$2,250,000
- 3 Beds
- 2.5 Baths
- 2,284 Sq Ft
222 E Chestnut St, Saint Michaels, MD 21663
Brian Gearhart
Benson & Mangold, LLC
(844) 651-2546
$2,250,000
222 E Chestnut St, Saint Michaels, MD 21663
Brian Gearhart
Benson & Mangold, LLC
(844) 651-2546
Call for Price
Riverwoods at Saint Michaels
1 - 2 Beds
111 Mitchell St, Saint Michaels, MD 21663
$465,000 Sold Sep 18, 2025
23336 Tunis Ln, Claiborne, MD 21624
Last Sold Summary
Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC
23336 Tunis Ln, Claiborne, MD 21624Est $681,100 Not Listed For Sale
312 N Talbot St, Saint Michaels, MD 21663
312 N Talbot St, Saint Michaels, MD 21663$229,000 Coming Soon
209 Webb Ln, Saint Michaels, MD 21663
Harry Kaiser
Coldwell Banker Realty
(844) 491-6381
$5,500 per month
215 E Chew Ave, Saint Michaels, MD 21663
Custom-built in 2019, this home masterfully blends the charm of a historic replica with today’s modern conveniences. Ideally located just a short walk from shops, restaurants, the historic St. Michaels Harbor, and the Chesapeake Bay Maritime Museum, it offers the perfect balance of comfort and lifestyle. Inside, the home features an inviting open-concept living, family, and dining area enhanced
Jana Meredith Meredith Fine Properties
$389,900 Sold May 28, 2025
24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
Last Sold Summary
Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC
24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663Est $1,125,516 Not Listed For Sale
8130 Bozman Neavitt Rd, Bozman, MD 21612
8130 Bozman Neavitt Rd, Bozman, MD 21612$725,000
408 Spinnaker Ln, Saint Michaels, MD 21663
Christie Bishop Northrop Realty
$2,000 per month
204 Madison Ave, Saint Michaels, MD 21663
Welcome to this charming single-family home, located in the heart of Saint Michaels, St. Michaels, Maryland. This property exudes warmth and comfort with its three bedrooms and two bathrooms, featuring a floor area of 1,232 square feet, making it the perfect space for families or individuals who value comfort and convenience with the added bonus of being a pet-friendly abode.The key
$480,000 Sold Jun 19, 2025
9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
Last Sold Summary
Last Listing Agent Eugene Smith TTR Sotheby's International Realty
9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663Est $1,185,008 Not Listed For Sale
214 E Chestnut St, Saint Michaels, MD 21663
214 E Chestnut St, Saint Michaels, MD 21663$7,900,000
10770 Rich Neck Rd, Claiborne, MD 21624
Robert G. Shannahan Shoreline Realty
$2,800 per month
921 C S Talbot St Unit C, Saint Michaels, MD 21663
Great location!! First floor primary bedroom! Plus 3 additional bedrooms and a full bath upstairs. Walk to town, trail, schools and pool! Breezy front porch and rear deck, large family room with fireplace for cozy nights. Lawn maintenance included !! pets on case by case. Credit report and references required.
Drew Buniski Benson & Mangold, LLC
$525,000 Sold Sep 26, 2025
109 Bush Terrace, Saint Michaels, MD 21663
Last Sold Summary
Last Listing Agent Cornelia Heckenbach Long & Foster Real Estate, Inc.
109 Bush Terrace, Saint Michaels, MD 21663Est $543,067 Not Listed For Sale
24114 Mount Pleasant Rd, Saint Michaels, MD 21663
24114 Mount Pleasant Rd, Saint Michaels, MD 21663$825,000 Pending
24420 Mallard Place, Saint Michaels, MD 21663
Robert Lacaze TTR Sotheby's International Realty
$2,200 per month
104 E Maple Ave, Saint Michaels, MD 21663
In town Saint Michaels rancher for rent on large double lot! Property features 3 bedrooms, 2 bathrooms, updated kitchen, large backyard, driveway, and convenient location close to all that downtown Saint Michaels has to offer!
Jason French Benson & Mangold, LLC
$1,350,000 Sold Oct 27, 2025
204 Mulberry St, Saint Michaels, MD 21663
Last Sold Summary
Last Listing Agent Laura Carney TTR Sotheby's International Realty
204 Mulberry St, Saint Michaels, MD 21663Est $505,794 Not Listed For Sale
123 Grace St, St. Michaels, MD 21663
123 Grace St, St. Michaels, MD 21663$1,195,000
24318 Oakwood Park Rd, Saint Michaels, MD 21663
Kathleen Eder Compass
$3,950 per month
101 Mulberry St, Saint Michaels, MD 21663
Beautifully restored Historic Simple Victorian in the heart of Saint Michaels. From the large inviting front porch, to the gated manicured yard, hanging hammock for long afternoon naps, brick walkway into the custom bevel glass entry door into the family room. The home features rich pine floors through out the home, cherry kitchen with stainless steel appliances, granite countertops, and
Jana Meredith Meredith Fine Properties
$765,000 Sold May 19, 2025
24981 Back Creek Dr, Saint Michaels, MD 21663
Last Sold Summary
Current Estimated Value $775,771
Last Listing Agent Cornelia Heckenbach Long & Foster Real Estate, Inc.
24981 Back Creek Dr, Saint Michaels, MD 21663Est $533,357 Not Listed For Sale
112 Conner St, St. Michaels, MD 21663
112 Conner St, St. Michaels, MD 21663$799,000 New Construction
Lot 16A Meadow St, Saint Michaels, MD 21163
George Bailey Keller Williams Flagship
$2,200 per month
24345 Widgeon Place Unit 29, Saint Michaels, MD 21663
Golf Course Town House in beautiful St. Michaels. Enjoy watching golfers just out your back slider. Renovated unit 2 bedroom, 2.5 bath unit, gas fireplace, balcony, and 1-car garage. Located in the beautiful Martingham Circle, with community pool, golf, tennis, restaurants, and a beautiful waterfront community.
Jana Meredith Meredith Fine Properties
$830,000 Sold Aug 01, 2025
9240 Martingham Dr, Saint Michaels, MD 21663
Last Sold Summary
Current Estimated Value $820,550
Last Listing Agent Cornelia Heckenbach Long & Foster Real Estate, Inc.
9240 Martingham Dr, Saint Michaels, MD 21663Est $705,778 Not Listed For Sale
111 Dodson Ave, Saint Michaels, MD 21663
111 Dodson Ave, Saint Michaels, MD 21663$3,475,000 Under Contract
9791 Pintail Place, Saint Michaels, MD 21663
Kathleen Eder Compass
$2,800 per month
10493 Miracle House Cir, Claiborne, MD 21624
RARE Chesapeake Bay beach side rental with 2 BDR, 2BTH guest house on 2+ Acres. You can enjoy the salt air and fabulous sunsets in any season! Furnished and ready for occupancy.
Dawn Lednum Chesapeake Bay Real Estate Plus, LLC
$545,000 Sold Jul 11, 2025
103 W Marengo St, Saint Michaels, MD 21663
Last Sold Summary
Current Estimated Value $534,421
Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty
103 W Marengo St, Saint Michaels, MD 21663Est $747,748 Not Listed For Sale
107 Chesapeake Ave, Saint Michaels, MD 21663
107 Chesapeake Ave, Saint Michaels, MD 21663$229,000
912 Calvert Ave, Saint Michaels, MD 21663
912 Calvert Ave, Saint Michaels, MD 21663$2,325,000 Sold May 09, 2025
103 N Harbor Rd, Saint Michaels, MD 21663
Last Sold Summary
Current Estimated Value $2,289,533
Last Listing Agent Barbara Watkins Benson & Mangold, LLC
103 N Harbor Rd, Saint Michaels, MD 21663Est $4,251,314 Not Listed For Sale
8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
8941 Bozman Neavitt Rd, Saint Michaels, MD 21663$1,995,000 Under Contract
7369 Drum Point Rd, Saint Michaels, MD 21663
Clifford Meredith Meredith Fine Properties
$1,800,000 Sold Oct 09, 2025
7312 Solitude Rd, Saint Michaels, MD 21663
Last Sold Summary
Last Listing Agent Larry Brennan TTR Sotheby's International Realty
7312 Solitude Rd, Saint Michaels, MD 21663Est $882,977 Not Listed For Sale
120 W Chestnut St, Saint Michaels, MD 21663
120 W Chestnut St, Saint Michaels, MD 21663$795,000
24912 Back Creek Dr, Saint Michaels, MD 21663
Kathleen Coale Benson & Mangold, LLC
$625,000 Sold Aug 07, 2025
9217 Martingham Dr, Saint Michaels, MD 21663
Last Sold Summary
Current Estimated Value $624,056
Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC
9217 Martingham Dr, Saint Michaels, MD 21663Showing Results 1 - 40, Page 1 of 18
On average, homes in Saint Michaels, MD sell after 69 days on the market compared to the national average of 53 days. The median sale price for homes in Saint Michaels, MD over the last 12 months is $785,000, up 17% from the median home sale price over the previous 12 months.