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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
$275
Avg. $ / Sq.Ft.
$534,684
Med. List Price

Browse CHARLESTOWN Real Estate Listings

68 Properties Found. Page 1 of 5.

The only community within historic Charles Town with resort style amenities!
**UP TO $10,000 CLOSING COST ASSISTANCE AVAILABLE ON SELECT HOMES, FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** 
ATTACHED 2 CAR GARAGE INCLUDED!!! Live the Huntfield lifestyle in Charles Town's largest planned community ideally situated along the rolling hills of the Blue Ridge Mountains! Welcome to the Castlerock II, a sophisticated home that exudes grandeur and elegance! Entering the home, you will be greeted by a spacious foyer that leads into the living room, formal dining room, study, family room, and powder room. With no details spared, the family room seamlessly flows into an open-plan kitchen, featuring a stylish island and cozy breakfast area. To enhance the ambiance, opt for a fireplace in the dramatic 2-story family room! As you ascend to the second floor, you will discover the primary suite, a true oasis featuring an enormous walk-in closet, a dual vanity, a soaking tub, and a seated shower. Continue to explore additional bedrooms, each complete with their own walk-in closet, and a full bath and a laundry room on the second level. Enjoy the convenience of an expansive 2-car garage, providing ample space to park your vehicles and protect them from the elements. Tailor the Castlerock to fit your unique needs by adding a fifth bedroom, sitting room or a finished basement! To truly make the home your own, consider a 4-ft rear extension. *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.
#WVJF2021046

CHARLES TOWN

TBB MARQUEE FARM ROAD CASTLEROCK II

4 Beds

2 Baths

2,775 Sq.Ft.

$499,990

MLS#: WVJF2021046

**Professional Photos Coming** Discover the perfect blend of comfort and elegance in this stunning Colonial-style home nestled in the desirable Huntfield community. A home with a thoughtfully designed living space, ideal for both relaxation and entertaining. Step inside to find a warm and inviting interior featuring rich hardwood floors and plush carpeting that create a cozy atmosphere throughout, bay windows that add character and brightness to the formal living and dining rooms and a private office with custom built-ins for the work from home professional. The heart of the home is the spacious kitchen, complete with island and an eat-in area with ample table space. The wall oven and cook top are perfect for aspiring chefs. The adjoining family room, with its gas fireplace invites you to unwind in style. Retreat to the luxurious primary suite with tray ceiling, walk-in closets and a spa-like bathroom featuring a soaking tub and a walk-in shower—perfect for pampering yourself after a long day. With a total of four generously sized bedrooms and two and a half bathrooms, there’s plenty of space for everyone to enjoy their own sanctuary. The full, heated basement offers endless possibilities, whether you envision a home gym, playroom, or additional storage. With rough-in plumbing for a future bathroom, this space can easily be tailored to your needs. Outside, the property shines with its extensive hardscape and charming bump-outs, creating an inviting outdoor space for gatherings or quiet evenings under the stars. The rear yard is perfect for outdoor activities, while the sidewalks throughout the community encourage leisurely strolls and friendly encounters with neighbors. Located in a suburban setting, this home is part of a vibrant community that includes amenities such as tot lots, playgrounds, and jogging/walking paths. The association takes care of common area maintenance, road upkeep, snow removal, and trash services, allowing you to enjoy a low-maintenance lifestyle. Parking is a breeze with a detached garage that accommodates two vehicles, along with additional on-street parking options. This exceptional property is not just a house; it’s a place to create lasting memories. Don’t miss your chance to make it your own!
#WVJF2021824

CHARLES TOWN

51 BATTLEFIELD DRIVE

4 Beds

2 Baths

3,585 Sq.Ft.

$499,900

MLS#: WVJF2021824

Prime Commercial Pad Sites located at Windmill Crossing in Charles Town WV with Route 340 visibility. Three lots are listed individually which are all adjoined.  This lot is 0.91 acres but we can comprise a total of over 2.5 acres with all 3 pads that are listed. Join other commercial enterprises in this area including Sheetz, Tractor Supply, Aldi, WVU Urgent Care, My Eye Doctor, Mountainview Professional Offices, Charles Town Family Dental etc.  Currently there are several hundred homes under construction and future home sites to be built in the thousands all less than three miles from this site.
#WVJF2019896

CHARLES TOWN

Lot 3 SOMERSET BOULEVARD

None Beds

None Baths

0.91 acres

$499,900

MLS#: WVJF2019896

Prime Commercial Pad Sites located at Windmill Crossing in Charles Town WV with Route 340 visibility. Three lots are listed individually which are all adjoined.  This lot is 0.91 acres but we can comprise a total of over 2.5 acres with all 3 pads that are listed. Join other commercial enterprises in this area including Sheetz, Tractor Supply, Aldi, WVU Urgent Care, My Eye Doctor, Mountainview Professional Offices, Charles Town Family Dental etc.  Currently there are several hundred homes under construction and future home sites to be built in the thousands all less than three miles from this site.
#WVJF2019894

CHARLES TOWN

LOT 2 SOMERSET BOULEVARD

None Beds

None Baths

0.91 acres

$499,900

MLS#: WVJF2019894

New on site today
Discover the perfect blend of countryside charm and convenience with this exceptional 14.87 acre property in desirable Jefferson County, just minutes from historic Harpers Ferry and downtown Charles Town. This unrestricted parcel offers endless possibilities, whether you’re looking to establish a small farm, create a private retreat, or explore subdivision potential.
The topography features gently rolling pastures thoughtfully divided into multiple fenced areas, making it ideal for managing livestock or horses. Equestrian enthusiasts will appreciate the impressive barn with its durable metal roof, complete with six horse stalls and a spacious loft for additional storage. Three run-in sheds are already in place and four paddocks, providing even more functionality for animals.
A stream winds through the rear of the property, adding to the peaceful, picturesque setting. Mature, majestic trees are scattered throughout, enhancing the natural beauty.
With ample road frontage, subdividing is straightforward, adding to the investment appeal of this versatile property. Whether you envision a working farm, a homestead, or future development, the lack of restrictions gives you the freedom to bring your vision to life.
Enjoy the serenity of the country while still being close to local amenities, dining, and commuter routes. Properties like this are increasingly rare in Jefferson County, so don’t miss your opportunity to own a truly special piece of property in an ideal location.
#WVJF2022736

CHARLES TOWN

0 KEYES FERRY ROAD

None Beds

None Baths

14.87 acres

$499,000

MLS#: WVJF2022736

New on site today
Discover the perfect blend of countryside charm and convenience with this exceptional 14.87 acre property in desirable Jefferson County, just minutes from historic Harpers Ferry and downtown Charles Town. This unrestricted parcel offers endless possibilities, whether you’re looking to establish a small farm, create a private retreat, or explore subdivision potential.

The topography features gently rolling pastures thoughtfully divided into multiple fenced areas, making it ideal for managing livestock or horses. Equestrian enthusiasts will appreciate the impressive barn with its durable metal roof, complete with six horse stalls and a spacious loft for additional storage. Three run-in sheds are already in place and four paddocks, providing even more functionality for animals.

A stream winds through the rear of the property, adding to the peaceful, picturesque setting. Mature, majestic trees are scattered throughout, enhancing the natural beauty.

With ample road frontage, subdividing is straightforward, adding to the investment appeal of this versatile property. Whether you envision a working farm, a homestead, or future development, the lack of restrictions gives you the freedom to bring your vision to life.

Enjoy the serenity of the country while still being close to local amenities, dining, and commuter routes. Properties like this are increasingly rare in Jefferson County, so don’t miss your opportunity to own a truly special piece of property in an ideal location.
#WVJF2022810

CHARLES TOWN

0 KEYES FERRY ROAD

None Beds

None Baths

N/A

$499,000

MLS#: WVJF2022810

Come to Charles Town, WV and enjoy gorgeous sunsets and scenic views from this roomy 4 bedroom 2.5 bath Colonial sitting on over 2-acres. Conveniently located, only minutes to The Shenandoah River, Charles Town WV,  Harpers Ferry WV and the Leesburg VA area. Two fireplaces, one in the living room and one in the den offer a cozy atmosphere while relaxing or working from home. Well laid out kitchen with stainless steel appliances and gas cooking flanked by a large breakfast room and a separate formal dining room.  Upstairs there are four generously sized bedrooms. The primary bedroom has a large walk-in closet and full attached bathroom with a tub and separate shower. There's even an intimate little reading area tucked away upstairs. Outdoors it gets better! There are approximately 15 fruit and nut trees of varying species on the property and 100's of perennials in the fenced garden area and around the deck offering beautiful blooms throughout the growing season. Brand new HVAC in 2025! Newer roof and siding. This is a great home in an excellent area. Make an appointment for your private showing today before it's too late!
#WVJF2021744

CHARLES TOWN

30 GREEN VALLEY DRIVE

4 Beds

2 Baths

2,688 Sq.Ft.

$495,000

MLS#: WVJF2021744

New on site today
Welcome to a home that blends modern comfort with everyday convenience—better than new and ready for you to move right in. Located in the desirable Magnolia Springs community, this stunning 5-bedroom, 3.5-bath residence offers over 3,000 square feet of beautifully finished living space across three spacious levels.
Built just 17 months ago, this turnkey property eliminates the wait for new construction while delivering all the upgrades you want. Step inside to a bright, open main level featuring 9-foot ceilings, upgraded LVP flooring throughout, and a versatile dining or sitting room. The heart of the home is the country kitchen, complete with granite countertops, a large island, stainless steel appliances, recessed lighting, and a cozy breakfast area that flows seamlessly into the great room.  Upstairs, the primary suite offers a peaceful retreat with a walk-in closet, dual vanity, and a spa-like shower. Three additional bedrooms, a full bath, and a thoughtfully designed laundry room with upgraded washer and dryer, plus extra storage complete the upper level.  The finished lower level adds incredible flexibility with a private ensuite bedroom, full bath featuring a heated bidet, and a recreation or exercise space with walk-out access to the backyard. Enjoy outdoor living with a 16x20 Trex deck and privacy PVC fencing on a .18-acre lot.  Additional highlights include a two-car garage with dual EV charging stations and a covered front porch. With easy access to I-81, I-70, and I-270, and close proximity to Maryland, Pennsylvania, and Virginia, this location truly delivers.  Schedule your private tour today and experience it for yourself!
#WVJF2022696

CHARLES TOWN

156 CENTERGATE DRIVE

5 Beds

3 Baths

3,099 Sq.Ft.

$495,000

MLS#: WVJF2022696

ESTIMATED DELIVERY: JUNE 2026! Gourmet kitchen and fireplace included in the price!!

Welcome to the Plymouth floorplan at Norborne Glebe! This new two-story home showcases an appealing contemporary design, with a first-floor open-plan layout connecting the Great Room, breakfast room and multi-functional gourmet kitchen. The kitchen is suited with Valle Nevado granite countertops and Barnett Duraform cabinets in Harbor. A formal living room off the foyer is ideal for quiet gatherings and lively parties. A beautiful fireplace in the Great Room is perfect for cozy evenings. EVP flooring replaces carpet throughout the first floor. Upstairs, four restful bedrooms include a lavish owner’s suite. 

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
#WVJF2020782

CHARLES TOWN

Lot 0070 BARKSDALE DRIVE PLYMOUTH

4 Beds

2 Baths

2,229 Sq.Ft.

$491,890

MLS#: WVJF2020782

ESTIMATED DELIVERY MAY 2026!

This new single-story home design combines comfort and convenience. It features an open-plan layout connecting the Great Room with the 4' room extension, multi-functional kitchen and breakfast room.  The stunning kitchen is finished with White Ornamental granite countertops and Barnett Duraform cabinets in Harbor. A formal dining room off the foyer is ideal for meals of every occasion, while a secluded home office is perfect for remote work assignments. The secondary bedroom and luxe owner’s suite are situated on opposite corners of the home for added privacy.

Prices, dimensions and features may vary and are subject to change. Photos are for illustrative purposes only.

Welcome to Norborne Glebe, a master-planned community with single-family homes and townhomes in Charles Town, WV! Future amenities will include a swimming pool with bathhouse, green space, and a tot lot. The community's prime location offers quick access to shopping, dining, recreation, Shenandoah Valley landscapes and historic sites. The Duffields MARC station is only eight miles away, putting business hubs in nearby metro areas within easy reach.

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
#WVJF2019908

CHARLES TOWN

Lot 69 BARKSDALE DRIVE LEXINGTON FLOORPLAN

3 Beds

2 Baths

1,810 Sq.Ft.

$480,920

MLS#: WVJF2019908

Classic home on one of the most sought after streets on the South Side of Charles Town just a couple blocks from city park and the newly renovated city pool!  Park features tennis courts, basketball courts, walking paths, and plenty of open space.  This wonderful home has been well maintained and still has a lot of classic charm and character.  Authentic Hardwood flooring throughout with inviting foyer, upgraded kitchen, large walk in pantry, large family room, primary bedroom or additional family room space with full bath on main level.  Upstairs features three nice sized bedrooms and full bath, one bedroom with walkout door to an unfinished rooftop deck.  The basement has the ability to be finished, but is now a workshop with multiple areas.  There is a half bath down there along with walk up to rear yard.  Rear yard features a large deck and nice sized back yard leading to the rear alley parking areas.  This home is a gem and ready for new owners to finish the last details to create a strong sweat equity position in town.
#WVJF2022490

CHARLES TOWN

418 S MILDRED STREET

4 Beds

2 Baths

2,166 Sq.Ft.

$479,900

MLS#: WVJF2022490

The only community within historic Charles Town with resort style amenities!
**UP TO $10,000 CLOSING COST ASSISTANCE AVAILABLE ON SELECT HOMES, FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** ATTACHED 2 CAR GARAGE INCLUDED!!! Live the Huntfield lifestyle in Charles Town's largest planned community ideally situated along the rolling hills of the Blue Ridge Mountains! Welcome to the Oakdale II, a stunning home designed just for you! Upon entering through the attached 2-car garage, you will step into a mudroom with an optional drop zone for your convenience. From there, the foyer flows into a gorgeous open-concept kitchen, featuring an inviting island and breakfast area. The Oakdale's spacious family room provides ample space for guests and family to gather. For added warmth and coziness, consider the morning room and fireplace options! As you venture upstairs to the second level, you will find a luxurious primary suite complete with two walk-in closets, an elegant dual vanity, a relaxing soaking tub, and a walk-in shower. There are three additional bedrooms on the second level, as well as a full bathroom and laundry area. For those in need of a little extra space, consider our finished lower level option or expand the home's footprint with a 2-ft rear extension; this flexibility allows you to customize the Oakdale, providing you with the ideal space to call home. *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.
#WVJF2021054

CHARLES TOWN

TBB MARQUEE FARM ROAD OAKDALE II

4 Beds

2 Baths

2,563 Sq.Ft.

$474,990

MLS#: WVJF2021054

You don't want to miss this to be built charming Plymouth floorplan! This new two-story home showcases an appealing contemporary design, with a first-floor open-plan layout connecting the Great Room, breakfast room and multi-functional kitchen. The stunning kitchen is finished with Valle Nevada granite countertops and Barnett Duraform Linen cabinets.  A formal living room off the foyer is ideal for quiet gatherings and lively parties. Upstairs, four restful bedrooms include a lavish owner’s suite. 
Prices and features may vary and are subject to change. Photos are for illustrative purposes only.


Welcome to Norborne Glebe, a master-planned community with single-family homes and townhomes in Charles Town, WV! Future amenities will include a swimming pool with bathhouse, green space, and a tot lot. The community's prime location offers quick access to shopping, dining, recreation, Shenandoah Valley landscapes and historic sites. The Duffields MARC station is only eight miles away, putting business hubs in nearby metro areas within easy reach.

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
#WVJF2019906

CHARLES TOWN

955 BARKSDALE DRIVE LOT 59

4 Beds

2 Baths

2,229 Sq.Ft.

$474,690

MLS#: WVJF2019906

The only community within historic Charles Town with resort style amenities!
**UP TO $10,000 CLOSING COST ASSISTANCE AVAILABLE ON SELECT HOMES, FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!**
ATTACHED 2 CAR GARAGE INCLUDED!!! Live the Huntfield lifestyle in Charles Town's largest planned community ideally situated along the rolling hills of the Blue Ridge Mountains! Welcome to the Bridgeport II, a place where style meets functionality! Crossing the threshold, you'll find an open concept layout that includes a bright gathering room with an optional fireplace, a spacious kitchen with a large island and walk-in pantry, a mudroom, a powder room, and a flex room or main level bedroom. Moving upstairs, you'll discover a private primary suite that comes with a sizable walk-in closet and luxurious bathroom featuring a dual sink vanity, a large tub, and a walk-in shower. Beyond the primary suite, you will find additional bedrooms, a hall bathroom, and a laundry room on the second level. Need additional storage space? Consider a finished basement or recreation room; the options are endless with this flexible and versatile floor plan! *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.
#WVJF2021044

CHARLES TOWN

TBB MARQUEE FARM ROAD BRIDGEPORT II

4 Beds

2 Baths

2,306 Sq.Ft.

$464,990

MLS#: WVJF2021044

Situated in an extremely convenient location about a mile from Rt. 340 and minutes from local amenities, this generously-sized 5-bedroom home in the desirable Breckenridge community has much to offer. In addition to a remodeled eat-in kitchen with stainless steel appliances and granite counters, the home also features LVP flooring, a newer HVAC system, updated roof and windows, and extra attic insulation for energy efficiency. Upstairs are 3 bedrooms, including a spacious owner's suite with walk-in closet and soaking tub in the attached bathroom. The lower level has 2 more bedrooms, one of which connects to another full bath, plus an oversized rec room with French doors, and an entry door to the backyard. The yard is fully fenced with established sugar maple trees, which afford lots of shade and privacy. If you're looking for a great community with quick access to commuter routes, the MARC train, the local rec center, Harpers Ferry attractions, shops, restaurants, and more, look no further than this well-maintained and functional Jefferson County residence!
#WVJF2019386

CHARLES TOWN

182 POSTING WAY

5 Beds

3 Baths

2,932 Sq.Ft.

$460,000

MLS#: WVJF2019386

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