27 Oak Street, Stamford, Connecticut 06905

About this home

Prime 1st Floor Downtown Commercial/Medical Space - Position your business in this exceptional downtown space, offering 2,300 sq. ft. of thoughtfully designed interiors. Ideal for medical, professional, or general office use, opportunities like this in the heart of downtown Stamford are rare-especially at an all-inclusive lease of $4,600 per month ($24.00 per sq ft). The lease includes 12+ parking spaces to accommodate both clients and staff. Tenants are responsible for utilities and liability insurance, making for a straightforward and efficient setup. The space features five half-bathrooms and is fully plumbed for medical use. Located just a 5-minute walk from the courthouse, it is surrounded by Stamford's premier dining and shopping destinations. This is a perfect commuter location, just minutes from I-95 and the Stamford Metro-North line, ensuring easy access for employees and clients alike. Bright, clean, and well laid out, the office offers abundant natural light and hand sinks in most rooms-ideal for healthcare or medical practices. Don't miss this rare opportunity to secure a premium downtown location at exceptional value. Extremely well maintained and managed property.

Flood risk: check the FEMA flood map for this address.

Availability, Pets & Lease

Building & Exterior

Lot & Land

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable rentals

The 5 closest recent leases to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded lease prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable rentals — median $2,000/mo, ranging $26/mo to $4,250/mo.

Within a 15-minute walk, leased in the last year
• 1886 Bedford Street0.4 mi away
  $2,000/mo2026-05-01
Within about a mile and a half, leased in the last 2 years
• 929 Bedford Street4,000 sq ft · 0.1 mi away
  $50/mo2025-03-01
Same town, leased in the last 3 years
• 28 Dunn Avenue3.0 mi away
  $4,250/mo2026-06-15
• 1086 Long Ridge Road Unit 23,500 sq ft · 3.4 mi away
  $26/mo2024-10-29
• Stamford
  $4,000/mo2026-07-28

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

Public record

From the Stamford assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More rentals in Stamford

Closest in price to this one.

• 1500 Bedford Street Unit 1042,100 sq ft$2,750/mo
• 1480 Bedford Street1,000 sq ft$2,500/mo
• 482 Summer Street Unit 51,400 sq ft$2,500/mo
• 100 Research Drive Unit 6900 sq ft$2,400/mo
• 85 Old Long Ridge Road1,000 sq ft$2,200/mo
• 22 schuyler Avenue920 sq ft$2,000/mo

← Back to all Stamford listings