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5 Woodland Drive

Old Saybrook, Connecticut 06475

PENDING$1,590,000

Reduced from $1,790,000

Beds
3
Baths
3
SqFt
3,125
Acres
0.17
Year Built
1973
Matt Caiola

Matt Caiola

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1-Car Garage1 FireplacePrice Reduced

About This Home

Rare opportunity to enjoy sweeping views of Long Island Sound from a quiet street just off Maple Avenue in sought-after Knollwood Beach. This beautifully renovated 3-bedroom, 3-bath coastal retreat, just one street from the water, offers unobstructed views and is ideal as a year-round home or second getaway. The bright, open floor plan is designed to capture the scenery, with an oversized living/dining area featuring hardwood floors, a custom stone propane fireplace, and a wall of south-facing windows. An oversized one-car garage, mudroom, and laundry area welcome you inside. The custom white kitchen features quartzite countertops, porcelain farm sink, stainless appliances, and a Bosch propane range-perfect for entertaining. The first floor also offers an updated full bath and flexible bedroom or office. Upstairs, the primary suite boasts cathedral ceilings, a custom bath with dual sinks, tiled shower, and generous closets. A third bedroom, remodeled full bath, and family room with French doors lead to a covered deck with panoramic water views. The partially finished lower level provides additional living space and storage. Features include dual street access, ample parking, whole-house generator, alarm system with cameras, fenced yard with mature landscaping, and new Mitsubishi split HVAC (2024). Meticulously maintained and not in a flood zone-an exceptional shoreline opportunity.

Key Facts

City/Town
Old Saybrook
Neighborhood
Knollwood Beach
Property / Style
Single Family · Colonial
Year Built
1973
Days on Market
121 days
Beds
3
Baths
3 full
Living Area
3,125 sq ft
Lot Size
0.17 acres
Garage / Parking
1 garage · 6 total
Property Taxes
$12,369 / Annually

Market Snapshot

The Old Saybrook Market

Single Family · trailing 12 months

Median Days on Market

42

33 active listings

Median $ / Sq Ft

$573

33 active listings

Sale-to-List Ratio

98.9%

126 sales

How this home compares

List Price

$1.59M

vs $1.07M median

47.9% above median

Price / Sq Ft

$509

vs $573 median

11.2% below median

Days on Market

121 days

vs 42 days median

79 days longer than median

Based on 33 active and 126 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of July 29, 2026.

Location

5 Woodland Drive, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,668

per month

  • Principal & Interest$8,107
  • Property Taxes$1,031
  • Insurance$530
  • HOA$0

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

Location

City/Town
Old Saybrook
Neighborhood
Knollwood Beach
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1973
New Construction
No/Resale
Living Area
3,125 sq ft
Below Grade
425 sq ft

Schools

Elementary
Kathleen E. Goodwin
Middle
Per Board of Ed
High
Old Saybrook

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullPartially Finished
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
0.17 acres
Zoning
A
Garage / Parking
1 garage space6 total parking spacesAttached GarageDrivewayPaved
Waterfront Details
Walk to WaterBeach RightsAssociation RequiredView
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Shake
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Balcony
Lot Description
Level Lot

Listing & Financials

Property Taxes
$12,369 / Annually
Days on Market
121
MLS #
24163052
MLS Status
Under Contract

Similar Properties

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Listed By

Joel Lucas

(860) 304-9150

Coldwell Banker Realty

(203) 245-4700

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 11:01 AM UTC.