33 Circle Dr Stratford, CT, 06614

single family home
$ 375,000 For Sale Coming Soon Sep 25, 2026
  • 1 bed
  • 1 bath
  • 588 sq ft
  • 1935 year built
  • Cooks Pond

About the Home

Morning coffee overlooking the lake, an afternoon paddle, and evenings by the fireplace...welcome to life at 33 Circle Drive. Set directly on Cook's Pond in Stratford's North End, this charming year-round cottage offers a waterfront escape with everyday conveniences close by. Updated throughout, including a newer roof and mechanicals, this inviting home features one bedroom plus an additional room with potential as a second bedroom or home office. A remodeled kitchen and full bath complement the welcoming living space with its wood-burning fireplace. Central air provides summer comfort, while a full unfinished basement offers additional storage. Step onto the waterside deck for outdoor dining or quiet moments overlooking the pond. Direct waterfront access invites kayaking, fishing, and paddle sports right from home. For adventures on land, nearby Roosevelt Forest offers woodland walks and hiking accessed through the Pumpkin Ground trailhead. Shopping, restaurants, beaches, and Boothe Memorial Park add to the appeal, with convenient access to I-95 and the Merritt Parkway. Midtown Manhattan is approximately 60 miles from Stratford by car, with driving time dependent on traffic. Whether enjoyed as a full-time home or a weekend getaway, this beautifully updated cottage delivers waterfront charm and a refreshing change of pace.

Rooms & Interior

1 bedroom bed
1 full bath
588 square feet sq ft

Room Details

  • Kitchen (Main Level) Remodeled, Engineered Wood Floor
  • Full Bath (Main Level) Remodeled, Full Bath, Tub w/Shower
  • Primary Bedroom (Main Level) Remodeled
  • Office (Main Level)
  • Living Room (Main Level) Remodeled, Fireplace, Wood Stove, Engineered Wood Floor

Home Features

Heating

  • Fireplaces: 1
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Appliances

  • Oven/range
  • Microwave
  • Refrigerator
  • Dishwasher

Attic

  • Access via hatch

Basement

  • Full
  • Unfinished
  • Storage
  • Walk-out
  • Concrete floor

Laundry

  • Location: in full bath - separate closet
  • Main level

Exterior Features

  • Shed
  • Deck
  • Gutters

Property Details

Parking

  • On street parking

Waterfront

  • Direct waterfront
  • Lake
  • Water community
  • View
  • Access
Waterfront Homes in Stratford

Lot Details

  • Lot surface: 0.11 acres
  • Lightly wooded
  • Treed
  • Sloping lot
  • Water view
  • Flood zone: Yes

Utilities

  • Water: public water connected
  • Sewage: pub. sewer connected

Near-by Amenities

  • Golf course
  • Health club
  • Lake
  • Medical facilities

Construction Details

Style
cottage

Construction year
1935

Exterior Siding
vinyl siding

Foundation
stone

Roof
asphalt shingle


Open Houses

There is 1 scheduled open house for 33 Circle Drive, Stratford, CT.
October 3, 2026 Oct 3, 2026 13:00 - 15:00 (public)

- Waterfront - Cooks Pond

Type:
natural
Direct waterfront:
YES
Allowed boats:
canoes / kayaks / paddle boards / rowboats
Fishing:
YES
Swimming:
not allowed
Water / ice sports:
canoeing, kayaking, paddle boarding
3 homes for sale / $585K med. price
read more

Area & Town

This home is located in North End neighborhood, in the town of Stratford.

Finance & Listing Info

Status Coming soon
Listing date September 25, 2026
List price $ 375,000
Current price $ 375,000
Tax amount $ 4,040
Tax year july 2025-june 2026
MLS ID #24209753
List Agent Alan Hamilton
Co-List Agent Melissa Hamilton
List Office William Raveis Real Estate
Co-List Office william raveis real estate

33 Circle Drive Home Photos

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