258 Woodland Street, Glastonbury, Connecticut

$835,000

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5

Beds

4

Baths

3,985

Square feet

21.24

Acres

About 258 Woodland Street

If you enjoy ever-curious neighbors who notice everything from your new car to your garden gnomes-or listening to their leaf blower on a Sunday morning-this house is not for you! But...if you'd rather take peaceful walks, ride your horse, hunt or explore your land on an ATV-all without leaving your own 21 private wooded acres-this So. Glastonbury retreat might be exactly what you've been looking for. Set amid rolling hills and NOT IN A NEIGHBORHOOD, this impressive 3,900sf home blends luxury, space and tranquility. It offers 5 spacious bedrooms-4 of which have walk-in closets-including an approx. 500sf bedroom above the garage, elegant 9' ceilings and a bright sunroom/home office, perfect for remote work or just relaxing. The primary suite is a true sanctuary, featuring a massive walk-in closet and a spa-like bath with remodeled steam shower and whirlpool tub. Downstairs, the largely unfinished 2,400sf basement includes a workout room, wine cellar, gas stove and movie projector. It offers tremendous potential for additional finished living space. Car enthusiasts and hobbyists will love the oversized 3-car garage with a 4th bay, ideal for extra vehicles, tools or a workshop. You can even build a barn or outbuilding (perfect for an in-law suite or hobby space). With direct access to wooded trails and easy access to the State forest, this home offers unmatched privacy and freedom and convenient location minutes from So. Glastonbury's shops and restaurants.

Features of 258 Woodland Street

MLS® # 24104668
Price $835,000
Bedrooms 5
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,985
Acres 21.24
Type Single Family For Sale
Style Contemporary
Status Active

Community Information

Address 258 Woodland Street
Area South Glastonbury
City Glastonbury
County Hartford
State Connecticut
Zip Code 06073

Amenities

Features Fireplace Insert, Programmable Thermostat, Thermopane Windows
Parking Attached Garage
# of Garages 3
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Audio System, Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
Appliances Gas Cooktop, Gas Range, Microwave, Range Hood, Refrigerator, Washer, Dryer
Heating Hot Water, Electric, Propane, Wood
Cooling Attic Fan, Ceiling Fans, Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Interior Access, Partially Finished

Exterior

Exterior Clapboard, Cedar
Exterior Features Underground Utilities, Shed, Deck, Garden Area, Patio
Lot Description Secluded, Treed, Borders Open Space, Cleared, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Nayaug
Middle Smith
High Glastonbury

Additional Information

Date Listed June 17th, 2025
Days on Market 123
Zoning RR
RE / Bank Owned No

Listing Details

OfficeBerkshire Hathaway NE Prop.

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Listing information last updated on October 20th, 2025 at 1:34am EDT.