Choose your next step
ADMIRAL’S HILL · CHELSEA, MASSACHUSETTS
What is Admiral’s Hill?
Admiral’s Hill is a residential waterfront neighborhood in Chelsea, Massachusetts, shaped by the former Chelsea Naval Hospital and its later residential redevelopment. The neighborhood includes condominiums, townhomes and apartments near the Mystic River, Mary O’Malley State Park and local boating facilities.
Use this guide to learn about the neighborhood, review historical photographs and connect with Jeffrey Bowen, Real Estate Broker Associate at Erealty Advisors Inc., about buying or selling on Admiral’s Hill.
AT A GLANCE
Admiral’s Hill neighborhood overview
- Location: Chelsea, Massachusetts, along the Mystic River.
- Housing: A mix of condominium, townhouse and apartment communities; fees, parking, rules and amenities vary by property.
- Outdoor space: Mary O’Malley State Park provides waterfront paths, recreation areas and views toward Boston.
- Transportation: Local bus connections and nearby Chelsea transit options; check current MBTA schedules for trip planning.
- Current availability: Search the MLS and confirm each property’s current status rather than relying on historical photographs or posts.
How did the Chelsea Naval Hospital shape Admiral’s Hill?
The former Chelsea Naval Hospital is central to the neighborhood’s story. A National Park Service historical study describes the original granite hospital, its later expansion and the site’s transition to residential use after the hospital closed in 1974. Read the historical study and view archival plans (PDF).
What can visitors find at Mary O’Malley State Park?
Officially named Mary O’Malley State Park, this waterfront space on Commandant’s Way overlooks the Mystic River, Boston skyline and Tobin Bridge. The park includes walking and running paths, tennis courts, a playground and picnic areas. Check the park’s official visitor information.
Where are the marina and Chelsea Yacht Club?
Marina at Admiral’s Hill is at 305 Commandant’s Way. Contact the marina directly for current slip availability and boating services.
The Chelsea Yacht Club is a separate organization at 1 Broadway. Visit its website for current club information and inquiries.
How do residents get around from Admiral’s Hill?
Mystic Mall is on Everett Avenue at Spruce Street. Distance and travel time depend on the starting building and the travel mode. Plan a walking route to Mystic Mall and adjust the starting point to the property.
Use MBTA Route 112 information to check current stops and schedules. For Chelsea’s wider bus, Silver Line, commuter rail and bicycle connections, see the city’s getting-around guide.
PROPERTY QUESTIONS
What should buyers compare on Admiral’s Hill?
Compare the unit or home, condominium association documents, monthly fees, reserves, insurance, planned capital work, parking, storage, pet and rental rules, accessibility and any property-specific amenities. Details vary by building and can change.
Are the properties shown in historical photos currently available?
Not necessarily. The photographs and linked property stories document the neighborhood over time. Confirm current availability through the MLS property search or ask Jeffrey about a specific address.
Where can I find more Chelsea neighborhood information?
Browse Admiral’s Hill property stories, visit the Explore Chelsea guide, or review Chelsea condominium and loft guidance.
Admiral’s Hill neighborhood photographs
These photographs document Admiral’s Hill over time. Properties pictured may not be currently available.
BUYING OR SELLING
Discuss an Admiral’s Hill property with Jeffrey Bowen
Ask about current availability, property-specific association details, parking and preparing a home for sale.
Search properties · Contact Jeffrey · Text · Email · Call 781-201-9488
Talk with Jeffrey
Admiral’s Hill expert hub
Use current community resources, current MLS listings, and Jeffrey Bowen’s historical archive of Admiral’s Hill listings, rentals, photographs and videos.
Questions & Answers — Admiral’s Hill, Chelsea
- What is Admiral’s Hill?
- How did the Chelsea Naval Hospital shape Admiral’s Hill?
- What can visitors find at Mary O’Malley State Park?
- Where are the marina and Chelsea Yacht Club?
- How do residents get around from Admiral’s Hill?
- What should buyers compare on Admiral’s Hill?
- Are the properties shown in historical photos currently available?
- Where can I find more Chelsea neighborhood information?
Admiral’s Hill questions
Where is Admiral’s Hill?
Admiral’s Hill is a waterfront residential area in Chelsea near the Mystic River, Mary O’Malley State Park and Commandant’s Way.
Why is it called Admiral’s Hill?
The area is associated with the former Chelsea Naval Hospital and its naval history.
Are the listings and media current?
Current MLS results are current when searched. Jeffrey’s prior listings, rentals, videos and photographs are preserved as historical records unless clearly identified otherwise.
Where can I find marina, yacht-club and rental information?
Use the labeled buttons above to reach the current operator or organization directly.
More questions answered in full at Ask Jeffrey — https://chelsearealestate.com/ask-jeffrey/
RECENT ADMIRAL’S HILL SALE
49 Breakwater Drive #T-10 — Sold for $747,000
Jeffrey Bowen of Erealty Advisors Inc. listed 49 Breakwater Drive #T-10 in Admiral’s Hill, Chelsea. The townhouse closed on September 28, 2026 for $747,000.
See the 49 Breakwater Drive just-sold record · Recent Sales · Past Property Sales
49 Breakwater Drive — the just-sold record
28 Breakwater Drive Unit 16 — the $937,000 record sale
Admiral’s Hill properties vary substantially by building, townhouse style, views, parking, outdoor space, condition and association structure. For property-specific pricing or marketing strategy, use comparable sales as context rather than assuming one sale determines another home’s value.
JEFFREY BOWEN · ADMIRAL’S HILL TRANSACTION HISTORY
Sales, rentals, videos and property history across Admiral’s Hill
Jeffrey Bowen’s Admiral’s Hill work spans townhouses, condominium units, seller representation, buyer representation and residential leasing. ChelseaRealEstate.com is connecting the original property posts, photographs, videos, floor plans and MLS-era records into one preserved neighborhood history.
Breakwater Drive townhouses
- 49 Breakwater Drive #T-10 — sold September 28, 2026 for $747,000.
- 51 Breakwater Drive — quad-level townhouse marketing archive with professional photography, floor plans and video; originally offered at $899,000.
- 27 Breakwater Drive — quad-level townhouse marketing archive with video, extensive photography and floor plans; originally offered at $799,000.
- 28 Breakwater Drive — preserved Admiral’s Hill townhouse listing and marketing record.
Boatswains Way
- 100 Boatswains Way #403 — sold-property record.
- 50 Boatswains Way #503 — penthouse condo marketing archive with video and photography.
Commandants Way
- 100 Commandants Way #403 — preserved Admiral’s Hill condominium record.
- 160 Commandants Way #404 — preserved rental record and MLS-era property details.
Captains Row
- 200 Captains Row #207 — preserved listing record with MLS-era details.
- 200 Captains Row — additional Admiral’s Hill property history.
Archive verification in progress: additional Admiral’s Hill sales, rentals, press coverage, videos and MLS records are being reconciled so transaction counts, record-sale claims and rental history can be presented with exact supporting evidence.
Recent Sales · Past Property Sales · Past Rentals · Property Videos · Real Estate Track Record
BREAKWATER DRIVE · VERIFIED RECENT TOWNHOUSE SALES
Four of six recent Breakwater Drive townhouse sales represented by Jeffrey Bowen
Recent MLS-fed public records show a concentrated run of Jeffrey Bowen listing activity on Breakwater Drive in Admiral’s Hill. Among the six most recent verified Breakwater Drive townhouse sales in this review, Jeffrey represented four of the properties as listing broker.
- 51 Breakwater Drive — sold March 29, 2024 for $900,000; listed by Jeffrey Bowen. View the historical property post.
- 28 Breakwater Drive #16 — sold February 27, 2025 for $937,000; listed by Jeffrey Bowen. View the historical property post.
- 27 Breakwater Drive #27 — sold June 17, 2025 for $730,000; Jeffrey Bowen represented the listing and buyer sides in the MLS-fed record. View the historical property post.
- 49 Breakwater Drive #T-10 — sold September 28, 2026 for $747,000; listed by Jeffrey Bowen. View the just-sold record.
The two other recent Breakwater Drive townhouse sales identified in this review were 59 Breakwater Drive and 33 Breakwater Drive. This section is intended as a transparent transaction-history snapshot, not a claim that every Admiral’s Hill sale involved Jeffrey.
Recent Sales · Past Property Sales · Seller Strategy · Ask Jeffrey about selling on Admiral’s Hill
ADMIRAL’S HILL PROPERTY HISTORY
Explore Jeffrey Bowen’s Admiral’s Hill sales, rentals and property archives
This archive connects current and historical Admiral’s Hill work by street, building and property type. Historical posts are preserved at their original URLs and linked here for easier research.
Breakwater Drive townhouses
- 49 Breakwater Drive #T-10 — 2026 just-sold record
- 27 Breakwater Drive — historical listing and media
- 28 Breakwater Drive — historical listing and media
- 51 Breakwater Drive — historical listing, video and property archive
Boatswains Way
- 100 Boatswains Way #403 — sold property record
- 50 Boatswains Way #503 — historical condo listing and video
Captains Row
Commandants Way
- 100 Commandants Way #403 — historical condo record
- 160 Commandants Way #404 — historical rental record
Recent Sales · Past Property Sales · Past Rentals · Property Videos
ADDITIONAL VERIFIED ADMIRAL’S HILL WORK
More Jeffrey Bowen Admiral’s Hill property records
- 120 Commandants Way — Jeffrey Bowen listing; preserved 2019 waterfront property archive with extensive photography, drone imagery and video. View the 120 Commandants Way archive.
- 1 Boatswains Way — Jeffrey Bowen listing activity in 2026, including a townhouse sale listing and a $4,000 rental listing. Contact Jeffrey for Admiral’s Hill townhouse history.
WATERFRONT LIFESTYLE · VIDEO · LOCAL CONTEXT
Why Admiral’s Hill stands apart in Chelsea
Admiral’s Hill combines residential streets and condominium communities with waterfront open space, access to Mary C. O’Malley State Park, marina and yacht-club activity, views toward Boston and Charlestown, and convenient connections into Chelsea and Boston. The neighborhood’s housing ranges from townhouse-style homes to condominium buildings, making building- and property-specific history especially important when comparing value.
See the 28 Breakwater Drive townhouse archive and video · Watch more property videos · Explore Chelsea
BREAKWATER DRIVE · RECORD SALES
Jeffrey Bowen raised the Admiral’s Hill townhouse benchmark twice
51 Breakwater Drive closed for $900,000 on March 29, 2024 — listed, marketed and sold by Jeffrey Bowen. The following year, 28 Breakwater Drive #16 closed for $937,000 on February 27, 2025 — listed, marketed and sold by Jeffrey Bowen — establishing a new Admiral’s Hill townhouse sale record.
51 Breakwater Drive archive · 28 Breakwater Drive archive · 49 Breakwater Drive recent sale
Join The Discussion