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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.

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.

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.

3 Dexter Row Unit 3, Boston
$765,000
1 Beds ⋅ 1 Baths ⋅ 73584482 MLS
Sun drenched 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 throughout, 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.

14 Lawnwood Place, Boston
$1,925,000
3 Beds ⋅ 4 Baths ⋅ 73583932 MLS
A showstopper single family on Lawnwood Place with garage parking! Set on one of Charlestown’s most picturesque gas-lit streets, this custom-designed 3 bedroom, 3.5 bathroom home pairs sophisticated finishes with exceptional indoor/outdoor living. The first floor offers a flexible bedroom/home office with murphy bed, custom built-ins, spa-like full bath with radiant heated floors & direct access to a private stone patio & attached garage. Upstairs, a dramatic great room spans the entire floor with high ceilings, a wall of windows, open living/dining space, gas fireplace & custom built-ins. The striking kitchen features inset double-stacked cabinetry, mosaic marble backsplash, Thermador appliances, quartz counters, oversized island, and french doors that lead to a private deck. The top floor offers two generous bedrooms & two full baths, including a beautifully appointed primary suite. The roof deck captures direct skyline views, western sunsets & the Monument. 5-inch oak floors, designer finishes, central air & three private outdoor spaces complete this home, ideally situated at the end of a dead-end street, convenient to public transportation, restaurants & shops.

14 Lawnwood Place, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

44 Sackville St, Boston
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 73582480 MLS
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. Additionally, realize unlimited growth potential with the fully approved future development in the area. 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.

11 Woods Place, Boston
$1,975,000
3 Beds ⋅ 3 Baths ⋅ 73582095 MLS
Rarely available and checking all the boxes, this renovated single-family home offers an expansive 1965sf of living space across three thoughtfully designed levels, 3 bedrooms, 3 full bathrooms, garage parking and two private outdoor spaces. Enter through the front door or directly from the garage to a versatile den, ideal for a home office, gym or additional living space, with a full bathroom and sliding glass doors opening to a back yard with private patio. Upstairs, the recently renovated kitchen features an oversized island, custom cabinetry, a striking tile backsplash and high-end appliances, along with a sun-drenched bay window framing the dining area. The kitchen overlooks a spacious front-facing living room with custom built-ins and a gas fireplace, while windows at both ends fill the entire level with natural light. The upper floor features a primary suite with another beautiful bay window and ensuite bathroom, two additional bedrooms and a conveniently located full bathroom. Crowning the home is a private roof deck with panoramic views. An additional unfinished basement provides excellent additional storage. A truly complete Charlestown offering combining space, style, parking and exceptional outdoor living.

11 Woods Place, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

74 School Street Unit 2, Boston
$649,000
1 Beds ⋅ 1 Baths ⋅ 73581415 MLS
Ideally situated in the heart of Charlestown, this charming 1 bedroom, 1 bathroom home offers approx. 700 square feet of living space and the exceptional convenience of a deeded off-street parking spot with an EV Charger. Newly refinished original wide-plank pine floors add warmth and character throughout. The recently renovated kitchen opens to a spacious dining area that also offers flexibility for a home office or additional living space. At the front of the home, the bright living room features custom built-ins and abundant natural light, while the generously sized bedroom enjoys corner exposure. A private deck off the kitchen extends the living space outdoors and leads directly down to the deeded parking spot. Just moments from Charlestown’s shops, restaurants, parks and public transportation, with easy access to Downtown Boston. Additionally, generous basement storage adds exceptional functionality and usable space to the unit.

74 School Street Unit 2, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

34 Bartlett Street Unit 1, Boston
$825,000
2 Beds ⋅ 1 Baths ⋅ 73581413 MLS
Just two blocks from Monument Square, this charming 2 bedroom, 1 bathroom home offers 941 square feet of living space filled with classic Charlestown character and original architectural details. A bright, front-facing living room with corner exposure features original wide-plank pumpkin pine floors and a marble-surround wood-burning fireplace. Oversized classic pocket doors open to the dining room, highlighted by an additional marble mantel, custom built-in cabinetry, and direct access to the private outdoor space. The outdoor area includes a deck, patio and additional extended garden space. The kitchen is tucked toward the rear of the home with exposed brick accents, while high ceilings, crown moldings, original wood floors and period details carry throughout. The primary bedroom enjoys corner exposure and abundant natural light, with a second bedroom providing valuable flexibility for guests, a home office or additional living space. A quintessential Charlestown home in an ideal location just moments from Monument Square.

34 Bartlett Street Unit 1, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

32 Pleasant Street, Boston
$2,625,000
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.

30 Mt. Vernon Street Unit 3, Boston
$1,725,000
2 Beds ⋅ 3 Baths ⋅ 73578966 MLS
Sun-filled Penthouse with Private Roof Deck Plus Parking on Highly Desirable Mt. Vernon Street in Charlestown! Stunning 1595 SF Upper Duplex in a beautifully maintained brownstone! Entertainer's dream layout with enormous front-facing living room, dining area and updated chef's kitchen. Viking appliances, high end cabinetry, breakfast island and long runs of stone counters make this a truly impressive and functional space! California King Sized Primary bedroom with bay windows, oversized closet and en-suite bathroom in the rear of the first level. Additional half bathroom off the kitchen. Second level is the perfect home sanctuary and the layout lends to so many options! Kitchenette area next to your massive private roof deck with arguably the best views in Charlestown will be a hit with all! Ideal for a work-from-home space or additional den area plus a second bedroom and an additional full bathroom! Central air, in-unit laundry, towering ceilings, and sparkling hardwood floors throughout, plus the building has a new roof! Wonderful value!

30 Mt. Vernon Street Unit 3, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.

209 Bunker Hill St Unit 1, Boston
$649,000
2 Beds ⋅ 2 Baths ⋅ 73573507 MLS
Beautifully situated in the heart of Charlestown, this inviting two-bedroom home offers a thoughtfully designed layout with all main living space conveniently located on one level. The first-floor condo features comfortable living areas and easy access to an expansive heated lower level, offering approximately 300 square feet of exclusive-use bonus space plus a third bathroom. Not included in the listed square footage, this versatile space is ideal for a playroom, home office, gym, guest area, or additional living space. Ideally located just moments from Waverly Square and all that Charlestown has to offer, including shops, restaurants, parks, and neighborhood amenities.

209 Bunker Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Reig & Losordo from Listing Office: Coldwell Banker Realty - Boston.

356-358 Main Street Unit 10, Boston
$674,000
2 Beds ⋅ 1 Baths ⋅ 73572782 MLS
Walls of windows and Park Views! Light filled corner two bedroom overlooking Edwards Park. The ideal centralized location, just moments to Whole Foods, 2 orange line T stations, and multiple shops and restaurants, this spacious home boasts a new kitchen and bath renovation! Gleaming white cabinets, stone countertops and stainless appliances with an entertaining peninsula and an eat-in area highlighted by multiple windows make the dream gathering space and features dishwasher and disposal. The spacious living room is highlighted by a wood burning fireplace. Modern conveniences such as central air conditioning and in unit Washer and Dryer in the heart of charming and historic Charlestown. Parlor level, it is perfectly situated to have full sun with minimum stairs. Professionally managed and pet friendly.At under $650 per foot in a prime and desirable location, with no work needed, this property makes a solid investment with monthly returns and growing equity.

356-358 Main Street Unit 10, Boston

Listing courtesy of Listing Agent: Betsy Herald from Listing Office: The Charles Realty.

46 High St, Boston
$5,799,900
73545961 MLS
Rare Jewel APPROVED BY THE CITY OF BOSTON AS AN 8 UNIT BROWNSTONE CONDO PROJECT WITH PARKING FOR EVERY UNIT. One of the most sought after neighborhoods in Boston...dripping with the charm that defines Boston...surrounded by other Brownstones and located in this enchanting Monument Sq Neighborhood. Adorned with stunning views of the Boston Skyline. Two years in the making, this amazing project comes with plans and has already been approved. ORIGINAL STRUCTURE HAS 7100 SQ FT WITH 10,900 ADDITIONAL SQ FT IN THE APPROVED ADDITION. This exceptional design is comprised of multi level units with substantial city view roof decks. Appeal period has passed. Buyer will have to do own structurals, mechanicals & file for actual building permit. The vacant building features the original Brownstone along with a new addtion designed by KDI. Gross Sales Proformas are over $16 million. EVERY SINGLE UNIT HAS A NON TANDEM PARKING SPOT. Energy Code Compliance Opinion attached. ARCHITECT PLANS ATTACHED!

46 High St, Boston

Listing courtesy of Listing Agent: The Steve Bremis Team from Listing Office: Steve Bremis Realty Group.

273 Bunker Hill St Unit 1, Boston
$724,000
2 Beds ⋅ 2 Baths ⋅ 73541180 MLS
Welcome to 273 Bunker Hill Street, a freshly updated Charlestown residence offering over 1,200 square feet of thoughtfully designed living space. This spacious 2 Bed +Den, 1.5 Bath home features a brand-new full bathroom, generous living and dining areas, abundant natural light, a flexible layout ideal for entertaining, working from home, or simply enjoying city living, and the added benefit of private outdoor space. Perfectly positioned in one of Boston's most historic and sought-after neighborhoods, you'll be moments from Pier 6, The Monument, Tatte, Dovetail, Prima, Warren Tavern, the Bunker Hill Monument, Harborwalk, neighborhood parks, and local boutiques. Commuters will appreciate convenient access to Downtown Boston, North Station, Cambridge, major highways, and public transportation. Combining size, updates, location, outdoor space, and lifestyle, 273 Bunker Hill Street presents an exceptional opportunity to enjoy the very best of Charlestown living.

273 Bunker Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.

8 Lawrence St, Boston
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 73541133 MLS
8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

33 Cordis Street, Boston
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 73499055 MLS
Situated on a premier gas-lit street in Charlestown’s coveted Monument Area near the Bunker Hill Monument, 33 Cordis Street is a striking 4-column Greek Revival blending historic charm with exceptional potential. Currently used as a single-family but deeded as a two-family, it offers flexible living across four levels with generous bedrooms, expansive living spaces, and views of downtown Boston and the Zakim Bridge. Set on an oversized lot with rare driveway parking for up to four cars. IDEAL FOR AN END USER TO RENOVATE AND CREATE THEIR DREAM HOME or for development. Sold as-is, with potential for a 1,800–2,000 SF rear addition (~6,400 SF total). Potential for 2–3 townhomes (buyer to verify). Pending Landmark status. SEE ATTACHED NATIONAL FLOOR PLANS & INITIAL ARCHITECT ZONING STUDY.

33 Cordis Street, Boston

Listing courtesy of Listing Agent: Ryan Taylor from Listing Office: Fortune RE.

1 Washington Place, Boston
$1,399,000
4 Beds ⋅ 2 Baths ⋅ 73405907 MLS
Unlock the potential of a truly special offering in one of Boston’s most treasured neighborhoods—Charlestown’s iconic Gas Light District. Rarely available free-standing single-family house with potential for 3-unit conversion. This once-in-a-generation opportunity invites developers, builders, and investors to reimagine a long-loved home on a large, flat 4,296 sq/ft lot. Zoned 3F per the BBD; possible uses include one-family, two-family (detached or semi-attached), three-family, or rowhouse—buyer to verify all info. The home has been in the same family for 60+ years and offers 9 rooms, 4 beds, and 1.5 baths across 2,467 sq/ft. This is an estate sale and will be sold “as is.” The Seller and Listing Agent make no representations or warranties regarding the property’s condition or future use. Buyer is responsible for all due diligence, plans, and permitting. Bring your vision and be part of Charlestown’s next chapter.

1 Washington Place, Boston

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

1 Washington Place, Boston
$1,399,000
73405908 MLS
Unlock the potential of a truly special offering in one of Boston’s most treasured neighborhoods—Charlestown’s iconic Gas Light District. Rarely available free-standing single-family house with potential for 3-unit conversion. This once-in-a-generation opportunity invites developers, builders, and investors to reimagine a long-loved home on a large, flat 4,296 sq/ft lot. Zoned 3F per the BBD; possible uses include one-family, two-family (detached or semi-attached), three-family, or rowhouse—buyer to verify all info. The home has been in the same family for 60+ years and offers 9 rooms, 4 beds, and 1.5 baths across 2,467 sq/ft. This is an estate sale and will be sold “as is.” The Seller and Listing Agent make no representations or warranties regarding the property’s condition or future use. Buyer is responsible for all due diligence, plans, and permitting. Bring your vision and be part of Charlestown’s next chapter.

1 Washington Place, Boston

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

37 Chestnut St Unit 207, Boston
$1,365,000
3 Beds ⋅ 2 Baths ⋅ 73357150 MLS
OFFER ACCEPTED--OPEN HOUSE CANCELLED! This beautifully updated 3BR/2BA duplex with garage parking and a spacious private patio is tucked along one of Charlestown’s most picturesque and historic streets, lined with trees & classic gas lamps. Offering 1,572 sq ft of thoughtfully designed living space, the home features a fully renovated kitchen with Bosch appliances including an induction cook-top, custom cabinetry, and designer finishes. Two recently updated full baths, new windows and slider, AC, laundry and hardwood floors throughout add to the turnkey appeal. The main level includes a spacious open-concept living and dining area with a cozy wood-burning fireplace, built-in shelving, and direct access to the private patio—ideal for entertaining and unwinding. Upstairs, three generous bedrooms offer excellent closet space and abundant natural light. Glimpses of the Bunker Hill Monument & USS Constitution abound

37 Chestnut St Unit 207, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

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