7,182

Peekskill, NY Homes

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  • /26

    $395,999

    $31K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    925 Constant Ave, Peekskill, NY 10566

    Welcome to 925 Constant Avenue in Peekskill! Charming and versatile, this home features 2 bedrooms plus a bonus room—ideal for a home office or guest space. Bright and inviting, the layout includes a generous dining area perfect for everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the spacious attic provides excellent storage or future potential. Enjoy

    Alexander Delgado Century 21 Elite Realty

    925 Constant Ave, Peekskill, NY 10566
  • /10

    $1,550 Per Month

    • 1 Bath
    • 459 Sq Ft
    • Apartment for Rent

    648 Main St, Peekskill, NY 10566

    WALK TO TRAIN! RESTAURANTS ALL CENTRALLY LOCATED AVAILABLE TODAY!NEWLY RENNOVATED STUDIO UTILITIES INCLUDED!!

    Bridgette Bacon American Family Realty

    648 Main St, Peekskill, NY 10566
  • 3 Woods End Cir Unit D, 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
  • /22

    $125,000

    Pending
    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    1840 Crompond Rd Unit 2A3, Peekskill, NY 10566

    Live the peaceful, low-maintenance lifestyle at Stonegate with almost everything included in the monthly maintenance. Taxes, heat, hot water, internet, cable, pool access, grounds maintenance, and building maintenance are all covered—leaving electricity as the only separate utility. This bright first-floor one-bedroom co-op offers an easy, open floor plan with beautiful parquet floors throughout

    Lisa Jeanneret Corcoran Country Living

    1840 Crompond Rd Unit 2A3, 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
  • 62 Cayuga Dr, Peekskill, NY 10566

    $645,000

    Sold Jul 18, 2025

    62 Cayuga Dr, Peekskill, NY 10566

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

    Last Sold Summary

    • 3% Above List Price
    • $312/SF
    • 34 Days On Market

    Current Estimated Value $666,514

    Last Listing Agent Amber Thomas Compass Greater NY, LLC

    62 Cayuga Dr, Peekskill, NY 10566
  • /49

    $3,175,000

    $174K PRICE DROP Pending
    • 5 Beds
    • 5.5 Baths
    • 5,958 Sq Ft

    1 St Marys Convent, Peekskill, NY 10566

    Perched high above the Hudson River, 1 St. Mary’s Convent—also known as St. Joseph’s House—is a distinguished 5-bedroom, 5.5-bath luxury manor offering nearly 6,000 square feet of living space on 4.7 private acres. Originally designed by renowned architect Henry Martin Congdon for the first Episcopalian Order in the United States, this remarkable home is rich with history as part of Fort Hill, a

    Andrew Rogovic Christie's Int. Real Estate

    1 St Marys Convent, Peekskill, NY 10566
  • /18

    $3,000 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    320 Simpson Place, Peekskill, NY 10566

    Welcome to this bright and inviting two-bedroom, one-bath apartment located in Peekskill — perfectly positioned for convenience and comfortable living. Situated on the top floor, this well-maintained residence offers great views, added privacy, and an abundance of natural light throughout. The apartment features a functional layout with spacious bedrooms, a sun-filled living area, and a kitchen

    Marlena Mucci The Select Team, LLC

    320 Simpson Place, Peekskill, NY 10566
  • 204 Mallard Way, 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 $435,036

    Last Listing Agent Elisa Bruno-Midili eXp Realty

    204 Mallard Way, Peekskill, NY 10566
  • /59

    $775,000

    $75K PRICE DROP Pending
    • 4 Beds
    • 4 Baths
    • 2,800 Sq Ft

    1206 Main St, Peekskill, NY 10566

    New to the market! Well maintained 4 family apartment building features some nice updates. Brand new roof in 2024 and New siding in 2022! Four one bedroom apartments each with 1 bath. Please note that the current rents are below market value. The owner of this property chose not to increase his rents because the owner wanted to keep his rents affordable for the community. One apartment features a

    Cynthia Weil Howard Hanna Rand Realty

    1206 Main St, Peekskill, NY 10566
  • /17

    $1,925 Per Month

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft
    • Apartment for Rent

    119 High St Unit 3, Peekskill, NY 10566

    1 Bedroom, 1 bath, top floor unit boasts large kitchen with wood cabinetry, full bath with soaking tub, and a dedicated bedroom with generous closet space. Owner pays for heat, hot water and common electric. Tenant only responsible for their own electricity and cooking gas. Property is close to transportation, stores, restaurants and is a few minutes to Metro North and the Peekskill Waterfront as

    RYAN SCHWARZ Houlihan Lawrence Inc.

    119 High St Unit 3, Peekskill, NY 10566
  • 1340 Main St, 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 $547,525

    Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

    1340 Main St, Peekskill, NY 10566
  • /36

    $515,000

    $34K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    1011 Parkway Place, Peekskill, NY 10566

    Welcome to 1011 Parkway Place, a beautifully renovated single-family home offering the perfect blend of modern updates and everyday convenience. This move-in-ready residence features 3 spacious bedrooms, a fully updated bathroom, and a bright, inviting layout designed for comfortable living. The home has been thoughtfully renovated throughout, showcasing a brand-new kitchen with stainless steel

    Kenny Bascon Real Broker NY LLC

    1011 Parkway Place, 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
  • 531 Kissam Rd, 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 $632,622

    Last Listing Agent Dennis Aboagye Keller Williams Realty Group

    531 Kissam Rd, Peekskill, NY 10566
  • /24

    $145,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    1 Lakeview Dr Unit 4 0, Peekskill, NY 10566

    Why rent when you can own? Enjoy affordable homeownership in this beautifully maintained 1-bedroom, 1 bath cooperative located in the desirable Peekskill Towers. Situated on the fourth floor, by elevator, this inviting home offers the perfect blend of comfort, style and convenience. Step through the tiled foyer into a bright, open living space designed for every day living and entertaining. The

    Kristine Hansmann Jefferson Valley Realty

    1 Lakeview Dr Unit 4 0, Peekskill, NY 10566
  • /19

    $3,600 Per Month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    664 N Division St Unit 3F, Peekskill, NY 10566

    Welcome to your newly renovated home in the heart of Peekskill! This spacious 3 bedroom, 1 bathroom rental offers a unique two level layout, providing plenty of room to live, work, and entertain. This unit is the whole right side of the house. There is not tenants above or below. The updated interior features modern finishes, bright living spaces, and a thoughtfully designed floor plan that

    Ernest Smajlaj RE/MAX Town & Country

    664 N Division St Unit 3F, Peekskill, NY 10566
  • 58 Campus Rd, 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 $405,666

    Last Listing Agent Patricia Heller Coldwell Banker Realty

    58 Campus Rd, Peekskill, NY 10566
  • /41

    $449,500

    $36K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    1824 Seabury Place, Peekskill, NY 10566

    BEAUTIFUL HOUSE LOTS OF PROPERTY LOT SIZE 99 BY 220, LOTS OF OPPORTUNITY TO EXPLORETWO CARS GARAGE , ALSO CAN FIT 2 MORE CARS NEXT TO GARAGEA LITTLE GEM IN PEEKSKILL NEW YORK FEW MINUTES TO THE RIVER FRONT PARK

    Steven Naraine World View Int. Realty Corp.

    1824 Seabury Place, Peekskill, NY 10566
  • 192 Benefield Blvd, Peekskill, NY 10566

    $745,000

    Sold Jun 11, 2026

    192 Benefield Blvd, Peekskill, NY 10566

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $248/SF
    • 35 Days On Market

    Current Estimated Value $768,414

    Last Listing Agent Daniel Figueroa Locqube New York, Inc.

    192 Benefield Blvd, Peekskill, NY 10566
  • /30

    $705,000

    • 4 Beds
    • 2.5 Baths
    • 2,573 Sq Ft

    36 Scofield Ct, Peekskill, NY 10566

    Welcome to this sophisticated 4-bedroom, 2.5-bathroom Peekskill residence, where timeless elegance meets modern ease. The main level is bathed in an abundance of natural light, showcasing an expansive living room centered around a genuine wood-burning fireplace—ideal for quiet, cozy evenings or gatherings with friends. Daily life flows effortlessly into the formal dining room and a beautifully

    Katheryn Salazar William Raveis Real Estate

    36 Scofield Ct, Peekskill, NY 10566
  • 1716A Main St, Peekskill, NY 10566

    $360,000

    Sold Apr 16, 2026

    1716A Main St, Peekskill, NY 10566

    • 3 Beds
    • 1 Bath
    • 840 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Above List Price
    • $429/SF
    • 28 Days On Market

    Current Estimated Value $375,494

    Last Listing Agent Brandon Lalli Alliance RE Consultants, LLC

    1716A Main St, Peekskill, NY 10566
  • /32

    $629,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,669 Sq Ft

    350 Smith St, Peekskill, NY 10566

    This Arts and Crafts-style home is absolutely amazing, offering seasonal and second-floor Hudson River views! It’s conveniently located just minutes from the Peekskill Train Station. You’ll be enchanted by the wonderful period details throughout the home, including the beautiful carved wood front door with storm entry, pocket doors, natural moldings, a gorgeous entry foyer with leaded glass

    Diane Crittenden Diane E. Crittenden

    350 Smith St, Peekskill, NY 10566
  • 67 Winchester Ave, Peekskill, NY 10566

    $525,000

    Sold Jun 12, 2026

    67 Winchester Ave, Peekskill, NY 10566

    • 3 Beds
    • 2.5 Baths
    • 1,472 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Above List Price
    • $357/SF
    • 41 Days On Market

    Current Estimated Value $496,990

    Last Listing Agent Barry Malawer Coldwell Banker Realty

    67 Winchester Ave, Peekskill, NY 10566
  • /29

    $449,900

    Pending
    • 2 Beds
    • 4 Baths
    • 1,326 Sq Ft

    708 Mallard Way, Peekskill, NY 10566

    Beautiful end-unit townhouse in the Greenacres community offering comfort, space, and convenience across multiple levels. Ideally located just off Route 6, this home features expands the living space well beyond expectations. The main level is designed for both everyday living and entertaining, with an easy flow between the kitchen, dining, and living areas. The living room opens directly to a

    Jean-Charles DeOliveira Scappaticci ERA Insite Realty Services

    708 Mallard Way, Peekskill, NY 10566
  • 1 Lakeview Dr Unit 4L, Peekskill, NY 10566

    $142,500

    Sold Jul 08, 2026

    1 Lakeview Dr Unit 4L, Peekskill, NY 10566

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

    Last Sold Summary

    • 2% Above List Price
    • $158/SF
    • 19 Days On Market

    Current Estimated Value $138,000

    Last Listing Agent Patricia D'Alesio Houlihan Lawrence Inc.

    1 Lakeview Dr Unit 4L, Peekskill, NY 10566
  • /44

    $169,000

    Pending
    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    150 Overlook Ave Unit 7B, Peekskill, NY 10566

    Welcome to River House, where scenic beauty meets everyday convenience in one of Peekskill’s most sought-after co-op communities. This beautifully updated 1-bedroom, 1-bath residence is truly move-in ready, offering effortless living from the moment you arrive. Enjoy breathtaking sunset views from your private balcony and bedroom, creating the perfect backdrop for relaxing evenings at home. The

    Cedric Smith ERA Insite Realty Services

    150 Overlook Ave Unit 7B, Peekskill, NY 10566
  • 1510 Maple Ave, Peekskill, NY 10566

    $790,000

    Sold Jan 28, 2026

    1510 Maple Ave, Peekskill, NY 10566

    • 3 Beds
    • 3.5 Baths
    • 3,500 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $226/SF
    • 91 Days On Market

    Last Listing Agent Michael LaMorte eXp Realty

    1510 Maple Ave, Peekskill, NY 10566
  • /15

    $247,000

    $8K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    6 Rolling Way Unit 6D, Peekskill, NY 10566

    Updated ground floor one-bedroom unit located in the heart of Peekskill. This inviting home offers a refreshed interior with modern touches, providing both comfort and convenience. Ideally situated near the train station, it’s perfect for commuters, while also being just moments from a variety of local restaurants, shops, and amenities. Residents can also enjoy access to a community pool, adding

    Sabrina DiPaterio William Raveis Real Estate

    6 Rolling Way Unit 6D, Peekskill, NY 10566

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