$749,500 Open Sun 12PM - 2PM
- 5 Beds
- 3.5 Baths
- 3,250 Sq Ft
1868 Roberta Dr, Chester, MD 21619
Biana Arentz
Coldwell Banker Realty
(667) 446-2477
$749,500 Open Sun 12PM - 2PM
1868 Roberta Dr, Chester, MD 21619
Biana Arentz
Coldwell Banker Realty
(667) 446-2477
$2,995 per month
106 Blenny Ln, Chester, MD 21619
Welcome to this beautifully updated 3-level interior townhome located in the highly sought-after Bayside community on Kent Island. This move-in ready home features 3 spacious bedrooms, 2 full bathrooms, and 2 half baths, offering both comfort and functionality across every level. The main living area showcases gleaming hardwood floors, a gas fireplace, and an open layout perfect for everyday
Jose Matos Chaney Homes, LLC
$553,000 Sold Apr 30, 2025
1106 Cox Neck Rd, Chester, MD 21619
Last Sold Summary
Current Estimated Value $564,011
Last Listing Agent April Heim Rosendale Realty
1106 Cox Neck Rd, Chester, MD 21619Est $866,484 Not Listed For Sale
151 John Gibson Dr, Chester, MD 21619
Last Sold Summary
Last Sold Price $860,000
Last Listing Agent Michele Naish BHHS PenFed (actual)
$419,000 Under Contract
27 Queen Mary Ct Unit F, Chester, MD 21619
Deborah Shiley
Long & Foster Real Estate, Inc.
(667) 249-7796
$3,500 per month
113 Henry Stoupe Way, Chester, MD 21619
The "Gibson's Grant" Waterfront Community has a new Rental Home available! They don't come on the market that often in this desired neighborhood... so don't delay! This Stunning 3 BR, 2.5BA, single family home is ready for you to move right in! Full of upgrades to include a Custom Stone Fireplace Surround and Mantel, Hardwood floors, Granite Countertops, SS Appliances, Beautiful Tiled Backsplash,
Pamela Ackermann-Doll RE/MAX Executive
$475,000 Sold Sep 29, 2025
203 Barren Ridge Rd, Chester, MD 21619
Last Sold Summary
Current Estimated Value $494,781
Last Listing Agent Beth Bearinger Keller Williams Gateway LLC
203 Barren Ridge Rd, Chester, MD 21619Est $519,121 Not Listed For Sale
1004 Auckland Way, Chester, MD 21619
Last Sold Summary
Last Sold Price $535,000
Last Listing Agent Pamela Ackermann-Doll RE/MAX
$275,000
3 D Queen Victoria Ct, Chester, MD 21619
Biana Arentz
Coldwell Banker Realty
(410) 888-0022
$4,500 per month
226 Bentons Pleasure Rd, Chester, MD 21619
Awesome water front living on Cox Creek! This wonderful, spacious Home is a must see on Kent Islands in popular Bentons Pleasure Neighborhood! HUGE GREAT ROOM AND PRIMARY BEDROOM/BATH ADDITION! Wonderful open concept kitchen/ dining room & great room combo w/stone fireplace, handsome built-in book cases, Brazilian cherry hardwood floors, recessed lighting, custom wet bar, wine cooler and water
Michael Roenigk Chaney Homes, LLC
$1,025,000 Sold Nov 26, 2025
318 Old Point Rd, Chester, MD 21619
Last Sold Summary
Current Estimated Value $1,028,974
Last Listing Agent Annie Eaton Coldwell Banker Realty
318 Old Point Rd, Chester, MD 21619Est $470,260 Not Listed For Sale
51D Queen Caroline Ct, Chester, MD 21619
Last Sold Summary
Last Sold Price $485,000
Last Listing Agent Kathleen Higginbotham Samson Properties
$443,000 Open Sat 12PM - 2PM
200 Newtown Rd, Chester, MD 21619
Linda Moran
Berkshire Hathaway HomeServices PenFed Realty-WOC
(410) 650-8215
$2,500 per month
2626 Cecil Dr, Chester, MD 21619
Welcome to this charming home located in the quiet, established community of Harbor View in Chester. This well-maintained property features a bright and open floor plan with a cozy fireplace—perfect for relaxing evenings. The kitchen comes fully equipped with modern appliances. Enjoy the convenience of an attached garage and a spacious 0.34-acre lot with plenty of outdoor space. Situated just
Kevin Waterman Coldwell Banker Waterman Realty
$350,000 Sold Apr 04, 2025
1833 Harbor Dr, Chester, MD 21619
Last Sold Summary
Current Estimated Value $359,542
Last Listing Agent Janice O'Donnell Chaney Homes, LLC
1833 Harbor Dr, Chester, MD 21619Est $1,128,648 Not Listed For Sale
116 Kirwans Landing Ln, Chester, MD 21619
Last Sold Summary
Last Sold Price $1,100,000
Last Listing Agent Michelle Abplanalp Rosendale Realty
$560,000
4000 Herons Nest Way Unit 22, Chester, MD 21619
Carol Tinnin
RE/MAX Leading Edge
(410) 390-0346
$2,950 per month
2605 Harrington Rd, Chester, MD 21619
Beautiful, four-bedroom, ranch-style home on level lot with spacious, fenced backyard. Kitchen has stainless steel appliances and granite counters/island. Hardwood floors. Energy efficiency improvements include a fully encapsulated, insulated crawlspace and R49 attic insulation. Quiet street. One small dog considered on case-by-case-basis, additional fee and deposit will apply. PROPERTY AVAILABLE
Raj Mirani Taylor Properties
$430,000 Sold Jan 23, 2026
1407 Calvert Rd, Chester, MD 21619
Last Sold Summary
Current Estimated Value $425,901
Last Listing Agent Dina Baxter Rosendale Realty
1407 Calvert Rd, Chester, MD 21619Est $570,307 Not Listed For Sale
2612 Cecil Dr, Chester, MD 21619
Last Sold Summary
Last Sold Price $575,000
Last Listing Agent April Heim Rosendale Realty
$814,900
135 Nauset Ln, Chester, MD 21619
Riley White
Real Broker, LLC - Annapolis
(667) 295-8334
$3,200 per month
907 Auckland Way, Chester, MD 21619
Showings begin Sunday! Rare waterview end-unit townhouse for rent on Kent Island. Located in Bayside, a sought-after waterfront community on Maryland’s Eastern Shore, this tucked-away property offers true Chesapeake Bay resort-style living. Residents enjoy a community pool with hot tub, tennis courts, lawn volleyball, scenic walking trails, and a renovated clubhouse with fitness center, kitchen,
Jennifer Snead Long & Foster Real Estate, Inc.
$624,900 Sold Sep 19, 2025
211 Switchgrass Way Unit 1524, Chester, MD 21619
Last Sold Summary
Last Listing Agent Mary Anne Kowalewski KOVO Realty
211 Switchgrass Way Unit 1524, Chester, MD 21619Not Listed For Sale
212 Switchgrass Way Unit 1612, Chester, MD 21619
Last Sold Summary
Last Sold Price $524,900
Last Listing Agent Mary Anne Kowalewski KOVO Realty
$669,990 New Construction
Jenkins II Plan at K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series, Chester, MD 21619
$1,750 per month
107 Dundee Ave Unit 201, Chester, MD 21619
1 bedroom 1 bath apartment in Chester. Close to everything Kent Island. Secure building, keyless entry, 1 parking space per unit with plenty of overflow for one additional per unit. Large kitchens, full size washer & dryers in each unit. Water & sewer included. This is a NO SMOKING building. Pets under 35lbs welcome with pet rent of $50 per month. Closet on balcony is mechanical room and not
Cindy Jacobs Maryland Residential Management Co
$365,000 Sold Mar 25, 2025
6004 Bridgepointe Dr, Chester, MD 21619
Last Sold Summary
Current Estimated Value $364,178
Last Listing Agent Kathleen Higginbotham Samson Properties
6004 Bridgepointe Dr, Chester, MD 21619Est $27,598 Not Listed For Sale
3C Piney Narrows Rd, Chester, MD 21619
Last Sold Summary
Last Sold Price $28,000
Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC
$858,990 New Construction
Franklin Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619
$2,700 per month
29D Queen Mary Ct, Chester, MD 21619
Wonderful Queens Landing on Kent Island! Totally updated kitchen area with center island and bar stools! *Hardwood floors on main living area! Enclosed sun-room with beautiful views of the lake. Spacious living room with fireplace and built in book cases. Kitchen with Breakfast Bar. Main Bedroom, with Main Bath, also over looks the lake. *This town home is a must see in Queens Landing* Community
Michael Roenigk Chaney Homes, LLC
$465,000 Sold Jun 10, 2025
1713 Bayside Dr, Chester, MD 21619
Last Sold Summary
Current Estimated Value $481,043
Last Listing Agent Biana Arentz Coldwell Banker Realty
1713 Bayside Dr, Chester, MD 21619Est $24,641 Not Listed For Sale
27C Piney Narrows Rd, Chester, MD 21619
Last Sold Summary
Last Sold Price $25,000
Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC
$886,990 New Construction
Mykonos Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619
$649,900 Sold Apr 24, 2025
228 Warbler Way, Chester, MD 21619
Last Sold Summary
Last Listing Agent Mary Anne Kowalewski KOVO Realty
228 Warbler Way, Chester, MD 21619Est $509,427 Not Listed For Sale
115 Watermans Cove Ln, Chester, MD 21619
Last Sold Summary
Last Sold Price $516,000
Last Listing Agent Kevin Waterman Coldwell Banker Waterman Realty
$752,990 New Construction
Taylor Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619
$849,990 Sold Dec 10, 2025
117 Redstart Dr, Chester, MD 21619
Move in Ready Sold Summary
K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series
117 Redstart Dr, Chester, MD 21619Est $805,674 Not Listed For Sale
136 Evelyne St, Chester, MD 21619
Last Sold Summary
Last Sold Price $760,000
Last Listing Agent Kathleen Higginbotham Samson Properties
$499,990 New Construction
Magothy Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619
$640,000 Sold Jan 05, 2026
132 Claiborne St, Chester, MD 21619
Last Sold Summary
Current Estimated Value $658,078
Last Listing Agent Biana Arentz Coldwell Banker Realty
132 Claiborne St, Chester, MD 21619Showing Results 1 - 40, Page 1 of 18