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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
150
# of Listings
3
Avg # of Bedrooms
$230
Avg. $ / Sq.Ft.
$523,836
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

150 Properties Found. Page 8 of 10.

**UP TO $12,500 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** Welcome to King's Crossing! Don’t miss this incredible opportunity to own a beautifully upgraded York II featuring stylish beige cabinets, black hardware, and gleaming quartz countertops. Enjoy the warm ambiance created by pendant lighting over the kitchen island and luxury vinyl plank flooring throughout the main level. This spacious home offers 3 bedrooms and 3.5 bathrooms, including a full bath on the lower level, perfect for guests or a home office setup. Located just outside city limits, you’ll enjoy the benefit of no city taxes, while being only minutes from three public parks. The community also features lawn care included in the HOA, giving you more time to relax and enjoy your new 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.
#WVJF2019024

CHARLES TOWN

HOMESITE 131 BOLINGBROKE WAY

3 Beds

3 Baths

1,600 Sq.Ft.

$300,809

MLS#: WVJF2019024

Just Reduced!!!!! Prime Office Space with Parking & ADA Compliance Located in a high-traffic area, this well-maintained commercial property offers just over 1,100 square feet of versatile office space — ideal for a medical practice, salon, professional services, or other service-based businesses. With excellent visibility, ADA-compliant features, and 8–10 dedicated parking spaces, this property delivers both accessibility and convenience.
#WVJF2018282

CHARLES TOWN

225 AUGUSTINE AVENUE

None Beds

None Baths

1,104 Sq.Ft.

$299,000

MLS#: WVJF2018282

**UP TO $12,500 IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** York II at King’s Crossing – Don’t miss this rare opportunity! Located in a prime commuter location with easy access to NOVA and Maryland, this brand-new 3-bedroom, 3.5-bathroom townhome with a 1-car front-load garage offers the perfect blend of style, comfort, and convenience. Enjoy a private homesite with no neighbors directly behind you and take in the beautiful mountain views right from your own backyard—an unbeatable setting you won’t find every day! Inside, the open-concept main level shines with a stunning extended island with pendant lighting, upgraded Walnut cabinetry paired with luxurious Frost White quartz countertops, and modern stainless steel appliances. Perfect for entertaining or everyday living. The spacious primary suite features abundant natural light, a walk-in closet, and a spa-inspired ensuite with tile flooring, dual-sink vanity, and a walk-in shower. Upstairs, you’ll also find two additional bedrooms, a full bath, and a convenient laundry area. With limited opportunities like this—backing to open space with mountain views—this York II at King’s Crossing won’t last long. Schedule your tour today before it’s gone! *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.
#WVJF2019038

CHARLES TOWN

HOMESITE 132 BOLINGBROKE WAY

3 Beds

3 Baths

1,600 Sq.Ft.

$297,524

MLS#: WVJF2019038

STONE SPRING- "HURRY- LAST CHANCE- ALMOST SOLD OUT OF THE TOWNHOME/VILLAS" AVAILABLE for November Move-In! Welcome to The Rutledge, a brand-new Essence by Stanley Martin villa-style townhome designed for modern living. With 3 spacious bedrooms, 2.5 bathrooms, and an attached garage, this 2-level home offers more space and fewer stairs than a typical 3-level townhome. The open-concept layout features a bright family room, a stylish kitchen, and a dining area perfect for entertaining. Upstairs, the luxurious primary suite boasts a spa-like bath, while two oversized bedrooms provide flexibility for family, guests, or a home office. No surprises—the list price includes all options and upgrades! Live the Stone Spring Lifestyle Located in the heart of Charles Town, enjoy small-town charm with modern convenience. Stroll to Starbucks, visit the community dog park, or unwind at Harpers Ferry Brewing. Outdoor lovers will appreciate Jefferson County Memorial Park, and history buffs can explore Harpers Ferry, just 6 miles away. Plus, Hollywood Casino at Charles Town Races is right around the corner, with Leesburg, VA, just 30 minutes away. Don’t Miss Out! Schedule your tour today and experience the perfect blend of comfort, convenience, and adventure Sales Office Open: 🕙 Monday, Tuesday, Friday and Saturday: 10 AM - 5 PM | 🕛 Sunday: 12 PM - 5 PM Closed Wednesday and Thursday. Model homes can be toured during closed hours using our "Self-Guided" access code. To access after hours, use the QR code posted on the model home's sales office front door and follow the directions. You'll be given an access code to unlock the model home to tour.
#WVJF2020328

CHARLES TOWN

94 OLYMPUS ROAD

3 Beds

2 Baths

1,470 Sq.Ft.

$292,095

MLS#: WVJF2020328

STONE SPRING- "HURRY- LAST CHANCE- ALMOST SOLD OUT OF THE TOWNHOME/VILLAS" AVAILABLE for November Move-In! Welcome to The Rutledge, a brand-new Essence by Stanley Martin villa-style townhome designed for modern living. With 3 spacious bedrooms, 2.5 bathrooms, and an attached garage, this 2-level home offers more space and fewer stairs than a typical 3-level townhome. The open-concept layout features a bright family room, a stylish kitchen, and a dining area perfect for entertaining. Upstairs, the luxurious primary suite boasts a spa-like bath, while two oversized bedrooms provide flexibility for family, guests, or a home office. No surprises—the list price includes all options and upgrades! Live the Stone Spring Lifestyle Located in the heart of Charles Town, enjoy small-town charm with modern convenience. Stroll to Starbucks, visit the community dog park, or unwind at Harpers Ferry Brewing. Outdoor lovers will appreciate Jefferson County Memorial Park, and history buffs can explore Harpers Ferry, just 6 miles away. Plus, Hollywood Casino at Charles Town Races is right around the corner, with Leesburg, VA, just 30 minutes away. Don’t Miss Out! Schedule your tour today and experience the perfect blend of comfort, convenience, and adventure Sales Office Open: 🕙 Monday, Tuesday, Friday and Saturday: 10 AM - 5 PM | 🕛 Sunday: 12 PM - 5 PM Closed Wednesday and Thursday. Model homes can be toured during closed hours using our "Self-Guided" access code. To access after hours, use the QR code posted on the model home's sales office front door and follow the directions. You'll be given an access code to unlock the model home to tour.
#WVJF2020288

CHARLES TOWN

78 OLYMPUS ROAD

3 Beds

2 Baths

1,470 Sq.Ft.

$292,095

MLS#: WVJF2020288

STONE SPRING- AVAILABLE for November Move-In! "HURRY- LAST CHANCE- ALMOST SOLD OUT OF THE TOWNHOME/VILLAS" Welcome to The Rutledge, a brand-new Essence by Stanley Martin villa-style townhome designed for modern living. With 3 spacious bedrooms, 2.5 bathrooms, and an attached garage, this 2-level home offers more space and fewer stairs than a typical 3-level townhome. The open-concept layout features a bright family room, a stylish kitchen, and a dining area perfect for entertaining. Upstairs, the luxurious primary suite boasts a spa-like bath, while two oversized bedrooms provide flexibility for family, guests, or a home office. No surprises—the list price includes all options and upgrades! Live the Stone Spring Lifestyle Located in the heart of Charles Town, enjoy small-town charm with modern convenience. Stroll to Starbucks, visit the community dog park, or unwind at Harpers Ferry Brewing. Outdoor lovers will appreciate Jefferson County Memorial Park, and history buffs can explore Harpers Ferry, just 6 miles away. Plus, Hollywood Casino at Charles Town Races is right around the corner, with Leesburg, VA, just 30 minutes away. Don’t Miss Out! Schedule your tour today and experience the perfect blend of comfort, convenience, and adventure Sales Office Open: 🕙 Monday, Tuesday, Friday and Saturday: 10 AM - 5 PM | 🕛 Sunday: 12 PM - 5 PM Closed Wednesday and Thursday. Model homes can be toured during closed hours using our "Self-Guided" access code. To access after hours, use the QR code posted on the model home's sales office front door and follow the directions. You'll be given an access code to unlock the model home to tour.
#WVJF2019800

CHARLES TOWN

86 OLYMPUS ROAD

3 Beds

2 Baths

1,470 Sq.Ft.

$290,645

MLS#: WVJF2019800

None
#WVJF2020146

CHARLES TOWN

420 W WASHINGTON STREET

3 Beds

2 Baths

1,334 Sq.Ft.

$289,900

MLS#: WVJF2020146

Great duplex in desirable neighborhood of Tuscawilla Hills with new carpet and freshly painted within walking distance to the Handistop. This home features 3 large bedroom and 1.5 baths. The living room has luxury plank flooring, crown molding and a ceiling fan. There is country kitchen and connecting dining room that walks out to the partial fenced backyard. A large laundry room completes the main floor. A Must See!! Call for your showing today.
#WVJF2019372

CHARLES TOWN

28 NEWINGTON COURT N

3 Beds

1 Baths

1,408 Sq.Ft.

$279,900

MLS#: WVJF2019372

Ready to build your dream home in Jefferson County? This gorgeous, level, five-acre lot, bordering Huyett and Summit Point Roads, has been perc'd for a Class I system (see documents). There is no HOA, and there are minimal restrictions on the land. Both chickens and bees are welcome! Don't miss this opportunity to own five private acres in such a convenient commuter location! Please note: The lot was subdivided from a larger parcel on Huyett Road, but it is accessible from a private road off of Summit Point Road. Please refer to the plat and directions for a better idea of the location! The private road has not been named yet. Due to site work on an adjacent lot, please do not drive past the the right hand turn on the access road. Thank you!
#WVJF2018890

CHARLES TOWN

LOT 3 HUYETT ROAD

None Beds

None Baths

5.03 acres

$275,000

MLS#: WVJF2018890

Motivated Seller – Move-In Ready! Welcome to 23 Berkeley Ct, located in the desirable Tuscawilla Hills community. This charming brick-front duplex is now vacant and ready for new owners! Enjoy a bright, functional layout featuring spacious bedrooms, a dedicated laundry room, and a cozy sunroom that opens to a private deck and fully fenced backyard—perfect for pets, play, or peaceful evenings. Just a short walk or drive to Locust Hill Golf Course, where you'll find scenic greens, a clubhouse, and year-round events. Nestled in a quiet, established neighborhood close to schools, shopping, and commuter routes. Whether you're a first-time buyer or savvy investor, this is a fantastic opportunity—don’t miss out! Located in a peaceful, well-established neighborhood close to schools, shops, and commuter routes. Whether you’re a first-time buyer or investor, this is an opportunity you don’t want to miss!
#WVJF2019956

CHARLES TOWN

23 BERKELEY

3 Beds

1 Baths

1,504 Sq.Ft.

$274,000

MLS#: WVJF2019956

Welcome to King's Crossing! This 3 level York II Garage townhome offers an open 1st floor plan, a well-appointed kitchen including options for upgraded cabinets and countertops. This home features standard stainless steel appliances, including the refrigerator and range. Featuring an unfinished basement, that can be finished later. On the third level you have the primary suite which features a walk-in closet and ensuite with a shower and dual sink vanity. The third level is finished off with two secondary bedrooms, a full bathroom, and laundry. The main level half bathroom is perfect for guests! The 1 car attached garage completes this 3 level York II townhome. *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.
#WVJF2017342

CHARLES TOWN

TBB BOLINGBROKE WAY YORK II GARAGE

3 Beds

2 Baths

1,340 Sq.Ft.

$272,990

MLS#: WVJF2017342

Well maintained one-level home. This home features a great front porch, living and dining rooms with plenty of natural light, an updated kitchen (2021), mud room on back of house, as well as two bedrooms, separate laundry room on main floor (which used to be a bedroom but present owners put the laundry in the closet) as well as an updated full bathroom (2021). Downstairs is an unfinished basement, perfect for storage. Nice size rear yard, as well as off street parking down the side of the house. There is also a ramp leading to the back door which is an added ease for loading and unloading directly into the house. The back yard also has a storage shed, as well as a fire pit area for outdoor activities. Don’t miss this opportunity to call 311 N Lawrence Street your new home!
#WVJF2019254

CHARLES TOWN

311 N LAWRENCE STREET

3 Beds

1 Baths

1,462 Sq.Ft.

$265,000

MLS#: WVJF2019254

Price Reduced! This townhouse is located on a peaceful street in Tuscawilla Hills and features a delightful covered front porch. Inside, there are 3 bedrooms, as well as 1 full and 2 half baths. The kitchen has been upgraded with granite countertops, a stylish backsplash, and modern lighting. The bathrooms on the upper level have been remodeled since the home was built with new flooring, showers, vanities, lighting, and toilets. The upstairs has carpet in all the bedrooms, hallway, and stairs. Be sure to check out this beautiful home, which includes a relaxing backyard that is waiting for your special touch.
#WVJF2019460

CHARLES TOWN

80 MOUNTAINEER COURT

3 Beds

1 Baths

1,536 Sq.Ft.

$250,000

MLS#: WVJF2019460

Great home within walking distance to the park with a new roof. Enjoy the park which has walking trails, basketball courts, tennis courts and pavilions. This home features 3 bedrooms and 1 bath. Living room and dining room combo. Country kitchen with appliances. Back porch to relax on in the evenings to watch the sunset and look at the park. Front porch to enjoy your morning coffee. A must see. Lot next door for sale separately.
#WVJF2019530

CHARLES TOWN

628 BROWNVILLE LANE

3 Beds

1 Baths

1,006 Sq.Ft.

$249,900

MLS#: WVJF2019530

Escape to the serenity of riverfront living with this rare 1.9-acre property nestled along the beautiful Shenandoah River in Charles Town, West Virginia. Whether you're dreaming of a future home site with incredible views, a private weekend retreat, or a recreational escape for summer fun, this property offers it all. Imagine spending your days kayaking, fishing, or simply relaxing by the water, all with the convenience of existing infrastructure, including a well, septic system, and electric services. No HOA! Tucked away in nature yet easily accessible to Northern Virginia and the DC Metro area, this location combines peace and privacy with ultimate convenience. Opportunities like this don’t come often. Claim your slice of the riverside lifestyle you’ve always imagined. This is why we call it Almost Heaven!
#WVJF2019294

CHARLES TOWN

199 BLOOMERY ROAD

None Beds

None Baths

1.92 acres

$249,000

MLS#: WVJF2019294

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