- 1
- beds
- 1
- baths
- 588
- sqft
- 1935
- year built
- Status:
- Under Contract
- MLS #:
- 24209753
- County:
- Fairfield
- Listed By:
- Alan Hamilton - William Raveis Real Estate
- Agent Phone:
- (203) 952-8880
- Agent Email:
- hamilton.a@outlook.com
Sponsoring Broker: Derek Eisenberg, Continental Real Estate Group, Inc
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.
-
- Bedrooms
- 1
-
- Bathrooms
- 1
-
- Year Built
- 1935
-
- Architectural Style
- Cottage
-
- Construction Materials
- Frame, Vinyl Siding
-
- Foundation
- Stone
-
- Parking Features
- On Street
-
- Living Area
- 588.0
-
- Appliances
- Dishwasher, Microwave, Refrigerator, Range, Oven
-
- Patio And Porch
- Deck
-
- Cooling
- Central Air
-
- Heating
- Forced Air, Oil
-
- Basement
- Full, Walk-Out Access, Unfinished, Concrete, Storage Space
-
- Acres
- 0.11
-
- Lot Features
- Wooded, Sloped, Waterfront
-
- Water Front Features
- Lake
-
- Water Front
- Yes
-
- View
- Water
-
- Water
- Public
-
- County
- Fairfield
-
- City
- Stratford
-
- Zip Code
- 06614
-
- High School
- Per Board of Ed
-
- Elementary School
- Per Board of Ed
-
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Price History
| 10/13/2026 | Price Changed | $350,000 |
| Source: SmartMLS #24209753 | ||
| 09/25/2026 | Listed | $375,000 |
| Source: SmartMLS #24209753 | ||
| 07/03/2026 | Off Market | — |
| Source: SmartMLS #24188441 | ||
| 04/29/2022 | Sold | $239,900 |
| Source: SmartMLS #170462109 | ||
| 01/20/2022 | Listed | $239,900 |
| Source: SmartMLS #170462109 | ||
Source: MLS Data
Deed History
| 05/02/2022 | Warranty Deed | $239,900 |
| 03/28/2011 | Quit Claim Deed (non-arm's length) | $0 |
| 04/06/2001 | Warranty Deed | $85,000 |
| 04/02/1998 | Deed | $61,000 |
Source: Public records via Constellation Data Labs
Mortgage History
| 05/02/2022 | Purchase Money Mortgage | $227,905 |
| 05/21/2015 | FHA | $159,747 |
| 09/28/2007 | $90,000 | |
| 04/16/2003 | $115,000 | |
| 04/06/2001 | $68,000 | |
| 04/02/1998 | Unknown | $45,500 |
Source: Public records via Constellation Data Labs
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Similar Listings
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There are currently 205 properties available in Stratford, with 53 under contract to close soon. Properties in the city have an average sale price of $502,163 and typically spend 74 days on the market before being sold.
Want to compare this property to others available for sale in the area? Use our search to find exactly what you want among our 2,000,000+ listings and to see incredible photos to show you what is possible.
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Source: ez Home Search, MLS Data
Frequently Asked Questions
How do I schedule a tour of 33 Circle Dr?
We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 33 Circle Dr.
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How do I get more information about 33 Circle Dr?
Click Ask a Question to talk with our team. You already know it is a 1 bed, 1 bath, listed for $350,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Stratford, and can even get you in to see the property quickly.
How much is the monthly mortgage payment for 33 Circle Dr?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 33 Circle Dr at around $2,568. This includes estimated property taxes and insurance.
Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.
How do I get pre-approved to buy 33 Circle Dr?
Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.
Or, let us connect you with our preferred local lender in Fairfield County. They will give you all of your available financing options, based on your specific situation and what is available to you.
Can I negotiate the asking price for 33 Circle Dr?
In most cases, yes. Whether 33 Circle Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Stratford's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 33 Circle Dr?
We can handle that for you. Our preferred local agent specializes in residentials in Stratford and can guide you through every step of the offer process.
You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $350,000 with 588 sqft of space—that comes out to approximately $595 per square foot.
How long has this property been on the market?
33 Circle Dr was listed on September 25, 2026, which means it's been on the market for 49 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
When was this house built?
This home was built in 1935, making it approximately 91 years old.
What is the lot size of this property?
33 Circle Dr sits on a 0.11-acre lot, which is 4,792 square feet.
What schools are assigned to this property?
Based on MLS info, this home is zoned for:
- Elementary: Per Board of Ed
- High: Per Board of Ed
Want to see how these schools compare? Check out our Fairfield County School Guide to see ratings, reviews, and more for the schools in the area.
What are the property taxes for 33 Circle Dr?
The most recent public record shows annual property taxes for 33 Circle Dr were approximately $6,912. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.
Is 33 Circle Dr still available for sale?
This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.
Source: ez Home Search, MLS Data
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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, SmartMLS. All rights reserved.
Last Updated: November 13, 2026 at 06:53AM | Source: SmartMLS | MLS#: 24209753
