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263 & 271 South Main Street

Newtown, Connecticut 06470

ACTIVE$999,000
Beds
0
Baths
0
SqFt
Acres
2.06
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Waterfront

About This Home

An exceptional commercial opportunity awaits with two adjacent parcels totaling 2.06 acres, ideally positioned along South Main Street Route 25 in a highly visible, high traffic corridor. Offered together as a single package, 271 South Main Street encompasses 1.18 acres and 263 South Main Street adds an additional 0.88 acres, creating a versatile footprint with outstanding exposure to approximately 16,000 vehicles per day. Formerly home to a well known local restaurant, the property is now vacant land ready for a fresh vision and future development. The setting is surrounded by established retail, dining, and convenient highway access, making it a prime location for a wide range of commercial uses. Existing well and septic systems are in place, adding value and flexibility for redevelopment. Permitted uses include retail, office, printing and publishing, wholesale, warehouse, light industrial, and veterinary hospital, while special exception uses with approval include restaurant, quick service restaurant, drive thru, hotel or motel, shopping center, bank, and private school. Additional potential exists for uses such as a gas station, Restaurant, or car wash, subject to zoning changes and town approvals. With its strong visibility, flexible zoning, and strategic location, this property presents a compelling investment opportunity for developers, business owners, or investors seeking long term value. The property is being sold as is and offers endless potentia!

Key Facts

City/Town
Newtown
Neighborhood
N/A
Property Type
Land
Days on Market
181 days
Beds
0
Baths
0 baths
Lot Size
2.06 acres
Property Taxes
$7,163 / Annually

Market Snapshot

The Newtown Market

Land · trailing 12 months

Median Days on Market

244

7 active listings

Median $ / Sq Ft

--

7 active listings

Sale-to-List Ratio

92.1%

5 sales

How this home compares

List Price

$999,000

vs $368,500 median

2.7× the median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

181 days

vs 244 days median

63 days fresher than median

Based on 7 active and 5 closed sales (trailing 12 mo) of land in Newtown. Source: SmartMLS · As of July 28, 2026.

Location

263 & 271 South Main Street, Newtown, Connecticut

Property + 3 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,024

per month

  • Principal & Interest$5,094
  • Property Taxes$597
  • Insurance$333
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Newtown
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Land
Subtype
SingleFamilyResidence

Schools

Elementary
Middle Gate
Middle
Reed
High
Newtown

Exterior & Lot

Lot Size
2.06 acres
Zoning
M-1
Waterfront
Direct waterfront
Waterfront Details
Brook
Water Source
Private Well
Sewer
Septic
Lot Description
Corner LotLightly WoodedLevel Lot

Listing & Financials

Property Taxes
$7,163 / Annually
Days on Market
181
MLS #
24150429
MLS Status
Active

Similar Properties

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Listed By

Dan Leyden

(603) 978-5844

KW Legacy Partners

(860) 313-0700

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.