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$375,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 1 Bed
  • 1 Full Bath
  • 588 Sq. Ft.
  • Updated 3 days ago
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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.

Full Property Details for 33 Circle Dr

General

  • Price: $375,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24209753
  • Updated: 10/2/2026
  • Added to Site: 3 day(s) ago

Interior

  • Number of Rooms: 4
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Full Bath: Remodeled, Full Bath, Tub w/Shower, Main

Bedrooms

  • Total Bedrooms: 1
  • Primary Bedroom: Primary Bedroom - Remodeled, Main

Other Rooms

  • Living Room: Living Room - Remodeled, Fireplace, Wood Stove, Engineered Wood Floor, Main
  • Kitchen: Kitchen - Remodeled, Engineered Wood Floor, Main
  • Office: Office, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Shed, Deck, Gutters
  • Color: Grey/ Blue

Parking

  • Total Spaces: 2
  • Parking: On Street Parking

Location

  • County: Fairfield
  • Neighborhood: North End
  • Driving Directions: Merrit Pkwy to Hawley Lane to Tavern Rock, left on Cutspring...Circle is on RHS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: North End

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Storage, Walk-out, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 588
  • Above Ground: 588 Sq. Ft.
  • Year Built: 1935

Lot Features

  • Lot Size (Acres): 0.11
  • Zoning: RS-3
  • Lot Description: Lightly Wooded, Treed, Sloping Lot, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake, Water Community, View, Access

Financial Considerations

  • Assessment Amount: $100,490
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See Addendum
  • Flood Zone: Yes
  • Property ID: 366236

Listed by William Raveis Real Estate, THE HAMILTON TEAM AT WILLIAM RAVEIS REAL ESTATE, Alan Hamilton and William Raveis Real Estate, Melissa Hamilton

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Listing agents

— 33 Circle Dr —

  • Alan Hamilton

    William Raveis Real Estate

  • Melissa Hamilton

    William Raveis Real Estate

Agent Contact: (203) 952-8880 Office Contact: (203) 227-4343

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 33 Circle Dr

School District:Stratford School District
NameGradesDistance
Chapel School
380 Chapel Street, Stratford, CT 06614
K-60.7 mi
Harry B. Flood Middle School
490 Chapel Street, Stratford, CT 06614
7-80.6 mi
Bunnell High School
1 Bulldog Boulevard, Stratford, CT 06614
9-121.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 33 Circle Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2026
Listed
$375,000
56.32%
MLS
4/29/2022
Sold
$239,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 33 Circle Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,040
—
$100,490
—
2023
$4,040
2%
$100,490
—
2022
$3,965
—
$100,490
—
2021
$3,966
—
$100,490
—
2020
$3,983
-20%
$100,490
-20%
2019
$5,003
—
$125,490
—
2018
$5,007
—
$125,490
—
2017
$5,016
3%
$125,490
—
2016
$4,893
5%
$125,490
—
2015
$4,641
-4%
$125,490
-7%
2014
$4,810
3%
$134,990
—
2011
$4,676
—
$134,990
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Raveis Real Estate, THE HAMILTON TEAM AT WILLIAM RAVEIS REAL ESTATE, Alan Hamilton and William Raveis Real Estate, Melissa Hamilton

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33 Circle Drive, Stratford, CT 06614 (MLS# 24209753) is a Single Family property with 1 bedroom and 1 full bathroom. 33 Circle Drive is currently listed for $375,000 and was received on October 02, 2026. Want to learn more about 33 Circle Drive? Do you have questions about finding other Single Family real estate for sale in Stratford? You can browse all Stratford real estate or contact a Coldwell Banker agent to request more information.

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