42 Highland Road #5
Stamford, Connecticut 06902
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,988
- Year Built
- 1999
- Neighborhood
- Mid City
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
78
80 under contract
Median List Price
$399,500
78 active listings
Median Closed Price
$463,500
496 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per 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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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.