Peekskill, NY Homes

• 

  Not Listed For Sale

  3 Woods End Cir Unit F, Peekskill, NY 10566

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

  3 Woods End Cir Unit F, Peekskill, NY 10566

  Last Sold Summary

  • 52 Days On Market
• 

  

  

  /4

  $750,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  1763 Park St, Peekskill, NY 10566

  To Be Built -- Brand new 3-bedroom, 2.5-bath Colonial offering modern comfort in a convenient location close to everything Peekskill has to offer. This beautifully designed home features an open and functional layout perfect for today’s lifestyle, with spacious living areas and quality finishes throughout. Located just minutes from downtown Peekskill’s vibrant restaurants, shops, and waterfront,

  Ann Larkin BHHS River Towns Real Estate

  1763 Park St, Peekskill, NY 10566
• 

  $484,000

  Sold Nov 26, 2025

  112 Woodale Ave, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1949

  Last Sold Summary

  • 3% Below List Price
  • $278/SF
  • 41 Days On Market

  Current Estimated Value $496,583

  Last Listing Agent Maria Campanelli BHHS River Towns Real Estate

  112 Woodale Ave, Peekskill, NY 10566
• 

  Est $171,000

  Not Listed For Sale

  1840 Crompond Rd Unit 8B4, Peekskill, NY 10566

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

  1840 Crompond Rd Unit 8B4, Peekskill, NY 10566

  Last Sold Summary

  • 14 Days On Market
• 

  

  

  /45

  $769,000

  Open Sat 2PM - 4PM $6K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,500 Sq Ft

  200 Nelson Ave, Peekskill, NY 10566

  Where timeless character meets modern comfort in the heart of Peekskill's Historic District. Built in 1880 and located in one of Peekskill's most charming and established neighborhoods, this beautifully maintained Second Empire Victorian home with a mansard roof featuring scalloped shingles offers expansive living across three finished levels with five bedrooms, two updated bathrooms, and

  Virginia Corbett eXp Realty

  200 Nelson Ave, Peekskill, NY 10566
• 

  $434,000

  Sold Jan 21, 2026

  501 Mallard Way Unit E1, Peekskill, NY 10566

  • 2 Beds
  • 4 Baths
  • 1,850 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Below List Price
  • $235/SF
  • 95 Days On Market

  Current Estimated Value $448,856

  Last Listing Agent Jason Kerwar William Raveis Real Estate

  501 Mallard Way Unit E1, Peekskill, NY 10566
• 

  Est $426,601

  Not Listed For Sale

  38 Bleakley Dr, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft
  • Built 1993

  38 Bleakley Dr, Peekskill, NY 10566

  Last Sold Summary

  • 27 Days On Market
• 

  

  /42

  $975,000

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

  17 Deforest Dr, Cortlandt Manor, NY 10567

  Spectacular Valeria by Toll Brothers. Valeria is located on 800 acres of preserved land - a hidden peaceful oasis. Amenities include a Grand Ballroom which was converted to a clubhouse and fully renovated in 2019 with a wellness and fitness center, an aray of community social clubs, a card room, pool, tennis, pickle ball, boat house, walking/hiking trails on site plus a 50 acre lake ideal for

  Nancy Kennedy Houlihan Lawrence Inc.

  17 Deforest Dr, Cortlandt Manor, NY 10567
• 

  $570,000

  Sold Apr 20, 2026

  956 Paulding St, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 2,200 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $259/SF
  • 19 Days On Market

  Current Estimated Value $566,921

  Last Listing Agent Lori Sheehy Houlihan Lawrence Inc.

  956 Paulding St, Peekskill, NY 10566
• 

  Not Listed For Sale

  4405 Villa at the Woods Unit D405, Peekskill, NY 10566

  • Studio
  • 1 Bath
  • 500 Sq Ft
  • Built 1927

  4405 Villa at the Woods Unit D405, Peekskill, NY 10566

  Last Sold Summary

  • 27 Days On Market
• 

  

  /16

  $173,000

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  1840 Crompond Rd Unit 7C6, Peekskill, NY 10566

  Welcome to your peaceful retreat at the sought-after Stonegate Co-op. This beautifully maintained, move-in ready first-floor one-bedroom unit offers easy, no-step living and a wonderful blend of comfort and convenience. The spacious layout features an oversized living room and dining area with a sliding glass door to your deck. The renovated kitchen offers modern finishes, stainless steel

  Annemarie Credentino BHHS River Towns Real Estate

  1840 Crompond Rd Unit 7C6, Peekskill, NY 10566
• 

  $265,000

  Sold Jan 05, 2026

  5 Grant Ave, Peekskill, NY 10566

  • 4 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Built 1950

  Last Sold Summary

  • 19% Below List Price
  • $166/SF
  • 55 Days On Market

  Current Estimated Value $303,765

  Last Listing Agent Gerald Wood New Door Properties LLC

  5 Grant Ave, Peekskill, NY 10566
• 

  Not Listed For Sale

  3 Hopkins Ln Unit 3, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft
  • Built 1987

  3 Hopkins Ln Unit 3, Peekskill, NY 10566

  Last Sold Summary

  • 38 Days On Market
• 

  

  /29

  $490,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  1463 Lincoln Terrace, Peekskill, NY 10566

  Character, comfort, and location define this beautifully updated 3-bedroom, 2-bath home in the heart of Peekskill. Designed with flexibility in mind, the floor plan includes a main-level bedroom and full bath, perfect for guests, a home office, or convenient first-floor living. The bright dine-in kitchen is filled with natural light from skylights and features stainless steel appliances with

  Magdalena Konkola Houlihan Lawrence Inc.

  1463 Lincoln Terrace, Peekskill, NY 10566
• 

  $230,000

  Sold Jun 26, 2026

  10 N James St Unit K, Peekskill, NY 10566

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

  Last Sold Summary

  • $329/SF
  • 16 Days On Market

  Last Listing Agent Margherita Eccleston Houlihan Lawrence Inc.

  10 N James St Unit K, Peekskill, NY 10566
• 

  Est $388,750

  Not Listed For Sale

  44 Huntington Cir, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1988

  44 Huntington Cir, Peekskill, NY 10566

  Last Sold Summary

  • 16 Days On Market
• 

  

  /18

  $539,000

  $31K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  35 Poplar Cir, Peekskill, NY 10566

  Spacious 3 bedroom 2.5 bath townhouse in Desirable Society Hill! Beautifully maintained tri-level townhouse. Walkout finished first floor. Two private outdoor terraces, with scenic views. Conveniently located near shopping, walking distance to everything you need, grocery, Pharmacy, gym, diner, and more, no car no problem. Minutes from Metro north gets you to NYC in one hour. Beautiful Hudson

  Ralph Harvey ListWithFreedom.Com

  35 Poplar Cir, Peekskill, NY 10566
• 

  $283,220

  Sold Aug 26, 2025

  6111 Villa at the Woods, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Below List Price
  • $287/SF
  • 21 Days On Market

  Current Estimated Value $301,385

  Last Listing Agent John Perrone Coldwell Banker Realty

  6111 Villa at the Woods, Peekskill, NY 10566
• 

  Est $384,262

  Not Listed For Sale

  19 Nottingham Cir, Peekskill, NY 10566

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

  19 Nottingham Cir, Peekskill, NY 10566

  Last Sold Summary

  • 40 Days On Market
• 

  

  /26

  $375,000

  $10K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  5108 Villa at the Woods, Peekskill, NY 10566

  Welcome To Villa At The woods. A Historic building close to downtown Peekskill. Enjoy a plethora of restaurants , art, music, variety of shows at the majestic Paramount Theatre. Near by water front on the Hudson River offers beautiful views and activities. This fully renovated end unit's open concept features 2 bedrooms 1 full bath with in unit laundry. Boasting high ceilings with a modern

  Claudine Colletti Giner Real Estate Inc.

  5108 Villa at the Woods, Peekskill, NY 10566
• 

  $595,000

  Sold Dec 16, 2025

  200 School House Rd Unit 2C, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,268 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $469/SF
  • 60 Days On Market

  Last Listing Agent Amber Thomas Compass Greater NY, LLC

  200 School House Rd Unit 2C, Peekskill, NY 10566
• 

  Not Listed For Sale

  2 Woods End Cir Unit J, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  2 Woods End Cir Unit J, Peekskill, NY 10566

  Last Sold Summary

  • 24 Days On Market
• 

  

  /42

  $539,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,785 Sq Ft

  925 Reynolds St, Peekskill, NY 10566

  Welcome to this beautifully updated 1927 Cape Cod in the heart of Peekskill. This 3-bedroom, 1-bath home blends original character with modern updates, featuring hardwood floors, a wood-burning fireplace, original woodwork, stained glass details, and abundant natural light throughout. The renovated kitchen offers quartz countertops, stainless steel appliances, and updated windows, while the

  Ilna Essigogtappeh HomeSmart Homes & Estates

  925 Reynolds St, Peekskill, NY 10566
• 

  $161,000

  Sold Nov 17, 2025

  1840 Crompond Rd Unit 7-D6, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $155/SF
  • 112 Days On Market

  Current Estimated Value $171,000

  Last Listing Agent Diana Cirocco Coldwell Banker Realty

  1840 Crompond Rd Unit 7-D6, Peekskill, NY 10566
• 

  Est $372,624

  Not Listed For Sale

  66 Bleakley Dr, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1985

  66 Bleakley Dr, Peekskill, NY 10566

  Last Sold Summary

  • 22 Days On Market
• 

  

  /15

  $145,000

  Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1879 Crompond Rd Unit C-10, Peekskill, NY 10566

  Discover easy, low-maintenance living in this updated one-bedroom unit at The Commons in Peekskill. This bright and inviting home features an open living/dining area, a bright kitchen, and a spacious bedroom with generous closet space. The refreshed full bath offers a clean, contemporary feel. This well-kept complex provides on-site laundry, assigned parking, and pool with beautifully maintained

  Denise Giordano Coldwell Banker Realty

  1879 Crompond Rd Unit C-10, Peekskill, NY 10566
• 

  $569,000

  Sold Oct 24, 2025

  108 Union Ave, Peekskill, NY 10566

  • 4 Beds
  • 2 Baths
  • 2,085 Sq Ft
  • Built 1890

  Last Sold Summary

  • $273/SF
  • 31 Days On Market

  Current Estimated Value $641,997

  Last Listing Agent Carmela Toone BHHS River Towns Real Estate

  108 Union Ave, Peekskill, NY 10566
• 

  Not Listed For Sale

  1840 Crompond Rd Unit 2C1, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1970

  1840 Crompond Rd Unit 2C1, Peekskill, NY 10566

  Last Sold Summary

  • 15 Days On Market
• 

  

  /15

  $299,900

  $36K PRICE DROP Pending

  • 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
• 

  $576,000

  Sold Dec 18, 2025

  931 Mckinley St, Peekskill, NY 10566

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1924

  Last Sold Summary

  • $339/SF
  • 38 Days On Market

  Current Estimated Value $573,551

  Last Listing Agent Jessie Williams R2M Realty Inc

  931 Mckinley St, Peekskill, NY 10566
• 

  Est $171,000

  Not Listed For Sale

  150 Overlook Ave Unit 8L, Peekskill, NY 10566

  • 1 Bath
  • 550 Sq Ft
  • Built 1968

  150 Overlook Ave Unit 8L, Peekskill, NY 10566

  Last Sold Summary

  • 83 Days On Market
• 

  

  /17

  $999,999

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

  106 Leila St, Peekskill, NY 10566

  Introducing a lucrative triplex at 106 Leila Street in Peekskill, NY, ideally located about a mile and a half from the Peekskill Metro-North train station and just minutes from the downtown town center. Commuters will appreciate easy access to the Hudson Line, offering a direct ride to Grand Central Terminal in about an hour. This property features three well-configured units — a mix of 1, 2, and

  Valerio Santucci Link NY Realty

  106 Leila St, Peekskill, NY 10566
• 

  $245,000

  Sold Oct 07, 2025

  3 Woods End Cir Unit 3P, Peekskill, NY 10566

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

  Last Sold Summary

  • 28% Below List Price
  • $344/SF
  • 220 Days On Market

  Last Listing Agent Kelly Sorvillo HomeSmart Homes & Estates

  3 Woods End Cir Unit 3P, Peekskill, NY 10566
• 

  Not Listed For Sale

  1840 Crompond Rd Unit 9B6, Peekskill, NY 10566

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

  1840 Crompond Rd Unit 9B6, Peekskill, NY 10566

  Last Sold Summary

  • 50 Days On Market
• 

  

  /30

  $599,000

  • 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 variety

  Bryant Moran YourHomeSold Guaranteed Realty

  130 Benefield Blvd, Peekskill, NY 10566
• 

  $600,000

  Sold Nov 18, 2025

  733 Hoover Ave, Peekskill, NY 10566

  • 4 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • Built 1931

  Last Sold Summary

  • $413/SF
  • 12 Days On Market

  Current Estimated Value $601,723

  Last Listing Agent Lisa Cozzi Westchester Dream Home Realty

  733 Hoover Ave, Peekskill, NY 10566
• 

  Est $641,352

  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
• 

  

  /25

  $120,000

  • 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
• 

  $385,000

  Sold Sep 26, 2025

  33 Villa Dr, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1986

  Last Sold Summary

  • $356/SF
  • 52 Days On Market

  Current Estimated Value $386,377

  Last Listing Agent Laura Sterling Coldwell Banker Realty

  33 Villa Dr, Peekskill, NY 10566
• 

  Est $527,138

  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

Showing Results 161 - 200, Page 5 of 18