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3 Pleasant Street Court, Boston
$1,780,000
3 Beds ⋅ 1 Baths ⋅ 73529662 MLS
Rare Offering! Historic Charm Meets Modern Luxury! Step into this warm, light-filled 1828 single family row house by Jacob Foss in Boston’s oldest neighborhood. Tucked away on a peaceful private way just steps from iconic Monument Square, this 1663sf gem offers a lush, private, enclosed brick courtyard, three bedrooms and one bathroom, plus a full basement. Historic charm with three fireplaces with original mantles and glowing pumpkin-pine floors blend seamlessly with modern comforts like central air conditioning and a beautifully updated bathroom. The dramatic top floor with a skylight can easily be converted to create an additional bedroom. Plumbing has been brought up to the top floor to make adding an additional bathroom so easy! This is a rare opportunity to own a turnkey historic masterpiece. Timeless history meets sophisticated modern living in Charlestown! Don't miss out on this outstanding home!

3 Pleasant Street Court, Boston

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

9 Russell Unit PH, Boston
$1,745,000
3 Beds ⋅ 2 Baths ⋅ 73470166 MLS
Welcome to this stunning PENTHOUSE 3-bedroom, 2-bathroom condo offering over 1,900 sf of luxurious living space and GARAGE PARKING in historic Charlestown. This new construction home features an open layout with soaring ceilings, a gas fireplace, custom moldings and high-end finishes curated by Velar Design. The designer kitchen showcases premium Thermador appliances and Taj Mahal Quartzite countertops and backsplash, flowing seamlessly to an oversized private deck for effortless indoor-outdoor living. All bedrooms are queen-sized with ample storage and both bathrooms are tiled floor-to-ceiling with sleek finishes and backlit LED mirrors. Custom lighting and engineered hw floors throughout, adding warmth and sophistication. Enjoy year-round comfort with ample storage, central AC, plus the rare convenience of garage parking. Steps from Charlestown’s vibrant dining, shopping, and public transportation, with easy access to downtown Boston, this home is the perfect blend of luxury & charm.

9 Russell Unit PH, Boston

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

4 Mount Vernon St Unit PH, Boston
$1,625,000
3 Beds ⋅ 3 Baths ⋅ 73495056 MLS
Set on a remarkably quiet Charlestown street, this fully renovated three-bedroom, two-and-a-half-bath condo offers timeless character paired with modern luxury. Sun-filled living spaces feature an open-concept layout, rich hardwood floors, and beautifully preserved original brick detailing that adds warmth and authenticity throughout. Oversized windows lets the sun pour in! The renovated kitchen is both stylish and functional, seamlessly connecting to the living room and a rare full dining room—ideal for effortless entertaining. Two gas-burning fireplaces provide ambiance and comfort across multiple levels. The private roof deck is a true showstopper, delivering panoramic views of Boston Harbor, the Zakim Bridge, and the city skyline—perfect for both quiet mornings and unforgettable evenings. Thoughtfully designed, impeccably finished, and turnkey, this exceptional residence offers refined city living in one of Boston’s most coveted historic neighborhoods.

4 Mount Vernon St Unit PH, Boston

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

7 Mystic St. Unit 1, Boston
$1,605,000
3 Beds ⋅ 3 Baths ⋅ 73528842 MLS ⋅ ['7 Mystic St. Condominium'] BLDG.
Beautifully updated 3BR/2.5BA home offering 1,700+ sq ft of thoughtfully designed living space. Oversized windows, high ceilings, and seamless indoor-outdoor flow create a bright, inviting atmosphere. Set on a charming tree-lined Charlestown street, just a stone's throw from the restaurants, shops, and conveniences Charlestown and the city have to offer. The open-concept main level features a gas fireplace, custom built-ins, recessed lighting, and chef's kitchen with gas range, high-end appliances, oversized quartz island, surround sound, and abundant storage. Enjoy direct access to a covered composite deck, patio, a fully fenced backyard oasis! Spacious primary suite with renovated en-suite bath plus updated powder room round out the first floor. Lower level offers two spacious, flex-use bedrooms, a full bath with double vanity/jacuzzi tub, laundry, and backyard access. Recently recognized by the Charlestown Preservation Society. TRANSFERABLE rented parking nearby. Updates attached.

7 Mystic St. Unit 1, Boston

Listing courtesy of Listing Agent: Nicole Bradford from Listing Office: Prestige Homes Real Estate, LLC.

12 Cordis Street Unit 1, Boston
$1,600,000
2 Beds ⋅ 3 Baths ⋅ 73482906 MLS ⋅ ['Twelve Cordis Street Condominium'] BLDG.
This stunning 2BR/2.5BA,1490sf condo is located in a handsome brick townhome on a gas-lit street situated between Monument Square and town center. This expansive, single-level home blends exquisite historic detail with modern updates and features soaring ceilings, wide pine floors, and beautiful moldings. An elegant powder room is tucked off the foyer. The spectacular chef’s kitchen with custom cabinetry, marble countertops, 6-burner Bertazzoni range, and a large center island with bar seating flows to a grand, light-filled living area w/corner exposure. The regal primary bedroom includes a sophisticated marble en-suite bath w/heated floors. Tucked at the rear is a versatile den w/fireplace and a second bedroom w/private entrance and en-suite bath, creating an ideal home office or guest wing. A story book private garden patio w/mature magnolia tree and climbing apple tree is a highlight. Amenities: C/Air, W/D, private basement storage. 1 car rental pkg. The John Doane House ca.1843.

12 Cordis Street Unit 1, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

284 Bunker Hill St. Unit 4, Boston
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 73531169 MLS ⋅ ['Lion House Condominium'] BLDG.
LOOKING FOR A MOVE-IN READY HOME TO MAKE YOUR OWN? Sophisticated 3 BR, 2 BA almost 1,400 SF Condo all on one level w parking & some of the Best panoramic views of Boston, checks all the boxes! The Open Plan is designed with multiple spaces for family & guests to gather, while Expansive Windows on 3 sides invite the glow of sunlight throughout the day. Gourmet Chef's Kitchen w large island & area for seating, quartz counters & top-of-the-line Bosch appliances, flows seamlessly into the Dining Area & Spacious Living Room w gas FP & access to the Deck. Work from home at your convenient built-in desk w shelving. The private Primary Suite has a custom walk-in closet & luxurious en-suite BA with double vanity. Two additional BRS have double closets & built-in shelving; and the 2nd BA features a steam shower. Amenities galore that you won’t find elsewhere include large back deck w fabulous views overlooking the City, shared backyard, private storage & an exclusive covered carport parking space.

284 Bunker Hill St. Unit 4, Boston

Listing courtesy of Listing Agent: Connie Levine from Listing Office: Keller Williams Realty Boston Northwest.

9 Cook Street Unit 2, Boston
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 73508999 MLS
Superbly updated 3BR/1.5BA penthouse duplex impresses w/ designer details throughout. Expansive, airy main level features separate dining + living rooms that open to the perfect office, all w/ 9.5ft ceilings, lit by chic chandeliers, thoughtfully placed art sconces + a gorgeous bay of windows. Get creative in the chef’s kitchen w/ sleek white + ebony cabinetry, stainless appliances, Thermador range, Liebherr fridge, + quartz countertops that waterfall up to the soaring ceilings. Dine alfresco through glass sliders on your private deck, also lit to enjoy. The bright, open condo becomes homey in front of the woodburning fireplace or more airy on the 2 private outdoor spaces, including a roof deck w/ breathtaking views of the Monument, city + harbor. The upper level landing ascends to stunning full marble bath + 3 bedrooms, one w/ direct access to your private roofdeck, sitting on highest point of street, creating unmatched vistas. In-unit W/D, Cntrl A/C, hardwood flrs + basement storage.

9 Cook Street Unit 2, Boston

Listing courtesy of Listing Agent: g2Team from Listing Office: Compass.

33 Soley Street Unit 2, Boston
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 73506603 MLS ⋅ ['33 Soley Street Condominium'] BLDG.
Located on a charming gas-lit street between Monument Square and town center, this 3+BR/1.5BA penthouse duplex offers 1,374sf of beautifully designed living space and three private outdoor areas, including a roof deck with spectacular Monument and city views. The expansive main level features an elegant living/dining great room with black marble mantels and a gas fireplace, a newly renovated office w/custom built-ins, and an eat-in chef’s kitchen with white cabinetry, stainless Bosch appliances, granite countertops, subway tile backsplash, pantry, and direct access to a private deck with a gas line for grilling. The upper level includes a spacious primary bedroom with a double-wide closet; an ample second bedroom with a large closet and direct access to a private deck; a nursery/office; and a well-appointed full bath with quartz topped double vanity, tub with tile surround, and marble flooring. Amenities: in-unit W/D, ductless A/C mini-splits, hardwood floors throughout, and storage.

33 Soley Street Unit 2, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

7 Mystic Street Unit 2, Boston
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 73531796 MLS
Charlestown penthouse duplex on tree-lined Mystic Street with beautifully curated living space across two levels. The sun-filled main floor features soaring ceilings, exposed brick, custom built-ins, a gas fireplace and an open-concept layout ideal for everyday living and entertaining. The chef's kitchen offers quartz countertops, stainless steel appliances, abundant cabinetry and a large island with seating, along with direct access to a private deck, perfect for grilling and outdoor dining. A charming bonus dining nook with built-in banquette seating sits just off the living room, creating a flexible space for casual meals, morning coffee or work-from-home needs. A spacious bedroom with en-suite bath and powder room complete this level. Upstairs, a large bedroom, a dedicated office or nursery, marble bath with double vanity and a spacious primary bedroom with custom closets and private deck access. Central air, in-unit laundry, nearby rental parking and exceptional storage.

7 Mystic Street Unit 2, Boston

Listing courtesy of Listing Agent: Stephanie Rivkind from Listing Office: Coldwell Banker Realty - Boston.

4 Mount Vernon Avenue Unit 3, Boston
$1,450,000
2 Beds ⋅ 2 Baths ⋅ 73532421 MLS
Sun-flooded penthouse perched on a gaslit cobblestone street on one of Charlestown’s most sought after blocks, just steps from the Bunker Hill Monument. Spanning nearly 1,400 square feet on a single level, this rare standalone building is wrapped in 15 windows on all sides, flooding the home with exceptional natural light from sunrise to sunset. The expansive open floor plan offers proportions rarely found in Charlestown, while unobstructed views of Downtown Boston, the Harbor, and Back Bay create a dramatic backdrop to everyday living. The updated kitchen features a breakfast bar and abundant storage. The spacious primary suite is a private retreat, complete with a renovated en suite bath featuring a double vanity, frameless glass shower, and soaking tub. Crowning the home is a spectacular PRIVATE ROOF DECK with sweeping 360-degree views of the Boston skyline, Harbor, Monument, and beyond. Central air and generous basement storage complete this truly exceptional offering.

4 Mount Vernon Avenue Unit 3, Boston

Listing courtesy of Listing Agent: Elizabeth Damon from Listing Office: Donnelly + Co..

30 Cross St Unit 2, Boston
$1,436,000
2 Beds ⋅ 2 Baths ⋅ 73524803 MLS
Offer accepted - OPEN HOUSE CANCELED. Located just off Monument Square on Cross Street, this meticulously maintained 2 PLUS bed/2 bath penthouse duplex offers 1,426 sqft, abundant natural light, and an expansive private roof deck. The spacious living room with corner exposure flows to an elegant dining room and entertainer’s kitchen featuring skylight, stainless appliances, granite countertops, marble backsplash, custom walnut island, built-in bar, and two pantry closets. Main level offers a library with built-ins/potential 3rd bedroom, and an updated full bath. Upstairs features an airy landing with skylight and WFH space, generous primary with adjoining office/nursery, spacious second bedroom, custom full bath, and W/D. Upgrades include new roof/skylight, refinished hardwood floors, custom millwork, designer lighting, commercial-grade water heater, and updated appliances completed by current owners.

30 Cross St Unit 2, Boston

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.

47 Harvard St Unit B403, Boston
$1,425,000
2 Beds ⋅ 3 Baths ⋅ 73574591 MLS
Rarely available penthouse duplex with 2 car garage parking! Located within Charlestown's most desirable building and premier location, this fully renovated and picturesque 2 bed/2.5 bath provides an idyllic floorplan with great natural light and designer finishes throughout. Large and dimensional living room features a framed wood fireplace & hand-crafted shelving. Modern kitchen with custom cabinetry, oversized center-island, professional grade appliances, and adjacent formal dining. Primary bed offers space for a king-size, walk-in closet, and spa-like bath with quartz vanity & river-stone frameless glass shower. Spacious guest bed with double closets and dedicated full bath. Enjoy all seasons on the newly renovated courtyard! Additional common areas: well-appointed gym, clubroom, elevator, and sitting cupola with most breathtaking views of Boston. Central AC. Laundry in-unit. A truly special opportunity just steps to the North End, TD Garden, and all restaurants/shops Charlestown has to offer!

47 Harvard St Unit B403, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: William Raveis R.E. & Home Services.

232 Bunker Hill Street Unit 1, Boston
$1,365,000
3 Beds ⋅ 2 Baths ⋅ 73481870 MLS
Rarely available 3-bedroom, 2-bath residence featuring an expansive private terrace and one deeded parking space — a true standout opportunity for Charlestown buyers. 1,225 SF of well-designed living space, the spacious living room features 9’8” ceilings, a gas fireplace with custom built-ins, and direct access to a large private terrace ideal for entertaining and hosting gatherings. The updated kitchen includes white cabinetry, quartz countertops, stainless steel appliances, separate beverage station with additional wine fridge, custom banquet seating, and a built-in home office station with storage. The primary suite offers a large custom walk in closet and en-suite bath with Jacuzzi tub and separate glass enclosed shower. Two additional bedrooms feature double-wide closets with plantation shutters. Additional highlights include beautiful hardwood floors, recessed lighting, crown moldings, in-unit W/D, Central AC and Heat plus an additional storage unit in the lower level.

232 Bunker Hill Street Unit 1, Boston

Listing courtesy of Listing Agent: Matthew Diozzi from Listing Office: Compass.

52 Warren Unit 3, Boston
$1,351,000
3 Beds ⋅ 2 Baths ⋅ 73519226 MLS
Exceptional single-floor living in the heart of Charlestown’s coveted Gaslight District. This bright and airy 3-bedroom, 2-bath residence offers 1,338 square feet with multiple exposures that fill the home with natural light throughout the day. The open living space features a gas fireplace and flows seamlessly into a well-appointed kitchen with stainless steel appliances, granite countertops, and gas cooking, creating an ideal space for both everyday living and entertaining. Spacious and well-maintained bathrooms offer a clean, timeless feel, while the primary suite serves as a true retreat with a large walk-in closet, soaking tub, and separate shower. Additional highlights include in-unit washer and dryer and a stunning private roof deck. Ideally located just steps from neighborhood favorites including Tatte, Prima, and Main Street Pasta, this home offers the very best of Charlestown living with restaurants, shops, and local charm right outside your door

52 Warren Unit 3, Boston

Listing courtesy of Listing Agent: Regina Joseph Winslow from Listing Office: William Raveis R.E. & Home Services.

62 Pearl St, Boston
$1,345,000
4 Beds ⋅ 2 Baths ⋅ 73541339 MLS
Picture-perfect Single Family (ca.1860) on one of Charlestown's most desirable tree-lined streets! This meticulously maintained home seamlessly blends historic charm with the comforts of modern living. Thoughtfully designed floor plan showcases high ceilings and abundant natural light via SW exposure. Handcrafted kitchen includes custom cabinetry, stainless steel appliances, built-in breakfast bar, and dedicated formal dining. Large & dimensional living is the ideal space to relax or entertain. Expansive primary suite features a designer bath with frameless glass shower, ample closet space, and room for a king-size. Three well-proportioned bedrooms and a half bath provide exceptional flexibility for guests, a home office, and/or the growing family. Enjoy summer on your expansive and fully enclosed direct-access patio. Full-size laundry room. AC. Incredible basement storage. Modern systems. One rental parking space. A rare opportunity to own one of Charlestown's true legacy homes!

62 Pearl St, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: Compass.

58 High Street Unit 5, Boston
$1,330,000
2 Beds ⋅ 2 Baths ⋅ 73487996 MLS ⋅ ['Francis B. Austin House'] BLDG.
This sun-filled 2 bed 2 bath townhome is part of the historically acclaimed Francis B. Austin House, offering a unique triplex blending modern updates with timeless charm in an unbeatable location. Enjoy the convenience of a dedicated parking space just outside your door! The first floor features a spacious primary bedroom with fireplace, renovated en-suite bath and office nook. The upper level showcases an impressive open-concept living area with multiple skylights and soaring ceilings. The kitchen and living space flow seamlessly together and include a bar area, fireplace and direct access to a private deck with city views. The renovated kitchen features quartz countertops, stainless steel appliances, glass-tile backsplash and a large center island. The lower level offers an oversized bedroom, renovated full bath and a versatile bonus space for a gym, office or nursery. Additional features include central A/C, recessed lights, EcoBee WiFi thermostat and LG ThinQ washer/dryer.

58 High Street Unit 5, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.

115 High Street Unit 1, Boston
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 73540538 MLS ⋅ ['115 High St Luxury Condominiums'] BLDG.
OFFER ACCEPTED----Rare opportunity to own this newly designed renovated Two-Bedroom, two full Bath Luxury condo in the Heart of Charlestown, offering Exceptional Craftsmanship just steps from the Bunker Hill Monument. Blending Classic Boston character with Modern Design, this residence features beautifully designed Custom Millwork, and Curated finishes. The Open-layout Chef’s Kitchen showcases Premium Ceiling-height Cabinetry, Countertops, and Designer lighting. The living area is anchored by a cozy Gas Fireplace, striking Architectural Details, and Custom Built-ins that add warmth and functionality. Retreat to Spa-inspired bathrooms detailed with Elegant tile, glass-enclosed Shower, and Upscale Fixtures. Enjoy the Ultimate city amenities: a Private deck and a Rare included Parking space. Situated in a sought-after neighborhood, you are moments from local dining, boutique shops, the Navy Yard Waterfront, and Downtown Boston, all while experiencing the Historic charm of “The Town.”

115 High Street Unit 1, Boston

Listing courtesy of Listing Agent: Sandra McLaughlin from Listing Office: Century 21 Property Central Inc..

47 Harvard St Unit B404, Boston
$1,312,500
2 Beds ⋅ 3 Baths ⋅ 73491845 MLS
Set in the heart of Charlestown, this penthouse bi-level condominium offers a rare opportunity to own a thoughtfully designed home with TWO deeded garage parking spaces. The residence opens to a bright, sun-filled main level where an open-concept layout connects the kitchen, dining, and living areas. The kitchen features peninsula seating, white quartz countertops, and a pantry closet, while the adjoining dining area flows into a comfortable living room centered around a fireplace. A half bath and additional storage closet complete the first floor. Upstairs, the primary bedroom includes a walk-in closet and an en-suite bathroom. A generously sized second bedroom, an additional full bath, and in-unit laundry are also located on the upper level. From the windows, residents can take in views of the harbor and the Zakim Bridge. The professionally managed elevator building offers several amenities, including a fitness room, club room, outdoor courtyard, and a cupola with panoramic views.

47 Harvard St Unit B404, Boston

Listing courtesy of Listing Agent: Eliott Levine from Listing Office: Olde Forge Realty.

47 Harvard Street Unit C201, Boston
$1,299,000
2 Beds ⋅ 2 Baths ⋅ 73529548 MLS ⋅ ['The Courtyard'] BLDG.
This beautifully renovated, 2BR/2BA, corner unit is located in the gas light section, in the original schoolhouse building at The Courtyard, and comes with one garage parking space. The great room features 14’ ceilings, 7’ tall windows, intricate crown molding, and a sunny Southern exposure with spectacular views of John Harvard Mall. The fabulous chef’s kitchen was custom designed and features Thermador appliances and a large peninsula w/beverage center and bar seating - ideal for entertaining. There is a primary bedroom, w/well-appointed private bath and double wide closet, tucked in the rear for privacy. The second bedroom is ample size and second bath is just outside the door. In addition to the amazing views, space and light, the seller loves the “lock & leave” convenience that comes w/this professionally managed elevator building. Tucked away, yet close to town center, the TD Garden, North End and Logan Airport. Amenities: gym, club room, cupola w/panoramic views, and courtyard.

47 Harvard Street Unit C201, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

35 Rutherford Ave Unit 1, Boston
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 73516511 MLS
City living feels effortless in this spacious Charlestown duplex, offering the rare mix of ample square footage, an A+ location, private fenced outdoor space, and direct-access deeded parking. Thoughtfully updated while maintaining its classic character, the home is filled with natural light from oversized windows and three exposures. The main level features high ceilings, exposed brick, custom millwork, and a cozy gas fireplace anchoring the living space. The beautifully renovated kitchen offers abundant cabinetry, modern appliances, generous prep space, and a seamless flow into the dining area. The sun-drenched primary suite serves as a peaceful retreat with a walk-in closet and spa-like bath. Outside, a private patio creates the perfect escape in the middle of the city. Complete with central air, a private entrance, in-unit laundry, ample storage, and sweeping views of the Zakim Bridge, this home delivers an ideal blend of comfort, functionality, and timeless Charlestown charm.

35 Rutherford Ave Unit 1, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.

81 Pearl Street, Boston
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 73514092 MLS
OH cancelled - Beautifully renovated 3 bed, 2.5 bath single-family home offering ~1,300+ sq ft of thoughtfully designed living space, ideal for both everyday living and entertaining. Sun-filled interiors highlight an exceptional floor plan with seamless flow, enhanced by a renovated kitchen and baths, custom cabinetry, pot filler, and modern finishes throughout. Generous storage, built-ins, and multiple upgrades provide both function and style. Other highlights include AC, abundant basement storage, a private patio perfect for outdoor living, and transferable rental parking nearby. Additional improvements include updated windows, roof, systems, new tankless hot water heater, and outdoor hardscaping . A rare opportunity for families or end-users seeking a turnkey single-family home with space, light, and long-term value.

81 Pearl Street, Boston

Listing courtesy of Listing Agent: David Green from Listing Office: Coldwell Banker Realty - Boston.

30 Monument Sq Unit 104, Boston
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 73498365 MLS ⋅ ['The Schoolhouse'] BLDG.
OPEN HOUSES CANCELLED! OFFER ACCEPTED. Easy living with a premier address and garage parking! You can have it all. Welcome to The Schoolhouse, a beautifully restored 1908 landmark. This sun-filled 2 BD/1.5 BR residence has been beautifully renovated for today's standards. Showcasing Monument views from its front-facing living room windows, the open living and dining area has great flow while the renovated kitchen is both stylish and functional, well-suited for everyday living and easy entertaining. The updated bathrooms continue the home’s polished feel, and two well-proportioned bedrooms provide flexibility for guests, home office, or nursery. Complete with in-unit laundry, garage parking, and additional storage space, this home offers both comfort and convenience without sacrificing location. This is a rare opportunity to own a turnkey home in one of Charlestown’s most treasured buildings.

30 Monument Sq Unit 104, Boston

Listing courtesy of Listing Agent: Lisa Ha from Listing Office: Compass.

66 School St, Boston
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 73479707 MLS
This beautifully updated single-family home in the heart of Charlestown offering the perfect blend of charm, space, and city convenience. This inviting 3-bedroom, 2-bath residence offers an open, sun-filled layout ideal for modern living. The main level features gleaming hardwood floors, a spacious living room, and a stylish kitchen with granite countertops, stainless-steel appliances, and white cabinetry flowing into a cozy dining area framed by an exposed brick mantel. Upstairs, the primary bedroom includes double closets and a versatile nook perfect for a home office or reading space. The finished lower level adds bonus living area or gym space and a full bath, while the private rear deck and patio offer an ideal retreat for outdoor entertaining. Set on one of Charlestown’s most desirable streets, this home is just minutes from the Bunker Hill Monument, the Navy Yard, and an array of local restaurants, cafés, and shops.

66 School St, Boston

Listing courtesy of Listing Agent: The Roach & Sherman Team from Listing Office: Compass.

36 Mount Vernon Street Unit 3, Boston
$1,270,000
2 Beds ⋅ 2 Baths ⋅ 73503049 MLS ⋅ ['36 Mount Vernon Street Condominium Trust'] BLDG.
This stunning 2BR/2BA penthouse is ideally located in a handsome brick building on a desirable gas-lit street just off Monument Square. A newly renovated chef’s kitchen with stainless steel appliances and large quartz peninsula with bar seating overlooks the spacious living/dining "great room" with sunny corner exposure. The kitchen flows out to a private deck and up to a spectacular private roof deck featuring skyline and harbor views. Elegant king size primary bedroom offers a custom walk-in closet, and gorgeous en-suite spa bath with heated floors, double vanity with quartz top and glass enclosed steam shower with rain head and bench seat. The queen size second bedroom features a custom closet. A well-appointed second bath with tub and laundry completes this offering. Amenities: 1 car exclusive use parking directly behind building, 2 mini split AC’s, custom blinds, and ample storage in the basement. Option to sell furnished. 100% owner occupied building.

36 Mount Vernon Street Unit 3, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

8 Bolton Pl, Boston
$1,250,444
2 Beds ⋅ 1 Baths ⋅ 73529842 MLS
Tucked along a quiet private lane in the heart of Charlestown, 8 Bolton Place feels like a hidden city retreat. This rare corner single-family offers an entire house and lot with two off-street parking spaces, a lush patio, and a layered garden that changes beautifully through the seasons. Renovated throughout in 2022, the home blends crisp modern finishes with classic Charlestown character. The open first floor features hardwood floors, custom built-ins, a renovated kitchen, French doors to the patio, and convenient first-floor laundry. Upstairs offers comfortable bedrooms, a flexible office or third bedroom, a renovated full bath, and added closets. Outside, enjoy pear trees, lilacs, peonies, dahlias, grape vines, lavender, sage, and juniper. Garden steps crafted from stones salvaged from the original foundation add a meaningful nod to the home’s history. A full basement provides valuable utility space for storage, fitness, bikes, and seasonal items.

8 Bolton Pl, Boston

Listing courtesy of Listing Agent: Hans Nagrath from Listing Office: Compass.

231 Main St Unit 1, Boston
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 73537188 MLS
Open Houses Cancelled. Welcome to 231 Main Street, beautifully maintained 3-bed, 2-bath home in the heart of Charlestown. Enjoy one of the neighborhood's most desirable locations, surrounded by popular coffee shops, restaurants, boutiques, & everyday conveniences. Blending modern updates with timeless Charlestown charm, the home features exposed beams & character-filled details throughout. The functional open-concept layout offers comfortable living & entertaining space while still providing flexibility for a home office, guests, & abundant storage, including walk-in closet in the primary & additional basement storage. Rare for Charlestown, the property also includes DRIVEWAY PARKING. Recent updates include Harvey acoustic-glass soundproof windows (2022), Bryant high-efficiency furnace and central air (2021), Nest thermostat (2021), professionally refinished kitchen cabinetry & new hardware (2023), reverse-osmosis drinking water system (2025), hot water heater (2021), new roof (2024

231 Main St Unit 1, Boston

Listing courtesy of Listing Agent: Windward & Main Realty Group from Listing Office: William Raveis R.E. & Home Services.

10 Lawrence Street, Boston
$1,250,000
3 Beds ⋅ 4 Baths ⋅ 73495490 MLS
Coming Soon! Rare opportunity in a coveted Charlestown location. This multifamily offers two side-by-side units, each w/ private entrance. Unit 1, with central air, features a charming 1BD layout w/ kitchen, full bath, in-unit laundry, and direct access to an oversized fenced yard. Unit 2 is a sun-drenched “2+” BD duplex spanning two levels, w/ 3 full baths and a private deck—ideal for relaxing or entertaining. The main level includes kitchen w/ gas cooking, separate dining/living areas, and full bath; upper level offers two well-proportioned bedrooms w/ ensuite baths plus bonus office/den. Shared yard + sale includes two lots. Upper unit leased through 8/31/26; lower unit occupied w/out formal lease. Mitsubishi slim units in #2. Convenient to public transportation, Whole Foods, and downtown Boston. 2 LOTS 1058SF & 1548SF.

10 Lawrence Street, Boston

Listing courtesy of Listing Agent: Grace Bloodwell from Listing Office: Coldwell Banker Realty - Boston.

35 High St Unit 1, Boston
$1,225,000
3 Beds ⋅ 2 Baths ⋅ 73524235 MLS
Offer deadline Monday 6/1 at 5pm. Welcome to this quintessential Charlestown Brownstone in one of Boston's most sought-after and fastest-appreciating neighborhoods. This stunning two-floor, 3-bed, 2-bath condo has been beautifully maintained and is the rare offering that stands out in today's market. A newer kitchen, two bathrooms, three fireplaces, central AC, and gorgeous exposed brick throughout create an atmosphere that is warm, sophisticated, and unmistakably Charlestown. The open concept living area flows directly out to a large private fenced patio, making this one of the finest indoor-outdoor entertaining setups in the neighborhood. Natural sunlight pours through every level, each bedroom is of a generous size and have plenty of closet space. Head right outside to coffee shops, acclaimed restaurants, Boston skyline views, Whole Foods right at your doorstep and everything Charlestown has to offer.

35 High St Unit 1, Boston

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

5 Allston Street Unit 2, Boston
$1,205,900
2 Beds ⋅ 2 Baths ⋅ 73533979 MLS
Magazine quality penthouse duplex with Monument views! Located within a historic brownstone c.1870, this no-expense-spared renovation offers an idyllic floorplan and exceptional craftsmanship throughout, seamlessly blending old-world charm with modern living. Expansive living offers shiplap / soapstone surround fireplace, handcrafted mantle honed from the home's original wood frame, and built-in wine bar. Chef's kitchen features designer cabinetry, professional grade appliances, incredible sun through picture window, and a formal dining area. Spectacular primary features 11' ceiling, room for a king-size, custom closets, and wonderful Monument views. Spa-bath w/ oversized quartzite vanity, tile-surround shower, and radiant heat flooring. Spacious guest bed w/ exposed brick is ideal for a growing family. Guest bath with built-in laundry. Enjoy all seasons on the gigantic enclosed patio! AC. Ample storage. Roof & balcony rights. A special property in most desirable Charlestown location.

5 Allston Street Unit 2, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: Compass.

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