31 Poverty Hollow Rd

$1,650,000
Last Sold Price
6,068 Sq. Ft.
$272 / Sq. Ft.
6,068
Sq. Ft.
$272
per Sq. Ft.

Description

House includes guest house! Amazing price! A rare opportunity to own a one-of-a-kind private compound nestled in the idyllic countryside of historic Newtown. Set on over 3 acres of exquisitely landscaped grounds, "The Retreat" offers unmatched privacy, luxury, and versatility. This reimagined estate features two beautifully updated residences- A fully renovated 4-bed, 3.5-bath main house and a fully updated 2-bed (potential for 3rd), 2-bath guest house - ideal for multi-generational living or extended...House includes guest house! Amazing price! A rare opportunity to own a one-of-a-kind private compound nestled in the idyllic countryside of historic Newtown. Set on over 3 acres of exquisitely landscaped grounds, "The Retreat" offers unmatched privacy, luxury, and versatility. This reimagined estate features two beautifully updated residences- A fully renovated 4-bed, 3.5-bath main house and a fully updated 2-bed (potential for 3rd), 2-bath guest house - ideal for multi-generational living or extended stays. Timeless architecture blends with open-concept living and modern systems throughout. The main house boasts a grand two-story entry, vaulted ceilings, custom paneling, and multiple fireplaces. Skylights and large windows fill the home with natural light. The walk-out lower level offers a complete in-law suite for added flexibility. The guest house includes its own living space, kitchen, and entrance. Both homes have new roofs, HVAC, hot water systems, radon mitigation, and designer finishes. Outdoors, enjoy a koi pond, flowing stream, summer wildflower meadow, garden arbors, bluestone patios, and LED-lit walkways. A true sanctuary where luxury meets nature.
  1. Listed by Michael K Heering • Houlihan Lawrence
    P: (203)-837-6761 C: (203)-837-6761 kyle@propertytwinsteam.com
  2. Listed by Derek A Heering • Houlihan Lawrence
    P: (203)-438-0455 C: (203)-832-7677 derek@propertytwinsteam.com

Property Details for 31 Poverty Hollow Road

Basement Description
Full, Fully Finished, Full With Walk-Out
Direct Waterfront
No
Garages Number
2
Neighborhood
Hattertown
Style
Colonial, Contemporary
Garage Parking Info
Under House Garage
Swimming Pool
No
LISTING UPDATED: 12/18/2025 06:24 PM

Property Details for 31 Poverty Hollow Road

StatusClosed
MLS #24136053
Days on Market5
Taxes$23,423 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1984
Lot Size3.11 AC / 135,471 SF
CountyFairfield County

Location

Listing Courtesy of Houlihan Lawrence, Michael K Heering; Houlihan Lawrence, Derek A Heering

Sold By Houlihan Lawrence, Derek A Heering; Houlihan Lawrence, Michael K Heering

Add your commute

Building Information for 31 Poverty Hollow Road

Stories-Year Built1984Building Size-Lot Size3.11 AC / 135,471 SF

Payment Calculator

$9,994 per month

30 year fixed, 6.15% Interest

Principal and Interest

$8,042

Property Taxes

$1,952

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 31 Poverty Hollow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Poverty Hollow, Driveway is for both the main house and guest house.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.3624
  • Longitude: -73.336753
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $23,423
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Guest House, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Laundry Room Info: Upper Level
  • Laundry Room Location: Upper level in main house
  • Rooms Total: 19
Room 1
  • Room Entry Order: 1
  • Room Features: Balcony/Deck,Breakfast Nook,Double-Sink,Island,Pantry,Marble Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 17.0
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Patio/Terrace,Sliders,Tile Floor
  • Room Length: 22.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 16.0
Room 3
  • Room Entry Order: 11
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 12
  • Room Features: Pellet Stove
  • Room Length: 27.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 12.0
Room 5
  • Listing Key: 4213A450940C61B4E0631A01100A5231
  • Room Entry Order: 13
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 10.0
Room 6
  • Room Entry Order: 14
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 18.0
Room 7
  • Room Entry Order: 15
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 8
  • Room Entry Order: 16
  • Room Length: 22.0
  • Room Level: Lower
  • Room Type: Living Room
  • Room Width: 11.0
Room 9
  • Listing Key: 4213A450940C61B4E0631A01100A5231
  • Room Entry Order: 17
  • Room Length: 19.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 36.0
Room 10
  • Room Entry Order: 2
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 16.0
Room 11
  • Room Entry Order: 3
  • Room Features: Skylight,Beams,Patio/Terrace,Hardwood Floor,Tile Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 16.0
Room 12
  • Room Entry Order: 4
  • Room Features: Book Shelves,Built-Ins,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 12.0
Room 13
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 14
  • Room Entry Order: 6
  • Room Features: Fireplace,Full Bath
  • Room Length: 23.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 16.0
Room 15
  • Room Entry Order: 7
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 16
  • Room Entry Order: 8
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 20.0
Room 17
  • Room Entry Order: 9
  • Room Length: 11.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 9.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1984
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Description: Calculated from both main house and guest house combined.
  • Sq Ft Est Heated Below Grade: 1620
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Interior Lot, Treed, Professionally Landscaped
  • Parcel Number: 203914
  • Sq Ft Est Heated Above Grade: 4448.0
  • Sq Ft Total: 6068.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 31 Poverty Hollow Road

DateEvent & SourcePriceAppreciation
Jan 14, 2022

Closed (Public Record)

Public Record #1481957806

$965,000

-1.1% / yr

Apr 3, 2006

Closed (Public Record)

Public Record #194563030

$1,150,000—
DateEvent & SourcePrice
01/14/2022

Closed (Public Record)

Public Record #1481957806

$965,000

-1.1% / yr

04/03/2006

Closed (Public Record)

Public Record #194563030

$1,150,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 31 Poverty Hollow Road

Taxable ValueLand$145,420Additions$669,580Total$815,000
Tax Record2024$23,423 ($1,952 / month)
Home Facts
Beds0Lot Size135,472 SqFtStyleSingle Family ResidenceZoningR-2CountyFAIRFIELDAPNNTWN M:13 B:1 L:47Fireplace TypeHas Fireplace

Schools near 31 Poverty Hollow Road

This home is within Newtown School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Head O'Meadow Elementary School
PublicK to 4

Reed Intermediate School
Public5 to 6

Newtown Middle School
Public7 to 8

Newtown High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Houlihan Lawrence, Michael K Heering; Houlihan Lawrence, Derek A Heering

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.