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326 Lake Shore Drive

Middlebury, Connecticut 06762

ACTIVE$520,000
Beds
3
Baths
2
SqFt
1,568
Acres
0.39
Year Built
1945
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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WaterfrontDock / Mooring1 Fireplace

About This Home

Experience the beauty of waterfront living in this charming 3-bedroom, 2-bath Cape Cod-style home nestled along Long Meadow Pond. Combining timeless character with thoughtful updates, this inviting home offers the perfect balance of comfort, convenience, and year-round recreation. Inside, you'll find warm and welcoming living spaces highlighted by a cozy fireplace-perfect for relaxing on cool New England evenings. The functional floor plan offers three comfortable bedrooms, two full bathrooms, and abundant natural light throughout. Recent improvements provide peace of mind and added value, including a new roof, new sewer connection, and a spacious new deck overlooking the water. Step outside to enjoy stunning pond views, entertain guests on the deck, or head down to your private dock for kayaking, fishing, paddleboarding, or simply taking in the tranquil surroundings. Whether you're looking for a full-time residence or a peaceful weekend escape, this waterfront gem offers a rare opportunity to enjoy the natural beauty of Long Meadow Pond while remaining just minutes from shopping, restaurants, parks, and major commuter routes.

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1945
Days on Market
14 days
Beds
3
Baths
2 full
Living Area
1,568 sq ft
Lot Size
0.39 acres
Property Taxes
$7,271 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

43

20 active listings

Median $ / Sq Ft

$277

20 active listings

Sale-to-List Ratio

99.8%

74 sales

How this home compares

List Price

$520,000

vs $672,000 median

22.6% below median

Price / Sq Ft

$332

vs $277 median

19.9% above median

Days on Market

14 days

vs 43 days median

29 days fresher than median

Based on 20 active and 74 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of July 28, 2026.

Location

326 Lake Shore Drive, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,430

per month

  • Principal & Interest$2,651
  • Property Taxes$606
  • Insurance$173
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middlebury
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1945
New Construction
No/Resale
Living Area
1,568 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Laundry Location
Basement
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Full

Exterior & Lot

Lot Size
0.39 acres
Zoning
R40
Waterfront
Direct waterfront
Waterfront Details
PondWalk to WaterDock or MooringView
Water Source
Private Well
Sewer
Other
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedSloping LotOpen Lot

Listing & Financials

Property Taxes
$7,271 / Annually
Days on Market
14
MLS #
24191194
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Lauren Cavallo

Lauren Ashley Homes LLC

(203) 725-5457

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 4:25 AM UTC.