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$2,769,000

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 its own expansive en suite bathroom, 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. Located on sought-after Kent Island, this home offers access to a true Chesapeake Bay lifestyle just approximately 20 minutes from historic downtown Annapolis. Enjoy 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—featuring Calvin Klein, J.Crew, and other popular brand-name retailers—*provide convenient access to everyday shopping. 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.

5 Beds ⋅ 8 Baths

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 its own expansive en suite bathroom, 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. Located on sought-after Kent Island, this home offers access to a true Chesapeake Bay lifestyle just approximately 20 minutes from historic downtown Annapolis. Enjoy 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—featuring Calvin Klein, J.Crew, and other popular brand-name retailers—*provide convenient access to everyday shopping. 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

$415,000

Seller is offering 2% CLOSING HELP to get you on your way with less out of pocket cost! 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!

4 Beds ⋅ 2 Baths

Seller is offering 2% CLOSING HELP to get you on your way with less out of pocket cost! 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: (301) 445-2800

$750,000

335 S. Carolina Rd is ready for its 2nd owner! 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.

4 Beds ⋅ 4 Baths

335 S. Carolina Rd is ready for its 2nd owner! 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

$569,900

New Home to be built! Spacious rancher on an oversized lot. Act now to pick your colors! Call today for more information!

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

$549,000

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!

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

$589,990

THIS IS A TO BE BUILT HOME - Welcome to the Monroe—where timeless style meets modern living. This thoughtfully designed new construction home offers the perfect blend of comfort, functionality, and charm. From the moment you step inside, you’re greeted by a bright, open-concept layout with 9-foot ceilings and recessed lighting throughout, enhancing the home’s airy and inviting feel. The great room, dining area, and kitchen flow seamlessly together—ideal for both everyday living and entertaining. At the center of it all, the kitchen shines with a spacious island perfect for casual meals and conversation, complemented by stainless steel appliances, abundant 42" cabinetry, and a layout designed to make cooking and hosting a breeze. A versatile main-level flex space offers endless possibilities—whether you need a home office, cozy reading nook, or private retreat. Upstairs, the owner’s suite serves as a peaceful sanctuary, featuring a generous walk-in closet and plenty of space to relax and recharge. An upstairs laundry area adds everyday convenience right where you need it most. Whether you're hosting friends, working from home, or simply enjoying a quiet evening in, the Monroe is designed to fit your lifestyle with ease—offering the perfect place to call home. Residents may join the Beach Recreation Association for Bay access or join the voluntary Community Association for community engagement.

4 Beds ⋅ 3 Baths

THIS IS A TO BE BUILT HOME - Welcome to the Monroe—where timeless style meets modern living. This thoughtfully designed new construction home offers the perfect blend of comfort, functionality, and charm. From the moment you step inside, you’re greeted by a bright, open-concept layout with 9-foot ceilings and recessed lighting throughout, enhancing the home’s airy and inviting feel. The great room, dining area, and kitchen flow seamlessly together—ideal for both everyday living and entertaining. At the center of it all, the kitchen shines with a spacious island perfect for casual meals and conversation, complemented by stainless steel appliances, abundant 42" cabinetry, and a layout designed to make cooking and hosting a breeze. A versatile main-level flex space offers endless possibilities—whether you need a home office, cozy reading nook, or private retreat. Upstairs, the owner’s suite serves as a peaceful sanctuary, featuring a generous walk-in closet and plenty of space to relax and recharge. An upstairs laundry area adds everyday convenience right where you need it most. Whether you're hosting friends, working from home, or simply enjoying a quiet evening in, the Monroe is designed to fit your lifestyle with ease—offering the perfect place to call home. Residents may join the Beach Recreation Association for Bay access or join the voluntary Community Association for community engagement.

103 Worcester Rd, Stevensville

Listing courtesy of RE/MAX United Real Estate. Contact:

$429,900

Fully Rebuilt Designer Home on 0.74 Acres — Turn-Key Living on Kent Island Under $430k A rare opportunity on Kent Island — this fully rebuilt 4-bedroom, 2-bath home offers the feel of new construction with custom high end finishes. This attention to detail doesn't happen at this price range very often. Set on a private 0.74-acre lot with a detached garage, this property delivers space, privacy, and the kind of breathing room that’s getting harder to find in Stevensville. Inside, everything has been completely redone from top to bottom — including HVAC, ductwork, roof, windows, insulation, drywall, flooring, and all finishes. The kitchen is designed for modern living with quartz countertops, custom cabinetry, stainless steel appliances, and an open layout that connects seamlessly to the main living space. With 4 true bedrooms and a private primary suite featuring a tiled shower, plus convenient main-level laundry, the home is both functional and fully move-in ready. If you’ve been waiting for a completely updated home with land, privacy, and long-term value on Kent Island — this is one of the few true turn-key options under $450K.

4 Beds ⋅ 2 Baths

Fully Rebuilt Designer Home on 0.74 Acres — Turn-Key Living on Kent Island Under $430k A rare opportunity on Kent Island — this fully rebuilt 4-bedroom, 2-bath home offers the feel of new construction with custom high end finishes. This attention to detail doesn't happen at this price range very often. Set on a private 0.74-acre lot with a detached garage, this property delivers space, privacy, and the kind of breathing room that’s getting harder to find in Stevensville. Inside, everything has been completely redone from top to bottom — including HVAC, ductwork, roof, windows, insulation, drywall, flooring, and all finishes. The kitchen is designed for modern living with quartz countertops, custom cabinetry, stainless steel appliances, and an open layout that connects seamlessly to the main living space. With 4 true bedrooms and a private primary suite featuring a tiled shower, plus convenient main-level laundry, the home is both functional and fully move-in ready. If you’ve been waiting for a completely updated home with land, privacy, and long-term value on Kent Island — this is one of the few true turn-key options under $450K.

9401 Romancoke Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$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