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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

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

23 Properties Found. Page 1 of 2.

$200,000 PRICE DROP Recent appraisal of $1.2 Million Rutherford House Estate – Historic Elegance in the Heart of Charles Town, WV On the National Register of Historic Places. Welcome to the Rutherford House Estate, a distinguished Jefferson County Historic Landmark steeped in Colonial and Civil War history. Ideally located in the heart of charming Charles Town, West Virginia, this extraordinary property sits on a beautifully landscaped one-acre lot, surrounded by majestic copper beech trees in a serene, park-like setting. Available as separate purchase fully furnished with lawn tractor $25,000. Move in ready. Motivated Seller. Main Residence The stately brick main house features: 6 spacious bedrooms 7.5 bathrooms, including a luxurious suite with a whirlpool tub 6 gas log fireplaces Soaring 12-foot ceilings and stunning original wood floors A recreation room is located on the lower level, ideal for entertaining with fireplace and a full bath. Guest House A separate, equally charming brick guest house offers: 2 bedrooms A living room with electric fireplace, A spa-style bath This versatile space is perfect for multi-generational living, a home office, or guest accommodations, offering privacy and flexibility. Additional Highlights Currently operating as a bed and breakfast, but being sold as a private residence Immaculately maintained, blending timeless elegance with modern comfort High-speed internet makes it easy to work from home. Attention: Current taxes are Class 4 for business. Residential can be reduced to Class 2. Seller to pay difference in closing costs. Property being sold "As Is" ; Inspections for informational purposes only. Please see under documents for attached floor plans View aerial video tour under virtual tours NOTE: Present utility costs reflect use as an active B&B; will be substantially less for private residence.
#WVJF2017738

CHARLES TOWN

417 E WASHINGTON STREET

6 Beds

7 Baths

6,188 Sq.Ft.

$999,900

MLS#: WVJF2017738

Lot E offers exceptional visibility and access at the eastern ramp of US Route 340 and Charles Town Rd, Strategically located within the thriving Norborne Glebe community. Perfect for retail, gas station, office, daycare 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. *******
#WVJF2015316

CHARLES TOWN

CHARLES TOWN RD

None Beds

None Baths

2.44 acres

$966,000

MLS#: WVJF2015316

This gorgeous home is one of Wormald Homes' most popular floor plans. The Crawford boasts a 1st floor owner's suite, a gourmet kitchen with a large island and quartz countertops, a magnificent screened porch with multi-slider doors, a large rec room and lower level bedroom with full bath, as well as numerous upgrades and beautifully appointed elegant features which are typical of a Wormald home. Construction on this home is estimated to be completed by June/July of 2026.
#WVJF2020638

CHARLES TOWN

JANE WASHINGTON

3 Beds

3 Baths

2,125 Sq.Ft.

$888,220

MLS#: WVJF2020638

Lot C&D offers exceptional visibility and access at the northbound ramp of Charles Town Rd and US Route 340, strategically located within the thriving Norborne Glebe community. Perfect for retail, Gas Station, 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 close proximity of 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. *******
#WVJF2015136

CHARLES TOWN

BERRYVILLE PIKE

None Beds

None Baths

2.25 acres

$879,100

MLS#: WVJF2015136

Nestled along the winding banks of Evitts Run, 6517 Kabletown Road, long known as Beeler’s/Clipp’s Mill, offers a rare chance to claim a remarkable piece of Jefferson County’s history. Dating back to the 1700s, this 3+ bedroom, 3.5 bath residence preserves its original mill water wheel and boasts ties to Civil War era events, blending historic authenticity with modern comfort. The main level primary suite provides a private retreat, featuring vaulted ceilings, an ensuite bath with a soaking tub, and a sunroom with views of the rear patio. Upon entry, exposed logs and beams set a welcoming tone, while the updated kitchen pairs granite counters with custom cabinetry, a paneled refrigerator, and a wine “cellar.” The dining room’s original stone hearth stands as a centerpiece, honoring the home’s past. A 2018 addition enhances the home while respecting its historic character. It includes a spacious family room or study with a propane fireplace, two offices, and a storage room, integrated so seamlessly they feel original to the property. Upstairs, two more bedroom suites each offer private baths, ensuring comfort for family and guests alike. The rear patio provides a peaceful setting where waterfalls and the gentle flow of Evitts Run create a natural soundtrack. A charming footbridge crosses the creek, and nearly every room offers water views, transforming daily living into something extraordinary. Completing the property are a detached two-car garage with workshop, a well house, shed, and gated entry. With its rich heritage, scenic surroundings, and enduring charm, this home is perfect for the preservation minded buyer seeking privacy, character, and a true sense of place.
#WVJF2019606

CHARLES TOWN

6517 KABLETOWN ROAD

3 Beds

3 Baths

3,610 Sq.Ft.

$875,000

MLS#: WVJF2019606

A stunning 2-year young, immaculately maintained, move in ready home perfectly situated on a premium corner lot in the highly sought-after gated community of Beallair in Charles Town, Wv. Weclome home to 21 Ella Washington Ct. This Modern Farmhouse home offers a rare blend of luxury and low-maintenance living, and delivers the lifestyle you've been dreaming of. Inside, you'll find a spacious and thoughtfully designed open floor plan, enhanced by high ceilings, large windows, and luxury finishes throughout. The heart of the home is the chef’s kitchen, featuring a large center island with farmhouse sink, luxury quartz countertops, stainless steel appliances, gas cooktop, and a wall oven—perfect for everyday living and effortless entertaining. Need a dedicated workspace or creative haven? You’ll love the beautiful studio with elegant sliding doors—ideal for art, yoga, or a private office. Four large bedrooms grace the upper level of this spectacular home. The large primary suite is a tranquil retreat with a spa like bath that offers a floating soaking tub, walk-in shower, and private water closet. The secondary bedroom is an ensuite with its own private bath and walk in closet. Two additional spacious bedrooms share a Jack-and-Jill bath and boast a walk-in closet. A flexible upper-level loft/den and convenient laundry room add thoughtful touches of practicality and comfort. A partially finished lower level offers a great space for recreation, media room, exercise room, whatever fits your needs. There's added room to grow, with a rough-in for a future bathroom and space for an additional bedroom. Outside, relax on your patio surrounded by tasteful hardscaping, and take in the park-like setting unique to Beallair’s thoughtfully designed lots. Enjoy peace of mind with the HOA handling all yard maintenance, walking trails, snow removal, leaf raking, and common area upkeep—giving you more time to enjoy the things you love. Just outside your door, take advantage of resort-style amenities, including a community pool, fitness center, and scenic walking trails winding through beautifully maintained green space. Located just minutes from major DMV commuter routes, national parks, quaint historic towns, fine dining, entertainment venues, and a nearby college town offering extended learning opportunities, this home truly combines luxury, location, and lifestyle. Don’t miss your opportunity to live in one of the region’s most desirable communities—schedule your private showing today! In addition to all of the beauty, conveniences and comfort that this home has to offer, this Taylor Model, Wormald build has built-in equity. This Home offers you an opportunity of a lifetime, schedule your private tour! Offered below the appraised value.
#WVJF2018566

CHARLES TOWN

21 ELLA WASHINGTON CT.

4 Beds

3 Baths

5,685 Sq.Ft.

$775,000

MLS#: WVJF2018566

Bring your custom vision to life! Build your dream home on this beautiful 5-acre lot conveniently located off Huyett Road and Summit Point Road in Charles Town. This made-to-order Ott model by Hepler Homes offers the ideal blank canvas to create your ideal living space. With three bedrooms, two and a half bathrooms, and a spacious main-level layout, this home plan provides the perfect foundation for main-floor living. Featuring an unfinished basement, attached one-car garage, granite kitchen countertops, and stainless steel appliances, this home is not only well-equipped, but invites your custom touches! This is country living at its finest with five private acres situated just minutes from charming downtown Charles Town. The Virginia line is only 10 minutes away, too, making this a perfect location for NOVA commuters. Let your imagination run wild and make this blank canvas your own. Don't delay - schedule your visit today! Note: The lot is also being sold separately, as well. Due to site work on an adjacent lot, please do not drive past the the right hand turn on the access road. Thank you! This listing is in partnership with the lot owner and Hepler Homes. Other floorplans and models are available!!! Additional charges may apply. Please ask for details.
#WVJF2019620

CHARLES TOWN

TBD HUYETT ROAD

3 Beds

2 Baths

3,200 Sq.Ft.

$771,000

MLS#: WVJF2019620

Unlock the potential of your business with this exceptional 6.33-acre commercial land lot in the heart of Charles Town, West Virginia. Strategically located with easy access to Route 340, this prime property offers unparalleled visibility and convenience, making it an ideal investment for a wide range of commercial ventures. This versatile and open land is zoned for commercial use, suitable for a variety of business applications. Its central location in Charles Town ensures high visibility and exposure, with a high traffic count that guarantees excellent exposure for your business. The convenient access to Route 340, a major thoroughfare, adds to its appeal, making it perfect for retail, office space, hospitality, or mixed-use development. Seize this unique opportunity to establish your business in a thriving area with robust growth potential. Whether you're looking to expand your current operations or embark on a new venture, this property offers the perfect canvas to realize your vision.
#WVJF2013064

CHARLES TOWN

S GEORGE STREET

None Beds

None Baths

N/A

$750,000

MLS#: WVJF2013064

Unlock the potential of your business with this exceptional 6.33-acre commercial land lot in the heart of Charles Town, West Virginia. Strategically located with easy access to Route 340, this prime property offers unparalleled visibility and convenience, making it an ideal investment for a wide range of commercial ventures. This versatile and open land is zoned for commercial use, suitable for a variety of business applications. Its central location in Charles Town ensures high visibility and exposure, with a high traffic count that guarantees excellent exposure for your business. The convenient access to Route 340, a major thoroughfare, adds to its appeal, making it perfect for retail, office space, hospitality, or mixed-use development. Seize this unique opportunity to establish your business in a thriving area with robust growth potential. Whether you're looking to expand your current operations or embark on a new venture, this property offers the perfect canvas to realize your vision.
#WVJF2013070

CHARLES TOWN

S GEORGE STREET

None Beds

None Baths

6.33 acres

$750,000

MLS#: WVJF2013070

None
#WVJF136356

CHARLES TOWN

73 CLAYMONT HILL STREET

3 Beds

3 Baths

3,900 Sq.Ft.

$739,900

MLS#: WVJF136356

This gorgeous Modern Farmhouse rancher boasts an open floor plan, a first floor owner's suite, an INCLUDED screened porch and INCLUDED rec room, as well as numerous upgrades including stainless steel appliances, upgraded gourmet kitchen, LVP flooring, and many more. The house is flooded with light and is a must see!
#WVJF136354

CHARLES TOWN

73 CLAYMONT HILL STREET

3 Beds

2 Baths

2,200 Sq.Ft.

$679,900

MLS#: WVJF136354

Welcome to 1853 Flowing Springs Road in Charles Town, West Virginia — a truly special property known as “Paignton,” originally built in 1921 by the Ambrose family. There is nothing even close to this type of listing on the market - truly unique and one of a kind! From the history, the beautiful restoration keeping that amazing charm, the location AND a second dwelling! The adorable detached 1 bedroom, 1 bathroom cabin has been completely transformed into a modern beauty - it would simply cost you a great deal to build this today! On top of that, you couldn't ask to be in a better location - a short drive to northern Virginia, and Maryland! As you arrive, you're greeted by a beautiful private entrance that sets the tone for the charm and serenity found throughout the property. Tucked away on 2.28 acres of unrestricted land with no HOA, this historic brick home offers the feeling of a peaceful retreat while being just minutes from all the amenities of Charles Town and Ranson. The Ambrose family lived here for decades, raising Paignton Hereford cattle and pouring their legacy into the land and home they named with care. This 3-bedroom, 2.5-bathroom home has been completely renovated by the current owners, blending historic charm with modern comfort in the most thoughtful way. The original hardwood floors and solid wood doors have been lovingly preserved, while nearly every other inch of the home has been updated with quality and care. From the moment you step onto the stately front porch, framed with classic pillars and surrounded by lush landscaping and winding vines, you know you're somewhere truly special. Outside in the front yard, a charming small bridge leads you over a tranquil pond to the front gazebo, which features a brand new roof. The pond adds a touch of serenity to the landscape and, while currently without fish, has a pump that operates seasonally and is turned off during the winter months. It's an idyllic scene that enhances the timeless feel of the property. Inside, you’ll find a stunning formal dining room that flows through a butler’s pantry with built-in shelving into the fully updated kitchen, which includes brand new appliances. A beautifully refinished staircase leads to the upper level, where all three bedrooms are located. Each bedroom has access to a full, newly renovated bathroom, and an additional half bath is located on the main level. The primary suite includes original built-in drawers and shelving, along with private access to an upstairs deck that overlooks the peaceful backyard. The home’s entire electrical system has been redone, and all original radiators have been replaced with a brand new HVAC system. The interior has been freshly painted, and the attic has been fully insulated — large enough to finish as an additional living space if desired. The walk-out basement includes a brand new washer, dryer, and oversized refrigerator (all of which convey), and is equipped with a French drain system for peace of mind. Behind the main house sits a beautifully renovated detached cottage, perfect as an in-law suite, guest house, or income-producing rental. The cottage includes a living room, kitchen, bedroom, and full bathroom, plus washer/dryer hookups and its own mini split HVAC system. Additional features include a detached two-car garage, two back decks, and multiple outdoor spaces ideal for relaxing or entertaining. The current owners have poured their heart and soul into this property, and it shows in every detail. From the historic character to the modern updates — and the freedom of no HOA and unrestricted land — 1853 Flowing Springs Road is more than a home. It’s a legacy, waiting for its next chapter.
#WVJF2019192

CHARLES TOWN

1853 FLOWING SPRINGS ROAD

4 Beds

None Baths

2,590 Sq.Ft.

$650,000

MLS#: WVJF2019192

Welcome to 1853 Flowing Springs Road in Charles Town, West Virginia — a truly special property known as “Paignton,” originally built in 1921 by the Ambrose family. There is nothing even close to this type of listing on the market - truly unique and one of a kind! From the history, the beautiful restoration keeping that amazing charm, the location AND a second dwelling! The adorable detached 1 bedroom, 1 bathroom cabin has been completely transformed into a modern beauty - it would simply cost you a great deal to build this today! On top of that, you couldn't ask to be in a better location - a short drive to northern Virginia, and Maryland! As you arrive, you're greeted by a beautiful private entrance that sets the tone for the charm and serenity found throughout the property. Tucked away on 2.28 acres of unrestricted land with no HOA, this historic brick home offers the feeling of a peaceful retreat while being just minutes from all the amenities of Charles Town and Ranson. The Ambrose family lived here for decades, raising Paignton Hereford cattle and pouring their legacy into the land and home they named with care. This 3-bedroom, 2.5-bathroom home has been completely renovated by the current owners, blending historic charm with modern comfort in the most thoughtful way. The original hardwood floors and solid wood doors have been lovingly preserved, while nearly every other inch of the home has been updated with quality and care. From the moment you step onto the stately front porch, framed with classic pillars and surrounded by lush landscaping and winding vines, you know you're somewhere truly special. Outside in the front yard, a charming small bridge leads you over a tranquil pond to the front gazebo, which features a brand new roof. The pond adds a touch of serenity to the landscape and, while currently without fish, has a pump that operates seasonally and is turned off during the winter months. It's an idyllic scene that enhances the timeless feel of the property. Inside, you’ll find a stunning formal dining room that flows through a butler’s pantry with built-in shelving into the fully updated kitchen, which includes brand new appliances. A beautifully refinished staircase leads to the upper level, where all three bedrooms are located. Each bedroom has access to a full, newly renovated bathroom, and an additional half bath is located on the main level. The primary suite includes original built-in drawers and shelving, along with private access to an upstairs deck that overlooks the peaceful backyard. The home’s entire electrical system has been redone, and all original radiators have been replaced with a brand new HVAC system. The interior has been freshly painted, and the attic has been fully insulated — large enough to finish as an additional living space if desired. The walk-out basement includes a brand new washer, dryer, and oversized refrigerator (all of which convey), and is equipped with a French drain system for peace of mind. Behind the main house sits a beautifully renovated detached cottage, perfect as an in-law suite, guest house, or income-producing rental. The cottage includes a living room, kitchen, bedroom, and full bathroom, plus washer/dryer hookups and its own mini split HVAC system. Additional features include a detached two-car garage, two back decks, and multiple outdoor spaces ideal for relaxing or entertaining. The current owners have poured their heart and soul into this property, and it shows in every detail. From the historic character to the modern updates — and the freedom of no HOA and unrestricted land — 1853 Flowing Springs Road is more than a home. It’s a legacy, waiting for its next chapter.
#WVJF2019098

CHARLES TOWN

1853 FLOWING SPRINGS ROAD

3 Beds

2 Baths

2,590 Sq.Ft.

$650,000

MLS#: WVJF2019098

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 $12,500 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

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