Last Sold Price
4 beds3,818 sqft$183/sqft
497 Toby Hill Rd, Westbrook, CT 06498

Description

This is a truly unique property.   The house features a hand-pegged timber frame with stone façade, architectural shingles and a standing seam steel roof, all designed for easy maintenance.   The custom frame has chamfered beams and curved and chamfered sway braces throughout.   The 3-story living room features queen posts and hammer beams and must be seen to be believed.   High-end mechanicals include an 11 zone Buderus radiant heat, constant circulation hot water, high velocity A/C, 200 amp service...This is a truly unique property.   The house features a hand-pegged timber frame with stone façade, architectural shingles and a standing seam steel roof, all designed for easy maintenance.   The custom frame has chamfered beams and curved and chamfered sway braces throughout.   The 3-story living room features queen posts and hammer beams and must be seen to be believed.   High-end mechanicals include an 11 zone Buderus radiant heat, constant circulation hot water, high velocity A/C, 200 amp service in the house and 100 amp in the external garage, intercom, security system, security cameras, and a custom 3-zone 12v outdoor lighting system.   The main floor features an open plan. Huge windows provide natural light throughout.   The amazing chef’s kitchen is designed for convenience, with beautiful granite counters, a double sink with high-velocity spray faucet, prep sink, pot filler, up-to-date appliances, and much more.   Enjoy the views of the front yard while you cook.   The pantry and laundry room offer lots of custom cabinets, utility sink, and washer and dryer. Adjacent is a full bath with wainscoting and a coat closet. The generous dining area features views of the back yard through sliding doors, and is open to the kitchen and fabulous living room, with 3 stories of gorgeous beams and woodwork, plank board ceiling and a floor to ceiling fireplace with timber mantle, Vermont Castings woodburning insert stove, and a custom mounted HDTV above.
LISTING CLOSED: 04/17/2020 12:00 AM

Listing Agents

  1. Gigi Giordano Taylor

    Gigi Giordano Taylor

    Listing Agent

    Page Taft - Compass

    P: (203) 671-2155

    M: (203) 671-2155

  2. Mick Marsden

    Mick Marsden

    Alternative Listing Agent

    Page Taft - Compass

    P: (860) 334-1379

    M: (860) 334-1379

Property Details for 497 Toby Hill Road

Status
MLS #
170275271
Days on Market
12
Taxes
$12,008 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
2000
Lot Size
6.83 AC / 297,514 SF
Basement Description
Full With Walk-Out
Direct Waterfront
No
Garages Number
10
Neighborhood
N/A
Style
Other
Garage Parking Info
Tandem, Attached Garage, Detached Garage
Swimming Pool
No

Recent comparable sales

Median sold price

$945,000

Avg days on market

69

Sale-to-list ratio

94.6%

Westbrook, CT

9 comparable properties found

$964,000 | 199 Toby Hill Road, Westbrook, CT 06498
1

$964,000

Sold 10/31/25

4
Bedrooms
3,029
Square Feet
3.76
Acres
$750,000 | 372 Meadow Lark Ln Extension, Westbrook, CT 06498
2

$750,000

Sold 09/05/24

4
Bedrooms
3,271
Square Feet
3.26
Acres
$953,000 | 14 Halls Road, Westbrook, CT 06498
3

$953,000

Sold 10/17/25

4
Bedrooms
3,440
Square Feet
7.11
Acres
$880,000 | 262 Fairview Road, Westbrook, CT 06498
4

$880,000

Sold 07/21/25

5
Bedrooms
4,066
Square Feet
2.14
Acres
$3,275,000 | 166 Fiske Lane, Westbrook, CT 06498
5

$3,275,000

Sold 02/09/26

4
Bedrooms
4,747
Square Feet
1.9
Acres
a front of a house with a garden
6

$900,000

Sold 11/03/25

4
Bedrooms
3,708
Square Feet
2.1
Acres
7

$526,400

Sold 01/25/25

3
Bedrooms
3.5
Bathrooms
3,502
Square Feet
2.04
Acres
$950,000 | 1 Lake Louise Drive, Westbrook, CT 06498
8

$950,000

Sold 05/14/26

5
Bedrooms
5,028
Square Feet
5.99
Acres
$945,000 | 321 Old Clinton Road, Westbrook, CT 06498
9

$945,000

Sold 12/09/25

4
Bedrooms
3,961
Square Feet
6.05
Acres

Location

Listing Courtesy of Page Taft - Compass, Gigi Giordano Taylor; Page Taft - Compass, Mick Marsden

Sold By Coldwell Banker Realty, Jackie Nowell

Add your commute

Building Information for 497 Toby Hill Road

Stories-Year Built2000Building Size-Lot Size6.83 AC / 297,514 SF

Payment Calculator

$4,559 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,558

Property Taxes

$1,001

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 497 Toby Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 153 North take left onto McVeigh road and right on to Toby Hill Road to house on the left see sign
  • Elementary School: Daisy Ingraham
  • Flood Zone: No
  • High School: Westbrook
  • Intermediate School: Per Board of Ed
  • Latitude: 41.31333
  • Longitude: -72.44483
  • Middle Jr High School: Westbrook
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2019-June 2020
  • Property Tax: $12,008
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Garden Area, Grill, Lighting, Porch-Enclosed, Underground Utilities
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Finished
  • Cooling System: Ceiling Fans, Central Air, Heat Pump, Zoned
  • Heat Type: Radiant, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Entertainment System, Lighting
  • Interior Features: Audio System, Auto Garage Door Opener, Intercom, Cable - Available, Open Floor Plan, Security System
  • Laundry Room Location: First
  • Rooms Additional: Mud Room, Workshop
  • Room Count: 9
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Granite Counters,Island,Tile Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 15.0
Room 2
  • Room Entry Order: 2
  • Room Features: Cathedral Ceiling,Fireplace,Tile Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 20.0
Room 3
  • Room Entry Order: 3
  • Room Features: Sliders,Tile Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 4
  • Room Entry Order: 4
  • Room Features: Full Bath,Sliders,Wide Board Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 19.0
Room 5
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Full Bath,Wide Board Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.0
Room 6
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Full Bath,Vaulted Ceiling,Walk-In Closet,Wide Board Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 20.0
Room 7
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Vaulted Ceiling,Wide Board Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Study
  • Room Width: 13.0
Room 8
  • Room Entry Order: 8
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 13.0
Room 9
  • Room Entry Order: 9
  • Room Features: Cathedral Ceiling,Full Bath,Gas Log Fireplace,Walk-In Closet,Wide Board Floor
  • Room Level: Other
  • Room Type: Studio Apt
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Circular, Crushed Stone
  • Elevation Certificate: No
  • Exterior Siding: Stone
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • Gross SQFT Per Public Records: 8332
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2000
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: Yes
  • Sq Ft Est Heated Below Grade: 220
  • Living Area SQFT Per Public Records: 3598
Lot Information
  • Lot Description: Interior Lot, Secluded, Lightly Wooded, Sloping Lot
  • Parcel Number: 1041909
  • Sq Ft Est Heated Above Grade: 3598.0
  • Sq Ft Total: 3818.0
  • Zoning: RR
Utilities
  • Energy Features: Fireplace Insert, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 497 Toby Hill Road

DateEvent & SourcePriceAppreciation
Apr 9, 2020

Closed (Public Record)

Public Record #666485551

$700,000
Apr 9, 2020

Closed (Public Record)

Public Record #1372877483

$700,000

+0.5% / yr

Mar 4, 2011

Closed (Public Record)

Public Record #307007342

$670,000

+26254.3% / yr

DateEvent & SourcePrice
04/09/2020

Closed (Public Record)

Public Record #666485551

$700,000
04/09/2020

Closed (Public Record)

Public Record #1372877483

$700,000

+0.5% / yr

03/04/2011

Closed (Public Record)

Public Record #307007342

$670,000

+26254.3% / yr

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

Public Records for 497 Toby Hill Road

Taxable ValueLand$148,170Additions$369,270Total$517,440
Tax Record2025$11,642 ($970 / month)
Home Facts
Baths6Total Finished SqFt3,598 SqFtAbove Grade Finished SqFt3,598 SqFtUnfinished Basement SqFt192 SqFtStories2Lot Size297,515 SqFtStyleDuplexYear Built2000Year Renovated2000ZoningRRCountyLOWER CONNECTICUT RIVERAPNWBRO M:137 L:003

Schools near 497 Toby Hill Road

This home is within Westbrook School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Daisy Ingraham School
PublicPK to 5

Westbrook Middle School
Public6 to 8

Westbrook 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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 497 Toby Hill Road, Westbrook, CT 06498
$700,000
4
3,818
297,514
$525,000
3
2.5
1,588
101,059
$370,000
3
2,484
147,232
$643,000
6
4,900
155,944
$157,000
5
3.5
3,694
101,059
$48,840
3
2.5
2,512
101,930

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Page Taft - Compass, Gigi Giordano Taylor; Page Taft - Compass, Mick Marsden

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.