Peekskill, NY Homes

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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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  /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 $633,941

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  235 Ringgold St, Peekskill, NY 10566
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  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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  /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
• 

  $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 $470,092

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  2 Hendrick Hills Unit 2, Peekskill, NY 10566
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  Est $137,000 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 Open Sat 12PM - 2PM

  • 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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  /20

  $2,975 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
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  $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 $410,710

  Last Listing Agent Alea Vorillas RE/MAX Classic Realty

  25 Villa Dr, Peekskill, NY 10566
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  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
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  /21

  $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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  /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
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  $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 $512,965

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

  329 Simpson Place, Peekskill, NY 10566
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  Est $308,463 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
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  /15

  $315,000

  • 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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  /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
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  $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
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  Est $416,784 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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  /32

  $549,000

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  1106 Orchard St, Peekskill, NY 10566

  Welcome to 1106 Orchard Street — a spacious single-family home on a quiet residential block just minutes from Peekskill’s vibrant downtown. The first floor features a large eat-in kitchen with direct access to a stone patio, a generous living room, a convenient first-floor bedroom, and a half bath. Upstairs, you’ll find three additional bedrooms and a full bathroom, plus a walk-up attic offering

  Gary Sanguino Gary Sanguino

  1106 Orchard St, Peekskill, NY 10566
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  /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
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  $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
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  Est $409,539 Not Listed For Sale

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

  21 Huntington Cir, Peekskill, NY 10566

  21 Huntington Cir, Peekskill, NY 10566
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  /43

  $580,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  916 Bernard Rd, Peekskill, NY 10566

  Welcome to this Charming Cape Cod Home in Peekskill’s Highland Park! Lovingly maintained and truly move-in ready, this delightful Cape Cod residence is nestled in the heart of Highland Park offering the perfect blend of convenience, comfort, and character. Step inside to a spacious living room that seamlessly flows into the dining area, complete with a versatile office or den space ideal for

  Susan Fraietta BHHS River Towns Real Estate

  916 Bernard Rd, Peekskill, NY 10566
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  /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
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  $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 $484,409

  Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

  611 South St, Peekskill, NY 10566
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  Est $422,835 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
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  /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
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  /21

  $3,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  711 N Division St, Peekskill, NY 10566

  Nice, newly renovated 3-bedroom, 1.5-bath home in a great Peekskill location. The main bathroom includes both a tub and a separate shower. The property has a good-size yard and is set in a pleasant area close to local amenities. Landlord pays for water and sewer; tenant is responsible for utilities.

  William Schunk Schunk Realty Group

  711 N Division St, Peekskill, NY 10566
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  $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
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  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
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  /34

  $600,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,763 Sq Ft

  530 Dyckman St, Peekskill, NY 10566

  Charm-filled Tudor set on a desirable residential street in Peekskill, offering 3 bedrooms and 2.1 baths. This home showcases old-world charm while being thoughtfully updated and impeccably maintained—a rare find. A welcoming entry foyer with coat closet and half bath leads to a spacious living room featuring a wood-burning fireplace and adjoining sunroom. French doors open to a large family room

  Maria Campanelli BHHS River Towns Real Estate

  530 Dyckman St, Peekskill, NY 10566
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  /9

  $3,000 per month

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

  298 Bleloch Ave Unit 1, Peekskill, NY 10566

  Welcome to this beautifully renovated 3-bedroom, 1-bath apartment in the heart of historic Peekskill! This bright and modern unit offers plenty of storage, a spacious kitchen, and the perfect pantry for all your needs.Easy access to everything Peekskill has to offer. Just minutes from the waterfront, Metro-North, Route 9A, and a variety of shops and restaurants, this location is perfect for

  Yesenia Pagan Keller Williams Realty Partner

  298 Bleloch Ave Unit 1, Peekskill, NY 10566
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  $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 $482,228

  Last Listing Agent Christine Rowley RE/MAX Classic Realty

  24 Poplar Cir Unit 163, Peekskill, NY 10566
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  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
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  /26

  $599,999

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  710 Main St, Peekskill, NY 10566

  Discover the perfect blend of style, space, and convenience in this beautiful triplex townhome located in the heart of Peekskill. Ideally situated to the MTA Train Station, downtown shops, restaurants, cafes, supermarkets, schools, theaters, and the Abbey Inn Spa & Hotel. Inside, you’ll find a two-car attached garage, a flexible bonus room on the first floor with a washer and dryer, and a bright,

  Frank Norwood DC & SF Inc

  710 Main St, Peekskill, NY 10566
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  /9

  $2,400 per month

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

  8 N James St Unit D, Peekskill, NY 10566

  1 bedroom condominium in Peekskill's Hillcrest Park for rent. Beautifully renovated by owner in 2025. Updated kitchen and bath. 2 walk in closets in bedroom. Balcony off of dining area. Heat and water included in rent! Tenant pays electric and cable. Laundry in building. Access to community pool. 1 assigned parking space (Space 115). Close to shops, dining, transportation, Metro North and major

  Lisa Alexander North Country Sothebys Int Rlt

  8 N James St Unit D, Peekskill, NY 10566
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  $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 $137,000

  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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