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 .
Single-familyProperty Type
2000Year Built
4.66 acresLot Size
$513Est. Price/Sq.Ft.
2 car garageParking
Listed by Laura Carney• TTR Sotheby's International Realty
•410-673-3344 (broker)
Bought with Jason French• Benson & Mangold, LLC
•410-822-6665 (broker)
•info@bensonandmangold.com (broker)
Source:BRIGHT MLS #MDTA2002898
Redfin Estimate
$2,446,127
$446K since sold in October 2022$31K since July
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 69.6% higher than the average sale price ($1.44M) of 6 comparable homes.
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 .
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Zoning
RC
Resource Conservation District
The RC District is characterized by natural environments (wetlands, forests, or abandoned fields) and resource development activities (agriculture, forestry, fisheries, or aquaculture). This district conserves the irreplaceable agricultural, forested, and natural environmental character of the County. Agricultural activities shall be preserved, encouraged and protected. Development activities are to be in the form of large lots or clustered lots outside of habitat protection areas, without public water or sewer service. Development in this district shall: Maintain and, wherever possible, improve the quality of runoff and groundwater entering the Chesapeake Bay and its tributary streams; Conserve and protect agricultural lands and uses; Protect environmentally sensitive lands and Preserve rural character through conservation of open space and agricultural lands.
Permitted uses
Include but are not limited to:
Agriculture
Greenhouse / nursery
Livestock production
Day care facility
Housing-Group
Housing-Single unit
Infrastructure
Fire house
Police station
Communications tower
Property details
Interior
Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1
Heating & Cooling
Air Conditioning Type: Split System
Heating Type: Heat Pump
Fireplace Information
# of Fireplaces: 1
Fireplace Type: 2 Story Brick
Has Fireplace
Exterior
Exterior Information
Building Construction Quality: Good
Exterior Wall: Frame
Building Type: Single Family
Property Information
Subdivision Name: WESTERLY
Living Sq. Ft: 4,770
Building Sq. Ft: 5,554
# of Stories: 2
Stories Type: 2
Legal Description: LOT 4-4.66 AC W/S HOPKINS NECK RD WESTERLY
Parking & Garage Information
Parking Type: Built-In Garage
Garage/Parking Sq. Ft: 784
Garage / Carport Type: Built In
Lot Information
# of Buildings: 1
Land Sq. Ft: 202,990
Legal Lot Number: 4
Acres: 4.66
Zoning Code: A2
State Use Description: RESIDENTIAL
Location Information
Parcel Location Influence: Waterfront
Utility Information
Sewer Type: Private
Financial
Assessor Information
Assessment Year: 2026
Tax District County: 02
Public facts
Beds: —
Baths: 2.5
Sq. Ft.: 4,770
Stories: 2.0
Lot Size: 4.66 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: —
County: Talbot County
APN: 02 107007
Home facts updated by county records on Aug 26, 2026
Around this home
Schools
St. Michaels Elementary School
Public PreK-5 • Assigned • 4.4mi
8/10
St. Michaels Middle/High School
Public 6-12 • Assigned • 4.5mi
6/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
9/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
9/10 Heat Factor
7 days above 103° expected this year, 16 days in 30 years
6/10 Wind Factor
55% chance of strong winds in next 30 years
5/10 Air Factor
6 unhealthy days expected this year, 8 days in 30 years
Provided by First Street
Historical weather
Easton, MD • 21601
Average low and high temperatures (°F)
39
24
44
29
61
40
69
49
74
58
85
66
88
72
83
66
78
62
69
49
58
41
45
30
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.3 hours in
June and 4.9 hours in December, which is comparable to the
U.S. average for solar exposure.
9.3 hrs
4.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.32M – $2.81M
Reach more buyers when you sell with Redfin. Save up to $24,461 in fees.3 minutes to get started.
Get a free, detailed breakdown of how we calculated your estimate.