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58 Skymeadow Drive

Stamford, Connecticut 06903

COMING SOON - NEW$1,795,000
Beds
3
Baths
3
SqFt
3,312
Acres
1.11
Year Built
1870
Matt Caiola

Matt Caiola

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Pool2-Car Garage2 Fireplaces

About This Home

Historic character meets modern comfort on 1.11 acres at this special 1870 home. Listed as a 3-bedroom, but it easily lives like a 5. Original woodwork blends with a light-filled, open floor plan. The living room features a wood-burning fireplace, while the family room offers a decorative fireplace, new built-in bar, and abundant natural light. There's space for formal dining, a breakfast room, and that first-floor study conveniently located by a full bath. The chef's kitchen boasts a Lacanche range, Sub-Zero fridge, 2 islands, 2 sinks, Cambria quartz counters, and breakfast/coffee bars. A 3-season room with kitchenette, ideal for game nights or poolside relaxing, includes a pass-through window to the pool for easy entertaining. Upstairs, the primary suite has a tray ceiling, windows overlooking the property, and a large bath with radiant heated floors and a soaking tub. Two more spacious bedrooms one with an en-suite, plus the bunk room ideal as a home office or additional sleeping space and a full hall bath complete this level. Outdoors, romantic patios, lush gardens, and thoughtful landscaping create a private, peaceful setting. Just 5 minutes from the Merritt, restaurants, and shopping, a rare chance to own a home rich in history, character, privacy, and convenience.

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Colonial
Year Built
1870
Days on Market
0 days
Beds
3
Baths
3 full
Living Area
3,312 sq ft
Lot Size
1.11 acres
Garage / Parking
2 garage · 5 total
Property Taxes
$14,308 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

36

81 active listings

Median $ / Sq Ft

$423

81 active listings

Sale-to-List Ratio

104.0%

559 sales

How this home compares

List Price

$1.79M

vs $1.15M median

56.1% above median

Price / Sq Ft

$542

vs $423 median

28.1% above median

Days on Market

0 days

vs 36 days median

36 days fresher than median

Based on 81 active and 559 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of September 10, 2026.

Location

58 Skymeadow Drive, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,066

per month

  • Principal & Interest$9,276
  • Property Taxes$1,192
  • Insurance$598
  • HOA$0

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

Location

City/Town
Stamford
Neighborhood
North Stamford
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1870
New Construction
No/Resale
Living Area
3,312 sq ft

Schools

Elementary
Northeast
High
Westhill

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
2
Laundry
Main Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorage

Exterior & Lot

Lot Size
1.11 acres
Zoning
RA1
Garage / Parking
2 garage spaces5 total parking spacesDetached GarageDrivewayPrivateCrushed Stone
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Pool
GuniteHeatedIn Ground Pool
Construction
Stucco
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
TreedLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$14,308 / Annually
Days on Market
0
MLS #
24205256
MLS Status
Coming Soon

Similar Properties

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Listed By

Jessica Sigmund

(914) 506-1181

Compass Connecticut, LLC

(203) 343-0141

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. 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 9/10/2026 at 2:15 AM UTC.