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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
149
# of Listings
3
Avg # of Bedrooms
$220
Avg. $ / Sq.Ft.
$400,128
Med. List Price

Browse CHARLESTOWN Real Estate Listings

149 Properties Found. Page 7 of 10.

WASHER/DRYER INCLUDED!

Come tour the Lancaster at Norborne Glebe! This home features 3 levels including a powder room on the 1st floor! 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
#WVJF2019910

CHARLES TOWN

469 SEEBACK DRIVE 249 LANCASTER

3 Beds

2 Baths

1,920 Sq.Ft.

$339,670

MLS#: WVJF2019910

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

Chalet-style home on nearly 1 acre of wooded privacy with no HOA, minutes to downtown Charles Town. Main level bedroom and full bath make true one-level living easy. Bright open-concept great room with large windows, wood stove, and LVP flooring. Updated kitchen with quartz counters, stainless steel appliances, and a dining area that flows for everyday meals and entertaining. Main level bedroom, full bath, and laundry make this a versatile floorplan.  Upstairs offers two bedrooms, a full bath, and a bonus room ideal for a home office, studio, or guest space. High speed Comcast Xfinity internet supports reliable work from home and streaming.

Relax on the large front deck and enjoy a backyard with mature trees. Two storage sheds provide great gear storage and workshop space. Quiet, small neighborhood with quick access to shops, restaurants, and commuter routes. Short term rental potential. 

Features: main level bedroom, open concept, updated kitchen, quartz counters, stainless appliances, wood stove, LVP flooring, high speed internet Comcast Xfinity, large deck, backs to trees, two sheds, nearly 1 acre, no HOA.
#WVJF2019150

CHARLES TOWN

59 PADDOCK PLACE

3 Beds

2 Baths

1,075 Sq.Ft.

$335,000

MLS#: WVJF2019150

Back on the market. This brick ranch-style home sits on an unrestricted 1/2 acre lot, providing easy access and a short commute to Loudoun County. The location offers proximity to Charles Town's dining, shopping, and casino amenities while ensuring a peaceful living environment. The large backyard affords great views and connects to open land, enhancing the property's appeal.  Lower level is partially finished with a 1/2 bath.  Measurements are approximate and should be confirmed by buyers.
#WVJF2017974

CHARLES TOWN

1956 CATTAIL RUN ROAD

3 Beds

1 Baths

1,892 Sq.Ft.

$335,000

MLS#: WVJF2017974

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.

$330,000

MLS#: WVJF2020798

The only community within historic Charles Town with resort style amenities!
**Cover Your Closing Cost Up To $15,000, Paid by DRB Homes and Lender Credit for Primary Residence with Use Of approved Lender and Title!**
Brand New Construction Available in Jefferson County’s premier planned community. This 3 Bedroom, 3.5 Bath, spacious foyer, and a double coat closet, upon entering. Open concept oversized kitchen with a large island and it 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.
#WVJF2017404

CHARLES TOWN

HOMESITE 534 ABIGAIL STREET

3 Beds

3 Baths

2,169 Sq.Ft.

$329,990

MLS#: WVJF2017404

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.

$325,000

MLS#: WVJF2020764

Come Fall In Love with this unique spacious Townhouse.   The 3 Bedroom 3 Full Bath and 1-Half Bath may be the perfect fit for you.   It offers Spacious Bedrooms with 3 attached En-Suites perfect for the growing busy household.   The Main level entryway offers  you and your guest A wide Welcoming Spacious Foyer with ceramic tile flooring.   The Laundry Room offers new Washer & Dryer that conveys with Built in Shelf.   Walking up the spacious staircase you will find the Kitchen, dining room, living room and half bath.   The Kitchen is spacious and offers alot of cabinets.    Beautiful Hardwood floors, Stainless Steel Kitchen appliances, recessed lights, center island breakfast bar, nice size walk-in pantry.   There is A spacious  outdoor deck off the kitchen /dining room area perfect for entertaining or just enjoying and soaking up the sun.   The living room offers alot of natural sunlight, a ceiling fan, carpet flooring.   The upper top level offers 2 Primary Spacious Bedrooms with attached Bathrooms one offers a jetted tub.   All Nice Size rooms ready for it's new owners.   Recent improvements  include New Roof October 2025,  Hot Water Tank Replaced in 2018.  Garage Door offers new  torsion springs,  rollers, comes with a 5 year warranty on the torsion roller springs garage door .   New Heat Pump 2019 with 10 year warranty and new electronic damper for Zoned heat in 2025.   This home has been gently lived in and ready for it's new owner to make it yours for the holidays.  The Lower main level entrance area does offer Bedroom with attached built-In Cabinet/dresser and attached en suite.  Perfect for either Bedroom, office or craft room.   The attached spacious 1-Car Garage has room for shelves or a bench and room for your car.  The driveway offers parking for 2 cars and off street parking for guest/visitors .  If your looking for spacious bedrooms that offer alot of natural light  all with their  own attached bathrooms this one is the one.  It's unique layout is a must see.
#WVJF2020160

CHARLES TOWN

78 BALTUSROL DRIVE

3 Beds

3 Baths

2,804 Sq.Ft.

$325,000

MLS#: WVJF2020160

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

IMMEDIATE DELIVERY!!! Welcome to the Adams II, a beautifully designed 3-level townhome offering 1,905 sq. ft. This spacious home features 4 bedrooms, 3.5 baths, and a 1-car garage, making it the perfect blend of comfort and functionality. Inside, you'll find an open-concept layout ideal for entertaining, a modern kitchen with plenty of storage, and a finished lower level with a full bath that's perfect for guests or a home office. Upstairs, the primary suite offers a private retreat complete with an en-suite bath and generous closet space. Located in a vibrant community with multiple play spaces, this home is just minutes from Route 9, Route 340, shopping, dining, and entertainment, providing both convenience and lifestyle. Features may vary, Don't miss the chance to make the Adams II your new home!  Schedule your tour now!!!
#WVJF2020592

CHARLES TOWN

409 ECLIPSE STREET

4 Beds

3 Baths

1,905 Sq.Ft.

$309,990

MLS#: WVJF2020592

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

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

Great duplex in desirable neighborhood of Tuscawilla Hills with new carpet and freshly painted within walking distance to the Handistop.  This home features 3 large bedroom and 1.5 baths. The living room has luxury plank flooring, crown molding and a ceiling fan. There is country kitchen and connecting dining room that walks out to the partial fenced backyard. A large laundry room completes the main floor.  A Must See!!  Call for your showing today.
#WVJF2019372

CHARLES TOWN

28 NEWINGTON COURT N

3 Beds

1 Baths

1,408 Sq.Ft.

$274,900

MLS#: WVJF2019372

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