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199 Woodend Road

Stratford, Connecticut 06615

PENDING$349,900

Reduced from $399,900

Beds
3
Baths
1 | 1
SqFt
1,464
Acres
0.13
Year Built
1940
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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1 FireplacePrice Reduced

About This Home

An affordable find in Stratford! This home needs a little bit of work... but is move in ready and an amazing opportunity to build equity. A true diamond in the rough with lots of updates (waiting for the right buyer to finalize its potential). Boasting white shaker cabinets, granite countertops, stainless steel appliances, recessed lighting, crown molding, and a partially finished basement (with its own entrance). You'll love the newer roof, maintenance free vinyl siding, and updated mechanicals. This cozy home features a fully fenced yard, beautiful landscaping, outdoor deck, and a great yard for entertaining. Nestled between downtown Stratford and the beach... you'll have all the excitement of both at your fingertips. Directly on a bus line, where you'll be able to leave your front door and take a bus straight to the train station. Or you can walk to basketball courts, schools, shopping, and entertainment. Close proximity to the Main Street Corridor, I-95, Short Beach, Birdseye Boat Launch, tennis courts and golf! Long driveway gives you ample room for multiple cars. Don't let this one pass you by. Schedule your showing today!

Key Facts

City/Town
Stratford
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1940
Days on Market
46 days
Beds
3
Baths
1 full · 1 half
Living Area
1,464 sq ft
Lot Size
0.13 acres
Garage / Parking
3 total
Property Taxes
$4,728 / Annually

Market Snapshot

The Stratford Market

Single Family · trailing 12 months

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

$349,900

vs $575,000 median

39.1% below median

Price / Sq Ft

$239

vs $303 median

21.1% below median

Days on Market

46 days

vs 33 days median

13 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

199 Woodend Road, Stratford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,295

per month

  • Principal & Interest$1,784
  • Property Taxes$394
  • Insurance$117
  • 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
Cape Cod
Year Built
1940
New Construction
No/Resale
Living Area
1,464 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardRadiator
Heat Fuel
Natural Gas
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullPartially Finished

Exterior & Lot

Lot Size
0.13 acres
Zoning
RM-1
Garage / Parking
3 total parking spacesPavedOff Street Parking
Waterfront Details
Walk to Water
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Fence - FullLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$4,728 / Annually
Days on Market
46
MLS #
24183103
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Daniel Thomas

D. Thomas Homes

(203) 520-7390

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 7:01 AM UTC.