249 Circle Drive
Stratford, Connecticut 06614
- Beds
- 3
- Baths
- 2
- SqFt
- 1,604
- Acres
- 0.14
- Year Built
- 1987
- Property Type
- Single Family
Matt Caiola
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About This Home
Welcome to 249 Circle Drive, Stratford, CT. This charming ranch-style home offers 3 bedrooms, 2 full bathrooms, a spacious living room, dining room, and a 4-car garage. Enjoy stunning lake views from the large deck overlooking a peaceful waterfront setting complete with a charming bridge and waterfall. Situated on four combined lots, this unique property provides exceptional privacy and a true retreat-like atmosphere. The largest lot, approximately 0.74 acres, offers the potential to build an additional home, subject to local approvals and zoning requirements, creating a rare opportunity for homeowners, investors, or future expansion. Conveniently located yet tucked away in a quiet, serene setting, this one-of-a-kind property combines natural beauty, waterfront living, and outstanding potential. Don't miss this rare opportunity to own a private lakefront retreat in Stratford.
Key Facts
- City/Town
- Stratford
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1987
- Days on Market
- 54 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,604 sq ft
- Lot Size
- 0.14 acres
- Property Taxes
- $8,037 / Annually
Market Snapshot
The Stratford Market
Single Family · trailing 12 months
Active Listings
69
88 under contract
Median List Price
$575,000
69 active listings
Median Closed Price
$475,000
417 sales
Median Days on Market
33
69 active listings
Median $ / Sq Ft
$303
69 active listings
Sale-to-List Ratio
101.3%
417 sales
How this home compares
List Price
$550,000
vs $575,000 median
In line with median
Price / Sq Ft
$343
vs $303 median
13.2% above median
Days on Market
54 days
vs 33 days median
21 days longer than median
Based on 69 active and 417 closed sales (trailing 12 mo) of single family in Stratford. Source: SmartMLS · As of July 28, 2026.
Location
249 Circle Drive, Stratford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,804
- Property Taxes$670
- Insurance$183
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stratford
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1987
- New Construction
- No/Resale
- Living Area
- 1,604 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Oven/RangeRange HoodRefrigerator
- Basement
- Partial
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- RS-3
- Waterfront
- Direct waterfront
- Waterfront Details
- LakeBeach RightsWater CommunityViewAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Lot Description
- TreedSloping LotWater View
Listing & Financials
- Property Taxes
- $8,037 / Annually
- Days on Market
- 54
- MLS #
- 24180954
- MLS Status
- Under Contract
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:15 AM UTC.