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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. 

74 High Street Boston MA 02129

Boston, MA74 High Street, Charlestown

Price$1,950,000

Est. Mortgage: $/month

MLS Number 72747143

  • Multi-Family 2 Family - 2 Units Up/Down
  • Bathroom 3
  • MLS Status Active
  • Year Built 1830
  • Full Bath 2

Location plus large two family. w/d in basement common for both units. Wood floors great period detail. Move right in and enjoy. A wealth of potential in basement as well. Privre storage in basement for both units. Property will be delivered vacant and broom clean.

Listed by Joseph McGonagle and Lara Williams of Century 21 Elite Realty

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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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342 Bunker Hill Street Boston MA 02129

MLS Number 72721916

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,360
  • Neighborhood Charlestown

Truly one of kind PH residence located at The Orchard Hill in Charlestown - This recently renovated 2+ bedroom/2.5 baths corner home offers breath taking panoramic views of the City skyline, The Boston Harbor, The Monument & Cambridge. An entertaining dream home that is equipped with a chefs kitchen that includes polished marble counters, Sub-Zero & Miele appliances, the kitchen opens up to a dramatic living/dining room with a gas fireplace that has direct access to a private deck overlooking Cambridge & the City skyline. The spacious master suite features arched windows w/water views, gas fireplace & large spa like bathroom with walk-in shower. Other features include a nice loft area with skylights that can be used as an office or den, ample storage, large entrance w/built ins, hardwood flooring throughout & 2 garage parking spaces. The professionally managed boutique building offers an exercise room, private storage cage & common patio w/landscaped plantings & seasonal city views.

Listed by The David Green Group and David Green of Coldwell Banker Realty - Back Bay

$
$
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$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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45 Rutherford Avenue Boston MA 02129

MLS Number 72671507

  • Single Family Attached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 4
  • Square Feet 1,700

Own a home with real meaning and significance. Rarely available, this one-of-a-kind Federal style condo is one of only two units in the historical Wiley House-built in 1791 and converted to a condominiums 200 years later by a notable developer, the layout is divine (see attached floor plan) in the best location Charlestown has to offer. With over 1700 SF and an almost stand alone structure. Accessible to downtown Boston, 93, and route 1. Pristine condition and set back from the road with two side by side parking spaces and a massive patio. Walk up a private path to enter through a freshly painted exterior. Stainless appliances and updated bathrooms make historical charm blend with modern luxury. Three stories of exquisite detail and historical significance. Custom shutters and features accent every inch of original detail. Look out the many windows into rare open space and experience privacy in this urban retreat. A brand new roof.

Listed by Candice Macoul of Luxury Living Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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45 Rutherford Avenue Boston MA 02129

MLS Number 72671487

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,700
  • Neighborhood Charlestown

Own a home with real meaning and significance. Rarely available, this one-of-a-kind Federal style condo is one of only two units in the historical Wiley House-built in 1791 and converted to a condominiums 200 years later by a notable developer, the layout is divine (see attached floor plan) in the best location Charlestown has to offer. With over 1700 SF and an almost stand alone structure. Accessible to downtown Boston, 93, and route 1. Pristine condition and set back from the road with two side by side parking spaces and a massive patio. Walk up a private path to enter through a freshly painted exterior. Stainless appliances and updated bathrooms make historical charm blend with modern luxury. Three stories of exquisite detail and historical significance. Custom shutters and features accent every inch of original detail. Look out the many windows into rare open space and experience privacy in this urban retreat. A brand new roof.

Listed by Candice Macoul of Luxury Living Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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30 Concord Boston MA 02129

Boston, MA30 Concord, Charlestown

Price$1,449,000

Est. Mortgage: $/month

MLS Number 72762277

  • Single Family Attached
  • Bathroom 3
  • Village Bunker Hill Monument
  • Rooms 7
  • Bedrooms 3

Conveniently located just steps from Monument Sq & set on a beautiful gas lamp street, this charming single family home has it all! The 1st floor includes a half bath, formal dining room & warm, inviting chef's kitchen. The well-designed kitchen boasts a central island, a gas fireplace w/ built-ins & large windows overlooking the garden/patio area -- perfect for entertaining or watching the kids play while making dinner. The 2nd floor has a spacious living room w/ a wall of custom shelving, an office nook, a generously sized bedroom & a newly renovated full bath. The 3rd floor offers a master bedroom w/ a walk-in closet & en-suite featuring a spa-like soaking tub. Another bedroom completes the 3rd floor. The lower level consists of a playroom with built-ins, laundry, workbench area & TONS of storage. This home has been thoughtfully updated and with the new roof & recently painted exterior you can move right in. Contact Ken @ 617-320-7962 to schedule a showing.

Listed by Kenneth Nolan of Kenneth Nolan

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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34 Monument Square Boston MA 02129

MLS Number 72722030

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,553
  • Neighborhood Charlestown

Sky High Penthouse Duplex! Unmatched in the marketplace with its Amazing location, directly on Monument Square! The massive & unique solarium provides Awe Inspiring Views of Everything! The immense Roof deck offers endless views of both the the City Skyline and the Monument itself - all from the comfort of your couch! Enjoy memorable entertaining throughout this luxury home! Stately building with meticulously kept common areas, lovely entrance foyer, and period details on the staircase. This spectacular home encompasses the entire third floor & Solarium above! Open and airy layout flowing from the large formal living room to the enormous Chef's Kitchen with granite, stainless steel, an abundance of cabinetry & island. Gleaming hardwood floors and high ceilings throughout! Large master bedroom has en-suite bath with designer details and exposed brick. Extra Large guest bedroom! Glorious East and West Sun exposure! Enjoy living in one of the most historic neighborhoods in the entire City

Listed by Frank Celeste and Jamie N. Imperato of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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8 Bolton Place Boston MA 02129

Boston, MA8 Bolton Place, Charlestown

Price$1,350,000

Est. Mortgage: $/month

MLS Number 72755111

  • Single Family Attached
  • Bathroom 1
  • Village Charlestown
  • Rooms 5
  • Bedrooms 3

PRICE REDUCTION. Whatever your vision, this single family home with an attached oversized lot of approximately 1,825 square feet represents the rarest of development opportunities in Charlestown. Bring your architect. Talk to your zoning attorney and builder. If you are someone with reasonable patience, have a desire to unleash your inner designer and wish to unlock real financial opportunity, then this property is definitely for you. Bolton Place has won multiple awards in conjunction with the Mayor's Neighborhood Garden Contest and its quiet “country lane” feel is a refreshing throwback to a simpler time. Its fantastic location is within walking distance to parks, shopping, dining, public transportation, schools, health care facilities, churches and the historic Bunker Hill Monument. It is conveniently located to the Charlestown waterfront (with its walking paths, marinas and restaurants) as well as all that Boston has to offer.

Listed by John Fallon of Pine Shores Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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4 Pleasant Street Court Boston MA 02129
Open House

MLS Number 72742724

  • Single Family Attached
  • Next Open House: Sun 01/24 11:30 am. to 12:30 pm.
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

Location, Location, Location Single family sunny and spacious. Tucked away in a charming courtyard. Wood floors through out second and third floors. 2+ baths over 2,000 square feet of living space. Private patio brand new master bathroom. Ideal home to raise a family. Good bones and happy memories await you.Wealth of potential and charm.

Listed by Joseph McGonagle and Lara Williams of Century 21 Elite Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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35 Pearl Boston MA 02129
Open House

MLS Number 72776527

  • Condo or Co-op
  • Next Open House: Sun 01/24 10:00 am. to 12:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,510

OPEN HOUSE 01/23 & 01/24 from 10 AM to 12 PM. Introducing The Pearl, Charlestown's newest luxury condos. This ultra modern and sleek 4 bed, 2.5 bath, 1,510 sq ft luxury home is a unique offering that hasn't been seen before in this historic and coveted neighborhood in Boston. Designed for the homebuyer with a discerning eye for style, luxury, and comfort, this unit offers a modern and timeless floor plan. As well as finishes and color palettes that are sure to set it apart for many years to come. The full slab of Culcata Laza fine stone used as the back splash and through out all of the counter space in the kitchen was meticulously chosen and installed to tie in the modern flat panel kitchen cabinets that fully compliant the herringbone wood flooring. The floor to ceiling windows throughout and the 3 skylight windows flood the entire unit with natural sunlight. The unit also has exclusive roof rights. There's also additional storage in the basement. Inquire for more info.

Listed by The Realway Team and Robert Saenz of Realway Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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19 Ellwood Street Boston MA 02129

MLS Number 72655966

  • Single Family Attached
  • Bathroom 3
  • Village Gas Light District
  • Rooms 7
  • Bedrooms 3

Charming four-story brick Federalist townhome located just off the Freedom Trail & adjacent to the Training Field. Built in 1806, the home bears the Charlestown Preservation Society's bronze historical placard. Charlestown, the city's oldest neighborhood, exudes a special sense of colonial charm with its lovely gaslit streets. Single family homes in Charlestown are at a premium now and this is a gem. Located on a quaint dead end street, it offers all the benefits of downtown metropolitan living in a picturesque setting. Top floor boasts an expansive Master suite with panoramic views of Boston & the USS Constitution. Below are 2 large bedrooms and a recently renovated full bath. Greet guests on the freshly painted Parlor level complete with Butler's pantry. The garden level kitchen is perfect for entertaining or family time and offers a walk out to a large south facing private courtyard oasis. Minutes to the Bunker Hill Memorial, Navy Yard Water Shuttle, North End restaurants & MBTA.

Listed by Frank Celeste and Constance Brown of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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59 Chelsea Street Boston MA 02129
Open House

MLS Number 72770024

  • Condo or Co-op
  • Next Open House: Sun 01/24 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,849

Rarely available townhouse at the Nautica located at the entrance to the Charlestown Navy Yard on Boston Harbor. Quintessential Charlestown living with three living levels with large living area, hardwood floors, fireplace, half bath, open granite kitchen and island that open to the family room leading to the private patio. The second level includes two good-sized bedrooms and a full bath with a walk-in shower. The in-unit laundry is conveniently located on the second level. The landing to the third level is an ideal space for a home office and leads to the stairway to the third level master suite with a full marble bath, vanity with double sinks, Jacuzzi tub and shower surrounded by a glass door. The private deck has a lovely view of the Boston skyline and the harbor to enjoy! There are all new windows, lots of closets, storage and complete with two, deeded garage parking spaces. Perfect city living close to everything Boston and Charlestown have to offer, easy highway access!

Listed by Janis Pacheco of Coldwell Banker Realty - Beacon Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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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11 Prospect Boston MA 02129

MLS Number 72743289

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,842
  • Neighborhood Charlestown

BRAND NEW 2 Bed + Study/3 Bath w/ 1850+/- sq ft. Main level has massive open kitchen/living with Calacatta Quartz waterfall island, Thermador gas range w/vent hood, coffee bar, Wine Fridge. Living room w/oversized gas fireplace. Dining area w/ space for large dining table perfect for dinner parties. Large side patio off kitchen, great for BBQs + entertaining. Main level has oversized Master Bedroom w/walk-in closet. En suite bath with double vanity, Calacatta countertop, oversized frameless glass shower. Large guest bed + guest bath w/tub also on main level. Walk downstairs to SECOND living/playroom, 2nd fireplace + WET BAR w/2nd Wine Fridge. Study/3rd bed + full bath on lower level. Lower also has high ceilings + large windows! Central AC, laundry, hardwood floors, surround sound, DEEDED storage + recessed lighting complete this beautiful home. PRE-PAID GARAGE PARKING INCLUDED! Virtual tour attached! Easy to show! OH: Sat. 12/12: 12-1PM; Sun. 12/13: 11:30-12:30!

Listed by Elevated Properties Team, J. Daniel Duval and Corey O'Neill of Elevated Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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