Single Story homes for sale & real estate in 21666, MD

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COMING SOON

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Bay City - Opportunity Knocking for Investor! This 3 Bedroom 1.5 Bath rancher features a new roof 2020, Siding and Windows in 2017. The property is featured as . 42 of an acre with a nice backyard. The blacktop drive and one car garage are some other nice features. The home needs TCL and updating inside. The property is being sold in AS-IS condition, inspections are for information purposes only. Solar panels are owned and not leased.

$315,000

3 beds1.5 baths1,008 sq ft

Blacktop drive • Nice backyard • Solar panels

303 Charl Ct, Stevensville, MD 21666

(410) 643-2244

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in

$375,000

3 beds1 bath1,300 sq ft

Spacious backyard • Community pool • Boat launch

719 Old Love Point Rd, Stevensville, MD 21666

(410) 224-2200

COMING SOON

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Experience the relaxed coastal lifestyle you've been dreaming of at 902 Moorings Circle in the highly sought-after 55+ community of Bay Bridge Cove! This beautifully maintained Oxford Model villa offers the perfect blend of comfort, convenience, and resort-style amenities on Maryland's Eastern Shore. Designed for easy, one-level living, this 2-bedroom, 2-bath home features a bright, open floor plan filled with natural light. The spacious kitchen boasts granite countertops, modern appliances, and abundant cabinetry, flowing seamlessly into the living room with a cozy gas fireplace. A separate formal dining room provides the perfect setting for holiday gatherings and entertaining. The private

$565,000

2 beds2 baths1,616 sq ft

One-level living • Spacious kitchen • Modern appliances

902 Moorings Cir #10, Stevensville, MD 21666

(301) 850-0255

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Perf

$459,000

3 beds2.5 baths1,705 sq ft

Cross island trail • In-ground pool • Shady gazebo

132 Pennick Dr, Stevensville, MD 21666

(443) 249-7653

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
OPEN HOUSE SATURDAY, AUGUST 22ND 11AM - 1PM * * USDA eligible financing! * * This charming ranch-style home, renovated in 2020, offers a perfect blend of modern comfort and classic appeal. With a thoughtfully designed living space, this residence features three inviting bedrooms and two full bathrooms, including a luxurious primary bath with upgraded countertops and a walk-in tiled shower. The heart of the home is the spacious eat-in kitchen, complete with stainless steel appliances, an island for casual dining, and a family room that flows seamlessly off the kitchen, making it ideal for gatherings. Natural light abounds and the recessed lighting & ceiling fans enhance the warm am

$389,000

3 beds2 baths1,134 sq ft

Renovated in 2020 • 0.28 acre lot • 6 parking spots

105 Bobbit Ct, Stevensville, MD 21666

(410) 224-8200

Property at 624 Romancoke Rd, Stevensville, MD 21666, 3 beds, 2 baths

$415,000

3 beds2 baths1,082 sq ft

624 Romancoke Rd, Stevensville, MD 21666

(443) 274-1900

Property at 121 Eareckson Ln, Stevensville, MD 21666, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths2,141 sq ft

121 Eareckson Ln, Stevensville, MD 21666

(410) 643-2244

Property at 420 Five Farms Dr, Stevensville, MD 21666, 3 beds, 2 baths

$624,900

3 beds2 baths1,561 sq ft

420 Five Farms Dr, Stevensville, MD 21666

(443) 274-1900

Property at 109 Birch Rd, Stevensville, MD 21666, 3 beds, 2 baths

$459,900

3 beds2 baths1,548 sq ft

109 Birch Rd, Stevensville, MD 21666

(240) 222-3200

Property at Baltimore Dr, Stevensville, MD 21666, 3 beds, 2 baths

$549,900

3 beds2 baths1,649 sq ft

Baltimore Dr, Stevensville, MD 21666

(410) 643-5005

Property at Baltimore Rd, Stevensville, MD 21666, 3 beds, 2 baths

$569,900

3 beds2 baths1,675 sq ft

Baltimore Rd, Stevensville, MD 21666

(410) 643-5005

Property at 101 Chestnut Rd, Stevensville, MD 21666, 3 beds, 2 baths

$450,000

3 beds2 baths1,800 sq ft

101 Chestnut Rd, Stevensville, MD 21666

(301) 884-9493

Property at 920 Cloverfields Dr, Stevensville, MD 21666, 3 beds, 1 bath

$382,400

3 beds1 bath1,248 sq ft

920 Cloverfields Dr, Stevensville, MD 21666

(410) 479-0777

Property at 102 Golf Ct, Stevensville, MD 21666, 3 beds, 2 baths

$649,000

3 beds2 baths1,538 sq ft

102 Golf Ct, Stevensville, MD 21666

(410) 822-6665

Property at Tenneessee, Stevensville, MD 21666, 3 beds, 2 baths

$549,000

3 beds2 baths1,620 sq ft

Tenneessee, Stevensville, MD 21666

(410) 643-5005

Property at 521 Moorings Cir #245, Stevensville, MD 21666, 2 beds, 2 baths

$629,900

2 beds2 baths1,828 sq ft

521 Moorings Cir #245, Stevensville, MD 21666

(410) 871-2600

Property at 845 Moorings Cir #138, Stevensville, MD 21666, 2 beds, 2 baths

$569,900

2 beds2 baths2,088 sq ft

845 Moorings Cir #138, Stevensville, MD 21666

(410) 224-2200

Property at 410 5 Farms Dr, Stevensville, MD 21666, 4 beds, 2.5 baths

$949,000

4 beds2.5 baths2,047 sq ft

410 5 Farms Dr, Stevensville, MD 21666

(410) 263-8686

Property at 313 Columbia Ln, Stevensville, MD 21666, 3 beds, 3 baths

$799,990

3 beds3 baths2,230 sq ft

313 Columbia Ln, Stevensville, MD 21666

(301) 702-4200

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ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Be part of the fastest growing 55+ community on Marylands Eastern Shore. Bayberry was the first street in Four Seasons Kent Island where construction in 2021 was superior to those today. 320 Bayberry Drive sits on a Premium Lot which abuts lands owned and maintained by the HOA. The developer is charging a Lot Premium of up to $400,000 for the extra space on remaining lots. The seller just completed $80,000 in renovations. Most of the Furniture can be purchased for below half of what it’s value. The optional sunroom area was completely finished as additional living space. There is a massive 256 square foot rear patio with low V lighting and two raised garden beds. Another HOA area is

$897,750

3 beds2 baths2,331 sq ft

Recent renovations • Raised garden beds • Premium lot

320 Bayberry Dr, Chester, MD 21619

(410) 486-4504

FLOOR PLAN

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Welcome to Resort-Style Living at Four Seasons at Kent Island! Why wait for new construction when you can move right into this beautifully upgraded Donegal model with the sought-after Great Room extension? Offering exceptional value, this is currently the lowest-priced single-family home in the community, making it an outstanding opportunity to enjoy one of Maryland’s premier 55+ active adult neighborhoods. Designed with both elegance and everyday comfort in mind, this home features a stunning Gourmet Kitchen highlighted by a large Quartz Island, premium Gourmet Appliance Package with Double Oven, and abundant workspace—perfect for everything from casual breakfasts to holiday en

$660,000

2 beds2 baths2,473 sq ft

Luxury spa bath • Quartz island • Gourmet kitchen

118 Broadwater Dr, Chester, MD 21619

(443) 274-1900

VIDEO TOUR

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dini

$859,500

3 beds2.5 baths2,602 sq ft

Expansive windows • Gas fireplace • Waterfront living

201 Switchgrass Way #34, Chester, MD 21619

(410) 280-5600

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available.

$629,900

3 beds2 baths1,688 sq ft

1.88 acre lot • 2 garage spots • Built 1973

315 Bentons Pleasure Rd, Chester, MD 21619

(866) 987-3937

NEW CONSTRUCTION

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flo

$819,990

2 beds2.5 baths1,900 sq ft

Quartz countertops • Pendant lighting • Electric fireplace

102 Boatswain Way #2932, Chester, MD 21619

(410) 208-3500

NEW CONSTRUCTION

ABOUT THIS HOME
Single Story Home for sale in 21666, MD:
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flo

$919,990

2 beds2.5 baths1,900 sq ft

Quartz countertops • Pendant lighting • Electric fireplace

102 Boatswain Way #2943, Chester, MD 21619

(410) 208-3500

Property at 1609 Crab Alley Dr, Chester, MD 21619, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,080 sq ft

1609 Crab Alley Dr, Chester, MD 21619

(703) 570-7307

Property at 102 Boatswain Way #2911, Chester, MD 21619, 2 beds, 2.5 baths

$619,990

2 beds2.5 baths2,003 sq ft

102 Boatswain Way #2911, Chester, MD 21619

(410) 208-3500

Property at 230 Switchgrass Way #12, Chester, MD 21619, 2 beds, 2.5 baths

$525,000

2 beds2.5 baths2,003 sq ft

230 Switchgrass Way #12, Chester, MD 21619

(855) 450-0442

Property at 102 Boatswain Way #2933, Chester, MD 21619, 2 beds, 2.5 baths

$819,990

2 beds2.5 baths1,900 sq ft

102 Boatswain Way #2933, Chester, MD 21619

(410) 208-3500

Property at 121 Merlin Dr, Chester, MD 21619, 2 beds, 2 baths

$719,900

2 beds2 baths2,118 sq ft

121 Merlin Dr, Chester, MD 21619

(410) 263-8686

Property at 110 Boatswain Way #3042, Chester, MD 21619, 2 beds, 2.5 baths

$739,990

2 beds2.5 baths1,900 sq ft

110 Boatswain Way #3042, Chester, MD 21619

(410) 208-3500

Property at 118 Kinglet Ct, Chester, MD 21619, 2 beds, 2.5 baths

$969,990

2 beds2.5 baths2,010 sq ft

118 Kinglet Ct, Chester, MD 21619

Listing provided by Zillow

Property at 830 Warbler Way #34, Chester, MD 21619, 3 beds, 2.5 baths

$849,990

3 beds2.5 baths2,602 sq ft

830 Warbler Way #34, Chester, MD 21619

Listing provided by Zillow

Property at 830 Warbler Way #43, Chester, MD 21619, 2 beds, 2.5 baths

$789,990

2 beds2.5 baths1,900 sq ft

830 Warbler Way #43, Chester, MD 21619

Listing provided by Zillow

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

$749,000

3 beds2 baths1,524 sq ft

205 Riverside Dr, Chester, MD 21619

(443) 292-6767

Property at 1000 Herons Nest Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$485,000

2 beds2.5 baths1,900 sq ft

1000 Herons Nest Way #22, Chester, MD 21619

(443) 274-1900

Property at 8-F Queen Victoria Way, Chester, MD 21619, 1 bed, 1 bath

$240,000

1 bed1 bath724 sq ft

8-F Queen Victoria Way, Chester, MD 21619

(410) 643-2244

Property at 3000 Herons Nest Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$479,000

2 beds2.5 baths2,003 sq ft

3000 Herons Nest Way #11, Chester, MD 21619

(410) 263-8686

Property at 4000 Herons Nest Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$515,000

2 beds2.5 baths1,900 sq ft

4000 Herons Nest Way #22, Chester, MD 21619

(410) 224-3200

Single Story Homes for Sale in 21666

There are currently 19 single story homes for sale in 21666 at a median listing price of $600K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21666 stay on the market for 65 days and receive 1 offers. This map is refreshed with the newest listings in 21666 every 15 minutes.

In the past month, 26 homes have been sold in 21666. In addition to houses in 21666, there were also 2 condos, 31 townhouses, and 0 multi-family units for sale in 21666 last month. Find your dream home in 21666 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 21666 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21666. If you're looking to sell your home in the 21666 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21666 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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