Oluwatosin Marriott

33 Circle Drive

Stratford, CT
$ 375,000 Beds 1 Baths 1 Sq 588
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 375,000
  • City
  • Stratford
  • Bedrooms
  • 1
  • Full Bathrooms
  • 1
  • County
  • Fairfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.11 Acres
  • Zip
  • 06614
  • Sqr Footage
  • 588
  • Year Built
  • 1935
  • Taxes
  • $ 4040
  • Style
  • MLS#
  • 24209753
Listed By: Alan Hamilton 203-952-8880 with William Raveis Real Estate. - (203) 227-4343
Data Source: Smart MLS

Features

General

Zoning RS-3
Neighborhood North End
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 0.11
Directions Merrit Pkwy to Hawley Lane to Tavern Rock, left on Cutspring...Circle is on RHS
High School Per Board of Ed
City Stratford
Elementary School Per Board of Ed
Sq Ft Total 588
Year Built 1935
Exclusions See Addendum
Style Cottage
Year Built Source Public Records

Interior Features

Cooling System Central Air
Total Rooms 4
Basement Description Full,Unfinished,Storage,Walk-out,Concrete Floor

Exterior Features

Water Source Public Water Connected
Lot Description Lightly Wooded,Treed,Sloping Lot,Water View
Color Grey/ Blue

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

9/25/2026 Listed $375,000

Property vs Zip Code Average in 06614

Price
AVG $580K
$380K
Taxes
AVG $8,357
$4,040
Year Built
AVG 1957
1935

In The Neighborhood

Areas That We Cover

33 Circle Drive Stratford, CT is a Single Family Home for sale at $375000 with 588 sqft and a lot size of 0.11 Acres Acre(s). 33 Circle Drive Stratford has 1 bedrooms, 1 baths and was built in 1935. The property's zip code is 06614 which is in Stratford, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Oluwatosin Marriott

Oluwatosin Marriott

Sales Agent

203-243-9289

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