Off Market Aug 2025 for $505K

$702,399

•

2,092

sq ft

71 Old Toll Rd, Madison, CT 06443

About this home

1810 Antique ~ lovingly Restored by present owner over the last 7 years. This picturesque home sits on 2.79 Acres and actually owns half of "Shelly Lake". Enjoy the tranquil water views from the newly Glassed in heated rear porch. Or if you prefer, grab a book and pull up a chair to any one of the 4 Wood Burning Fireplaces. Main Kitchen has been remodeled with Granite, Stainless Steel and a beautiful deep Porcelain Farm Sink. The Dining Room is graced w/numerous Built-Ins, a Fireplace and can comfortably seat 12 for larger gatherings. The Walk Out Lower Level is perfect for an In-Law or income producing Apartment with a Full Bath & complete Kitchen. The rear outbuildings can easily fit 3 cars and still have room for a workshop & potting shed or artist studio. Don't miss this one as it is a Treat for the Eyes ~

Single-familyProperty Type

1810Year Built

2.79 acresLot Size

$336Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Tom Clancy • William Pitt Sotheby's Int'l

Bought with Tom Clancy • William Pitt Sotheby's Int'l

Source:Smart MLS #24095839

Redfin Estimate

$702,399

$197K since sold in August 2025$12K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.7% higher than the average sale price ($623K) of 6 comparable homes.

SOLD JUN 25, 2026
$597,104
A
3 beds2.5 baths2,022 sq ft
1353 Durham Rd, Madison, CT 06443
SOLD JUN 26, 2026
$738,000
B
3 beds3 baths2,025 sq ft
69 Squires Rd, Madison, CT 06443
SOLD JUL 8, 2026
$805,000
C
4 beds2.5 baths1,984 sq ft
60 Bradley Corners Rd, Madison, CT 06443
SOLD JUL 8, 2026
$550,000
D
3 beds2.5 baths1,824 sq ft
18 St. Francis Woods Rd, Madison, CT 06443
SOLD FEB 6, 2026
$449,900
E
3 beds2.5 baths1,725 sq ft
75 Hart Rd, Guilford, CT 06437
SOLD JUN 26, 2026
$600,000
F
3 beds2.5 baths3,184 sq ft
187 Old Toll Rd. Rd, Madison, CT 06443

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Earn from this home

Sell

$262,997

Est. take-home

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Rent

$3,294/mo

Redfin rental estimate

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Market trends in 06443, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

+0.1% MoM

Median sale price

$731K

$26K MoM

Avg. days on market

45d

6 days MoM

Recently sold homes

15 MoM

New listings for sale

$5,000,000
3 beds3 baths3,109 sq ft
Madison, CT 06443
COMING SOON
$700,000
3 beds2.5 baths2,124 sq ft
67 Blakeman Rd, Madison, CT 06443
$524,000
3 beds2 baths1,288 sq ft
35 Aileen Dr, Madison, CT 06443
$500,000
2 beds2 baths1,280 sq ft
22 Thelbridge St #22, Madison, CT 06443
COMING SOON
$4,499,000
6 beds6.5 baths5,817 sq ft
14 Middle Beach Rd W, Madison, CT 06443
$3,000,000
4 beds5 baths4,833 sq ft
17 Barberry Ln, Madison, CT 06443
See all

Provided by Redfin

Sale history for 71 Old Toll Rd

Date

Event

Price

Smart MLS #24095839

Aug 28, 2025

Sold

$505,000

$241/sq ft

Jul 13, 2025

Pending

—

Jun 9, 2025

Contingent

—

May 16, 2025

Listed

$549,500

$263/sq ft

May 14, 2025

Coming Soon

$549,500

$263/sq ft

Smart MLS #170071584

Nov 30, 2018

Sold

$146,284

$70/sq ft

Apr 12, 2018

Listed

$166,800

$80/sq ft

Smart MLS #M9104862

Dec 18, 2007

Listing Removed

—

Jun 18, 2007

Listed

$579,900

$277/sq ft

Smart MLS #M9103122

Aug 29, 2007

Listing Removed

—

Mar 29, 2007

Listed

$589,900

$282/sq ft

Smart MLS #M9101782

Mar 29, 2007

Listing Removed

—

Jan 14, 2007

Listed

$749,900

$358/sq ft

Smart MLS #M9098724

Jan 10, 2007

Listing Removed

—

Aug 9, 2006

Listed

$539,000

$258/sq ft

Smart MLS #M9088907

May 23, 2005

Listed

$425,000

$203/sq ft

Smart MLS #M9079624

Feb 10, 2004

Listed

$1,590,000

$760/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,333 (+1.9%)

$97,000 + $114,300

$211,300

2022

$6,214 (+1.9%)

$97,000 + $114,300

$211,300

2021

$6,096 (+1.8%)

$97,000 + $114,300

$211,300

2020

$5,990

$97,000 + $114,300

$211,300

2019

$5,990 (−2.7%)

$97,000 + $114,300

$211,300

2018

$6,158 (+2.7%)

$100,100 + $119,500

$219,600

2017

$5,995 (+3.1%)

$100,100 + $119,500

$219,600

2016

$5,817 (+5.2%)

$100,100 + $119,500

$219,600

2014

$5,527 (−11.5%)

$100,100 + $119,500

$219,600

2010

$6,245

$176,300 + $130,000

$306,300

Tax history for 71 Old Toll Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,333 (+1.9%)

$97,000 + $114,300

$211,300

2022

$6,214 (+1.9%)

$97,000 + $114,300

$211,300

2021

$6,096 (+1.8%)

$97,000 + $114,300

$211,300

2020

$5,990

$97,000 + $114,300

$211,300

2019

$5,990 (−2.7%)

$97,000 + $114,300

$211,300

2018

$6,158 (+2.7%)

$100,100 + $119,500

$219,600

2017

$5,995 (+3.1%)

$100,100 + $119,500

$219,600

2016

$5,817 (+5.2%)

$100,100 + $119,500

$219,600

2014

$5,527 (−11.5%)

$100,100 + $119,500

$219,600

2010

$6,245

$176,300 + $130,000

$306,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

2.79 Acres

Year renovated

—

Sq. Ft.

1,388

Year built

1810

Style

Single Family Residential

County

New Haven County

APN

1160566

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage, Covered Garage, Paved, Driveway
Garages Number: 3

Parking Information
Parking Total Spaces: 10

Interior

Interior Information
Total Rooms: 8
Interior Features: Cable - Available, Cable - Pre-wired, Central Vacuum
In-Law Apartment: Possible
In-Law Access: Lower Level, Separate Entry
Electric Outlet(s), Lighting
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Electric Range, Oven/Range, Microwave, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Mud Room, Wine Cellar, Workshop
Basement Description: Full, Heated, Apartment, Interior Access, Partially Finished, Liveable Space, Full With Walk-Out
Has Attic
Attic Description: Floored, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Aluminum

Lot Information
Lot Description: Treed, Sloping Lot, Rolling, Water View

Building Information
Foundation Type: Masonry, Stone
Construction Description: Frame, Stone, Masonry
Color: Red

Property Information
Waterfront Description: Lake, Walk to Water, Dock or Mooring, View, Access
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1388
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $305,900

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Baseboard, Hot Water, Radiator
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Ridge Vents, Storm Doors, Storm Windows, Thermopane Windows

Location

School Information
Middle Jr High School: Brown
High School: Daniel Hand
Elementary School: Kathleen H. Ryerson

Location Information
State: Connecticut
Nearby Amenities: Health Club, Lake, Library, Medical Facilities, Park, Shopping/Mall
Directions: Route 79 to West on Route 80 / On Right before Dream Lake
Direct Waterfront
County: New Haven

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,388
Stories: 1.0
Lot Size: 2.79 acres
Style: Single Family Residential
Year Built: 1810
Year Renovated: —
County: New Haven County
APN: 1160566

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Kathleen H. Ryerson Elementary School

Public K-3 • Assigned • 2.4mi

10/10

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 4.9mi

9/10

Daniel Hand High School

Public 9-12 • Assigned • 5.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

1% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 94° expected this year, 18 days in 30 years

6/10 Wind Factor

67% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Madison, CT • 06443

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$668,000 – $808,000

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Home values near 71 Old Toll Rd

Data from public records.

Address	Redfin Estimate
68 Old Toll Rd, Madison, CT 4 Beds \| 2.5 Baths \| 2753 Sq. Ft.	$766,678
35 Old Toll Rd, Madison, CT 2 Beds \| 1 Baths \| 740 Sq. Ft.	$609,454

Address	Redfin Estimate
3 Old Toll Rd, Madison, CT 3 Beds \| 2 Baths \| 2340 Sq. Ft.	$492,708
34 Matteo Ct, Madison, CT 4 Beds \| 5.5 Baths \| 4900 Sq. Ft.	$1,545,709

Address	Redfin Estimate
103 Old Toll Rd, Madison, CT 5 Beds \| 3.5 Baths \| 2208 Sq. Ft.	$612,976
39 Matteo Ct, Madison, CT 4 Beds \| 2.5 Baths \| 3941 Sq. Ft.	$1,151,845

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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