Homes in ZIP Code 10566

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  /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
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  /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
• 

  $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 $642,845

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  235 Ringgold St, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1879 Crompond Rd Unit E14, Peekskill, NY 10566

  1879 Crompond Rd Unit E14, Peekskill, NY 10566
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  /45

  $469,000

  • 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
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  /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
• 

  $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 $470,317

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  2 Hendrick Hills Unit 2, Peekskill, NY 10566
• 

  Est $136,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  150 Overlook Ave Unit 2V, Peekskill, NY 10566

  150 Overlook Ave Unit 2V, Peekskill, NY 10566
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  /33

  $479,000

  • 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
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  /32

  $3,200 per month

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • House for Rent

  530 Union Ave, Peekskill, NY 10566

  Welcome to this charming, move-in-ready rental located at 530 Union Avenue, Peekskill, NY, available February 1, 2026. Situated on a desirable corner lot in one of Peekskill’s historic neighborhoods, this home offers both character and convenience, with close proximity to schools, Depew Park, Shopping, Highways and mass transit.The first floor features a welcoming layout with a kitchen,

  Deborah Milone Schunk Realty Group

  530 Union Ave, 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 $415,532

  Last Listing Agent Alea Vorillas RE/MAX Classic Realty

  25 Villa Dr, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,063 Sq Ft

  3 Beecher Ln Unit 1A, Peekskill, NY 10566

  3 Beecher Ln Unit 1A, Peekskill, NY 10566
• 

  

  /18

  $499,900 Pending

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

  51 Hemlock Cir Unit 401, Peekskill, NY 10566

  Welcome to this beautifully maintained end-unit townhome in the desirable Woods III community, offering refined living space above grade, plus a fully finished walk-out basement. The entry level features hardwood flooring and a sun-filled living room anchored by a fireplace, creating an elegant yet comfortable setting. Sliding doors open to a private deck, ideal for entertaining or quiet

  Jende 'Jay' Akinleye Coldwell Banker Choice Prop.

  51 Hemlock Cir Unit 401, Peekskill, NY 10566
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  /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
• 

  $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 $520,687

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

  329 Simpson Place, Peekskill, NY 10566
• 

  Est $287,654 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  4106 Villa at the Woods, Peekskill, NY 10566

  4106 Villa at the Woods, Peekskill, NY 10566
• 

  

  /15

  $299,900

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft

  31 Bleakley Dr, Peekskill, NY 10566

  This spacious 1-bedroom plus den unit offers the flexibility and comfort today’s buyers are looking for. With 2 full baths, a cozy fireplace, and sliding doors that open to a private patio surrounded by mature trees, the home provides both functionality and a sense of retreat. The den is ideal for a home office, guest room, or creative space, making it easy to adapt the layout to your lifestyle.

  Igor Krasnoperov Rising Star Realty

  31 Bleakley Dr, Peekskill, NY 10566
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  /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
• 

  $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 $419,580 Not Listed For Sale

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

  38 Bayberry Dr, Peekskill, NY 10566

  38 Bayberry Dr, Peekskill, NY 10566
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  /37

  $385,000 Pending

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

  1 Huntington Cir, Peekskill, NY 10566

  LOCATION! LOCATION! LOCATION! Don’t miss this beautiful first-floor 2-bedroom, 2-bath condo in the highly desirable Society Hill II community. Step into a bright and inviting living room featuring sliding doors that lead to a private patio—perfect for relaxing or entertaining. The spacious kitchen offers quartz countertops and a convenient pass-through to the dining room, making mealtime a

  Jessica Middlebrooks William Raveis Real Estate

  1 Huntington Cir, Peekskill, NY 10566
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  /32

  $3,250 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  1002 N Division St Unit 1004 Unit B, Peekskill, NY 10566

  Nothing to do but move in! Lovely three bedroom, 1.5 bath townhouse style home. Open floor plan on first floor. Kitchen, dining room, living room, .5 bath. Granite counters, Kitchen Island, stainless steel appliances and vinyl plank flooring. Second floor: 3 bedrooms, full bath and laundry room. Ample closet space as well as storage room. Large attached garage with storage room. Tenant

  1002 N Division St Unit 1004 Unit B, 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 $418,500

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

  62 Bayberry Dr, Peekskill, NY 10566
• 

  Est $383,758 Not Listed For Sale

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

  21 Huntington Cir, Peekskill, NY 10566

  21 Huntington Cir, Peekskill, NY 10566
• 

  

  /17

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  1463 Lincoln Terrace, Peekskill, NY 10566

  This home features 3 bedrooms, 2 full bathrooms with a private patio and front porch. This warm and cozy home is settled in a great location with close proximnity to shops and restaurants.

  Danielle Mango Houlihan Lawrence Inc.

  1463 Lincoln Terrace, Peekskill, NY 10566
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  /30

  $3,375 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
• 

  $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 $491,419

  Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

  611 South St, Peekskill, NY 10566
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  Est $416,725 Not Listed For Sale

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

  37 Arbor Way, Peekskill, NY 10566

  37 Arbor Way, Peekskill, NY 10566
• 

  

  /30

  $505,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  223 Viewpoint Terrace, Peekskill, NY 10566

  This Townhome offers seasonal panoramic views of the Hudson River and surrounding mountains, and enjoyment of the rich lifestyle offered by it's location. Peekskill’s desirable Riverbend community provides premium amenities, and the convenience of being a short walk to the Metro-North train station, the extensive Riverfront Green Park, which is ideal for walking and biking, the Peekskill Yacht

  Gregory Rowan Houlihan Lawrence Inc.

  223 Viewpoint Terrace, Peekskill, NY 10566
• 

  

  /17

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Apartment for Rent

  300 Highland Ave Unit 5, Peekskill, NY 10566

  Brand new construction rental featuring 3 bedrooms and 2 full bathrooms. Spacious layout with an open-concept kitchen equipped with stainless steel appliances. Primary bedroom includes a private en-suite bathroom. Generously sized bedrooms and modern finishes throughout. Conveniently located on Highland Ave. in Peekskill, close to all downtown Peekskill restaurants, shopping, and transportation.

  Emiliano Perez Schunk Realty Group

  300 Highland Ave Unit 5, 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

  Last Listing Agent George Campolo RE/MAX Classic Realty

  226 Walnut St, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  8 N James St Unit H, Peekskill, NY 10566

  8 N James St Unit H, Peekskill, NY 10566
• 

  

  /39

  $499,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  5704 Manor Dr, Peekskill, NY 10566

  Ready for the Holidays and New Year? Welcome to The Beautiful Highly Sought Out Chapel Hill! This Luxurious 3 Story Single Family, 2BR and 2.5 Bath that lives like a 3BR Home which Boasts a Spacious Layout and Tons of Natural Light is waiting for you! This Home faces a Beautiful Pond with great Water Views to Walk by or Relax your Soul after a long day. Walk in to see an updated kitchen with

  Jennifer Sousou Keller Williams Realty Partner

  5704 Manor Dr, Peekskill, NY 10566
• 

  

  /18

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,307 Sq Ft
  • Apartment for Rent

  300 Highland Ave Unit 1, Peekskill, NY 10566

  Brand new construction rental featuring 3 bedrooms and 2 full bathrooms. Spacious layout with an open-concept kitchen equipped with stainless steel appliances. Generously sized bedrooms and modern finishes throughout. Enjoy access to a nice backyard with a new patio, perfect for summer enjoyment. Conveniently located on Highland Ave. in Peekskill, close to all downtown Peekskill restaurants,

  Emiliano Perez Schunk Realty Group

  300 Highland Ave Unit 1, Peekskill, NY 10566
• 

  $480,000 Sold Jul 30, 2025

  24 Poplar Cir Unit 163, Peekskill, NY 10566

  • 3 Beds
  • 2.5 Baths
  • 1,430 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $336/SF
  • 19 Days On Market

  Current Estimated Value $478,584

  Last Listing Agent Christine Rowley RE/MAX Classic Realty

  24 Poplar Cir Unit 163, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  2 Woods End Cir Unit D, Peekskill, NY 10566

  2 Woods End Cir Unit D, Peekskill, NY 10566
• 

  

  /26

  $465,000

  • 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
• 

  

  /17

  $3,250 per month

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  1004 N Division St Unit B, Peekskill, NY 10566

  Welcome to your new home. Nothing to do but move in ! Middle unit is a three bedroom one and half bath townhouse style home. Laundry on second floor for your convenience. Storage room in basement with oversized one car garage. Open floor plan on first floor. SS appliances and granite counters are just some of the features in this beautiful unit. Tenant shovels their own section of front deck.

  Toni Scalici Asset Property Realty Services

  1004 N Division St Unit B, Peekskill, NY 10566
• 

  $78,000 Sold Apr 21, 2025

  150 Overlook Ave Unit 5E, Peekskill, NY 10566

  • 1 Bath
  • 550 Sq Ft
  • Built 1968

  Last Sold Summary

  • 56% Below List Price
  • $142/SF
  • 16 Days On Market

  Current Estimated Value $136,000

  Last Listing Agent Barbara Bodnar Coldwell Banker Realty

  150 Overlook Ave Unit 5E, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  7 N James St Unit D, Peekskill, NY 10566

  7 N James St Unit D, Peekskill, NY 10566

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