316 Chestnut Hill Road, Norwalk, Connecticut 06851

About this home

Historic New England charm meets modern-day living at 316 Chestnut Hill Road. Dating back to circa 1780, this beautifully updated 4-bedroom, 2.5-bath home is set on 1.5 picturesque acres in Norwalk's sought-after Cranbury neighborhood. Original wide-plank floors, exposed beams, two fireplaces, and beautiful stonework throughout the property showcase the home's character. Thoughtfully updated for modern living, the home offers central air-a welcome luxury in a home of this vintage-along with a beautifully updated kitchen featuring high-end appliances and renovated baths. The first-floor primary suite is a standout, with vaulted ceilings and an en suite bath featuring a soaking tub. An attached two-car garage and whole-house generator provide additional comfort and convenience. Outside, the property is made for entertaining. A swimming pool, screened porch, stone patio with built-in grill, and outdoor shower create a private backyard retreat. A charming barn adds even more potential-imagine a pool house, studio, home office, gym, or creative space. Just down the street, enjoy access to the miles of wooded trails at beloved Cranbury Park, with Cranbury Shopping Center and Country Convenience nearby for shopping and dining. A special property that brings together nearly 250 years of history, beautiful grounds, modern updates, and an exceptional indoor-outdoor lifestyle.

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

Schools

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 $850,000, ranging $740,000 to $922,500.

Within a 15-minute walk, sold in the last year
• 264 Chestnut Hill Road3 bd · 3 ba · 2,076 sq ft · 0.2 mi away
  $875,000$421/sq ft2026-05-15
• 17 Pumpkin Lane3 bd · 2 ba · 1,894 sq ft · 0.3 mi away
  $850,000$448/sq ft2026-09-18
• 2 Thistle Road4 bd · 3 ba · 2,600 sq ft · 0.5 mi away
  $922,500$354/sq ft2026-06-01
• 26 Thistle Road4 bd · 3 ba · 2,350 sq ft · 0.6 mi away
  $745,000$317/sq ft2026-04-20
Within about a mile and a half, sold in the last 2 years
• 21 Thistle Road4 bd · 3 ba · 1,770 sq ft · 0.6 mi away
  $740,000$418/sq ft2024-12-02

Public record

From the Norwalk 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 Norwalk 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.

• 2010-01-29$560,000Single Family

More homes in Norwalk

Closest in price to this one.

• 12 Highbrook Road5 bed · 2 bath · 3,714 sq ft$949,500
• 5 Rolling Lane4 bed · 3 bath · 2,187 sq ft$930,000
• 19 Alvin Drive4 bed · 3 bath · 2,611 sq ft$925,000
• 160 Gregory Boulevard3 bed · 2 bath · 1,360 sq ft$979,000
• 4 Stonehedge Road4 bed · 3 bath · 1,888 sq ft$915,000
• 2 Arnold Lane3 bed · 2 bath · 1,936 sq ft$988,000

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