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29 Poverty Hollow Road

Newtown, Connecticut 06470

ACTIVE - NEW$499,900
Beds
3
Baths
2
SqFt
1,253
Acres
1.26
Year Built
1933
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

This Picture Perfect 3 BR/2 BTH Cape is situated in the southwest corner of Newtown on a beautiful lot overlooking Poverty Hollow. Convenient for a down county commute and close to everything Newtown has to offer. Step into the bright & airy layout with hardwood floors throughout the main level PLUS a first floor bedroom and full bath making this home perfect for single level living. The eat-in kitchen/dining area leads to a cozy family room with tons of natural light. Upstairs, you'll find 2 generous bedrooms with wall to wall carpeting and a full bath. Maintenance free vinyl siding and vinyl windows plus many other updates - roof, boiler, well equipment... The lot abuts the bridle trail and features a small barn(perfect for a work shop) surrounded by trees offering privacy and room for expansion. 29 Poverty Hollow is made for living and ready for your finishing touches.

Key Facts

City/Town
Newtown
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1933
Days on Market
1 day
Beds
3
Baths
2 full
Living Area
1,253 sq ft
Lot Size
1.26 acres
Garage / Parking
4 total
Property Taxes
$6,967 / Annually

Market Snapshot

The Newtown Market

Single Family · trailing 12 months

Median Days on Market

30

75 active listings

Median $ / Sq Ft

$314

75 active listings

Sale-to-List Ratio

100.0%

313 sales

How this home compares

List Price

$499,900

vs $829,000 median

39.7% below median

Price / Sq Ft

$399

vs $314 median

27.1% above median

Days on Market

1 day

vs 30 days median

29 days fresher than median

Based on 75 active and 313 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of August 29, 2026.

Location

29 Poverty Hollow Road, Newtown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,318

per month

  • Principal & Interest$2,570
  • Property Taxes$581
  • Insurance$167
  • 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
Single Family
Style
Cape Cod
Year Built
1933
New Construction
No/Resale
Living Area
1,253 sq ft

Schools

Elementary
Head O'Meadow
Middle
Reed
High
Newtown

Interior

Heating
BaseboardHot Water
Heat Fuel
Oil
Cooling
Ceiling FansWindow Unit
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
FullSump Pump
Additional Rooms
Mud Room

Exterior & Lot

Lot Size
1.26 acres
Zoning
R-1
Garage / Parking
4 total parking spacesOff Street Parking
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
Beige
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGutters
Lot Description
Lightly WoodedSloping LotOpen Lot

Listing & Financials

Property Taxes
$6,967 / Annually
Days on Market
1
MLS #
24197944
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Gregg Leonard

(860) 626-5004

William Raveis Real Estate

(203) 426-3429

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/29/2026. 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 8/29/2026 at 6:05 AM UTC.