Refine Search
Map
Sort by
$2,400,000
4 Beds ⋅ 5 Baths ⋅ MDTA2009496 MLS
This exceptional waterfront estate, nestled on approximately 4.25 private acres with sunset views of Plaindealing Creek, features a custom pier equipped with electric, water, along with a rip-rapped shoreline. Positioned just off the Tred Avon River, the property includes a fully irrigated lawn, a year round porch with brick flooring and separate HVAC. There is also a waterside composite deck. The meticulously maintained four-bedroom residence boasts antique wood flooring throughout, a stunning gourmet kitchen, waterside great room with fireplace and custom built-ins, and separate den/family room with beautiful built-ins. The main-level owner's suite offers custom closets and a luxurious bathroom with a freestanding soaking tub and a separate tiled shower. Upstairs, you'll find a cozy loft ideal for a library or sitting area, custom skylights with power shades, and a rooftop balcony that connects to a finished bedroom/craft room over the attached two car garage. Additional amenities include a detached two-car garage with a bonus area above, a detached RV garage, and a boat shed. Conveniently located just minutes from Historic Easton and St. Michaels.

26362 Westerly Road, Easton
$985,000
5 Beds ⋅ 5 Baths ⋅ MDMC2235296 MLS
Welcome to this stunning home in the Westerly Grove community of Poolesville. This home is a mere 3 minutes from the newly developed 30-million-dollar investment, the Crossvines Golf Course and Winery! Built in 2020 and thoughtfully designed for modern living, this exceptional property offers over 4,000 square feet of beautifully finished space with 5 bedrooms, 4.5 baths, and high-end upgrades throughout. The home immediately impresses with a bright office, custom dining room design, and an open-concept chef’s kitchen and morning room where every detail blends comfort and style. The spacious family room with a cozy fireplace flows seamlessly into the heart of the home, while a private study creates the perfect work-from-home setup. Upstairs, the luxurious owner’s suite features a spa-inspired bath and oversized walk-in closet. The finished lower level offers even more flexibility with a large recreation area, full bath, legal 5th bedroom, and abundant storage. This space could also become an additional au pair suite, with the potential to add a kitchenette or private apartment setup. Additional highlights include hardwood floors, quartz countertops, stainless steel appliances, smart home technology, an EV car charger, a 2-car garage, and a driveway that fits up to 6 cars. Poolesville is one of Montgomery County’s best-kept secrets. It is one of the few places that still feels intentionally preserved instead of endlessly developed, while also offering some of the top-rated schools in Maryland, including Poolesville High School, consistently ranked among the best in the state. Surrounded by the beauty of the Agricultural Reserve, this is small-town living at its best. Some of the owners’ favorite Poolesville activities are the Friday Commons events in the summertime. There are local festivals with beer tastings, food trucks, music, and kid-friendly activities. If you prefer something more active, enjoy hiking along the C&O Canal, visiting Sugarloaf Mountain, or spending time at Homestead Farm for year-round fruit picking, pumpkin patches, and petting zoos. There are also countless wineries nearby. There truly is something for everyone in Poolesville, Maryland. Come take a look and secure your dream home today!

17086 Oxley Farm Road, Poolesville
$875,000
4 Beds ⋅ 4 Baths ⋅ MDMC2238388 MLS
Welcome to this custom-built, Williamsburg-inspired, 4 bedroom, 3.5 bath, 2-car garage, center-hall colonial that is sure to create lasting memories for you and your family! With outstanding curb appeal and careful positioning on almost half an acre on a private court, be prepared to be "wowed" by the thoughtful design and quality construction that were devoted to the creation of this Larry Stevens-designed home. It all starts with the front entry stone walls and flagstone steps to the "wedding cake" entry stoop. Enter the foyer and the main level has hardwood throughout with a chef's kitchen featuring stainless appliances, GE Cafe refrigerator, large island, and room for your big kitchen farm table! The bright and sunny family room has a perfect sightline from the kitchen, and features a masonry wood-burning fireplace and the direct walk-out to your covered porch and your very private backyard. Work from home in your main level office with highest speed FIOS. The primary suite upstairs is spacious and has two walk-in closets. Bedroom #2 is just as big as the primary suite! Bedrooms #3 and #4 are generous in size and ready for a good night's sleep. The lower level is a must-see. Created in an"Industrial Style", this special space has a recently added wet bar as well as a full bath, plus tons of storage space and room for your workshop. Outdoor living is at a premium with the private porch, flagstone patio, and all-brick wood-burning fireplace. All of the main systems and appliances have been upgraded, including 20-year Certainteed Landmark Pro shingles installed in 2014. Short bike ride or walk to our community splashpark/pool, restaurants, coffee shops, and top-ranked Poolesville High School! Work from home with ultra high-speed FIOs or enjoy the easy commute to 3 different MARC trains, Rockville, Gaithersburg, DC, Leesburg, and Frederick! Come join the fun in the best small town and award-winning school cluster in Maryland----Poolesville. Listing agent will always be available to answer any questions and will be happy to show your pre-qualified clients the property for you. Absolutely move-in ready for a summer of fun in Poolesville!

17212 Whites Road, Poolesville
$675,000
5 Beds ⋅ 3 Baths ⋅ MDMC2218384 MLS
***RARE 5 BR Colonial in the HEART of Poolesville on a quiet off-street!***Look at the Virtual Photo TOUR!***Upgraded Bathrooms and Kitchen***Sunroom Addition***Main Level Office***Walk to Parks, Schools, Shopping, Restaurants and Public Transportation!***Poolesville High School is the #1 HS in the State of Maryland/US News and World Reports***Updates HVAC and Roof 2021***HWH 2022***Don't MISS the PRIVATE Backyard and new Cedar Fencing 2022 ***GAS FP 2022***Updated Windows and Washer and Dryer 2020! Don't miss this unique opportunity to own a 5 BR home that's move-in ready!***Call for a Personal Tour*** Est. Mont. Co. Taxes $5,877***Our Commuting is the BEST Kept SECRET in Montgomery County also featuring access to several MARC trains and public transportation too***Our Parks are SECOND to none!***OUR NEW Poolesville High School is state of the art and named the #1 HS in the State of Maryland by US and World News Reports***ASK for a personal Tour of our Historic Town surrounded by the Agricultural Reserve featuring Sugarloaf Mt., Woodstock Equestrian Center, The Potomac River and so much MORE!***WELCOME HOME!

17116 Chiswell Road, Poolesville
$675,000
4 Beds ⋅ 3 Baths ⋅ MDMC2200908 MLS
Welcome to the Historic Town of Poolesville! Surrounded by ample outdoor opportunities wake up to the scent of orchard blossoms and spend weekends hiking Sugarloaf Mountain or sipping wine at local vineyards. Take a trip to an orchard or a playground or agricultural farms while just minutes to C&O canal trails and the Potomac River. Enjoy small-town serenity with big-city access—just minutes from MARC trains and commuter routes to DC, Gaithersburg, Harpers Ferry and beyond. This is a move-in ready, four-bedroom home situated on a beautiful corner lot. The top floor features a large primary suite in addition to three bedrooms and hall bathroom. The kitchen has granite countertops and stainless-steel appliances and opening to a separate dining space. The sunroom with exposed wooden beams offers a cozy, light-filled retreat for morning coffee or evening gatherings. Plenty of hosting options! The living room is large and faces the street while the family room is private and separate and has a gas fireplace. The water heater was replaced in 2023 and the roof is less than ten years old. Private backyard oasis with organic garden beds—perfect for green thumbs or relax on your Ipe deck or stamped & stained concrete patio for fun weekend BBQs. Best of all, there’s no HOA or front foot benefit charges! The neighborhood has FIOs allowing for multiple work from home scenarios. The town is within walking distance to enjoy shopping, parks, restaurants and schools. Poolesville Schools Ranked #1 HS in the State of Maryland by US News and World Reports.

19624 Westerly Avenue, Poolesville
$663,000
3 Beds ⋅ 3 Baths ⋅ MDMC2230446 MLS
Welcome to this beautifully updated home offering modern finishes and comfortable living throughout. The spacious living room features luxury vinyl plank (LVP) flooring, fresh paint, and abundant natural light, creating a warm and inviting atmosphere. Adjacent is a formal dining room, also with LVP flooring and a stylish new light fixture—perfect for entertaining. The brand-new table-space kitchen is a standout, boasting white cabinetry with soft-close drawers, sleek quartz countertops, and all-new stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave. A new light fixture and LVP flooring complete this bright and functional space. The freshly painted family/rec room offers a cozy wood-burning fireplace set against a classic brick wall and provides direct access to a new patio overlooking an expansive, fenced backyard—ideal for outdoor gatherings and relaxation. Upstairs, you’ll find three generously sized bedrooms with brand-new carpet and fresh paint. The primary bedroom connects to an updated full bath featuring a ceramic-tile shower surround. An additional updated full bath includes a tub/shower combination with ceramic flooring and surround, along with a new vanity, mirror, and lighting. Additional highlights include a large mudroom with a full washer and dryer, offering flexibility for use as a potential fourth bedroom, home office, or bonus space. The property also features a spacious driveway and a two-car front-load garage. Located within the highly sought-after Poolesville school cluster! This move-in-ready home combines thoughtful updates with versatile living spaces—don’t miss the opportunity to make it yours!

17109 Oxley Farm Road, Poolesville
$650,000
3 Beds ⋅ 3 Baths ⋅ MDMC2196074 MLS
***WOW***BEAUTIFUL 3BR 2.5 BA Split Colonial in the HEART of Poolesville***Updated Roof/HVAC/Windows and MORE!***LOOK at the HARDWOOD FLOORS***SCREENED PORCH and NEW TREX DECKING***Large Laundry Room with Newer Washer/Dryer (could be converted easily to an OFFICE or 4th Bedroom***OH, the Fenced Rear Yard is HUGE and a Shed***LOOK at the photo Tour too!***Poolesville Schools, Amazing Town Parks, Walk everywhere!***Surrounded by the Mont County Agricultural Reserve boasting Sugarloaf Mt., Woodstock Equestrian Center, Potomac River, C&O Canal, Orchards, Wineries, Farms and more!***NO HOA and Mont. Co. Est. Taxes $5,003***Welcome Home!***

19924 Westerly Avenue, Poolesville
$639,900
3 Beds ⋅ 3 Baths ⋅ MDMC2246138 MLS
*** Welcome home to this charming 3 BR, 2.5 BA split-level Colonial, situated on a quiet cul-de-sac with a large oversized driveway, two car garage & sunroom addition! Offering almost 2,300 total sq. ft., this is the ideal blend of comfort, space, and functionality! This home features a versatile split-level floor plan that offers an updated eat-in kitchen, formal dining room with comfortable living spaces. Enjoy the living room’s built-in cabinets, the sunroom leading to the wrap around deck, the family room complete with a cozy wood stove - this home offers something for everyone. Enjoy outdoor living on the wrap-around deck, featuring a screened-in section that's perfect for relaxing with your morning coffee, entertaining friends, or enjoying summer evenings without the bugs. The private backyard has a large storage shed along with an additional smaller shed, both of which convey. The outdoor space provides plenty of room for gardening, play, or simply unwinding. Recent updates include: Thompson Creek Windows (2017-2018), Whole House Water Filter & Salt-Free Water Softener (2018), New Roof, Gutters & Downspouts (2019), Refrigerator & Dishwasher (2025), LVP flooring, Carpet & Fresh interior Paint (2026). Walk to schools, shops, restaurants, parks, community events and public transportation! Don't miss your opportunity to make this wonderful property your next home! Estimated Mo. Co. Taxes: $6,455.34

19809 Sedgwick Way, Poolesville
$615,000
3 Beds ⋅ 3 Baths ⋅ MDMC2220394 MLS
This home features a stunning open-concept first floor with wood flooring and recessed lighting. The kitchen is equipped with granite countertops and a large breakfast bar, and the dining area leads directly to a private deck. The primary bedroom includes a walk-in closet with built in shelving . The laundry room is conveniently located on the second floor. The fabulous lower level offers additional living space with a fireplace, an exercise room, a half bath, and extra storage. Outside, you will find a private, fenced-in backyard with a oversized shed. The home is equipped with a tech forward control panel (switch) for all your IT needs. Includes a whole house serge protector and wired for security, remote control outlets and lighting. Home includes a Tesla charging station. The home has a new roof.

19821 Spurrier Avenue, Poolesville
$562,500
4 Beds ⋅ 2 Baths ⋅ MDMC2196268 MLS
*Open By Appointment! Call Maureen Gilli to schedule a tour! **Price Improvement!** Don't Miss this VALUE in Poolesville! Welcome to this beautifully maintained 4-bedroom, 2 full bath ranch-style home nestled on a quiet, off-street location in sought-after Poolesville! Offering over 1,900 sq. ft. of finished living space, this one-level gem combines comfort, functionality, and charm! Step into a spacious living room featuring a bay window that brings in abundant natural light and a gas line hook-up ready for your fireplace dreams. The large eat-in kitchen offers plenty of space for a breakfast table, while the separate formal dining room is perfect for gatherings and entertaining. The primary bedroom includes an en-suite bath, and all bedrooms are generously sized! Outside you'll find a welcoming landscaped front yard with paths leading to the private backyard space with a covered patio just off the kitchen! This space is ideal for relaxing or outdoor dining! Make it your own! Two sheds (with electrical) complete the backyard space making for the perfect shop, potting shed or He/SheShed! Call listing agent, Maureen Gilli, with any questions or to schedule a personal tour! Welcome Home! Mo. Co. Estimated Taxes $ 6,726.52

17305 Fletchall Road, Poolesville
$519,000
4 Beds ⋅ 3 Baths ⋅ MDMC2194022 MLS
LOOK at this PRICE for a Single Family in Poolesville $519,000***WOW!***Welcome Home to this Sweet and Very Well Cared for Split Foyer in the sought after subdivision of Westerly!***Featuring 3/4 Bedrooms and 3 Full Baths***Updated Roof, WINDOWS and HVAC all less than 10 years old!***Stainless Steel Appliances***Neutral throughout***Wood Burning Fireplace***LOOK at the HUGE REAR YARD and Patio***TOTAL SF Above GRADE both Levels 1,871 SF (No basement)***Located on approximately 1/3 landscaped acre boasting room for a garage to be built***LOOK at the Photo Tour***Truly Move-in Ready***Walk to schools, parks, shopping, tennis, pickle ball and restaurants***Poolesville is surrounded by the Agricultural Reserve boasting orchards, farms, wineries, the Potomac River, Sugarloaf Mountain, Woodstock Equestrian Center and more***NO HOA***UPDATED Electrical and Plumbing!***Poolesville High School the #1 HS in the State of Maryland***LOOK at the Photo Tour***Come for the schools, community and a slower pace of life!***Estimated Mont. Co. Taxes $4,598

17125 Hoskinson Road, Poolesville
$465,000
3 Beds ⋅ 3 Baths ⋅ MDMC2210506 MLS
Spacious 3-level split offering 3 bedrooms, 2.5 baths, and a one-car garage in the sought-after Westerly neighborhood. The main level features a large living room, table-space kitchen, dining room, and level access to the large fenced backyard. The lower level includes a comfortable family room with a wood-burning fireplace and half bath. Recent updates include an HVAC system and roof, both replaced within the last five years, as well as solar panels. The home is being sold as-is and does need repairs and updating. It presents a great opportunity to own in a wonderful community at a price that leaves room for improvements and long-term value. Poolesville is known for its highly rated schools and fun local amenities, including parks, trails, a community outdoor pool, and easy access to recreation such as the C&O Canal, nearby farms, and local wineries. Contact the listing agent for more information or to schedule a showing.

19704 Bodmer Avenue, Poolesville