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712 Bay Dr, Stevensville
$1,750,000
4 Beds ⋅ 3 Baths
712 Bay Drive isn't simply a waterfront home—it's a turnkey Chesapeake lifestyle, beautifully executed from shore to door. Just two years young, this exceptional waterfront residence combines thoughtful design, elevated finishes and impressive waterfront infrastructure with sweeping views of the Bay. The open-concept main level was designed around the view, with a dramatic wall of windows overlooking the water and a propane fireplace anchoring the living space. The kitchen delivers both beauty and function with an extra-long island, quartz countertops, high-end appliances, crisp white cabinetry, statement hood and walk-in pantry. The main-level primary suite offers a private retreat with a walk-in closet and beautifully finished bath featuring a spacious walk-in shower and shiplap detailing. Upstairs, you'll find three additional bedrooms, a bonus room and abundant walk-in storage, plus a floored, temperature-controlled attic. And then there's the waterfront. A vaulted covered side porch creates another incredible place to take in the views, complete with a hot tub that conveys, while the home's piling construction creates an expansive “Below Deck” entertaining area at ground level—perfect for waterfront gatherings, crab feasts and relaxed summer evenings. The waterfront infrastructure is equally impressive, with a newer bulkhead and pier, 12,500-lb boat lift, electric and water at the pier directly on the Chesapeake Bay. Thoughtful systems include a whole-house water filtration system, tankless water heater, two-year-old roof and HVAC, plus electric HVAC with propane backup for efficiency and peace of mind. Newer construction. Exceptional waterfront infrastructure. Thoughtfully engineered. Turnkey. And a front-row seat to life on the Bay.

712 Bay Dr, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: TTR Sotheby's International Realty.

366 Queen Anne Rd, Stevensville
$1,300,000
5 Beds ⋅ 4 Baths
Coming soon to Kent Island Estates — a rare opportunity to own directly on the Eastern Bay. This 5-bedroom, 3.5-bath Coastal-style home offers 2,704 square feet of finished living space across three levels, with soaring high ceilings, rich hardwood floors, and crown molding and wainscotting carrying throughout. The gourmet kitchen features upgraded countertops and premium appliances, with a breakfast area perfect for casual mornings, plus a fireplace in the main living area for cooler evenings. Professional Photos to come. Multiple bedrooms open directly onto a screened-in porch and private balconies, framing sweeping views of the Chesapeake Bay from nearly every angle. Step outside to your own private pier and dock, putting boating, fishing, and bay access just steps from the back door — while an in-ground pool adds resort-style living to your own backyard. Pella double-pane windows fill the home with natural light while keeping energy costs in check. Set on a 0.32-acre lot with no HOA, this home sits in the sought-after Kent Island Estates community, with access to a neighborhood park, the South Kent Island Trail, and quick proximity to local restaurants, grocery stores, and the Bay Bridge for an easy commute to Annapolis. Waterfront opportunities like this on the Eastern Bay are rare — don't miss your chance.

366 Queen Anne Rd, Stevensville

Listing courtesy of Real Broker, LLC - Chester. Contact:

Selling Office: Long & Foster Real Estate, Inc..

132 Cecil Rd, Stevensville
$685,000
3 Beds ⋅ 3 Baths
Located at the end of a quiet road in the desirable Kent Island Estates community, this charming coastal retreat offers a rare blend of privacy, character, and captivating water views. Situated on nearly an acre and surrounded by mature landscaping and open space, the property provides a serene setting that embraces the beauty of Chesapeake Bay living. The home features three spacious bedrooms, including two conveniently located on the main level, and two and a half baths that balance timeless charm with comfortable everyday living. The upgraded kitchen offers quartz countertops, island with storage, stainless steel appliances, and overlooks the living room with vaulted ceilings. The sunroom is located on the other side of the kitchen, featuring new LVP flooring and plenty of natural light. Thoughtfully designed outdoor spaces invite year-round enjoyment, including a screened porch overlooking the fenced backyard, a recently stained second-level deck off the primary suite with views of Shipping Creek, and a custom stone fireplace with an adjoining BBQ area perfect for gathering with family and friends. Other exterior amenities include a freshly painted detached garage ideal for a workshop, gym, or additional storage, a separate storage shed, and a newly paved asphalt driveway. Additionally, the home features a freshly painted exterior and matching detached garage, refinished hardwood floors, upgraded luxury vinyl plank flooring in the sunroom, fresh interior paint, a tankless water heater, new well pump, and crawlspace encapsulation. Residents of Kent Island Estates enjoy an exceptional waterfront lifestyle with access to a community pier, public beach, private community beach, waterfront playground, and kayak and canoe launch, all within walking distance. Whether spending the day on the water, launching a kayak, or enjoying an evening by the fire, this community offers endless opportunities to experience the Chesapeake Bay. Ideally situated on Kent Island, the property is a short drive to local shopping, dining, marinas, and entertainment. Commuters will appreciate easy access to Route 50 and the Chesapeake Bay Bridge, providing convenient connections to Annapolis, Baltimore, Washington, D.C., Kent Narrows, and Delaware beaches. Combining scenic water views, thoughtful updates, and sought-after community amenities, this inviting retreat offers the perfect setting for full-time living or a relaxing coastal escape. Schedule your tour today!

132 Cecil Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

211 Queen Anne Rd, Stevensville
$560,000
3 Beds ⋅ 3 Baths
Just in time for you to enjoy this spring. This spacious 3-bedroom, 2.5-bath home with a 2-car attached garage, plus a 1 car detached garage, offers the perfect blend of comfort, convenience, and water-oriented lifestyle. Nestled on ⅓ of an acre with a large fenced yard, mature shade trees, this property also boasts water views of Eastern Bay. Inside, you’ll find generous living areas, updated appliances, and the cozy charm of a pellet stove for winter warmth. The home extends outdoors with a large screened porch, added patio, and welcoming front porch—providing plenty of space for entertaining or quiet relaxation. The fenced backyard is perfect for gardening, birdwatching, and outdoor play, This is also where you will find the bonus garage/workshop. This property is just a 3-minute walk to the well-known Romancoke Pier—ideal for fishing, strolling, or simply soaking in the stunning Chesapeake scenery. and minutes from Route 50 which keeps you connected to Annapolis, DC, and Baltimore while still feeling far removed from the hustle and bustle. Consider enjoying the calm, coastal-inspired lifestyle that makes Stevensville and Kent Island so special. Optional community association which allows access to 3 community beaches, playgrounds, fishing and other social fun!

211 Queen Anne Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

326 S Carolina Rd, Stevensville
$560,000
3 Beds ⋅ 3 Baths
Welcome to island living in the sought-after Kent Island Estates—where sun, sand, and waterfront lifestyle are part of your everyday routine. This beautifully updated 3-bedroom, 2.5-bath home is ideally located just steps from the community beach, offering the perfect blend of comfort, space, and coastal charm. Inside, you’re greeted by a bright, open-concept layout filled with natural light, complemented by high ceilings, updated fixtures, and durable LVP flooring throughout the entire first floor—perfect for easy maintenance after beach days. The spacious living area flows effortlessly into a beautifully updated kitchen featuring brand-new granite countertops, 42” wood cabinetry, and plenty of room to gather and entertain. Upstairs, enjoy new carpet throughout and retreat to a fully renovated primary suite designed for relaxation. The spa-like bath includes a separate jacuzzi tub, walk-in shower, and private water closet—your own personal escape after a day on the Bay. Step outside and embrace the lifestyle that makes Kent Island so special. The expansive rear deck overlooks one of the largest lots in Kent Island Estates, creating the perfect setting for entertaining or unwinding under the coastal sky. The backyard is ready for memorable evenings with a permanent charcoal grill and fire pit—ideal for summer cookouts, crisp fall nights, and gathering with friends and family. The home’s exterior is just as impressive, featuring a brand-new oversized half-circle driveway offering abundant parking—perfect for hosting guests, multiple vehicles, or boat storage. There’s also ample space to expand with room for a detached pole building or workshop, giving you flexibility to match your lifestyle. The oversized attached 2-car garage (28x28) with 12-foot ceilings and 9-foot doors provides plenty of space for vehicles, boats, or all your beach and boating gear. Major system updates provide peace of mind, including a new roof within the last 4 years, updated heat pumps, and a top-of-the-line whole-house water treatment system with UV filtration, offering enhanced water quality throughout the home. Adding even more appeal, this property features a proven 3-year track record as a successful Airbnb, offering an incredible opportunity for income potential in a highly desirable waterfront community. Located just minutes from the Romancoke Fishing and Crabbing Pier, Kentmorr Marina & Restaurant, and popular beach and dock bars, you’ll have easy access to some of the best waterfront dining, nightlife, and outdoor recreation the Eastern Shore has to offer. With access to multiple community beaches and everything island living brings—this is more than a home, it’s a lifestyle.

326 S Carolina Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Samson Properties.

231 Wicomico Rd, Stevensville
$488,000
4 Beds ⋅ 3 Baths
Everything has been done—just move in and start enjoying the Eastern Shore lifestyle! This beautifully renovated 4-bedroom, 3 full bath home blends modern finishes with functional living spaces, offering room to spread out both inside and out. ✨ Completely renovated throughout ✨ Gorgeous new kitchen with center island, butcher block countertops & high-end stainless steel appliances ✨ New flooring throughout ✨ Beautifully updated bathrooms ✨ Finished walk-out lower level featuring a spacious rec room with fireplace, fourth bedroom & full bath—perfect for guests, a home office or multi-generational living ✨ Large deck overlooking an expansive, fenced backyard ✨ Oversized driveway with room for multiple vehicles, your boat, RV and more Located in the desirable Kent Island Estates community, you'll enjoy the option to join the voluntary civic association with access to community beaches, all while being just minutes from shopping, dining, marinas and the Chesapeake Bay Bridge for an easy commute. This is the kind of turnkey home buyers have been waiting for—updated, spacious, and perfectly positioned to enjoy everything Kent Island has to offer.

231 Wicomico Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Samson Properties.

125 Harford Rd, Stevensville
$469,900
3 Beds ⋅ 3 Baths
Sellers have found home of choice! NOW $469,900 + SELLER OFFERING $10,000 TOWARD BUYER CLOSING COSTS OR RATE BUY DOWN WITH ACCEPTABLE OFFER! Built in 2021 and Move-in ready with garage, fenced yard, 3 bedrooms and 2.5 baths offers nearly 1,700 sq. ft. of comfortable living space with a bright, open floor plan and thoughtful upgrades throughout. The main level features durable LVP flooring and an open kitchen with granite countertops, tile backsplash, large island, stainless steel appliances and plenty of space for gathering and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and a generously sized private bath with double vanity, soaking tub and separate stand-up shower. Two additional bedrooms, another full bath and conveniently located upstairs laundry complete the second level. Additional features include a whole-house water filtration system with softener and chemical feeder, an encapsulated crawl space, attached garage and a fenced backyard improved with white vinyl fencing and a patio for outdoor relaxing, grilling or play. Located in Kent Island Estates, this home offers the laid-back Eastern Shore lifestyle with optional access to community waterfront recreation and Chesapeake Bay beach areas for a low voluntary annual fee. Enjoy nearby parks, marinas, restaurants, boating and all that Kent Island has to offer, while still being within easy reach of the Bay Bridge. Only five years young, well cared for and move-in ready, 125 Harford Road offers a wonderful opportunity to own a newer home on Kent Island.

125 Harford Rd, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: EXP Realty, LLC.

318 Wicomico Rd, Stevensville
$459,000
4 Beds ⋅ 2 Baths
Don’t miss the opportunity to own this charming 4-bedroom home featuring 2 recently renovated baths, a flexible office/den, and a BRAND NEW ROOF! The spacious kitchen with peninsula seating flows seamlessly into the dining area, creating the perfect gathering space for family and friends. The expansive family room is filled with natural light thanks to vaulted ceilings, skylights, and oversized windows that create an open and airy feel throughout. A screened-in porch adds even more living space to enjoy year-round, while the large deck, accessible from both the main living area and the primary suite, offers the perfect setting for morning coffee, evening entertaining, or simply relaxing at the end of the day. Located in the desirable Kent Island Estates community, this home offers the Eastern Shore lifestyle you’ve been searching for, complete with access to multiple beaches, a playground, and the Southern Kent Island Trail. Come experience all this home has to offer!

318 Wicomico Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Wilson Realty & Staging LLC.

104 Cecil Rd, Stevensville
$434,900
3 Beds ⋅ 2 Baths
PRICE REDUCTION!! Welcome home, to this inviting, lovely new construction home, just completed in water-oriented Kent Island Estates. 3 bedrooms and 2 full bathrooms wait for you to move in and enjoy the KI lifestyle. The spacious family room boasts a cathedral ceiling and is open to the kitchen with plenty of extra room to add a dining area or make the space to suit your own needs/wants. The kitchen has SS appliances, granite countertops, a stylish backsplash and crown molding on the crisp white cabinets. The kitchen island has plenty of room for seating for a quick meal or snack. The kitchen also includes 2 pantries for plenty of storage. The primary bedroom has an ensuite bathroom with a double vanity and a custom tiled walk-in shower. It also includes a walk-in closet. The other full bathroom features a tub/shower combo. This home has LVP flooring throughout, which will make cleaning a breeze. This home also has 9ft ceilings in its entirety, except the cathedral in the family room (referenced earlier). All the bedrooms have upgraded closest systems. Also, for your peace of mind it includes a fully encapsulated crawlspace, which has a sump pump. 104 Cecil Road is almost 1,500 sqft with a Lot size that will be super easy to maintain. Leaving you more time to go boating, kayaking, SUP, fishing, crabbing or take a short stroll or bike ride to the Romancoke Pier. Be on the water within minutes of arriving home. One of my favorite parts of this home is the proximity to the pier and beaches! The Blue Heron golf course, South Island Trail (a 7-mile paved trail), beaches, marinas and parks are all minutes away. Don't forget all the amazing restaurants, coffee shops, and other local small businesses that are what make KI special! Call today to schedule your private showing! MHBR: 7172

104 Cecil Rd, Stevensville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Douglas Realty LLC.

111 Utah Rd, Stevensville
$415,000
4 Beds ⋅ 2 Baths
Seller is offering 2% CLOSING HELP to get you on your way with less out of pocket cost! HOA is not Mandatory! Welcome to your dream coastal retreat on Kent Island! This completely updated 4-bedroom, 2-full-bath rambler sits on a sprawling, tree-lined half-acre lot, offering the perfect blend of modern luxury and active outdoor living. A large, detached garage adds exceptional storage space for your vehicles, golf cart, and coastal gear. Step inside to find a light-filled layout highlighted by a spectacular gourmet chef’s kitchen. Outfitted with stainless steel appliances, a deep stainless sink with a high-arc faucet, and a sleek 4-burner gas stove with a center griddle, this kitchen is a home chef's paradise.The single-story floor plan features four generous bedrooms and two beautifully updated full baths, maximizing comfort and convenience. The primary bedroom has been expanded and the gorgeous primary bath has a high quality, walk-in shower and distinctive, touch of class vanity. Outside, your private half-acre oasis connects seamlessly to the local lifestyle. Enjoy immediate access to the tree-lined walking, biking, and golf cart paths leading directly to the neighboring Blue Heron golf course and driving range. Best of all, you are just 5 miles away from sandy days at Matapeake Beach and sunset fishing at the pier. Don't miss this rare Kent Island gem!

111 Utah Rd, Stevensville

Listing courtesy of DeLuca & Associates Real Estate. Contact:

Selling Office: RE/MAX Executive.

106 Utah Rd, Stevensville
$381,400
3 Beds ⋅ 2 Baths
This is an Estate sale and selling all "as is." Seller in process of removing some items but some household contents will remain. Priced well for a quick sell! Property overall has been well taken care of. Andersen windows and thermal doors, hardwood floors in kitchen area, separate laundry room. The fenced rear yard has a detached screened gazebo and a shed. There is an outside entrance to a deck from the kitchen area. Three car garage and off street parking. Three blocks to the Chesapeake Bay and a Community members only small beach area. Close to several county boat ramps and park areas. A road maintenance fee is $40.00 per year and the sewer fee is $300.00 per quarter.

106 Utah Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Coldwell Banker Realty.

101 Queen Anne Rd, Stevensville
$377,000
3 Beds ⋅ 2 Baths
Experience effortless one-level living in this charming home, perfectly situated on a desirable corner lot with a private driveway. Freshly painted throughout, the home features beautiful hardwood floors that add warmth and character to every room. Enjoy additional living space in the huge sunroom addition—perfect for relaxing, entertaining, or soaking in natural light year-round. A shed provides extra storage, offering both convenience and functionality. The flexible third bedroom can easily serve as a home office, guest space, or bonus room (note: no closet). Step outside and take in the lifestyle this location offers—just a short walk to the water with peaceful views. You’ll love being within walking distance to Romancoke Fishing Pier and Kayak Launch, ideal for fishing, kayaking, or enjoying a picnic by the water. This home combines comfort, convenience, and a scenic setting—don’t miss your chance to make it yours!

101 Queen Anne Rd, Stevensville

Listing courtesy of Maryland Residential Management Co. Contact:

Selling Office: Long & Foster Real Estate, Inc..

103 Oregon Rd, Stevensville
$334,900
2 Beds ⋅ 1 Baths
Welcome home to this charming two-bedroom cottage in the water-privileged community of Kent Island Estates, where affordability meets coastal charm! Enjoy a relaxed lifestyle with nearby water access, community amenities, and all the comforts of a cozy home. Featuring beautiful Pine and Red Oak flooring, a cozy pellet stove, and a custom-milled barn door (BR), this home is full of warmth and character. Step outside to an inviting outdoor living space with a fenced backyard, spacious patio and two storage sheds for extra storage. A rare opportunity to own an affordable slice of waterfront community living, whether you're seeking a full-time residence, weekend getaway, or investment property. Outdoor enthusiasts will appreciate being just steps from the South Island Trail, a scenic 7-mile trail stretching from Matapeake State Park to the Romancoke Fishing Pier, offering endless opportunities for walking, running, and biking. Conveniently located just minutes from Blue Heron Golf Course, waterfront dining, marinas, and all that Kent Island has to offer. Paid members of Kent Island Estates enjoy access to two private waterfront parks and a community beach along the Chesapeake Bay, perfect for soaking in stunning sunsets, fishing, kayaking, or simply embracing the waterfront lifestyle. Kent Island Estates has a Voluntary HOA $30/year and Beach/Recreation Fee $40/year. Mandatory Fee is $10 /Year for Roads Maintenance Don't miss your chance to enjoy the best of Eastern Shore living at an exceptional value!

103 Oregon Rd, Stevensville

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Redfin Corp.

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