26366 Westerly Road

Closed 7/12/22
Closed 7/12/22
Looking from Plaindealing Creek
Incredible western sunset
Last Sold Price
$2,000,000
4 beds4,770 sqft$419/sqft
26366 Westerly Rd, Easton, MD 21601

Description

Welcome to "Oliver's Roost ", an extraordinary 4.66 acre property located in one of the most sought after areas of Talbot County. Situated between St Michaels and Easton, this fabulous 4 BR/ 3,5 BA home is perfectly sited to take in the western skies over Plaindealing Creek. From water it's just a short boat ride out to the Tred Avon River and historic Oxford. This spectacular home was built in 2000 by Hugh Lofting Timber builders out of PA. Incorporating advanced technology with old-world technique,...Welcome to "Oliver's Roost ", an extraordinary 4.66 acre property located in one of the most sought after areas of Talbot County. Situated between St Michaels and Easton, this fabulous 4 BR/ 3,5 BA home is perfectly sited to take in the western skies over Plaindealing Creek. From water it's just a short boat ride out to the Tred Avon River and historic Oxford. This spectacular home was built in 2000 by Hugh Lofting Timber builders out of PA. Incorporating advanced technology with old-world technique, this home is both efficient yet elegant and distinctive throughout. The main living area is on the upper level and is accessible by the open stairs or a convenient 3 person elevator. The great room is spectacular with its vaulted ceilings, a wall of glass looking out to the water, and gas fireplace. The expansive kitchen is a chef's delight offering wonderful work space and provides room for entertaining as well. The dining area is conveniently off the kitchen, as is a sitting area with access to the lovely eat-in screened porch. The primary suite is located off the great room and includes a large, recently renovated bath with double vanities, large tub and separate shower. The upper level wrap-around deck (with trex decking) is accessible from every room providing outstanding views of Plaindealing creek and the amazing wildlife. A private office and additional sitting area are also on this level. Tucked in is a circular staircase going up to a loft area which overlooks the great room and is currently used as a second office. On the entrance level is a marvelous guest suite offering a living room with fireplace, kitchenette, large bedroom and bath, and lower- level deck access. In addition are two other bedrooms which share a bath and the 2 car garage which is conveniently accessed from the hall . The 150' pier has a 15,000 lb lift, electric and water, and measures 3'MLW. Other features include Hardi plank siding (painted in 2021), new roof (2022), high efficient Carrier heat pumps (2017 & 2019), high speed internet, buried propane tank, well and septic. Room for pool on side of home. Note this property is in flood zone AE requiring flood insurance .
LISTING CLOSED: 07/12/2022 12:00 AM

  1. Listed by Laura H Carney • TTR Sotheby's International Realty
    P: (410) 310-3307 lcarney@ttrsir.com

Property Details for 26366 Westerly Road

Status
Closed
MLS #
MDTA2002898
Days on Market
12
Taxes
$10,424 / year
HOA Fees
$750 / year
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Fee Simple
Year Built
2000
Lot Size
4.66 AC / 202,990 SF
County
Talbot County
Tax ID Number
2102107007
Ownership
Fee Simple
Condo Coop Association
No
HOA
Yes
Structure Type
Detached
Style
Post & Beam, Loft
Levels/Stories
3
Waterfront
Yes
Views
Water, Trees/Woods, Panoramic, River, Scenic Vista
Garage
Yes
Subdivision
WESTERLY
Subdivision
WESTERLY (TALBOT MD)
Legal Subdivision
21020145
Total Parking Spaces
2
Central Air
No
Basement
Yes
Above Grade Finished SQFT
4,770.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
.00
Total Below Grade SQFT Source
Assessor
New Construction
No
Property Condition
Excellent
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Location

Listing Courtesy of TTR Sotheby's International Realty

Sold By Benson & Mangold, LLC

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Building Information for 26366 Westerly Road

Stories3Year Built2000Building Size-Lot Size4.66 AC / 202,990 SF

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Property Information for 26366 Westerly Road

Location
Location
  • In City Limits: No
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: Listing Agent
  • County: TALBOT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Water Body Name: Plaindealing Creek
  • Water Body Type: River
  • Water Frontage In Feet: 250.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Pier (Perpendicular)
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Deeded
  • Slips Count: 2
  • Boats Power Count: 3-5
  • Boats Nonpower Count: 3-5
  • Mean Low Water Feet: 3.00
  • Distance To Body Of Water: .00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • HOA Name: WESTERLY HOMEOWNERS ASSOCIATION, INC.
  • HOA Condo Coop Fee Includes: Common Area Maintenance, Road Maintenance
  • Senior Community: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2022
  • Tax Assessed Value: $1,418,400
  • Year Assessed: 2022
  • County Tax: $10,424
  • Improvement Assessed Value: $666,800
  • Land Assessed Value: $751,600
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: A2
  • Tax Lot: 4
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No
Lease Information
Lease Information
  • Concessions: No
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 1
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 1
Upper Level 2
  • # Bedrooms Count Upper Level: 0
  • # Bathrooms Count Upper Level: 0
  • # Bathrooms Full Upper Level: 0
  • # Bathrooms Half Upper Level: 0
All Lower Levels
  • # Bedrooms All Lower Levels: 0
  • # Bathrooms All Lower Levels: 0
  • # Bathrooms Full All Lower Levels: 0
  • # Bathrooms Half All Lower Levels: 0
Lower Level 1
  • # Bedrooms Lower Level: 0
  • # Bathrooms Lower Level: 0
  • # Bathrooms Full Lower Level: 0
  • # Bathrooms Half Lower Level: 0
Rooms
  • Room List: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Breakfast Room, Laundry, Loft, Other, Office, Primary Bathroom, Full Bath
  • Stories: Lower 1, Main, Upper 1, Upper 2
Building Info
Building Info
  • Builder Name: HUGHES TIMBER FRAME
  • Total Finished SQFT: 4,770.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 4,770.00
  • Total SQFT: 4,770.00
  • Total SQFT Source: Assessor
  • Construction Materials: HardiPlank Type
  • Roof: Asphalt
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8015/3237/8780/801532378780_512_384_WM_kmnPYEHzpLX4ORi_.jpg
  • Wall and Ceiling Types: 2 Story Ceilings, Beamed Ceilings, Cathedral Ceilings, Vaulted Ceilings
  • Basement Type: Sump Pump
  • Foundation Details: Crawl Space, Block
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Upper Level 1-1, Bathrooms Full-Upper Level 1-1, Bathrooms Half-Upper Level 1-1
  • # Bathrooms Full: 3
  • # Bathrooms Half: 1
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Flood Plain, Landscaping, No Thru Street, Partly Wooded, Tidal Wetland, Trees/Wooded, Secluded, Private
  • Road Responsibility: Private
  • Parcel ID: 5294338
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Circular Driveway, Private
  • Garage Features: Garage Door Opener
Interior Features
Interior Features
  • Interior Features: Butlers Pantry, Kitchen - Gourmet, Breakfast Area, Kitchen - Country, Kitchen - Island, Primary Bath(s), Built-Ins, Upgraded Countertops, Curved Staircase, Elevator, Entry Level Bedroom, Window Treatments, Wood Floors, Floor Plan - Open
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Equipment, Mantel(s)
  • Appliances: Washer/Dryer Hookups Only, Cooktop, Cooktop - Down Draft, Dishwasher, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Intercom, Microwave, Oven - Wall, Refrigerator, Trash Compactor, Washer
  • Accessibility Features: Elevator
  • Door Features: French, Six Panel, Sliding Glass
  • Window Features: Casement, Vinyl Clad, Double Pane, Screens, Wood Frame
  • Laundry Type: Upper Floor
  • Virtual Tour URL Unbranded: https://my.matterport.com/show/?m=qUMby2SCu9H&help=1&hl=1&nozoom=1&mls=1
Exterior Features
Exterior Features
  • Exterior Features: Underground Lawn Sprinkler, Extensive Hardscape
  • Outdoor Living Structures: Deck(s), Porch(es), Screened, Terrace
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Bottled Gas
  • Water Source: Well
  • Sewer Septic: Private Septic Tank
  • Internet Services: Broadband
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS

Property History for 26366 Westerly Road

DateEvent & SourcePriceAppreciation
Jul 12, 2022

Closed (Public Record)

Public Record #1499145053

$2,000,000

+6.5% / yr

Jul 12, 2022

Closed

BRIGHT #MDTA2002898

$2,000,000—
May 14, 2022

Pending

BRIGHT #MDTA2002898

—
DateEvent & SourcePrice
07/12/2022

Closed (Public Record)

Public Record #1499145053

$2,000,000

+6.5% / yr

07/12/2022

Closed

BRIGHT #MDTA2002898

$2,000,000
05/14/2022

Pending

BRIGHT #MDTA2002898

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 26366 Westerly Road

Taxable ValueLand$789,100Additions$914,800Total$1,703,900
Tax Record2023$12,947 ($1,079 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt4,770 SqFtAbove Grade Finished SqFt4,770 SqFtStories2Lot Size202,990 SqFtStyleSingle Family ResidenceYear Built2000ZoningA2CountyTALBOTAPN02-107007Fireplace TypeHas Fireplace

Schools near 26366 Westerly Road

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
St. Michaels Elementary School
Public - PK to 5
St. Michaels Middle/High School
Public - 6 to 12
Easton High School
Public - 9 to 12
Rating
School
Distance
St. Michaels Elementary School
PublicPK to 5

St. Michaels Middle/High School
Public6 to 12

Easton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 26366 Westerly Road, Easton, MD 21601
$2,000,000
4
4,770
202,990
26362 Westerly Road, Easton, MD 21601
$2,400,000
4
3,272
185,130
26372 Westerly Road, Easton, MD 21601
$3,475,000
4
5,761
316,246
26330 Westerly Road, Easton, MD 21601
$1,000,000
3
2,392
183,823
6690 Hopkins Neck Road, Easton, MD 21601
$705,000
4
3,575
157,034
6420 Hopkins Neck Road, Easton, MD 21601
$650,000
4
–
94,090

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 09/07/2022 08:38 AM