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$985,000
5 Beds ⋅ 5 Baths
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

Listing courtesy of Compass. Contact:

Selling Office: .

$1,425,000
5 Beds ⋅ 5 Baths
MAJOR PRICE IMPROVEMENT! Open Sunday (8/23) from Noon to 2PM! Welcome to one of the finest estate homes in the upcounty region, featuring 5+ generous bedrooms , five full baths, a main floor bedroom suite, and endless views! This 6500+ sq/ft country colonial is perfectly positioned on 6.5 acres acres in the the Ag Reserve's horse country and just a short drive to top-ranked Poolesville High School! Set in the premium Stoney Springs "big lot" neighborhood and surrounded by horse farms with direct access to riding trails, you will enjoy the covered front porch and expansive rear deck --- both are perfect entertaining, sunrises and stargazing! This gem features hardwood floors on the main level, two staircases, the sought-after open floor plan, a two story great room with stone fireplace, and a modern kitchen with a custom island, quality cabinets, huge table space, and a deep walk-in pantry. The main level bedroom is in it's own separated area with easy access to a full bath and it's own living room space. The upper level features a primary bedroom unlike any other --- tons of natural light from a wall of windows, room for your big screen and a quiet home office, plus a "must see" closet room (because just calling it a closet doesn't do it justice!). Check out the photos! All upper level bedrooms (especially the primary suite) are generously sized and purposefully designed to provide privacy. Of course, there is an en-suite bedroom with private bath for guests or that favorite sibling ,and also a full-sized bedroom-level laundry room! Down to the lower level, the recreation room seems to go on forever with a walk-out to your incredible backyard, plus a full bath and a big media room currently being used as yet another bedroom! Tons of storage space with room for your private gym! Always updated and well-maintained, including new 30-year architectural shingle roof in 2021 and two-zone HVAC (2021, 2025). Minutes to the best of Poolesville---top-rated Poolesville High School, our community pool/splashpark, Crossvines Winery, Poolesville Golf Course, and downtown restaurants/shopping! NO HOA or Front Foot Fees! Work from home with ultra high-speed FIOs or enjoy the short drive to 3 different MARC trains as well as 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.

15512 Mount Nebo Rd, Poolesville

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$629,000
4 Beds ⋅ 3 Baths
Wow! A price reduction totaling $46K! Open House this Sat, Aug 22 10:00 AM - 12:00 PM Move right into this beautifully updated Poolesville home featuring a sought-after open floor plan and numerous upgrades throughout. The heart of the home is the elegantly renovated chef's kitchen with newer appliances, a large center island with quartz countertop, coffee bar, abundant cabinetry, and exceptional storage. The kitchen opens directly to an expansive Trex partial deck, creating the perfect space for entertaining and everyday living. The fully fenced backyard offers plenty of room to relax and enjoy the outdoors, complete with a covered patio, fire pit, and storage shed. The fully finished lower level offers additional living space highlighted by a cozy gas fireplace, making it the perfect gathering spot year-round. The spacious primary suite features a private en-suite bath, while the additional bedrooms provide comfortable accommodations for family and guests. Bedroom closets have been enhanced with double-rack storage systems to maximize organization. All bathrooms have been tastefully renovated, and durable engineered flooring throughout with added durability and easy maintenance. Additional improvements include a new electrical panel installed in 2025, a water softener system, and an extensive loft storage in the attached TWO-car garage. Enjoy indoor and outdoor living at its best in this beautiful home! Walk to Parks, Top Rated Schools, Crossvines Premier Golf Course including an upscale eatery and winery, an event venue, & a vineyard. Close proximity to Community Pool and Shopping!

19932 Westerly Ave, Poolesville

Listing courtesy of Real Broker, LLC - Gaithersburg. Contact: (855) 450-0442
$645,000
5 Beds ⋅ 3 Baths
Look no further!! This completely remodeled Single-Family Home in the Heart of Poolesville! Welcome to this sun-filled 5-bedroom, 3-bath home with a beautiful addition, perfectly situated on a quiet street in Poolesville! Freshly painted with brand new flooring throughout, this move-in-ready gem features a spacious deck overlooking a large, fully fenced backyard—ideal for outdoor entertaining, play, or relaxing evenings. Inside, you’ll find a bright and open layout and brand-new appliances with an open floor plan. The lower level offers a cozy gas fireplace and additional living space for a rec room, home office, or guest area… This home in 2026 has new Flooring updated with wide plank LVP throughout main level living areas, new tile floor in bathrooms, carpet in lower level living areas, updated kitchen including new cabinets, quartz countertops and backsplash, new appliances, resurfaced deck and new vinyl railing, new vanities all baths and tiled showers 2 bathrooms, new tub surround 1 bathroom, freshly painted through all home, updated lighting included recessed lighting and fixtures throughout , also a gas fireplace freshly serviced…Walk to Stevens Park, Collier Pond, Poolesville Elementary, and enjoy the town’s vibrant community with local restaurants, shops, sports leagues, dance studios, and one of the best town park systems in the state. Poolesville High School is ranked #1 in Maryland! Nestled within the Montgomery County Agricultural Reserve, you'll have easy access to orchards, farms, wineries, a brewery, Sugarloaf Mountain, Woodstock Equestrian Center, Whites Ferry, and the Potomac River. With no HOA and a location just minutes from walking trails, Poolesville Golf Course, and multiple MARC train stations, this is small-town living with unbeatable convenience to Rockville, Gaithersburg, DC, Leesburg, and Frederick. Come see why Poolesville is the place to be—award-winning schools, community charm, and a home that’s ready for you to move right in!

19158 Dowden Circle, Poolesville

Listing courtesy of Maryland Realty, LLC.. Contact:

Selling Office: .

$450,000
4 Beds ⋅ 2 Baths
Bright & Sunny Single-Family Home in the Heart of Poolesville! Welcome to this sun-filled 4-bedroom, 2-bath home, perfectly situated on a quiet street in Montgomery County’s best-kept commuting secret—Poolesville! Freshly painted with brand new carpeting throughout, this move-in-ready gem features a spacious deck overlooking a large, flat, fully fenced backyard—ideal for outdoor entertaining, play, or relaxing evenings. Inside, you’ll find a bright and open layout with fresh paint and brand new carpet. The lower level offers a cozy wood-burning fireplace and additional living space for a rec room, home office, or guest area. Walk to Stevens Park, Collier Pond, Poolesville Elementary, and enjoy the town’s vibrant community with local restaurants, shops, sports leagues, dance studios, and one of the best town park systems in the state. Poolesville High School is ranked #1 in Maryland! Nestled within the Montgomery County Agricultural Reserve, you'll have easy access to orchards, farms, wineries, a brewery, Sugarloaf Mountain, Woodstock Equestrian Center, Whites Ferry, and the Potomac River. With no HOA and a location just minutes from walking trails, Poolesville Golf Course, and multiple MARC train stations, this is small-town living with unbeatable convenience to Rockville, Gaithersburg, DC, Leesburg, and Frederick. Come see why Poolesville is the place to be—award-winning schools, community charm, and a home that’s ready for you to move right in!

19305 Hempstone Avenue, Poolesville

Listing courtesy of Real Broker, LLC - Gaithersburg. Contact:

Selling Office: .

$2,150,000
6 Beds ⋅ 8 Baths
Welcome to one of the finest estate homes, featuring six generous bedrooms and five full baths, in all of central Maryland! Perfectly positioned on almost 15 acres ( Lots 743 and 636) in the the Ag Reserve's horse country and just five minutes away from top-ranked Poolesville High School, this property has all the privacy and amenities you'd expect in a home of this stature, including a gunite in-ground swimming pool, 3 level elevator (!), large stone patio, gorgeous country kitchen with Calcutta White Gold Marble Island, hardwood floors throughout, solar panels providing free electricity, and best of all, one of the most incredible custom barns, with multiple stalls and a HUGE dedicated entertainment space (see the photos!). The barn itself is like new and was designed to be fully functional as an equine (w/multiple outdoor paddocks) or a canine training center, and it also has living space. It must be seen to be believed. Back inside the estate home, main floor living is enhanced by the modern kitchen with a custom island, skylights, top-quality cabinets, and the walk-in pantry. The main living room, family room, dining room, and office all feature custom hardwood floors, tall ceilings, crown moulding, and easy entry to the centrally located elevator and the patio and pool areas. All bedrooms (especially the primary suite) are purposefully designed to be provide space and easy access, with a number of bedrooms eligible to provide au pair living space, with two of the bedrooms specifically located in their own private areas of the home, including a fourth level. Could a bedroom be located on the first floor and paired with the main level full bath? Absolutely! Check out the floorplans! Most of the basement is finished, too, so bring your hobbies and crafts (and storage items), or create your own media room. Recent high-efficiency HVAC. The entire property is fenced and secured. The private drive, with two separate entrances, was recently paved. Always well-maintained with meticulous HVAC servicing. Tons of parking, too! Recent professional appraisal over $2.4mm! Minutes to the best of Poolesville---top-rated Poolesville High School, our community pool/splashpark, Crossvines Winery, Poolesville Golf Course, and downtown restaurants/shopping! NO HOA or Front Foot Fees! Work from home with ultra high-speed FIOs or enjoy the short drive to 3 different MARC trains as well as 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.

14920 Mount Nebo Road, Poolesville

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: .

$726,500
4 Beds ⋅ 4 Baths
SWEET and so Meticulous 4BR/3.5BA Home on a quiet off-street in the Heart of Poolesville!***LOOK at the 600 SF Primary Suite Main Level ADDITION featuring a HUGE Walk-in Closet, 4 piece Bath with Soaking Tub, Double Sinks and Tile Walk-in Shower all overlooking and with access to the beautiful private landscaped rear yard!***Attention to detail throughout to include a renovated Kitchen with 42' cabinetry, recessed lighting and so much storage all OPEN to a sun filled Breakfast Area, separate Living Room and Dining Rooms!***The Lower Level features a Spacious Family Room with GAS Fireplace, Half Bath, Office/Mudroom with separate access to the side yard, Laundry Area with a back staircase up to the Private Primary Suite Addition.***The Upper Level boasts a second Primary Suite and updated Bath, A Hall Bath and two additional Bedrooms***This home would be perfect for multi-generational living!***Just LOOK at the beautiful hardscape and a yard designed by a gardener to include a landscape design, potting/storage shed and gardens that will impress! No detail was left undone!***Walk everywhere and enjoy SMALL TOWN Living at its finest!***LOOK at all the PHOTOS***Poolesville High School ranked #1 HS in the State of Maryland by US World and News Reports***Easy Commuting***Enjoy all the Montgomery County Agricultural Reserve has to offer: Farms, Orchards, Wineries, Sugarloaf Mountain, Woodstock Equestrian Park, The Potomac River and MORE!***Historic Poolesville is walkable to enjoy Restaurants, Shopping, Parks, A Town Center and MORE! Ask for a personal tour of our area we all love! Mont. Co. Estimated Taxes $5,357***NO HOA***Community Pool***Poolesville Public Golf Course***Tennis and Pickleball Courts***Our Parks are second to NONE!***Welcome HOME!***Aerials Added too! The yard is CHARMING!

19805 Spurrier Avenue, Poolesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

$575,000
3 Beds ⋅ 3 Baths
Welcome to 19413 Wootton Ave. This one level living home has been updated and maintained and is ready for its new owners! Open and airy with LVP floors, ceramic tile and newer carpet in the bedrooms. A cozy fireplace in the renovated kitchen with quartz countertops, stainless steel appliances and 42-inch cabinets. Access the rear yard and patio from the kitchen and enjoy the space and quiet. There are 3 bedrooms and 2 newly updated bathrooms on the main level. Don't miss the full walk-up basement that boasts a large rec room with corner bar, a half bathroom with rough in for stall shower, the laundry room and tons of storage. All of this in the quaint town of Poolesville that has become the sought after community in Montgomery County. Located in the heart of Poolesville, you’re within walking distance to schools, parks, shopping, and more. Poolesville High School is ranked #1 in Maryland by U.S. News & World Report. Enjoy the surrounding MoCo Agricultural Reserve, with nearby orchards, farms, wineries, golf course, a brewery, Sugarloaf Mountain, Woodstock Equestrian Center, Whites Ferry, and the Potomac River. Welcome & Enjoy!

19413 Wootton Avenue, Poolesville

Listing courtesy of Corcoran McEnearney. Contact:

Selling Office: .

$1,550,000
5 Beds ⋅ 6 Baths
Simply put, this is one of the finest luxury homes ever built in Poolesville! This Kettler-Forlines' majestic Kenwood colonial, enhanced by tons of custom improvements and an incredible pool setting, has to be the house you've been waiting for and it's available now at a price that is hundreds of thousands of dollars below the most recent Kenwood sales. This home is better than new---take a close look at the custom paint, wood trim, rich hardwood floors, thick crown molding, built-ins, extensive hardscape improvements, and private spaces that have been carefully crafted to make this home an experience like none other in the community. The open floor plan is the pinnacle of design and architecture---each room flows seamlessly to the next with indoor and outdoor living blending seamlessly, including easy access to your deck and optional loggia covered porch. The main floor is second to none with a true chef's kitchen adjoining not one, but two family rooms and a breakfast space overlooking your backyard Eden. The dining room is guaranteed to host the entire family for the holidays and the main floor office features more custom built-ins with an incredible desk that will convey with the sale. Upstairs it gets even better as EVERY BEDROOM features it's own private en-suite bath. The primary bedroom has space for it all, including a suite for late night TV or treadmill time, two large walk-in closets, a double-vanity full bath with spa and custom shower, and a connected bonus room with room for even more beds (or an easy convert to a 5th bedroom). Of course the laundry room, with dedicated folding space, is on the bedroom level! The lower level is dedicated to entertainment with a finished big-screen rec room, bar area, finished full bath, plenty of storage, media room space, and direct access to the pool. Here's the part you're gonna love---your future backyard is already done and can't be beat! The custom pool, hardscape, outdoor fireplace, multiple gathering spaces, and attention to detail stand out like no home you've ever visited. Plenty of room to kick the soccer ball around, too! No other property in Poolesville has this combination of space, custom finishes, entertainment rooms, decking, hot tub, pool, and still a full-sized backyard! This is a turn-key and move-in ready luxury home---Do nothing except move in and start relaxing! Just minutes to peaceful walking trails, top-ranked Poolesville High School, the Poolesville Golf course, shopping, and restaurants. 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 (The home of top-ranked Poolesville High School)! Listing agent will always be available to answer any questions and will be happy to show your pre-qualified clients the property for you. Poolesville's best value (and this one is available to purchase TODAY!). Buy and move in now!

19600 Lewis Orchard Lane, Poolesville

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: .

$344,000
3 Beds ⋅ 3 Baths
Welcome to this Sweet three level Townhome in the HEART of Poolesville! Three (3) Bedrooms and 2.5 Updated Bathrooms! Light, Bright and Neutral throughout! LOOK at the Kitchen/Breakfast Room filled with natural morning light! Great Decking out the Living Room/Dining Room***The Private Primary Suite boasts a walk-in closet and private updated Bathroom too!***The Hall Bath is just outside the two additional Bedrooms***The Full Lower Level features a huge Laundry Room with updated Washer and Dryer and a rough in for a future full bath***The rest of the Lower Level is Open and ready for your creativity! LOOK at the two Large windows!***This home backs to the school playground creating a private and peaceful setting!***Updated Roof, Windows and MORE!***Poolesville High School is ranked by US News & World Reports as the #1 High School in Maryland! ***Welcome to Historic Poolesville...the Best Kept COMMUTING Secret in Mont. County!***Est. Mont. Co. Taxes $3,011***HOA $83 Quarterly***Surrounded by the Montgomery County Agricultural Reserve makes this Small Community Special***Parks are second to NONE***Sugarloaf Mt. and Woodstock Equestrian Center***Whites Ferry and MORE!***Tennis and Pickleball Courts***Sarah Auer Upper Mont. Co. Swim Facility***Public and Private Golf Courses, Orchards, Wineries, a NEW Brewery and MORE!

17634 Kohlhoss Road, Poolesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

$595,995
4 Beds ⋅ 3 Baths
*** OPEN HOUSE CANCELLED. HOME IS UNDER CONTRACT! *** Your private piece of heaven nestled in the heart of Poolesville, MD, where wide open spaces meet the charm of a well-maintained colonial. This idyllic property offers a harmonious blend of tranquility and convenience, surrounded by rolling hills and untouched natural beauty that's sure to captivate your senses. Step inside and be greeted by the warmth of a gleaming newer wood floor that graces both levels. Imagine cozy evenings spent by the gas fireplace, creating cherished memories with loved ones. With 4 bedrooms and 2.5 baths, this home provides ample space for your family's needs. Indulge in the pleasure of modern upper level living, from the stairs adorned with custom iron railings to the owner's suite with walk-in closet, vanity make-up area, remodeled bath with tile walk-in shower all to provide you with a luxurious and rejuvenating retreat. The meticulous attention to detail shines through. Step outside to a fenced backyard and deck, both of which have been thoughtfully replaced within the last 10 years, to enjoy a barbecue or simply enjoy the outdoors. The ample-size one-car garage shelters you from weather elements. A 2018 heat pump features a 2017 gas back-up furnace and Ecobee smart thermostat to ensure your year-round comfort. The 5-year-old hot water heater adds to the list of recent updates that bring peace of mind to your investment. This ideal prime location is just 0.7 mile away from the highly acclaimed Poolesville High School, voted (again) Maryland's 2023 Top #1 Public HS. Plus, there's no HOA to worry about, giving you the freedom to personalize your property to your heart's desire. Walkable distances to schools and local parks. When you're in the mood for a change of pace, take a short 20-minute drive to the vibrant Kentlands area or venture 30 minutes to Rockville for even more shopping, dining, and entertainment options. Embrace the sense of quiet community that Poolesville offers, with its SpringFest and Poolesville Day, weekly farmers markets and easy access to nearby orchards. If you're a golf enthusiast, tee off at one of the nearby popular courses to enjoy the green surroundings and improve your swing. CLAIM THIS GEM YOURS - QUICKLY!

20013 Westerly Avenue, Poolesville

Listing courtesy of Redfin Corp. Contact:

Selling Office: .