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$539,990
4 Beds ⋅ 3 Baths
NEW CONSTRUCTION IN KENT ISLAND ESTATES – FOUNDATION IS IN! Welcome to 101 Oakwood, a brand-new Schaefer Homes Eastport model featuring 4 bedrooms, 2.5 baths and an attached garage, with expected completion in early 2027. Best of all—there’s still time to pick your finishes and make it yours! Enjoy an open, functional floor plan with gorgeous cabinetry and quartz countertops included as standard features. Upstairs you'll find four spacious bedrooms, all with great closet space, including a beautiful primary suite with walk-in closet, double vanity and tiled shower with frameless glass enclosure. Located in Kent Island Estates, enjoy a voluntary community association with community beaches and social events, plus nearby access to the South Island Trail, Blue Heron Golf Course, pickleball courts and Romancoke Fishing Pier. Get the custom-home feel without the custom-home price! The foundation is in, so now is the time to choose your finishes. Ask about the opportunity for a 3.99% interest rate!* *Special financing subject to lender terms, eligibility and availability.

101 Oak St, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810
$619,990
4 Beds ⋅ 3 Baths
**NEW CONSTRUCTION IN KENT ISLAND ESTATES – BEING FRAMED NOW!** Welcome to 103 Worcester, a brand-new **Schaefer Homes Monroe model** featuring **4 bedrooms, 2.5 baths and a 2-car garage**, with expected completion in **early 2027**. Construction is underway, so now is the time to **come pick your finishes!** With so many upgrades already included, enjoy the look and feel of a custom home without the custom-home price. The Monroe offers an open main level with a spacious kitchen, dining area and great room—perfect for everyday living and entertaining—with all four bedrooms upstairs, including a private owner's suite with walk in tiled shower and double vanity. Located in **Kent Island Estates**, where the community association is voluntary, you'll enjoy access to community beaches and plenty of neighborhood social events. The **South Island Trail, Blue Heron Golf Course, pickleball courts and Romancoke Fishing Pier** are all nearby, putting some of the best of Kent Island recreation right outside your door. **Brand-new home. Your finishes. Island lifestyle.** Get in early and make 103 Worcester your own!

103 Worcester Rd, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810
$799,900
4 Beds ⋅ 2 Baths
Nestled along the shores of the Chesapeake Bay, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Queen Anne Colony is located close to a public marina, the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

Queens Colony High Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$559,900
3 Beds ⋅ 2 Baths
New Home to be built! Spacious rancher on an oversized lot. Act now to pick your colors! Call today for more information!

Baltimore Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$529,000
3 Beds ⋅ 3 Baths
Nestled in the coastal enclave of Kent Island Estates, this exquisite residence, built in 2022, offers a harmonious blend of modern luxury and natural beauty. Spanning a generous 0.25-acre lot, the property is thoughtfully designed to provide both comfort and elegance, making it an ideal retreat for discerning homeowners. As you step inside, you are greeted by an inviting atmosphere enhanced by high-quality finishes and an abundance of natural light. The interior features a seamless flow of luxury vinyl plank and plush carpeting, creating a warm and welcoming ambiance throughout. The spacious living areas are adorned with ceiling fans, ensuring a comfortable environment year-round. The well-appointed kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances including a built-in microwave, dishwasher, and refrigerator, complemented by a sleek stove and range. The home boasts three generously sized bedrooms, including a primary suite that serves as a private sanctuary. The primary bath features modern fixtures and finishes, providing a spa-like experience at home. With a total of 2.5 bathrooms, convenience is paramount for both residents and guests. Step outside to discover the enchanting outdoor space that backs to tranquil trees, offering a peaceful retreat for relaxation or outdoor gatherings. The exterior is enhanced by tasteful lighting, creating an inviting atmosphere for evening enjoyment. Kent Island Estates is not just a home; it's a lifestyle. Residents enjoy access to a vibrant community with nearby parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and well-maintained surroundings, making it a wonderful place to connect with neighbors. The quiet street is maintained by the County, has new public sewers and is close to the Cross Island Trail, Romancoke Pier, Matapeake Beach and so much more and is served by the Matapeake Elementary and Middle Schools. Just a few minutes to restaurants, shopping, and the Bay Bridge.This property is a rare find, combining modern amenities with the charm of a close-knit community. Experience the best of both worlds in this stunning home, where luxury meets coastal charm.

123 Tennessee Rd, Stevensville

Listing courtesy of Samson Properties. Contact: 7033788810
$449,900
3 Beds ⋅ 3 Baths
Welcome to 227 Dorchester Road — a nicely updated 3-bedroom, 3-full-bath split foyer tucked on a private, fenced lot in the water-oriented community of Kent Island Estates. The main level features new LVP flooring, a bright kitchen with painted cabinetry, 3 bedrooms and 2 full baths, including a fully renovated primary bath with a custom tiled shower. The hall bath has also been refreshed with updated flooring and paint. The finished lower level offers fantastic flexible living space and was substantially renovated in 2023 with new drywall, electrical, flooring and paint, plus a cozy pellet stove and an existing third full bath. Outside, enjoy the fenced backyard, a large deck with access to the yard and eat-in dining area, a concrete patio and plenty of room for entertaining, gardening or play. There's even a chicken coop that conveys — and the chickens can convey too! The STEP sewer system was installed in 2018, taking one more major item off the list. And when you're ready to get out and enjoy Kent Island, the South Kent Island Trail runs right through the community, while nearby Romancoke Pier offers fishing, crabbing, picnicking and a small sandy beach for launching kayaks. Updated, comfortable and close to the water — this is Kent Island living! Check out the community website for more information on the associations and optional fees for access to the various amenities. The $20/year mandatory fee is for KIE road maintenance.

227 Dorchester Rd, Stevensville

Listing courtesy of RE/MAX Leading Edge. Contact:

$469,900
3 Beds ⋅ 3 Baths
NEW PRICE and seller will offer $5000 closing cost help with acceptable offer! WELCOME TO KENT ISLAND! Built in 2021, this attractive 3-bedroom, 2.5-bath home 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, 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 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: (800) 383-3535
$615,000
4 Beds ⋅ 3 Baths
Exceptional value in the water-privileged Kent Island Estates community! Built in 2019, this beautifully maintained 4-bedroom, 2.5-bath home offers approximately 2,300 sq. ft. of finished living space with thoughtful updates throughout. The interior features spacious bedrooms with walk-in closets, updated bathrooms, hardwood floors, recessed lighting and an updated kitchen with granite countertops. The former garage has been fully finished, creating an expansive bonus living space—perfect for a home office, gym, playroom or additional family room. Outside is where this property really shines! Enjoy a large enclosed deck and screened porch overlooking the fully fenced backyard, expansive brick patio, extensive landscaping and hardscaping, paved driveway and oversized shed offering exceptional storage. Enjoy the best of Eastern Shore living with community water access and nearby boating, kayaking, fishing and crabbing. Just minutes to the South Island Trail, Romancoke Pier, Kent Narrows, waterfront dining, marinas, local seafood and shopping, with easy access to the Bay Bridge. Move-in ready with so much already completed—212 Oregon Road is a wonderful opportunity to enjoy the Kent Island lifestyle!

212 Oregon Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$639,900
4 Beds ⋅ 3 Baths
HOUSE IS NEARLY COMPLETE! Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

506 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$414,000
3 Beds ⋅ 2 Baths
**WHY LIVE IN A TOWN HOME WHEN YOU CAN GET A SINGLE-FAMILY HOME AT A TOWN HOME PRICE?**Newly Priced at $414,000!**Nestled in the charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and convenience. With 1,344 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking a serene lifestyle. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The combination kitchen/dining space is perfect for gatherings, while the entry-level bedroom provides easy accessibility. Enjoy cozy evenings by the pellet stove, which adds warmth and ambiance to the living area. The home is adorned with Brand NEW ENERGY STAR qualified windows, ensuring energy efficiency and natural light throughout. The primary bath offers a private oasis, while the additional features, including ceiling fans and window treatments, enhance the overall comfort of the home. The main floor laundry adds to the convenience of daily living. The deck invites you to unwind and enjoy the fresh air, making it an ideal spot for morning coffee or evening relaxation. Crawl Space has been encapsulated. Kent Island Estates is not just about the home; it's about the lifestyle. Brand new Asphalt Driveway. Located just three blocks from the beautiful Eastern Bay, residents can enjoy easy access to water activities, whether it's kayaking, fishing, or simply soaking in the stunning views. The neighborhood is rich in amenities, with nearby shopping, dining, and recreational options that cater to a variety of interests. This home is more than just a property; it's a place where memories are made, and a community where you can truly feel at home. Embrace the opportunity to live in a vibrant area that offers both tranquility and convenience. Don't miss your chance to make this charming residence your own!

108 Oregon Rd, Stevensville

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

$2,878,000
5 Beds ⋅ 8 Baths
Finally Finished***From March 2026 until August 2026 the home went through its final finishing touch stages. There have been recent upgrades including water and electric to the pier.***Designed by YSA Homes and Simply Wesley Interior Design of Annapolis, this extraordinary brand-new modern coastal farmhouse style smart-home offers over 6,148 square feet of thoughtfully designed living space, where every tile throughout the home was handpicked and expertly curated using top-of-the-line luxury selections. The kitchen is outfitted with premium, top-tier appliances including Wolf, creating a seamless blend of elevated craftsmanship, timeless design, and modern functionality at every turn. The property is permitted for a pool to be built. This stunning residence features five oversized bedrooms, each with their own expansive en suite bathrooms, and three of the five have waterfront bay views. Totals include six full bathrooms, two half bathrooms, five gigantic bedrooms, 2 car oversized attached garage with rear entry door. An owner’s suite on the main level (with huge custom closet) provides everyday convenience, while the second level includes an additional  owner’s suite with a massive custom walk-in closet, ideal for multi-generational living or extended guest stays. Upon entering the home, you are welcomed into an open-concept main level where the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The living room is anchored by a striking wireless water vapor fireplace, offering modern ambiance without heat or emissions. A main-level half bath adds convenience, while the primary suite features a spa-inspired oversized bathroom with a soaking tub, a large European-style walk-in shower, and exquisite designer finishes throughout. The second level impresses with a spacious great room, complete with a wet bar and an additional half bath, opening to a large upper-level deck designed for optimal water views and entertaining. Four generously sized en suite bedrooms are located on this level, two of which showcase stunning water views through oversized windows, filling the space with natural light. The lower level offers exceptional flexibility, featuring a walk-out basement with exterior sliding doors, a full bathroom, a dedicated laundry room, and ample space for a game room, den, home gym, or additional living areas. Ask the listing agent about available improvement and build-out options for the basement. Outdoor living continues on the main-level patio, with the option to expand or customize to suit your vision. ***The home features a brand new pier and a brand new well. Ask agent about shutter options. Washer- dryers on 2nd level and in basement (2 sets). Ask agent for 6th bedroom option to be included. Located on sought-after Kent Island, this home offers access to a true Chesapeake Bay lifestyle just approximately 20 minutes from historic downtown Annapolis. Nearby waterfront parks, marinas, beaches, and miles of scenic walking and biking trails along the Cross Island Trail. Golf enthusiasts will appreciate proximity to Blue Heron Golf Course with membership options available, as well as the nationally recognized Queenstown Harbor Golf Links featuring two championship courses. Residents can easily enjoy all that downtown Annapolis has to offer, including boutique shopping, waterfront dining, sailing culture, festivals, and the charm of the historic district and U.S. Naval Academy. Just minutes away, **Queenstown Premium Outlets. Kent Island is also home to waterfront dining, local crab houses, and Love Point Vineyards, while Terrapin Nature Park and Matapeake Beach offer stunning Chesapeake Bay views. Conveniently positioned for commuting to Baltimore and Washington, D.C., this location blends coastal living with everyday accessibility. This is not just a home, this is a coastal lifestyle.

414 Bay Dr, Stevensville

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$735,000
4 Beds ⋅ 4 Baths
335 S. Carolina Rd is ready for its 2nd owner! Potential income producing property, would make an amazing short term rental vacation property! Enjoy sprawling views of the Chesapeake Bay from every level. Only 3 years young, this home is beautifully appointed and move in ready. As you enter, the first floor opens to a living space with a slider that leads to your lush green back yard. There is also a full bathroom and bedroom. The second floor is where the magic is. Your living room with fireplace, kitchen and dining space are open for you to enjoy the spectacular water views from all angles. The third floor boasts 3 bedrooms and 2 full bathrooms including the waterside primary suite with its own private deck. Some special features include a bright open floor plan, balconies with water views, a gorgeous fire pit, and walkable to the Bay and beach. Also enjoy a widened driveway for extra parking spaces, a water softener system and storage shed. This home features 3 decks and a 2 car garage. Move in time to enjoy all that a beautiful Kent Island summer has to offer.

335 S Carolina Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$549,000
3 Beds ⋅ 2 Baths
Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout. The kitchen is planned to feature quartz countertops, stainless steel appliances, a center island, and ample cabinet space, opening to the spacious living and dining areas—ideal for everyday living and entertaining. The primary suite is designed as a private retreat with a spacious bedroom, walk-in closet, and ensuite bath featuring a double vanity and oversized shower. Additional bedrooms provide flexibility for guests, family, or a home office. Other highlights include a dedicated laundry room, generous storage, and an attached 2-car garage. Situated on a spacious lot, buyers may have the opportunity to make selections depending on the stage of construction. Get in early and make this upcoming new construction home yours before it’s built!

Tenneessee, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$149,990
HUGE PRICE ADJUSTMENT! REDUCED $47K!! Rare opportunity to own a beautiful double lot (Lots 49 & 50) overlooking the peaceful marsh of Prices Creek in the sought-after Kent Island Estates community. This oversized homesite offers the perfect setting to build your dream home surrounded by nature, wildlife, and endless water-oriented recreation. Current flood mapping indicates the proposed homesite is not located in a flood zone (buyer to verify), providing added confidence as you plan your build. Enjoy the relaxed, coastal lifestyle that makes Kent Island Estates so special. Developed in the 1950s around the opening of the first Bay Bridge, this established community now features more than 600 homes stretching from the Chesapeake Bay to the Eastern Bay along Rt. 8 toward Romancoke Pier. Residents of all ages appreciate the peaceful setting, friendly atmosphere, and abundant outdoor amenities. The South Kent Island Trail runs directly through the neighborhood, offering miles of scenic biking, walking, and jogging from Matapeake Beach to Romancoke Pier. Spend your days fishing, crabbing, kayaking, or picnicking at the pier, or simply soaking in the bay breezes. Community gatherings, social events, yoga classes, and neighborhood activities create a true sense of connection, with the community hall available for private events and celebrations. Water privileges on the Chesapeake Bay, nearby dining and shopping, and a short drive to the Bay Bridge, historic Annapolis, and St. Michaels make this an exceptional location for both full-time living and a weekend retreat. See uploaded documents for important disclosures regarding sewer costs. Build the home you’ve been dreaming of in a community where every day feels like a getaway. THIS LOT IS DIRECTLY TO THE LEFT OF 336 OREGON ROAD, STEVENSVILLE, MD (IF YOU'RE FACING THE HOUSE), SO WE SUGGEST USING YOUR GPS TO THAT ADDRESS. Contact listing agent for questions.

Lot 49-50 Bay Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545