9

Peekskill, NY Houses for Sale under $500,000

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  • /28

    $380,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 1 Bath
    • 898 Sq Ft

    669 N Division St, Peekskill, NY 10566

    Completely renovated in 2025, this turnkey 2-bedroom ranch offers true single-level living with incredible extra space and updates throughout. The home features a bright, spacious living room, formal dining room, and a brand-new kitchen equipped with stainless steel appliances, including a new refrigerator. Outstanding mechanical upgrades include a brand-new boiler and hot water heater.A

    Agent Photo

    Cecilia Feng

    BHHS River Towns Real Estate

    669 N Division St, Peekskill, NY 10566
  • /15

    $485,000

    Open Sat 10:30AM - 12:30PM
    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    1133 Orchard St, Peekskill, NY 10566

    Fall in love with this charming 2-bedroom, 2-bath Colonial in Peekskill! This inviting home offers a comfortable and functional layout featuring a welcoming living room, dining room, and kitchen with easy access to a fenced-in patio—perfect for entertaining, outdoor dining, or relaxing and enjoying your own private outdoor space. The first-floor hardwood floors have been beautifully refinished,

    Agent Photo

    Barbara Bodnar

    Coldwell Banker Realty

    1133 Orchard St, Peekskill, NY 10566
  • /22

    $499,999

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,435 Sq Ft

    540 N James St, Peekskill, NY 10566

    Welcome to this charming and well-loved three-bedroom home, ideally situated on a quiet street just moments from the vibrant north side of Peekskill’s downtown. Blending warmth, character, and practical living space, this home offers a wonderful opportunity for comfortable everyday living with room to make it your own. Step inside to find a spacious main level featuring a bright and inviting

    Nick Schunk Schunk Realty Group

    540 N James St, Peekskill, NY 10566
  • /29

    $470,000

    $20K PRICE DROP
    • 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
  • /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
  • /37

    $449,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    524 Simpson Place, Peekskill, NY 10566

    Welcome to 524 Simpson Place, a great opportunity to own a home in Peekskill and make it your own. This property offers a solid foundation for someone looking to add their personal touch and create a home that fits their vision. The home does require some work and is being sold as-is. Enjoy the convenience of Peekskill's vibrant downtown, restaurants, shops, parks, waterfront, and Metro-North

    William Schunk Schunk Realty Group

    524 Simpson Place, Peekskill, NY 10566
  • /9

    $400,000

    $100K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    16 Field St, Peekskill, NY 10566

    Attention Investors and Owner-Occupants! Welcome to 16 Field Street in Peekskill, a detached single-family home brimming with potential. Whether you're looking to create your dream home or seeking your next investment property, this residence offers a wonderful opportunity to add value and make it your own. This property requires renovation and is being sold strictly as-is. This property will be

    Janet Bingham Keller Williams Realty Group

    16 Field St, Peekskill, NY 10566
  • /12

    $302,800

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,450 Sq Ft

    115 Rolling Way, Peekskill, NY 10566

    Townhouse-style single-family residence offering approximately 1,450 square feet of living space with 3 bedrooms, 1 full bathroom, and 1 half bathroom. This two-level home features a functional layout with spacious living and dining areas, an eat-in kitchen, and a private rear yard area providing additional outdoor enjoyment.Located within the Hillcrest Park community, the property

    Christopher Rose REALHome Services & Solutions

    115 Rolling Way, Peekskill, NY 10566
  • /31

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft

    1104 Jacobs Hill Rd, Cortlandt Manor, NY 10567

    Welcome to Woodcrest at Jacob's Hill - a 55+ Community in Cortlandt Manor. This well maintained, first floor unit features 2 bedrooms - each with their own en-suite bathroom, in-unit laundry, and an open floor plan. Enjoy a private outdoor space just off the main living area. This vibrant community features a clubhouse with a fitness center, outdoor pool, BBQ area, and game room. Storage and

    Mark Okamoto Houlihan Lawrence Inc.

    1104 Jacobs Hill Rd, Cortlandt Manor, NY 10567

Single Family Home Price Trends

Median Home Price
$528,250
Median 3-Bedroom Home Price
$580,000
Median 4-Bedroom Home Price
$690,000
Median 5-Bedroom Home Price
$725,000
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