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.

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
99
# of Listings
3
Avg # of Bedrooms
$274
Avg. $ / Sq.Ft.
$526,645
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

99 Properties Found. Page 2 of 7.

New on site 4 days ago
Only 4 Middletons remaining in the Beallair community! This beautiful floor plan boasts 3 floors of living space, The Middleton offers a first floor owner's suite, a spacious gourmet kitchen with a gorgeous coffee bar area, and plenty of storage and closet space. The lower level includes a very large finished rec room. The upper level has 2 large bedrooms, each with its own walk-in closet, a loft and magnificent sky terrace, with additional adjacent storage space off of the sky terrace.
#WVJF2021632

CHARLES TOWN

114 CLAYMONT HILL STREET

3 Beds

2 Baths

2,857 Sq.Ft.

$650,763

MLS#: WVJF2021632

Just Listed!! Meticulously maintained 2017 Modern Contemporary 4 bed 3 bath 2-car side-load garage rancher offers an open floor plan in country location with a non-active HOA on over 3 acres! Over 2000 finished square feet featuring a fully equipped kitchen outfitted with granite countertops, an enormous center island with pendent lights, stainless steel appliances, double oven stove/range, subway tile backsplash, soft-close cabinet drawers, overlooking living/dining room combination w/ vaulted ceilings, ceiling fan, and pellet fireplace with stone backsplash. Off the dining room is access to the covered rear porch overlooking the backyard. This desirable split bedroom floorplan with the primary bedroom suite offering a tray ceiling, ceiling fan and walk-in closet overlooking the backyard. The owners bath comes complete with a garden tub, walk-in shower, tile floor, and dual sinks. A Junior suite w/ full bathroom is located above the garage, and two additional bedrooms w/ another full bathroom makes for the perfect layout. The common area is outfitted with durable LVP flooring. This home also comes complete with a full unfinished walk-out basement with rough-in for future bathroom.  Outside the basement doors sits a nice concrete slab that is prepared and ready for a hot tub. Less than 10 minutes from VA state line and downtown Charles Town, West Virginia. This is a must see to appreciate! Professional pictures coming soon.
#WVJF2021172

CHARLES TOWN

51 BREEZE KNOLL WAY

4 Beds

3 Baths

2,172 Sq.Ft.

$645,000

MLS#: WVJF2021172

Stunning New home 2024 single-family home offering exceptional modern living across three fully finished levels. This spacious property features five bedrooms, walk-in closets, four full bathrooms, and one half bath, providing comfort and convenience for the entire family. Reset lights and ceiling fans. The beautifully designed eat-in kitchen features stainless steel appliances and ample cabinetry. Enjoy an open, inviting main-level family room, a separate dining room, and generous living spaces throughout. The home also offers a beautifully designed open-concept, fully finished basement with one Bedroom and one full bathroom, a nice-sized family room/living room, and a bonus space. A brand new deck perfect for entertaining, a two-car garage with cabinets, new paint, and a private driveway. With premium finishes and plenty of space, this is truly a beautiful home- move-in ready and built to impress. Must see!
#WVJF2020522

CHARLES TOWN

889 BARKSDALE DRIVE

5 Beds

4 Baths

4,448 Sq.Ft.

$635,000

MLS#: WVJF2020522

Lot A offers exceptional visibility and access at the southeast ramp of George Street and US Route 340, strategically located within the thriving Norborne Glebe community. Perfect for retail, office, or hospitality, this lot benefits from proximity to major highways, growing residential developments, and Jefferson County’s economic expansion. Zoned for commercial use and equipped with infrastructure access, making development straightforward and cost-effective. Located within the Norborne Glebe residential project and adjacent to key highways like US Route 340, Lot is ideally positioned to capitalize on the growth trends and development priorities outlined in Jefferson County's 2035 and 2045 Comprehensive Plans. The county's focus on creating urbanized hubs, mixed-use areas, and high-density residential zones makes these lots prime for impactful commercial use. Few of the New Residential Housing Development projects around this location: Norborne Gleebe King's Crossing Huntfield Shennandoah Springs President's Pointe Huntwell West Magnolia Springs Red Clover Ryan homes are coming in the area as well in the future. Jefferson County's Comprehensive Growth Plans( In the document) *****Please note this is GC zoned lot, Seller has the updated record. *******
#WVJF2015126

CHARLES TOWN

S GEORGE STREET

None Beds

None Baths

1.62 acres

$615,250

MLS#: WVJF2015126

The only community within historic Charles Town with resort style amenities! *UP TO $25,000 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! This beautifully finished Move-In Ready home features 5 bedrooms, a finished basement including a bedroom and a full bath, a 4 ft. extension, a Morning Room, a 14x10 deck, and many other upgrades! Crossing the threshold, you'll find an open concept layout that includes a bright gathering room with a spacious kitchen with a large island and walk-in pantry, a mudroom, a powder room, and a flex room on the main level. 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. Don't miss out on this rare opportunity for a brand new home without the wait!!
#WVJF2018936

CHARLES TOWN

812 LORD FAIRFAX STREET

5 Beds

3 Baths

3,596 Sq.Ft.

$599,990

MLS#: WVJF2018936

MOTIVATED SELLER - TOUR AND BRING AN OFFER - ONE LEVEL LIVING WITH MOUNTAIN VIEWS ***Welcome to your dreamy 5-acre farmette, a charming oasis nestled amidst stunning landscapes. This picturesque property features a spacious garage, a versatile shed, and a run-in shed, ideal for housing your horses or other beloved livestock. Dive into summer fun with an inviting in-ground pool and a quaint pool house, perfect for entertaining guests or simply unwinding. Inside, this cozy 3-bedroom, 2-bathroom rancher boasts a fully finished walk-out basement with two additional rooms, offering ample space for guests or hobbies. The spacious family room , new eat-in kitchen with access to covered, screened porch, sunroom offers a tranquil space to relax and soak in the beauty of your surroundings, plus main-level laundry add practical touches to this enchanting home. Discover the perfect blend of comfort and charm—your dream home awaits. Low taxes, high speed internet. no hoa! New roof, hvac, well pump and more ! Exceptional location with multiple routes to and from the property with close proximity to northern Virginia and Maryland. Enjoy the serenity of countryside living with the convenience of nearby local amenities.
#WVJF2017614

CHARLES TOWN

85 KEALA COURT

3 Beds

2 Baths

2,646 Sq.Ft.

$599,000

MLS#: WVJF2017614

Our brand new Middleton offers all the features of our modern farmhouse designs, but at an affordable price. Starting in the upper-400’s, with 2140 square feet on 2 levels, the Middleton includes a 1st floor owner’s suite, with 2-3 additional bedrooms on the upper level, as well as a 2-car rear, attached garage, and a gorgeous INCLUDED sky roof terrace on the upper level. Please note that the Middleton priced at $499,900 is built on slab. We are offering only a limited number of these, so reserve yours today and you can be in your new Beallair home within the next 8-9 months!
#WVJF2002530

CHARLES TOWN

73 CLAYMONT HILL STREET

3 Beds

2 Baths

2,142 Sq.Ft.

$584,900

MLS#: WVJF2002530

Welcome to 504 S Church Street — a home where charm and thoughtful updates meet in a rare opportunity. Ideally located near downtown Charles Town, this well-maintained 4-bedroom, 3.5-bathroom residence offers the perfect blend of flexibility and comfort for a variety of living arrangements. Inside, you'll find hardwood floors, solid wood doors, cedar closets, and warm, inviting living spaces. The main level includes a formal dining room, a spacious family room with an electric fireplace insert that provides heat, and access to an upgraded screened-in porch—ideal for relaxing or entertaining. The kitchen features table space for casual dining, and a main level bedroom with a full bath offers convenience for guests or multigenerational living. Upstairs, there are three large bedrooms, each with ceiling fans, and a full bathroom. The finished basement includes a second family room with fireplace, a separate living area with a full kitchen including new appliances, a full bathroom, and an efficiency setup—well-suited for extended family, guests, or income-generating potential. From 2022 to 2025, the home underwent comprehensive updates including electrical wiring and panels, plumbing, bathroom renovations, lighting, switches, outlets, kitchen improvements, a rebuilt basement staircase, a sump pump, smart features like a Nest thermostat and smart locks. Other improvements include a newer roof & siding, and updated shed. Whether you're looking for a beautiful full-time residence or a turnkey business opportunity, this home delivers. With separate entrances and full amenities on both levels, it’s perfectly set up to operate as two distinct short-term rental units, rent the upper level and basement independently, or live in one and rent the other. Set on a thoughtfully designed lot with gorgeous landscaping, new patios, porches and walkways, the outdoor space is as inviting as the interior. Located in the heart of Charles Town, stroll down the road to the Hollywood Casino, restaurant's, shopping, farmers market, entertainment, historic sites. Just a short drive, enjoy Harpers Ferry Historic National Park, biking, hiking, water sports, ghost tours, wineries, breweries. Just a 30-minute drive to Frederick MD, Leesburg VA, Winchester VA. 1 hour to Washington DC, Baltimore MD and Gettysburg PA. Schedule your private tour today!
#WVJF2016982

CHARLES TOWN

504 S CHURCH STREET

4 Beds

3 Baths

3,606 Sq.Ft.

$569,000

MLS#: WVJF2016982

This single-owner colonial is located in the highly desirable Locust Hill Golf Community and sits on a .47 premium lot, backing to trees with exceptional outdoor space. Set on nearly half an acre, this 4-bedroom, 2.5 bath home delivers the space, privacy, and layout buyers are actively searching for. The main level features a classic, functional floor plan with formal living and dining rooms that make hosting easy, along with a spacious family room designed for everyday living. The kitchen blends style and practicality with stainless steel appliances, Corian countertops, a large center island, a pantry, and a sun filled breakfast room that brings in abundant natural light. Hardwood floors run through the kitchen, family room, breakfast area, and half bath, creating warmth and continuity throughout the main living spaces. Upstairs, the primary suite includes a very large walk-in closet and a private ensuite bath. With three additional bedrooms, and a hall bath with dual vanities, the layout supports daily routines while remaining flexible for long-term living. The laundry room is conveniently located on the main level, off the attached 2 car garage. Outside, the large, fenced yard provides room to relax, play, or entertain, complete with a deck and storage shed. The expansive lot adds a sense of privacy while still being part of an established, sought-after community.
#WVJF2020896

CHARLES TOWN

41 PINEHURST COURT

4 Beds

2 Baths

2,967 Sq.Ft.

$550,000

MLS#: WVJF2020896

Welcome home to this immaculate 4,756± sq. ft., three-level Colonial designed with family living in mind! From the inviting foyer, you’ll immediately feel the warmth and space this home offers. The main level provides room for everyone, featuring a private office with built-in shelving—perfect for homework or working from home—a formal living room, and an elegant dining room ideal for family gatherings and holiday meals. The gourmet kitchen with breakfast area opens to the sunroom and family room with gas fireplace, creating a bright, open space where everyone can come together. Upstairs, the spacious primary suite is a true retreat with a sitting area, his-and-hers walk-in closets, and a full bath with double vanity, soaking tub, and separate shower. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second level—making everyday routines a breeze. The finished basement offers even more flexibility with a large recreation room for playtime or movie nights, a second office or homework space, a workshop, and a full bath—plenty of room for kids, guests, and hobbies. Enjoy peace of mind with new carpet (2025) and hardwood flooring throughout, a new roof (2018), HVAC replaced in May 2020, and a new 75-gallon gas water heater with expansion tank (April 2021). The home is hardwired for internet on every level. Outside, you’ll love the fenced backyard and patio for play and entertaining, along with a welcoming front porch and two-car garage. Located in a neighborhood with tennis courts and playgrounds, and ideally situated for commuters, this move-in-ready home offers the space, comfort, and lifestyle today’s families are looking for.
#WVJF2021446

CHARLES TOWN

424 PROSPECT HILL BOULEVARD

4 Beds

3 Baths

4,174 Sq.Ft.

$549,000

MLS#: WVJF2021446

Discover refined main-level living in one of Jefferson County’s most distinctive gated neighborhoods, Beallair. Set on land once tied to the George Washington family, Beallair offers a rare blend of history, elegance, and convenience. As you enter the community’s gates, you’re greeted by tree-lined streets, preserved green spaces, and thoughtfully designed architecture that sets the tone for something truly special. Residents enjoy scenic walking trails, parkland, a gazebo park, stream valley views, and the historic manor house, with a new clubhouse, pool, and fitness center opening Memorial Day weekend 2026! Welcome to 27 Beallair Square Drive, where space, comfort, and style come together beautifully. This expansive 4-bedroom townhome offers 4,437 finished square feet of versatile living space, beginning with an open and airy main level accented by cathedral and tray ceilings. The kitchen features granite countertops, wood floors, pull-out cabinetry, and stainless-steel appliances including a 2021 refrigerator. A formal living room, formal dining room, and a cozy family room with a gas fireplace and hardwood floors, create multiple gathering spaces perfect for everyday living or entertaining. The main-level primary suite offers ease and privacy with a walk-in closet, soaking tub, and separate shower. You’ll also appreciate the dedicated main level laundry room, half bath, and convenient interior access to the two-car garage. Step outside to the fenced stone patio, a quiet and charming retreat. Upstairs, two bright bedrooms, one with its own walk-in closet, share a full bath, providing comfort for family or guests. The finished lower level adds tremendous functionality with a large bedroom, full bath, spacious rec room, office or den, and a utility room equipped with a whole-house water filtration system and a Generac generator for peace of mind. The Beallair HOA handles lawn care, snow removal, trash service, road maintenance, and maintains the community’s extensive trail system. If you’re seeking space, convenience, and a community that feels like a retreat, you’ll find it here.
#WVJF2020894

CHARLES TOWN

27 BEALLAIR SQUARE DRIVE

4 Beds

3 Baths

4,437 Sq.Ft.

$525,000

MLS#: WVJF2020894

Welcome to this freshly updated ranch-style home set on a lovely lot with a fully fenced backyard. Its open, generous layout truly sets it apart. The living room feels warm and inviting, with a gas fireplace, while the kitchen features an island, ample prep space, and sliding doors to the back patio. A separate dining area creates a perfect setting for meals and gatherings. The primary suite features a spacious ensuite with a soaking tub and a separate shower. Two additional bedrooms share a well designed hall bath with a tub/shower combo. The finished walkout basement adds valuable extra living space, including another full bath. Recent improvements include new LVP flooring throughout and a new HVAC system, ensuring long-term comfort and modern appeal. With walking trails directly behind the home, daily strolls and dog walks are a breeze. This home truly has it all. Don’t miss your opportunity to tour it!
#WVJF2020572

CHARLES TOWN

19 ODEN DRIVE

3 Beds

3 Baths

2,800 Sq.Ft.

$515,000

MLS#: WVJF2020572

This DRB-built Clemson II model stands tall on a corner lot, combining charm with modern functionality. Offering 4 spacious bedrooms and 3.5 baths across three thoughtfully designed levels, it provides the flexibility today’s families need. The open-concept kitchen is a chef’s dream, featuring a large central island that’s ideal for entertaining or everyday meals. The Owner’s Suite Retreat boasts a walk-in closet, dual-sink vanity, and a seated shower for a spa-like escape. A detached 2-car garage enhances convenience while maintaining the community’s timeless streetscape. Upgrades include a $10,000 fence, $3,000 blinds package, and a $750 EV charger with professional installation—all ready for you to enjoy. With three full levels of living space, this home offers plenty of room for family, guests, or work-from-home options. Welcome to Huntfield – Jefferson County’s Premier Master-Planned Community Huntfield is celebrated for its tree-lined streets, pocket parks, wide boulevards, and scenic walking trails with views of the Blue Ridge Mountains. The architecture blends timeless design with small-town charm, while its location ensures everyday convenience. Just minutes from historic downtown Charles Town, residents enjoy easy access to commuter routes, schools, shopping, dining, and the history-rich surroundings of Harpers Ferry and Shepherdstown. Huntfield is where elegance, community, and convenience come together seamlessly.
#WVJF2019286

CHARLES TOWN

246 NEWBURY STREET

4 Beds

3 Baths

3,281 Sq.Ft.

$510,000

MLS#: WVJF2019286

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

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