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42 Harvard Street, Boston
$4,750,000
5 Beds ⋅ 5 Baths ⋅ 73590132 MLS
Overlooking John Harvard Mall in Charlestown’s historic gaslight district, this handsome, 5+BR/4.5BA, bow front brick townhome, offers 4,000sf of living space and two covered parking spaces. Built circa 1875, the home was rebuilt from the brick façade inward in 2009/10, with all-new framing and major systems, then thoughtfully reimagined in 2024/25 for modern family living. The main level is open and filled with light, with living, dining, and kitchen spaces flowing together beneath crown molding and custom millwork. A gas fireplace with porcelain surround anchors the living area, and a multi-zone sound system carries music throughout. The chef’s kitchen centers on a large marble-topped island and is equipped with a new Thermador six-burner range with grill and double ovens, plus a Sub-Zero refrigerator. Oversized windows and skylights brighten the space, and a French door opens to a private side porch for outdoor dining and grilling. A powder room services this level. The entire second floor is reserved for the primary suite, w/dual walk-in closets and a spa-style bath featuring a freestanding soaking tub, double vanity, and oversized walk-in shower. The third-floor features two generous bedrooms w/dual custom closets; a dedicated home office, full bath, and laundry center. The fourth-floor adds a custom built-in library or study and guest suite. Above it all, the roof deck offers 360-degree views of Boston Harbor and the city skyline. The lower provides versatile living space: a media room w/wet bar and EuroCave wine refrigerator, a gym or au pair suite, an oversized mudroom w/heated floor, abundant storage, and second washer/dryer. A 2-car covered driveway is just off the mudroom. Historic character, modern systems, and a coveted location make this a turnkey Charlestown home.

42 Harvard Street, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
40 Sullivan St, Boston
$1,799,000
4 Beds ⋅ 3 Baths ⋅ 73589976 MLS
Discover the perfect blend of historic Charlestown charm and modern sophistication at 40 Sullivan Street. This beautifully updated four-bedroom, three-bathroom residence offers four levels of thoughtfully designed living space, rich architectural character, and a private brick patio ideal for outdoor entertaining. The inviting living room showcases an ornate fireplace, custom built-in shelving, hardwood floors, and elegant period details. The beautifully appointed eat-in kitchen features white cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and distinctive brass pendant lighting. Generous windows fill the space with natural light, while a charming window seat adds warmth and character. Upstairs, four bedrooms offer comfortable accommodations and flexibility for a home office or guest space. Original wide-plank wood floors, decorative fireplaces, and classic millwork preserve the home's historic appeal, while three full bathrooms feature stylish updates, including a freestanding soaking tub and a double vanity with marble countertops. The finished lower level provides an inviting family or media room with a fireplace, built-in shelving, and French doors opening directly to the private, fenced brick patio—a wonderful extension of the living space for dining, entertaining, or relaxing outdoors. Ideally situated in the heart of Charlestown, this distinctive home offers a rare combination of timeless New England character, modern comfort, and versatile living spaces, all within easy reach of neighborhood shops, restaurants, parks, and downtown Boston.

40 Sullivan St, Boston

Listing courtesy of Listing Agent: Jesse MacDonald from Listing Office: Gibson Sotheby's International Realty.
25 Allston St, Boston
$1,499,000
5 Beds ⋅ 3 Baths ⋅ 73589871 MLS
Rarely available multifamily opportunity in the heart of Charlestown! This 3 unit building is perfect for investors, developers, or end users looking to create something truly special. Unit 1 features 1 bed/1 bath, central A/C, and renovations completed in 2020. Units 2 and 3 each offer 2 beds/1 bath, presenting excellent potential for cosmetic updates and customization. Additional highlights include an enclosed patio, an updated roof deck, separately metered utilities for each unit and updated systems. Just minutes to all that Charlestown has to offer, a flexible layout and tremendous potential, this is a unique opportunity to reimagine or hold a MF property in one of Boston’s most sought-after neighborhoods.

25 Allston St, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.
429 Main St, Boston
$1,199,000
2 Beds ⋅ 3 Baths ⋅ 73588861 MLS
Bring your vision to this two-bedroom brick townhouse in Charlestown. The main level offers a kitchen, dining room, living room, half bath and sunroom with access to a rear patio. Upstairs are two bedrooms, a full bath and an enclosed porch off the rear bedroom. A partially finished basement provides additional flexible space and a second full bathroom. With a practical layout and the opportunity to update and personalize, 429 Main Street is ready for its next chapter.

429 Main St, Boston

Listing courtesy of Listing Agent: Yukiko Oyama-Morris from Listing Office: Oyama Investments, Ltd..
254-6 Main Street Unit 2, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73588558 MLS
Lovely duplex condominium in a charming and stylish Greek Revival building, part of a handsome and substantial commercial block in central Charlestown. The building was originally built as a single family home in 1845. The main floor of Unit 2 features a spacious living room with bamboo flooring, a large tiled eat-in-kitchen and an adjacent study. There is a half bath on this level. The second floor is comprised of two carpeted bedrooms and a full bath. There is a stacked laundry within the unit as well as very good closet space. Abundant natural light is provided by numerous windows featuring plantation shutters. This conveniently located home is close to numerous restaurants, the Bunker Hill Mall with Whole Foods, and all that Charlestown has to offer. There is excellent public transportation that includes the Orange Line at Bunker Hill Community College, as well as two bus lines into downtown Boston. Interesting Note: The Boston Landmarks Survey of this building indicates that there were Victorian modifications made to the facade, such as the oriel windows on the second and third floors. It is believed that as a single family home, it was used as the rectory for the Trinity Methodist Episcopal Church, which was on High Street and was later modified to house the current Boys and Girls Club. Unit 1 is a law office entered at street level and unit 3 is a residential condominium. OPEN HOUSE SUNDAY, OCTOBER 18TH FROM 18TH FROM 1-2 PM.

254-6 Main Street Unit 2, Boston

Listing courtesy of Listing Agent: Nancy Kueny from Listing Office: Gibson Sotheby's International Realty.
42 8th Street Unit 1519, Boston
$574,000
1 Beds ⋅ 1 Baths ⋅ 73587892 MLS
Welcome to Parris Landing in the historic Charlestown Navy Yard. This one-bedroom residence pairs sweeping views of the Boston skyline, Zakim Bridge and Navy Yard Park with one of the building’s most desirable conveniences: a self-park garage space. The open kitchen features white cabinetry, granite countertops, stainless steel appliances, gas cooking, a custom pantry and peninsula with bar seating, flowing seamlessly into the living and dining area with bamboo floors and an oversized window framing the city beyond. The sun-filled bedroom offers a spacious walk-in closet with a custom California Closet system, while the full bath features a tiled tub/shower and granite-topped vanity. Parris Landing offers full-service living with 24-hour concierge, professional on-site management, heated outdoor pool, fitness center, clubroom and beautifully maintained common spaces. All of this in an exceptional waterfront location moments from the Harborwalk, Charlestown Ferry, neighborhood dining and the best of the Navy Yard.

42 8th Street Unit 1519, Boston

Listing courtesy of Listing Agent: Paul Whaley/Charlie Ring Team from Listing Office: Coldwell Banker Realty - Boston.
73 Sullivan St Unit 4, Boston
$640,000
2 Beds ⋅ 1 Baths ⋅ 73587696 MLS
Stunning top-floor condo with breathtaking city views! This gorgeous 2-bedroom, 1-bath home combines classic charm with modern convenience, offering spectacular views of the Bunker Hill Monument and the Boston Skyline. The eat-in kitchen features granite countertops and stainless steel appliances. The kitchen opens directly to the sun-drenched living room with a fireplace and decorative windows that flood the home with incredible natural light. The two spacious bedrooms offer ample closet space. High ceilings thru-out. Most windows have been replaced, adding to the comfort and appeal of this inviting home. A true standout is the expansive rooftop deck, where unobstructed city views create an incredible backdrop for morning coffee, entertaining, or watching the city lights at the end of the day. Ideally located just minutes from the USS Constitution, Boston National Historical Park, Harbor Shuttle service, and all that the Charlestown Navy Yard has to offer. Quick access to the Orange Line and the 92 and 93 bus routes, making commuting to downtown Boston a breeze. With its combination of historic charm, wonderful views, outdoor space, and unbeatable location, this is a fantastic opportunity to enjoy the best of Charlestown and Boston living.

73 Sullivan St Unit 4, Boston

Listing courtesy of Listing Agent: The Chi Team from Listing Office: William Raveis R.E. & Home Services.
40 Mount Vernon Street Unit 1, Boston
$1,775,000
3 Beds ⋅ 3 Baths ⋅ 73587337 MLS ⋅ ['40 Mount Vernon Street Condominium'] BLDG.
Located on a sought after gas-lit street, just off Monument Square, this spacious, 3+BR/3BA, 2,192sf, brick home is the result of a spectacular 2024 renovation with exceptional custom finishes throughout. The open main living area centers around a beautiful gas fireplace, framed by custom built-ins, flowing naturally into a gourmet kitchen equipped with white shaker cabinetry, farmer's sink, quartz countertops and JennAir stainless appliances. A private deck is just off the kitchen/living area and features streaming afternoon sun and a built-in gas line for grilling - perfect for entertaining. The main level also offers two bedrooms, including an elegant primary with a custom walk-in closet and ensuite bath w/double vanity and custom tiled shower. A well-appointed second bedroom sits towards the front of the unit, adjacent to a full bath with shower and tub. On the lower level, a spacious family room features a built-in bar with wine fridge, and a conveniently located full bathroom with tiled, glass enclosed shower. This floor also hosts an expansive king size third bedroom w/ample closet space. A private storage unit is located in the common area of the basement. The Navy Yard, Training Field Park, town center restaurants and shops, North End dining, and TD Garden are all just moments away. Rental garage parking at The Nautica Garage.

40 Mount Vernon Street Unit 1, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
42 8th St Unit 1104, Boston
$779,000
2 Beds ⋅ 2 Baths ⋅ 73585013 MLS ⋅ ['Parris Landing Condominiums'] BLDG.
Welcome to Parris Landing #1104, a spacious and well appointed 2-bedroom, 2-bath residence offering 937 square feet of comfortable living in one of Charlestown’s premier full-service buildings. The open layout is highlighted by floor-to-ceiling windows that fill the home with natural light and create a bright, airy feel throughout, and look onto quiet green sections of the park. Both full bathrooms were beautifully updated in 2026, the entire residence has been freshly painted, and there are thoughtful renovation touches throughout like new light fixtures and smart home thermostat, making this home truly move-in ready. The unit also includes one self-parking space in attached garage. Parris Landing offers an exceptional amenity package including a fully equipped fitness center, heated outdoor pool, 24/7 concierge, maintenance services, and professional on-site management. This unit is in building one, the most centrally located placement for all the building has to offer. Enjoy convenient, low-maintenance living in the historic Charlestown Navy Yard with easy access to the waterfront, North End, downtown Boston and major transportation routes including the MBTA ferry stop and bus pick-ups steps from the building.

42 8th St Unit 1104, Boston

Listing courtesy of Listing Agent: Myles Couyoumjian from Listing Office: Coldwell Banker Realty - Boston.
3 Dexter Row Unit 3, Boston
$765,000
1 Beds ⋅ 1 Baths ⋅ 73584482 MLS
Sun-swept 1+ bedroom penthouse loft in the heart of Charlestown! A dramatic open floor plan showcases soaring vaulted ceilings, exposed brick and beams, and a wood-burning fireplace, while skylights flood this top-floor space with beautiful natural light. Original wide-plank pine floors, recently custom matte finished, are a standout feature in this historic home. The kitchen captures a picture-perfect view of the Monument and features ample cabinetry, stainless steel appliances, and a breakfast bar overlooking the main living area. The open living and dining creates an inviting space for everyday living and entertaining, while a unique open loft offers flexibility for a second bedroom, guest space, or home office. Generous closet space, in-unit laundry, air conditioning, low condo fee, exclusive roof rights and dedicated basement storage complete this one-of-a-kind penthouse. Ideally located with neighborhood restaurants, cafes, and shops at your doorstep, and minutes to downtown, TD Garden, public transportation, and Logan Airport.

3 Dexter Row Unit 3, Boston

Listing courtesy of Listing Agent: Shannon McNamara from Listing Office: William Raveis R.E. & Home Services.
281 1/2 Main Street Unit 281, Boston
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 73584388 MLS
Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

281 1/2 Main Street Unit 281, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.
281 1/2 Main Street, Boston
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 73584384 MLS
Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

281 1/2 Main Street, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.
47 Harvard Street Unit C402, Boston
$625,000
1 Beds ⋅ 2 Baths ⋅ 73584185 MLS ⋅ ['The Courtyard'] BLDG.
This oversized, sun-drenched, 1BR/1.5BA, penthouse duplex offers an exceptional blend of loft-style living and modern convenience in a historic schoolhouse setting. Highlights include dramatic 14-foot ceilings and soaring 6+’ windows that flood the open-concept layout with natural light and showcase stunning views of The Courtyard and The Monument. The home features beautiful hardwood floors in the open living and dining areas. The kitchen is fully equipped with stainless-steel appliances. The lofted bedroom suite serves as a true private retreat, featuring an en-suite half bath complete with a soaking tub, as well as direct access to a private deck with Monument views. Amenities: in-unit W/D, dedicated garage parking space, on site fitness center, elevator, club room, professional management and common courtyard w/seating. Located at The Courtyard, an original schoolhouse conversion, this residence provides the "lock-and-leave" ease of a professionally managed elevator building close to town center restaurants, shops, TD Garden, North End, and Logan Airport.

47 Harvard Street Unit C402, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
322 Bunker Hill St Unit 3, Boston
$1,695,000
3 Beds ⋅ 2 Baths ⋅ 73583761 MLS
Experience an elevated perspective on Charlestown living at 322 Bunker Hill Street, a beautifully renovated penthouse triplex crowned by a private roof deck with sweeping views of downtown Boston. Set atop Bunker Hill, this distinctive three-bedroom, two-bath residence offers approximately 1,652 square feet of thoughtfully appointed interiors, pairing refined finishes with inviting spaces for entertaining and everyday retreat. A wide, open staircase introduces the main living level, where abundant windows bathe the living room in natural light and a floating gas fireplace creates a sophisticated focal point. From relaxed evenings by the fire to lively gatherings with friends, the setting feels effortlessly welcoming. At the heart of the home, the chef’s kitchen combines crisp white cabinetry, elegant quartz countertops and premium Thermador appliances, making meal preparation as enjoyable as the occasion itself. The generously proportioned primary suite offers a luxurious escape, complete with an ensuite bath featuring heated floors, a double vanity and an expansive glass-enclosed shower. Two additional bedrooms provide flexibility for guests or a dedicated home office, complemented by a second full bath. A private balcony invites a morning coffee break, while the private roof deck takes outdoor living to another level. Host an evening gathering, dine beneath the sky or simply unwind with Boston’s skyline as your backdrop. In-unit laundry, deeded basement storage and a common-area gym add everyday convenience, while rear stairs lead to a deeded parking space. With nearby restaurants, Charlestown’s distinctive neighborhood character and easy access to downtown Boston, this exceptional home brings together the space to recharge, the setting to entertain and the connection to enjoy city life.

322 Bunker Hill St Unit 3, Boston

Listing courtesy of Listing Agent: Kevin Longworth from Listing Office: Insight Realty Group, Inc..
44 Sackville St, Boston
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 73582480 MLS
**BOM - Buyer's could not perform** The one you have been waiting for! Here is your chance to own a picture-perfect 4 bed/3.5 bath single family with TWO car garage parking. Ground-up construction by one of Charlestown’s premier builders, this flawless property provides everything you could ask for, and then some. Step into luxury-level living with incredible natural light, three sides of exposure, an idyllic floor plan, and designer finishes throughout. Magazine-quality kitchen features floor-to-ceiling cabinetry, professional-grade appliances, built-in breakfast bar, and direct access to formal dining. Oversized living room (suitable for a suburban sectional!) is the ideal space to relax or entertain. Primary suite is out of a magazine—offering room for a king-size, bow window with reading nook, walk-in closet, and custom bath featuring double vanity & frameless glass shower. Large and dimensional guest beds, with dedicated full baths, are optimal for the growing family. Ample space for home office and/or gym. Enjoy the seasons on your private balcony and expansive, fully enclosed stone patio—perfect for alfresco dining and entertaining guests. A truly rare opportunity just steps to everything Charlestown has to offer!

44 Sackville St, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: William Raveis R.E. & Home Services.
6 Franklin St Unit 2, Boston
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 73582323 MLS
Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

6 Franklin St Unit 2, Boston

Listing courtesy of Listing Agent: Martha Toti from Listing Office: Coldwell Banker Realty - Boston.
39 Essex St, Boston
$1,499,000
3 Beds ⋅ 4 Baths ⋅ 73582257 MLS
A fully renovated, single family home in Charlestown! This house offers 4 levels of thoughtfully designed living space. The main floor features an open floor plan anchored by a large kitchen island, perfect for every-day living. Find a half bath on this level for added convenience. On the 2nd level there are two generous sized bedrooms, a bathroom with a tub and a laundry closet. Upstairs is the primary suite, large enough to include a work from home space or secondary hang out area. The finished lower level provides a flexible bonus space to be used as a media/man cave, kids playroom, additional home office or gym and inclusive of another half bath. Step outside to your private deck and patio, perfect for outdoor dining, entertainment or relaxing. Additional features include; an abundance of storage space, tons of natural light and central ac. Live just minutes from Hood Park, many restaurants/coffee shops and all that Charlestown has to offer!

39 Essex St, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.
6 Franklin St Unit 2, Boston
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 73582226 MLS
Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

6 Franklin St Unit 2, Boston

Listing courtesy of Listing Agent: Martha Toti from Listing Office: Coldwell Banker Realty - Boston.
32 Pleasant Street, Boston
$2,699,000
3 Beds ⋅ 4 Baths ⋅ 73581324 MLS
Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

32 Pleasant Street, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
4 Short Street Pl Unit 4, Boston
$770,000
1 Beds ⋅ 2 Baths ⋅ 73580012 MLS
Unique in every way, this row house with a private patio perfectly embodies the historic charm of Charlestown. Ideally located a short distance from the Orange Line T, public amenities like the community garden & theater, and Charlestown's best shops & restaurants, this meticulously updated property provides comfort and privacy against the backdrop of vibrant city life. The practical layout features an entryway mudroom, a spacious exposed-beam kitchen & dining area, a 1st floor bath, a generously sized living room, a top floor bedroom suite with walk-in closet & second full bath, basement storage, and in-unit laundry. Recent updates include A/C (2022), Anderson windows throughout (2024), custom window treatments, a new oven (2025), a new hot water heater (2026), fresh paint, and bedroom carpeting. Located down a charming brick path, this turn-key property is filled with sunlight and views of mature trees in its idyllic setting. Take advantage of the city's residential exemption to lower your taxes. All of this with no HOA!

4 Short Street Pl Unit 4, Boston

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
4 Short Street Place, Boston
$770,000
1 Beds ⋅ 2 Baths ⋅ 73579400 MLS
Unique in every way, this row house with a private patio perfectly embodies the historic charm of Charlestown. Ideally located a short distance from the Orange Line T, public amenities like the community garden & theater, and Ctown's best shops & restaurants, this meticulously updated property provides comfort and privacy against the backdrop of vibrant city life. The practical layout features an entryway mudroom, a spacious exposed-beam kitchen & dining area, a 1st floor bath, a generously sized living room with a murphy bed, a top floor bedroom suite with walk-in closet & second full bath, basement storage, and in-unit laundry. Recent updates include A/C (2022), all new Anderson windows (2024), custom window treatments, a new oven (2025), a new hot water heater (2026), fresh paint throughout, and bedroom carpeting. Located down a charming brick path, this turn-key property is filled with sunlight and views of mature trees in its idyllic setting. Residential exemption available to reduce taxes. All of this with no HOA!

4 Short Street Place, Boston

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
16 Common Street, Boston
$3,800,000
5 Beds ⋅ 4 Baths ⋅ 73578963 MLS
Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston’s most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

16 Common Street, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
4 Concord Avenue, Boston
$1,800,000
3 Beds ⋅ 3 Baths ⋅ 73578918 MLS
Tucked off Monument Square on a gas-lit private way, this beautiful, 3+BR/2.5BA, single family home features 1,925+/- sf, an ideal open layout, sunny corner exposure and 1 car parking. The main level features an open concept “great” room with elegant living room with gas fireplace, with handsome white mantel, crown molding, and freshly sanded hardwood floors; an updated chef’s kitchen with white shaker cabinetry, quartz countertops, brand new stainless appliances, including gas range; and dining space with glass slider to a large private deck. Two generous bedrooms, each with corner exposure, and a well-appointed full bath with tub/shower make up the second level. A spacious and loft-like primary bedroom is located on the top level and features two sets of double closets and an updated full bath with glass enclosed shower with stone surround and white quartz-topped vanity. It also provides the perfect nook for a home office. The finished lower level offers a playroom/media room space, a half bath, storage, laundry center and direct egress to parking. This home is located close to everything Charlestown has to offer, including wonderful parks, shopping, restaurants and transportation, and the tucked away location gives it a suburban feel.

4 Concord Avenue, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
356-358 Main St Unit G2, Boston
$479,000
2 Beds ⋅ 1 Baths ⋅ 73578829 MLS ⋅ ['Essex Tower Condominium'] BLDG.
Historic Charlestown charm meets everyday convenience at Essex Tower. This garden-level residence offers approximately 730 square feet with a bedroom and a separate bonus office/bedroom with a closet, adding versatility to the layout. Wood floors and high ceilings create an inviting setting, complemented by a kitchen with granite countertops, stainless steel appliances, and ample cabinetry. Enjoy the convenience of in-unit laundry, central air conditioning, and a tiled full bath with a tub/shower combination. Located in a professionally managed brick elevator building with an entrance on Essex Street, this home puts Main Street’s cafés, restaurants, and shops close to your doorstep. Nearby parks and Charlestown’s historic streets offer plenty to explore, while public transportation and access to downtown Boston keep you connected to the city. Settle in this fall and make the best of Charlestown part of your everyday life.

356-358 Main St Unit G2, Boston

Listing courtesy of Listing Agent: Patrick Arone from Listing Office: Colonial Realty Associates, LLC.
17 Green St Unit 2, Boston
$699,000
2 Beds ⋅ 1 Baths ⋅ 73578372 MLS
Welcome to this warm and inviting 2-bedroom residence with a built-in home office, ideally located in the heart of Charlestown just blocks from Monument Square. Freshly painted throughout, this bright and character-filled home offers a wonderful blend of historic charm and modern updates. The spacious living areas feature beautiful hardwood floors and abundant natural light. The kitchen showcases exposed brick, granite countertops, stainless steel appliances, and plenty of cabinet space, creating a functional and stylish space for everyday living and entertaining. One of the bedrooms has been thoughtfully designed with a built-in office area, making it ideal for working from home, a study, or additional flex space. Enjoy access to a common roof deck with breathtaking Boston skyline views, perfect for relaxing, entertaining, or taking in the city at the end of the day. The unit also includes private additional storage and convenient free shared laundry within the building. Perfectly situated in one of Charlestown's most desirable locations, you'll be just moments from Monument Square, the MBTA, local shops, parks, restaurants, and neighborhood favorites. With its combination of character, updates, flexible living space, and an unbeatable location, this is a fantastic opportunity to experience everything Charlestown has to offer.

17 Green St Unit 2, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
2 Monument Square Unit 1, Boston
$799,000
2 Beds ⋅ 1 Baths ⋅ 73578274 MLS ⋅ ['2 Monument Square Condominium'] BLDG.
Located in a stately brick townhouse on the front corner of Monument Square, close to Training Field Park, this garden level, 2BR/1BA, condo offers 946sf of well-appointed living space. The spacious and open living/dining room features views to the front garden, custom built-in bookshelves, crown molding, and an exposed brick wall with inset arch. The roomy chef’s kitchen overlooks the patio, with wrap-around cherry cabinetry, wine rack, stainless appliances, including a gas range, and a walk-in pantry/laundry room with great storage. The primary bedroom w/double wide closet and large window overlooks the patio and is tucked at the rear for privacy. A full bathroom w/tiled shower with bench seat and white vanity is just outside the door. A generous second bedroom features crown molding, a doublewide closet, and two windows. This condo offers direct egress to a beautiful, enclosed common patio w/grill and dining space – perfect for entertaining and al-fresco dining. Amenities include: central air conditioning, in-unit W/D, gleaming hardwood floors, and large private storage closet just outside the unit door.

2 Monument Square Unit 1, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
1 Pleasant Street Unit 3, Boston
$775,000
1 Beds ⋅ 1 Baths ⋅ 73578230 MLS ⋅ ['Warren Court Condominium Trust'] BLDG.
This spacious and freshly updated, 1BR/1BA, second floor condominium is located in the heart of Charlestown’s gas light district, featuring a sunny, southwest, corner exposure and a deeded parking space. The elegant living/dining room features a wood burning fireplace with a handsome white mantle, flanked by custom built-in shelving and cabinetry, and a double wide custom coat and storage closet. A bay window provides the perfect dining nook with drum shade lighting. Just off the living area is a well-appointed kitchen with white shaker cabinetry, quartz countertops and brand new stainless steel appliances, including a 5-burner gas range with griddle. The newly renovated full bathroom features a marble tile floor, white vanity w/marble top, glass fronted medicine cabinet and white subway tiled shower w/marble tile floor and glass doors. The oversized bedroom is tucked at the rear for privacy and offers a double wide custom closet, plenty of space for a home office, and additional closet w/brand new washer/dryer. Newly finished hardwood floors throughout give the space a fresh feel. Amenities: private deck with Monument views, in-unit W/D, central air conditioning, deeded parking space and professional management.

1 Pleasant Street Unit 3, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
21 Parker St, Boston
$2,100,000
6 Beds ⋅ 3 Baths ⋅ 73577599 MLS
Exceptional 4-story Charlestown residence offering 6 bedrooms, substantial living space, private outdoor space, and elevated Boston-area views. Set nearly 15 feet above Cambridge Street, this south-facing red-brick home offers an uncommon combination of privacy, natural light, and scale in one of Boston's most desirable neighborhoods. The remodeled kitchen and dining area feature rich mahogany cabinetry, premium marble surfaces, and elegant gold accents, while the spacious living room provides an inviting setting for everyday living and entertaining. The remodeled primary bath includes a Jacuzzi tub and smart bidet. Outside, a fenced yard and expansive newly paved patio create a private retreat for dining and entertaining. The remodeled second-floor balcony captures views of the illuminated Encore Boston Harbor and Boston skyline. Conveniently located near Sullivan Square and Assembly, with easy access to downtown Boston, dining, shopping, and transportation. A truly special Charlestown home offering exceptional flexibility, character, and city living.

21 Parker St, Boston

Listing courtesy of Listing Agent: The Optimium Team from Listing Office: eXp Realty LLC - Corporate Office.
126 Elm Street Unit 2, Boston
$765,000
2 Beds ⋅ 2 Baths ⋅ 73577307 MLS
**NOW WITH RENTAL PARKING AVAIL!**. This beautifully maintained 2 bedroom, 1.5 bathroom duplex home offers a private entrance, two private outdoor spaces and a thoughtfully designed layout across two floors. The bright and open living level features hardwood floors, abundant natural light and a seamless flow between living and dining areas. The spacious kitchen is appointed with white cabinetry, stainless steel appliances, generous counter space and a marble-topped island, which is included in the sale. Off the kitchen there is a conveniently located powder room and sliding glass doors that open directly to a private deck with a grill connected to a plumbed gas line that is also included. The bedroom level features two well-proportioned bedrooms, a full bathroom, in-unit laundry and excellent closet space, with the primary bedroom offering direct access to a second private outdoor space. Additional highlights include central air and ample storage throughout. Ideally situated in Charlestown with easy access to neighborhood shops, restaurants, parks, public transportation and Downtown Boston. Parking is $215 per month. Lot is at bottom of Elm and Medford.

126 Elm Street Unit 2, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
23 Concord St, Boston
$1,900,000
4 Beds ⋅ 3 Baths ⋅ 73576215 MLS
Rare opportunity to own a charming, turnkey 2-family home in Charlestown’s historic Gaslight District. Spanning just under 2,100 square feet, this versatile stand alone property is on one of the rare two way streets in Charlestown, and offers plenty of storage space throughout the entire house. It is the perfect setup for savvy investors or owner-occupants looking for premium built-in rental income. Property highlights include; Prime Location: Situated in the highly desirable Gaslight District on a rare, accessible two-way street near local dining, parks, and transit. Stunning Views: Enjoy iconic views of the Bunker Hill Monument and exceptional natural light throughout. Storage & Amenities: Ample storage solutions throughout the house, including custom built-in wardrobes and shared basement laundry. Outdoor Space: Access to a deck and a private backyard oasis, perfect for entertaining. Unit 1 (1 Bed, 1 Bath): Features a large bedroom with a custom built-in wardrobe, bright living space, and direct access to the deck and backyard. Boasting sun-drenched living spaces, sweeping Monument views, and three oversized bedrooms, each equipped with it’s own built-in wardrobe for maximum organization. Whether you look to convert to a large single family home, rent both units, or live in the upper unit while the lower unit offsets your mortgage, this Owner-Managed sale is a Charlestown gem.

23 Concord St, Boston

Listing courtesy of Listing Agent: Edmund Wong from Listing Office: New Year Realty.

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