CHARIS REALTY GROUP
One of the most popular communities provided by {{page_data.agentName}}

CHARLESTOWN

One of the most popular communities provided by Charis Realty Group

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.

One of the most popular communities provided by Charis Realty Group
105
# of Listings
3
Avg # of Bedrooms
$270
Avg. $ / Sq.Ft.
$525,255
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

105 Properties Found. Page 6 of 7.

They don't build houses like this anymore. Come take a look at this well-maintained home built in the 1850's. The stone walls are 30" thick. Situated on Lot #1 Kabletown this home has lots of character. New Roof replaced in 2018 with Architectural Shingles, chimney was repointed and capped at that time. All windows have been replaced with Castle Energy Saver windows that have a lifetime guarantee. The windows help with the efficiency of keeping the home comfortable year-round. Enjoy having your morning coffee/tea while watching the sun come up over the Blue Ridge Mountains, watching the corn grow or the Fireworks coming off the mountain on July 4th. Large open attic space for lots of extra storage. Huge stone fireplace in the basement which was probably used for cooking back in the day. Boiler Furnace gives lots of heat in the winter and is pretty efficient. Woodstove on main level has not been used in past 5 years but has been maintained until that time. Woodstove will warm the entire home in case of power outage. Frontier and Xfinity internet are available as well as Starlink. This home is fully functional and just waiting on You to make it yours.
#WVJF2021402

CHARLES TOWN

4071 KABLETOWN ROAD

3 Beds

2 Baths

2,088 Sq.Ft.

$389,000

MLS#: WVJF2021402

*OFFERING UP TO $12,500 IN CLOSING ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE.* Welcome to Glenshaw II! As you enter the home through the main entryway, you'll find a huge family room, a powder room, and a storage closet. Access the home through the adjacent 2-car garage, which is weather-protected. The open-concept family room is connected to a large dining and kitchen space with a generously sized island. The second floor of the Glenshaw II boasts a breathtaking primary suite. It includes a spacious walk-in closet and an en-suite bathroom with dual vanity basins and a soaking tub. Additionally, the laundry room is conveniently situated on the same floor, easily accessible from both the primary suite and the secondary bedrooms. Granite kitchen Countertops, stainless steel kitchen appliances. Includes unfinished basement with 3 piece rough in, with ample opportunity to personalize the home, The Glenshaw II is the perfect floor plan for you! *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. AGENT REGISTRATION REQUIRED.
#WVJF2021056

CHARLES TOWN

TBB ARAGON DRIVE GLENSHAW II

3 Beds

2 Baths

1,589 Sq.Ft.

$388,990

MLS#: WVJF2021056

New on site 2 days ago
This charming 4-bedroom, 2-bath brick-front home, built in 1978, has been lovingly maintained by its original owner and is ready for its next chapter. Situated on a large corner lot, pride of ownership is evident throughout, with consistent care and thoughtful updates over the years. Recent improvements include a newer roof, updated windows, and refreshed siding—offering added peace of mind. Inside, you’ll find a spacious and functional layout ideal for both everyday living and entertaining. While well maintained, the home presents a wonderful opportunity for cosmetic updates—giving you the chance to add your personal style and make it truly your own. Each bedroom offers comfortable living space, and the two full baths provide convenience for both family and guests. The seller is still in the process of clearing out the home. Edited photos show the potential!
#WVJF2022724

CHARLES TOWN

530 TUSCAWILLA DRIVE

4 Beds

2 Baths

2,080 Sq.Ft.

$385,000

MLS#: WVJF2022724

Step into a rare opportunity in the heart of Charles Town—an 1894 Victorian multi-unit beauty offering four distinct 1-bedroom apartments across 3,190 sq. ft. of timeless charm! Set on a .24-acre lot, this property blends historic character with unbeatable convenience, making it an ideal addition to any investment portfolio. From the moment you arrive, the classic wood-and-brick exterior, soaring gables, and inviting porches set the stage. Inside, you’ll find wood floors throughout, with touches of vinyl and carpet where practical—each unit carrying its own personality. The main-level studio features an enclosed porch, cozy living/bedroom, compact kitchen, and full bath. Perfect for those who crave simplicity. The second main-level unit brings more space with a living room, bedroom, small kitchen that opens to a covered porch, foyer, and handy pantry. Head upstairs to the third apartment, where a generous layout includes a living room, den, large kitchen, bedroom, full bath with double sinks, a charming library, and a porch leading to a private upper deck. An incredible retreat! The third-level unit completes the package with a welcoming living room, bedroom, full bath, and a small kitchen with pantry. A cellar-style basement houses the shared washer and dryer, water heater, and boiler system. All of this sits within city limits, offering quick access to restaurants, shopping, schools, and major commuter routes. Rt 9, Rt 340, I-81, I-70, I-270, and I-68. Plus, you’re just moments from Maryland and Virginia! Schedule your private tour today for this home located in Charles Town, WV!
#WVJF2020602

CHARLES TOWN

529 S GEORGE STREET

4 Beds

None Baths

3,190 Sq.Ft.

$375,000

MLS#: WVJF2020602

*OFFERING UP TO $12,500 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.
#WVJF2021058

CHARLES TOWN

TBB ARAGON DRIVE WEXFORD II

3 Beds

2 Baths

1,262 Sq.Ft.

$372,990

MLS#: WVJF2021058

FEBRUARY 2026 DELIVERY!! Welcome to the Savannah Townhome! The first floor is suited with a spacious rec room and half bath, perfect for entertaining! Head upstairs to the beautiful open layout with the upgraded rear kitchen. The kitchen includes New Caldonia granite counter tops, Barnett Duraform cabinets in Stone, 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
#WVJF2020780

CHARLES TOWN

473 SEEBACK DRIVE SAVANNAH LOT 248

3 Beds

2 Baths

2,097 Sq.Ft.

$365,125

MLS#: WVJF2020780

River Front Lot with Million Dollar Views and 190 feet of river frontage perked and surveyed. Build your Dream Home on the 40 Foot bluff that gives you 180-degree views of the Shenandoah River and Blue Ridge mountains. The river frontage is level with enough room for an RV or a tent and there is no HOA. This almost 4-acre lot is in the country but is still convenient to Leesburg, Frederick and shopping. Take the time to enjoy the views and the wildlife surrounded by farmland. Call now for a showing.
#WVJF2021508

CHARLES TOWN

BETHANY LANE

None Beds

None Baths

3.95 acres

$364,900

MLS#: WVJF2021508

LOCATION, LOCATION, LOCATION! Have you ever wanted to be in walking distance from your favorite coffee shop, book store, bank, library, AND right down the road from the infamous Charles Town Farmers Market? Have you ever wanted to live in a town that felt like a Hallmark movie? Walk on the brick sidewalks, walk among the historic homes that have so many stories to tell? Welcome to 412 S. Samuel Street in charming Charles Town, WV—a timeless classic filled with character and opportunity. Built in 1895, this 3-bedroom, 2 full bath home sits on one of Charles Town’s most sought-after historic streets, offering all the charm of the era without being historically registered—giving you freedom to make it your own. Inside, you’ll find hardwood floors and classic details that reflect the home’s rich history, while still leaving plenty of room to add your personal touch. With solid bones and endless potential, this property is perfect for those who appreciate vintage charm and envision restoring or updating a true classic. The prime location places you just moments from downtown Charles Town, local shops, dining, and community events—making this an ideal opportunity for homeowners or investors alike. If you’re looking for character, location, and potential, 412 S. Samuel Street is a rare find waiting for its next chapter.
#WVJF2020990

CHARLES TOWN

412 S SAMUEL STREET

3 Beds

2 Baths

1,986 Sq.Ft.

$350,000

MLS#: WVJF2020990

Discover an exceptional investment opportunity in the Townes at Tate Manor! This stunning end-of-row townhouse, built in 2023, offers a modern living space with 3 spacious bedrooms and 3.5 baths. The open concept design includes a kitchen with modern stainless steel appliances and a large island. The primary suite includes a walk-in closet and bathroom with a dual vanity, shower, and tub. This home is an excellent commuter location with proximity to Maryland and Virginia. The local community of Charles Town, WV, offers shopping, restaurants, and the famous local casino. Jefferson Memorial Park and downtown are within walking distance.
#WVJF2021884

CHARLES TOWN

12 ORCHARD GREEN DRIVE

3 Beds

3 Baths

1,747 Sq.Ft.

$350,000

MLS#: WVJF2021884

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. Back on Market no fault of Seller/Builder.
#WVJF2019622

CHARLES TOWN

102 WEIRICK ROW

3 Beds

2 Baths

1,556 Sq.Ft.

$349,700

MLS#: WVJF2019622

ESTIMATED DELIVERY: MARCH 2026! Come tour the Lancaster at Norborne Glebe! This home features 3 FINISHED levels, including a powder room and rec room on the 1st floor! Wide plank flooring - scratch proof and water resistant, perfect for stress-free maintenance! 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 white ornamental granite counter tops with Barnett Duraform cabinets in Linen, pendant lights, stainless steel appliances and a kitchen pantry. Off the kitchen is a spacious 18x10 Trex Deck, perfect for grilling. The large backyard opens to green space!! You don't want to miss this one! *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
#WVJF2021566

CHARLES TOWN

439 SEEBACK DRIVE 255 LANCASTER

3 Beds

2 Baths

1,920 Sq.Ft.

$346,270

MLS#: WVJF2021566

THE BEST VALUE PER SQUARE FOOT IN Charles Town, WV ***OFFERING UP TO $12,500 IN CLOSING COST ASSISTANCE on contracts ratified by 3/31/26!* FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** Fully loaded Interior Unit with 8 ft. Sunroom. 3 bedrooms, 3 full baths, and a half bath on the main level. All stainless-steel appliances (Gourmet Kitchen), beautiful pendant lights over the extended kitchen island, upgraded designer package, quartz countertops, backsplash, and LVP on the whole main level as well as the foyer. Tile in all bathrooms. The HOA fee covers lawn care for your house. A deck can be added at contract with optional stairs down to the spacious yard. Backing to a view of the mountains and tree line. *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.
#WVJF2022720

CHARLES TOWN

HOMESITE 152 BOLINGBROKE WAY

3 Beds

3 Baths

2,100 Sq.Ft.

$345,733

MLS#: WVJF2022720

🏡✨ Welcome to the Adams II Townhome in Riverpointe!✨🏡 This beautifully designed 3-level townhome offers 1,905 sq. ft. of stylish, functional living! 🔹 4 Bedrooms 🔹 3.5 Baths 🔹 1-Car Garage Step inside to an open-concept layout perfect for entertaining 🎉, a modern kitchen with plenty of storage 🍽️, and a finished lower level with a full bath—ideal for guests or a home office 🛏️💻 Upstairs, relax in your primary suite retreat featuring a private en-suite bath and generous closet space 🛁👗 🌳 Located in a vibrant community with multiple play areas 📍 Just minutes from Route 9, Route 340, shopping, dining & entertainment ✨ Features may vary 🏠 Don’t miss your chance to call the Adams II home! 📅 Schedule your tour today! 🚪🔑 May and June Delivery Dates!
#WVJF2022042

CHARLES TOWN

34 ALOMA STREET

4 Beds

3 Baths

1,905 Sq.Ft.

$342,390

MLS#: WVJF2022042

THE BEST VALUE PER SQUARE FOOT IN Charles Town, WV ***OFFERING UP TO $12,500 IN CLOSING COST ASSISTANCE on contracts ratified by 3/31/26!* FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** Fully loaded END UNIT with 8 ft. morning room extension. 3 bedrooms, 3 full baths with a half bath on the main level. All stainless-steel appliances, beautiful chandelier over the extended kitchen island, upgraded designer package (see photos), quartz countertops, backsplash, and LVP on the whole main level as well as the foyer. Tile in all bathrooms. The HOA fee covers lawn care for your house. A 10x14 deck can be added at contract with optional stairs down to the big yard. *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.
#WVJF2021200

CHARLES TOWN

HOMESITE 99 ARAGON DRIVE

3 Beds

3 Baths

1,960 Sq.Ft.

$339,350

MLS#: WVJF2021200

Retail Lots For Lease. Located by a signalized intersection with 16,000 traffic count. There are 4 available lots. Acreage varies from 1.3 acres to 2.5 acres.
#WVJF2005486

CHARLES TOWN

0 OLD COUNTRY CLUB ROAD LOT #4

None Beds

None Baths

2.56 acres

$335,079

MLS#: WVJF2005486

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