoughtfully updated, starting with a designer kitchen featuring stainless steel appliances and elegant cabinetry. The home boasts new flooring throughout, blending rich wood tones with luxurious marble. Enjoy two spacious bedrooms, each with its own en suite full bathroom. The

  Barry Malawer Coldwell Banker Realty

  53 Villa Dr, Peekskill, NY 10566
• 

  

  /14

  $2,000 per month

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

  3311 Villa at the Woods Unit C211, Peekskill, NY 10566

  Beautiful Studio, ground floor, all one level, bedroom area has a closet in it.

  Amarish J. Khan Apollo Real Properties, Inc.

  3311 Villa at the Woods Unit C211, Peekskill, NY 10566
• 

  $432,000 Sold Oct 24, 2025

  62 Bayberry Dr, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $393/SF
  • 32 Days On Market

  Current Estimated Value $428,367

  Last Listing Agent Sandra Rooney Julia B Fee Sothebys Int. Rlty

  62 Bayberry Dr, Peekskill, NY 10566
• 

  Not Listed For Sale

  8 N James St Unit H, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1968

  8 N James St Unit H, Peekskill, NY 10566

  Last Sold Summary

  • $247/SF
  • 30 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Michael Levy eXp Realty
• 

  

  /50

  $629,000 Pending

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

  1716 Westchester Ave, Peekskill, NY 10566

  Welcome to this charming 3-bedroom home situated on a desirable corner lot, featuring a 2-car detached garage with a loft and a fully fenced backyard. Step into a bright, open living and dining area highlighted by hardwood floors, high ceilings, recessed lighting, and a cozy fireplace—perfect for entertaining or unwinding. The first floor includes two comfortable bedrooms, a full bathroom, and an

  Jessica Middlebrooks William Raveis Real Estate

  1716 Westchester Ave, Peekskill, NY 10566
• 

  

  /30

  $2,750 per month

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

  1009 Brown St Unit 2, Peekskill, NY 10566

  Sun-Filled Artist Loft | Downtown Peekskill This apartment offers a flexible open layout designed to adapt seamlessly to a variety of lifestyles—whether used as a creative workspace, studio, home office, or a comfortable setting for living and entertaining. Exceptionally bright, the 1 bedroom flexible 2 apartment features twelve windows that flood the space with natural light throughout the day.

  Daniel Colomban Skyler Realty LLC

  1009 Brown St Unit 2, Peekskill, NY 10566
• 

  $500,000 Sold Sep 10, 2025

  611 South St, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1934

  Last Sold Summary

  • 23% Below List Price
  • $532/SF
  • 231 Days On Market

  Current Estimated Value $492,866

  Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

  611 South St, Peekskill, NY 10566
• 

  Not Listed For Sale

  2 Woods End Cir Unit D, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1965

  2 Woods End Cir Unit D, Peekskill, NY 10566

  Last Sold Summary

  • $286/SF
  • 79 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Margherita Eccleston Houlihan Lawrence Inc.
• 

  /2

  $439,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft

  614 Viewpoint Terrace Unit 198, Peekskill, NY 10566

  A rare opportunity to create your ideal home in the highly sought-after Riverbend community of Peekskill. This END UNIT, two-level townhouse offers a unique and functional layout, featuring main-level entry with no stairs, a spacious living area, and a kitchen with a charming eat-in space that opens seamlessly to the living room and private balcony. A front porch adds to the home’s curb appeal,

  Kelly Mahoney Joseph Baratta Company Realty

  614 Viewpoint Terrace Unit 198, Peekskill, NY 10566
• 

  

  /30

  $3,275 per month

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  983 Warren Ave, Peekskill, NY 10566

  Located in Peekskill, this 1,600 SF single-family home at offers three bedrooms and one full bathroom with a practical layout and a full basement for storage. Enjoy the privacy of a detached home while being minutes from downtown Peekskill, the Hudson River waterfront, local parks, restaurants, and the Peekskill Metro-North station for an easy NYC commute. Tenants are responsible for all

  Jeffrey Hozias Howard Hanna Rand Realty

  983 Warren Ave, Peekskill, NY 10566
• 

  $192,000 Sold Dec 19, 2025

  226 Walnut St, Peekskill, NY 10566

  • Land
  • 0.26 Acre
  • $740,455 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 31 Days On Market

  Current Estimated Value $209,489

  Last Listing Agent George Campolo RE/MAX Classic Realty

  226 Walnut St, Peekskill, NY 10566
• 

  Not Listed For Sale

  7 N James St Unit D, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1965

  7 N James St Unit D, Peekskill, NY 10566

  Last Sold Summary

  • $279/SF
  • 27 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Margherita Eccleston Houlihan Lawrence Inc.

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