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77 Maidstone Drive

Walden, NY 12586
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Bed 3

Bed

Bath 2

Bath

SqFt2,614

Sqft

Acres1.20

Acres(Lot)

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 stro lls, 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.

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Detail Ic Property Details

Property Type : Residential

Price : $595,000

AD Id : 78840152

MLS Id : 1000901

Beds : 3

Lot Size : 1.20 Acres

Living Area Size : 2,614

Year Built : 1971

County : Orange

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Basement: Finished, Full, Walk-Out Access
  • Flooring Information

    Carpet, Ceramic Tile, Linoleum, Wood
  • Interior Features

    Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer Appliances: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: In Basement, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Coal, Oil Cooling: None

  • Building Information

    Year Built: 1971 Construction Materials: Frame, Vinyl Siding Patio And Porch Features: Covered, Deck Private Pool: No View: Mountain(s), Trees/Woods
  • Exterior Features

    Exterior Features: Garden, Rain Gutters

  • Lot Information

    Lot Size Acres: 1.2 Lot Size Square Feet: 52272 Lot Description: Back Yard, Cul-De-Sac, Front Yard, Garden

  • Listing Price Information

    Listing Price: $595000 Original Price: $626000

  • Tax Information

    Parcel Number: 334289-003-000-0001-104.000-0000 Annual Tax: $8472.82

  • Parking Information

    Driveway

  • School Information

    Elementary School: East Coldenham Elementary School
    Junior High School: Valley Central Middle School
    Senior High School: Valley Central High School
  • Utility Information

    Electricity Connected
  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
61 Smith Avenue, Walden, NY, 12586 $674,999 3 3 2,500 2,500 SqFt
LOT 4 Kings Hill Road, Walden, NY, 12586 $749,900 4 3 2,700 2,700 SqFt
568 Gulliver Terrace, Walden, NY, 12586 $99,500 3 2 924 924 SqFt
111 Browns Road, Walden, NY, 12586 $1,800,000 6 3 3,290 3,290 SqFt
108 St Andrews Road, Walden, NY, 12586 $485,000 3 1 1,656 1,656 SqFt
15 Well Road, Walden, NY, 12586 $220,000 3 2 712 712 SqFt
19 East Avenue, Walden, NY, 12586 $320,000 4 1 1,764 1,764 SqFt
4 Brook Court, Walden, NY, 12586 $499,999 3 3 2,144 2,144 SqFt
86 Orange Avenue, Walden, NY, 12586 $249,999 4 1 1,625 1,625 SqFt
47 Valley Avenue, Walden, NY, 12586 $429,000 2 2 1,497 1,497 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/03/2026 @ 18:10

MLS: 1000901 LISTED BY: Jacqueline Siracuse, Absolute Real Estate of NY Inc 845-294-1220 SOURCE: OneKey MLS

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