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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
151
# of Listings
3
Avg # of Bedrooms
$229
Avg. $ / Sq.Ft.
$523,347
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

151 Properties Found. Page 7 of 11.

Welcome to this stunning end-unit Sagamore Townhouse/Villa by Stanley Martin, already built and move-in ready, offering 3 bedrooms, 2.5 baths, and 1,877 sq. ft. of stylish living space with all upgrades included in the price. The open-concept main level features a primary suite with en-suite bath, a chef-inspired kitchen with quartz countertops and a large island, and a bright dining and family room filled with natural light—perfect for entertaining. Upstairs, you’ll find two spacious bedrooms with walk-in closets, a full bath, and a versatile flex room ideal for an office or second living space. A 2-car garage provides plenty of storage, while energy-efficient construction helps keep monthly bills low. Perfectly located in Charles Town, enjoy walkable access to Starbucks and the dog park, easy trips to Harpers Ferry, outdoor fun at Jefferson Memorial Park, gaming at Hollywood Casino, and quick commutes to Leesburg, VA—just 30 minutes away. End-unit Sagamores sell quickly, so don’t miss this opportunity!
#WVJF2018918

CHARLES TOWN

110 OLYMPUS ROAD

3 Beds

2 Baths

1,877 Sq.Ft.

$355,000

MLS#: WVJF2018918

Welcome to this stunning resale townhome built in 2024, offering 3 bedrooms, 2 full bathrooms, and 2 half bathrooms across three thoughtfully designed levels. Upon entry, the lower level features a convenient half bath, a single car garage, and a spacious recreation room at the rear of the home—perfect for a home office, playroom, or second living space. The main level boasts luxury vinyl plank flooring throughout, creating a seamless flow. The gourmet kitchen is a true centerpiece with a large island, white cabinetry with custom pulls, granite countertops, stainless steel appliances, a custom tile backsplash, and large pantry. The kitchen offers space for a dining table or the option to use the island with barstools for casual meals. Off the kitchen is a low-maintenance composite deck, perfect for relaxing evenings or entertaining guests. A spacious family room at the front of the home provides plenty of space to host gatherings and relax with everyone. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms. The primary suite includes a walk-in closet with a custom organizer and an ensuite bath featuring dual sinks and a tiled shower with a seat. Two secondary bedrooms share a full hall bath, and the laundry is conveniently located on the upper level. The current owner has added valuable upgrades, including custom cabinet pulls, a designer kitchen backsplash, window blinds throughout, framed vanity mirrors in the full bathrooms, a custom closet organizer in the primary suite, and a saltless water softener to extend the life of appliances. This move-in ready home combines modern finishes, thoughtful upgrades, and a functional layout in a highly desirable location. The neighborhood offers fantastic amenities, including a community swimming pool, playground, and scenic walking trails.
#WVJF2019626

CHARLES TOWN

156 WINTERPLACE DRIVE

3 Beds

2 Baths

1,922 Sq.Ft.

$350,000

MLS#: WVJF2019626

Welcome to 59 Paddock Place, a peaceful chalet-style retreat tucked away on nearly an acre of wooded privacy in Charles Town. Just minutes from downtown shops, restaurants, and conveniences, this property offers a rare opportunity to enjoy a tranquil setting without sacrificing accessibility. The main level includes a spacious bedroom, full bathroom, and laundry room, making one-level living both easy and comfortable. You’ll also find a bright and inviting open-concept layout featuring a cozy wood stove, large windows that fill the space with natural light, and a beautifully updated kitchen with quartz countertops and stainless steel appliances. The dining area flows seamlessly from the kitchen, creating the perfect spot for everyday meals or entertaining. Upstairs, there are two additional bedrooms, a shared full bath, and a versatile bonus room ideal for a home office, reading nook, creative space, or extra bedroom. With high-speed Comcast Xfinity internet available, working from home or streaming your favorite shows is simple and reliable. Step outside to the expansive front deck, a perfect place to relax, entertain, or simply enjoy the peaceful surroundings. Multiple sheds offer excellent storage or workshop potential, and the backyard backs to mature trees for added privacy and serenity. Whether you're searching for a year-round residence or a weekend getaway, 59 Paddock Place offers a warm and inviting woodland retreat just minutes from everything Charles Town has to offer. This one-of-a-kind property is filled with charm, space, and character you won’t want to miss, plus the added benefit of no HOA!
#WVJF2019150

CHARLES TOWN

59 PADDOCK PLACE

3 Beds

2 Baths

1,075 Sq.Ft.

$350,000

MLS#: WVJF2019150

Welcome to this stunning 2-year-old townhouse in the highly desirable Norborne Glebe community! Boasting over 1,900 finished square feet, this home offers an open, airy layout with higher ceilings that enhance the spacious feel throughout. The heart of the home is the expansive kitchen, featuring a huge island, stainless steel appliances, and ample space for cooking and entertaining. Meticulously maintained and in great condition, this home is truly move-in ready. Enjoy access to community amenities, including a swimming pool, scenic walking trails, and open green spaces. Located in a prime commuter area with easy access to major routes, this home perfectly blends style, comfort, and convenience at a fantastic price. Why wait for new when this lovely home is waiting for you!
#WVJF2019708

CHARLES TOWN

19 STEMBOGAN COURT

3 Beds

2 Baths

1,938 Sq.Ft.

$345,000

MLS#: WVJF2019708

BACKS TO GREEN OPEN SPACE! Come tour the Lancaster at Norborne Glebe! This home features 3 levels including a powder room on the 1st floor ready in February! The main level has 9 ft ceilings. A wide staircase takes you to the 3rd level with 3 bedrooms, 2 full baths and a washer/dryer side by side. The kitchen includes granite counter tops with pendant lights, stainless steel appliances and a kitchen pantry. Lennar homes include Ring Doorbell and a keyless access pad with door codes to enter and exit as part of your home automation program. Set up an appointment or stop by to see the decorated model or inventory homes! Trash and recycle is included in the HOA. The community has a pool with swim lanes, pool house and multi- sport court – great for pickleball! Directions:50 Stratton Drive, Charles Town, WV; From Rt.340 follow Candlewood Drive to Stratton Drive and make a right turn. Model homes are located at the top of the hill. Follow Lennar flags to both townhome models. *Photos are of a similar home* Photos are for illustrative purposes only. Prices and features may vary and are subject to change. Prices do not include closing costs and other fees to be paid by buyer and are subject to change without notice. This is not an offer in states where prior registration is required. Void where prohibited by law. Copyright © 2022 Lennar Corporation. Lennar, the Lennar logo are U. S. registered service marks or service marks of Lennar Corporation and/or its subsidiaries. Date 02/22
#WVJF2019916

CHARLES TOWN

481 SEEBACK DRIVE 246 LANCASTER

3 Beds

2 Baths

1,920 Sq.Ft.

$341,670

MLS#: WVJF2019916

WASHER/DRYER INCLUDED! Come tour the Lancaster at Norborne Glebe! This home features 3 levels including a powder room on the 1st floor! The main level has 9 ft ceilings. A wide staircase takes you to the 3rd level with 3 bedrooms, 2 full baths and a washer/dryer side by side. The kitchen includes granite counter tops with pendant lights, stainless steel appliances and a kitchen pantry. Lennar homes include Ring Doorbell and a keyless access pad with door codes to enter and exit as part of your home automation program. Set up an appointment or stop by to see the decorated model or inventory homes! Trash and recycle is included in the HOA. The community has a pool with swim lanes, pool house and multi- sport court – great for pickleball! Directions:50 Stratton Drive, Charles Town, WV; From Rt.340 follow Candlewood Drive to Stratton Drive and make a right turn. Model homes are located at the top of the hill. Follow Lennar flags to both townhome models. *Photos are of a similar home* Photos are for illustrative purposes only. Prices and features may vary and are subject to change. Prices do not include closing costs and other fees to be paid by buyer and are subject to change without notice. This is not an offer in states where prior registration is required. Void where prohibited by law. Copyright © 2022 Lennar Corporation. Lennar, the Lennar logo are U. S. registered service marks or service marks of Lennar Corporation and/or its subsidiaries. Date 02/22
#WVJF2019910

CHARLES TOWN

469 SEEBACK DRIVE 249 LANCASTER

3 Beds

2 Baths

1,920 Sq.Ft.

$339,670

MLS#: WVJF2019910

The only community within historic Charles Town with resort style amenities! **Cover Your Closing Cost Up To $15,000, Paid by DRB Homes and Lender Credit for Primary Residence with Use Of approved Lender and Title!** Brand New Construction Available in Jefferson County’s premier planned community. This 3 Bedroom, 3.5 Bath, spacious foyer, and a double coat closet, upon entering. Open concept oversized kitchen with a large island and it opens to the morning room and living room. This home features our Alternate Main Floor Option, which truly creates an open concept from the front of the home to the back. The primary suite features a large walk-in closet, dual vanity, soaking tub and separate shower. Laundry is located on the bedroom level. The home is complete with a finished basement and a full bathroom.**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.
#WVJF2017404

CHARLES TOWN

HOMESITE 534 ABIGAIL STREET

3 Beds

3 Baths

2,169 Sq.Ft.

$338,022

MLS#: WVJF2017404

The only community within historic Charles Town with resort style amenities! **Cover Full Closing Cost Up To $15,000, paid by DRB Homes and Lender Credit for Primary Residence with Use Of Approved Lender and Title!** Brand New Construction Available in Jefferson County’s premier planned community. Discover modern living in this 3-bedroom, 3.5-bath home designed for comfort, style, and functionality. The open-concept main level features an oversized kitchen with a large island that flows seamlessly into the sunroom and living room, perfect for entertaining or everyday living. This home includes our Alternate Main Floor Option, creating a truly open layout from front to back. Upstairs, the primary suite offers a spacious walk-in closet, dual vanities, a soaking tub, and a separate shower. Convenient laundry on the bedroom level adds everyday ease, with a washer and dryer. The finished basement expands your living space and includes a full bathroom, ideal for guests, recreation, or a home office. Experience quality craftsmanship and thoughtful design in Jefferson County’s most sought-after community—schedule your tour today!**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.
#WVJF2020322

CHARLES TOWN

HOMESITE 495 ABIGAIL STREET

3 Beds

3 Baths

2,393 Sq.Ft.

$336,331

MLS#: WVJF2020322

Retail Lots For Lease. Located by a signalized intersection with 16,000 traffic count. There are 4 available lots. Acreage varies from 1.3 acres to 2.5 acres.
#WVJF2005486

CHARLES TOWN

0 OLD COUNTRY CLUB ROAD LOT #4

None Beds

None Baths

2.56 acres

$335,079

MLS#: WVJF2005486

This is your opportunity to own a charming home in the heart of downtown Charles Town, just one block from Jefferson Memorial Park. Featuring 3 bedrooms and 1 bath, this home offers a flexible floor plan and room to grow with a basement rough-in for a full bath and laundry hookups already in place. The main level welcomes you with hardwood floors, a cozy living room with a wood-burning fireplace, a separate dining room, a functional kitchen (appliances coming), and a bright four-season back porch. Two bedrooms and a full bath complete the main floor. Upstairs, the third bedroom features a gabled ceiling, generous closet space, and plenty of natural light. The lower level provides a versatile rec room with a wood stove, walk-out access to the backyard, and excellent potential for future expansion. Outside, the large 0.24-acre fenced lot is perfect for pets, gardening, or entertaining, and it backs to an alley for added convenience. Relax on the inviting front porch with your morning tea and enjoy the charm of small-town living. Recent updates include a new roof (2024) and HVAC system (2022), giving peace of mind to the next owner. Street parking and alley parking are both available. With park amenities like walking trails, tennis and pickleball courts, basketball courts, a pool, and picnic pavilions just steps away, and all of downtown Charles Town within easy reach, this home combines comfort, potential, and location and is ready for your personal touch.
#WVJF2019592

CHARLES TOWN

534 S CHURCH STREET

3 Beds

1 Baths

1,557 Sq.Ft.

$335,000

MLS#: WVJF2019592

New on site 4 days ago
OFFERING UP TO $12,500 IN CLOSING 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 white cabinets, elegant cabinet moldings, and gleaming white 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. The walkout basement adds flexibility and additional living space. Enjoy peaceful views as the home backs to a stunning mountain-scape and open green space, offering both beauty and privacy. Located just outside city limits, you’ll benefit from 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.
#WVJF2020392

CHARLES TOWN

35 BOLINGBROKE WAY

3 Beds

3 Baths

1,900 Sq.Ft.

$328,065

MLS#: WVJF2020392

New on site 3 days ago
Move In Ready 3 bedroom, 1.5 bathroom Cape Cod, located in the highly desired city of Charles Town. This home has been updated with a NEW ROOF, NEW BOILER, refinished hardwood floors, fresh paint from top to bottom, and new fixtures. The kitchen has been remodeled with NEW cabinets, new stainless-steel appliances, and new granite counter tops. Other features include a fully fenced in rear yard, a rear and front deck, and an unfinished basement. Schedule a showing TODAY!
#WVJF2020420

CHARLES TOWN

522 S CHURCH STREET

3 Beds

1 Baths

2,360 Sq.Ft.

$325,000

MLS#: WVJF2020420

END OF NOVEMBER DELIVERY!!! Welcome to the Adams II, a beautifully designed 3-level townhome offering 1,905 sq. ft. of living space. This spacious home features 4 bedrooms, 3.5 baths, and a 1-car garage, making it the perfect blend of comfort and functionality. Inside, you'll find an open-concept layout ideal for entertaining, a modern kitchen with plenty of storage, and a finished lower level with a full bath that's perfect for guests or a home office. Upstairs, the primary suite offers a private retreat complete with an en-suite bath and generous closet space. Located in a vibrant community with multiple play spaces, this home is just minutes from Route 9, Route 340, shopping, dining, and entertainment, providing both convenience and lifestyle. Features may vary, Don't miss the chance to make the Adams II your new home! Schedule your tour now!!!
#WVJF2020194

CHARLES TOWN

375 ECLIPSE STREET

4 Beds

3 Baths

1,905 Sq.Ft.

$324,990

MLS#: WVJF2020194

The only community within historic Charles Town with resort style amenities! **Cover Your Closing Cost Up To $15,000, Paid by DRB Homes and Lender Credit for Primary Residence with Use Of Approved Lender and Title!** Brand New Construction Available in Jefferson County’s premier planned community. This 3 Bedroom, 3.5 Bath, spacious foyer, and a double coat closet, upon entering. Open concept oversized upgraded kitchen with a large island, stainless steel appliances, Quartz countertops, upgraded cabinets, hanging pendant lights that opens to the morning room and living room. This home features our Alternate Main Floor Option, which truly creates an open concept from the front of the home to the back. The primary suite features a large walk-in closet, dual vanity, soaking tub and separate shower. Laundry is located on the bedroom level. The home is complete with a finished basement that includes a study and a full bathroom. There is a rear 2 car parking pad and also plenty of front parking as well.**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.
#WVJF2020312

CHARLES TOWN

HOMESITE 536 ABIGAIL STREET

3 Beds

3 Baths

2,123 Sq.Ft.

$323,147

MLS#: WVJF2020312

Spacious 3 level town home near Racetrack/Casino, restaurants, shopping and minutes from Historical Harpers Ferry as well as in a great commuter location. Home features 3 bedrooms and 3. 5 baths with large finished basement that could be used as a 4th bedroom /family room and has a full bath as well. The main floor is an OPEN floor plan from living room to kitchen to the dining room all with LVP flooring for high volume traffic and durability. Kitchen has oversized center island to entertain family and guests and is fully loaded with stainless steel appliances. Plenty of visitor parking not common to most townhome subdivisions. HOA takes care of the lawn care
#WVJF2020338

CHARLES TOWN

68 TATE MANOR DRIVE

3 Beds

3 Baths

2,640 Sq.Ft.

$319,900

MLS#: WVJF2020338

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