91 Rolling Wood Drive, Stamford, Connecticut 06905

About this home

Welcome to this beautifully maintained 3-bedroom, 2.5-bath split-level home on a quiet street in desirable Pepper Ridge, centrally located in Stamford. Hardwood floors and an inviting open layout create a warm, welcoming feel, while the beautifully updated kitchen flows seamlessly into the dining and living areas, featuring a fireplace and vaulted ceilings. The upper level offers a spacious primary bedroom with a full bath and walk-in closet, along with two additional bedrooms and a second full bath. The entry level features a welcoming foyer, a comfortable family room, a half bath, and a versatile bonus space ideal for a home office, gym, or hobby room. The fully finished, walkout lower level provides additional living space, complete with a dedicated laundry room. Outside, enjoy the large deck overlooking a private, level, fully fenced backyard-perfect for entertaining, relaxing, or enjoying time outdoors. An attached garage adds everyday convenience. Ideally situated close to downtown Stamford, shopping, grocery stores, restaurants, schools, parks, and everyday amenities, this inviting home combines comfortable living with a convenient location in a sought-after neighborhood.

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

Taxes

Interior

Building & Exterior

Lot & Land

Energy

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

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

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale 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 sales — median $670,000, ranging $620,000 to $1,155,000.

Within a 15-minute walk, sold in the last year
• 62 Bel Aire Drive3 bd · 2 ba · 1,944 sq ft · 0.1 mi away
  $892,500$459/sq ft2026-05-22
• 147 Berrian Road3 bd · 3 ba · 1,917 sq ft · 0.3 mi away
  $1,155,000$602/sq ft2026-07-22
• 39 Emma Road5 bd · 2 ba · 2,090 sq ft · 0.3 mi away
  $670,000$320/sq ft2026-10-12
• 55 Merriman Road3 bd · 2 ba · 1,644 sq ft · 0.3 mi away
  $620,000$377/sq ft2026-04-09
• 54 Merriman Road3 bd · 2 ba · 1,500 sq ft · 0.4 mi away
  $650,000$433/sq ft2026-08-01

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.

Recorded sales

Deed transfers on file with the Stamford land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2021-03-30$666,500Single Family
• 2019-05-03$610,000Single Family

More homes in Stamford

Closest in price to this one.

• 387 Stillwater Avenue4 bed · 5 bath · 3,179 sq ft$899,000
• 73 High Clear Drive4 bed · 2 bath · 1,737 sq ft$899,000
• 86 Rolling Wood Drive3 bed · 3 bath · 2,094 sq ft$899,000
• 89 Fifth Street3 bed · 3 bath · 1,938 sq ft$899,000
• 16 Big Oak Circle3 bed · 2 bath · 2,709 sq ft$899,900
• 26 Campbell Drive4 bed · 3 bath · 2,315 sq ft$899,900

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