11a/11b Pond Circle Road
Westbrook, Connecticut 06498
- Beds
- 4
- Baths
- 3
- SqFt
- 2,761
- Acres
- 1.13
- Year Built
- 1961
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Stunning Fully Remodeled Legal Two-Family Home Discover this completely remodeled legal two-family residence, thoughtfully designed for modern living, investment, or multi-generational use. Every inch of this home has been upgraded with care and quality craftsmanship. Featuring brand-new HVAC and heating systems, new plumbing, and a 200-amp electrical panel, this property offers worry-free comfort and efficiency. The exterior shines with new vinyl siding, new doors, and an inviting oversized covered deck that's perfect for gatherings. A seasonal porch adds even more charm and flexibility to enjoy year-round. Inside, you'll find refinished hardwood floors, two brand-new kitchens, and three luxurious bathrooms - all boasting high-end finishes and modern fixtures. This property is set up as a 3-bedroom, 2-bath unit on one side and a 1-bedroom, 1-bath unit on the other, each with its own private entrance, making it ideal for extended family living, rental income, or owner-occupancy with supplemental income. With its thoughtful layout, premium materials, and complete mechanical and aesthetic overhaul, this home offers a rare opportunity to own a turnkey two-family property that's both beautiful and functional. Detached 2 car garage with loft area.
Key Facts
- City/Town
- Westbrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1961
- Days on Market
- 278 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,761 sq ft
- Lot Size
- 1.13 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $4,441 / Annually
Market Snapshot
The Westbrook Market
Single Family · trailing 12 months
Active Listings
20
19 under contract
Median List Price
$507,500
20 active listings
Median Closed Price
$605,000
72 sales
Median Days on Market
33
20 active listings
Median $ / Sq Ft
$294
20 active listings
Sale-to-List Ratio
99.1%
72 sales
How this home compares
List Price
$649,900
vs $507,500 median
28.1% above median
Price / Sq Ft
$235
vs $294 median
20.1% below median
Days on Market
278 days
vs 33 days median
245 days longer than median
Based on 20 active and 72 closed sales (trailing 12 mo) of single family in Westbrook. Source: SmartMLS · As of July 28, 2026.
Location
11a/11b Pond Circle Road, Westbrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,314
- Property Taxes$370
- Insurance$217
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Westbrook
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1961
- New Construction
- No/Resale
- Living Area
- 2,761 sq ft
Schools
- Elementary
- Daisy Ingraham
- High
- Westbrook
Interior
- Heating
- BaseboardHot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeOven/RangeMicrowaveRange HoodDishwasherWasherDryer
- Basement
- Full
Exterior & Lot
- Lot Size
- 1.13 acres
- Zoning
- Residential
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- PondView
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $4,441 / Annually
- Days on Market
- 278
- MLS #
- 24135288
- MLS Status
- Under Contract
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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 7:55 AM UTC.