3 Bedroom 2 Bath homes for sale & real estate in Chester, MD

18 homes

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NEW 1 DAY AGO

$859,900

3 beds2 baths2,331 sq ft

320 Bayberry Dr, Chester, MD 21619

6,000 sq ft lot • 3 garage spots • Community pool

(410) 224-3200

3D WALKTHROUGH

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Welcome to 402 Macum Creek Drive, ideally situated along Macum Creek in the beautiful waterfront community of Gibson’s Grant. This thoughtfully designed Hartley model by Koch Homes offers three bedrooms, two-and-a-half baths, and an open floor plan perfect for everyday living and entertaining. A beautiful stone propane fireplace creates a warm and inviting focal point in the main living area. Double porches provide the perfect place to relax and take in breathtaking sunset views over the creek. Positioned on a desirable corner lot, the home also features a fenced backyard, spacious deck, and hardscape patio—ideal for outdoor dining, entertaining, or simply enjoying the peaceful

$789,000

3 beds2.5 baths2,787 sq ft

402 Macum Creek Dr, Chester, MD 21619

Double porches • Spacious deck • Fenced backyard

(703) 378-8810

FLOOR PLAN

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Discover exceptional waterfront living on picturesque Cox Creek. Beautifully renovated approximately four years ago, this move-in-ready home combines modern updates with the timeless appeal of Maryland's Eastern Shore. Offering 3 bedrooms, 2.5 baths, and a highly desirable main-level primary suite, the thoughtfully designed layout provides both comfort and functionality. Inside, you'll find a dedicated home office and stylish engineered hardwood and tile flooring throughout, creating a seamless and low-maintenance living space. Large windows invite natural light and showcase the home's tranquil waterfront setting. Outdoor living is just as impressive, featuring two maintenance-free decks, a

$1,250,000

3 beds2.5 baths2,742 sq ft

1717 Harbor Dr, Chester, MD 21619

Grilling patio • Fenced backyard • 0.35 acre lot

(410) 476-2201

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Low maintenance island living at its best! 6005 Bridgepointe Dr has a NEW ROOF, NEW A/C UNIT, freshly painted and ready for its new owners! All appliances new within the last two years, power washed & fresh paint on the deck with beautiful views of the pond. Easy access to RT50 - perfect for the commuter. Quiet neighborhood.

$349,000

3 beds2.5 baths1,302 sq ft

6005 Bridgepointe Dr, Chester, MD 21619

Power washed • New a/c unit • Freshly painted

(410) 758-0333

FLOOR PLAN

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Located in the sought-after waterfront community of Gibson’s Grant, this beautiful Koch Homes property features the popular Ashford model, with a first-floor Primary Bedroom enhanced by a three-foot extension. A first-floor study offers flexible space for a home office, den, or possible fourth bedroom. Thoughtfully designed and exceptionally well-maintained, the home offers numerous updates and features, including a new roof installed in 2026 with a transferable manufacturer’s warranty and a new kitchen completed in 2022 featuring GE Café appliances, including a professional 36” six-burner range with convection oven, an additional oven in the island, and an Advantiu

$819,900

3 beds2.5 baths2,479 sq ft

207 Thomas White Blvd, Chester, MD 21619

New kitchen • Ge cafe appliances • New roof

(443) 353-5281

Property at 205 Riverside Dr, Chester, MD 21619, 3 beds, 2 baths

$699,000

3 beds2 baths1,524 sq ft

205 Riverside Dr, Chester, MD 21619

(443) 292-6767

Property at 43-A Queen Neva Ct, Chester, MD 21619, 3 beds, 2.5 baths

$459,000

3 beds2.5 baths2,008 sq ft

43-A Queen Neva Ct, Chester, MD 21619

(410) 224-3600

Property at 2004 Bridgepointe Dr, Chester, MD 21619, 3 beds, 2 baths

$369,900

3 beds2 baths1,524 sq ft

2004 Bridgepointe Dr, Chester, MD 21619

(443) 274-1900

Property at 201 Switchgrass Way #34, Chester, MD 21619, 3 beds, 2.5 baths

$835,000

3 beds2.5 baths2,602 sq ft

201 Switchgrass Way #34, Chester, MD 21619

(410) 280-5600

Property at 315 Bentons Pleasure Rd, Chester, MD 21619, 3 beds, 2 baths

$599,900

3 beds2 baths1,688 sq ft

315 Bentons Pleasure Rd, Chester, MD 21619

(866) 987-3937

Property at 108 Blenny Ln, Chester, MD 21619, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,899 sq ft

108 Blenny Ln, Chester, MD 21619

(410) 224-3200

Property at 54-D Queen Caroline Ct, Chester, MD 21619, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,440 sq ft

54-D Queen Caroline Ct, Chester, MD 21619

(410) 643-4131

Property at 106 Bodys Neck Rd, Chester, MD 21619, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths1,595 sq ft

106 Bodys Neck Rd, Chester, MD 21619

(410) 643-3404

Property at 111 Marshgrass Way #41, Chester, MD 21619, 3 beds, 2.5 baths

$998,000

3 beds2.5 baths2,602 sq ft

111 Marshgrass Way #41, Chester, MD 21619

(410) 770-3600

Property at 54F Queen Caroline Ct, Chester, MD 21619, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,440 sq ft

54F Queen Caroline Ct, Chester, MD 21619

(410) 643-2244

Property at 2000 Herons Nest Way #401, Chester, MD 21619, 3 beds, 2.5 baths

$700,000

3 beds2.5 baths2,602 sq ft

2000 Herons Nest Way #401, Chester, MD 21619

(855) 450-0442

Property at 1340 Queen Anne Dr, Chester, MD 21619, 3 beds, 2 baths

$439,900

3 beds2 baths1,248 sq ft

1340 Queen Anne Dr, Chester, MD 21619

(443) 274-1900

Property at Severn Plan, Chester, MD 21619, 3 beds, 2.5 baths

$594,990

3 beds2.5 baths2,602 sq ft

Severn Plan, Chester, MD 21619

Listing provided by Zillow

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ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
618 Love Point Road — Restored Farmhouse Charm in the Heart of Stevensville - Over 2,300 square feet of beautifully updated living space, just steps from Old Love Point Park and a short walk or bike ride to the restaurants, coffee shops, and boutiques of historic downtown Stevensville. This 3-bedroom, 2.5-bath farmhouse pairs classic character with modern upgrades—hardwood floors throughout, a newer roof, new gutters, and updated major utilities for real peace of mind. The light-filled main level flows from the living room through an open dining area into a stylish kitchen with a farmhouse sink, custom cabinetry, and a built-in coffee bar, ice machine and wine cooler. Perfect fo

$575,000

3 beds2.5 baths2,337 sq ft

618 Love Point Rd, Stevensville, MD 21666

Custom cabinetry • Stylish kitchen • Farmhouse sink

(240) 793-2485

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Enjoy comfort, convenience, and scenic surroundings in this lovely3‑bedroom, 2‑bath condo located in the desirable Thompson Creek community. This inviting home features a cozy living room fireplace and a peaceful pond view, creating a warm and relaxing atmosphere year‑round. Residents benefit from outstanding community amenities, including a walking trail, outdoor pool, and fitness center. Perfectly situated for easy access to the Bay Bridge, local shopping, dining, and commuter routes, this location offers both practicality and lifestyle appeal. A wonderful opportunity to enjoy low‑maintenance Eastern Shore living in a beautifully maintained community. Pictures are vitural

$285,000

3 beds2 baths949 sq ft

1403 Marion Quimby Dr, Stevensville, MD 21666

Outdoor pool • Fitness center • Peaceful pond view

(443) 988-0483

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Nestled within the prestigious Oyster Cove community, this exquisite 3rd floor Penthouse corner residence offers a harmonious blend of luxury and comfort, perfectly situated along the serene Kent Narrows/ Prospect bay. Served by elevator, the contemporary architectural style is complemented by high-end finishes throughout, including luxury vinyl plank flooring and elegant built-ins that enhance the open floor plan. Step inside to discover a spacious family room that seamlessly connects to a gourmet kitchen, featuring upgraded countertops and modern appliances, including a sleek electric range and a convenient dishwasher. The inviting breakfast area is perfect for casual dining, while the p

$749,900

3 beds2 baths1,651 sq ft

130 Oyster Cove Dr #130, Grasonville, MD 21638

Community pool • Gated entrance • 3rd floor penthouse

(410) 643-5005

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Steeped in history and surrounded by the timeless beauty of Maryland’s Eastern Shore, 1130 Old Love Point Road presents a once-in-a-generation opportunity to own an extraordinary family farm in the heart of Kent Island. Spanning approximately 36.73 acres, this remarkable property blends agricultural heritage, historic character, and exceptional future potential in one of the Shore’s most storied locations. At the center of the property sits an historic Victorian farmhouse dating to circa 1896, recognized by the Maryland Historical Trust as a historically contributing structure representative of the classic 19th-century Delmarva farmhouse. The home and grounds reflect generations

$1,900,000

3 beds2 baths1,536 sq ft

1130 Old Love Point Rd, Stevensville, MD 21666

Winery • Vineyard • Prime farmland

(443) 746-2090

OPEN TODAY, 5PM TO 7PM

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
Seller incentive! Seller is willing to contribute toward a mortgage rate buy-down for the buyer with an acceptable offer. Welcome to 102 Sophie Lane in the sought-after Ellendale community of Stevensville! This beautiful end-unit townhome offers 3 bedrooms, 2 full baths, 1 half bath, and a lower level flex room, combining comfort, style, and convenience. Inside, you’ll find a functional layout that’s perfect for everyday living and entertaining, with inviting living spaces, a seamless flow throughout, and natural light that enhances the home’s warm and welcoming feel. The living room is highlighted by a stylish shiplap accent wall with an electric fireplace, creating a war

$449,900

3 beds2.5 baths1,880 sq ft

102 Sophie Ln, Stevensville, MD 21666

Composite rear deck • Community pool • End-unit townhome

(410) 255-3690

ABOUT THIS HOME
3 Bedroom 2 Bath Homes for Sale in Chester, MD
THE LOWEST-PRICED HOME CURRENTLY AVAILABLE IN ELLENDALE — AND NOW WITH AN ADDED BUYER INCENTIVE! Offered at $414,989, PLUS THE SELLER WILL PAY 3 MONTHS OF HOA FEES AT SETTLEMENT WITH AN ACCEPTABLE OFFER! This move-in-ready Kent Island home delivers exceptional value with approximately 1,900 sq. ft. , 3 bedrooms, 2.5 baths and a 2-car garage. Two spacious bedrooms are located upstairs, while the finished lower level offers a third bedroom plus additional flexibility for a home office, guest space or gym. Vacant, easy to show and ready for a quick settlement! A recently replaced roof adds peace of mind, and the home is located directly across from the community pond. Enjoy Ellendale ame

$414,989

3 beds2.5 baths1,900 sq ft

111 Ryan Dorsey Ln, Stevensville, MD 21666

Outdoor pool • Community amenities • Boat storage

(443) 249-7653

Property at 830 Warbler Way #24, Chester, MD 21619, 3 beds, 2.5 baths

$749,990

3 beds2.5 baths2,602 sq ft

830 Warbler Way #24, Chester, MD 21619

Listing provided by Zillow

Property at 105 Bobbit Ct, Stevensville, MD 21666, 3 beds, 2 baths

$389,000

3 beds2 baths1,134 sq ft

105 Bobbit Ct, Stevensville, MD 21666

(410) 224-8200

Property at 128 Allison Jane Dr, Stevensville, MD 21666, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths2,240 sq ft

128 Allison Jane Dr, Stevensville, MD 21666

(410) 486-4504

Property at 116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638, 3 beds, 2 baths

$599,000

3 beds2 baths1,651 sq ft

116 Oyster Cove Dr Unit 1D, Grasonville, MD 21638

(443) 274-1900

Property at 1024 Avalon Ct, Stevensville, MD 21666, 3 beds, 2.5 baths

$599,900

3 beds2.5 baths2,581 sq ft

1024 Avalon Ct, Stevensville, MD 21666

(410) 647-8000

Property at 729 Davol Rd, Stevensville, MD 21666, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,620 sq ft

729 Davol Rd, Stevensville, MD 21666

(410) 643-2244

3 Bedroom 2 Bath Homes for Sale in Chester

There are currently 18 3 bedroom 2 bath homes in Chester. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chester stay on the market for 77 days and receive 1 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 11 homes have been sold in Chester. In addition to houses in Chester, there were also 16 condos, 23 townhouses, and 0 multi-family units for sale in Chester last month. Find your dream home in Chester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chester. Our Chester real estate stats and trends will give you more information about home buying and selling trends in Chester. If you're looking to sell your home in the Chester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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