Excellent location with ease of access to Windham Mountain Club and town of Windham! Tucked up amongst the tress at the foot of Windham Mountain you will find this truly picturesque and enchanting home featuring 2 bedrooms and 2 full bath, plus extra sleeping loft and a 2 car garage with a cozy 1 bedroom apt! This home is brimming with character; the gable roof lines and classic detailing add visual interest and charm. The unique floor plan makes for an ideal mountain get away. Relax in the cozy sitting area, the sun filled, well-appointed kitchen offers plenty of counter space to create memorable meals to enjoy around the banquet styled table, with sliding doors out to the beautiful, private patio. The timber frame vaulted ceilings in the living area create an open airy feeling, while the warm woodstove adds to the rustic charm. The main floor also offers an elegant, full bath with a tastefully tiled walk in shower. The second floor offers a comfortable, bright primary bedroom, a cheerful bunkroom, an additional loft sleeping area and a large full bath with jetted tub, large walk-in closet and reading nook adding to the charm and functionality of this offering. The spacious 2 car garage offers a lovely 1 bedroom apt. with kitchenette, full bath and cozy living area with extra sleeping to use for guests or rental opportunity. The property will delight you with its striking circular stone fire pit with wood and stone seating, prominent attractive gazebo, stone walkways, flowering trees and evergreen shrubs. This offering may be the closet you'll come to stepping inside a storybook setting. A nature lovers paradise where you will enjoy skiing, snowboarding, hiking, biking, golf, yoga, day saps, indie bookstore, walking the Windham Path, fine restaurants, seasonal farmers markets and so much more.
Active
$735,000
355 South Street, Windham, NY 12496
2beds
1,438sqft
Single Family Residence
Built in 1975
1.3 Acres Lot
$693,000 Zestimate®
$511/sqft
$-- HOA
What's special
Comfortable bright primary bedroomReading nookLarge walk-in closetExtra sleeping loftStone walkwaysAdditional loft sleeping areaWarm woodstove
- 22 days |
- 815 |
- 105 |
Zillow last checked: 8 hours ago
Listing updated: November 18, 2025 at 12:05pm
Listing by:
Brainard Ridge Management 518-734-5333,
Patricia Charbonneau 914-420-6873
Source: HVCRMLS,MLS#: 20255740
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Bedroom
- Level: Upper
Primary bathroom
- Level: Upper
Bathroom
- Level: First
Bathroom
- Level: Upper
Dining room
- Level: First
Great room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Loft
- Level: Upper
Heating
- Baseboard, Electric, Oil
Appliances
- Included: Refrigerator, Microwave, Electric Range, Dishwasher
- Laundry: Laundry Closet
Features
- Flooring: Carpet, Ceramic Tile, Wood
- Has basement: No
Interior area
- Total structure area: 1,438
- Total interior livable area: 1,438 sqft
- Finished area above ground: 1,438
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
Features
- Levels: Two
- Patio & porch: Patio
- Has view: Yes
- View description: Garden, Meadow, Mountain(s), Trees/Woods
Lot
- Size: 1.3 Acres
- Features: Landscaped
Details
- Additional structures: Garage(s), Gazebo, Shed(s)
- Parcel number: 95.06121.1
- Zoning: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Board & Batten Siding, Frame
- Foundation: Block
- Roof: Shake,Shingle
Condition
- New construction: No
- Year built: 1975
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Cable Connected, Sewer Connected
Community & HOA
Location
- Region: Windham
Financial & listing details
- Price per square foot: $511/sqft
- Tax assessed value: $332,300
- Annual tax amount: $5,854
- Date on market: 11/18/2025
- Road surface type: Paved
Estimated market value
$693,000
$658,000 - $728,000
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/18/2025 | Listed for sale | $735,000-15%$511/sqft |
Source: | ||
| 12/25/2023 | Listing removed | -- |
Source: | ||
| 11/1/2023 | Price change | $865,000-3.8%$602/sqft |
Source: | ||
| 8/31/2023 | Price change | $899,000-9.6%$625/sqft |
Source: | ||
| 6/24/2023 | Listed for sale | $995,000$692/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Estimated monthly payment
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Neighborhood: 12496
Nearby schools
GreatSchools rating
- 6/10Windham Ashland Central SchoolGrades: PK-12Distance: 0.4 mi
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