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
130
# of Listings
3
Avg # of Bedrooms
$219
Avg. $ / Sq.Ft.
$406,761
Med. List Price

Browse CHARLESTOWN Real Estate Listings

130 Properties Found. Page 7 of 9.

None
#WVJF2020146

CHARLES TOWN

420 W WASHINGTON STREET

3 Beds

2 Baths

1,334 Sq.Ft.

$279,900

MLS#: WVJF2020146

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.

$275,000

MLS#: WVJF2020502

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

Spacious 4-bedroom, 1.5-bath home offering numerous major updates. Enjoy peace of mind with a newer roof (2021) and updated electrical system (2024). The main level shines with recently installed hardwood flooring in the living and dining areas. Outdoor living is a breeze on the large, low-maintenance Trex® deck (2022). The property boasts an expanded driveway and a finished lower level perfect for a recreation room or guest suite.
#WVJF2020926

CHARLES TOWN

109 PORTER WAY

3 Beds

1 Baths

2,129 Sq.Ft.

$250,000

MLS#: WVJF2020926

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

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

This large 4 bedroom 2.5 bathroom colonial is located in Locust Hill subdivision. It features an open kitchen with island, separate dining room, and breakfast nook/sunroom. Family room and living room offer additional entertainment space with access to a beautiful back deck. Primary bedroom comes with a walk-in closet, vault ceilings, and a private bath with soaking tub. Washer and dryer are located on the first floor. Unfinished basement for plenty of storage space, as well as a 2 car garage.

Pets are ok on case by case basis.

Additional monthly costs include Renter's insurance (price based on plan selection) and Second Nature Air Filter Subscription program ($15.00/ month).

EHO.
#WVJF2020422

CHARLES TOWN

131 CYPRESS POINT DRIVE

4 Beds

2 Baths

2,564 Sq.Ft.

$2,795

MLS#: WVJF2020422

New construction home, completed in 2025 on over 3.77 unrestricted acres,  and featuring four spacious bedrooms and three full bathrooms.   With NO HOA, and plenty of parking in the driveway.  The upstairs bedrooms have access to the upper porch.  A Must see Beautiful home!  No Smoking, Pets on a case by case basis with deposit if approved.
#WVJF2020944

CHARLES TOWN

15990 CHARLES TOWN ROAD

4 Beds

3 Baths

2,644 Sq.Ft.

$2,695

MLS#: WVJF2020944

Beautiful Home in Magnolia Springs Community
Welcome to this lovely 4 bedroom, 2.5 bathroom single family home located in the charming Magnolia Springs community.
This house is practically brand new, built in 2023, with a convenient 2 car garage. The homeowner takes care of the HOA fees, while tenants are responsible for utilities.
Pets are welcome in this pet-friendly home!
Rent is $2500 per month, with a $2500 deposit and an additional $500 pet deposit. 
Book your tour today
Income 2.5x
#WVJF2021094

CHARLES TOWN

367 CENTERGATE DRIVE

4 Beds

2 Baths

1,968 Sq.Ft.

$2,500

MLS#: WVJF2021094

This three bedroom Colonial offers a bright, open layout with an updated kitchen featuring modern lighting, an oversized island with granite breakfast bar and  Luxury Vinyl Plank (LVP) floors throughout. The inviting family room includes a cozy gas fireplace and ceiling fan, while the formal living and dining rooms provide excellent space for entertaining or a home office. A two-story foyer adds an open spacious feel to the entry. Upstairs, the spacious primary suite boasts two closets, a double vanity, a tiled shower, and a large soaking tub. The home also includes a detached two-car garage, and a fenced backyard with a large concrete patio. There is plenty of parking, in the back and front of the home. The unfinished basement offers abundant storage. Ideally located just off US-340 this home is perfect for commuters and families alike.
#WVJF2020512

CHARLES TOWN

198 UNION RIDGE DRIVE

3 Beds

2 Baths

1,920 Sq.Ft.

$2,500

MLS#: WVJF2020512

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