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$450,000

This charming farmhouse sits in the heart of downtown Stevensville! Zoned MULTI USE Residential/Commercial with a SHVC designation. Add your finishing touches and make this place a showstopper. Enjoy the cozy front porch and watch the parades with your own front row seats. Can be the perfect place to run a home business! Featuring 3 levels, this property feels much larger than it looks! Schedule your showing today.

4 Beds ⋅ 2 Baths

This charming farmhouse sits in the heart of downtown Stevensville! Zoned MULTI USE Residential/Commercial with a SHVC designation. Add your finishing touches and make this place a showstopper. Enjoy the cozy front porch and watch the parades with your own front row seats. Can be the perfect place to run a home business! Featuring 3 levels, this property feels much larger than it looks! Schedule your showing today.

400 Main St, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$575,000

618 Love Point Road — Restored Farmhouse Charm in the Heart of Stevensville - Over 2,300 square feet of beautifully updated living space, just steps from Old Love Point Park and a short walk or bike ride to the restaurants, coffee shops, and boutiques of historic downtown Stevensville. This 3-bedroom, 2.5-bath farmhouse pairs classic character with modern upgrades—hardwood floors throughout, a newer roof, new gutters, and updated major utilities for real peace of mind. The light-filled main level flows from the living room through an open dining area into a stylish kitchen with a farmhouse sink, custom cabinetry, and a built-in coffee bar, ice machine and wine cooler. Perfect for entertaining or a quiet morning at home. Upstairs: three cozy bedrooms and two tastefully updated baths. Outside is where it really shines. A large, flat, beautifully landscaped backyard anchored by a charming gazebo with sauna gives you room to relax or entertain, and a detached bonus building opens up endless options—home office, studio, gym, or guest suite. Sip coffee on the front porch, host a summer barbecue, or stroll into town. Turnkey and move-in ready, this is Eastern Shore living at its finest. Don't miss your chance to own this historic gem in Stevensville, MD. Schedule a showing today and make this charming property your new home!

3 Beds ⋅ 3 Baths

618 Love Point Road — Restored Farmhouse Charm in the Heart of Stevensville - Over 2,300 square feet of beautifully updated living space, just steps from Old Love Point Park and a short walk or bike ride to the restaurants, coffee shops, and boutiques of historic downtown Stevensville. This 3-bedroom, 2.5-bath farmhouse pairs classic character with modern upgrades—hardwood floors throughout, a newer roof, new gutters, and updated major utilities for real peace of mind. The light-filled main level flows from the living room through an open dining area into a stylish kitchen with a farmhouse sink, custom cabinetry, and a built-in coffee bar, ice machine and wine cooler. Perfect for entertaining or a quiet morning at home. Upstairs: three cozy bedrooms and two tastefully updated baths. Outside is where it really shines. A large, flat, beautifully landscaped backyard anchored by a charming gazebo with sauna gives you room to relax or entertain, and a detached bonus building opens up endless options—home office, studio, gym, or guest suite. Sip coffee on the front porch, host a summer barbecue, or stroll into town. Turnkey and move-in ready, this is Eastern Shore living at its finest. Don't miss your chance to own this historic gem in Stevensville, MD. Schedule a showing today and make this charming property your new home!

618 Love Point Rd, Stevensville

Listing courtesy of Hawkins Real Estate Company. Contact: 2407932485

$2,878,000

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.

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

$699,000

This two home listing in historic Stevensville is in walkable distance to Kent Island Elementary School, Stevensville Middle and Kent Island High School. The front house was built in 1932 and the back house was built in 1980 as a garage and is now a solid home with perfect bones. This property is being sold as-is and not a traditional listing. There will only be two open houses on two different weekends that have not been determined yet. Please do not drive on the to property because there are two different tenants that live there. This property is zoned residential and commercial.

4 Beds ⋅ 2 Baths

This two home listing in historic Stevensville is in walkable distance to Kent Island Elementary School, Stevensville Middle and Kent Island High School. The front house was built in 1932 and the back house was built in 1980 as a garage and is now a solid home with perfect bones. This property is being sold as-is and not a traditional listing. There will only be two open houses on two different weekends that have not been determined yet. Please do not drive on the to property because there are two different tenants that live there. This property is zoned residential and commercial.

412 Main St, Stevensville

Listing courtesy of Cottage Street Realty LLC. Contact: