Homes in ZIP Code 10566

• 

  

  

  /30

  $659,000

  Pending

  • 5 Beds
  • 2 Baths
  • 3,910 Sq Ft

  800 Oakwood Dr, Peekskill, NY 10566

  Welcome to 800 Oakwood Drive, a well-maintained two-family home on a quiet, tree-lined Peekskill neighborhood. This versatile property is an exceptional opportunity for both investors and owner-occupants alike. Each unit offers a spacious layout with two bedrooms, plus an additional generously sized room currently used for laundry and storage that could easily serve as a third bedroom, home

  

  Suzanne Welch

  Coldwell Banker Realty

  800 Oakwood Dr, Peekskill, NY 10566
• 

  

  

  /5

  $2,800 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Busy Corner

  108 N Division St Unit 301, Peekskill, NY 10566

  2 Bedroom Ready for move in August 1st.

  108 N Division St Unit 301, 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 $531,974

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

  329 Simpson Place, Peekskill, NY 10566
• 

  Est $163,000

  Not Listed For Sale

  150 Overlook Ave Unit 3G, Peekskill, NY 10566

  • 1 Bath
  • 500 Sq Ft
  • Built 1975

  150 Overlook Ave Unit 3G, Peekskill, NY 10566

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Barbara Bodnar Coldwell Banker Realty
• 

  

  

  /23

  $169,900

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  1840 Crompond Rd Unit 7D4, Peekskill, NY 10566

  Why rent when you can own this spacious 2-bedroom, 1-bath co-op in the desirable Stonegate community? This inviting home features an open-concept living room and dining area, creating a bright and comfortable space for everyday living and entertaining. Enjoy your morning coffee or unwind at the end of the day on the private terrace with scenic views. Conveniently located near the Paramount

  

  Michelle Drenga

  Weichert Realtor Future Vision

  1840 Crompond Rd Unit 7D4, Peekskill, NY 10566
• 

  

  /11

  $2,400 Per Month

  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  2414 Villa at the Woods, Peekskill, NY 10566

  Beautiful condo minutes driving distance from the train station and the riverfront minutes driving distance to New York Presby Hudson Valley Hospital completely refreshed studio with new kitchen and brand new floors.

  Amarish J. Khan Apollo Real Properties, Inc.

  2414 Villa at the Woods, Peekskill, NY 10566
• 

  $28,094

  Sold Oct 17, 2025

  1343 and 1357 Lincoln Terrace, Peekskill, NY 10566

  • Land
  • 16,147 Sq Ft
  • $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
• 

  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

  • 16 Days On Market

  Last Listing Agent Peter Topping Coldwell Banker Realty
• 

  

  /34

  $595,000

  $34K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  3302 Homestead Ct, Peekskill, NY 10566

  Recently price adjusted and offering exceptional value! Welcome to this turnkey two-bedroom, two-bath attached home in the sought-after Chapel Hill community. Thoughtfully updated with a new roof, new siding, new hardwood floors, new recessed lighting, a completely renovated first-floor bathroom, fresh interior paint, and Andersen sliding and storm doors.The open loft is perfect for a family

  

  Altagracia Patalano

  BHHS River Towns Real Estate

  3302 Homestead Ct, Peekskill, NY 10566
• 

  

  /25

  $3,590 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  5 Meadowlark Cir, Peekskill, NY 10566

  Welcome to this charming and spacious 1,600-square-foot multi-level condo located in the peaceful and highly sought-after The Meadows community of Peekskill. Perfectly designed for comfortable, low-maintenance living, this beautifully maintained 2-bedroom, 3-bathroom home features a bright, open layout with flexible living areas, central cooling, and scenic outdoor surroundings. Enjoy the

  Adi Ramada Coldwell Banker Realty

  5 Meadowlark Cir, 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 $437,924

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

  62 Bayberry Dr, Peekskill, NY 10566
• 

  Est $426,314

  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

  • 16 Days On Market

  Last Listing Agent Martha Napolitano At Home With Yara Realty
• 

  

  /49

  $499,000

  • 2 Beds
  • 3.5 Baths
  • 1,326 Sq Ft

  601 Mallard Way Unit F1, Peekskill, NY 10566

  Welcome to Greenacres! This beautifully maintained end unit townhouse-style home offers comfortable living, flexible space, and a convenient Peekskill location. Featuring 2 bedrooms and 3.5 baths, this home is designed with an open and functional floor plan. The main level features a eat-in kitchen with updated cabinetry, granite countertops, stainless steel appliances, and a wonderful bay window

  

  Cristina Gameiro

  Howard Hanna Rand Realty

  601 Mallard Way Unit F1, Peekskill, NY 10566
• 

  

  /18

  $3,000 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  298 Highland Ave, Peekskill, NY 10566

  Welcome home to this charming 2-bedroom, 1-bath apartment located in a classic Victorian home just a short walk from the heart of downtown Peekskill. Offering approximately 800 square feet of comfortable living space, this well-maintained rental combines character with everyday convenience. Heat and hot water are included in the monthly rent, helping to simplify your utility expenses. The

  Tana McGuire eXp Realty

  298 Highland Ave, Peekskill, NY 10566
• 

  $475,000

  Sold May 14, 2026

  55 Bleakley Dr, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Above List Price
  • $396/SF
  • 13 Days On Market

  Current Estimated Value $467,428

  Last Listing Agent Patty Wagner Compass Greater NY, LLC

  55 Bleakley Dr, Peekskill, NY 10566
• 

  Not Listed For Sale

  4 Rolling Way Unit H, Peekskill, NY 10566

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

  4 Rolling Way Unit H, Peekskill, NY 10566

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Julia Karkambasis Coldwell Banker Realty
• 

  

  /42

  $525,000

  • 3 Beds
  • 1.5 Baths
  • 1,485 Sq Ft

  313 Depew St, Peekskill, NY 10566

  Charming front-porch Colonial, circa 1910, offering classic character, thoughtful updates and a centrally located Peekskill setting. Lovingly maintained and in move-in condition, this 3-bedroom home welcomes you with an inviting front porch. The main level features a living room, dining room, updated kitchen with spacious dining area and door to the backyard, plus a convenient powder room.

  

  Maria Campanelli

  BHHS River Towns Real Estate

  313 Depew St, Peekskill, NY 10566
• 

  /2

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft
  • House for Rent

  958 Phoenix Ave, Peekskill, NY 10566

  5 month listing. Basement is available for an additional $300 per month.

  Maureen Arias Keller Williams Realty Partner

  958 Phoenix Ave, Peekskill, NY 10566
• 

  $192,000

  Sold Dec 19, 2025

  226 Walnut St, Peekskill, NY 10566

  • Land
  • 11,295 Sq Ft
  • $740,455 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 31 Days On Market

  Current Estimated Value $196,898

  Last Listing Agent George Campolo RE/MAX Classic Realty

  226 Walnut St, Peekskill, NY 10566
• 

  Not Listed For Sale

  6 Rolling Way Unit N, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1978

  6 Rolling Way Unit N, Peekskill, NY 10566

  Last Sold Summary

  • 81 Days On Market

  Last Listing Agent Tabatha Malone KW Hudson Valley United
• 

  

  /36

  $450,000

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  30 Winchester Ave Unit 6B, Peekskill, NY 10566

  Stylish Townhouse Living in Society Hill II! Beautifully presented 2-bedroom, 2.5-bath townhouse offering a spacious, light-filled layout and a fabulous location. Laminate wood flooring flows throughout, creating a warm and welcoming feel. The first floor features an eat-in kitchen with granite countertops, a large living room with a lovely fireplace, and a dining area with a convenient

  

  Kathleen O'Driscoll

  Houlihan Lawrence Inc.

  30 Winchester Ave Unit 6B, Peekskill, NY 10566
• 

  

  /27

  $3,650 Per Month

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

  5 Grant Ave, Peekskill, NY 10566

  Welcome to this beautifully fully renovated 3-bedroom, 1-bathroom home in the heart of Peekskill. Thoughtfully redesigned from top to bottom, this move-in ready residence offers modern finishes while maintaining a warm and inviting feel.The home features a bright, open layout, an updated kitchen with contemporary finishes, a stylish full bathroom, new flooring, updated fixtures, and

  Yonauris Gonzalez Then eXp Realty

  5 Grant Ave, Peekskill, NY 10566
• 

  $430,000

  Sold Jan 21, 2026

  204 Mallard Way, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft
  • Built 1986

  Last Sold Summary

  • $323/SF
  • 18 Days On Market

  Current Estimated Value $442,328

  Last Listing Agent Elisa Bruno-Midili eXp Realty

  204 Mallard Way, 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

  • 30 Days On Market

  Last Listing Agent Michael Levy eXp Realty
• 

  /2

  $790,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  103 Leda Dr, Peekskill, NY 10566

  This fully renovated gem offers the perfect blend of modern luxury & serene living on a private.73-acre lot. Step inside to discover an expansive open-concept main level, highlighted by cathedral ceilings. The cozy living room features a fireplace w/mantle & French door to oversized composite deck. The sun filled, custom kitchen seamlessly flows into the dining room with double sliding glass

  

  Maria Campanelli

  BHHS River Towns Real Estate

  103 Leda Dr, Peekskill, NY 10566
• 

  

  /30

  $3,400 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft
  • Townhouse for Rent

  212 Viewpoint Terrace, Peekskill, NY 10566

  Spacious 2-bedroom, 2.5-bath townhouse offering comfortable multi-level living, an attached 1-car garage, private outdoor space, and access to an impressive collection of community amenities. The main living level features a bright and open living and dining area with hardwood floors, plenty of natural light, and direct access to a private rear balcony overlooking the surrounding greenery. The

  Nick Schunk Schunk Realty Group

  212 Viewpoint Terrace, Peekskill, NY 10566
• 

  $695,000

  Sold Sep 09, 2026

  730 Hoover Ave, Peekskill, NY 10566

  • 3 Beds
  • 1.5 Baths
  • 2,167 Sq Ft
  • Built 1933

  Last Sold Summary

  • 4% Above List Price
  • $321/SF
  • 44 Days On Market

  Current Estimated Value $664,097

  Last Listing Agent Greg Kane Kane & Associates

  730 Hoover Ave, 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

  • 79 Days On Market

  Last Listing Agent Margherita Eccleston Houlihan Lawrence Inc.
• 

  

  /40

  $459,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  17 High Meadow Trail, Peekskill, NY 10566

  Finally...a condo that doesn't ask you to compromise. Perched at the top of the community on a quiet lane, this beautifully maintained end-unit townhome enjoys one of the most desirable settings in The Meadows. Surrounded by mature trees and tucked away from through traffic, the private rear patio offers a peaceful retreat that feels more like your own backyard than condominium living. Inside,

  Judith Hermesch Coldwell Banker Realty

  17 High Meadow Trail, Peekskill, NY 10566
• 

  

  /15

  $3,000 Per Month

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

  320 Simpson Place, Peekskill, NY 10566

  Welcome to this sun-filled, top-floor two-bedroom, one-bath apartment in the heart of Peekskill, offering the perfect blend of comfort, convenience, and privacy. Filled with natural light and featuring scenic views, this well-maintained home provides a warm and inviting atmosphere you'll love coming home to. The thoughtfully designed layout offers two generously sized bedrooms, a bright living

  Marlena Mucci The Select Team, LLC

  320 Simpson Place, Peekskill, NY 10566
• 

  $549,000

  Sold Feb 12, 2026

  1340 Main St, Peekskill, NY 10566

  • 6 Beds
  • 2 Baths
  • 2,255 Sq Ft
  • Built 1940

  Last Sold Summary

  • $243/SF
  • 106 Days On Market

  Current Estimated Value $553,002

  Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

  1340 Main 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

  • 27 Days On Market

  Last Listing Agent Margherita Eccleston Houlihan Lawrence Inc.
• 

  

  /12

  $1,175,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,242 Sq Ft

  270 Furnace Dock Rd, Cortlandt Manor, NY 10567

  Brand new construction (to be built) in an established Cortlandt Manor neighborhood, directly across from Pine Lake with deeded lake rights. This classic Colonial combines quality construction, generous room sizes and a beautiful setting, with a versatile second-floor den that allows the home to live like a 4-bedroom.A covered front porch opens to a dramatic two-story foyer and a spacious,

  Nadia Van Hauwaert Houlihan Lawrence Inc.

  270 Furnace Dock Rd, Cortlandt Manor, NY 10567
• 

  

  /35

  $6,900 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft
  • Apartment for Rent

  130 Depew St, Peekskill, NY 10566

  Rare opportunity to lease one of Peekskill's most distinctive residences- fully furnished. This extraordinary Italianate Victorian, featured in Cyndi Lauper's documentary Let the Canary Sing and highlighted in numerous publications, is now available for flexible rental terms, including short-term, seasonal, and extended stays. Ideally located in Peekskill's coveted Golden Triangle, the home is

  Colleen Coxen Compass Greater NY, LLC

  130 Depew St, Peekskill, NY 10566
• 

  $600,000

  Sold Nov 18, 2025

  531 Kissam Rd, Peekskill, NY 10566

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Above List Price
  • $300/SF
  • 26 Days On Market

  Current Estimated Value $626,292

  Last Listing Agent Dennis Aboagye Keller Williams Realty Group

  531 Kissam Rd, Peekskill, NY 10566
• 

  Not Listed For Sale

  3 Woods End Cir Unit N, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 2024

  3 Woods End Cir Unit N, Peekskill, NY 10566

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Gina Bisaccia William Raveis-New York, LLC
• 

  

  /42

  $625,000

  • 3 Beds
  • 2 Baths
  • 2,098 Sq Ft

  308 Nelson Ave, Peekskill, NY 10566

  Welcome to 308 Nelson Avenue, a beautifully restored Queen Anne Victorian in Peekskill’s historic Fort Hill neighborhood. Built in the 1880s, this distinctive home blends period craftsmanship with thoughtful updates. Original details include restored wood inlaid floors, intricate custom millwork, pocket doors, and a hand-stenciled living room ceiling recreated in a period-appropriate design. A

  Magdalena Konkola Houlihan Lawrence Inc.

  308 Nelson Ave, Peekskill, NY 10566
• 

  $385,000

  Sold Oct 30, 2025

  58 Campus Rd, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,147 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $336/SF
  • 43 Days On Market

  Current Estimated Value $406,515

  Last Listing Agent Patricia Heller Coldwell Banker Realty

  58 Campus Rd, Peekskill, NY 10566
• 

  Est $249,195

  Not Listed For Sale

  6107 Villa at the Woods, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 870 Sq Ft
  • Built 1927

  6107 Villa at the Woods, Peekskill, NY 10566

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Amarish J. Khan Apollo Real Properties, Inc.
• 

  

  /48

  $155,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  150 Overlook Ave Unit 5F, Peekskill, NY 10566

  Welcome to the River House! This well sought after neighborhood is exactly what you have been waiting for! Perfection is what you will find here. From the moment you step onto the manicured grounds with its picturesque landscaping you will be enchanted. Sited upon fourteen rolling acres with meandering sidewalks, an inground pool, playground, tennis courts, a nature trail, and picnic area make

  Teresa McManus Coldwell Banker Realty

  150 Overlook Ave Unit 5F, Peekskill, NY 10566

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