14 Highview Avenue, Greenwich, Connecticut 06870

About this home

Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs timeless architectural details. A quintessential wide wraparound front porch greets you, opening into a spacious entry hall that connects the formal living room with high ceilings and into the warm flexible layout., coffered ceiling in the dining room and inviting family room with elevated half cathedral ceiling and skylights. At the center of the home, the family kitchen offers informal dining, a built in family office space and casual seating area, all flowing effortlessly onto an expansive back deck and stone patio. The Perfect private space for indoor-outdoor entertaining and to escape the day. The second floor hosts four light-filled bedrooms and a full bath, while the third level provides a private fifth bedroom suite with its own bath. Set on a .3 acre lot backing up to the scenic grounds of Innis Arden Golf Club, the property offers exceptional privacy. Unbeatable coastal lifestyle offering. Work in NYC? it's a 7 minute walk to the Old Greenwich Train Station or 2 minute drive. Effortless stroll to the village, local favorite King's Market, Binney Park and the seasonal outdoor concert series, living at 14 Highview, including short 9 minute bike ride to Tod's Point beach. Location is everything, start your next chapter of your story here in the heart of Old Greenwich at 14 Highview Avenue!

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 $3,100,000, ranging $2,450,000 to $4,650,000.

Within a 15-minute walk, sold in the last year
• 29 Lockwood Drive5 bd · 6 ba · 4,286 sq ft · 0.4 mi away
  $4,650,000$1,084/sq ft2025-09-15
• 7 Heusted Drive4 bd · 4 ba · 4,348 sq ft · 0.5 mi away
  $3,100,000$712/sq ft2026-06-17
• 58 Arch Street4 bd · 4 ba · 2,941 sq ft · 0.5 mi away
  $2,450,000$833/sq ft2026-09-10
• 20 Center Drive5 bd · 5 ba · 3,182 sq ft · 0.7 mi away
  $2,940,000$923/sq ft2025-12-12
Within about a mile and a half, sold in the last 2 years
• 4 Park Avenue3 bd · 5 ba · 4,041 sq ft · 0.1 mi away
  $3,250,000$804/sq ft2025-04-22

More homes in Greenwich

Closest in price to this one.

• 11 Butternut Hollow Road5 bed · 6 bath · 4,067 sq ft$3,495,000
• 89 Indian Field Road5 bed · 5 bath · 5,354 sq ft$3,495,000
• 18 Shady Brook Lane5 bed · 5 bath · 4,274 sq ft$3,450,000
• 37 Arch Street8 bed · 3 bath · 2,372 sq ft$3,600,000
• 1 Hendrie Dr Extension5 bed · 3 bath · 2,092 sq ft$3,300,000
• 13 Lia Fail Way4 bed · 7 bath · 6,268 sq ft$3,250,000

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