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11a/11b Pond Circle Road

Westbrook, Connecticut 06498

PENDING$649,900
Beds
4
Baths
3
SqFt
2,761
Acres
1.13
Year Built
1961
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Waterfront2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,901

per 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

Similar Properties

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Listed By

Steven Joseph

(860) 707-5634

Coldwell Banker Realty

(860) 668-4589

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.