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42 Highland Road #5

Stamford, Connecticut 06902

COMING SOON - NEW$875,000
Beds
3
Baths
2 | 1
SqFt
1,988
Year Built
1999
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

Rare opportunity to own one of just seven stand-alone townhomes in the sought-after Grand Vista community, ideally located just three blocks from downtown Stamford and close to the train, dining, shopping, parks, and entertainment. Offering approximately 2,000 square feet, this meticulously maintained home combines the privacy of a single-family residence with low-maintenance living. The open main level features hardwood floors, a spacious living room with gas fireplace and private balcony, and a dining area opening to a secluded deck perfect for your morning coffee. Upstairs, the expansive primary suite offers vaulted ceilings, a walk-in closet, and a luxurious en-suite bath, plus two additional bedrooms, full bath, and laundry. The finished lower level provides versatile space for an office, gym, or media room, plus an oversized two-car garage. Modern energy efficiency sets this property apart: the solar panels are fully paid off, and through an active Tesla/Eversource grid program that utilizes stored battery capacity during peak demand, the system currently generates roughly $1,200-$1,600 per year in income for the owner. Complete with central air and two private outdoor spaces, this exceptional home offers unmatched privacy, convenience, and value in the heart of Stamford.

Key Facts

City/Town
Stamford
Neighborhood
Mid City
Property / Style
Condo · Townhouse
Year Built
1999
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
1,988 sq ft
Garage / Parking
2 garage
Property Taxes
$9,547 / Annually
HOA Fee
$150 / Monthly

Market Snapshot

The Stamford Market

Condo · trailing 12 months

View area

Median Days on Market

34

78 active listings

Median $ / Sq Ft

$368

78 active listings

Sale-to-List Ratio

100.8%

496 sales

How this home compares

List Price

$875,000

vs $399,500 median

2.2× the median

Price / Sq Ft

$440

vs $368 median

19.6% above median

Days on Market

0 days

vs 34 days median

34 days fresher than median

Based on 78 active and 496 closed sales (trailing 12 mo) of condo in Stamford. Source: SmartMLS · As of August 19, 2026.

Location

42 Highland Road #5, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,741

per month

  • Principal & Interest$4,503
  • Property Taxes$796
  • Insurance$292
  • HOA$150

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Stamford
Neighborhood
Mid City
County
Fairfield

Residence

Property Type
Condo
Subtype
Condominium
Style
Townhouse
Year Built
1999
New Construction
No/Resale
Living Area
1,988 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullStorageGarage Access
Interior Features
Open Floor Plan

Exterior & Lot

Zoning
RM1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl SidingStone
Color
Beige
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BalconyDeck
Lot Description
City Views

HOA / Association

Fee
$150 / Monthly

Listing & Financials

Property Taxes
$9,547 / Annually
Days on Market
0
MLS #
24200065
MLS Status
Coming Soon

Similar Properties

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Listed By

Adam Wagner

(203) 258-3175

Keller Williams Prestige Prop.

(203) 327-6700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/19/2026. 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 8/19/2026 at 7:15 PM UTC.