Tucked away on a sought-after cul-de-sac, this open-layout home is crafted for exceptional entertaining. The light-filled, two-story foyer is framed by two sets of French doors: one opening to an office & the other leading to a living room that flows seamlessly into the dining room-an ideal setup for holiday gatherings. The custom kitchen, equipped with granite countertops, a center island, gas cooktop, walk-in pantry & dining area, overlooks the pool & patio. Adjacent to the kitchen is a sitting room & spacious family room featuring a fireplace & built-in bookcase. A generous 20x35 recreation room further enhances the home's entertainment options with a custom bar, vaulted ceiling, full bath & two sets of sliding doors that open to the pool, spa & patio area, creating a perfect indoor-outdoor experience. The upper level boasts a primary suite with a spacious bath & walk-in closet along with two additional bedrooms connected by a Jack & Jill bath. This floor also includes a craft/yoga room & laundry room. On the 3rd floor, a private fourth bedroom with a full bath provides an ideal space for nanny quarters or guests. The lower level offers 715 square feet of flexible finished space, perfect for a workout area with room for a golf simulator & includes ample storage & access to the 3-car garage. Outside, the grounds are complete with a gunite pool, spa, fire pit, stone wall & a fenced area, creating a tranquil oasis for relaxation & entertainment-all just minutes from town!
Sold
$952,000
5 Bear Run, Woodbury, CT 06798
4beds
5,915sqft
Single Family Residence
Built in 1997
1.60 Acres lot
$952,600 Zestimate®
$161/sqft
$-- HOA
What's special
Zillow last checked: 7 hours ago
Listing updated: April 15, 2025 at 11:53am
Listed by:
Shelley Drakeley,
Drakeley Real Estate, Inc.
Bought with:
Liza C. Reiss, RES.0804920
Elyse Harney Real Estate
Source: Smart MLS,MLS#: 24059188

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Ceiling Fan(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Ceiling Fan(s), Full Bath, Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Ceiling Fan(s), Wall/Wall Carpet
- Level: Upper
Bathroom
- Features: Full Bath, Tile Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Main
Den
- Features: Hardwood Floor
- Level: Main
Dining room
- Features: French Doors, Hardwood Floor
- Level: Main
Family room
- Features: Built-in Features, Ceiling Fan(s), Fireplace, Wall/Wall Carpet
- Level: Main
Kitchen
- Features: Bay/Bow Window, Granite Counters, Kitchen Island, Pantry, Sliders, Hardwood Floor
- Level: Main
Living room
- Features: French Doors, Hardwood Floor
- Level: Main
Office
- Features: French Doors, Hardwood Floor
- Level: Main
Other
- Features: Wall/Wall Carpet
- Level: Upper
Rec play room
- Features: Vaulted Ceiling(s), Beamed Ceilings, Ceiling Fan(s), Wet Bar, Full Bath, Sliders
- Level: Main
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
- Laundry: Upper Level
Features
- Open Floorplan, Entrance Foyer
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Partially Finished
- Attic: Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 5,915
- Total interior livable area: 5,915 sqft
- Finished area above ground: 5,200
- Finished area below ground: 715
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Patio & porch: Patio
- Exterior features: Stone Wall
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, In Ground
- Has spa: Yes
- Spa features: Heated
Lot
- Size: 1.60 Acres
- Features: Subdivided, Level, Cul-De-Sac
Details
- Parcel number: 933533
- Zoning: OS60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & neighborhood
Community
- Community features: Basketball Court, Library, Park, Playground, Private School(s), Shopping/Mall
Location
- Region: Woodbury
- Subdivision: Transylvania
Services availability

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