66 Highland Avenue
East Windsor, Connecticut 06016
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,367
- Acres
- 1.68
- Year Built
- 2003
- Neighborhood
- Broad Brook
- Property Type
- Single Family

Matt Caiola
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About This Home
Stunning custom-built Colonial on desirable Highland Avenue, situated on a rare 468-foot-deep lot and highlighted by a spectacular 43-foot L-shaped in-ground pool with an expansive concrete surround. Properties offering this much outdoor space and recreational enjoyment are seldom available, creating a true backyard oasis just minutes from Broad Brook Center. Inside, you'll find abundant natural light, hardwood flooring, a spacious family room with a propane fireplace, a formal dining room, and an eat-in kitchen with island seating and a sunny breakfast nook overlooking the backyard. Upstairs, the spacious primary suite features a walk-in closet and a private bath complete with a jetted tub and separate shower. The versatile bonus room above the attached two-car garage offers ideal space for a home office, playroom, guest suite, or potential fourth bedroom. Additional highlights include second-floor laundry, public utilities, central air, and efficient propane forced-air heat supplied by an owned 500-gallon underground tank. Offering solid construction, generous living space, and an exceptional backyard setting, this home presents a fantastic opportunity for buyers to update and personalize it to their own tastes in a sought-after location.
Key Facts
- City/Town
- East Windsor
- Neighborhood
- Broad Brook
- Property / Style
- Single Family · Colonial
- Year Built
- 2003
- Days on Market
- 47 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,367 sq ft
- Lot Size
- 1.68 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,304 / Annually
Market Snapshot
The East Windsor Market
Single Family · trailing 12 months
Active Listings
19
25 under contract
Median List Price
$420,000
19 active listings
Median Closed Price
$330,000
100 sales
Median Days on Market
49
19 active listings
Median $ / Sq Ft
$206
19 active listings
Sale-to-List Ratio
101.7%
100 sales
How this home compares
List Price
$559,900
vs $420,000 median
33.3% above median
Price / Sq Ft
$237
vs $206 median
15.0% above median
Days on Market
47 days
vs 49 days median
In line with median
Based on 19 active and 100 closed sales (trailing 12 mo) of single family in East Windsor. Source: SmartMLS · As of July 28, 2026.
Location
66 Highland Avenue, East Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,855
- Property Taxes$692
- Insurance$187
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- East Windsor
- Neighborhood
- Broad Brook
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2003
- New Construction
- No/Resale
- Living Area
- 2,367 sq ft
Schools
- Elementary
- Broad Brook
- High
- East Windsor
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Laundry Location
- Bonus room
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposal
- Basement
- FullFull With Hatchway
- In-Law Apartment
- No
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 1.68 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- In Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedPorchGuttersPatio
- Lot Description
- Open Lot
Listing & Financials
- Property Taxes
- $8,304 / Annually
- Days on Market
- 47
- MLS #
- 24182848
- MLS Status
- Under Contract
- Financing
- FHA,VA,CHFA
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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 8:02 AM UTC.