244 Chestnut Hill Road
Glastonbury, Connecticut 06033
Reduced from $524,900
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,646
- Acres
- 2.40
- Year Built
- 1947
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
"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!"
Key Facts
- City/Town
- Glastonbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1947
- Days on Market
- 54 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,646 sq ft
- Lot Size
- 2.40 acres
- Garage / Parking
- 1 garage · 6 total
- Property Taxes
- $7,935 / Annually
Market Snapshot
The Glastonbury Market
Single Family · trailing 12 months
Active Listings
23
59 under contract
Median List Price
$699,000
23 active listings
Median Closed Price
$630,000
306 sales
Median Days on Market
18
23 active listings
Median $ / Sq Ft
$247
23 active listings
Sale-to-List Ratio
103.8%
306 sales
How this home compares
List Price
$499,900
vs $699,000 median
28.5% below median
Price / Sq Ft
$304
vs $247 median
23.1% above median
Days on Market
54 days
vs 18 days median
36 days longer than median
Based on 23 active and 306 closed sales (trailing 12 mo) of single family in Glastonbury. Source: SmartMLS · As of July 28, 2026.
Location
244 Chestnut Hill Road, Glastonbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,549
- Property Taxes$661
- Insurance$167
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Glastonbury
- Neighborhood
- N/A
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1947
- New Construction
- No/Resale
- Living Area
- 1,646 sq ft
Schools
- Elementary
- Nayaug
- Middle
- Gideon Welles
- High
- Glastonbury
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central AirWindow Unit
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Lower Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullPartially Finished
- In-Law Apartment
- No
- Interior Features
- Cable - AvailableCentral VacuumOpen Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 2.40 acres
- Zoning
- AA
- Garage / Parking
- 1 garage space6 total parking spacesUnder House GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shingle
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersStone Wall
- Lot Description
- SecludedCity ViewsLightly WoodedTreedSloping Lot
Listing & Financials
- Property Taxes
- $7,935 / Annually
- Days on Market
- 54
- MLS #
- 24181021
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:50 AM UTC.