Off Market Oct 2025 for $964K

$1,071,390

Est. refi paymentEst. refi $3,282/mo

•

3,029

sq ft

199 Toby Hill Rd, Westbrook, CT 06498

About this home

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.

There are two heat sources. The current owner primarily uses the oil heat /radiators but the split systems on the first floor and the central ac system on the second floor all have heat pumps and provide high efficiency heat.

Single-familyProperty Type

1770Year Built

3.76 acresLot Size

$354Est. Price/Sq.Ft.

2 car garageParking

Listed by Cara Bernard • Coldwell Banker Realty

Contact: Agent Attribution Contact: (646) 660-4169 | Office Attribution Contact: (860) 434-8600

Bought with Terry Kemper • Coldwell Banker Realty

Source:Smart MLS #24117064

Redfin Estimate

$1,071,390

$107K since sold in October 2025$51K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.1% higher than the average sale price ($787K) of 6 comparable homes.

SOLD JUL 6, 2026
$775,000
A
4 beds2.5 baths2,361 sq ft
126 Magna Ln, Westbrook, CT 06498
SOLD MAR 16, 2026
$925,000
B
4 beds3 baths3,644 sq ft
407 Grove Beach Rd N, Westbrook, CT 06498
SOLD MAY 21, 2026
$800,000
C
4 beds2.5 baths2,896 sq ft
185 Ingham Hill Rd, Old Saybrook, CT 06475
SOLD JUN 25, 2026
$847,000
D
3 beds3.5 baths3,476 sq ft
74 Bushy Hill Rd, Ivoryton, CT 06442
SOLD JUL 2, 2026
$534,999
E
4 beds2.5 baths2,312 sq ft
39 Churchill Ln, Westbrook, CT 06498
SOLD JUN 22, 2026
$840,000
F
3 beds2.5 baths2,559 sq ft
843 Old Clinton Rd, Westbrook, CT 06498

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Earn from this home

Sell

$247,807

Est. take-home

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Refinance

Est. cash available

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Rent

$3,603/mo

Redfin rental estimate

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Market trends in 06498, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.4%

+1.3% MoM

Median sale price

$650K

$15K MoM

Avg. days on market

31d

10 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 1 HR AGO
$899,999
2 beds3 baths3,699 sq ft
1340 old Clinton Rd #19, Westbrook, CT 06498
$1,575,000
4 beds2 baths1,677 sq ft
156 Little Stannard Beach Rd, Westbrook, CT 06498
NEW 24 HRS AGO
$799,999
3 beds2 baths1,338 sq ft
103 Old Salt Works Rd, Westbrook, CT 06498
COMING SOON
$550,000
2 beds1 bath1,371 sq ft
18 Dorothy Rd, Westbrook, CT 06498
$69,000
2 beds2 baths854 sq ft
6 Woodsedge Ln, Westbrook, CT 06498
OPEN SAT, 10AM TO 12PM
$800,000
3 beds2.5 baths1,459 sq ft
81 Little Stannard Beach Rd, Westbrook, CT 06498
OPEN SAT, 11AM TO 1PM
$1,100,000
3 beds3 baths2,556 sq ft
18 Cedar Ln, Westbrook, CT 06498
$949,000
4 beds2 baths2,820 sq ft
26 Chittenden Hill Rd, Westbrook, CT 06498
OPEN SAT, 11AM TO 1PM
$569,000
4 beds3.5 baths2,072 sq ft
428 Hammock Rd N, Westbrook, CT 06498
See all

Provided by Redfin

Sale history for 199 Toby Hill Rd

Date

Event

Price

Smart MLS #24117064

Oct 31, 2025

Sold

$964,000

$318/sq ft

Aug 29, 2025

Pending

—

Aug 29, 2025

Relisted

—

Aug 24, 2025

Listing Removed

—

Aug 8, 2025

Listed

$949,000

$313/sq ft

Aug 5, 2025

Coming Soon

$949,000

$313/sq ft

Smart MLS #N10203318

Jul 18, 2018

Sold

$525,000

$173/sq ft

Jul 2, 2018

Listing Removed

—

May 2, 2018

Contingent

—

Mar 16, 2018

Price Changed

$524,900

$173/sq ft

Mar 20, 2017

Listed

$539,999

$178/sq ft

1770 ANTIQUE COUNTRY ESTATE: Traditional New England Charm. Stately 4-bdrm colonial has 5-1/2 baths, 4 fireplaces, wide plank wood flrs & rich history. Conveniently located minutes from highway, downtown, beaches, marinas, shopping, and restaurants. Home offers architectural details rarely found today. Original structure dates back to 1770, meticulously maintained, thoughtfully updated. Originally this was a farmhouse on 125 acres. In the 1940s, barns were torn down for lumber to expand the house, thick front door & beams. Enter this 3.76-acre property thru welcoming stone pillars & walls. The nearly Olympic sized pool, is in a unique setting with mature plantings & gardens. The pool house offers his/her cabanas. The original section of the house has wide planked floors, paneled walls w/ built-in closets, & fireplace. Spacious living room has a large brick fireplace w/bread-oven & a wall of windows looking out to a bluestone patio accessed via 2 French doors. Butler’s pantry offers granite counter, icemaker and sm. fridge. Eat-in kitchen has a center island w/Dacor cooktop, tiled floors, walk-in pantry & access to 2nd stairway. Enjoy a morning or afternoon in your delightful sunroom featuring Spanish tiles & views overlooking the pool & landscape. A 1st floor MBR w/full Bath currently serves as a den. The 2nd floor boasts an expansive MBR Suite with his/her baths, fireplace & a substantial (19ft) walk-in closet w/ custom built-ins, two additional bedrooms & an office.

Smart MLS #N10112489

Mar 10, 2017

Listing Removed

—

Feb 28, 2016

Listed

$574,900

$190/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$8,401 (+2.7%)

$137,420 + $256,620

$394,040

2022

$8,180 (+1.5%)

$137,420 + $256,620

$394,040

2021

$8,060

$83,180 + $239,220

$322,400

2020

$8,060 (−17.7%)

$83,180 + $239,220

$322,400

2019

$9,795 (+1.2%)

$83,180 + $313,880

$397,060

2018

$9,676

$83,180 + $313,880

$397,060

2017

$9,676 (−0.8%)

$83,180 + $313,880

$397,060

2016

$9,758 (+6.2%)

$83,180 + $338,500

$421,680

2014

$9,188 (+3.9%)

$83,180 + $338,500

$421,680

2011

$8,847

$83,180 + $338,500

$421,680

Tax history for 199 Toby Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,401 (+2.7%)

$137,420 + $256,620

$394,040

2022

$8,180 (+1.5%)

$137,420 + $256,620

$394,040

2021

$8,060

$83,180 + $239,220

$322,400

2020

$8,060 (−17.7%)

$83,180 + $239,220

$322,400

2019

$9,795 (+1.2%)

$83,180 + $313,880

$397,060

2018

$9,676

$83,180 + $313,880

$397,060

2017

$9,676 (−0.8%)

$83,180 + $313,880

$397,060

2016

$9,758 (+6.2%)

$83,180 + $338,500

$421,680

2014

$9,188 (+3.9%)

$83,180 + $338,500

$421,680

2011

$8,847

$83,180 + $338,500

$421,680

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

3.76 Acres

Year renovated

—

Sq. Ft.

3,029

Year built

1770

Style

Single Family Residential

County

Middlesex County

APN

1041587

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: Mudroom
Laundry Room Info: Main Level
Fireplaces Total: 4
Cooling System: Central Air, Split System
Appliances Included: Cook Top, Wall Oven, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Full, Unfinished, Sump Pump, Garage Access, Concrete Floor
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Porch-Enclosed, Sidewalk, Shed, Fruit Trees, Porch, Cabana, Garden Area, Stone Wall, Patio

Lot Information
Lot Description: Fence - Full, Treed, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Gunite, Pool House, Safety Fence, In Ground Pool

Building Information
Foundation Type: Concrete, Stone
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3029

Financial

Assessments Information
Assessed Value: $394,040

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Tankless Hotwater
Heat Type: Heat Pump, Radiator
Heat Fuel Type: Electric, Oil
Fuel Tank Location: In Basement
Energy Features: Extra Insulation, Generator Ready

Location

School Information
Middle Jr High School: Westbrook
High School: Westbrook
Elementary School: Daisy Ingraham

Location Information
State: Connecticut
Directions: GPS compatible. Please look for the white gates on your left.
County: Middlesex

Public facts

Beds: 4
Baths: 5.5
Sq. Ft.: 3,029
Stories: 2.0
Lot Size: 3.76 acres
Style: Single Family Residential
Year Built: 1770
Year Renovated: —
County: Middlesex County
APN: 1041587

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Daisy Ingraham School

Public PreK-5 • Assigned • 1.4mi

7/10

Westbrook Middle School

Public 6-8 • Assigned • 0.7mi

8/10

Westbrook High School

Public 9-12 • Assigned • 0.5mi

7/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

8/10 Wind Factor

80% 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

Westbrook, CT • 06498

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 9 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.02M – $1.23M

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Nearby similar homes

NEW 24 HRS AGO

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8 beds3 baths2,709 sq ft

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3D WALKTHROUGH

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New listings for sale in 06498

NEW 1 HR AGO

$899,999

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156 Little Stannard Beach Rd, Westbrook, CT 06498

NEW 24 HRS AGO

$799,999

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103 Old Salt Works Rd, Westbrook, CT 06498

COMING SOON

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18 Dorothy Rd, Westbrook, CT 06498

$69,000

2 beds2 baths854 sq ft

6 Woodsedge Ln, Westbrook, CT 06498

OPEN SAT, 10AM TO 12PM

$800,000

3 beds2.5 baths1,459 sq ft

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OPEN SAT, 11AM TO 1PM

$1,100,000

3 beds3 baths2,556 sq ft

18 Cedar Ln, Westbrook, CT 06498

$949,000

4 beds2 baths2,820 sq ft

26 Chittenden Hill Rd, Westbrook, CT 06498

OPEN SAT, 11AM TO 1PM

$569,000

4 beds3.5 baths2,072 sq ft

428 Hammock Rd N, Westbrook, CT 06498

Home values near 199 Toby Hill Rd

Data from public records.

Address	Redfin Estimate
324 Toby Hill Road, Westbrook, CT 3 Beds \| 2.5 Baths \| 2892 Sq. Ft.	$710,525
284 Toby Hill Road, Westbrook, CT 5 Beds \| 4.5 Baths \| 4188 Sq. Ft.	$956,399

Address	Redfin Estimate
245 Toby Hill Road, Westbrook, CT 3 Beds \| 2.5 Baths \| 2492 Sq. Ft.	$868,332
246 Toby Hill Road, Westbrook, CT 3 Beds \| 3 Baths \| 3569 Sq. Ft.	$885,391

Address	Redfin Estimate
325 Toby Hill Road, Westbrook, CT 4 Beds \| 2.5 Baths \| 2546 Sq. Ft.	$816,281
88 Toby Hill Road, Westbrook, CT 3 Beds \| 1 Baths \| 978 Sq. Ft.	$522,769

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

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About this home

Redfin Estimate

Earn from this home

Market trends in 06498, CT

Sale history for 199 Toby Hill Rd

Tax history for 199 Toby Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06498

Home values near 199 Toby Hill Rd

More real estate resources