37 Woodland Drive
Old Saybrook, Connecticut 06475
Reduced from $1,100,000
- Beds
- 3
- Baths
- 2
- SqFt
- 1,426
- Acres
- 0.33
- Year Built
- 1945
- Neighborhood
- Knollwood Beach
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. A first-floor primary bedroom a two additional bedrooms, and 2 gorgeous full bathrooms. Additional features a patio and a large deck, new exterior vinyl siding with Azek trim, a 1000 sq ft basement for storage, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished flooring. Roof and septic are newer. No flood insurance needed. Appears to have room for a garage if needed. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.
Key Facts
- City/Town
- Old Saybrook
- Neighborhood
- Knollwood Beach
- Property / Style
- Single Family · Ranch
- Year Built
- 1945
- Days on Market
- 86 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,426 sq ft
- Lot Size
- 0.33 acres
- Garage / Parking
- 10 total
- Property Taxes
- $5,575 / Annually
Market Snapshot
The Old Saybrook Market
Single Family · trailing 12 months
Active Listings
35
17 under contract
Median List Price
$995,000
35 active listings
Median Closed Price
$750,000
134 sales
Median Days on Market
65
35 active listings
Median $ / Sq Ft
$520
35 active listings
Sale-to-List Ratio
99.3%
134 sales
How this home compares
List Price
$1.02M
vs $995,000 median
In line with median
Price / Sq Ft
$719
vs $520 median
38.3% above median
Days on Market
86 days
vs 65 days median
21 days longer than median
Based on 35 active and 134 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of September 18, 2026.
Location
37 Woodland Drive, Old Saybrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$5,428
- Property Taxes$465
- Insurance$342
- 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
- Ranch
- Year Built
- 1945
- New Construction
- No/Resale
- Living Area
- 1,426 sq ft
Schools
- Elementary
- Kathleen E. Goodwin
- Middle
- Per Board of Ed
- High
- Old Saybrook
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasher
- Basement
- FullUnfinishedWalk-outConcrete Floor
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- A
- Garage / Parking
- 10 total parking spacesDrivewayCrushed Stone
- Waterfront Details
- Association Required
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGarden AreaLightingPatio
- Lot Description
- Water View
Listing & Financials
- Property Taxes
- $5,575 / Annually
- Days on Market
- 86
- MLS #
- 24186222
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/18/2026. 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 9/18/2026 at 5:55 AM UTC.