Recently Viewed Properties
See This Home
Save This Listing
Close

$949,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,468 Sq. Ft.
  • 1 Car Garage
  • Updated 3 days ago
See This Home
Save This Home
See This Home
Save This Home
Beautifully upgraded and thoughtfully designed, this home showcases designer"‘selected wallpapers, custom finishes, and every modern convenience. The gourmet kitchen features quartz countertops, professional grade appliances, and premium appointments, flowing seamlessly into warm hardwood floors and a cozy gas fireplace beneath a striking coffered ceiling. Offering 4 bedrooms and 2.5 baths, the home includes a first"‘floor primary suite with an ensuite spa bath, custom shower, and generous walk"‘in closets. Additional highlights include Hardie Plank siding, custom black windows, a Trex deck, paved driveway, 1"‘car garage, and excellent storage throughout. Located just a short walk to the heart of St. Michaels, you'll enjoy easy access to charming shops, restaurants, waterfront activities, and year"‘round festivals.

Full Property Details for 111 Chesapeake Ave

General

  • Price: $949,000
  • HOA FEE: $21/month
  • HOA FEE FREQ.: Annually
  • Taxes: $876 (2021)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2014834
  • Updated: 8/24/2026
  • Added to Site: 9 day(s) ago
  • Expected Market Date: 9/10/2026

Interior

  • Interior Features: Walk-in Closet(s), Upgraded Countertops, Sprinkler System, Recessed Lighting, Primary Bath(s), Pantry, Kitchen - Island, Floor Plan - Open, Family Room Off Kitchen, Carpet, Ceiling Fan(s), Attic, Butlers Pantry, Combination Kitchen/Dining, Entry Level Bedroom, Kitchen - Gourmet, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane
  • Appliances: Dishwasher, Exhaust Fan, Refrigerator, Stainless Steel Appliances, Water Heater, Oven/Range - Electric, Cooktop
  • Flooring: Ceramic Tile, Hardwood, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Main Floor

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Type: Driveway, Attached Garage
  • Garage Description: Oversized

Location

  • County: TALBOT
  • Subdivision: CHESAPEAKE REACH
  • Driving Directions: Talbot St. left on Railroad avenue, left on to Chesapeake Avenue house on the left.
  • City Limits: Yes

School Information

  • School District: Talbot County Public Schools

Community

  • Association: Yes
  • Assoc. Name: CHESAPEAKE REACH
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Cooling Type: Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump - Gas BackUp, Zoned
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Propane

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Roof: Architectural Shingle
  • Walls/Ceilings: 9'+ Ceilings
  • Stories Description: Main, Upper 1
  • Square Feet: 2,468
  • Sq. Ft. Source: Estimated
  • Living Area: 2,168 Sq. Ft.
  • Finished Above Grnd: 2,168 Sq. Ft.
  • Unfin. Above Grnd: 300 Sq. Ft.
  • Year Built: 2022
  • Year Built Source: Estimated

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,200
  • Lot Size Source: Estimated
  • Street/Road Desc.: Black Top, Paved
  • Zoning: MUNICIPAL
  • Lot Description: Backs to Trees, Cul-de-sac, Trees/Wooded, Front Yard, Level, No Thru Street

Financial Considerations

  • Price Per Sq. Ft.: $437.73
  • Association Fee: $250
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2022
  • City/TownTax: $400
  • City/TownTax Freq: Annually
  • County Tax: $475
  • County Tax Freq: Annually
  • Tax w/Assessment: $79,533
  • Tax Amount: $876
  • Tax Year: 2021

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: E

Listed by Meredith Fine Properties, Jana Meredith

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 111 Chesapeake Ave —

  • Jana Meredith

    Meredith Fine Properties

Listing Office Email: mre@goeaston.net

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 111 Chesapeake Ave

School District:Talbot County Public Schools
NameGradesDistance
St. Michaels Elementary School
100 Seymour Avenue, Saint Michaels, MD 21663
PK-60.7 mi
St. Michaels Middle/High School
200 Seymour Avenue, Saint Michaels, MD 21663
7-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 111 Chesapeake Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/19/2026
Listed
$949,000
60.87%
MLS
2/28/2022
Sold
$589,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 111 Chesapeake Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,877
5%
$619,300
11%
2023
$5,582
—
$558,200
6%
2023
$5,582
—
$526,400
6%
2023
$5,582
4%
$494,600
7%
2022
$5,355
511%
$462,800
482%
2020
$876
1%
$79,533
4%
2021
$869
4%
$76,467
4%
2020
$834
6%
$73,400
4%
2019
$788
7%
$70,667
4%
2018
$734
13%
$67,933
4%
2017
$647
18%
$65,200
16%
2016
$547
20%
$56,367
19%
2015
$457
25%
$47,533
23%
2014
$367
—
$38,700
—
View All
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 for 111 Chesapeake Ave

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Meredith Fine Properties, Jana Meredith

Similar Properties near 111 Chesapeake Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

104 Cherry St, Saint Michaels, MD 21663 - Photo 1 Just Listed
$995,000

104 Cherry St  Saint Michaels, MD 21663

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,718
    Sq. Ft.
Listed by Redfin Corp, Jennifer L. Pogoda
109 W Marengo St, Saint Michaels, MD 21663 - Photo 1
$995,000

109 W Marengo St  Saint Michaels, MD 21663

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,250
    Sq. Ft.
Listed by Benson & Mangold, LLC, Chuck V Mangold Jr.
108 Miles Ave, Saint Michaels, MD 21663 - Photo 1
$999,000

108 Miles Ave  Saint Michaels, MD 21663

  • Single Family
  • Active
  • Updated 13 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,600
    Sq. Ft.
Listed by Benson & Mangold, LLC, Chuck V Mangold Jr.
101 Seymour, Saint Michaels, MD 21663 - Photo 1
$995,000
Open House

101 Seymour  Saint Michaels, MD 21663

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,851
    Sq. Ft.
Listed by Meredith Fine Properties, Henry Gibbons-Neff Jr.

Just Listed near 111 Chesapeake Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5735 Irish Creek Rd, Royal Oak, MD 21662 - Photo 1 Just Listed
$725,000
Open House

5735 Irish Creek Rd  Royal Oak, MD 21662

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,868
    Sq. Ft.
Listed by Compass, Mary E Saltzman
26542 Royal Oak Rd, Easton, MD 21601 - Photo 1 Just Listed
$559,900

26542 Royal Oak Rd  Easton, MD 21601

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,829
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Adam Ellison
29266 Pin Oak Way, Easton, MD 21601 - Photo 1 Just Listed
$365,000

29266 Pin Oak Way  Easton, MD 21601

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,820
    Sq. Ft.
Listed by Meredith Fine Properties, Traci L Jordan
29747 Easton Farms, Easton, MD 21601 - Photo 1 Just Listed
$1,075,000

29747 Easton Farms  Easton, MD 21601

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,062
    Sq. Ft.
Listed by Benson & Mangold, LLC, Alicia Gannon Dulin

Price Reduced near 111 Chesapeake Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4869 Bar Neck Rd, Tilghman, MD 21671 - Photo 1 Price Reduced
-$10,000 (-4.35%)
$219,700

4869 Bar Neck Rd  Tilghman, MD 21671

  • Single Family
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,070
    Sq. Ft.
Listed by Maryland Realty Connection, Brenda K. Sarver
21642 Chicken Point Rd, Tilghman, MD 21671 - Photo 1 Price Reduced
-$80,000 (-3.23%)
$2,395,000

21642 Chicken Point Rd  Tilghman, MD 21671

  • Single Family
  • Active
  • Updated 4 days ago
  • 7
    Beds
  • 6
    Total Baths
  • 4,151
    Sq. Ft.
Listed by Chesapeake Bay Real Estate Plus, LLC, Dawn A Lednum
4938 Fairbank Rd, Tilghman, MD 21671 - Photo 1 Price Reduced
-$25,000 (-2.63%)
$925,000

4938 Fairbank Rd  Tilghman, MD 21671

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,850
    Sq. Ft.
Listed by Meredith Fine Properties, Tracy Higgs Wagner
127 Chapel Rd, Easton, MD 21601 - Photo 1 Price Reduced
-$7,100 (-2.61%)
$264,900

127 Chapel Rd  Easton, MD 21601

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,950
    Sq. Ft.
Listed by Rachael Claggett (443) 786-4502

Recent Sales near 111 Chesapeake Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

360 Perry Cabin, Saint Michaels, MD 21663 - Photo 1 Sold
$947,000

360 Perry Cabin  Saint Michaels, MD 21663

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,836
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Margaret W Moran
Sold by Chesapeake Bay Real Estate Plus, LLC, Maureen M McHugh
10494 Rich Neck Rd, Claiborne, MD 21624 - Photo 1 Sold
$825,000

10494 Rich Neck Rd  Claiborne, MD 21624

  • Single Family
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 3,570
    Sq. Ft.
Listed by Coldwell Banker Chesapeake Real Estate Company, Laurie A Renshaw
Sold by Chesapeake Bay Real Estate Plus, LLC, Maureen M McHugh
6271 Neavitt Manor Rd, Neavitt, MD 21652 - Photo 1 Sold
$983,000

6271 Neavitt Manor Rd  Neavitt, MD 21652

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,383
    Sq. Ft.
Listed by Benson & Mangold, LLC, Winifred C Cowee
Sold by Compass, James M. Baldwin
4752 Sailors Retreat Rd, Oxford, MD 21654 - Photo 1 Sold
$1,025,000

4752 Sailors Retreat Rd  Oxford, MD 21654

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,296
    Sq. Ft.
Listed by Meredith Fine Properties, Joanne Brown
Sold by Unrepresented, Unrepresented

111 Chesapeake Avenue, Saint Michaels, MD 21663 (MLS# MDTA2014834) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 111 Chesapeake Avenue is currently listed for $949,000 and was received on August 19, 2026. Want to learn more about 111 Chesapeake Avenue? Do you have questions about finding other Single Family real estate for sale in Saint Michaels? You can browse all Saint Michaels real estate or contact a Coldwell Banker agent to request more information.

Tour this property