Peekskill, NY Homes

• 

  

  

  /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
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• 

  

  /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
• 

  $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 $138,000

  Not Listed For Sale

  1 Lakeview Dr Unit 3A, Peekskill, NY 10566

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

  1 Lakeview Dr Unit 3A, Peekskill, NY 10566

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Zachary Preuss Compass Greater NY, LLC
• 

  

  

  /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
• 

  

  /27

  $3,850 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
• 

  $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
• 

  Est $171,000

  Not Listed For Sale

  1840 Crompond Rd Unit 9B4, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1970

  1840 Crompond Rd Unit 9B4, Peekskill, NY 10566

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Magdalena Konkola 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
• 

  

  /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
• 

  $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 $171,000

  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
• 

  

  /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 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, open layout. The

  Nadia Van Hauwaert Houlihan Lawrence Inc.

  270 Furnace Dock Rd, Cortlandt Manor, NY 10567
• 

  

  /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
• 

  $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 $505,028

  Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

  611 South St, Peekskill, NY 10566
• 

  Est $416,068

  Not Listed For Sale

  25 Villa Dr, Peekskill, NY 10566

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

  25 Villa Dr, Peekskill, NY 10566

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Alea Vorillas RE/MAX Classic Realty
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  /42

  $625,000

  Coming Soon

  • 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
• 

  

  /5

  $3,200 Per Month

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

  1128 Howard St, Peekskill, NY 10566

  Vouchers Welcome, Cozy, newly renovated three-bedroom apartment featuring a combined kitchen and living room area, private first-floor walk-in entrance, and a covered porch. Large Master bedroom (fits a king bed) and 2 smaller Jr Bedrooms (fits a full size bed or bunk beds). Additional features include new windows and individual thermostats in each room. Stone countertops, dishwasher, stainless

  Michael Chirico eRealty Advisors, Inc

  1128 Howard St, 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

  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
• 

  

  /48

  $165,000

  • 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
• 

  

  /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
• 

  $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 $195,936

  Last Listing Agent George Campolo RE/MAX Classic Realty

  226 Walnut St, 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
• 

  

  /19

  $239,000

  Pending

  • 1 Bed
  • 1 Bath
  • 659 Sq Ft

  1403 Villa at the Woods Unit 1403, Peekskill, NY 10566

  RARE OPPORTUNITY:Welcome home to this beautifully designed one-bedroom, one-bath ground-floor condo offering 659 square feet of bright, open-concept living. Enjoy the convenience of your own private entrance and a spacious patio—perfect for relaxing with your morning coffee or entertaining guests with a truly 4 season view.Inside, soaring ceilings and oversized windows create an airy,

  Ken Dobbins Coldwell Banker Realty

  1403 Villa at the Woods Unit 1403, Peekskill, NY 10566
• 

  $240,000

  Sold Sep 03, 2025

  3 Woods End Cir Unit D, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $343/SF
  • 88 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty

  3 Woods End Cir Unit D, 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
• 

  

  /21

  $949,000

  $50K PRICE INCREASE

  • 5 Beds
  • 3 Baths
  • 2,900 Sq Ft

  147 Union Ave, Peekskill, NY 10566

  Legal three-family property in a convenient Peekskill location near downtown, restaurants, shopping, bus service and Metro-North. The property includes a spacious 3-bedroom apartment and two 1-bedroom apartments, currently generating $7,500 per month in rental income. A great opportunity for an owner-occupant looking to offset housing costs or an investor seeking immediate income. Additional

  Gary Sanguino Gary Sanguino

  147 Union 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

  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
• 

  

  /31

  $425,000

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

  10 Edinburgh Dr Unit 10, Peekskill, NY 10566

  Experience the radiant charm of this sunlit two-bedroom, two-bathroom condo featuring a formal dining room, spacious walk-in closets, convenient private laundry, a relaxing balcony overlooking lush surroundings and assigned parking Comes with access to Society Hill II's clubhouse where residents can indulge in a plethora of amenities including an inviting indoor pool, playground, rejuvenating

  Felix Hernandez Real Broker NY LLC

  10 Edinburgh Dr Unit 10, 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

  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
• 

  

  /27

  $489,999

  $29K PRICE DROP Pending

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

  324 Viewpoint Terrace Unit 171, Peekskill, NY 10566

  Riverbend Condominiums offering a Hudson River lifestyle community. Open concept living with 2-bedroom, 2.5-bath townhome-style featuring fireplace, balcony, and commuter-friendly access to the Peekskill Metro-North station. Amenities include a pool, clubhouse, fitness center, tennis courts plus your own garage. Close to downtown Peekskill offering the arts, restaurants, shopping and more. NEW

  Denise Giordano Coldwell Banker Realty

  324 Viewpoint Terrace Unit 171, 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

  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.
• 

  

  /4

  $550,000

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

  112 Riverbend Dr Unit 88, Peekskill, NY 10566

  This Condo Style Home Features 2 Bedrooms, 2.5 Baths, Formal Dining Room, Eat In Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

  Todd Yovino Island Advantage Realty LLC

  112 Riverbend Dr Unit 88, 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
• 

  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.
• 

  

  /30

  $669,000

  Pending

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

  730 Hoover Ave, Peekskill, NY 10566

  Welcome to this Charming Center Hall Colonial - Nestled on a quiet dead end street abutting Blue Mountain Preserve. The home offers a harmonious blend of classic elegance and modern conveniences. An oversized Living Room notes a handsome stone fireplace which serves as the centerpiece for cozy family gatherings. There's an adjacent room that's perfect for the home Office or Den. The formal Dining

  Greg Kane Kane & Associates

  730 Hoover Ave, Peekskill, NY 10566

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