Date
Details
Price
Change
Source
5/24/2026
Listed
$499,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$499,900 Just Listed
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Property Description
Tremendous opportunity in the sought-after Knollwood Beach Association! This coastal property is ideal for builders, flippers, investors, or buyers looking to create a custom beach retreat. Included in the sale is a rare undeveloped .40-acre lot at 53 Woodland Drive with its own separate field card, offering exceptional flexibility and future potential. The existing home needs significant cosmetic renovation and is being sold strictly "as is," but the layout, bones, and mechanical systems appear solid. Dry basement adds additional value and utility. The home was occupied until several months ago, though sellers have never lived in the property and no disclosures are available. Possible second-floor water views if rebuilt or expanded. Located in one of Old Saybrook's most desirable beach communities with access to Knollwood Beach Association amenities including a private sandy beach, clubhouse, tennis, pickleball, basketball, kayak storage, and more. Rare chance to renovate, rebuild, or develop in a prime shoreline location. Offers with financing will not be accepted.
Full Property Details
Full Property Details for 55 Woodland Dr
General
- Price: $499,900
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24178053
- Updated: Today (5/24/2026)
- Added to Site: Today
Interior
- Number of Rooms: 6
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: None
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Dining Room: Dining Room, Main
Exterior
- Color: Blue
Parking
- Total Spaces: 4
- Parking: Unpaved
Location
- County: Middlesex
- Neighborhood: Knollwood Beach
- Driving Directions: Maple Ave to Woodland Drive
School Information
- Elementary School: Kathleen E. Goodwin
- Middle School: Old Saybrook
- Intermediate School: Per Board of Ed
- High School: Old Saybrook
Community
- Community Name: Knollwood Beach
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Stucco
- Basement Desc.: Full, Sump Pump, Concrete Floor, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,080
- Above Ground: 1,080 Sq. Ft.
- Year Built: 1950
Lot Features
- Lot Size (Acres): 0.33
- Zoning: A
- Lot Description: Level Lot
Water Features
- Water Front Desc.: Walk to Water, Association Required
Financial Considerations
- Assessment Amount: $372,200
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Flood Zone: Yes
- Property ID: 1023315
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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Price & Sales History for 55 Woodland Dr
Tax History
Tax History for 55 Woodland Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,769
2%
$372,200
—
2023
$5,657
17%
$372,200
57%
2023
$4,838
2%
$236,600
—
2022
$4,751
—
$236,600
—
2021
$4,744
—
$236,600
—
2020
$4,744
2%
$236,600
—
2019
$4,673
2%
$236,600
1%
2018
$4,573
—
$233,300
—
2017
$4,587
2%
$233,300
—
2016
$4,493
2%
$233,300
—
2015
$4,388
2%
$233,300
—
2014
$4,316
3%
$233,300
-16%
2011
$4,201
—
$276,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 55 Woodland Dr
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- Single Family
- Active
- Updated 9 days ago
- 3Beds
- 2Total Baths
- 1,608Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 2Total Baths
- 1,638Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 1Total Bath
- 960Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 1,650Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 872Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 5Total Baths
- 3,435Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 4Total Baths
- 3,724Sq. Ft.
- Townhouse
- Active
- Updated 5 days ago
- 3Beds
- 3Total Baths
- 2,177Sq. Ft.
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- Multi-Family
- Closed
- 4Total Beds
Listed by Fran Manganello and Nancy Potts
Sold by Berkshire Hathaway NE Prop.
Sold by Berkshire Hathaway NE Prop.
55 Woodland Drive, Old Saybrook, CT 06475 (MLS# 24178053) is a Single Family property with 4 bedrooms and 1 full bathroom. 55 Woodland Drive is currently listed for $499,900 and was received on May 24, 2026. This property is listed by Joel Lucas from our Madison Office.Want to learn more about 55 Woodland Drive? Do you have questions about finding other Single Family real estate for sale in Old Saybrook? You can browse all Old Saybrook real estate or contact a Coldwell Banker agent to request more information.