Peekskill, NY Homes

• 

  Est $440,630 Not Listed For Sale

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

  4 Elmwood Cir Unit 284, Peekskill, NY 10566

  4 Elmwood Cir Unit 284, Peekskill, NY 10566
• 

  

  

  /18

  $85,000

  • 1 Bath
  • 550 Sq Ft

  150 Overlook Ave Unit 6L, Peekskill, NY 10566

  Discover this well-maintained and freshly painted studio apartment located on the 6th floor of the sought-after River House community in Peekskill. Perfect for first-time buyers, downsizers, or anyone seeking an affordable and low-maintenance lifestyle, this charming unit offers comfort, convenience, and great natural light. Step inside to an inviting open layout that easily adapts to your

  Jende 'Jay' Akinleye Coldwell Banker Choice Prop.

  150 Overlook Ave Unit 6L, Peekskill, NY 10566
• 

  $600,000 Sold Jan 31, 2025

  142 Underhill Ln, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,896 Sq Ft
  • Built 2012

  Last Sold Summary

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

  Current Estimated Value $629,978

  Last Listing Agent Elizabeth Koski Coldwell Banker Realty

  142 Underhill Ln, Peekskill, NY 10566
• 

  Est $449,675 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 857 Sq Ft

  1 Cayuga Dr, Peekskill, NY 10566

  1 Cayuga Dr, Peekskill, NY 10566
• 

  

  

  /11

  $224,900

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  4 Rolling Way Unit D, Peekskill, NY 10566

  Spacious and bright first-floor 1-bedroom, 1-bath garden-style condo in Peekskill. Enjoy an open living/dining area, kitchen with stainless steel appliances, and an oversized bedroom with two walk-in closets. Enjoy a private patio, on-site laundry, and ample parking. Minutes from downtown Peekskill, the waterfront, and the Metro-North station—offering convenient, low-maintenance living in a great

  Rebeca Urbina Century 21 Scala Group

  4 Rolling Way Unit D, Peekskill, NY 10566
• 

  $395,000 Sold Jul 25, 2025

  14 High Meadow Trail Unit 18D, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $247/SF
  • 128 Days On Market

  Current Estimated Value $408,580

  Last Listing Agent Brian Smith River Realty Services, Inc.

  14 High Meadow Trail Unit 18D, Peekskill, NY 10566
• 

  Est $586,044 Not Listed For Sale

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

  11 Field St, Peekskill, NY 10566

  11 Field St, Peekskill, NY 10566
• 

  

  /50

  $699,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,400 Sq Ft

  317 Ringgold St, Peekskill, NY 10566

  Enjoy the many perks of Peekskill living along the riverfront with its scenic park, flower-filled walking and biking paths, antique train station, and trendy restaurants just down the street from this beautiful Victorian home! Featuring spacious rooms, hardwood floors throughout, and antique touches from the turn of the century, this impressive property has so much to offer! With three bedrooms,

  Keri Rizzi HomeSmart Homes & Estates

  317 Ringgold St, Peekskill, NY 10566
• 

  $780,000 Sold Jul 24, 2025

  1325 Elm St, Peekskill, NY 10566

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1906

  Last Sold Summary

  • 103,900% Above List Price
  • $325/SF
  • 15 Days On Market

  Current Estimated Value $767,772

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  1325 Elm St, Peekskill, NY 10566
• 

  Est $476,633 Not Listed For Sale

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

  14 Field St, Peekskill, NY 10566

  14 Field St, Peekskill, NY 10566
• 

  

  /25

  $89,900 Pending

  • 1 Bath
  • 550 Sq Ft

  154 Overlook Ave Unit 1A, Peekskill, NY 10566

  Beautifully Updated Studio with abundant natural light and sliding glass doors that open to a private balcony. This desirable end unit offers peace and privacy in a quiet location. Nestled in a sought-after River House community featuring a pool, tennis courts, playground, and scenic walking trails. Conveniently close to shopping and less than 10 minutes to Metro-North for an easy commute to NYC.

  Sandra Smith Howard Hanna Rand Realty

  154 Overlook Ave Unit 1A, Peekskill, NY 10566
• 

  $205,000 Sold Feb 20, 2025

  154 Overlook Ave Unit 2G, Peekskill, NY 10566

  • 2 Beds
  • 1.5 Baths
  • 1,275 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $161/SF
  • 37 Days On Market

  Last Listing Agent Patricia Schiller Patricia Schiller Real Est Co.

  154 Overlook Ave Unit 2G, Peekskill, NY 10566
• 

  Est $500,570 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1718 Main St, Peekskill, NY 10566

  1718 Main St, Peekskill, NY 10566
• 

  

  /32

  $575,000

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  1106 Orchard St, Peekskill, NY 10566

  Welcome to 1106 Orchard Street — a spacious single-family home on a quiet residential block just minutes from Peekskill’s vibrant downtown. The first floor features a large eat-in kitchen with direct access to a stone patio, a generous living room, a convenient first-floor bedroom, and a half bath. Upstairs, you’ll find three additional bedrooms and a full bathroom, plus a walk-up attic offering

  Gary Sanguino Gary Sanguino

  1106 Orchard St, Peekskill, NY 10566
• 

  $695,000 Sold Jul 31, 2025

  20 Roma Orchard Rd, Peekskill, NY 10566

  • 3 Beds
  • 4 Baths
  • 2,740 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $254/SF
  • 84 Days On Market

  Current Estimated Value $721,605

  Last Listing Agent Kathleen O'Driscoll Houlihan Lawrence Inc.

  20 Roma Orchard Rd, Peekskill, NY 10566
• 

  Est $353,386 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  1657 Howard St, Peekskill, NY 10566

  1657 Howard St, Peekskill, NY 10566
• 

  

  /38

  $160,000 Pending

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  150 Overlook Ave Unit 6T, Peekskill, NY 10566

  Move right in to this beautifully renovated 1-bedroom co-op in the sought-after River House. A full wall of sliding glass doors frames sweeping vistas of the Hudson River, mountains, and tennis courts, filling the home with natural light. Inside, discover stylish laminate flooring and a gourmet kitchen featuring quartz countertops, a ceramic tile floor and backsplash, and stainless steel

  Maria Campanelli BHHS River Towns Real Estate

  150 Overlook Ave Unit 6T, Peekskill, NY 10566
• 

  $210,000 Sold Apr 04, 2025

  615 N Division St, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 639 Sq Ft
  • Built 1931

  Last Sold Summary

  • 16% Below List Price
  • $329/SF
  • 35 Days On Market

  Current Estimated Value $231,499

  Last Listing Agent Monica Whitney Exit Realty Connections

  615 N Division St, Peekskill, NY 10566
• 

  Est $527,293 Not Listed For Sale

  • 4 Beds
  • 1,600 Sq Ft

  1658 Howard St, Peekskill, NY 10566

  1658 Howard St, Peekskill, NY 10566
• 

  

  /20

  $145,000 Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  150 Overlook Ave Unit 7A, Peekskill, NY 10566

  Welcome to the River House! This lovely spacious 1 bedroom co-op is located on the 7th floor and features 4 large sliding doors that lead to a balcony with spectacular views throughout the year. Updated bathroom and open concept kitchen. This desirable complex offers a laundry room on each floor, a community pool, community tennis courts, barbecue area playground and a full time super. Convenient

  Adam Eliassof Coldwell Banker Realty

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

  $563,000 Sold Jan 16, 2025

  167 Union Ave, Peekskill, NY 10566

  • 3 Beds
  • 3 Baths
  • 1,752 Sq Ft
  • Built 1880

  Last Sold Summary

  • 4% Below List Price
  • $321/SF
  • 31 Days On Market

  Current Estimated Value $581,899

  Last Listing Agent Joe Kuhl River Realty Services, Inc.

  167 Union Ave, Peekskill, NY 10566
• 

  Est $512,375 Not Listed For Sale

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

  1408 Main St, Peekskill, NY 10566

  1408 Main St, Peekskill, NY 10566
• 

  

  /43

  $580,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  916 Bernard Rd, Peekskill, NY 10566

  Welcome to this Charming Cape Cod Home in Peekskill’s Highland Park! Lovingly maintained and truly move-in ready, this delightful Cape Cod residence is nestled in the heart of Highland Park offering the perfect blend of convenience, comfort, and character. Step inside to a spacious living room that seamlessly flows into the dining area, complete with a versatile office or den space ideal for

  Susan Fraietta BHHS River Towns Real Estate

  916 Bernard Rd, 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 $137,000

  Last Listing Agent Carmela Toone BHHS River Towns Real Estate

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

  Est $642,897 Not Listed For Sale

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

  1628 Prospect Terrace, Peekskill, NY 10566

  1628 Prospect Terrace, Peekskill, NY 10566
• 

  

  /39

  $499,000

  • 2 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  5704 Manor Dr, Peekskill, NY 10566

  Ready for the Holidays and New Year? Welcome to The Beautiful Highly Sought Out Chapel Hill! This Luxurious 3 Story Single Family, 2BR and 2.5 Bath that lives like a 3BR Home which Boasts a Spacious Layout and Tons of Natural Light is waiting for you! This Home faces a Beautiful Pond with great Water Views to Walk by or Relax your Soul after a long day. Walk in to see an updated kitchen with

  Jennifer Sousou Keller Williams Realty Partner

  5704 Manor Dr, Peekskill, NY 10566
• 

  $500,000 Sold Jan 23, 2025

  426 Main St, Peekskill, NY 10566

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1900

  Last Sold Summary

  • $283/SF
  • 26 Days On Market

  Current Estimated Value $496,824

  Last Listing Agent Maria Vele Keller Williams Realty Partner

  426 Main St, Peekskill, NY 10566
• 

  Est $411,657 Not Listed For Sale

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

  1738 Crompond Rd, Peekskill, NY 10566

  1738 Crompond Rd, Peekskill, NY 10566
• 

  

  /7

  $400,000 Pending

  • Land
  • 0.3 Acre
  • $1,333,333 per Acre

  1305 Main St, Peekskill, NY 10566

  Ideal corner lot for development. Perfectly (not really, but almost) level, mostly cleared lot. Rare opportunity, as this area is fully developed with mostly multi-family homes, sprinkled with some commercial properties. Location is ideal for a multi-family residence or possibly commercial. Public sewer and water services are available through the city. The property already has a curb cut on

  Cynthia Weil Howard Hanna Rand Realty

  1305 Main St, Peekskill, NY 10566
• 

  $525,000 Sold Feb 27, 2025

  535 Kissam Rd, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft
  • Built 1959

  Last Sold Summary

  • 2% Below List Price
  • $401/SF
  • 41 Days On Market

  Current Estimated Value $538,646

  Last Listing Agent Brian Smith River Realty Services, Inc.

  535 Kissam Rd, Peekskill, NY 10566
• 

  Est $486,828 Not Listed For Sale

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

  1463 Lincoln Terrace, Peekskill, NY 10566

  1463 Lincoln Terrace, Peekskill, NY 10566
• 

  

  /50

  $629,000

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

  1716 Westchester Ave, Peekskill, NY 10566

  Welcome to this charming 3-bedroom home situated on a desirable corner lot, featuring a 2-car detached garage with a loft and a fully fenced backyard. Step into a bright, open living and dining area highlighted by hardwood floors, high ceilings, recessed lighting, and a cozy fireplace—perfect for entertaining or unwinding. The first floor includes two comfortable bedrooms, a full bathroom, and an

  Jessica Middlebrooks William Raveis Real Estate

  1716 Westchester Ave, 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 $282,423 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 731 Sq Ft

  1756 Lincoln Terrace, Peekskill, NY 10566

  1756 Lincoln Terrace, Peekskill, NY 10566
• 

  /2

  $59,900

  • Land
  • 0.12 Acre
  • $506,340 per Acre

  1605 Crompond Rd, Peekskill, NY 10566

  City of Peekskill lot size 7500. Buyer may need a variance. Property is hilly

  Sandra Smith Howard Hanna Rand Realty

  1605 Crompond Rd, 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 $589,298

  Last Listing Agent Magdalena Konkola Houlihan Lawrence Inc.

  213 Walnut St, Peekskill, NY 10566
• 

  Est $685,667 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 1,806 Sq Ft

  1446 Lincoln Terrace, Peekskill, NY 10566

  1446 Lincoln Terrace, Peekskill, NY 10566
• 

  

  /28

  $458,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,246 Sq Ft

  204 Stoneway Ln Unit 21, Peekskill, NY 10566

  Located in the serene and sought-after Chapel Hill condominium community in Peekskill, this beautifully maintained two-bedroom, 2 1/2 bathroom, home offers comfort and convenience in a prime location. Both full baths have been tastefully renovated, complementing the gleaming hardwood floors that run throughout the residence. Generous closets provide ample storage, while the private patio creates

  Altagracia Grace Patalano BHHS River Towns Real Estate

  204 Stoneway Ln Unit 21, Peekskill, NY 10566
• 

  $72,500 Sold Apr 29, 2025

  150 Overlook Ave Unit 3G, Peekskill, NY 10566

  • 1 Bath
  • 500 Sq Ft
  • Built 1975

  Last Sold Summary

  • 3% Below List Price
  • $145/SF
  • 125 Days On Market

  Current Estimated Value $138,000

  Last Listing Agent Barbara Bodnar Coldwell Banker Realty

  150 Overlook Ave Unit 3G, Peekskill, NY 10566
• 

  Est $554,727 Not Listed For Sale

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

  301 Fremont St, Peekskill, NY 10566

  301 Fremont St, Peekskill, NY 10566

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