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27 Gates Road

Old Saybrook, Connecticut 06475

COMING SOON - NEW$725,000
Beds
4
Baths
1 | 1
SqFt
1,088
Acres
0.09
Year Built
1926
Matt Caiola

Matt Caiola

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1-Car Garage1 Fireplace

About This Home

Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just three homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a stunning beach stone fireplace showcase the character and craftsmanship rarely found today. Designed for generations of summer memories, this vintage beach home also features a detached garage, outdoor shower, and inviting indoor and outdoor living spaces perfect for entertaining after a day at the private sandy beach. Enjoy one of the Connecticut shoreline's most desirable golf cart-friendly beach communities with easy access to the beach, boating, kayaking, swimming, fishing, and breathtaking sunsets. Surrounded by beautiful custom coastal homes, this property offers exceptional flexibility to preserve its historic New England charm, renovate, expand, or build your dream waterfront-inspired beach house. Whether you're searching for a seasonal retreat, vacation home, weekend getaway, investment property, or future new construction opportunity, this rare Old Saybrook offering combines water views, private beach association access, an unbeatable location, and endless potential in one of Connecticut's premier shoreline communities.

Key Facts

City/Town
Old Saybrook
Neighborhood
Cornfield Point
Property / Style
Single Family · Colonial,Cottage
Year Built
1926
Days on Market
0 days
Beds
4
Baths
1 full · 1 half
Living Area
1,088 sq ft
Lot Size
0.09 acres
Garage / Parking
1 garage · 5 total
Property Taxes
$6,648 / Annually
HOA Fee
$300 / Quarterly

Market Snapshot

The Old Saybrook Market

Single Family · trailing 12 months

Median Days on Market

50

35 active listings

Median $ / Sq Ft

$573

35 active listings

Sale-to-List Ratio

99.0%

126 sales

How this home compares

List Price

$725,000

vs $1.10M median

34.0% below median

Price / Sq Ft

$666

vs $573 median

16.2% above median

Days on Market

0 days

vs 50 days median

50 days fresher than median

Based on 35 active and 126 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of August 8, 2026.

Location

27 Gates Road, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,635

per month

  • Principal & Interest$3,739
  • Property Taxes$554
  • Insurance$242
  • HOA$100

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

Location

City/Town
Old Saybrook
Neighborhood
Cornfield Point
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial,Cottage
Year Built
1926
New Construction
No/Resale
Living Area
1,088 sq ft

Schools

Elementary
Kathleen E. Goodwin
High
Old Saybrook

Interior

Heating
No Heat
Cooling
None
Fireplaces
1
Laundry
Main Level
Laundry Location
Off Kitchen
Appliances
Electric RangeRefrigerator
Basement
None
Additional Rooms
Breezeway

Exterior & Lot

Lot Size
0.09 acres
Zoning
A
Garage / Parking
1 garage space5 total parking spacesDetached GarageUnpaved
Waterfront Details
Walk to WaterBeach RightsWater CommunityView
Water Source
Public Water Connected
Sewer
Septic
Construction
Shingle
Color
brown
Roof
Asphalt Shingle
Foundation
Piling
Exterior Features
BreezewayCovered Deck
Lot Description
Water View

HOA / Association

Fee
$300 / Quarterly
Amenities
Club House

Listing & Financials

Property Taxes
$6,648 / Annually
Days on Market
0
MLS #
24189749
MLS Status
Coming Soon

Similar Properties

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

Listed By

Jennifer Gurnell

(860) 227-1212

William Raveis Real Estate

(203) 453-0391

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/8/2026. 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 8/8/2026 at 1:01 AM UTC.