Coming soon 09/10

$949,000

111 Chesapeake Ave, Saint Michaels, MD 21663

4beds

2,168sqft

$6,162/mo

Get pre-qualified

Single Family Residence

Built in 2022

7,200 Square Feet Lot

$690,400 Zestimate^®

$438/sqft

$21/mo HOA

What's special

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.

19 days
583
6

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1
Main level bathrooms: 2
Main level bedrooms: 1

Basement

Area: 0

Heating

Heat Pump, Zoned, Electric

Cooling

Heat Pump, Electric

Appliances

Included: Dishwasher, Exhaust Fan, Refrigerator, Stainless Steel Appliance(s), Water Heater, Oven/Range - Electric, Cooktop, Electric Water Heater
Laundry: Main Level

Features

Walk-In Closet(s), Upgraded Countertops, Recessed Lighting, Primary Bath(s), Pantry, Kitchen Island, Open Floorplan, Family Room Off Kitchen, Ceiling Fan(s), Attic, Butlers Pantry, Combination Kitchen/Dining, Entry Level Bedroom, Kitchen - Gourmet, 9'+ Ceilings
Flooring: Ceramic Tile, Hardwood, Carpet, Wood
Has basement: No
Number of fireplaces: 1
Fireplace features: Gas/Propane

Interior area

Total structure area: 2,468
Total interior livable area: 2,168 sqft
Finished area above ground: 2,168
Finished area below ground: 0

Property

Parking

Total spaces: 1
Parking features: Oversized, Driveway, Attached
Attached garage spaces: 1
Has uncovered spaces: Yes

Accessibility

Accessibility features: None

Features

Levels: Two
Stories: 2
Pool features: None
Has view: Yes
View description: Trees/Woods

Lot

Size: 7,200 Square Feet
Features: Backs to Trees, Cul-De-Sac, Wooded, Front Yard, Level, No Thru Street

Details

Additional structures: Above Grade, Below Grade
Parcel number: 2102116928
Zoning: MUNICIPAL
Special conditions: Standard

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial
Property subtype: Single Family Residence

Materials

Vinyl Siding
Foundation: Crawl Space
Roof: Architectural Shingle

Condition

New construction: No
Year built: 2022

Utilities & green energy

Sewer: Public Sewer
Water: Public
Utilities for property: Propane

Community & HOA

Community

Security: Fire Sprinkler System
Subdivision: Chesapeake Reach

HOA

Has HOA: Yes
HOA fee: $250 annually
HOA name: CHESAPEAKE REACH

Location

Region: Saint Michaels

Financial & listing details

Price per square foot: $438/sqft
Tax assessed value: $79,533
Annual tax amount: $876
Date on market: 9/10/2026
Listing agreement: Exclusive Right To Sell
Listing terms: Cash,Contract,Conventional,FHA,Negotiable,VA Loan
Ownership: Fee Simple
Road surface type: Black Top, Paved

Estimated market value

$690,400

$656,000 - $732,000

$2,986/mo

Price history

Date	Event	Price
2/25/2022	Sold	$589,900$272/sqft
Source: Bright MLS #MDTA2000078 Report a problem
1/13/2022	Pending sale	$589,900$272/sqft
Source: Bright MLS #MDTA2000078 Report a problem
12/15/2021	Listing removed	--
Source: Bright MLS #MDTA2000078 Report a problem
10/2/2021	Pending sale	$589,900$272/sqft
Source: Bright MLS #MDTA2000078 Report a problem
7/4/2021	Listed for sale	$589,900+742.7%$272/sqft
Source: Bright MLS #MDTA2000078 Report a problem
11/2/2020	Sold	$70,000-82.9%$32/sqft
Source: Public Record Report a problem
7/1/2019	Listing removed	$409,000$189/sqft
Source: Benson & Mangold LLC #1009660330 Report a problem
10/9/2018	Listed for sale	$409,000+14.3%$189/sqft
Source: Benson & Mangold LLC #1009660330 Report a problem
7/11/2014	Listing removed	$357,900$165/sqft
Source: Benson & Mangold, LLC #TA8132002 Report a problem
1/11/2014	Listed for sale	$357,900$165/sqft
Source: Benson & Mangold LLC #TA8132002 Report a problem
12/7/2013	Listing removed	$357,900$165/sqft
Source: Benson & Mangold, LLC #TA8132002 Report a problem
7/13/2013	Listed for sale	$357,900$165/sqft
Source: Benson & Mangold, LLC #TA8132002 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$5,930 -9.6%	$558,200 +6%
2024	$6,559 +10.6%	$526,400 +6.4%
2023	$5,928 +520.3%	$494,600 +498.8%
2022	$956 +4.8%	$82,600 +3.9%
2021	$912 +4%	$79,533 +4%
2020	$876 +4.2%	$76,467 +4.2%
2019	$841 +6.8%	$73,400 +3.9%
2018	$788 +7.4%	$70,667 +4%
2017	$734 +35.2%	$67,933 +4.2%
2016	$542	$65,200 +15.7%
2015	$542 +39.1%	$56,367 +18.6%
2014	$390	$47,533 +22.8%
2013	--	$38,700
2012	--	$38,700
2011	--	$38,700