Pending
Residential
77 Maidstone Drive
Montgomery, NY 12586
Beds
3
Baths
2
Square Ft.
2,614
$595,000
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… Read More 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. Read Less
Listing Courtesy of Absolute Real Estate of NY Inc.
Listing Snapshot
Days Online
136
Last Updated
Property Type
Single Family Residence
Beds
3
Full Baths
2
Square Ft.
2,614
Lot Size
1.2 Acres
Year Built
1971
Property Tax
$8,473
MLS Number
1000901
Additional Details
Appliances & Equipment
Dishwasher, Dryer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Basement
Finished, Full, Walk-Out Access
Building
Built in 1971, Living area: 2614, Construction Materials: Frame, Vinyl Siding
Cooling
None
Doors
Storm Door(s)
Exterior Features
Patio/Porch Features: Covered, Deck, Mailbox, Rain Gutters
Fireplaces
1 fireplace, Basement, Living Room
Floors
Carpet, Ceramic Tile, Linoleum, Wood
Heating
Coal, Oil
Interior Features
First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining
Laundry
In Basement, Laundry Room
Lot
1.2 acres, Back Yard, Cul-De-Sac, Front Yard, Garden
Parking
Driveway
Property
Actual, Other structures: Outbuilding, Shed(s), Workshop, Mountain(s), Trees/Woods
Security Features
Video Cameras
Sewer
Septic Tank
Taxes
Parcel Number: 334289-003-000-0001-104.000-0000, Annual Amount: $8,472.82, Assessed Value: $162,000, Year: 2025
Utilities
Electricity Connected, Water Source: Well
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