For sale

Price cut: $25K (7/15)

$499,900

244 Chestnut Hill Road, Glastonbury, CT 06033

3beds

1,646sqft

$3,438/mo

Get pre-qualified

Single Family Residence

Built in 1947

2.4 Acres Lot

$493,300 Zestimate^®

$304/sqft

$-- HOA

What's special

Attached greenhousePartial views of hartfordStylish bifold doorsStep-down dining roomHardwood floorsStunning granite countersRemodeled kitchen

"Check out this charming home set on a spacious 2.4-acre lot with partial views of Hartford! The remodeled kitchen features stunning granite counters, hardwood floors, and stainless steel appliances, flowing right into a step-down dining room with stylish bifold doors leading to the cozy living room with a fireplace. All three bedrooms are conveniently located on the first floor. Downstairs, you'll find a family room with a second fireplace, complete with a wood stove for extra warmth. The one-car garage could potentially be converted into a two-car tandem garage. And if you're into gardening, you'll love the attached greenhouse. A perfect blend of comfort and character!" June 2026 New Roof and Gutters, July 2026 New Central Air and New Dishwasher

70 days

2,963

111

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 1
1/2 bathrooms: 1

Primary bedroom

Features: Hardwood Floor
Level: Main
Area: 178.64 Square Feet
Dimensions: 11.6 x 15.4

Bedroom

Features: Hardwood Floor
Level: Main
Area: 184 Square Feet
Dimensions: 16 x 11.5

Bedroom

Features: Hardwood Floor
Level: Main
Area: 96.46 Square Feet
Dimensions: 9.1 x 10.6

Dining room

Features: Hardwood Floor
Level: Main
Area: 190 Square Feet
Dimensions: 10 x 19

Great room

Features: Fireplace
Level: Lower
Area: 289 Square Feet
Dimensions: 17 x 17

Kitchen

Features: Remodeled, Breakfast Bar, Ceiling Fan(s), Granite Counters, Eating Space, Hardwood Floor
Level: Main
Area: 169.6 Square Feet
Dimensions: 10.6 x 16

Living room

Features: Fireplace, Hardwood Floor
Level: Main
Area: 369.6 Square Feet
Dimensions: 21 x 17.6

Heating

Forced Air, Oil

Cooling

Central Air, Window Unit(s)

Appliances

Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Laundry: Lower Level

Features

Central Vacuum, Open Floorplan
Basement: Full,Partially Finished
Attic: Storage,Partially Finished,Floored,Pull Down Stairs
Number of fireplaces: 2

Interior area

Total structure area: 1,646
Total interior livable area: 1,646 sqft
Finished area above ground: 1,646

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 6
Parking features: Attached, Paved, Off Street, Driveway, Private, Asphalt
Attached garage spaces: 1
Has uncovered spaces: Yes

Features

Exterior features: Rain Gutters, Stone Wall
Has view: Yes
View description: City

Lot

Size: 2.4 Acres
Features: Secluded, Few Trees, Wooded, Sloped

Details

Parcel number: 566150
Zoning: AA

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence

Materials

Shingle Siding
Foundation: Concrete Perimeter
Roof: Asphalt

Condition

New construction: No
Year built: 1947

Utilities & green energy

Sewer: Septic Tank
Water: Well
Utilities for property: Cable Available

Community & HOA

Community

Features: Golf, Health Club, Library, Medical Facilities, Pool, Stables/Riding
Security: Security System

HOA

Has HOA: No

Location

Region: Glastonbury

Financial & listing details

Price per square foot: $304/sqft
Tax assessed value: $241,700
Annual tax amount: $7,935
Date on market: 6/4/2026

Estimated market value

$493,300

$469,000 - $518,000

$3,426/mo

Price history

Date	Event	Price
7/15/2026	Price change	$499,900-4.8%$304/sqft
Source: Smart MLS #24181021 Report a problem
6/12/2026	Listed for sale	$524,900+163.8%$319/sqft
Source: Smart MLS #24181021 Report a problem
1/21/1987	Sold	$199,000$121/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$7,935 +2.8%	$241,700
2024	$7,717 +3%	$241,700
2023	$7,495 +6.2%	$241,700 +27.7%
2022	$7,057 -0.1%	$189,200
2021	$7,061 +1.1%	$189,200
2020	$6,981 +1.5%	$189,200
2019	$6,879 +1%	$189,200
2018	$6,811 +1.9%	$189,200 +6%
2017	$6,685 +2.9%	$178,500
2016	$6,497	$178,500