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CHARLESTOWN

One of the most popular communities provided by Charis Realty

CHARLESTOWN

About CHARLESTOWN

Discover Charlestown, MA Real Estate

Charlestown, Massachusetts is one of Boston’s most storied and sought-after neighborhoods. Nestled just north of downtown Boston, Charlestown blends classic New England charm with modern city conveniences, making it an ideal destination for homebuyers and investors alike.

Why Live in Charlestown?

Charlestown boasts a unique combination of history, waterfront views, and easy access to downtown Boston. The neighborhood is renowned for its:

  • Historic Landmarks: Home to the Bunker Hill Monument, USS Constitution Museum, and centuries-old architecture.
  • Vibrant Community: Enjoy lively local restaurants, coffee shops, and boutique shopping along Main Street and in City Square.
  • Excellent Schools: Top-rated public and private schools serve families in the Charlestown area.
  • Easy Commuting: Direct access to I-93, MBTA Orange Line at Community College Station, and several MBTA bus routes make getting around the city a breeze.
  • Parks & Waterfront: Residents love the scenic Charlestown Navy Yard, Paul Revere Park, and the Boston Harborwalk for outdoor activities.

Real Estate Market Overview

The Charlestown, MA real estate market features a mix of lovingly restored brownstones, modern condominiums, luxury waterfront properties, and single-family homes. Whether you’re looking to buy your first condo or upgrade to a spacious family home, Charlestown offers diverse real estate options.

Types of Properties

  • Historic Townhomes: Classic brick exteriors with original details and updated interiors.
  • Luxury Condos: Amenities like gyms, concierge services, and private parking.
  • Single-Family Homes: Charming, spacious residences ideal for families.
  • Waterfront Apartments: Breathtaking harbor views and direct access to marina life.

Living in Charlestown: Neighborhood Highlights

  • Community Feel: Annual events, farmer’s markets, and neighborhood meetups foster a tight-knit, welcoming environment.
  • Dining & Nightlife: Savor local favorites like Warren Tavern, Brewer’s Fork, and Monument Restaurant & Tavern.
  • Cultural Attractions: Visit historical sites, art galleries, and theaters unique to Charlestown.
  • Recreation: Sail on the harbor, stroll the Freedom Trail, or bike to downtown Boston in minutes.

Invest in Charlestown We Real Estate

Charlestown is consistently rated as one of Boston’s top neighborhoods for real estate investment. With rising property values, strong rental demand, and ongoing revitalization projects, now is the perfect time to explore real estate opportunities in Charlestown, Massachusetts.

Ready to find your dream home in Charlestown? Contact a local Charlestown real estate expert today!

Explore the historic charm and modern convenience of Charlestown, MA—your ideal Boston neighborhood for real estate and community living.

One of the most popular communities provided by Charis Realty
151
# of Listings
3
Avg # of Bedrooms
$229
Avg. $ / Sq.Ft.
$523,347
Med. List Price

Browse CHARLESTOWN Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

84 Properties Found. Page 4 of 6.

Welcome to this well-maintained brick-front rancher, offering comfort and convenience in a prime golf course setting. This home features a thoughtfully landscaped exterior and a spacious 30x12 non-slip deck with awning, perfect for outdoor entertaining. The fenced backyard provides privacy and plenty of room to enjoy the peaceful views. Inside, you’ll find gleaming hardwood floors throughout, a propane fireplace, and a vaulted ceiling with recessed lighting in the expansive living room. Both large bedrooms include French doors that open to the rear deck, creating a seamless indoor-outdoor flow. Primary suite with a walk-in shower and generous walk-in closet Second bedroom with full bath, tub, and shower Convenient half bath off the living room plus dedicated laundry area Additional updates include a 50-year architectural shingle roof (2020), oversized gutters and downspouts, and classic curb appeal with its brick front. This home combines single-level living with modern updates and a desirable golf course location—ready for you to move in and enjoy.
#WVJF2019834

CHARLES TOWN

22 BROOKLINE CIRCLE

2 Beds

2 Baths

1,684 Sq.Ft.

$377,990

MLS#: WVJF2019834

***SELLER IS OFFERING CLOSING COST ASSISTANCE WITH USE OF PREFERRED LENDER!*** Home will be complete mid to late September! Looking for a home that’s as inviting as it is functional? This to be built 3-bedroom, 2.5-bath gem is designed for both effortless entertaining and comfortable everyday living. From the moment you walk through the front door, the open floor plan flows seamlessly—guiding you from the dining area to the kitchen, breakfast nook, and out to the backyard, perfect for gatherings or a quiet morning coffee. One big bonus—no HOA! That means more freedom to enjoy your home the way you want. And with downtown Charles Town just a short stroll away, you’ll have easy access to local restaurants, shopping, farmers markets, and historic attractions. Whether you're grabbing a coffee at a cozy café, enjoying live music, hiking, or exploring the charm of this historically hip area, you’ll love having it all so close to home. Quaint Sheperdstown, Shepherd University and historic Harpers Ferry are only a 10 minute drive. Leesburg, Winchester, and Frederick MD...about 30. Charles Town is the perfect "home base"! This property gives you plenty of room to stretch out, with a welcoming porch that sets the scene for everything from lazy afternoons to crisp evening chats under a breathtaking country sunset. The attached garage keeps your car sheltered from the elements, while the driveway offers plenty of extra parking for guests. Throughout the home, thoughtful touches like LED recessed lighting, ceiling fans, and luxury vinyl plank flooring bring both style and convenience. This home isn’t just a place to live—it’s a place to love. Come see it for yourself! *While the listing photos showcase similar construction and finish options, actual materials may vary slightly due to supply.
#WVJF2016312

CHARLES TOWN

7 ONYX LANE

3 Beds

2 Baths

1,538 Sq.Ft.

$370,000

MLS#: WVJF2016312

END UNIT!! Savannah Model! Large Corner Home Site!! Three bedrooms, Two full bathrooms and Two half bathrooms. Extra Large Kitchen Island with Upgraded Granite! Stainless Steel Appliances! 10 X18 Composite Deck off of Kitchen. Fully finished home with basement/rec room - walkout door. Upgraded lighting package! Laundry located on upper bedroom floor. Washer and Dryer included. Lennar Build.
#WVJF2019660

CHARLES TOWN

86 EXTROVERT DRIVE

3 Beds

2 Baths

2,608 Sq.Ft.

$365,000

MLS#: WVJF2019660

*OFFERING UP TO $15,000 IN CLOSING ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE.* The Wexford II - Open concept kitchen with island opens to family room. Primary suite with generous walk-in closet, vanity, and shower. Upper level laundry. Granite kitchen countertops, Stainless steel kitchen appliances, kitchen island. Unfinished basement with 3 piece rough in included! *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.
#WVJF2015216

CHARLES TOWN

TBB ARAGON DRIVE WEXFORD II

3 Beds

2 Baths

1,262 Sq.Ft.

$364,990

MLS#: WVJF2015216

QUICK MOVE IN!! GREEN OPEN SPACE BEHIND HOME! Beautiful 2097 sq ft Savannah townhome! One car garage and spacious yard. First floor finished 4th bedroom with FULL bath. Head upstairs to the beautiful open layout with rear kitchen. The kitchen includes granite counter tops, stainless steel appliances and a kitchen pantry. Upstairs you will find the comfort of 3 bedrooms 2 full baths and washer/dryer. Soak up the outdoor living with the 10X18 deck just off the kitchen. Set up an appointment or stop by to see the decorated model or inventory homes! Trash and recycle is included in the HOA. The community has a pool with swim lanes, pool house and multi- sport court – great for pickleball! *Photos are of a similar home* Photos are for illustrative purposes only. Prices and features may vary and are subject to change. Prices do not include closing costs and other fees to be paid by buyer and are subject to change without notice. This is not an offer in states where prior registration is required. Void where prohibited by law. Copyright © 2022 Lennar Corporation. Lennar, the Lennar logo are U. S. registered service marks or service marks of Lennar Corporation and/or its subsidiaries. Date 02/22
#WVJF2016922

CHARLES TOWN

Lot 0229 SEEBACK DRIVE SAVANNAH

4 Beds

3 Baths

2,097 Sq.Ft.

$364,125

MLS#: WVJF2016922

**Pending release of current contract** ** $15,000 CLOSING COST ASSISTANCE AVAILABLE, FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!* The only community within historic Charles Town with resort style amenities! Brand New Construction Available in Jefferson County’s premier planned community. This 3 Bedroom, 3.5 Bath, 1 car garage end unit townhome features an open concept oversized kitchen with a large island and opens to the morning room and living room. This home features our Alternate Main Floor Option, which truly creates an open concept from the front of the home to the back. The primary suite features a large walk-in closet, dual vanity, soaking tub and separate shower. Laundry is located on the bedroom level. The home is complete with a finished basement and a full bathroom.**Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.
#WVJF2014616

CHARLES TOWN

HOMESITE 524 LORD FAIRFAX STREET

3 Beds

3 Baths

2,106 Sq.Ft.

$359,990

MLS#: WVJF2014616

**UP TO $15,000 CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** NEW CONSTRUCTION 3 LEVEL TOWNHOME WITH OVER 2,100 FINISHED SQUARE FEET! This 3 Bedroom, 3.5 Bath, 1 car garage townhome features a open concept oversized kitchen with a large island and opens to the sunroom and living room. This home features our Alternate Main Floor Option, which truly creates an open concept from the front of the home to the back. The primary suite features a large walk-in closet, dual vanity, and seated shower. Laundry is located on the bedroom level. The home is complete with a finished basement and a full bathroom.**Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.
#WVJF2018046

CHARLES TOWN

HOMESITE 505 NEWBURY STREET

3 Beds

3 Baths

2,106 Sq.Ft.

$359,990

MLS#: WVJF2018046

Price reduced-by $10,000.00. Like new home in a prime location! Built in 2023, beautiful 3 level single family home with 1650 finished sq ft including the finished basement. Featuring three bedrooms, three and half baths, and additional living space in the finished basement with a full bath. Located within walking distance to downtown Historic Charles Town, just 5 minutes to Hollywood Casino, and a short 10 minute drive to the Shenandoah River. Convenient to all amenities including shopping, restaurants, and MD VA suburban corridors. Property features upgraded cabinets and countertops, upgraded trim package, stainless appliances, premium vinyl plank flooring, and more. Seller is willing to look at all reasonable offers. Seller will consider lease option minimum 12 months. Virtual Tour is available in the property details under the interior section.
#WVJF2019316

CHARLES TOWN

825 MARTIN LUTHER KING JR BOULEVARD

3 Beds

3 Baths

1,650 Sq.Ft.

$359,900

MLS#: WVJF2019316

New Construction Rancher that features three bedrooms, two full baths, spacious deck, and oversized two car garage. Features molding and trim upgrades, recessed lighting package, luxury vinyl plank flooring, SS appliance package, Quartz countertops, and much more. Located close to all downtown convenances and MD VA corridors. Local quality builder will provide 1 year builders warranty as well. Buyer to pay all state tax transfer stamps.
#WVJF2019622

CHARLES TOWN

102 WEIRICK ROW

3 Beds

2 Baths

1,556 Sq.Ft.

$357,400

MLS#: WVJF2019622

4-Month-Old Townhouse! All the Upgrades, None of the Wait! Skip the new construction hassle! This Darlington II model townhome with an extension, comes with a fenced yard, ceiling fans, upgraded cabinet handles and faucet, curtains, TV brackets, and washer & dryer. Seller offering concessions towards transfer stamps. Step inside to soaring 9’+ ceilings and an open layout designed for modern living. The spacious, eat-in kitchen steals the show with its oversized island, stylish pendant lighting, gas cooktop, stainless appliances, quartz countertops, backsplash and built-in microwave. The extension allows for a cozy sitting area right off the kitchen, perfect for morning coffee. The entire main level flows beautifully with luxury vinyl plank flooring and an open concept living room that’s ready for entertaining. Head upstairs to find a dreamy primary suite featuring tray ceilings, ceiling fan, and a walk-in closet. The primary bath offers white cultured marble counters, a relaxing soaking tub and a separate tiled shower, your own private retreat at the end of the day. Need more space? The finished basement is ideal for guests, a home gym, or a movie night setup. It’s upgraded with a full bathroom with LVP flooring, marble counters, and a tiled stall shower. Out back, enjoy your own low-maintenance escape with a fully fenced yard! If you’ve been waiting for the one, this is it. Brand-new feel, thoughtful upgrades, and move-in ready comfort, all wrapped into one beautiful home.
#WVJF2020334

CHARLES TOWN

759 LORD FAIRFAX STREET

3 Beds

3 Baths

2,100 Sq.Ft.

$356,000

MLS#: WVJF2020334

Welcome to this stunning end-unit Sagamore Townhouse/Villa by Stanley Martin, already built and move-in ready, offering 3 bedrooms, 2.5 baths, and 1,877 sq. ft. of stylish living space with all upgrades included in the price. The open-concept main level features a primary suite with en-suite bath, a chef-inspired kitchen with quartz countertops and a large island, and a bright dining and family room filled with natural light—perfect for entertaining. Upstairs, you’ll find two spacious bedrooms with walk-in closets, a full bath, and a versatile flex room ideal for an office or second living space. A 2-car garage provides plenty of storage, while energy-efficient construction helps keep monthly bills low. Perfectly located in Charles Town, enjoy walkable access to Starbucks and the dog park, easy trips to Harpers Ferry, outdoor fun at Jefferson Memorial Park, gaming at Hollywood Casino, and quick commutes to Leesburg, VA—just 30 minutes away. End-unit Sagamores sell quickly, so don’t miss this opportunity!
#WVJF2018918

CHARLES TOWN

110 OLYMPUS ROAD

3 Beds

2 Baths

1,877 Sq.Ft.

$355,000

MLS#: WVJF2018918

Welcome to this stunning resale townhome built in 2024, offering 3 bedrooms, 2 full bathrooms, and 2 half bathrooms across three thoughtfully designed levels. Upon entry, the lower level features a convenient half bath, a single car garage, and a spacious recreation room at the rear of the home—perfect for a home office, playroom, or second living space. The main level boasts luxury vinyl plank flooring throughout, creating a seamless flow. The gourmet kitchen is a true centerpiece with a large island, white cabinetry with custom pulls, granite countertops, stainless steel appliances, a custom tile backsplash, and large pantry. The kitchen offers space for a dining table or the option to use the island with barstools for casual meals. Off the kitchen is a low-maintenance composite deck, perfect for relaxing evenings or entertaining guests. A spacious family room at the front of the home provides plenty of space to host gatherings and relax with everyone. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms. The primary suite includes a walk-in closet with a custom organizer and an ensuite bath featuring dual sinks and a tiled shower with a seat. Two secondary bedrooms share a full hall bath, and the laundry is conveniently located on the upper level. The current owner has added valuable upgrades, including custom cabinet pulls, a designer kitchen backsplash, window blinds throughout, framed vanity mirrors in the full bathrooms, a custom closet organizer in the primary suite, and a saltless water softener to extend the life of appliances. This move-in ready home combines modern finishes, thoughtful upgrades, and a functional layout in a highly desirable location. The neighborhood offers fantastic amenities, including a community swimming pool, playground, and scenic walking trails.
#WVJF2019626

CHARLES TOWN

156 WINTERPLACE DRIVE

3 Beds

2 Baths

1,922 Sq.Ft.

$350,000

MLS#: WVJF2019626

Welcome to 59 Paddock Place, a peaceful chalet-style retreat tucked away on nearly an acre of wooded privacy in Charles Town. Just minutes from downtown shops, restaurants, and conveniences, this property offers a rare opportunity to enjoy a tranquil setting without sacrificing accessibility. The main level includes a spacious bedroom, full bathroom, and laundry room, making one-level living both easy and comfortable. You’ll also find a bright and inviting open-concept layout featuring a cozy wood stove, large windows that fill the space with natural light, and a beautifully updated kitchen with quartz countertops and stainless steel appliances. The dining area flows seamlessly from the kitchen, creating the perfect spot for everyday meals or entertaining. Upstairs, there are two additional bedrooms, a shared full bath, and a versatile bonus room ideal for a home office, reading nook, creative space, or extra bedroom. With high-speed Comcast Xfinity internet available, working from home or streaming your favorite shows is simple and reliable. Step outside to the expansive front deck, a perfect place to relax, entertain, or simply enjoy the peaceful surroundings. Multiple sheds offer excellent storage or workshop potential, and the backyard backs to mature trees for added privacy and serenity. Whether you're searching for a year-round residence or a weekend getaway, 59 Paddock Place offers a warm and inviting woodland retreat just minutes from everything Charles Town has to offer. This one-of-a-kind property is filled with charm, space, and character you won’t want to miss, plus the added benefit of no HOA!
#WVJF2019150

CHARLES TOWN

59 PADDOCK PLACE

3 Beds

2 Baths

1,075 Sq.Ft.

$350,000

MLS#: WVJF2019150

Welcome to this stunning 2-year-old townhouse in the highly desirable Norborne Glebe community! Boasting over 1,900 finished square feet, this home offers an open, airy layout with higher ceilings that enhance the spacious feel throughout. The heart of the home is the expansive kitchen, featuring a huge island, stainless steel appliances, and ample space for cooking and entertaining. Meticulously maintained and in great condition, this home is truly move-in ready. Enjoy access to community amenities, including a swimming pool, scenic walking trails, and open green spaces. Located in a prime commuter area with easy access to major routes, this home perfectly blends style, comfort, and convenience at a fantastic price. Why wait for new when this lovely home is waiting for you!
#WVJF2019708

CHARLES TOWN

19 STEMBOGAN COURT

3 Beds

2 Baths

1,938 Sq.Ft.

$345,000

MLS#: WVJF2019708

BACKS TO GREEN OPEN SPACE! Come tour the Lancaster at Norborne Glebe! This home features 3 levels including a powder room on the 1st floor ready in February! The main level has 9 ft ceilings. A wide staircase takes you to the 3rd level with 3 bedrooms, 2 full baths and a washer/dryer side by side. The kitchen includes granite counter tops with pendant lights, stainless steel appliances and a kitchen pantry. Lennar homes include Ring Doorbell and a keyless access pad with door codes to enter and exit as part of your home automation program. Set up an appointment or stop by to see the decorated model or inventory homes! Trash and recycle is included in the HOA. The community has a pool with swim lanes, pool house and multi- sport court – great for pickleball! Directions:50 Stratton Drive, Charles Town, WV; From Rt.340 follow Candlewood Drive to Stratton Drive and make a right turn. Model homes are located at the top of the hill. Follow Lennar flags to both townhome models. *Photos are of a similar home* Photos are for illustrative purposes only. Prices and features may vary and are subject to change. Prices do not include closing costs and other fees to be paid by buyer and are subject to change without notice. This is not an offer in states where prior registration is required. Void where prohibited by law. Copyright © 2022 Lennar Corporation. Lennar, the Lennar logo are U. S. registered service marks or service marks of Lennar Corporation and/or its subsidiaries. Date 02/22
#WVJF2019916

CHARLES TOWN

481 SEEBACK DRIVE 246 LANCASTER

3 Beds

2 Baths

1,920 Sq.Ft.

$341,670

MLS#: WVJF2019916

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