29 Poverty Hollow Road
Newtown, Connecticut 06470
Reduced from $499,900
- Beds
- 3
- Baths
- 2
- SqFt
- 1,253
- Acres
- 1.26
- Year Built
- 1933
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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 workshop) surrounded by trees offering privacy and room for expansion. 29 Poverty Hollow is made for living.
Key Facts
- City/Town
- Newtown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1933
- Days on Market
- 47 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,253 sq ft
- Lot Size
- 1.26 acres
- Garage / Parking
- 4 total
- Property Taxes
- $7,093 / Annually
Market Snapshot
The Newtown Market
Single Family · trailing 12 months
Active Listings
77
46 under contract
Median List Price
$895,000
77 active listings
Median Closed Price
$680,000
305 sales
Median Days on Market
47
77 active listings
Median $ / Sq Ft
$299
77 active listings
Sale-to-List Ratio
100.0%
305 sales
How this home compares
List Price
$472,000
vs $895,000 median
47.3% below median
Price / Sq Ft
$377
vs $299 median
26.1% above median
Days on Market
47 days
vs 47 days median
In line with median
Based on 77 active and 305 closed sales (trailing 12 mo) of single family in Newtown. Source: SmartMLS · As of October 14, 2026.
Location
29 Poverty Hollow Road, Newtown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$2,614
- Property Taxes$591
- Insurance$157
- 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
- $7,093 / Annually
- Days on Market
- 47
- MLS #
- 24197944
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/14/2026. 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 10/14/2026 at 8:10 PM UTC.