OFF MARKET

Off Market Dec 2020 for $740K

$1,025,484

Est. refi paymentEst. refi $4,752/mo

•

4,672

sq ft

25149 Saint Michaels Rd, St Michaels, MD 21663

About this home

BUYERS FINANCING FELL THROUGH! Don't miss this incredible and unique home sited on 5+ acres complete with an incredible 5-bedroom home, a 2-bedroom guest house/rental home & a 30'x40' garage/workshope. A private circle drive leads to the attractive and well appointed main house boardered by woods and farmland. The home offers an open floor plan design, large rooms & 9' ceilings. A spacious 1st floor master suite with french doors leads to the master bath w/ a soaking tub, separate shower, double vanity sink and walk-in closet. The kitchen is complete w/ SS appliances, ample counter & cabinet space, built in pantry cabinets, breakfast bar & recessed lights. The separate laundry/mudroom room with counter & cabinet space and wash sink lead to the attached and finished 2-car garage. The 2-story foyer with open banister & stairwell lead to 4 additional bedrooms, a full bath, a loft & an unfinished room above the garage. The unfinished 3rd floor bonus room offers countless possibilities. The backyard oasis is complete with a covered porch overlooking the in-ground pool, hardscape patios & professional landscaping. A driveway leads to the guest cottage/rental home which has a private entrance off of St. Michaels Road. The home offers 2-bedrooms, a spacious kitchen with dining space & a breakfast bar overlooking the living room. The rear sunporch overlooks a private deck. The property is further improved with a 30'x40' workshop with a large garage bay door and office area. Possibility of subdivision rights. Zoning allows a multitude of business opportunities.

Single-familyProperty Type

2008Year Built

5.03 acresLot Size

$219Est. Price/Sq.Ft.

2 car garageParking

Listed by Kimberly Crouch • Benson & Mangold, LLC

•410-745-0415 (broker)

•info@bensonandmangold.com (broker)

Bought with Diana Minshall • TTR Sotheby's International Realty

•202-333-1212 (broker)

•georgetown@ttrsir.com (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDTA139016

Redfin Estimate

$1,025,484

$285K since sold in December 2020$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.7% lower than the average sale price ($1.25M) of 6 comparable homes.

SOLD JUN 3, 2026
$765,000
A
3 beds2.5 baths3,166 sq ft
24912 Back Creek Dr, St Michaels, MD 21663
SOLD JUN 10, 2026
$685,000
B
4 beds3.5 baths3,010 sq ft
24977 Back Creek Dr, St Michaels, MD 21663
SOLD APR 21, 2026
$528,000
C
3 beds2.5 baths1,922 sq ft
228 Tyler Ave, St Michaels, MD 21663
SOLD NOV 21, 2025
$1,400,000
D
4 beds2.5 baths3,340 sq ft
8095 Church Neck Rd, St Michaels, MD 21663
SOLD JUL 27, 2026
$2,100,000
E
5 beds6 baths5,611 sq ft
8240 Tricefield, St Michaels, MD 21663
SOLD JUN 18, 2026
$2,000,000
F
4 beds5.5 baths3,000 sq ft
938 Marea Ter, Saint Michaels, MD 21663

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Earn from this home

Sell

$438,536

Est. take-home

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Refinance

Est. cash available

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Rent

$3,432/mo

Redfin rental estimate

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Market trends in 21663, MD

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

95.8%

0.6% MoM

Median sale price

$740K

$60K MoM

Avg. days on market

57d

19 days MoM

Recently sold homes

6 MoM

New listings for sale

$799,950
4 beds3.5 baths2,154 sq ft
407 Seymour Ave, St Michaels, MD 21663
(410) 822-1415
$349,000
3 beds1 bath1,656 sq ft
105 Marengo St, St Michaels, MD 21663
(410) 544-2931
COMING SOON
$795,000
4 beds3.5 baths2,955 sq ft
7964 Pond Haven Ct, St Michaels, MD 21663
(410) 745-0283
COMING SOON
$655,000
3 beds2.5 baths3,010 sq ft
7963 Pond Haven Ct, St Michaels, MD 21663
(410) 745-0283
$1,195,000
4 beds4 baths3,528 sq ft
114 W Chestnut St, St Michaels, MD 21663
(410) 745-2596
$3,000,000
4 beds3 baths2,815 sq ft
23820 Mount Pleasant Lndg, St Michaels, MD 21663
(443) 292-6767
See all

Provided by Redfin

Sale history for 25149 Saint Michaels Rd

Date

Event

Price

Public Records

Jan 25, 2021

Sold

$740,000

$158/sq ft

BRIGHT MLS #MDTA139016

Dec 10, 2020

Sold

$740,000

$158/sq ft

Oct 15, 2020

Pending

—

Oct 10, 2020

Relisted

—

Sep 2, 2020

Pending

—

Aug 25, 2020

Listed

$739,000

$158/sq ft

Public Records

Aug 2, 2006

Sold

$291,500

$62/sq ft

MRIS #TA6003678

Jun 30, 2006

Delisted

—

Apr 5, 2006

Listed

$83/sq ft

MRIS #TA5244027

Jan 12, 2006

Delisted

—

May 13, 2005

Listed

Public Records

Apr 24, 2002

Sold

$120,000

$26/sq ft

** Price available after signing in.

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Year

Property tax

Land + Additions

Assessment*

2026

$7,881 (+7.1%)

2025

$7,362 (+13.7%)

2024

$6,478 (+20.0%)

$158,500 + $639,800

$798,300

2023

$5,396 (+24.8%)

2022

$4,325 (+4.3%)

2021

$4,146 (+30.0%)

$170,500 + $363,700

$534,200

2020

$3,188 (+0.4%)

2019

$3,177 (+3.4%)

2018

$3,072 (+5.0%)

2017

$2,926 (+6.6%)

2015

$2,746 (+1.5%)

$142,100 + $343,100

$485,200

2014

$2,705 (+3.2%)

$171,100 + $330,400

$501,500

2013

$2,622 (+9.6%)

2012

$2,392 (+1.5%)

2011

$2,357 (+2.3%)

2010

$2,303 (+1.8%)

2009

$2,262

Tax history for 25149 Saint Michaels Rd

Year

Property tax

Land + Additions

Assessment*

2026

$7,881 (+7.1%)

2025

$7,362 (+13.7%)

2024

$6,478 (+20.0%)

$158,500 + $639,800

$798,300

2023

$5,396 (+24.8%)

2022

$4,325 (+4.3%)

2021

$4,146 (+30.0%)

$170,500 + $363,700

$534,200

2020

$3,188 (+0.4%)

2019

$3,177 (+3.4%)

2018

$3,072 (+5.0%)

2017

$2,926 (+6.6%)

2015

$2,746 (+1.5%)

$142,100 + $343,100

$485,200

2014

$2,705 (+3.2%)

$171,100 + $330,400

$501,500

2013

$2,622 (+9.6%)

2012

$2,392 (+1.5%)

2011

$2,357 (+2.3%)

2010

$2,303 (+1.8%)

2009

$2,262

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

219,107

Year renovated

—

Sq. Ft.

4,672

Year built

2008

Style

Single Family Residential

County

Talbot County

APN

02 108577

Parking Spaces

Basement

Accessible

HOA Dues

—

Garage

Yes

Features

Views, Pool

Last updated by owner on Feb 28, 2025.

Countryside Preservation District

The CP District is characterized by rural agricultural and low-density residential uses. This district protects the rural character of land bordering the growth areas of incorporated towns; protects farmland, forests, and open spaces, prevents sprawl, and provides physical and visual boundaries to growth areas. Land within this district should be targeted for permanent protection by creation of agricultural and conservation easements; agricultural activities shall be preserved, encouraged and protected. 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
Golf related

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Circular Driveway
Attached Garage, Driveway

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 4
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Dishwasher, Washer - Front Loading, Dryer - Front Loading
Door Features: French, Sliding Glass
Flooring Type: Laminated, Tile/Brick, Vinyl
Interior Features: Breakfast Area, Carpet, CeilngFan(s), Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Master Bath(s), Recessed Lighting, Soaking Tub, Stall Shower, Tub Shower, Walk-in Closet(s)
Living Area Sq.Ft. Source: Assessor

Room Information
Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Breakfast Room, 2nd Stry Fam Rm, Laundry, Bathroom 2, Bonus Room, Master Bathroom, Half Bath
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $361,000
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Patio(s), Porch(es)
Structure Type: Detached
Other Structures: Barn/Farm Building, Garage(s), Office/Studio, Pole Barn

Exterior Information
Extensive Hardscape, Outbuilding(s), Sidewalks

Pool Information
Personal Pool
In Ground

Lot Information
Lot Features: Backs to Trees, Cleared, Landscaping, Private
Tidal Water: No

Land Information
Land Assessed Value: $142,100

Above Grade Information
Finished Sq.Ft.: 4,672
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $3,846
Tax Assessed Value: $513,467
Tax Year: 2020
Tax Annual Amount: $3,846

Assessments Information
Year Assessed: 2020

Utilities

Utilities Information
Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Community Septic Tank, Private Septic Tank
Water Source: Well

Location

School Information
School District Name: TALBOT COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: RT 33 TO PEA NECK ROAD, ENTRANCE JUST PAST HURLEY LANE, SIGN POSTED

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 4,672
Stories: 2.0
Parking Spaces: 2
Basement: No
Accessible: No
Lot Size: 5.03 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Talbot County
APN: 02 108577
HOA Dues: —
Garage: Yes
Features: Views, Pool

Home facts updated by owner on Feb 28, 2025

Around this home

Schools

St. Michaels Elementary School

Public PreK-5 • Assigned • 1.1mi

8/10

St. Michaels Middle/High School

Public 6-12 • Assigned • 1.1mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 16-24% 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 104° expected this year, 16 days in 30 years

6/10 Wind Factor

49% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

St Michaels, MD • 21663

Average low and high temperatures (°F)

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

$975,000 – $1.18M

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Home values near 25149 Saint Michaels Rd

Data from public records.

Address	Redfin Estimate
25212 Saint Michaels Rd, St Michaels, MD - Beds \| 1 Baths \| 1071 Sq. Ft.	$667,401
25084 Hurley Ln, St Michaels, MD - Beds \| 2.5 Baths \| 1564 Sq. Ft.	$500,694

Address	Redfin Estimate
25080 Hurley Ln, St Michaels, MD 3 Beds \| 2.5 Baths \| 1733 Sq. Ft.	$529,165
25073 Hurley Ln, St Michaels, MD - Beds \| 2 Baths \| 1602 Sq. Ft.	$514,483

Address	Redfin Estimate
25069 Hurley Ln, St Michaels, MD 3 Beds \| 2 Baths \| 1232 Sq. Ft.	$435,769
25060 Hurley Ln, St Michaels, MD 3 Beds \| 2 Baths \| 1254 Sq. Ft.	$379,473

Property information provided by BRIGHT MLS when last listed in 2020. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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