
59 Oakland St Medford — Photo 1 of 41
$964,999
59 Oakland St, Medford, MA 02155
Medford, MA 02155 — Downtown Medford
Beds
4
Baths
2
SqFt
2,240
Style
Single Family
Built
1900
Welcome to 59 Oakland Street, a beautifully maintained and thoughtfully updated 4-bedroom, 1-bathroom home offering 2,240 square feet in a highly sought-after Medford location. Situated near downtown Medford, the property offers easy access to shopping, restaurants, parks, public transportation, major highways including I-93 and Route 2, and Boston. Designed with both comfort and the future in mind, this home has been equipped with thoughtfully selected upgrades and systems intended to provide long term functionality and peace of mind. Features include a state of the art HVAC system with built-in humidifier and air filtration, a whole house water filtration system, and a backup generator. Smart home functionality allows many of the property’s systems and features to be conveniently controlled and monitored from a smartphone or mobile device, creating a modern, connected home designed for comfort, efficiency, and convenience. The generous layout provides ample space for everyday living, entertaining, and working from home. A walk-up attic offers exciting potential for additional living space and could be transformed into an oversized bedroom, home office, recreation room, or other flexible-use space. The private, spacious backyard provides an inviting outdoor retreat with plenty of room to entertain, relax, or enjoy time with family and friends. Combining substantial living space, thoughtful improvements, future expansion potential, and a prime Medford location, 59 Oakland Street offers a rare opportunity to own a home designed with both today and tomorrow in mind. Don’t miss the opportunity to see everything this special property has to offer. Property is being offered and sold in its present “AS-IS” condition. Solar panels are installed on the property but are currently disconnected. The existing solar agreement must be transferred to and assumed by the new Buyer at closing. Buyer and Buyer’s Agent should conduct their own due diligence regarding the solar system and the terms and obligations of the existing agreement. Surround sound equipment, security cameras, and Wi-Fi networking equipment will remain with the property. First Open House: Saturday, October 3rd from 11:00 AM to 12:30 PM.
Key facts
It was listed on September 30, 2026. The annual property taxes are $8,507 (2026 tax year). It sits on a 0.14-acre (6,051 sq ft) lot.
Immersive Experience
Open Houses
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Medford, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • Water Treatment • Other
Neighborhood
Public Transportation • Park • Bike Path • Highway Access • University
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First15.5 x 14.5
Flooring - Hardwood, Balcony - Exterior
Dining Room
Lvl First13.833333333 x 14.083333333
Kitchen
Lvl Main,First14.666666666 x 17.166666666
Ceiling Fan(s), Countertops - Stone/Granite/Solid, Countertops - Upgraded, Exterior Access, Recessed Lighting, Remodeled, Stainless Steel Appliances, Gas Stove
Family Room
Lvl First15.25 x 15.666666666
Primary Bedroom
Lvl Second13.416666666 x 13.916666666
Balcony - Exterior
Bedroom 2
Lvl Second13.333333333 x 12.833333333
Bedroom 3
Lvl Second7.083333333 x 9.583333333
Bedroom 4
Lvl Second13.416666666 x 11.416666666
Questions about this home
When was 59 Oakland St, Medford listed?
59 Oakland St, Medford was listed on September 30, 2026.
Has the price of 59 Oakland St, Medford changed?
The price hasn't changed since it was listed at $964,999.
What are the property taxes for 59 Oakland St, Medford?
The annual property taxes for 59 Oakland St, Medford are $8,507 (2026 tax year).
How big is the lot at 59 Oakland St, Medford?
59 Oakland St, Medford sits on a 0.14-acre (6,051 sq ft) lot.
What is the status of 59 Oakland St, Medford?
59 Oakland St, Medford is actively listed for sale.
Population
61,730
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$130K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
46.0%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
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 2,240 sq ft principal dwelling). Lot size: 6,051 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.
Listing Agent: Christopher Jean
Listing Office: Jacques Realty Group Co.
MLS® Number: 73584421









