Peekskill, NY Homes

• 

  $440,000

  Sold Jan 30, 2026

  13 Meadowlark Cir Unit 8C, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $275/SF
  • 26 Days On Market

  Current Estimated Value $448,713

  Last Listing Agent Sharon Kushner eXp Realty

  13 Meadowlark Cir Unit 8C, Peekskill, NY 10566
• 

  Est $782,610

  Not Listed For Sale

  2039 Oakwood Dr, Peekskill, NY 10566

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • Built 2009

  2039 Oakwood Dr, Peekskill, NY 10566

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Sengdaian Rasichanh BHHS River Towns Real Estate
• 

  

  

  /46

  $689,000

  • 2 Beds
  • 2 Baths
  • 2,450 Sq Ft

  4001 Hickory Ct, Peekskill, NY 10566

  Two steps! That's it! Just 2 steps into your Chapel Hill home. Sometimes its the simplest features that make the biggest difference - this home welcomes you with just two steps to the main living area. Perfectly designed for those seeking a home with little or no steps. With easy access and versatile possibilities put this home on your "must see" list. The floor plan includes a spacious main

  Angela Lanni Houlihan Lawrence Inc.

  4001 Hickory Ct, Peekskill, NY 10566
• 

  $475,222

  Sold Mar 30, 2026

  104 Mallard Way, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,326 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Above List Price
  • $358/SF
  • 35 Days On Market

  Current Estimated Value $470,860

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  104 Mallard Way, Peekskill, NY 10566
• 

  Est $649,418

  Not Listed For Sale

  38 Welcher Ave, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1927

  38 Welcher Ave, Peekskill, NY 10566

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent William Schunk Schunk Realty Group
• 

  

  /30

  $499,999

  $99K PRICE DROP

  • 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, adding convenience and functionality for a

  Bryant Moran YourHomeSold Guaranteed Realty

  130 Benefield Blvd, Peekskill, NY 10566
• 

  $360,000

  Sold Dec 31, 2025

  662 Highland Ave, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1924

  Last Sold Summary

  • 9% Above List Price
  • $357/SF
  • 8 Days On Market

  Current Estimated Value $373,010

  Last Listing Agent Lori Sheehy Houlihan Lawrence Inc.

  662 Highland Ave, Peekskill, NY 10566
• 

  Est $456,549

  Not Listed For Sale

  739 Lindbergh Ave, Peekskill, NY 10566

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1938

  739 Lindbergh Ave, Peekskill, NY 10566

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Ernie Acampora River Realty Services, Inc.
• 

  

  /48

  $379,999

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

  1630 Park St, Peekskill, NY 10566

  Welcome to your dream home at 1630 Park Street in Peekskill, NY! This beautifully maintained single-family townhouse presents a fantastic opportunity for first-time homebuyers seeking a vibrant community to settle in. Spanning three levels, this spacious home features two comfortable bedrooms on the second level, with a full hall bath. The inviting main level boasts a bright kitchen and a

  Joseph Lippolis BHHS River Towns Real Estate

  1630 Park St, Peekskill, NY 10566
• 

  $144,000

  Sold Feb 11, 2026

  1879 Crompond Rd Unit F15, Peekskill, NY 10566

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

  Last Sold Summary

  • $192/SF
  • 36 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  1879 Crompond Rd Unit F15, Peekskill, NY 10566
• 

  Est $647,742

  Not Listed For Sale

  1009 Mckinley St, Peekskill, NY 10566

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1938

  1009 Mckinley St, Peekskill, NY 10566

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Fatima Candiotti Houlihan Lawrence Inc.
• 

  

  /25

  $120,000

  Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 7A8, Peekskill, NY 10566

  Welcome to easy living in the heart of Peekskill. This beautiful 1-bedroom, 1-bath co-op offers modern finishes throughout at a price point that's hard to beat in Westchester. Set on the first floor of a charming garden-style building, the unit is filled with natural light. Whether you're a first-time buyer, down sizer, or investor, this one checks the boxes. The complex itself is a standout,

  Roman Vladimirsky Keller Williams NY Realty

  1840 Crompond Rd Unit 7A8, Peekskill, NY 10566
• 

  $275,000

  Sold Sep 26, 2025

  150 Overlook Ave Unit PH - 8E, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Below List Price
  • $219/SF
  • 38 Days On Market

  Current Estimated Value $171,000

  Last Listing Agent Carmela Toone BHHS River Towns Real Estate

  150 Overlook Ave Unit PH - 8E, Peekskill, NY 10566
• 

  Est $529,189

  Not Listed For Sale

  298 Bleloch Ave, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1922

  298 Bleloch Ave, Peekskill, NY 10566

  Last Sold Summary

  • 136 Days On Market

  Last Listing Agent Margaret Walsh Margaret M Walsh
• 

  

  /30

  $174,999

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1 Lakeview Dr Unit 6S, Peekskill, NY 10566

  Be the first to call this stunning, top-tier residence and call it home! Every detail was considered while redesigning the space. Beautiful modern luxury vinyl plank flooring, freshly painted walls, new plush carpeting in the sun drenched living area with access to the balcony and beautiful view of the wooded vista of Fort Hill, and in the evening, gaze west to watch the serene, colorful sunsets

  Patricia D'Alesio Houlihan Lawrence Inc.

  1 Lakeview Dr Unit 6S, Peekskill, NY 10566
• 

  $540,000

  Sold Jun 18, 2026

  213 Riverbend Dr, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Above List Price
  • $411/SF
  • 15 Days On Market

  Current Estimated Value $537,037

  Last Listing Agent Barbara Sawin Houlihan Lawrence Inc.

  213 Riverbend Dr, Peekskill, NY 10566
• 

  Est $542,833

  Not Listed For Sale

  1255 Jackson St, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft
  • Built 1928

  1255 Jackson St, Peekskill, NY 10566

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Curtis Winchester eXp Realty
• 

  

  /31

  $529,000

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

  414 Highridge Ct, Peekskill, NY 10566

  This immaculate & elegant Peekskill residence offers refined two-bedroom, two-and-a-half-bath condominium living, featuring an attached garage, porch with partial view of Hudson River & a private backyard patio. The home's main level features a powder room, spacious chef's kitchen featuring stainless steel appliances, & abundant cabinetry & counter space. Kitchen flows seamlessly into the dining

  Laurence Wallace Coldwell Banker Realty

  414 Highridge Ct, Peekskill, NY 10566
• 

  $374,000

  Sold Oct 29, 2025

  18 Bayberry Dr, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $325/SF
  • 4 Days On Market

  Last Listing Agent Bridgette Bacon American Family Realty

  18 Bayberry Dr, Peekskill, NY 10566
• 

  Est $417,520

  Not Listed For Sale

  1247 Jackson St, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 1,142 Sq Ft
  • Built 1934

  1247 Jackson St, Peekskill, NY 10566

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Vicki Roake Joseph Baratta Company Realty
• 

  

  /9

  $275,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  9 N James St Unit B, Peekskill, NY 10566

  Welcome to 9 North James st. in Peekskill NY. This newly renovated two-bedroom, one-bathroom unit is move-in ready and offers a private balcony, assigned parking, and access to excellent amenities such as a pool, storage room, and on-site laundry facilities. Its prime location ensures a convenient commute to New York City and the Hudson Valley, making it an ideal choice for both homeowners and

  Jovani Giron Connect RE Corp.

  9 N James St Unit B, Peekskill, NY 10566
• 

  $492,875

  Sold Apr 06, 2026

  8 Cumberland Ct, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Above List Price
  • $277/SF
  • 28 Days On Market

  Current Estimated Value $498,261

  Last Listing Agent Carolyn Michelle KW MidHudson

  8 Cumberland Ct, Peekskill, NY 10566
• 

  Est $431,392

  Not Listed For Sale

  37 Cayuga Dr, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 857 Sq Ft
  • Built 1954

  37 Cayuga Dr, Peekskill, NY 10566

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Joan Mancini Mancini Realty Inc.
• 

  

  /42

  $541,111

  Pending

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

  323 Waterside Close, Peekskill, NY 10566

  Wake up each morning to sweeping, unobstructed views of the Hudson River and Bear Mountain, where every sunrise, sunset, and changing season becomes part of your daily backdrop. Nestled in one of Peekskill's most coveted waterfront communities, this exceptional townhome offers a lifestyle that feels more like a year-round resort than a residence. Designed to capture the beauty of its

  Andrea Atherton Coldwell Banker Realty

  323 Waterside Close, Peekskill, NY 10566
• 

  $227,000

  Sold May 12, 2026

  8 N James St Unit G, Peekskill, NY 10566

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

  Last Sold Summary

  • 1% Above List Price
  • $324/SF
  • 106 Days On Market

  Last Listing Agent Andurela Saljanin EXIT Realty Private Client

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

  Est $515,871

  Not Listed For Sale

  17 Hemlock Cir Unit 421, Peekskill, NY 10566

  • 2 Beds
  • 3.5 Baths
  • 1,950 Sq Ft
  • Built 1988

  17 Hemlock Cir Unit 421, Peekskill, NY 10566

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Philip Simonetti Redfin Real Estate
• 

  

  /8

  $89,222

  $50K PRICE DROP Pending

  • Land
  • 7,405 Sq Ft
  • $524,835 per Acre

  527 Union Ave, Peekskill, NY 10566

  Build your dream home on this wonderful parcel of land abutting Depew Park and conveniently located to Metro North, the Hudson River waterfront, Peekskill shops, restaurants, and schools. Utilities are available to hook up. Sample plans for a 4 bedroom home and a survey are also available. Enjoy the suburban life! Opportunity knocks! There are no audio recording devices inside this property.

  Mark Seiden Mark Seiden Real Estate Team

  527 Union Ave, Peekskill, NY 10566
• 

  $590,000

  Sold Sep 05, 2025

  213 Walnut St, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft
  • Built 1890

  Last Sold Summary

  • 8% Below List Price
  • $316/SF
  • 44 Days On Market

  Current Estimated Value $599,867

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  213 Walnut St, Peekskill, NY 10566
• 

  Est $507,713

  Not Listed For Sale

  45 Hemlock Cir, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1996

  45 Hemlock Cir, Peekskill, NY 10566

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Aaron Velez Houlihan Lawrence Inc.
• 

  

  /25

  $459,000

  $20K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 1,422 Sq Ft

  863 North St, Peekskill, NY 10566

  863 North Street presents a rare opportunity to plant roots in the heart of up-and-coming Peekskill. This 3-bedroom, 3-bathroom Cape Cod-style home offers a solid foundation and a generous 0.19-acre lot, providing the perfect blank canvas for those looking to build equity through modern updates and personal touches. The interior features a functional layout with multiple bonus spaces and a

  Amanda Saraceno Keller Williams Realty Group

  863 North St, Peekskill, NY 10566
• 

  $180,000

  Sold Apr 30, 2026

  150 Overlook Ave Unit 1S, Peekskill, NY 10566

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

  Last Sold Summary

  • 9% Above List Price
  • $232/SF
  • 25 Days On Market

  Current Estimated Value $171,000

  Last Listing Agent Barbara Bodnar Coldwell Banker Realty

  150 Overlook Ave Unit 1S, Peekskill, NY 10566
• 

  Est $468,304

  Not Listed For Sale

  36 Hemlock Cir, Peekskill, NY 10566

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1995

  36 Hemlock Cir, Peekskill, NY 10566

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Nicholas Bizzarro Julia B Fee Sothebys Int. Rlty
• 

  

  /26

  $699,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,251 Sq Ft

  215 Walnut St, Peekskill, NY 10566

  Step into the timeless charm of this beautifully maintained historic Victorian home in Peekskill, where classic architectural details blend seamlessly with modern updates. Stained-glass entryway, intricate original moldings, elegant archways, rich hardwood floors, and unmistakable character found throughout. The inviting living room features a pellet stove, while the formal dining room is

  Joanna Poritzky Compass Greater NY, LLC

  215 Walnut St, Peekskill, NY 10566
• 

  $430,000

  Sold Sep 12, 2025

  217 Ringgold St, Peekskill, NY 10566

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Below List Price
  • $287/SF
  • 136 Days On Market

  Current Estimated Value $464,538

  Last Listing Agent TIMOTHY TURNER KW Hudson Valley United

  217 Ringgold St, Peekskill, NY 10566
• 

  Est $468,762

  Not Listed For Sale

  91 Hemlock Cir, Peekskill, NY 10566

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1996

  91 Hemlock Cir, Peekskill, NY 10566

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Marc Campolongo Marc Jason
• 

  

  /41

  $240,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft

  1 Lakeview Dr Unit 1P, Peekskill, NY 10566

  Easy living starts here! Bright, spacious, and perfectly located, this 2-bedroom, 2-bath home in sought-after Peekskill Towers offers comfort, convenience, and an incredibly functional layout all in one.Filled with natural light and featuring generous room sizes throughout, this home offers an open-concept living and dining room with a welcoming flow and plenty of space to spread out. The

  Michael A Tarallo Giner Real Estate Inc.

  1 Lakeview Dr Unit 1P, Peekskill, NY 10566
• 

  $140,000

  Sold Dec 11, 2025

  1879 Crompond Rd Unit F9, Peekskill, NY 10566

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

  Last Sold Summary

  • 3% Below List Price
  • $187/SF
  • 25 Days On Market

  Last Listing Agent Franchel Mendoza Serhant LLC

  1879 Crompond Rd Unit F9, Peekskill, NY 10566
• 

  Est $458,540

  Not Listed For Sale

  13 Elmwood Cir, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft
  • Built 1996

  13 Elmwood Cir, Peekskill, NY 10566

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Trudi Iglesias Howard Hanna Rand Realty
• 

  

  /21

  $739,000

  Pending

  • 7 Beds
  • 3 Baths
  • 3,147 Sq Ft

  1204 Main St, Peekskill, NY 10566

  Step into a piece of local history with this elegant 1860 Second Empire Victorian, nestled in the historic district of Peekskill. This beautiful residence offers timeless charm with thoughtfully maintained original details and modern updates. The grand main house features 7 spacious bedrooms, high ceilings, and classic architectural elements including plaster medallions, ornate trim molding, and

  Barry Malawer Coldwell Banker Realty

  1204 Main St, Peekskill, NY 10566
• 

  $510,000

  Sold Apr 08, 2026

  31 Winchester Ave, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $283/SF
  • 23 Days On Market

  Current Estimated Value $507,920

  Last Listing Agent Al Posillico Keller Williams Realty Group

  31 Winchester Ave, Peekskill, NY 10566

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