86 Rolling Wood Drive, Stamford, Connecticut 06905

About this home

Welcome to 86 Rolling Wood, a home where contemporary comfort meets effortless style. Close to town/train, yet tucked away in a quiet neighborhood, this home represents the best of suburban living. From the moment you pull up the freshly resealed horseshoe driveway, it's clear this property has been maintained with an eye for detail and a commitment to quality. Step inside to discover a bright, inviting interior highlighted by a kitchen that truly shines. With a suite of recent upgrades, including gas range, refrigerator, dishwasher, and refinished floors, this space is as functional as it is beautiful. The thoughtful improvements continue throughout the home, including the convenience of a brand-new washer and dryer. Peace of mind comes standard here, thanks to significant mechanical updates. With a newly installed furnace and a new central A/C system, you can enjoy crisp cooling all summer and cozy warmth all winter. The newly floored basement adds additional flex space for office or recreation. The exterior is equally impressive, with flat yard featuring newly installed rear fencing that adds a clean, polished look to the outdoor space. This is a rare opportunity to move into a home where the heavy lifting has already been done for you. This desirable location between 95 and 15 make for seamless commuting as well as proximity to every amenity you can think of. 86 Rolling Wood is ready for its next chapter-come see how easy life can be when every detail is already in place.

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

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 $892,500, ranging $670,000 to $1,245,000.

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
• 122 Berrian Road5 bd · 3 ba · 2,576 sq ft · 0.3 mi away
  $1,245,000$483/sq ft2026-07-31
• 39 Emma Road5 bd · 2 ba · 2,090 sq ft · 0.3 mi away
  $670,000$320/sq ft2026-10-12
• 147 Berrian Road3 bd · 3 ba · 1,917 sq ft · 0.3 mi away
  $1,155,000$602/sq ft2026-07-22
• 38 Woods End Road3 bd · 3 ba · 2,340 sq ft · 0.3 mi away
  $875,000$373/sq ft2026-05-05

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.

• 2020-02-18$585,000Single Family
• 2006-03-15$725,000
• 2002-08-15$515,000

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
• 89 Fifth Street3 bed · 3 bath · 1,938 sq ft$899,000
• 91 Rolling Wood Drive3 bed · 3 bath · 1,884 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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