14

Holmes, NY Homes for Sale under $500,000

Section Image Section Image
  • /55

    $499,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft

    1633 Salt Point Turnpike, Pleasant Valley, NY 12569

    Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingroom, or have dinner in the formal dining area. The eat-in kitchen has newer custom wood cabinets, quartz countertop, tile backsplash, wine rack and breakfast bar. Up an easy half level is a landing to 3 good sized bedrooms and a full bath. Down a half level from the kitchen is a family room with woodstove

    Agent Photo

    Randy Spiesman

    Weichert, REALTORS The Spiesma

    1633 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /12

    $325,000

    $50K PRICE DROP
    • Land
    • 5.82 Acres
    • $55,842 per Acre

    2413 Route 44, Salt Point, NY 12578

    Unlock a rare opportunity to own a level, buildable 5-acre parcel positioned at one of the most strategic corridors in the area—Route 44 and the Taconic Parkway. Whether you're an end user seeking privacy, an investor looking for upside, or a business owner targeting high-visibility frontage, this property delivers on all fronts. The land features direct access to Route 44, making driveway

    Agent Photo

    Omar Harper

    Epique Realty

    2413 Route 44, Salt Point, NY 12578
  • /84

    $227,000

    • Land
    • 25.05 Acres
    • $9,062 per Acre

    00WP Rossway Rd, Pleasant Valley, NY 12569

    Perfectly situated in the heart of Dutchess County, this remarkable 25.05 acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located along

    Mitchell Serlin Whitetail Properties Real Estate

    00WP Rossway Rd, Pleasant Valley, NY 12569
  • /31

    $474,900

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

    63 Martin Rd, Pleasant Valley, NY 12569

    Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for

    TINA TOWNSEND BHHS Hudson Valley Properties

    63 Martin Rd, Pleasant Valley, NY 12569
  • /20

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    11 Duncan Hill Rd, Verbank, NY 12585

    A private lot set on just under an acre in the hamlet of Verbank, 11 Duncan Hill Road offers a practical blend of comfort, space, and convenience, offering the perfect blend of country charm and everyday comfort. The main living area provides an efficient layout with a comfortable flow between the living room, dining area, and kitchen. Three well-proportioned bedrooms, including the primary en

    Stephanie Bogdan Corcoran Country Living

    11 Duncan Hill Rd, Verbank, NY 12585
  • /84

    $227,000

    • Land
    • 25.05 Acres
    • $9,062 per Acre

    1WTP Rossway Rd, Pleasant Valley, NY 12569

    Perfectly situated in the heart of Dutchess County, this remarkable 25.05± acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    1WTP Rossway Rd, Pleasant Valley, NY 12569
  • /27

    $439,999

    $35K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,420 Sq Ft

    234 Lakeshore Dr, Pleasant Valley, NY 12569

    Priced to sell and delivered completely vacant! This four-family investment opportunity, located at 234 Lakeshore Drive in Pleasant Valley, offers immense value-add potential in a convenient and accessible Dutchess County location. Perfectly positioned for savvy investors, this vacant asset allows you to immediately begin strategic renovations to maximize your rental income and build substantial

    Joseph Lukic Compass Greater NY, LLC

    234 Lakeshore Dr, Pleasant Valley, NY 12569
  • /39

    $479,000

    $166K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    121 Stanford Rd, Millbrook, NY 12545

    Here is a rare opportunity to acquire a slice of Millbrook history. The original Millbrook Toll House Circa 1890, built alongside the Wappingers Creek at the Arch Bridge is a true gem. The Toll House has been lovingly restored, preserved, and maintained, with an utmost respect for its grace, integrity and historical significance. Exposed beams/hardwood pristine, whimsical nooks and crannies

    Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

    121 Stanford Rd, Millbrook, NY 12545
  • /31

    $495,000

    $87K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    176 Downing Rd, Pleasant Valley, NY 12569

    The Ultimate Hudson Valley Retreat: Private Living Meets an Enthusiast’s DreamEscape to your own private, tree-lined sanctuary in Pleasant Valley. Tucked away in the highly desirable Arlington School District, this custom-built, 1.7-story residence offers the perfect blend of country living, efficiency, and unmatched mechanical utility. From the moment you arrive, the towering trees and

    Christine Hamilton Keller Williams Realty Partner

    176 Downing Rd, Pleasant Valley, NY 12569
  • /50

    $389,000

    Open Sat 10AM - 12PM
    • 2 Beds
    • 1 Bath
    • 1,508 Sq Ft

    2846 Route 82, Pleasant Valley, NY 12569

    Set high on a hill behind a hand-stacked stone wall, this little compound is a lot more interesting than its footprint lets on. The main house is a two-bedroom, one-bath charmer painted a moody near-black, with steel casement windows, wood paneling, and so much light it almost feels theatrical from morning straight through to evening. A separate studio building, a sloping wooded backyard, and one

    Arlena Armstrong Anatole House LLC

    2846 Route 82, Pleasant Valley, NY 12569
  • /30

    $360,000

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    1666 Main St, Pleasant Valley, NY 12569

    Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded

    Kiyoshi Henson RE/MAX Town & Country

    1666 Main St, Pleasant Valley, NY 12569
  • /32

    $499,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    8 Trillium Rd, Pleasant Valley, NY 12569

    Welcome to this amazing weekend retreat or year-round sanctuary, privately set on 4.71 beautiful acres with a peaceful babbling brook. Surrounded by nature’s beauty, this special property offers the perfect blend of privacy, comfort, and tranquility. Step inside to a dramatic living room featuring a vaulted ceiling, a wall of glass with southern exposure, and an abundance of natural light. The

    Blake Michaud BHHS Hudson Valley Properties

    8 Trillium Rd, Pleasant Valley, NY 12569
  • /2

    $325,000

    • Land
    • 12.8 Acres
    • $25,391 per Acre

    0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

    Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country farm estate. Make an inspection visit today!

    Robert D Ferris R. Ferris Real Estate, LLC

    0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585
  • /36

    $374,900

    • 3 Beds
    • 2 Baths
    • 4,072 Sq Ft

    646 Oak Summit Rd, Millbrook, NY 12545

    Discover a unique and rare opportunity in this sprawling ranch-style 2-family home with generous space, flexible layout, and charming character— ready for your renovations and visions. Set on a picturesque 1.7-acre corner lot with an expansive yard, gazebo, shed, mature landscaping, the potential of this home welcomes a serene Hudson Valley lifestyle.The upper unit features over 2,000 sq. ft.

    LISA WOHLMUTH KW MidHudson

    646 Oak Summit Rd, Millbrook, NY 12545
How to Buy a Home How to Finance a Home How to Sell a Home