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335 S Carolina Rd, Stevensville
$729,900
4 Beds ⋅ 4 Baths
**Chesapeake Bay views, nearly new construction, and an opportunity to turn your coastal getaway into a potential income-producing investment!** Welcome to 335 South Carolina Road in Stevensville, where modern comfort meets the laid-back lifestyle of Maryland's Eastern Shore. Offering 4 bedrooms, 3.5 bathrooms, multiple living spaces, and THREE decks - 2 with expansive views of the Chesapeake Bay, this nearly new home delivers the perfect combination of space, comfort, and coastal charm. Step inside to discover luxury vinyl plank flooring throughout the main living areas and a beautifully appointed kitchen featuring quartz countertops, a spacious island with seating and additional storage, and plenty of room for gathering and entertaining. Multiple living spaces provide flexibility for relaxing, hosting overnight guests, working from home, or accommodating extended stays. But the real magic happens outside! Imagine starting your mornings with coffee overlooking the Chesapeake Bay, spending afternoons at the community beach, and ending your evenings gathered around the fire pit beneath the stars. With three decks, a spacious yard, and a storage shed, there's plenty of room to enjoy the outdoors and embrace the waterfront lifestyle. **Looking for a home that could work for you even when you're not there?** With its desirable Chesapeake Bay setting, generous accommodations, multiple outdoor entertaining areas, and access to the community beach, this property presents an exciting opportunity for buyers interested in exploring short-term rental income through platforms such as Airbnb or VRBO, subject to applicable regulations and approvals. Whether you're searching for a year-round residence, a weekend escape, a second home with potential rental income, or an investment opportunity, 335 South Carolina Road offers the flexibility to make your Eastern Shore dreams a reality. **Why just dream about life at the Bay when you could be living it—and potentially earning income from it, too?**Short-term rental use and income potential are subject to buyer verification of all applicable county regulations, licensing requirements, and community restrictions.

335 S Carolina Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

212 Baltimore Rd, Stevensville
$625,000
5 Beds ⋅ 3 Baths
Beautifully Renovated Transitional Home in Kent Island Estates! You will fall in love with this stunning transitional home nestled in the desirable waterfront community of Kent Island Estates! Beautifully renovated from top to bottom, this move-in-ready home combines modern style, comfortable living, and thoughtful updates throughout. Step inside to discover gorgeous hardwood flooring, soaring vaulted ceilings, and an inviting open floor plan filled with natural light. The whitewashed fireplace creates a beautiful focal point, while the spacious layout offers incredible flexibility to suit your lifestyle. With space configured for up to five bedrooms, you can easily create the perfect home office, family room, sitting room, hobby space, or guest accommodations. The beautifully updated bathrooms feature stylish tile showers and contemporary floating vanities. Extra-wide sliding glass doors invite the sunshine inside and provide easy access to the wraparound deck, where you can relax, soak up the sun, or fire up the grill for outdoor entertainment. Great new kitchen with stainless and Quartz counters adds even more style to this home. The generous yard offers plenty of room for gardening, games, pets, and all your favorite outdoor activities. A refurbished shed provides convenient storage for tools, lawn equipment, and recreational toys. The home's striking black-and-white exterior is complemented by oversized windows and an upgraded garage door that adds a sophisticated finishing touch. Enjoy peace of mind with major exterior and mechanical updates, including a new roof, siding, windows, deck, and heating system. With convenient one-level living, this home offers the opportunity to enjoy your surroundings comfortably for years to come. Kent Island Estates is a peaceful waterside community close to the fire hall, picnic areas, and playground. You are also approximately seven miles from shopping and convenient access to the Bay Bridge. Stylish, spacious, and move-in ready, this beautifully updated home offers the best of relaxed Eastern Shore living. Come discover all that Kent Island Estates has to offer!

212 Baltimore Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

101 Oak St, Stevensville
$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:

414 Bay Dr, Stevensville
$2,769,900
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:

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