285 Wooding Hill Road
Bethany, Connecticut 06524
Reduced from $799,900
- Beds
- 4
- Baths
- 3
- SqFt
- 2,642
- Acres
- 4.56
- Year Built
- 1979
- Neighborhood
- Bethany Wood
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 285 Wooding Hill Road - a place where nature, craftsmanship, and quiet beauty come together in a way that is both rare and unforgettable. From the moment you arrive, the world seems to slow. The gentle sound of the brook, the rustle of trees, every inch of this property invites you to breathe deeper, stay longer, and savor the simple beauty of home. Inside, the home is rich with warmth, texture, and timeless character. Hand-hewn beams, wide plank floors, and artisan details tell a story of thoughtful design and enduring craftsmanship. The gorgeous kitchen was renovated top to bottom in 2019. At the heart of it all is a truly unforgettable gathering space featuring a custom bar, with a wood-fired pizza oven, built from materials found right on the property - a one-of-a-kind centerpiece that brings friends and family together. The outdoor detached barn can be transferred into anything you need- suitable for workshop, or horses/ animals with a wood stove. 2019 upgrades -New septic, well pump, roof on main home, detached barn and garage. Electrical upgrades with additional sub panel. 2019 remodeled kitchen top to bottom with natural edge granite counter. Outdoor kitchen and barn both have hot and cold water. A home that offers a lifestyle rooted in comfort, charm, and serenity. MOTIVATED SELLERS
Key Facts
- City/Town
- Bethany
- Neighborhood
- Bethany Wood
- Property / Style
- Single Family · Colonial,Saltbox
- Year Built
- 1979
- Days on Market
- 65 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,642 sq ft
- Lot Size
- 4.56 acres
- Garage / Parking
- 2 garage · 8 total
- Property Taxes
- $9,042 / Annually
Market Snapshot
The Bethany Market
Single Family · trailing 12 months
Active Listings
6
8 under contract
Median List Price
$864,500
6 active listings
Median Closed Price
$549,000
63 sales
Median Days on Market
65
6 active listings
Median $ / Sq Ft
$292
6 active listings
Sale-to-List Ratio
100.0%
63 sales
How this home compares
List Price
$779,000
vs $864,500 median
9.9% below median
Price / Sq Ft
$295
vs $292 median
In line with median
Days on Market
65 days
vs 65 days median
In line with median
Based on 6 active and 63 closed sales (trailing 12 mo) of single family in Bethany. Source: SmartMLS · As of August 27, 2026.
Location
285 Wooding Hill Road, Bethany, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$4,001
- Property Taxes$754
- Insurance$260
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bethany
- Neighborhood
- Bethany Wood
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial,Saltbox
- Year Built
- 1979
- New Construction
- No/Resale
- Living Area
- 2,642 sq ft
- Below Grade
- 428 sq ft
Schools
- Elementary
- Bethany Community
- High
- Amity Regional
Interior
- Heating
- Hot Air
- Heat Fuel
- OilWood
- Cooling
- Central Air
- Fireplaces
- 2
- Appliances
- Electric RangeRange HoodRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullHeatedPartially FinishedWalk-outLiveable Space
- In-Law Apartment
- Possible
Exterior & Lot
- Lot Size
- 4.56 acres
- Zoning
- R-130
- Garage / Parking
- 2 garage spaces8 total parking spacesAttached GarageDetached GarageOff Street ParkingDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Hardie BoardOther
- Roof
- Fiberglass Shingle
- Foundation
- Concrete
- Lot Description
- SecludedLightly Wooded
Listing & Financials
- Property Taxes
- $9,042 / Annually
- Days on Market
- 65
- MLS #
- 24185652
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/27/2026. This information is provided 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/27/2026 at 4:05 AM UTC.