75 Halliwell Drive, Stamford, Connecticut 06902

About this home

Nestled in Westover's coveted Hycliff Association, this four-bedroom, two-and-a-half-bath Colonial exudes timeless curb appeal while offering an expansive, highly versatile multi-level layout. Move in ready and full of historic soul, a warm entry foyer opens to a gracious living room anchored by a gas fireplace, classic built-ins, and a cozy sunroom. Entertaining flows seamlessly into the formal dining room with bay window and an updated kitchen complete with a Viking six-burner gas range, breakfast bar, and casual dining area. Through the sliders, access a private backyard retreat featuring a large slate patio, retaining walls, and stairs leading to a level upper yard. An expansive family room with custom built-ins, an updated powder room, and entry to the attached garage complete the main level. Upstairs, explore a vast primary suite with an expansive bedroom, an oversized walk-in closet, and a double-vanity bath, with the unique potential to incorporate the adjacent bedroom and sitting room into a grand private wing. Two additional generous bedrooms, a walk-up attic, and a hallway bath offer endless utility. The lower level includes an unfinished basement for abundant storage. Enjoy unmatched community perks with access to the Hycliff Association pool, tennis courts, basketball court, and playground. Ideally located minutes from downtown Stamford, Harbor Point, golf courses, and commuting options.

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

HOA & Fees

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 $1,200,000, ranging $850,000 to $1,596,000.

Within a 15-minute walk, sold in the last year
• 5 Halliwell Drive3 bd · 4 ba · 2,502 sq ft · 0.1 mi away
  $1,596,000$637/sq ft2026-05-04
• 516 Stillwater Road3 bd · 2 ba · 2,240 sq ft · 0.2 mi away
  $975,000$435/sq ft2026-07-30
• 19 Emery Drive3 bd · 3 ba · 2,731 sq ft · 0.2 mi away
  $1,590,000$582/sq ft2026-04-17
• 189 Westover Road3 bd · 3 ba · 2,980 sq ft · 0.3 mi away
  $1,200,000$402/sq ft2026-08-17
• 2 Golf View Circle4 bd · 3 ba · 2,064 sq ft · 0.4 mi away
  $850,000$411/sq ft2026-06-30

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.

• 2024-08-19$1,270,000Single Family
• 2004-06-03$900,000

More homes in Stamford

Closest in price to this one.

• 12 Walnut Ridge Court5 bed · 4 bath · 3,119 sq ft$1,495,000
• 16 Wire Mill Road Unit A3 bed · 4 bath · 3,244 sq ft$1,495,000
• 172 Fifth Street3 bed · 4 bath · 3,680 sq ft$1,495,000
• 1455 Newfield Avenue4 bed · 7 bath · 7,988 sq ft$1,499,000
• 221 Hunting Ridge Road5 bed · 4 bath · 2,583 sq ft$1,450,000
• 218 Stamford Avenue4 bed · 3 bath · 2,041 sq ft$1,449,000

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