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$620,000
4 Beds ⋅ 3 Baths
Privacy, space, and endless possibilities — this 5.06-acre retreat offers the lifestyle you've been looking for. Tucked into a partially wooded setting at the end of a quiet drive, 16881 Heritage Hills Ln provides the perfect blend of seclusion, functionality, and room to grow. Best of all, there's no HOA, giving you the freedom to truly enjoy your property. Built in 2005, the home offers 2,704 square feet of thoughtfully designed living space, plus an additional 300 square feet under heat, air, and electric that's ready to be finished or used as storage, a home gym, hobby room, or flex space—bringing the total conditioned space to approximately 3,000 square feet. Inside, you'll find four spacious bedrooms with the potential for a fifth bedroom or nursery connected to the primary suite, a dedicated office, two separate living areas, and a cozy family room just off the kitchen. The beautifully updated kitchen features granite countertops, stainless steel appliances (installed in 2024), and an ideal layout for entertaining. The primary suite is a true retreat with a renovated bathroom, walk-in closet, and adjoining flex space that can easily adapt to your needs. Nine-foot ceilings throughout the first floor create an open, airy feel. Step outside and you'll quickly see what makes this property special. Relax on the 16x13 screened porch with its brand-new roof, gather on the adjoining decks, or enjoy evenings around the fire pit on the paved patio. The property is already wired and ready for a hot tub, making it easy to create your own backyard oasis. A spacious outbuilding offers endless opportunities for storage, a workshop, or recreational equipment, while the attached two-car garage features a MyQ smart garage door opener with an integrated camera. With over five acres, the land offers incredible flexibility for those looking to embrace country living. Whether you envision horses, livestock, gardens, recreational trails, or simply enjoying the privacy, the possibilities are endless. Hunters will appreciate the secluded back field complete with an established food plot and tower stand already in place for the season. This home has also been meticulously maintained, with a new roof featuring a transferable warranty, new water heater (2026), new water softener (2026), and the septic system professionally serviced in 2026. Properties offering this much privacy, usable acreage, flexible living space, and modern updates are a rare find. Welcome home!

16881 Heritage Hills Ln, Henderson

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$285,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully remodeled 3-bedroom, 2-bath home situated on nearly a half-acre lot in the charming town of Preston. This move-in ready property features beautiful hardwood floors, a spacious kitchen with abundant cabinetry, granite countertops, new appliances, and new carpet throughout. The inviting living room showcases gleaming hardwood floors and a cozy gas fireplace, creating the perfect space for relaxing or entertaining. Enjoy peaceful mornings or quiet evenings on the welcoming front porch while sipping your favorite beverage. For added peace of mind and year-round comfort, the home is equipped with a Generac whole-house generator, ensuring reliable power when you need it most. Don't miss the opportunity to own this beautifully updated home with plenty of space both inside and out!

103 Williamson St, Preston

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$95,000
3 Beds ⋅ 2 Baths
Excellent investment opportunity! Over 1/4 acre lot. Home needs TLC. Partial owner financing available. Call for more info. This deal will not last long. Grab it while you have the chance!

310 Central Ave, Federalsburg

Listing courtesy of R&R Executive Realty. Contact: 4104321223
$350,000
4 Beds ⋅ 3 Baths
Build your dream home with Clear Vision Homes LLC! Known for quality craftsmanship, thoughtful designs, and exceptional attention to detail, Clear Vision Homes offers the flexibility to create a home tailored to your lifestyle. This listing showcases one of the builder's featured floor plans to be built, offering approximately 2,403 square feet of beautifully designed living space with an open-concept layout, spacious bedrooms, inviting living areas, and attractive curb appeal. Looking for something different? Choose from multiple floor plans designed to accommodate a variety of needs, styles, and budgets. Whether you're dreaming of a ranch home, a first-floor primary suite, additional square footage, or a custom layout, Clear Vision Homes can help bring your vision to life. Build on your existing lot or let us help you find the perfect homesite. Pricing is subject to the selected floor plan, lot, site conditions, and buyer-selected upgrades. Photos, renderings, and floor plans are for illustrative purposes only and may depict optional features not included in the base price. Contact the listing agent today to learn more about available floor plans, standard features, customization options, and build timelines.

Oaklawn Cir, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 8668257169
$469,900
4 Beds ⋅ 3 Baths
Denton - 4 bedroom home! This property offers an incredible opportunity to own a home with fantastic features, major mechanical updates, and no HOA! Inside, you will find a traditional layout highlighted by a large country kitchen featuring new countertops and an island. The formal dining room, den (with woodstove) and living room give ample opportunities for flex space. The primary bedroom serves as a comfortable retreat, complete with its own private bath and a spacious walk-in closet. Need extra space? The full basement provides an excellent canvas for a workshop, home gym, or extensive storage. Big-ticket updates offer immediate peace of mind, including a brand-new roof and a brand-new HVAC system. The outdoor space is a true highlight of the property. Enjoy quiet mornings or relaxed evenings on the newly updated and improved screened porch. The private backyard offers a peaceful setting, gently transitioning to a small, charming stream at the rear property line. Large detached garage plus a separate workshop. Large driveway provides plenty of parking. Don't miss out on a property with this much potential and freedom—schedule your tour today!

9472 Quail Run Rd, Denton

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$289,000
4 Beds ⋅ 2 Baths
WHAT A DEAL!!!! New construction. Welcome to 210 W. 2nd Street in Ridgely, where modern construction meets small-town charm. Built in 2026 with a Builder 10 year structural warranty. This beautifully designed 4-bedroom, 2-bath home offers approximately 1,800 square feet of thoughtfully designed living space, perfect for today's lifestyle. Step inside to discover bright, open living areas ideal for everyday living and entertaining. The functional floor plan provides flexibility for growing families, remote work, or hosting guests, while four spacious bedrooms and two full baths offer comfort and convenience. Outside, enjoy a shaded backyard that provides a relaxing setting for outdoor dining, gardening, or simply unwinding. Situated on a quiet street, this home offers a peaceful atmosphere while remaining close to everything Ridgely has to offer. Conveniently located just two blocks from Martin Sutton Memorial Park and within a short walk of downtown Ridgely, you'll enjoy easy access to local shops, restaurants, parks, and community events while experiencing the charm of small-town living. Whether you're a first-time homebuyer, looking for the benefits of new construction, or simply searching for a move-in-ready home in a convenient location, 210 W. 2nd Street is an opportunity you won't want to miss. Schedule your private showing today and make this beautiful new home yours!

210 W 2nd St, Ridgely

Listing courtesy of Benson & Mangold, LLC.. Contact: (410) 479-0777
$235,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained newer town home that has been virtually staged was built in late 2025, in the charming Riverwalk community of Federalsburg. Offering 3 bedrooms, 2.5 bathrooms, and modern construction, this home combines today's sought-after finishes with the warmth and small-town charm that make Maryland's Eastern Shore such a desirable place to call home. Close to Federalsburg Community Park & Marina, as well as walking Trails. Whether you're a first-time home buyer, looking to downsize, or searching for a newer home with minimal maintenance, this Riverwalk townhome offers exceptional value in a growing community. Experience modern construction, comfortable living, and the lifestyle that makes Federalsburg one of the Eastern Shore's best-kept secrets. Schedule your private tour today and discover why so many are choosing to call Riverwalk home.

122 Julie Ln, Federalsburg

Listing courtesy of Remax Vision. Contact:

$317,000
3 Beds ⋅ 3 Baths
Chic Townhouse Living! This beautiful home shows like a model with lovely details and a nice layout. It's very well maintained with upgrades including custom cabinetry and gorgeous granite in the kitchen. You enter into a spacious formal living area and classic dining room. Off of this you'll find a beautiful kitchen with stainless steel appliances. Off of the chic custom kitchen there is a a bonus space currently being used as a casual living area and home office and a hallway half-bathroom centered in the middle of the home . A lovely glass door with custom blinds leads out to a quaint fenced in patio area. Upstairs you'll find a nice sized primary bedroom with awesome windows and natural light flooding in & Vaulted ceiling. The en-suite bathroom boasts a walk-in shower and nice vanity. Your other two good-sized bedrooms are located down the hall and a laundry closet sits conveniently in the center. This townhome is a fabulous corner unit with an excellent location in Ladysmith Village. You are steps away from the large clubhouse, with a beautiful pool and gym! Also walk to the dog-park, wooded trail, amphitheater, YMCA and local library! The community also offers community events, playgrounds and lovely park-like common areas. This is a very low maintenance property, in excellent condition and in a prime location. Outside of the community you are close to golf, wineries, shopping, local theater, seasonal farmer's market Kings Dominion, Meadow Event Park, Dominion Raceway and the new Kalahari Resort Waterpark opening soon just 7 miles North off of Route 1. Come see this beautiful home - schedule a showing today!

Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$260,000
3 Beds ⋅ 2 Baths
Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in the heart of Preston. Full of character and original details, this home offers a unique opportunity to customize a piece of local history. The inviting living room features a cozy fireplace, perfect for relaxing evenings. A large laundry room and a separate den/office provide flexibility and extra space for modern living. Outside, you’ll find an oversized shop/garage ideal for hobbies, storage, or a workshop. The property also includes a home generator, adding peace of mind. The generator just had it's annual service completed. New carpet was just put in upstairs.

158 Wright St, Preston

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$239,900
3 Beds ⋅ 2 Baths
**Construction has not yet began, please feel free to drive by the lot. Completion will be for this August 2026!!*** The photos provided in the MLS are for reference purposes only and are intended to reflect the style and quality of similar fixtures, finishes, and features. Actual materials, fixtures, finishes, and selections may vary based on builder availability and final specifications. ******Get it under contract prior to completion******* Welcome to 205 Park Ave in the charming Town of Federalsburg, MD! Built by Lomaxx Custom Homes, this beautifully designed brand new construction home blends modern comfort, quality craftsmanship, and timeless style. Offering 1,320 sq. ft. of thoughtfully designed living space, this home features 3 bedrooms and 2 full bathrooms, providing both functionality and everyday comfort. Inside, thoughtfully selected finishes create a modern yet cozy atmosphere throughout the home. Luxury LVP flooring, stainless steel appliances, quartz countertops, and beautifully tiled showers combine durability with elevated design. The open-concept living spaces are perfect for gathering and entertaining, while cozy corners throughout the home create inviting spaces to relax and unwind. Designed with low-maintenance living in mind, the property also includes a concrete driveway and an encapsulated crawl space. An encapsulated crawl space is a valuable feature that helps protect the home from excess moisture, improves energy efficiency, enhances indoor air quality, and adds long-term durability to the property. Located in the heart of Federalsburg, residents enjoy the charm of small-town Eastern Shore living with nearby parks, local restaurants, shopping, community events, and outdoor recreation. Estimated completion is projected for August 2026, giving buyers the opportunity to secure a stunning brand-new home before completion. Exterior photo has been provided by the builder. Interior colors, finishes, and selections are subject to change at the builder’s discretion. All transfer and recordation taxes to be paid by the buyer. Public water and sewer. Built by Lomaxx Custom Homes — where quality craftsmanship meets modern living.

205 Park Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$299,900
4 Beds ⋅ 4 Baths
Move-in ready and thoughtfully updated—this is one you won’t want to miss. Step inside this newly renovated 2,200 sq. ft. townhome located in the heart of Denton, MD. Featuring four spacious bedrooms and 3.5 bathrooms, this home offers a perfect blend of comfort, functionality, and modern design. The entry level includes a versatile first-floor bedroom with a walk-in closet—ideal for guests, a home office, or flexible living space. The main living level boasts a stylish kitchen with a center island, perfect for casual dining and entertaining, along with a separate formal dining area for more intimate gatherings. Upstairs, you’ll find additional well-appointed bedrooms designed for comfort and privacy, along with a convenient walk-in laundry room and ample linen storage throughout. Enjoy outdoor living on your private rear deck—perfect for grilling, entertaining, or unwinding at the end of the day. A custom garage, unique to this home, adds both convenience and character. Situated in the growing town of Denton, this home combines small-town charm with easy access to the best of the Eastern Shore. Enjoy nearby beaches in under an hour and convenient commutes to Easton, Dover, Baltimore, and Washington, D.C..

1624 Blue Heron Dr, Denton

Listing courtesy of Island Realty, LLC. Contact:

$219,900
3 Beds ⋅ 2 Baths
Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

156 Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$149,900
2 Beds ⋅ 2 Baths
Investor Alert! 100% occupied duplex with a 1 bedroom, 1 bath downstairs and a 1 bedroom 1 bath upstairs. Situated in the heart of Preston and close proximity to the school.

112 Noble Ave, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$850,000
3 Beds ⋅ 2 Baths
Nestled on an expansive 52.08-acre estate, this stunning ranch-style farm offers a harmonious blend of luxury and tranquility, perfect for those seeking an exclusive lifestyle in a serene rural setting. The property boasts a traditional architectural design, complemented by aluminum siding that enhances its timeless appeal. Step inside to discover a thoughtfully designed interior that exudes warmth and comfort. The open floor plan seamlessly connects the family room to the dining area, creating an inviting space for gatherings and relaxation. A cozy fireplace serves as the heart of the home, providing a perfect ambiance for chilly evenings. The entry-level bedroom offers convenience and accessibility, while the luxurious bathroom features a soaking tub, ideal for unwinding after a long day. The kitchen is equipped with appliances, including a refrigerator, stove, washer, dryer, and water heater, ensuring that every culinary need is met with ease. Beautiful flooring choices of carpet, vinyl, and wood add to the home's charm, creating a cozy atmosphere throughout. Outside, the property is a true haven for horse enthusiasts, featuring horse amenities and outbuildings, including a machine shed/pole barn for all your storage needs. The expansive grounds are partly wooded, providing a picturesque backdrop of trees and woods, perfect for nature lovers and those seeking privacy. Enjoy the tranquility of your surroundings while taking in the stunning views of the lush landscape. The outdoor spaces are equally impressive, with a large deck and front porche that invite you to savor the fresh air and beautiful scenery. Whether hosting a summer barbecue or enjoying a quiet morning coffee, these areas are designed for relaxation and enjoyment. With a generous driveway that accommodates up to eight vehicles, parking is never a concern. The property's rural location offers a peaceful retreat while still being conveniently accessible to nearby amenities. This exceptional property is not just a home; it's a lifestyle. Experience the perfect blend of comfort and nature in this remarkable farm, where every detail has been crafted to create a warm and inviting atmosphere. Being sold as is. Embrace the opportunity to make this exquisite estate your own and enjoy the unparalleled lifestyle it offers. Back to active no fault of seller.

6401 Laurel Grove Rd, Denton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000
$294,900
4 Beds ⋅ 4 Baths
Largest townhome in the area and the best deal! Almost 2700 square feet for only $117 a square foot! The biggest bang for your buck in the county! Highly sought after large townhome in the desirable community of Mallard Landing in Denton, featuring almost double the square footage, and a rear deck off of the kitchen. Multi-generational living has a full bedroom and bath, as well as a large family room on the main floor. A few easy steps to the second floor brings you to a beautiful open kitchen, dining, and living room. The third floor features two more bedrooms sharing a full bath, as well as a large primary bedroom with en suite. New flooring throughout. Community pool and playgrounds make this home desirable for all ages. Easy highway access makes commuting a breeze, or in-home office space for working from home is also an option. Easy walking to the new brewery or local pub where friends and neighbors gather to break bread and share a pint. This homes location has it all.

1907 Blue Heron Dr, Denton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$450,000
4 Beds ⋅ 3 Baths
FORMER MODEL HOME WITH FINISHED BASEMENT REC ROOM! Welcome to 17912 Meriwether Lewis Street in the highly desirable Ladysmith Village community of Ruther Glen, VA—ideally positioned between Fredericksburg and Richmond for an easy north or south commute. This beautifully maintained 4-bedroom, 2.5-bath colonial with a full basement was the former model home, showcasing thoughtful design throughout. Built in 2021, it features an open-concept main level with upgraded flooring, a spacious great room that flows effortlessly into the dining area and stunning kitchen complete with Aristokraft cabinetry, granite countertops with eased edge, stainless steel Whirlpool appliances, double-basin stainless sink, Moen fixtures, USB outlet, and a large bar-style island perfect for entertaining. Upstairs, the spacious primary suite offers an oversized walk-in closet and private bath with cultured marble vanity tops and comfort-height elongated commodes, while three additional bedrooms provide flexibility for guests, hobbies, or a home office. The partially finished basement includes a generous recreation room, unfinished storage area, and a full bath rough-in for future expansion. Additional highlights include an irrigation system, two-car rear garage, vinyl insulated Low-E windows, Carrier 14 SEER HVAC system, 50-gallon water heater, whole-house blinds, and the Home Is Connected® Smart Home package featuring video doorbell, smart thermostat, smart lock, and touchscreen control panel. Enjoy resort-style living with access to a 10,000 sq. ft. clubhouse, fitness center, pool, parks, playgrounds, trails, amphitheater, dog park, community garden, and public library—all within the vibrant Ladysmith Village community. Move-in ready and packed with value, this former model home offers comfort, convenience, and lifestyle. Welcome Home!

17912 Meriwether Lewis St, Ruther Glen

Listing courtesy of Realty One Group Key Properties. Contact: 7033805328
$224,000
3 Beds ⋅ 2 Baths
Step back in time with this early 1900s home. This home is full of character, from the detail in the trim work to the upper level 'porch.' This home offers great potential to be returned to the early 1900s with a little TLC and vision. Located in the heart of Preston, it is 15 minutes from historic Easton with all its amenities. Come take a look and see the vision.

126 Maple Avenue, Preston

Listing courtesy of Marshy Hope Realty LLC. Contact: 410-754-7000
$609,000
5 Beds ⋅ 3 Baths
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River.

24276 Asbury Dr, Denton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$644,995
4 Beds ⋅ 3 Baths
Welcome to 4757 Long Swamp Rd, a truly unique property in Federalsburg, MD, offering the perfect blend of equestrian facilities and comfortable country living on 7.04 acres. This well-maintained estate is ready for you and your horses, with no restrictions on property use and the added flexibility for the land to be subdivided. The grounds feature expansive pastures secured by electric fencing, a well-equipped horse barn with stables measuring 36x64, and two convenient run-in sheds. Additional amenities include electric and water inside the barn and tack area, a dedicated storage shed, and a spacious driveway offering ample parking for multiple vehicles and trailers. The two-story home presents excellent indoor and outdoor living spaces. Relax and entertain on the large rear deck, take a dip in the above-ground pool, or unwind in the hot tub. A charming covered front porch and a side-entry two-car garage complete the exterior. Inside, the main level provides a comfortable layout, including granite countertops in the kitchen, a formal dining room, and the convenience of a half bath on the first floor. Upstairs, you'll find three bedrooms, a readily accessible laundry closet, and a versatile large bonus room situated above the garage—perfect for a home office, gym, or entertainment area. The heat pump and air conditioning system are less than two years old, giving you added peace of mind. Schedule your private tour of this unique property today!

4757 Long Swamp Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
$850,000
3 Beds ⋅ 2 Baths
Nestled on an expansive 52.08-acre estate, this stunning ranch-style farm offers a harmonious blend of luxury and tranquility, perfect for those seeking an exclusive lifestyle in a serene rural setting. The property boasts a traditional architectural design, complemented by aluminum siding that enhances its timeless appeal. Step inside to discover a thoughtfully designed interior that exudes warmth and comfort. The open floor plan seamlessly connects the family room to the dining area, creating an inviting space for gatherings and relaxation. A cozy fireplace serves as the heart of the home, providing a perfect ambiance for chilly evenings. The entry-level bedroom offers convenience and accessibility, while the luxurious bathroom features a soaking tub, ideal for unwinding after a long day. The kitchen is equipped with appliances, including a refrigerator, stove, washer, dryer, and water heater, ensuring that every culinary need is met with ease. Beautiful flooring choices of carpet, vinyl, and wood add to the home's charm, creating a cozy atmosphere throughout. Outside, the property is a true haven for horse enthusiasts, featuring horse amenities and outbuildings, including a machine shed/pole barn for all your storage needs. The expansive grounds are partly wooded, providing a picturesque backdrop of trees and woods, perfect for nature lovers and those seeking privacy. Enjoy the tranquility of your surroundings while taking in the stunning views of the lush landscape. The outdoor spaces are equally impressive, with a large deck and front porche that invite you to savor the fresh air and beautiful scenery. Whether hosting a summer barbecue or enjoying a quiet morning coffee, these areas are designed for relaxation and enjoyment. With a generous driveway that accommodates up to eight vehicles, parking is never a concern. The property's rural location offers a peaceful retreat while still being conveniently accessible to nearby amenities. This exceptional property is not just a home; it's a lifestyle. Experience the perfect blend of comfort and nature in this remarkable farm, where every detail has been crafted to create a warm and inviting atmosphere. Embrace the opportunity to make this exquisite estate your own and enjoy the unparalleled lifestyle it offers. Being sold as is. Farmer has land lease for crop until 12/31/2026

6401 Laurel Grove Rd, Denton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000