Last Sold Price
4 beds3,029 sqft$318/sqft
199 Toby Hill Rd, Westbrook, CT 06498

Description

This home unfolds like a story... lovingly maintained and renovated in recent years, details abound. Situated on park-like grounds and nestled back from the road it is a private retreat that feels like time stops in the best way. Its charm is matched by its convenience... New custom kitchen with professional-grade appliances, structural work to the basement, redone gunite pool all in 2018. In 2019 new split systems and central ac (including duct work) were added as well as blown-in insulation in...This home unfolds like a story... lovingly maintained and renovated in recent years, details abound. Situated on park-like grounds and nestled back from the road it is a private retreat that feels like time stops in the best way. Its charm is matched by its convenience... New custom kitchen with professional-grade appliances, structural work to the basement, redone gunite pool all in 2018. In 2019 new split systems and central ac (including duct work) were added as well as blown-in insulation in the attic in addition to other upgrades and renovations. This home is cozy, welcoming and truly one of a kind. There is quite a bit to discover here.
LISTING CLOSED: 10/31/2025 12:00 AM

Listing Agent

  1. Cara Bernard

    Cara Bernard

    Listing Agent

    Coldwell Banker Realty

    P: (860) 434-8600

Property Details for 199 Toby Hill Road

Status
MLS #
24117064
Days on Market
16
Taxes
$8,866 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1770
Lot Size
3.76 AC / 163,785 SF
Basement Description
Full, Unfinished, Sump Pump, Garage Access, Concrete Floor
Direct Waterfront
No
Expected Active Date
08-08-2025
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
Yes
Expected On Market Date
08-08-2025

Recent comparable sales

Median sold price

$880,000

Avg days on market

72

Sale-to-list ratio

93.9%

[Westbrook, CT]

9 comparable properties found

$860,000 | 3 Autumn Ridge, Westbrook, CT 06498
1

$860,000

Sold 09/29/25

4
Bedrooms
2,885
Square Feet
1.8
Acres
$953,000 | 14 Halls Road, Westbrook, CT 06498
2

$953,000

Sold 10/17/25

4
Bedrooms
3,440
Square Feet
7.11
Acres
$700,000 | 38 Monahan Road, Westbrook, CT 06498
3

$700,000

Sold 03/27/25

4
Bedrooms
2,674
Square Feet
1.24
Acres
$750,000 | 691 East Pond Meadow Road, Westbrook, CT 06498
4

$750,000

Sold 01/09/25

4
Bedrooms
2,661
Square Feet
2.31
Acres
$750,000 | 372 Meadow Lark Ln Extension, Westbrook, CT 06498
5

$750,000

Sold 09/05/24

4
Bedrooms
3,271
Square Feet
3.26
Acres
$950,000 | 1 Lake Louise Drive, Westbrook, CT 06498
6

$950,000

Sold 05/14/26

5
Bedrooms
5,028
Square Feet
5.99
Acres
$3,275,000 | 166 Fiske Lane, Westbrook, CT 06498
7

$3,275,000

Sold 02/09/26

4
Bedrooms
4,747
Square Feet
1.9
Acres
$877,075 | 43 Magna Lane, Westbrook, CT 06498
8

$877,075

Sold 09/12/24

4
Bedrooms
2,387
Square Feet
0.72
Acres
a front of a house with a garden
9

$900,000

Sold 11/03/25

4
Bedrooms
3,708
Square Feet
2.1
Acres

Location

Add your commute

Building Information for 199 Toby Hill Road

Stories-Year Built1770Building Size-Lot Size3.76 AC / 163,785 SF

Payment Calculator

$5,639 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,900

Property Taxes

$739

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 199 Toby Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS compatible. Please look for the white gates on your left.
  • Elementary School: Daisy Ingraham
  • Flood Zone: No
  • High School: Westbrook
  • Latitude: 41.306106
  • Longitude: -72.445832
  • Middle Jr High School: Westbrook
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,866
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Enclosed, Sidewalk, Shed, Fruit Trees, Porch, Cabana, Garden Area, Stone Wall, Patio
  • Pool Description: Gunite, Pool House, Safety Fence, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Unfinished, Pull-Down Stairs
  • Cooling System: Central Air, Split System
  • Heat Type: Heat Pump, Radiator
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Laundry Room Info: Main Level
  • Laundry Room Location: Mudroom
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 3B9F0772700C69E6E063E201100ADF28
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exclusions: Chandeliers in butler's pantry, butler's hall and primary bedroom do not convey.
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1770
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3029
Lot Information
  • Lot Description: Fence - Full, Treed, Professionally Landscaped
  • Parcel Number: 1041587
  • Sq Ft Est Heated Above Grade: 3029.0
  • Sq Ft Total: 3029.0
  • Zoning: RR
Utilities
  • Energy Features: Extra Insulation, Generator Ready
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Oil, Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 199 Toby Hill Road

DateEvent & SourcePriceAppreciation
Oct 31, 2025

Closed (Public Record)

Public Record #1920104528

$964,000

+8.7% / yr

Jul 23, 2018

Closed (Public Record)

Public Record #1294288963

$525,000
Jul 16, 2018

Closed (Public Record)

Public Record #627601122

$525,000

+0.7% / yr

DateEvent & SourcePrice
10/31/2025

Closed (Public Record)

Public Record #1920104528

$964,000

+8.7% / yr

07/23/2018

Closed (Public Record)

Public Record #1294288963

$525,000
07/16/2018

Closed (Public Record)

Public Record #627601122

$525,000

+0.7% / yr

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

Public Records for 199 Toby Hill Road

Taxable ValueLand$137,420Additions$256,620Total$394,040
Tax Record2025$8,866 ($739 / month)
Home Facts
Beds4Baths5.5Total Finished SqFt3,029 SqFtAbove Grade Finished SqFt3,029 SqFtUnfinished Basement SqFt945 SqFtStories2Lot Size163,786 SqFtStyleSingle Family ResidenceYear Built1770Year Renovated1770ZoningRRCountyLOWER CONNECTICUT RIVERAPNWBRO M:148 L:006

Schools near 199 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: 199 Toby Hill Road, Westbrook, CT 06498
$964,000
4
3,029
163,785
$825,000
3
2,492
55,321
$630,000
3
2,555
123,710
$900,000
4
3,212
91,911
$525,000
4
3,029
96,703
5
3.5
2,728
91,912

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 Coldwell Banker Realty, Cara Bernard

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.