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89 Sandy Beach Road #89

Middlebury, Connecticut 06762

COMING SOON - NEW$499,900
Beds
2
Baths
1
SqFt
798
Year Built
1935
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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WaterfrontDock / Mooring

About This Home

Rare opportunity to own direct waterfront on beautiful Lake Quassapaug! Located in the desirable Tylers Cove community, this charming two-bedroom cottage sits just 50 feet from the water and features its own private dock and yard with direct lake frontage. The cottage is ready for a new owner to bring their ideas and updates-renovate the existing home, explore the possibilities of rebuilding, or simply enjoy it as a classic summer retreat. A special opportunity to experience lakefront living, boating, swimming, and relaxing by the water on one of the area's most beautiful lakes.

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property / Style
Single Family · Cottage
Year Built
1935
Days on Market
0 days
Beds
2
Baths
1 full
Living Area
798 sq ft
Garage / Parking
3 total
Property Taxes
$4,403 / Annually
HOA Fee
$900 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

47

30 active listings

Median $ / Sq Ft

$276

30 active listings

Sale-to-List Ratio

100.0%

71 sales

How this home compares

List Price

$499,900

vs $649,900 median

23.1% below median

Price / Sq Ft

$626

vs $276 median

2.3× the median

Days on Market

0 days

vs 47 days median

47 days fresher than median

Based on 30 active and 71 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of September 1, 2026.

Location

89 Sandy Beach Road #89, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,179

per month

  • Principal & Interest$2,570
  • Property Taxes$367
  • Insurance$167
  • HOA$75

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
Cottage
Year Built
1935
New Construction
No/Resale
Living Area
798 sq ft

Schools

Elementary
Per Board of Ed
High
Pomperaug

Interior

Heating
Hot Air
Heat Fuel
ElectricPropane
Cooling
None
Appliances
Refrigerator
Basement
Crawl Space

Exterior & Lot

Zoning
R40
Garage / Parking
3 total parking spacesDrivewayUnpavedPrivateSharedUnpaved
Waterfront
Direct waterfront
Waterfront Details
LakeWalk to WaterDock or MooringView
Water Source
Other
Sewer
Cesspool
Construction
Shake
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkShed
Lot Description
Level LotWater ViewOpen Lot

HOA / Association

Fee
$900 / Annually

Listing & Financials

Property Taxes
$4,403 / Annually
Days on Market
0
MLS #
24203525
MLS Status
Coming Soon

Similar Properties

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Listed By

Timothy Drakeley

(203) 510-9184

Drakeley Real Estate, Inc.

(203) 263-4336

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/1/2026. 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 9/1/2026 at 6:21 PM UTC.