Set amidst the picturesque rolling hills of South Glastonbury, this impressive 3,900 sq ft offers the perfect blend of luxury, space, and privacy on over 21 acres of land. With four and potentially five spacious bedrooms (approx. 500sf in finished room above garage), high-end features, and potential for multigenerational living, this home is an exceptional retreat just minutes from local amenities. Step inside to find palatial nine-foot ceilings on the main level and a thoughtfully designed floor plan that offers both elegance and comfort. The bright and sunny home office/sunroom provides a quiet workspace or sitting room, while the generous living areas are ideal for entertaining and everyday living. The primary suite is a true haven, featuring a huge walk-in closet and a spa-like master bath complete with a remodeled steam shower and whirlpool tub. The lower level impresses with soaring ten-foot ceilings, a remodeled full bath, and rough plumbing already in place-perfect for creating an in-law apartment, guest suite, or extended living space. Car enthusiasts and hobbyists will appreciate the oversized three-car garage with a fourth bay, ideal for additional vehicles, a workshop, or extra storage. Whether you're enjoying the serene setting, exploring the acreage on your own hiking/ATV trails, or simply relaxing in the peace and quiet of the countryside, this property offers endless opportunities to live, work, and play in comfort and style. Property cannot be subdivided but ideal for those who enjoy woodland sports. More detailed map available on Glastonbury GIS.
For sale
Price cut: $50K (8/11)
$875,000
258 Woodland Street, Glastonbury, CT 06073
5beds
3,985sqft
Est.:
Single Family Residence
Built in 1996
21.24 Acres Lot
$878,800 Zestimate®
$220/sqft
$-- HOA
What's special
Primary suiteSoaring ten-foot ceilingsPalatial nine-foot ceilingsOversized three-car garageHuge walk-in closetRemodeled steam showerThoughtfully designed floor plan
- 66 days
- on Zillow |
- 2,182 |
- 104 |
Zillow last checked: 7 hours ago
Listing updated: August 15, 2025 at 10:41am
Listed by:
The Bell Team at Berkshire Hathaway Homeservices New England Properties,
Laura A. McConville,
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24104668

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Laundry
Primary bedroom
- Features: Palladian Window(s), High Ceilings, Full Bath, Steam/Sauna, Whirlpool Tub, Walk-In Closet(s)
- Level: Main
- Area: 378 Square Feet
- Dimensions: 18 x 21
Bedroom
- Level: Upper
- Area: 192 Square Feet
- Dimensions: 12 x 16
Bedroom
- Level: Upper
- Area: 154 Square Feet
- Dimensions: 11 x 14
Bedroom
- Level: Upper
Bedroom
- Level: Upper
- Area: 182 Square Feet
- Dimensions: 13 x 14
Dining room
- Features: Palladian Window(s), High Ceilings, Hardwood Floor
- Level: Main
- Area: 192 Square Feet
- Dimensions: 12 x 16
Family room
- Features: Palladian Window(s), High Ceilings, Ceiling Fan(s), Wet Bar
- Level: Main
- Area: 156 Square Feet
- Dimensions: 12 x 13
Living room
- Features: Palladian Window(s), High Ceilings, Ceiling Fan(s), Fireplace, Wood Stove
- Level: Main
- Area: 418 Square Feet
- Dimensions: 19 x 22
Study
- Features: 2 Story Window(s), High Ceilings, French Doors
- Level: Main
- Area: 117 Square Feet
- Dimensions: 9 x 13
Heating
- Hot Water, Electric, Propane, Wood
Cooling
- Attic Fan, Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Gas Range, Microwave, Range Hood, Refrigerator, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Sound System, Wired for Data, Open Floorplan
- Windows: Thermopane Windows
- Basement: Full,Interior Entry,Partially Finished
- Attic: None
- Number of fireplaces: 1
- Fireplace features: Insert
Interior area
- Total structure area: 3,985
- Total interior livable area: 3,985 sqft
- Finished area above ground: 3,841
- Finished area below ground: 144
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Deck, Patio
- Exterior features: Garden
Lot
- Size: 21.24 Acres
- Features: Secluded, Wooded, Borders Open Space, Cleared, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 578022
- Zoning: RR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Clapboard, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Underground Utilities
Green energy
- Energy efficient items: Thermostat, Windows
Community & HOA
Community
- Subdivision: South Glastonbury
HOA
- Has HOA: No
Location
- Region: South Glastonbury
Financial & listing details
- Price per square foot: $220/sqft
- Tax assessed value: $475,700
- Annual tax amount: $15,617
- Date on market: 6/17/2025
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