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.

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 Group
136
# of Listings
3
Avg # of Bedrooms
$212
Avg. $ / Sq.Ft.
$397,773
Med. List Price

Browse CHARLESTOWN Real Estate Listings

136 Properties Found. Page 7 of 10.

Beautifully updated home in Charles Town featuring brand-new LVP flooring and a NEW ROOF. Bright and inviting layout with great future potential — basement includes rough-in for a full bathroom. Property sits on a peaceful lot surrounded by mature trees for added privacy. Convenient location close to schools, shopping, and commuter routes. A must-see!
#WVJF2020798

CHARLES TOWN

121 SPRING DALE DRIVE

3 Beds

1 Baths

1,804 Sq.Ft.

$320,000

MLS#: WVJF2020798

Spacious 3 level  town home near  Racetrack/Casino, restaurants, shopping  and minutes from Historical Harpers Ferry as well as in a great commuter location.   Home features 3 bedrooms and 3. 5 baths with  large finished basement that could be used as a 4th bedroom /family room and has a full bath as well.   The main floor is an OPEN floor plan from living room to kitchen to the dining room all with LVP flooring for high volume traffic and durability.  Kitchen has oversized center island  to entertain family and guests and is fully loaded with stainless steel appliances.
Plenty of visitor parking not common to most townhome subdivisions.   HOA takes care of the lawn care
#WVJF2020338

CHARLES TOWN

68 TATE MANOR DRIVE

3 Beds

3 Baths

2,640 Sq.Ft.

$319,900

MLS#: WVJF2020338

This property qualifies for a $10K grant!  Discover the character and convenience of in-town living at 534 S Church Street in Charles Town. Just one block from Jefferson Memorial Park and an easy stroll to downtown shops, dining, and the seasonal farmers market, this 3-bedroom home blends classic 1950s charm with practical everyday comfort.

Inside, you’re welcomed by hardwood floors, a cozy living room with a wood-burning fireplace, and a lovely arched entryway that leads to the breakfast area—one of the home’s most charming original details. The kitchen features brand-new appliances, and the bright four-season room offers flexible space for morning coffee, plant lovers, or simply relaxing with backyard views. Two bedrooms and a full bath complete the main level.

Upstairs, the third bedroom provides a quiet retreat with natural light and generous storage. The lower level provides an area for a walk-out rec room with a wood stove and concrete flooring, giving you a blank slate for future possibilities. A basement rough-in for a second full bath and laundry hookups adds even more potential.

Outside, the fully fenced backyard offers plenty of room to play, garden, or entertain. Street and alley parking provide convenient options for visitors and everyday living.

Important updates include a new roof (2024) and HVAC system with electric heat pump and central AC (2022) for peace of mind.

With  amenities such as walking trails, tennis and pickleball courts, basketball courts, a public pool, and shaded picnic areas just moments from the front door, this location captures the heart of Charles Town living—walkable, welcoming, and full of small-town charm.
#WVJF2020764

CHARLES TOWN

534 S CHURCH STREET

3 Beds

1 Baths

1,557 Sq.Ft.

$300,000

MLS#: WVJF2020764

Just Reduced!!!!!
Prime Office Space with Parking & ADA Compliance
Located in a high-traffic area, this well-maintained commercial property offers just over 1,100 square feet of versatile office space — ideal for a medical practice, salon, professional services, or other service-based businesses. With excellent visibility, ADA-compliant features, and 8–10 dedicated parking spaces, this property delivers both accessibility and convenience.
#WVJF2018282

CHARLES TOWN

225 AUGUSTINE AVENUE

None Beds

None Baths

1,104 Sq.Ft.

$299,000

MLS#: WVJF2018282

None
#WVJF2020146

CHARLES TOWN

420 W WASHINGTON STREET

3 Beds

2 Baths

1,334 Sq.Ft.

$279,900

MLS#: WVJF2020146

Ready to build your dream home in Jefferson County? This gorgeous, level, five-acre lot, bordering Huyett and Summit Point Roads, has been perc'd for a Class I system (see documents). There is no HOA, and there are minimal restrictions on the land. Both chickens and bees are welcome! Don't miss this opportunity to own five private acres in such a convenient commuter location! 
Please note: The lot was subdivided from a larger parcel on Huyett Road, but it is accessible from a private road off of Summit Point Road. Please refer to the plat and directions for a better idea of the location! The private road has not been named yet. Due to site work on an adjacent lot, please do not drive past the the right hand turn on the access road. Thank you!
#WVJF2018890

CHARLES TOWN

LOT 3 HUYETT ROAD

None Beds

None Baths

5.03 acres

$275,000

MLS#: WVJF2018890

Back on the market due to buyer unable to obtain financing. Motivated Seller – Move-In Ready!

Move-In Ready in Tuscawilla Hills!
Vacant brick-front duplex at 23 Berkeley Ct with a bright, functional layout, spacious bedrooms, dedicated laundry room, and a cozy sunroom opening to a private deck and fully fenced backyard. Walk or quick drive to Locust Hill Golf Course—enjoy scenic greens, a clubhouse, and year-round events. Quiet, established neighborhood near schools, shopping, and commuter routes. Ideal for first-time buyers or investors. Easy to show—schedule today!
#WVJF2019956

CHARLES TOWN

23 BERKELEY

3 Beds

1 Baths

1,504 Sq.Ft.

$269,999

MLS#: WVJF2019956

Great home within walking distance to the park with a new roof. Enjoy the park which has walking trails, basketball courts, tennis courts and pavilions. This home features 3 bedrooms and 1 bath. Living room and dining room combo.  Country kitchen with appliances. Back porch to relax on in the evenings to watch the sunset and look at the park. Front porch to enjoy your morning coffee. A must see.  Lot next door for sale separately.
#WVJF2019530

CHARLES TOWN

628 BROWNVILLE LANE

3 Beds

1 Baths

1,006 Sq.Ft.

$249,900

MLS#: WVJF2019530

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.
#WVJF2005480

CHARLES TOWN

0 OLD COUNTRY CLUB ROAD LOT #1

None Beds

None Baths

1.88 acres

$245,976

MLS#: WVJF2005480

Welcome to this lovely townhouse that is located on a peaceful street in Tuscawilla Hills and features a delightful covered front porch. Inside, there are 3 bedrooms, as well as 1 full and 2 half baths. The kitchen has been upgraded with granite countertops, a stylish backsplash, and modern lighting. The bathrooms on the upper level have been remodeled since the home was built with new flooring, showers, vanities, lighting, and toilets. The upstairs has carpet in all the bedrooms, hallway, and stairs. Be sure to check out this beautiful home, which includes a relaxing backyard that is waiting for your special touch.
#WVJF2020762

CHARLES TOWN

80 MOUNTAINEER COURT

3 Beds

1 Baths

1,536 Sq.Ft.

$240,000

MLS#: WVJF2020762

Nestled in the heart of charming Charles Town, , just **two blocks from vibrant Main Street**, 135 Blakeley Place invites you to restore a piece of local history and build instant sweat equity. This classic beauty has been patiently awaiting its next chapter—vacant for a few years, she’s primed for your vision and ready to shine once more.

Step inside to discover original hardwood floors that glow with character, a cozy fireplace flanked by built-in shelving, graceful archways that define elegant flow, and four spacious bedrooms offering room for everyone. The lovely  back porch is perfect for morning coffee or evening relaxation, while the walk-up attic presents exciting potential for expansion—imagine a primary suite, home office, or playroom.

Prime location perks:
Stroll to downtown  shops, cafés, and restaurants in minutes
Easy access to commuter routes for stress-free travel
Quiet, tree-lined street in a welcoming small-town neighborhood

Priced to reflect its restoration opportunity, this home is more than a house—it’s a canvas for your dream lifestyle. Bring your toolkit, your ideas, and your love for classic architecture. **Schedule your private tour today** and fall in love with the possibilities!  Property is being sold "as-is".  More Photos Coming
#WVJF2020502

CHARLES TOWN

135 BLAKELEY PLACE

4 Beds

1 Baths

2,224 Sq.Ft.

$235,000

MLS#: WVJF2020502

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.
#WVJF2005484

CHARLES TOWN

0 OLD COUNTRY CLUB ROAD LOT #3

None Beds

None Baths

1.43 acres

$187,203

MLS#: WVJF2005484

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.
#WVJF2005482

CHARLES TOWN

0 OLD COUNTRY CLUB ROAD LOT #2

None Beds

None Baths

1.33 acres

$174,129

MLS#: WVJF2005482

Your Urban Oasis Awaits!

Discover an exceptional opportunity to build your dream home right in the heart of the city. This spacious lot offers the perfect balance of urban convenience and natural serenity, with approximately 250 feet of frontage along the picturesque Flowing Springs Run.

Wake up to the soothing sounds of a babbling creek and enjoy the privacy of mature trees that create a peaceful, park-like setting — all just minutes from downtown.

Love excitement and entertainment? The nearby racetrack and casino are ideal for a fun night out, while your property remains a quiet retreat at the end of the day.

Adding to its charm, the lot features remnants of a historic barn — a unique touch that connects the property’s rich past to your future vision. Practical utilities are already in place, including a drilled well, public sewer access, and on-site electric service, making your build easier than ever.

Whether you’re envisioning a sleek modern home, a nature-inspired sanctuary, or a perfect blend of both, this property offers a rare chance to create your own personal haven — where city energy meets the calming rhythm of nature.

Come explore this one-of-a-kind setting and see why it’s the ideal foundation for your next chapter.
#WVJF2020330

CHARLES TOWN

306 HARROW PLACE LOT 3

None Beds

None Baths

2.78 acres

$130,000

MLS#: WVJF2020330

Immediate lot available. Buyer will need to do due diligence on building permits and flood zone
#WVJF2019544

CHARLES TOWN

LIBERTY ST

None Beds

None Baths

N/A

$45,000

MLS#: WVJF2019544

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