For sale

$2,395,000

Est. $13,812/mo —

•

4,151

sq ft

21642 Chicken Point Rd, Tilghman, MD 21671

About this home

"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home with natural light while framing endless Bay views, spectacular sunrises, and unforgettable sunsets. The fully renovated interior includes a redesigned chef's kitchen, spa-inspired baths, new windows and sliding doors, updated trim and fireplace features, and extensive system upgrades throughout. Exceptional waterfront amenities include expansive Trex decking, deep-water dockage, a heated indoor pool and spa pavilion, and seamless indoor-outdoor living designed for entertaining and year-round enjoyment. Major capital improvements include new HVAC systems, roof replacement, hot water heater, air purification system, decking, windows, doors, and more, offering true turnkey peace of mind. Beyond its appeal as a private waterfront retreat, "Tranquil Waters" has enjoyed a Successfull Luxury Vacation Rental history, creating an appealing opportunity for buyers seeking both lifestyle and INVESTMENT POTENTIAL. Equally suited as a luxury primary residence, waterfront getaway, or private retreat, "Tranquil Waters" delivers the ultimate Eastern Shore lifestyle: water, light, privacy, and complete escape.

Single-familyProperty Type

1750Year Built

0.77 acresLot Size

$577Price/Sq.Ft.

3 car garageParking

Listed by Dawn Lednum • Chesapeake Bay Real Estate Plus, LLC

•410-829-3603 (broker)

•dawnlednum@gmail.com (broker)

Listing updated: Aug 23, 2026 at 06:41pm

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDTA2013744

Payment calculator

$13,812 per month

Principal and interest$12,427

Property taxes

$706

HOA dues

Home insurance

$679

Utilities

Add

5 minutes to get started. No credit impact.

Discover your buying power

Find out if this home is within budget

Down payment assistance

View down payment assistance programs for this home

See this home in person

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 10AM TO 12PM
$640,000
4 beds2.5 baths1,818 sq ft
8235 Ingleton Cir, Easton, MD 21601
(410) 770-9255
OPEN SAT, 10AM TO 12PM
$475,000
4 beds3 baths1,580 sq ft
107 Trequassin Dr, Stevensville, MD 21666
(410) 224-2200
OPEN SAT, 10AM TO 1PM
$695,000
3 beds2 baths1,288 sq ft
803 New Ln, St Michaels, MD 21663
(410) 745-2596
OPEN SAT, 12PM TO 2PM
$725,000
3 beds2 baths1,868 sq ft
5735 Irish Creek Rd, Royal Oak, MD 21662
(301) 298-1001
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$425,000
3 beds2.5 baths1,296 sq ft
1193 Oak Ave, Shady Side, MD 20764
(410) 535-6291
OPEN SAT, 12PM TO 2PM
$399,000
4 beds2 baths1,743 sq ft
214 Madison Ave, St Michaels, MD 21663
(410) 266-0600
OPEN SAT, 1PM TO 3PM3D WALKTHROUGH
$998,000
4 beds5 baths3,964 sq ft
2818 Beach Dr, Huntingtown, MD 20639
(301) 702-4200
OPEN SAT, 1:30PM TO 3:30PM
$995,000
3 beds2.5 baths2,091 sq ft
101 Seymour, St Michaels, MD 21663
(410) 822-6272
OPEN SAT, 2PM TO 4PM
$540,000
3 beds2.5 baths1,838 sq ft
1175 Maple Ave, Shady Side, MD 20764
(410) 823-0033
OPEN SUN, 1PM TO 3PM
$1,190,000
3 beds2.5 baths2,300 sq ft
925 Riverview Ter, St Michaels, MD 21663
(410) 829-3603

Around this home

Schools

K - 12
Preschool & daycare

Tilghman Elementary School

Public PreK-5 • Assigned • 0.5mi

2/10

St. Michaels Middle/High School

Public 6-12 • Assigned • 7.5mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

21642 Chicken Point Rd · $2,395,000

DAYS ON MARKET

The average home goes pending in 48 days.

SALE-TO-LIST

Most homes are selling 4% below list price.

LIST PRICE

Median list price in this area is $705,300. (71% lower than this home)

PRICE DROP

25% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Built-ins
Combination kitchen/dining
Crown moldings
Open floor plan
Kitchen island
Master bedroom with bay front
Three fireplaces (gas/propane and wood)

Bedrooms
Five bedrooms on the first upper level
Two bedrooms on the second upper level

Bathrooms
Five full bathrooms (all upper levels total)
One half bathroom on the main level

Kitchen
Kitchen island
Open plan connecting to dining area

Flooring
Hardwood floors

Heating & cooling
Heat pump(s)
Electric heating fuel
Central air conditioning (electric)

Sale and tax history for 21642 Chicken Point Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDTA2013744

Aug 23, 2026

Price Changed

$2,395,000

$577/sq ft

Jul 6, 2026

Price Changed

$2,475,000

$596/sq ft

May 25, 2026

Listed

$2,695,000

$649/sq ft

BRIGHT MLS #MDTA138000

Sep 24, 2020

Sold

$875,000

$211/sq ft

Aug 24, 2020

Price Changed

$900,000

$217/sq ft

Aug 24, 2020

Pending

—

Jun 12, 2020

Pending

—

Jun 12, 2020

Listing Removed

—

May 25, 2020

Contingent

—

Apr 28, 2020

Listed

$975,000

$235/sq ft

+57

Looking for the perfect getaway? This home is it! Breathtaking WATERFRONT home facing Harris Creek which flows into the Chesapeake Bay, with 4000+ square feet of living space along with a MASSIVE INDOOR pool house! This 8 bedroom 6.5 bathroom home and cabana house has panoramic views of the water! Walk out onto your private dock to fish, kayak, boat, have dinner, bird watch and more! Tranquility at its finest! Looking for some history? The original structure of the house was built in 1750. Over 300k worth of work recently put into the home including: new siding, new dock, new exterior and interior paint, new doors, new decks (being installed within 2 weeks), new windows in many areas, new garage electronic capability, new flooring in pool house, new lighting throughout, new flooring in many areas in main home and more. This home features gorgeous hardwood floors, decorative lighting, and phenomenal water views from every sunbathed window and from the new decks from the back and sides of the home! The main home features 7 OVERSIZED bedrooms and 5 bathrooms upstairs, 3 living room spaces with three fireplaces (2 gas , one wood), an updated kitchen, a formal open dining room and a half bathroom on the main floor. The indoor pool house faces the water and features an extra bedroom and full bathroom for year round use. Need storage? The 3 car oversized garage fits cars, boats, kayaks, a work space and more. The gravel driveway allows for at least 8 cars. Fantastic rental opportunity or a perfect place to work from home and getaway from the busy city. Short drive to St Michaels with boutique restaurants and shops. This house has it all!More photos to come (waiting on decks to be installed for exterior shots). Matterport 3D shots and virtual tour in the next three weeks!

BRIGHT MLS #MDTA134820

Jul 31, 2019

Listing Removed

—

Jul 2, 2019

Price Changed

$899,900

$217/sq ft

Apr 28, 2019

Price Changed

$949,900

$229/sq ft

Apr 7, 2019

Listed

$995,000

$240/sq ft

BRIGHT MLS #MDTA103254

Jan 30, 2019

Sold

$761,250

$183/sq ft

Dec 13, 2018

Pending

—

Nov 23, 2018

Listed

$500,000

$120/sq ft

MRIS #TA9869929

Aug 19, 2017

Delisted

—

Jun 5, 2017

Price Changed

May 4, 2017

Price Changed

Feb 23, 2017

Listed

BRIGHT MLS #1007268584

Aug 19, 2017

Listing Removed

—

Feb 23, 2017

Listed

$889,000

$214/sq ft

MRIS #TA6317769

May 7, 2007

Delisted

—

Feb 19, 2007

Listed

Public Records

Jun 6, 2001

Sold

$500,000

$120/sq ft

Public Records

Sep 18, 1980

Sold

$44,000

$11/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$8,472 (+4.4%)

2025

$8,113 (+7.7%)

2024

$7,532 (+12.6%)

$273,200 + $621,100

$894,300

2023

$6,687 (+15.5%)

2022

$5,791 (+2.4%)

2021

$5,654 (+3.5%)

$273,200 + $462,500

$735,700

2020

$5,465 (−16.9%)

$273,200 + $462,500

$735,700

2019

$6,578 (+4.4%)

$273,200 + $462,500

$735,700

2018

$6,299 (+6.2%)

2017

$5,932 (+7.9%)

2015

$5,497 (−17.1%)

$265,500 + $594,800

$860,300

2014

$6,632 (+3.5%)

$382,300 + $680,500

$1,062,800

2013

$6,409 (+7.7%)

2012

$5,952 (−7.5%)

2011

$6,433 (+11.4%)

2010

$5,775 (+9.4%)

2009

$5,277

Public record

Public record
Zoning

Beds

—

Baths

6.5

Stories

2.5

Lot width

—

Lot depth

—

Lot size

0.77 Acres

Year renovated

—

Finished Sq. Ft.

4,151

Unfinished Sq. Ft.

—

Total Sq. Ft.

4,151

Year built

1750

Style

Single Family Residential

County

Talbot County

APN

05 175062

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 26, 2026.

Village Mixed District

The Village Mixed District provides for low- or moderate-intensity residential and commercial uses. This district may contain a mixture of residential, commercial, and maritime/agricultural service uses. The commercial and service uses serve residents of the village and nearby areas, and may include heritage tourism uses to attract visitors. Limited new development is directed to this district so that the environment and natural resources of nearby rural areas are protected and preserved. These districts may have public water and/or sewer service with relatively smaller lots and higher densities than surrounding rural areas.

Permitted uses

Include but are not limited to:

Gas station
Bank
Day care facility
General retail
Restaurant
Housing-Group
Housing-Single unit
Office
Fire house
Police station

Climate risks

10/10 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 105° expected this year, 15 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

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

Provided by First Street

Historical weather

Tilghman, MD • 21671

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.8 hrs

6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 21642 Chicken Point Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $1,700,000 and $3,015,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.7M to $3.0M.

SOLD JUN 26, 2026
$1,700,000 Last sold price
5 beds3.5 baths4,310 sq ft
22707 Marshall Ln, Wittman, MD 21676
$183/sq ft
larger lot
244 years newer
SOLD AUG 14, 2026
$3,015,000 Last sold price
6 beds6.5 baths3,864 sq ft
6448 Partridge Ln, Royal Oak, MD 21662
$203/sq ft
larger lot
245 years newer
SOLD JUL 23, 2026
$2,900,000 Last sold price
5 beds4.5 baths4,843 sq ft
5995 Elston Shore Rd, Neavitt, MD 21652
$22/sq ft
larger lot
218 years newer
SOLD AUG 5, 2026
$2,125,000 Last sold price
5 beds5.5 baths4,673 sq ft
203 Chew Ave E, St Michaels, MD 21663
$122/sq ft
smaller lot
258 years newer
SOLD JUN 18, 2026
$2,000,000 Last sold price
4 beds5.5 baths3,000 sq ft
938 Marea Ter, Saint Michaels, MD 21663
$90/sq ft
larger lot
270 years newer
SOLD AUG 10, 2026
$1,825,000 Last sold price
3 beds2.5 baths2,284 sq ft
222 Chestnut, St Michaels, MD 21663
$222/sq ft
smaller lot
246 years newer

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(410) 775-5140