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Charlestown Real Estate

Situated between Cambridge to the west and Boston's North End to the east, Charlestown is a quaint neighborhood with typical Boston character and charm rivaling nearby Beacon Hill.  Though new independently owned restaurants and shops are popping up as of late, over the years Charlestown has managed to preserve a family-friendly feel by remaining largely residential.  Space is at a premium here, as brownstone townhomes and three-families make up the majority of this small and close-knit neighborhood.

While the neighborhood's makeup is mainly residential, the area does attract tourists as Boston's popular Freedom Trail walk extends into this part of town.  Interested outsiders navigate the narrow, cobblestone streets to view the beautiful USS Constitution Naval ship as well as the Bunker Hill Monument, which sits commandingly atop a hill and is likened to D.C’s Washington Monument.

You'll find locals and tourists alike enjoying a pint at the long-established Warren Tavern, or splitting a pie at popular pizza joint, Figs. Charlestown is the best choice for those seeking a more off-the-beaten-path location but with the convenience to downtown and the charm of Beacon Hill or Back Bay. 

33 Cordis Street Boston MA 02129

MLS Number 73323872

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 5,212

Situated on one of Charlestowns most desirable streets, lined with charming gaslit street lamps and historic row-houses in the monument area. Opportunity awaits - don't miss this chance to discover the potential of 33 Cordis Street, a 4 column Greek Revival coming to the market for the first time in over 50 years! Occupied as a single-family but deeded as a two-family. 1st floor has a full wet bar with open concept large main room, a full bath, kitchen, laundry room, and utility area on a separate heating zone. The 2nd floor is the main entrance with high ceilings consisting of a formal dining & living room, an eat in kitchen w/ exterior access to a back deck. 3rd floor consists of 2 bedrooms, separate nursery/office, a full bath & large closets. Top floor consists of 3 additional bedrooms and a bath with views of downtown Boston and the Zakim bridge. Home being sold as is. Prime location and potential is abundant with the lot size and large driveway w/ parking for up to 4 vehicles.

Listed by The Sarkis Team, Megan Francese and George Sarkis of Douglas Elliman Real Estate - The Sarkis Team

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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38 Cross Street Boston MA 02129

Boston, MA38 Cross Street, Charlestown

Price$2,950,000

Est. Mortgage: $/month

MLS Number 73334820

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,458

This "just completed" custom renovated 4+ bed, 3.5 bath single family boasts an extra wide layout, combines period details with/ designer amenities & includes two parking spots. Living w/9.5 foot ceilings, custom wainscoting, rift white oak flooring, oversized crown molding, restored antique marble mantel, “State of the art" kitchen w/white oak rift island & mitered quartzite counters, Thermador paneled appliances, wet-bar w/paneled wine fridge & large pantry. Mudroom w/honed marble flooring. Powder room w/Serena and Lilly navy grasscloth, wainscoting. All beds w/natural light & custom closets. Laundry closet w/butcher block shelving. Sun-filled master w/4 skylights, enormous walk-in closet &" spa like" master bath. Fin. basement w/ add room, full bath & large den w/wet-bar. The fenced-in yard can house two cars & also serves as ideal patio for entertaining or play space. A custom home of this quality will be hard to find again.

Listed by Jane Reitz of Reitz Realty Group

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Monument Square Boston MA 02129

MLS Number 73243391

  • Condo
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,356
  • Neighborhood Charlestown

Welcome to 37 Monument Sq, a distinguished 5BR/3BA home blending historic charm with modern comfort. Located in the heart of Charlestown, this property offers sweeping views of the Boston skyline and the iconic Bunker Hill Monument. The thoughtfully designed multi-level layout includes a chef’s kitchen with top-tier appliances and five fireplaces that add warmth and character to the light-filled living spaces. The third-floor primary suite is a peaceful retreat with stunning city views and a spa-like bath. The custom wine cellar offers an elegant space to showcase your collection, while the private patio and dining room balcony provide inviting spaces for entertaining or quiet relaxation. The enclosed garage carport ensures secure, convenient parking, eliminating the hassle of street parking. Exclusive rights to future rooftop development offer a unique opportunity to create a private sanctuary with panoramic views. Timeless elegance and modern living converge in this exceptional home.

Listed by Benjamin Mello of Berkshire Hathaway HomeServices Verani Realty

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Monument Square Boston MA 02129

MLS Number 73332061

  • Condo
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,546
  • Neighborhood Charlestown

Last Distinctive Duplex Available! Rare Monument Square with Parking! Impressive 4 BR + Familyroom & office! 3 Lavish full baths and 2 half baths! Over 2500+SF! Custom-crafted by a premier developer! Amazing residence in a Prime Location! Impeccable attention to detail and a flawless floor plan! Towering Ceilings! Sweeping & open great room with a custom gourmet kitchen with state-of-the-art Thermador SS appliance package! Exquisite Quartz counters with a large dining Island and abundant custom cabinetry. Lavish primary suite with Custom closets and a sumptuous spa bathroom with porcelain marble floors and shower tiles, double vanity. Extremely generous additional bdrms, one also ensuite! Family/Media room! Sumptuous porcelain tile guest bathrooms! Gleaming walnut-stained oak floors are everywhere! Full Sized washer/dryer on each level! Come see this amazing home! Every amenity you desire and more! Central air, in-unit laundry and impressive finishes! An exceptional legacy offering!

Listed by Frank Celeste of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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56 Belmont Street Boston MA 02129

MLS Number 73304768

  • Condo
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,745
  • Neighborhood Charlestown

Luxurious penthouse home in the heart of historic Bunker Hill neighborhood in lovely Charlestown. Modern floor-through r residence feels warm and delivers 4 bedrooms, 3.5 baths, large entertaining space, direct elevator access, expansive balcony, private patio space and heated garage parking. Simply elegant and thoughtfully designed, with classic finishes that embrace its historic charm. The living area features a gas fireplace, custom bookshelves and three corner exposure of large windows with wide open views. Delight in the chef-inspired kitchen displaying quartz countertops, an oversized island, custom built Shaker cabinets, stainless steel Jenn-Air Pro appliances & commercial grade stainless steel hood. The custom vanities and luxurious imported Calcutta marble deliver modern designer bathrooms. In addition, each home has hardwood floors throughout, Nest thermostats, private storage, and garage parking. Convenient location walkable to the Navy Yard, Monument and I-93

Listed by Herion Karbunara of Herion Karbunara

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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58 Baldwin Street Boston MA 02129
Price Changed

MLS Number 73310811

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,520
  • High School Bps

On a picturesque, gas-lit side street, this brick townhome presents 4 bedrooms and 2.5 bathrooms across three meticulously renovated floors. Built in 1855 and once owned by the family of William T. Morrissey, the home balances historic charm with contemporary updates. Original details such as three marble fireplaces, elegant stair handrails, classic newel posts, and an exquisite gold overmantel mirror have been carefully preserved. Wide-plank white oak floors run throughout. The first floor begins with an updated kitchen, a custom Lacanche range, subway tile, cabinetry, and designer lighting. On the second floor, the primary bedroom offers floor-to-ceiling storage, two custom closets, and an en-suite bath. Rounding it out is a grand ballroom with sophisticated period details. The third floor has three bedrooms, a full bath and skylight. The newly finished basement includes laundry and is perfect for a home gym or playroom. Outside, a private patio allows for serene gatherings.

Listed by Chris Remmes and Jack Walsh of Remmes & Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Belmont Street Boston MA 02129
Open House

MLS Number 73302376

  • Residential
  • Next Open House: Sat 02/15 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 1,508

Welcome to 22 Belmont Street, this single-family home just wrapped construction and is ready for its next owner! Offering luxury, efficiency, and style in the heart of Charlestown. Spanning 1,508 square feet, this residence includes 3 bedrooms, a dedicated office and laundry room, 3.5 bathrooms, and a lower level with ample storage. Throughout the interior, you’ll find oak hardwood flooring, a kitchen equipped with Thermador appliances, and top-of-the-line plumbing and lighting fixtures. The backyard offers a private retreat, complete with a courtyard featuring a retaining wall on three sides and stylish block and paver hardscaping. Experience worry-free living for years to come in this fully renovated home, thoughtfully updated with energy-efficient systems and high-quality materials for long-term reliability.

Listed by The Sarkis Team, Megan Francese and George Sarkis of Douglas Elliman Real Estate - The Sarkis Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Church Court Boston MA 02129

MLS Number 73312801

  • CommercialSale
  • Neighborhood Charlestown
  • Acreage 0.02
  • Zoning 358

Absolutely Prime Location! an Extremely Rare Opportunity to own a private entrance commercial condominium space in the Heart of Thompson Square! Almost 1200SF of Space all on one level! Private way parking option, ask agent for details. Great Visibility and Easy Access from Community College T station and a bus stop at your door! Minutes to Financial District & all major routes! This impressive space has been meticulously and totally renovated with elegant period details still intact including tin ceilings and marble mantels! Uniquely designed with some towering ceilings and a skylight in one office and exposed brick walls too! Superior Layout with 4 Private Office Suites including a huge conference room and a large welcoming Reception area! New office kitchenette and half bathroom! Exclusive basement storage area. See the attached floor plan! Highly sought after opportunity! Don't Miss out on this valuable blue chip asset! Seller welcomes offers with requests for buyer concessions.

Listed by Frank Celeste of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Chestnut Street Boston MA 02129

MLS Number 73300593

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,550
  • Neighborhood Charlestown

Nestled near Winthrop Square in historic Charlestown, this two-level brick townhome blends Revolutionary-era charm with modern conveniences! A double living room features twin Nero Marquina marble fireplaces, a dry bar for entertaining, and full bath. Floor-to-ceiling windows flood the 1,550+ sq. ft. home with light, highlighting 10-foot ceilings and pumpkin pine floors. The dining room seats eight and leads to a kitchen with a nook and terrace - perfect for alfresco meals! A spiral staircase descends to a cozy family room with a wood-burning hearth and access to two bedrooms, one with a walk-in closet and Jack & Jill bath, plus an office nook. This level also includes common laundry, storage, and access to a tiered brick terrace. Pride in the neighborhood is immediately apparent, with streets lined with gas-lit illumination and brick rowhouses! Surrounded by historic landmarks like the Bunker Hill Monument and the Freedom Trail, this home offers timeless elegance and convenience!

Listed by Boston Creative Group, Susan Charbonnier and Emilios L. Milios of Advisors Living - Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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91 Pearl Street Boston MA 02129
Open House

MLS Number 73320253

  • MultiFamily
  • Next Open House: Sun 02/16 12:00 pm. to 2:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,624

In the heart of the historical neighborhood of Charlestown, a two-family home is now on the market for sale! Freshly painted with new kitchen cabinets and appliances, this home boasts two excellent units. The first-floor apartment is a studio with a large eat-in kitchen and an additional room that can be combined as a living room-bedroom area or just as a bedroom. The second apartment has two levels, on the 2nd and 3rd floors. The living room, dining room/ den and kitchen are on the second floor and the third floor has 2 bedrooms with beautiful views of the neighborhood! Also, the property has option to be set up as single family home. Don't miss this rare find! Easy to Show.

Listed by Jose Rojas of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Brighton Street Boston MA 02129

MLS Number 73331855

  • MultiFamily
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,280

Attention all investors and home buyers; 6 Brighton St. is a 3-bedroom, 1.5-bathroom, 2,280 sq. ft. home situated on a 4,400 sq. ft. lot in Charlestown, offering exceptional potential for those looking to renovate, redevelop, or move in. Currently used as a single family this property is perfect for creating your dream home or maximizing its investment value. Conveniently located just steps from the Sullivan Square MBTA station, this property offers access to public transit, major highways, and the vibrant local amenities Charlestown has to offer, including shops, restaurants, and parks. Whether you're a homeowner ready to renovate or an investor seeking a lucrative project, this property offers a unique opportunity in one of Boston's most desirable neighborhoods. Don’t miss your chance—schedule a viewing today!

Listed by Chris Remmes and Jack Walsh of Remmes & Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Brighton Street Boston MA 02129

MLS Number 73331856

  • Land
  • Acreage 0.1
  • Zoning R1
  • Neighborhood Charlestown

Developer and investor alert! Don’t miss this exceptional opportunity to build on a 4,400 sq. ft. lot in Charlestown. Conveniently located just steps from the Sullivan Square MBTA station and easy access to the Orange Line, major highways, and an array of shops, restaurants, and parks. The lot’s prime location in one of Boston’s most desirable and rapidly growing neighborhoods ensures strong demand and profitability, whether you’re building luxury condos or rental units. Reach out for more information.

Listed by Chris Remmes and Jack Walsh of Remmes & Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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