14 Prospect St Boston — Photo 1 of 36
Recent Drop: $470,000
$2,625,000
Investment Analysis — 14 Prospect St
Boston, MA 02129 — Charlestown
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 02129 carries an estimated $5,320/mo in gross rent — about a 1.64% cap rate and $43,131/yr in estimated NOI at the $2,625,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
4.5
SqFt
3,386
Style
Single Family
Built
2026
There are levels to real estate construction... and this is the top! Welcome home to a no-expense-spared ground-up single family with an idyllic floorplan and designer finishes throughout. Open & inviting living with framed gas fireplace, 9' ceilings, and incredible natural light. Designer kitchen features oversized quartzite island, professional grade appliances, custom cabinetry, built-in bar, and direct access to formal dining. Oversized primary suite, with private balcony, is out of magazine! Featuring space for a kingsize, gigantic walk-in closet, and designer bath with frameless glass shower+double vanity+soaking tub. Generous guest beds with dedicated custom baths. Finished lower-level creates the perfect space for an au pair suite, media room/gym/home office. Enjoy the seasons on your fully enclosed stone patio and breathtaking roofdeck with panoramic views from Boston Harbor, across the Skyline, and over the Monument! A special home that truly "has it all". Free rental parking on Prospect Street!
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,386 sq ft principal dwelling). Lot size: 1,370 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • Wine Refrigerator • Range Hood
Neighborhood
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstDining Room
Lvl FirstKitchen
Lvl FirstFamily Room
Lvl BasementMaster Bedroom
Lvl ThirdBedroom 2
Lvl SecondBedroom 3
Lvl SecondBedroom 4
Lvl SecondBedroom 5
Lvl BasementBathroom 1
Lvl BasementBathroom 2
Lvl SecondBathroom 3
Lvl ThirdProperty History
$2,625,000
Was $2,725,000
Sep 8, 2026
MLS® 73519421
$2,725,000
Was $2,800,000
Jul 28, 2026
MLS® 73519421
$2,800,000
Was $2,950,000
Jun 16, 2026
MLS® 73519421
$2,950,000
Was $3,095,000
May 28, 2026
MLS® 73519421
$3,095,000
May 14, 2026
MLS® 73519421
Listing Agent: Adam Geragosian
Listing Office: William Raveis R.E. & Home Services
MLS® Number: 73519421
