14 Highview Avenue
Greenwich, Connecticut 06870
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,670
- Acres
- 0.30
- Year Built
- 1918
- Neighborhood
- Old Greenwich
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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!
Key Facts
- City/Town
- Greenwich
- Neighborhood
- Old Greenwich
- Property / Style
- Single Family · Colonial
- Year Built
- 1918
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,670 sq ft
- Lot Size
- 0.30 acres
- Property Taxes
- $21,084 / Annually
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
36
19 under contract
Median List Price
$3.27M
36 active listings
Median Closed Price
$2.41M
165 sales
Median Days on Market
66
36 active listings
Median $ / Sq Ft
$861
36 active listings
Sale-to-List Ratio
101.3%
165 sales
How this home compares
List Price
$3.50M
vs $3.27M median
6.7% above median
Price / Sq Ft
$952
vs $861 median
10.6% above median
Days on Market
0 days
vs 66 days median
66 days fresher than median
Based on 36 active and 165 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of September 1, 2026.
Location
14 Highview Avenue, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$17,968
- Property Taxes$1,757
- Insurance$1,165
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Greenwich
- Neighborhood
- Old Greenwich
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1918
- New Construction
- No/Resale
- Living Area
- 3,670 sq ft
Schools
- Elementary
- Old Greenwich
- High
- Greenwich
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Split SystemWindow Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- by kitchenseparate room
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullFully Finished
- Interior Features
- Cable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.30 acres
- Zoning
- R-12
- Waterfront Details
- Walk to WaterBeach RightsWater CommunityAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Masonry
- Exterior Features
- GazeboWrap Around DeckCovered DeckUnderground Sprinkler
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $21,084 / Annually
- Days on Market
- 0
- MLS #
- 24203497
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/1/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/1/2026 at 12:40 PM UTC.