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 1 of 8.

Lot G offers exceptional visibility and access at the southeast corner of Candlewood Dr and US Route 340, Strategically located within the thriving Norborne Glebe community. Perfect for Retail Mall, Neighborhood Center, Community Center, Regional Center, Super Regional Center, Fashion/Specialty Center, 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. *******
#WVJF2015324

CHARLES TOWN

282 CANDLEWOOD DR

None Beds

None Baths

22.57 acres

$4,968,000

MLS#: WVJF2015324

Lot F offers exceptional visibility and access at the northeast corner of Candlewood Dr and US Route 340, strategically located within the thriving Norborne Glebe community. Perfect for retail, office, daycare, gym, restaurants 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. *******
#WVJF2015320

CHARLES TOWN

BERRYVILLE PIKE

None Beds

None Baths

3.71 acres

$2,316,000

MLS#: WVJF2015320

$225,000 PRICE DROP Recent appraisal of $1.2 Million Turn Key available , Rutherford House Estate – Historic Elegance in the Heart of Charles Town, WV On the National Register of Historic Places. Presently Carriage Inn B&B and can be purchased to continue the business , Voted Best of the Best in 2025 Choice wards, Runner up 2024, Winner in 2023. Google review aggregate 5 stars , trip Advisor Travelers Choice Award ( RANKED WITHIN TOP 10% OF PROPERTIES) TURNKEY = MOVE IN READY - BUY THE HOUSE KEEP THE SILVERWARE To make Rutherford a TURNKEY home available as separate purchase fully furnished with lawn tractor for $25,000. Will include silverware , all china, dishes, glasses, tableware pots and pans, bedding, carpets. etc. etc. Basically all items would be left for someone who were to keep it going as a bed and breakfast. or private home. The Rutherford House Estate is 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. 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 ( Carriage 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 or as Bed and Breakfast 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.

$975,000

MLS#: WVJF2017738

$225,000 PRICE DROP Recent appraisal of $1.2 Million Turn Key available , Motivated Seller Carriage House B&B This elegant , large main house with a separate 2 Br 1.5 Ba Presently operated as Carriage House Inn B&B and can be sold as well as operating B&B. It is well suited for continued service as an upscale B&B . Voted Best of the Best in 2025 Choice Awards, Google Review aggregate 5 stars, Trip Advisor Travelers Choice Award ( ranked within top 10% of properties). Operated successfully as a B&B since 1985.. Financial Information available. Historic Elegance in the Heart of Charles Town, WV On the National Register of Historic Places. TURNKEY = MOVE IN READY - BUY THE HOUSE KEEP THE SILVERWARE To make The Carriage House Inn a TURNKEY operation. Available as separate purchase fully furnished with lawn tractor $25,000. Will include silverware , all china, dishes, glasses, tableware pots and pans, bedding, carpets. etc. etc. Basically all items would be left for someone to keep it going as a bed and breakfast. Welcome to the Rutherford House Estate,/ Carriage Inn B&B 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. 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( Carriage 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.
#WVJF2021020

CHARLES TOWN

417 E WASHINGTON STREET

None Beds

None Baths

5,888 Sq.Ft.

$975,000

MLS#: WVJF2021020

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

New on site 2 days ago
Welcome to The Preserve at Barleywood, an exclusive luxury community in Charles Town. With over 5,000sqft of finished living space, this stunning residence offers an unparalleled blend of modern luxury and high-tech convenience, having undergone an extensive, top-to-bottom renovation. The interior shines with fresh paint, custom lighting and premium flooring throughout. A striking staircase with sleek black metal and cable railings serves as the centerpiece of the grand foyer. Flanked by a home office and formal living room, it leads into a light-filled, open-concept space anchored by a soaring two-story stone fireplace, dramatic Palladian windows, and a modern geometric chandelier. A light-filled dining room sits just behind the living area, offering a seamless flow perfect for both intimate dinners and large-scale entertaining. The heart of the home is a chef’s kitchen equipped with sleek granite countertops, professional-grade appliances, integrated wine refrigeration, and automated hidden ventilation. A renovated half-bath, featuring a modern floating vanity and custom lighted mirror, sits adjacent to a mudroom conveniently located off the two-car garage. The primary suite serves as a true sanctuary, boasting a custom tray-ceiling bedroom with tailored lighting, a massive walk-in closet complete with a central storage island, and a spa-inspired bath finished in floor-to-ceiling tile. This exquisite ensuite includes a private water closet, his-and-hers floating vanities, and an expansive, multi-head curbless walk-in shower alongside a deep soaking tub. The fully built-out basement is a masterpiece of efficiency and comfort, featuring enhanced soundproofed drywall and insulation, custom crown moulding and baseboards prepped for future cove lighting, and low-voltage conduits hidden behind the walls. It also encompasses a full bathroom with a curbless shower and a floating vanity. Designed for the modern lifestyle, the home is a digital powerhouse, featuring CAT 6 cabling throughout, multiple triple-jacks in the basement for server setups, a whole-house surge protector, and infrastructure ready for 2Gig fiber internet. Entertainment is seamless with dedicated surround-sound wiring in the family room and home theater, which includes a custom in-wall component rack, concealed cable management, and additional pull-strings for future-proofing; even the game room and professional-grade rubber-floored home gym are hardwired for sound. Practicality meets peace of mind with a 2018 roof, new dual-zone Bosch HVAC systems for superior energy efficiency, and a whole-house UV water purification system. This utility is matched by a fully finished garage workshop complete with its own electrical sub-panel, dedicated plumbing, and specialized lighting. Outside, the property serves as a private retreat, featuring a fenced yard with elegant stone columns and beautifully curated landscaping, including Japanese maples, dogwoods, red maples, pin oaks, cedar trees, and a lush arborvitae hedge row. Located in charming Charles Town, this home offers the perfect balance of small-town serenity and accessibility. You are minutes away from the world-class outdoor recreation of Harpers Ferry National Historical Park, where hiking the Appalachian Trail, whitewater rafting, and kayaking the Potomac and Shenandoah rivers await. Residents also enjoy proximity to acclaimed Loudoun County wineries, while commuters benefit from a manageable drive to the D.C. metro area. This residence is the ideal sanctuary for those who value both seamless work-life integration and weekend adventure. Come experience this rare fusion of high-tech living and refined comfort for yourself.
#WVJF2022216

CHARLES TOWN

898 DECLARATION DRIVE

4 Beds

4 Baths

5,169 Sq.Ft.

$920,000

MLS#: WVJF2022216

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.

$889,640

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

Welcome to this (2024 build) 4-bedroom, 4.5-bathroom modern farmhouse. Designed for luxurious, maintenance-free living, this home boasts a stunning open-concept design anchored by a gourmet kitchen and a dedicated main-level office secured by stylish glass barn doors. The primary suite is a true retreat, offering a spacious bedroom and a spa-like ensuite with the convenience of separate his and her closets. Upstairs, a flexible loft area serves as a perfect second gathering space, while the finished basement is an entertainment haven featuring a fantastic movie theater room with impressive 9-foot ceilings. Modern living is made easy with an attached garage that includes a 220V car charger hookup for your electric vehicle. Location is key: the home offers tranquil views backing up to the old golf course and a peaceful pond view, with no development scheduled behind the property. Best of all, enjoy a truly worry-free lifestyle, as the comprehensive HOA includes all lawn care, snow shoveling, and even icing of the driveway and walkways. Community amenities, including a pool and clubhouse, are scheduled for completion this Spring.
#WVJF2021210

CHARLES TOWN

56 JANE WASHINGTON COURT

4 Beds

4 Baths

4,654 Sq.Ft.

$829,900

MLS#: WVJF2021210

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

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

Discover the perfect blend of privacy, freedom, and breathtaking scenery on 3.3 unrestricted acres—just minutes from major commuter routes into Northern Virginia and Washington, D.C. This exceptional property offers unobstructed mountain views and more than 3,800 sq. ft. of living space, including 4 bedrooms and 3.5 baths. Designed for effortless entertaining, the home features a large Trex deck with a pergola, overlooking an inground pool with a shaded pergola of its own. (A new pool liner and cover were added last year, and a new pump was installed three years ago.) There’s even a dedicated grassy activity area—ideal for horseshoes, croquet, volleyball, or cornhole. Outdoor living flows seamlessly into the walk‑out basement, where you can shoot pool, host game-day gatherings, or relax with your favorite movies and sports on a large-screen TV. With no neighbors in sight, you can play your music as loudly as you like without disturbing a soul. The paved parking area is perfect for setting up a private basketball hoop, and the detached shed provides great space for hobbies—or build your own outbuilding to suit your needs. NO HOA means NO restrictions, so bring your chickens or other livestock and truly enjoy the freedom this property offers. Inside, the home features a bright open layout with hardwood floors, a welcoming living space with propane fireplace, and an updated kitchen with island and stainless-steel appliances that keeps everyone connected.     Major updates include roof, siding, and gutters (2019), upstairs carpet (2020), pool liner (2025), and a two-car garage with generator hookup. Enjoy peaceful country living while still being minutes from historic Charles Town, Harpers Ferry, Shepherdstown, shopping, dining and the area's outdoor recreation.  A property like this offers more than a home—it offers a lifestyle meant to be enjoyed for years to come.
#WVJF2022340

CHARLES TOWN

17 SHAMROCK LANE

4 Beds

3 Baths

3,828 Sq.Ft.

$750,000

MLS#: WVJF2022340

None
#WVJF136356

CHARLES TOWN

73 CLAYMONT HILL STREET

3 Beds

3 Baths

3,900 Sq.Ft.

$749,900

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.

$699,900

MLS#: WVJF136354

Discover the charm of this stunning new construction home, set to be completed in July 2026. This exquisite ranch-style residence combines modern farmhouse aesthetics with thoughtful design, offering a perfect blend of comfort and elegance. With 4 spacious bedrooms and 2.5 bathrooms, this home is designed for both relaxation and entertaining. Step inside to find an inviting open floor plan that seamlessly connects the family room to the gourmet kitchen, featuring upgraded countertops and stainless steel appliances, including a double oven and built-in microwave. The kitchen island serves as a central hub for gatherings, while the family room, adorned with recessed lighting and ceiling fans, creates a cozy atmosphere for everyday living. Retreat to the primary suite, complete with a luxurious soaking tub and walk-in closet, ensuring a private sanctuary. Additional features include a daylight basement with interior access, providing endless possibilities for customization, and an entry-level bedroom for convenience. Set on a generous 2.3-acre lot without an HOA, this home offers ample outdoor space for activities and future landscaping dreams. The side-entry garage and driveway provide convenient parking options. Embrace the opportunity to create lasting memories in a space designed for comfort and style.
#WVJF2022082

CHARLES TOWN

ANCIENT OAKS COURT

4 Beds

2 Baths

2,177 Sq.Ft.

$664,900

MLS#: WVJF2022082

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