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514 Main Street

Old Saybrook, Connecticut 06475

COMING SOON - NEW$2,495,000
Beds
4
Baths
3 | 1
SqFt
3,766
Acres
2.26
Year Built
2006
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Waterfront3-Car Garage1 FireplaceVirtual Tour

About This Home

Welcome to 514 Main Street, a waterfront custom-crafted home built in 2006 with unobstructed, expansive views of North Cove. This coastal-inspired retreat blends sophisticated elegance with everyday functionality. Boasting 3,766 square feet, this home has 4-bedrooms, 3.1-baths with an open-air concept that centers around a spectacular great room, setting the stage for seamless entertaining and comfortable daily living. Steeped in high-end finishes, the main level features an expansive chef's kitchen equipped with granite countertops, a large island, a dedicated walk-in pantry, separate bar/prep sink and double wall ovens. It transitions effortlessly into the dining area, which opens onto a tranquil screened porch directly overlooking North Cove-your future favorite spot for morning coffee or relaxing summer evenings. The highly desirable first-floor layout includes a luxurious primary master suite complete with a spa-like bath. Ideal for modern remote work, the main level offers a dedicated home office plus a separate quiet study. Upstairs, the home continues to impress with a playroom/rec room outfitted with custom built-in bookshelves. Tucked away on yet another level is a unique "Crow's Nest"-a perfect reading nook or a great space for a spin cycle with an amazing view of both North and South Coves. Complete your day with your favorite beverage on the balcony, watching the sailboats as they return to their moorings in the protected cove.

Key Facts

City/Town
Old Saybrook
Neighborhood
Saybrook Point
Property / Style
Single Family · Contemporary
Year Built
2006
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
3,766 sq ft
Lot Size
2.26 acres
Garage / Parking
3 garage
Property Taxes
$16,800 / Annually

Market Snapshot

The Old Saybrook Market

Single Family · trailing 12 months

Median Days on Market

76

34 active listings

Median $ / Sq Ft

$466

34 active listings

Sale-to-List Ratio

99.3%

132 sales

How this home compares

List Price

$2.50M

vs $930,000 median

2.7× the median

Price / Sq Ft

$663

vs $466 median

42.3% above median

Days on Market

0 days

vs 76 days median

76 days fresher than median

Based on 34 active and 132 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of October 24, 2026.

Location

514 Main Street, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$15,943

per month

  • Principal & Interest$13,711
  • Property Taxes$1,400
  • Insurance$832
  • HOA$0

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

Location

City/Town
Old Saybrook
Neighborhood
Saybrook Point
County
Middlesex

Residence

Property Type
Single Family
Style
Contemporary
Year Built
2006
New Construction
No/Resale
Living Area
3,766 sq ft

Schools

Elementary
Per Board of Ed
High
Old Saybrook

Interior

Heating
Hot Air
Heat Fuel
Gas In StreetNatural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherElectric DryerWine Chiller
Basement
Crawl Space
Interior Features
Audio SystemOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
2.26 acres
Zoning
A
Garage / Parking
3 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
HarborRiver
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
Yes
Construction
ShakeCedar
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level LotWater View

Listing & Financials

Property Taxes
$16,800 / Annually
Days on Market
0
MLS #
24197382
MLS Status
Coming Soon

Similar Properties

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Listed By

Shawn Atkinson

(860) 575-9269

William Pitt Sotheby's Int'l

(860) 767-7488

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/24/2026. 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 10/24/2026 at 5:00 PM UTC.