Skip main navigation
Pending
  • Price cut: $31K (5/30)
    $595,000

    77 Maidstone Drive, Walden, NY 12586

    3beds
    2,614sqft
    Loading
    Single Family Residence, Residential
    Built in 1971
    1.2 Acres Lot
    $-- Zestimate®
    $228/sqft
    $-- HOA

    What's special

    Abundant natural lightRenovated bathsNewly renovated kitchenTwo impressive outbuildingsUpdated kitchensCustom finishesUpper and lower decks
    Exceptional opportunity in the Town of Montgomery! Welcome to 77 Maidstone Drive, Walden, NY—a meticulously updated legal 2-family currently configured as a spacious single-family home, offering flexibility for multi-generational living, income potential, or future conversion. Tucked away on a peaceful cul-de-sac, this property offers privacy, curb appeal, and a truly extraordinary setting. The grounds are a standout feature, showcasing beautifully curated gardens, specimen trees, professional landscaping, and timeless stone walls and hardscape, all thoughtfully designed to enhance the natural surroundings and create a rich, estate-like presence. A circular driveway completes the approach, setting the tone for what awaits. Enjoy the quiet rhythm of cul-de-sac living—perfect for daily strolls, walking the dog, or cycling along your peaceful street. Pride of ownership is evident throughout with major upgrades including newer roof (2016), vinyl siding (2015), and a fully owned solar energy system for long-term efficiency and savings. The home features a thoughtfully designed layout with a newer 1-bedroom living space on the main level and a 2-bedroom configuration below—ideal for extended family, guests, or potential rental use. Interior spaces are in pristine condition with updated kitchens, renovated baths, custom finishes, and abundant natural light. The newly renovated kitchen is a true centerpiece, featuring a gorgeous design with a chef’s oven and gas cooktop—while both kitchens are equipped with gas cooktops, a rare and highly desirable feature for the true chef. The current owners have thoughtfully completed extensive upgrades throughout, creating a truly turnkey, move-in-ready home where there is nothing to do but unpack and enjoy. Outdoor living is where this home truly shines. Enjoy your morning coffee or evening unwind from the back porch with stunning mountain views creating a serene and scenic backdrop. A beautifully constructed three-season room, upper and lower decks, and thoughtfully designed outdoor living spaces make this property perfect for entertaining or quiet retreat. Adding even more value and versatility are two impressive outbuildings, including a substantial 16x22 metal shed and an additional 10x14 wood shed, offering exceptional storage, workshop, hobby, studio, or contractor space—an incredible bonus rarely found in properties of this caliber. Perfectly positioned to experience the best of the Hudson Valley lifestyle, you’re just minutes to Angry Orchard Cider House, scenic hiking and biking trails, and world-renowned destinations including Minnewaska State Park Preserve and the vibrant New Paltz area. Enjoy nearby wineries, orchards, breweries, and farm-to-table dining that make this region one of the most sought-after escapes from NYC. Extensive improvements including Anderson windows, updated systems, and major infrastructure upgrades provide peace of mind for years to come. Whether you're searching for a move-in-ready home with room to grow, a weekend retreat, or a smart investment opportunity, this property offers unmatched versatility, condition, and location.
    81 days
    |
    61
    |
    1
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Absolute Real Estate of NY Inc 845-294-1220,

    Jacqueline A Siracuse 845-988-8000

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1000901MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Coal, Oil
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
      • Laundry: In Basement, Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining
      • Flooring: Carpet, Ceramic Tile, Linoleum, Wood
      • Basement: Finished,Full,Walk-Out Access
      • Attic: Pull Stairs,Scuttle
      • Number of fireplaces: 1
      • Fireplace features: Basement, Living Room
      Interior area
      • Total structure area: 2,614
      • Total interior livable area: 2,614 sqft

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Covered, Deck
      • Exterior features: Mailbox, Rain Gutters
      • Has view: Yes
      • View description: Mountain(s), Trees/Woods
      Lot
      • Size: 1.2 Acres
      • Features: Back Yard, Cul-De-Sac, Front Yard, Garden
      Details
      • Additional structures: Outbuilding, Shed(s), Workshop
      • Parcel number: 3342890030000001104.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Raised Ranch
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame, Vinyl Siding
      Condition
      • Actual
      • Year built: 1971

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Connected

      Community & HOA

      Community
      • Security: Video Cameras
      HOA
      • Has HOA: No
      Location
      • Region: Walden

      Financial & listing details

      • Price per square foot: $228/sqft
      • Tax assessed value: $162,000
      • Annual tax amount: $8,472
      • Date on market: 5/17/2026
      • Cumulative days on market: 81 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/1/2026Pending sale$595,000$228/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1000901 Report a problem
        5/30/2026Price change$595,000-5%$228/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1000901 Report a problem
        5/6/2026Listed for sale$626,000$239/sqft
        Source: OneKey® MLS as distributed by MLS GRID #994564 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $162,000
        2024-- $162,000
        2023-- $162,000
        2022-- $162,000 +2.1%
        2021-- $158,700
        2020-- $158,700
        2019-- $158,700
        2018-- $158,700
        2017$5,303 $158,700
        2016-- $158,700 +2.5%
        2015-- $154,800
        2014-- $154,800
        2013-- $154,800
        2012-- $154,800
        2011-- $154,800
        2010-- $154,800
        2009-- $154,800
        2007-- $154,800
        2006-- $154,800
        2005-- $154,800
        2004-- $154,800
        2002-- $154,800 +13.7%
        2001-- $136,200
        2000-- $136,200
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12586

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: East Coldenham Elementary School
        • Middle: Valley Central Middle School
        • High: Valley Central High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes