CHARIS REALTY GROUP
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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
106
# of Listings
3
Avg # of Bedrooms
$264
Avg. $ / Sq.Ft.
$534,244
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

106 Properties Found. Page 3 of 8.

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.

$510,000

MLS#: WVJF2021744

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

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 2 days ago
Impeccably maintained open-concept residence with a newly finished basement in the amenity-rich community of Norborne Glebe! This neighborhood features one of the only community pools in Jefferson County, along with playgrounds, tennis courts, and walking paths. It’s conveniently located off the main Rt.9/340 thoroughfare, providing easy access to local amenities, as well as Virginia and Maryland commuter routes. Special enhancements to this unique, less than 10-year-old property include gorgeous wood floors throughout the main level, 9-foot ceilings with recessed lighting, and an abundance of windows that let in tons of natural light. The focal point of the bright and airy main level is a stunning stone electric fireplace, which adds an element of warmth to the space. Perfect for entertaining, the gourmet kitchen connects seamlessly to the rest of the living space and features tall wood cabinets, granite countertops, a built-in pantry, island with seating, and a double oven. The upper level offers three bedrooms with walk-in closets and two full bathrooms, including a well-sized owner’s suite with a tray ceiling and luxurious tile shower in the ensuite bath. The fully finished lower level, which has LVP flooring and extra storage, provides additional living space with a recreation area, fourth bedroom, and another full bathroom -- ideal for guests or multigenerational living. Thoughtfully designed with comfort and upgrades for today’s lifestyle, this beautiful home in a desirable community is ready for you!
#WVJF2022402

CHARLES TOWN

224 COURIER DRIVE

4 Beds

3 Baths

3,143 Sq.Ft.

$495,000

MLS#: WVJF2022402

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

Welcome to 296 Kimberwicke Drive N, a stunning Colonial gem nestled in the serene enclave of Charlestown, WV. This exquisite property, boasting 4 spacious bedrooms and 3.5 elegant bathrooms, is a harmonious blend of classic charm and modern sophistication. As you approach the home, the quiet neighborhood whispers a tranquil welcome, with mature trees standing as sentinels of peace and privacy. The stately home, graced with traditional Colonial lines, invites you into a world where every detail is crafted for comfort and style. Step inside to discover the rich warmth of hardwood floors that flow seamlessly throughout the open floor plan. The natural light cascades through generous windows, dancing across the surfaces and highlighting the intricate details of your new home. The heart of the home, the kitchen, is a culinary dream with lustrous granite countertops that complement the sleek cabinetry. Here, both the seasoned chef and the casual cook will delight in the spacious layout, perfect for crafting delectable meals and creating memories with loved ones. The inviting living area, anchored by a cozy gas fireplace, is the perfect retreat for chilly evenings. Imagine curling up with a good book or gathering with friends and family, the gentle flames casting a warm glow on faces filled with laughter. Step through the doors to the screened-in porch, a haven where you can savor your morning coffee or dine al fresco, enveloped by the soft symphony of nature and the gentle rustle of leaves in the fenced-in backyard. Retire to the master suite, a sanctuary of rest and rejuvenation, complete with a spa-like bathroom where the stresses of the day melt away in the embrace of luxurious fixtures and finishes. The additional bedrooms offer ample space for family, guests, or a home office, each room a blank canvas for your personal touch. The convenience of a 2-car garage adds to the seamless experience of this home, ensuring that comfort and functionality are at the forefront of your living experience. At 296 Kimberwicke Drive N, you're not just finding a house; you're discovering a home where every moment is a brushstroke on the canvas of your life. This is where your story unfolds, surrounded by the elegance of Colonial architecture and the embrace of a community that is waiting to welcome you.
#WVJF2019710

CHARLES TOWN

296 KIMBERWICKE DRIVE N

4 Beds

3 Baths

4,084 Sq.Ft.

$489,000

MLS#: WVJF2019710

New on site 2 days ago
Beautifully maintained home on a corner lot of over one acre with stunning mountain views. A welcoming front porch with a porch swing sets the tone for relaxed living. Inside, you’ll find gleaming hardwood floors, fresh paint, new carpet, and thoughtfully remodeled kitchen and baths. The light-filled kitchen features solid surface counters, under-cabinet lighting, and direct access to the spacious deck, perfect for enjoying the views. (Kitchen island conveys.) The adjoining family room offers a cozy gas fireplace, while the flexible layout provides both open gathering spaces and private retreats. Upstairs includes three generously sized bedrooms. The primary suite features a fully renovated ensuite bath and two walk-in closets. Two additional bedrooms share an updated hall bath, and a dedicated laundry room completes the upper level. The finished basement adds versatile living space with a wood-burning fireplace, ideal for a den, home office, gym, or playroom. An oversized two-car garage, storage shed with power, and abundant closet space provide excellent storage options. Tucked within a quiet neighborhood with convenient access to Route 340, and just minutes from shopping, dining, and entertainment.
#WVJF2021816

CHARLES TOWN

222 HEATH DRIVE

3 Beds

2 Baths

2,586 Sq.Ft.

$484,900

MLS#: WVJF2021816

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

New on site 4 days ago
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

New on site 1 day ago
Welcome to 4708 Summit Point Road. Set on 4.65 acres of unrestricted land, this brick Cape Cod split-foyer home offers 4 bedrooms and 2 full baths, with open, usable acreage well suited for horses, gardening, and small animals. Inside, the home opens to a bright and inviting family room with wood floors and a wood-burning stove that creates a warm focal point for the space. Just above, the dining room overlooks the family room below, with wood flooring continuing through both levels and creating a natural connection between the living areas. The kitchen, remodeled in 2021, features wide-plank tile flooring, neutral cabinetry, quartz countertops, and stainless steel appliances. A breakfast nook with table space and a bay window overlooks the backyard, creating a comfortable spot for morning coffee or casual meals. Just off the kitchen, a second family room provides additional gathering space, adding flexibility for everyday living and entertaining. The primary bedroom includes its own private en-suite bath, while three additional bedrooms are served by a full hall bath, offering comfortable accommodations for family members or guests. Outdoor living is where the property truly begins to unfold. A new Trex deck just off the dining room extends the living space outdoors, creating an inviting place for grilling, relaxing, or taking in the surrounding landscape. Beyond the deck, the 4.65 acres of unrestricted land provide open, usable space well suited for horses, gardening, and small animals. A beautifully maintained garden area with raised beds is ready for seasonal planting, while a storage shed and dedicated woodshed provide practical space for tools and firewood. The home includes an HVAC system replaced in 2018 and a roof installed in 2016. 4708 Summit Point Road offers the rare opportunity to enjoy comfortable living paired with unrestricted land — a place where home, garden, and open space come together in a setting that invites you to slow down and make the most of the land around you.
#WVJF2021786

CHARLES TOWN

4708 SUMMIT POINT ROAD

4 Beds

2 Baths

2,400 Sq.Ft.

$474,900

MLS#: WVJF2021786

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

New on site 1 day ago
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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