Peekskill, NY Homes

• 

  $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
• 

  Est $398,303

  Not Listed For Sale

  7 Elmwood Cir, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1996

  7 Elmwood Cir, Peekskill, NY 10566

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Amanda Wilcox eXp Realty
• 

  

  

  /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
• 

  $500,000

  Sold Jul 14, 2026

  422 Highridge Ct Unit 422, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $396/SF
  • 36 Days On Market

  Current Estimated Value $542,761

  Last Listing Agent Kathleen Lomino Briante Realty Group, LLC

  422 Highridge Ct Unit 422, Peekskill, NY 10566
• 

  Est $466,897

  Not Listed For Sale

  4 Elmwood Cir Unit 284, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft
  • Built 1997

  4 Elmwood Cir Unit 284, Peekskill, NY 10566

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Christine Rowley RE/MAX Classic Realty
• 

  

  /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
• 

  $150,000

  Sold Jan 13, 2026

  150 Overlook Ave Unit 7F, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1975

  Last Sold Summary

  • $214/SF
  • 19 Days On Market

  Current Estimated Value $171,000

  Last Listing Agent Elizabeth Muniz Howard Hanna Rand Realty

  150 Overlook Ave Unit 7F, Peekskill, NY 10566
• 

  Est $432,411

  Not Listed For Sale

  1 Cayuga Dr, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 857 Sq Ft
  • Built 1955

  1 Cayuga Dr, Peekskill, NY 10566

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Maria Makaj Houlihan Lawrence Inc.
• 

  

  /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
• 

  $132,500

  Sold Feb 13, 2026

  1840 Crompond Rd Unit 7B3, Peekskill, NY 10566

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

  Last Sold Summary

  • 2% Above List Price
  • $177/SF
  • 36 Days On Market

  Current Estimated Value $171,000

  Last Listing Agent Suzanne Welch Coldwell Banker Realty

  1840 Crompond Rd Unit 7B3, Peekskill, NY 10566
• 

  Est $657,432

  Not Listed For Sale

  62 Cayuga Dr, Peekskill, NY 10566

  • 3 Beds
  • 3 Baths
  • 2,067 Sq Ft
  • Built 1953

  62 Cayuga Dr, Peekskill, NY 10566

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Amber Thomas Compass Greater NY, LLC
• 

  

  /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
• 

  $455,000

  Sold Feb 03, 2026

  16 Winchester Ave, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $379/SF
  • 28 Days On Market

  Current Estimated Value $457,996

  Last Listing Agent Suzanne Welch Coldwell Banker Realty

  16 Winchester Ave, Peekskill, NY 10566
• 

  Est $579,474

  Not Listed For Sale

  11 Field St, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • Built 1934

  11 Field St, Peekskill, NY 10566

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Karen Smith eXp Realty
• 

  

  /17

  $599,000

  $16K PRICE DROP

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

  3501 Homestead Ct, Peekskill, NY 10566

  Privately set and beautifully maintained three-level end-unit townhouse in the highly desirable Chapel Hill community, offering comfort, functionality, and a private wooded setting. OWNER TO PROVIDE FLOORING ALLOWANCE. The main level features an entry foyer, a dining area, and a beautiful living room highlighted by a fireplace, two remote-controlled skylights that fill the space with natural

  Lawrence Zacks Keller Williams Realty Partner

  3501 Homestead Ct, Peekskill, NY 10566
• 

  $127,500

  Sold Oct 08, 2025

  1 Lakeview Dr Unit 4S, Peekskill, NY 10566

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

  Last Sold Summary

  • 6% Above List Price
  • $142/SF
  • 11 Days On Market

  Current Estimated Value $138,000

  Last Listing Agent John Perrone Coldwell Banker Realty

  1 Lakeview Dr Unit 4S, Peekskill, NY 10566
• 

  Est $510,594

  Not Listed For Sale

  1408 Main St, Peekskill, NY 10566

  • 5 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1902

  1408 Main St, Peekskill, NY 10566

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Altagracia Patalano BHHS River Towns Real Estate
• 

  

  /44

  $549,000

  Pending

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

  653 Highland Ave, Peekskill, NY 10566

  Sleek two-family home in a convenient pocket of Peekskill offering strong income potential, flexibility, and long-term value. With recent upgrades throughout, a highly functional layout, and a fenced in backyard, this property is well-suited for buy-and-hold investors or primary occupants looking to offset the cost of their mortgage by living in one unit and renting the other. Detached carport

  Giancarlo Pecora eXp Realty

  653 Highland Ave, Peekskill, NY 10566
• 

  $647,500

  Sold Jun 29, 2026

  318 Union Ave, Peekskill, NY 10566

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1912

  Last Sold Summary

  • 5% Above List Price
  • $405/SF
  • 14 Days On Market

  Current Estimated Value $617,933

  Last Listing Agent Kayleigh Mayer eXp Realty

  318 Union Ave, Peekskill, NY 10566
• 

  Est $629,775

  Not Listed For Sale

  1628 Prospect Terrace, Peekskill, NY 10566

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1960

  1628 Prospect Terrace, Peekskill, NY 10566

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Kaitlyn D'Ambrosio Compass Greater NY, LLC
• 

  

  /29

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft

  23 Bayberry Dr, Peekskill, NY 10566

  What a beautiful location in the desired Chapel Hill community! This bright and cheery, second-floor home features easy-to-maintain oak hardwood flooring in the main living area and hall, newer appliances along with a generous space for entertaining that extends through sliding glass doors onto a private, serene deck. The corner wood-burning fireplace creates a cozy focal point in the living

  Patricia D'Alesio Houlihan Lawrence Inc.

  23 Bayberry Dr, Peekskill, NY 10566
• 

  $510,000

  Sold Dec 18, 2025

  527 Viewpoint Terrace, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $403/SF
  • 19 Days On Market

  Current Estimated Value $523,390

  Last Listing Agent Deborah Glatz Coldwell Banker Realty

  527 Viewpoint Terrace, Peekskill, NY 10566
• 

  Est $389,645

  Not Listed For Sale

  1738 Crompond Rd, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1928

  1738 Crompond Rd, Peekskill, NY 10566

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Ann McBride-Alayon Hudson River Line Realty
• 

  

  /37

  $650,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,871 Sq Ft

  609 Washington St, Peekskill, NY 10566

  A home where classic Colonial style meets modern-day living. A bluestone walkway leads to the inviting front porch, the perfect place to enjoy your morning coffee or relax at the end of the day. Inside, hardwood floors run throughout the main living areas. The living room features built-in shelving and a wood-burning fireplace with an electric insert, creating a cozy space for gatherings. The

  Ana Bermeo Keller Williams Realty Partner

  609 Washington St, Peekskill, NY 10566
• 

  $220,000

  Sold Feb 27, 2026

  7 N James St Unit L, Peekskill, NY 10566

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

  Last Sold Summary

  • 8% Below List Price
  • $293/SF
  • 41 Days On Market

  Last Listing Agent RYAN SCHWARZ Houlihan Lawrence Inc.

  7 N James St Unit L, Peekskill, NY 10566
• 

  Est $324,000

  Not Listed For Sale

  1773 Lincoln Terrace, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1924

  1773 Lincoln Terrace, Peekskill, NY 10566

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Eric Bernstein Compass Greater NY, LLC
• 

  

  /50

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  165 Underhill Ln Unit 165, Peekskill, NY 10566

  This meticulously maintained 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of comfort, convenience, and resort-style living. Step inside to discover bright, spacious interiors and a seamless layout ideal for both daily living and entertaining. The upper level features a generous primary bedroom complete with a walk-in closet, alongside two additional bedrooms and a full bath. A

  Susan Fraietta BHHS River Towns Real Estate

  165 Underhill Ln Unit 165, Peekskill, NY 10566
• 

  $1,085,750

  Sold Jun 05, 2026

  664 N Division St, Peekskill, NY 10566

  • 8 Beds
  • 4 Baths
  • 4,815 Sq Ft
  • Built 1934

  Last Sold Summary

  • 14% Above List Price
  • $225/SF
  • 3 Days On Market

  Last Listing Agent Andrea Rudkowski Closer Real Estate

  664 N Division St, Peekskill, NY 10566
• 

  Est $464,441

  Not Listed For Sale

  102 Finch St, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1922

  102 Finch St, Peekskill, NY 10566

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Bridgette Bacon American Family Realty
• 

  

  /26

  $499,222

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft

  137 Fields Ln, Peekskill, NY 10566

  Welcome to this beautifully updated end-unit townhouse at The Fields at Chapel Hill offering comfort, convenience, and an exceptional lifestyle. This spacious home features a first-floor bedroom with a walk-in closet and full bath, making it ideal for guests or one-level living. Upstairs, the private primary suite overlooks the dramatic two story living room and boasts separate his-and-hers

  Mark Seiden Mark Seiden Real Estate Team

  137 Fields Ln, Peekskill, NY 10566
• 

  $500,000

  Sold Mar 12, 2026

  51 Hemlock Cir Unit 401, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft
  • Built 1995

  Last Sold Summary

  • $388/SF
  • 34 Days On Market

  Current Estimated Value $496,207

  Last Listing Agent Jende 'Jay' Akinleye Coldwell Banker Choice Prop.

  51 Hemlock Cir Unit 401, Peekskill, NY 10566
• 

  Est $914,369

  Not Listed For Sale

  205 High St, Peekskill, NY 10566

  • Studio
  • 5,447 Sq Ft
  • Built 1900

  205 High St, Peekskill, NY 10566

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Alfred Bruno Berkshire Hathaway HS NY Prop
• 

  

  /16

  $525,000

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  841 King St, Peekskill, NY 10566

  Impeccably maintained and move-in ready, this 3-bedroom, 1-bath single-family home in Peekskill offers comfort, convenience, and commuter-friendly living. Set on a charming tree-lined street, this well-cared-for home features great curb appeal, an architectural shingle roof, a private driveway, and a detached two-car garage. Step inside to a welcoming living room, while just to the left, a full

  Trudi Iglesias Howard Hanna Rand Realty

  841 King St, Peekskill, NY 10566
• 

  $595,000

  Sold Dec 22, 2025

  1475 Elm St, Peekskill, NY 10566

  • 2 Beds
  • 1.5 Baths
  • 1,630 Sq Ft
  • Built 1945

  Last Sold Summary

  • 1% Above List Price
  • $365/SF
  • 24 Days On Market

  Last Listing Agent Jody Toth Corcoran Legends Realty

  1475 Elm St, Peekskill, NY 10566
• 

  Est $364,034

  Not Listed For Sale

  1315 Lincoln Terrace, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1934

  1315 Lincoln Terrace, Peekskill, NY 10566

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Natasha Owens Keller Williams NY Realty
• 

  

  /20

  $269,000

  $30K PRICE DROP Pending

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

  152 Overlook Ave Unit 2C, Peekskill, NY 10566

  Discover this beautifully renovated duplex co-op in the highly desirable River House community in historic Peekskill. Offering approximately 1,200 sq ft across two levels, this rare 2-bedroom, 1.5-bath home combines space, style, and functionality in a serene amenity-rich setting. Nearly the entire home has been recently updated with a new kitchen, flooring, paint, and lighting, creating a fresh

  Jende 'Jay' Akinleye Coldwell Banker Choice Prop.

  152 Overlook Ave Unit 2C, Peekskill, NY 10566
• 

  $365,000

  Sold Jul 30, 2026

  5108 Villa at the Woods, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1927

  Last Sold Summary

  • 5% Below List Price
  • $406/SF
  • 76 Days On Market

  Current Estimated Value $362,140

  Last Listing Agent Claudine Colletti Giner Real Estate Inc.

  5108 Villa at the Woods, Peekskill, NY 10566
• 

  Est $405,496

  Not Listed For Sale

  1756 Lincoln Terrace, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 731 Sq Ft
  • Built 1934

  1756 Lincoln Terrace, Peekskill, NY 10566

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent George Campolo RE/MAX Classic Realty
• 

  

  /45

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,324 Sq Ft

  113 Old Bay St, Peekskill, NY 10566

  Wow! Only a third of a mile to the Peekskill Metro-North station and the Peekskill Riverfront Green Park and the beautiful trail along the Hudson river. Catch the train in a flash! Enjoy the scenic view while enjoying the closeby amenities Peekskill has to offer. The second-floor unit was completely renovated with new flooring, new kitchen, new bath in 2021 Each apartment has its own washer/dryer

  Cynthia Weil Howard Hanna Rand Realty

  113 Old Bay St, Peekskill, NY 10566
• 

  $527,000

  Sold Nov 12, 2025

  126 Viewpoint Terrace, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Above List Price
  • $417/SF
  • 45 Days On Market

  Current Estimated Value $529,667

  Last Listing Agent Altagracia Patalano BHHS River Towns Real Estate

  126 Viewpoint Terrace, Peekskill, NY 10566

Showing Results 241 - 280, Page 7 of 18