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$626,000
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Property Description
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.
Full Property Details
Full Property Details for 77 Maidstone Dr
General
- Price: $626,000
- Taxes: $8,472
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1000901
- Updated: 5/17/2026
- Added to Site: 13 day(s) ago
Interior
- Interior Features: First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Basement, Living Room
- Appliances: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry Facilities: Yes
- Flooring: Carpet, Ceramic Tile, Linoleum, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Basement, Laundry Room
Additional Information
- Security/Safety: Video Cameras
Exterior
- Exterior Features: Mailbox, Rain Gutters
- Porch/Patio/Deck: Covered, Deck
Parking
- Parking Features: Driveway
Location
- County: Orange County
- Cross Streets: Kings Hill Road
School Information
- High School District: Valley Central (Montgomery)
- Elementary School: East Coldenham Elementary School
- Middle School: Valley Central Middle School
- High School: Valley Central High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Coal, Oil
- Heating Zones: 3
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Raised Ranch
- Detached/Attached: Detached
- Construction: Frame, Vinyl Siding
- Basement: Yes
- Basement Desc.: Finished, Full Basement, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 1971
Additional Structures
- Other Structures: Outbuilding, Shed(s), Workshop
Lot Features
- Property View: Mountain(s), Trees/Woods
- Mountain views: Yes
- Lot Size (Acres): 1.2
- Lot Size (Sq. Ft.): 52,272
- Lot Features: Back Yard, Cul-De-Sac, Front Yard, Garden
Financial Considerations
- Tax Amount: $8,472.82
Disclosures and Reports
- Special Conditions: None
- Property ID: 334289-003-000-0001-104.000-0000
Listed by Absolute Real Estate of NY Inc
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Schools
Schools serving 77 Maidstone Dr
School District:Valley Central School District (Montgomery)
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 77 Maidstone Dr
Date
Details
Price
Change
Source
5/17/2026
Listed
$626,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 77 Maidstone Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,135
100%
$162,000
—
2021
-100%
$162,000
2%
2021
$2,085
-64%
$158,700
—
2020
$5,718
4%
$158,700
—
2018
$5,512
4%
$158,700
—
2017
$5,321
—
$158,700
—
2016
$5,296
-1%
$158,700
3%
2015
$5,338
-4%
$154,800
—
2015
$5,570
4%
$154,800
—
2013
$5,371
—
$154,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 77 Maidstone Dr
77 Maidstone Drive, Walden, NY 12586 (MLS# 1000901) is a Single Family property with 3 bedrooms and 2 full bathrooms. 77 Maidstone Drive is currently listed for $626,000 and was received on May 17, 2026. Want to learn more about 77 Maidstone Drive? Do you have questions about finding other Single Family real estate for sale in Walden? You can browse all Walden real estate or contact a Coldwell Banker agent to request more information.
