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CHARLESTOWN

One of the most popular communities provided by Charis Realty Group

CHARLESTOWN

About CHARLESTOWN

Discover Charlestown, MA Real Estate

Charlestown, Massachusetts is one of Boston’s most storied and sought-after neighborhoods. Nestled just north of downtown Boston, Charlestown blends classic New England charm with modern city conveniences, making it an ideal destination for homebuyers and investors alike.

Why Live in Charlestown?

Charlestown boasts a unique combination of history, waterfront views, and easy access to downtown Boston. The neighborhood is renowned for its:

  • Historic Landmarks: Home to the Bunker Hill Monument, USS Constitution Museum, and centuries-old architecture.
  • Vibrant Community: Enjoy lively local restaurants, coffee shops, and boutique shopping along Main Street and in City Square.
  • Excellent Schools: Top-rated public and private schools serve families in the Charlestown area.
  • Easy Commuting: Direct access to I-93, MBTA Orange Line at Community College Station, and several MBTA bus routes make getting around the city a breeze.
  • Parks & Waterfront: Residents love the scenic Charlestown Navy Yard, Paul Revere Park, and the Boston Harborwalk for outdoor activities.

Real Estate Market Overview

The Charlestown, MA real estate market features a mix of lovingly restored brownstones, modern condominiums, luxury waterfront properties, and single-family homes. Whether you’re looking to buy your first condo or upgrade to a spacious family home, Charlestown offers diverse real estate options.

Types of Properties

  • Historic Townhomes: Classic brick exteriors with original details and updated interiors.
  • Luxury Condos: Amenities like gyms, concierge services, and private parking.
  • Single-Family Homes: Charming, spacious residences ideal for families.
  • Waterfront Apartments: Breathtaking harbor views and direct access to marina life.

Living in Charlestown: Neighborhood Highlights

  • Community Feel: Annual events, farmer’s markets, and neighborhood meetups foster a tight-knit, welcoming environment.
  • Dining & Nightlife: Savor local favorites like Warren Tavern, Brewer’s Fork, and Monument Restaurant & Tavern.
  • Cultural Attractions: Visit historical sites, art galleries, and theaters unique to Charlestown.
  • Recreation: Sail on the harbor, stroll the Freedom Trail, or bike to downtown Boston in minutes.

Invest in Charlestown We Real Estate

Charlestown is consistently rated as one of Boston’s top neighborhoods for real estate investment. With rising property values, strong rental demand, and ongoing revitalization projects, now is the perfect time to explore real estate opportunities in Charlestown, Massachusetts.

Ready to find your dream home in Charlestown? Contact a local Charlestown real estate expert today!

Explore the historic charm and modern convenience of Charlestown, MA—your ideal Boston neighborhood for real estate and community living.

One of the most popular communities provided by Charis Realty Group
129
# of Listings
3
Avg # of Bedrooms
$220
Avg. $ / Sq.Ft.
$406,194
Med. List Price

Browse CHARLESTOWN Real Estate Listings

70 Properties Found. Page 4 of 5.

**This home qualifies for a $10,000 grant for closing costs/down payment.**

  (certain restrictions do apply. See flyer for qualification requirements)

This charming Craftsman-style home, built in 2017, offers a perfect blend of modern comfort and inviting warmth. Step inside to discover an open floor plan that seamlessly connects the dining area and family room, ideal for gatherings and everyday living. The gourmet kitchen is a culinary enthusiast's dream, featuring solid surface countertops and a suite of high-quality appliances. With three spacious bedrooms and two full bathrooms, this home provides ample space for relaxation and privacy. Enjoy the convenience of a dedicated laundry area located in the full, heated basement, which offers plenty of potential for additional rooms or recreational space. Outside, the lot is a serene retreat, backing onto an open common area that enhances your outdoor experience.  An attached garage and asphalt driveway provide easy access and ample parking. This home also boast an EV charger, pellet stove and updated hot water heater with new heating elements! This house is not just a place to live; it’s a sanctuary where comfort meets functionality. Experience the joy of living in a space designed for both relaxation and entertaining. Don’t miss the opportunity to make this delightful property your own!
#WVJF2020734

CHARLES TOWN

839 JEFFERSON AVENUE

3 Beds

2 Baths

1,388 Sq.Ft.

$359,900

MLS#: WVJF2020734

4-Month-Old Townhouse! All the Upgrades, None of the Wait!
Skip the new construction hassle! This Darlington II model townhome with an extension, comes with a fenced yard, ceiling fans, upgraded cabinet handles and faucet, curtains, TV brackets, and washer & dryer. 
Seller offering concessions towards transfer stamps.

Step inside to soaring 9’+ ceilings and an open layout designed for modern living. The spacious, eat-in kitchen steals the show with its oversized island, stylish pendant lighting, gas cooktop, stainless appliances, quartz countertops, backsplash and built-in microwave. The extension allows for a cozy sitting area right off the kitchen, perfect for morning coffee. The entire main level flows beautifully with luxury vinyl plank flooring and an open concept living room that’s ready for entertaining.

Head upstairs to find a dreamy primary suite featuring tray ceilings, ceiling fan, and a walk-in closet. The primary bath offers white cultured marble counters, a relaxing soaking tub and a separate tiled shower, your own private retreat at the end of the day.

Need more space? The finished basement is ideal for guests, a home gym, or a movie night setup. It’s upgraded with a full bathroom with LVP flooring, marble counters, and a tiled stall shower.  

Out back, enjoy your own low-maintenance escape with a fully fenced yard!

If you’ve been waiting for the one, this is it. Brand-new feel, thoughtful upgrades, and move-in ready comfort, all wrapped into one beautiful home.
#WVJF2020334

CHARLES TOWN

759 LORD FAIRFAX STREET

3 Beds

3 Baths

2,100 Sq.Ft.

$351,000

MLS#: WVJF2020334

LOCATION, LOCATION, LOCATION! Have you ever wanted to be in walking distance from your favorite coffee shop, book store, bank, library, AND right down the road from the infamous Charles Town Farmers Market? Have you ever wanted to live in a town that felt like a Hallmark movie? Walk on the brick sidewalks, walk among the historic homes that have so many stories to tell? 

Welcome to 412 S. Samuel Street in charming Charles Town, WV—a timeless classic filled with character and opportunity. Built in 1895, this 3-bedroom, 2 full bath home sits on one of Charles Town’s most sought-after historic streets, offering all the charm of the era without being historically registered—giving you freedom to make it your own.

Inside, you’ll find hardwood floors and classic details that reflect the home’s rich history, while still leaving plenty of room to add your personal touch. With solid bones and endless potential, this property is perfect for those who appreciate vintage charm and envision restoring or updating a true classic.

The prime location places you just moments from downtown Charles Town, local shops, dining, and community events—making this an ideal opportunity for homeowners or investors alike.

If you’re looking for character, location, and potential, 412 S. Samuel Street is a rare find waiting for its next chapter.
#WVJF2020990

CHARLES TOWN

412 S SAMUEL STREET

3 Beds

2 Baths

1,986 Sq.Ft.

$350,000

MLS#: WVJF2020990

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

IMMEDIATE DELIVERY!
Looking for a home that’s as inviting as it is functional? This  3-bedroom, 2.5-bath gem is designed for both effortless entertaining and comfortable everyday living. From the moment you walk through the front door, the open floor plan flows seamlessly—guiding you from the dining area to the kitchen, breakfast nook, and out to the backyard, perfect for gatherings or a quiet morning coffee.
BIG BONUS—no HOA and on almost a quarter acre lot (.22)! That means more freedom to enjoy your home the way you want. And with downtown Charles Town just a short stroll away, you’ll have easy access to local restaurants, shopping, farmers markets, and historic attractions. Whether you're grabbing a coffee at a cozy café, enjoying live music, hiking, or exploring the charm of this historically hip area, you’ll love having it all so close to home.  Quaint Shepherdstown, Shepherd University and historic Harpers Ferry are only a 10 minute drive.  Leesburg, Winchester, and Frederick MD...about 30.  Charles Town is the perfect "home base"!
This property gives you plenty of room to stretch out, with a welcoming porch that sets the scene for everything from lazy afternoons to crisp evening chats under a breathtaking country sunset. The attached garage keeps your car sheltered from the elements, while the driveway offers plenty of extra parking for guests. Throughout the home, thoughtful touches like LED recessed lighting, ceiling fans, and luxury vinyl plank flooring bring both style and convenience. This home isn’t just a place to live—it’s a place to love.
#WVJF2016312

CHARLES TOWN

7 ONYX LANE

3 Beds

2 Baths

1,538 Sq.Ft.

$349,900

MLS#: WVJF2016312

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

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

Chalet-style home on nearly 1 acre of wooded privacy with no HOA, minutes to downtown Charles Town. Main level bedroom and full bath make true one-level living easy. Bright open-concept great room with large windows, wood stove, and LVP flooring. Updated kitchen with quartz counters, stainless steel appliances, and a dining area that flows for everyday meals and entertaining. Main level bedroom, full bath, and laundry make this a versatile floorplan.  Upstairs offers two bedrooms, a full bath, and a bonus room ideal for a home office, studio, or guest space. High speed Comcast Xfinity internet supports reliable work from home and streaming.

Relax on the large front deck and enjoy a backyard with mature trees. Two storage sheds provide great gear storage and workshop space. Quiet, small neighborhood with quick access to shops, restaurants, and commuter routes. Short term rental potential. 

Features: main level bedroom, open concept, updated kitchen, quartz counters, stainless appliances, wood stove, LVP flooring, high speed internet Comcast Xfinity, large deck, backs to trees, two sheds, nearly 1 acre, no HOA.
#WVJF2019150

CHARLES TOWN

59 PADDOCK PLACE

3 Beds

2 Baths

1,075 Sq.Ft.

$335,000

MLS#: WVJF2019150

Back on the market. This brick ranch-style home sits on an unrestricted 1/2 acre lot, providing easy access and a short commute to Loudoun County. The location offers proximity to Charles Town's dining, shopping, and casino amenities while ensuring a peaceful living environment. The large backyard affords great views and connects to open land, enhancing the property's appeal.  Lower level is partially finished with a 1/2 bath.  Measurements are approximate and should be confirmed by buyers.
#WVJF2017974

CHARLES TOWN

1956 CATTAIL RUN ROAD

3 Beds

1 Baths

1,892 Sq.Ft.

$335,000

MLS#: WVJF2017974

The only community within historic Charles Town with resort style amenities! 
**Cover Your Closing Cost Up To $18,000, 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 End Unit 3 Bedroom, 3.5 Bath, spacious foyer, and a double coat closet, upon entering. The bottom level includes a room which could b e used as an office/study or 4th bedroom, a full bathroom and rec room! The second level is an open concept oversized kitchen with a large island, stainless steel appliances, upgraded cabinets, Quartz countertops, backsplash, luxury vinyl plank on entire level, 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, and a large separate shower. Laundry is located on the bedroom level. The home is complete with a private 2 car rear parking pad.
#WVJF2020946

CHARLES TOWN

11 ABIGAIL STREET

3 Beds

3 Baths

2,235 Sq.Ft.

$334,990

MLS#: WVJF2020946

The only community within historic Charles Town with resort style amenities!
**Cover Your Closing Cost Up To $18,000, 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.

$329,990

MLS#: WVJF2017404

Discover the comfort of one-level living in this exceptionally well-kept home in Charles Town, WV.  This home offers a welcoming living room that opens seamlessly into a spacious dining area and kitchen, with a conveniently located laundry room. There are three generous bedrooms with recently expanded closets and two full baths. Enjoy durable tile flooring in the kitchen, bathrooms, and laundry room, with stylish Engineered Hardwood flooring throughout for a modern, cohesive feel.  The property features a large covered front porch perfect for relaxing mornings or quiet evenings, ample parking, and mature landscaping that creates a peaceful, private atmosphere while remaining close to everything you need.
Ideally situated for commuters, this home provides easy access to the 340/9 Corridor, making travel in any direction a breeze.
#WVJF2020090

CHARLES TOWN

320 BEAUREGARD BOULEVARD

3 Beds

2 Baths

1,160 Sq.Ft.

$329,000

MLS#: WVJF2020090

Beautiful and almost new townhome with garage. You will be delighted to see how well this 3 bedroom, 3/1 Bath shows.Many UPGRADES were added upon construction, A unique attribute is the long driveway & nice size frontyard. A wide-open foyer greets you as you enter with an oversized coat closet. There is a full bath on theentry level, this area could be restructured to be another bedroom if desired. An additional bump out 11'1"x 7'x5"space was added creating a Morning Room next to the kitchen, extra space in primary bedroom, &more sq. footage in the recreation room. Upgraded carpeting, /padding, LPT, and tile package. In thekitchen upgrades include island with pendant lights, granite counter tops, upgraded 42-inch kitchencabinets, 25cu French SS refrigerator, and stainless-steel appliances. The home features 9 Ft Main levelCeilings! 5 Ceiling Fan Pre-Wire (3 Bedrooms, LV, Morning Room) a Beautifully appointed Primary Bath withthe desired soaking tub, upgraded cabinets, and double sinks. Washer and drier are on the upper bedroomlevel. You will find these features brings this property into the standard of buyers' expectations. Thisproperty does not back up to other homes, and extra parking is not assigned near the home. The propertyhas great light and is decent distance from TH across the street. Do not miss putting in an offer on thisBeautifully appointed townhome!! Are you Ready to move? No waiting for construction to be completed, it isready for you to fall in love with.
#WVJF2020870

CHARLES TOWN

67 TATE MANOR DRIVE

3 Beds

3 Baths

2,294 Sq.Ft.

$325,000

MLS#: WVJF2020870

This property qualifies for a $10K grant!  Discover the character and convenience of in-town living at 534 S Church Street in Charles Town. Just one block from Jefferson Memorial Park and an easy stroll to downtown shops, dining, and the seasonal farmers market, this 3-bedroom home blends classic 1950s charm with practical everyday comfort.

Inside, you’re welcomed by hardwood floors, a cozy living room with a wood-burning fireplace, and a lovely arched entryway that leads to the breakfast area—one of the home’s most charming original details. The kitchen features brand-new appliances, and the bright four-season room offers flexible space for morning coffee, plant lovers, or simply relaxing with backyard views. Two bedrooms and a full bath complete the main level.

Upstairs, the third bedroom provides a quiet retreat with natural light and generous storage. The lower level provides an area for a walk-out rec room with a wood stove and concrete flooring, giving you a blank slate for future possibilities. A basement rough-in for a second full bath and laundry hookups adds even more potential.

Outside, the fully fenced backyard offers plenty of room to play, garden, or entertain. Street and alley parking provide convenient options for visitors and everyday living.

Important updates include a new roof (2024) and HVAC system with electric heat pump and central AC (2022) for peace of mind.

With  amenities such as walking trails, tennis and pickleball courts, basketball courts, a public pool, and shaded picnic areas just moments from the front door, this location captures the heart of Charles Town living—walkable, welcoming, and full of small-town charm.
#WVJF2020764

CHARLES TOWN

534 S CHURCH STREET

3 Beds

1 Baths

1,557 Sq.Ft.

$325,000

MLS#: WVJF2020764

Come Fall In Love with this unique spacious Townhouse.   The 3 Bedroom 3 Full Bath and 1-Half Bath may be the perfect fit for you.   It offers Spacious Bedrooms with 3 attached En-Suites perfect for the growing busy household.   The Main level entryway offers  you and your guest A wide Welcoming Spacious Foyer with ceramic tile flooring.   The Laundry Room offers new Washer & Dryer that conveys with Built in Shelf.   Walking up the spacious staircase you will find the Kitchen, dining room, living room and half bath.   The Kitchen is spacious and offers alot of cabinets.    Beautiful Hardwood floors, Stainless Steel Kitchen appliances, recessed lights, center island breakfast bar, nice size walk-in pantry.   There is A spacious  outdoor deck off the kitchen /dining room area perfect for entertaining or just enjoying and soaking up the sun.   The living room offers alot of natural sunlight, a ceiling fan, carpet flooring.   The upper top level offers 2 Primary Spacious Bedrooms with attached Bathrooms one offers a jetted tub.   All Nice Size rooms ready for it's new owners.   Recent improvements  include New Roof October 2025,  Hot Water Tank Replaced in 2018.  Garage Door offers new  torsion springs,  rollers, comes with a 5 year warranty on the torsion roller springs garage door .   New Heat Pump 2019 with 10 year warranty and new electronic damper for Zoned heat in 2025.   This home has been gently lived in and ready for it's new owner to make it yours for the holidays.  The Lower main level entrance area does offer Bedroom with attached built-In Cabinet/dresser and attached en suite.  Perfect for either Bedroom, office or craft room.   The attached spacious 1-Car Garage has room for shelves or a bench and room for your car.  The driveway offers parking for 2 cars and off street parking for guest/visitors .  If your looking for spacious bedrooms that offer alot of natural light  all with their  own attached bathrooms this one is the one.  It's unique layout is a must see.
#WVJF2020160

CHARLES TOWN

78 BALTUSROL DRIVE

3 Beds

3 Baths

2,804 Sq.Ft.

$325,000

MLS#: WVJF2020160

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