If Your Home Is in One of These 5 Locations, You’re in Luck (02129)
Charlestown’s real estate market has changed dramatically from 2020–2025. Demand has surged, price-per-square-foot broke multiple records, and the definition of “luxury” in 02129 is now more precise than ever.
For sellers, one question keeps coming up:
“Is my property considered luxury?”
Below is the 2026-ready breakdown, based on actual sales, buyer trends, and location demand.
The 5 Areas in Charlestown That Nearly Always Qualify as Luxury
These locations consistently produce the highest price-per-square-foot (PSF) and attract premium buyers:
1. Monument Square (02129)
If your home is near:
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Monument Square
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Soley St
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Pleasant St.
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Monument Ave.
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Cordis St
You are in one of the highest-demand luxury pockets in Boston.
Historic brownstones regularly exceed:
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$1,100+ PSF
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$2M–$3M sales
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Heavy buyer competition from Beacon Hill, Back Bay, and South End transplants
Homes here are considered luxury regardless of size due to architectural significance and location prestige.
2. Winthrop Square
Properties around Winthrop Sq aka the Training Field benefit from:
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stunning skyline views
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historic charm
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elevated hilltop positioning
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limited supply
Sales above $2M+ were common between 2022–2025.
3. The Gaslight District in General
Centered around Harvard St., Main and Warren St and up to Mt Vernon St and Chestnut St,, this sub-neighborhood that includes Monument Sq and Winthrop Sq offers:
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exposed brick
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classic gas lamps
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walkability to Main St. and City Square Park
Luxury buyers consistently target this area for its charm + convenience.
4. Navy Yard Waterfront Buildings (02129)
If you own in:
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Flagship Wharf
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Constitution Wharf
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Parris Landing
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Harborview
You’re automatically in the luxury category based on:
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waterfront access
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concierge services
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private parking
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premium amenities
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high HOA reserve funding
Two-bedroom units frequently surpass $1.3M-$2M during peak cycles.
5. New-Construction or Gut-Renovated Properties (Citywide)
Projects that launched 2021-2025 set new pricing benchmarks.
Luxury qualifiers include:
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high-end finishes
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central HVAC
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EV-ready parking
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roof decks
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high-efficiency windows
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modern layouts
New builds in most areas of Charlestown do extremely well due to the lack of new construction inventory because of the lack of empty lots to build on due to Charlestown being a historic area.
Other Factors That Make a Property “Luxury” in 02129
1. Parking
If your home includes garage parking + EV charging, it jumps into luxury territory instantly.
2. Outdoor space
Private roof decks in Charlestown Proper command significant premiums.
3. Water views or skyline views
4. Historic architecture with modern systems
5. Larger lot size (rare in 02129)
Why This Matters for Sellers
Luxury designation affects:
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pricing strategy
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buyer targeting
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marketing approach
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staging and photography
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the negotiation window
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days on market
Luxury listings require a different strategy - and when positioned correctly, they drive the strongest bidding.
The Tracy Shea Team (91 Main St., Boston MA 02129 | (617) 697-4570) specializes in luxury listings across Charlestown Proper and the Navy Yard, and can help you assess where your property stands for 2026.
Pricing, fees, and luxury classification are based on recent MLS data, public disclosures, and local market trends. Exact figures vary by building and property.
