Tucked privately in the woods in Bethel, this architecturally distinctive woodland chalet blends the warmth of a mountain lodge with the character of a contemporary retreat. Soaring wood-beamed ceilings, lofted living spaces, oversized windows, and a dramatic stone hearth create an atmosphere that feels worlds away while remaining minutes from town, Metro-North, and everyday conveniences. Offering approximately 2,960 square feet, the home features 3 bedrooms, 2 full and 1 half baths, plus a versatile loft ideal for guests, a home office, or creative studio. Recent improvements include new lower-level flooring, new appliances, split-unit systems, split-rail fencing, a newly upgraded gravel driveway, and all new piping in the detached cottage. A separate garage with a studio above provides exceptional flexibility for guests, work, or hobbies. A rare opportunity to own a truly unique retreat immersed in nature.
Single-familyProperty Type
1977Year Built
0.98 acresLot Size
$203Price/Sq.Ft.
2 car garageParking
Listed by Monica Kass• Berkshire Hathaway NE Prop.
Listed by Jeanne Siddell• Berkshire Hathaway NE Prop.
Est. $3,110 per month, based on comparable rentals
Sale and tax history for 25 Windaway Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24181804
Aug 7, 2026
Sold
$600,000
$203/sq ft
Jul 21, 2026
Pending
—
Jul 1, 2026
Contingent
—
Jun 30, 2026
Relisted
—
Jun 30, 2026
Contingent
—
Jun 12, 2026
Listed
$598,000
$202/sq ft
Jun 9, 2026
Coming Soon
$598,000
$202/sq ft
Smart MLS #170383910
Jul 16, 2021
Sold
$380,000
$128/sq ft
May 2, 2021
Contingent
—
Mar 25, 2021
Listed
$429,000
$145/sq ft
Seize the opportunity to live in this incredible quality custom built Contemporary/ Cape home in a wooded setting offering serenity and privacy. It comes with 4/5 Bed, 2.5 bath. The "heart" of this home is the 2 story great/living room with fireplace that opens to the dining room and kitchen with stainless appliances. Charming and private, you will never find another home like this one. This house has "Pin Board" interior paneling (pockmarked with tiny holes left by nails driven into to the wood). Many updates such as propane boiler/hot water heater, well pump, well cap, new shower, front door etc.. Freshly painted inside/out. The walk-out lower levels feature an additional 728 sf of heated finished space to include 2/3 beds, full bath, laundry room. Private setting in convenient location! Relaxed elegance can be achieved in this immaculately cared-for, low maintenance home, offering a year-round vacation lifestyle that is less than 75-90 minutes from Manhattan. Amazing opportunity for year round living, or for the weekender. Perfect set up with a separate building / cottage over 2 Car garage makes this property suitable for a home business or possible in-law set up. Home is a must see to really appreciate the natural sunlight that brightens the home throughout.
Smart MLS #170199755
Sep 25, 2019
Listing Removed
—
Aug 19, 2019
Price Changed
$370,000
$125/sq ft
Jul 26, 2019
Price Changed
$379,000
$128/sq ft
Jun 20, 2019
Relisted
—
Jun 8, 2019
Contingent
—
May 28, 2019
Listed
$384,000
$130/sq ft
Smart MLS #99163620
Jan 10, 2017
Sold
$240,000
$81/sq ft
Dec 15, 2016
Listing Removed
—
Oct 15, 2016
Listed
$265,000
$89/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$8,910 (+2.4%)
$88,270 + $225,120
$313,390
2022
$8,700 (+2.1%)
$88,270 + $163,240
$251,510
2021
$8,521 (+1.5%)
$88,270 + $160,440
$248,710
2020
$8,391 (+1.0%)
$88,270 + $160,440
$248,710
2019
$8,309 (+1.6%)
$88,270 + $160,440
$248,710
2018
$8,175 (−0.8%)
$88,270 + $160,440
$248,710
2017
$8,241 (+2.2%)
$88,300 + $162,330
$250,630
2016
$8,063 (+0.2%)
$88,300 + $162,330
$250,630
2014
$8,048
$88,300 + $162,330
$250,630
Public record
Beds
3
Baths
2.5
Stories
1
Lot width
—
Lot depth
—
Lot size
0.98 Acres
Year renovated
—
Sq. Ft.
2,234
Year built
1977
Style
Single Family Residential
County
Fairfield County
APN
4679
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Detached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 7
Laundry Room Info: Lower Level
In-Law Apartment: Possible
In-Law Access: Detached
Fireplaces Total: 1
Cooling System: Split System
Appliances Included: Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1
Bedroom Information
Beds Total: 3
Room Information
Basement Description: Full, Fully Finished, Interior Access, Walk-out, Liveable Space, Full With Walk-Out
Exterior
Exterior Features
Roof Information: Metal
Exterior Siding: Wood
Exterior Features: Shed, Deck, Stone Wall
Lot Information
Lot Description: Non Conforming Lot, Borders Open Space, Dry, Sloping Lot, Cleared
Building Information
Foundation Type: Concrete, Slab
Construction Description: Frame
Color: Blue
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 0
Financial
Assessments Information
Assessed Value: $313,390
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Propane, Tankless Hotwater
Heat Type: Baseboard, Hot Water
Heat Fuel Type: Propane
Fuel Tank Location: Above Ground
Location
School Information
Middle Jr High School: Bethel
Intermediate School: R.M.T. Johnson
High School: Bethel
Elementary School: Anna Rockwell
Location Information
State: Connecticut
Nearby Amenities: Health Club, Park, Playground/Tot Lot
Directions: GPS friendly. LONG driveway as it is a back lot.
County: Fairfield
Public facts
Beds: 3
Baths: 2.5
Sq. Ft.: 2,234
Stories: 1.0
Lot Size: 0.98 acres
Style: Single Family Residential
Year Built: 1977
Year Renovated: —
County: Fairfield County
APN: 4679
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 2
Around this home
Schools
Frank A. Berry School
Public PreK-2 • Assigned • 1.0mi
Bethel Middle School
Public 6-8 • Assigned • 0.9mi
8/10
Bethel High School
Public 9-12 • Assigned • 0.9mi
8/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 99° expected this year, 15 days in 30 years
5/10 Wind Factor
23% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Historical weather
Bethel, CT • 06801
Average low and high temperatures (°F)
34
21
37
22
53
34
63
42
69
52
80
61
85
68
81
59
75
56
66
46
53
37
39
25
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
86/ 100
Very good sunlight
Sunscore
This home receives average direct sun exposure in Bethel. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.4 hrs
5.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$614,000 – $743,000
Reach more buyers when you sell with Redfin. Plus, you'll save $6,454 in fees.