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64 Huckleberry Hollow

Stamford, Connecticut 06903

ACTIVE - NEW$2,395,000
Beds
5
Baths
4 | 1
SqFt
5,240
Acres
1.00
Year Built
1984
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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Wine CellarPool3-Car Garage3 Fireplaces

About This Home

Luxury, Entertaining, and Multi-Generational Living in North Stamford. Welcome to your private resort oasis in highly sought-after North Stamford. Tucked away on a quiet cul-de-sac, this spectacular 5,000+ square foot Contemporary Colonial seamlessly blends sophisticated architecture with effortless everyday living and world-class entertaining. The heart of the home features a flexible, sun-drenched floor plan anchored by a gourmet eat-in kitchen designed for the culinary enthusiast. Work from home in the dedicated private office, or unwind in the magnificent first-floor primary suite, complete with a cozy fireplace. Upstairs, you will find three additional generously sized bedrooms. One serves as a secondary suite featuring its own private en-suite bathroom and an expansive walk-in closet. Step outside into your own professionally landscaped resort-style backyard paradise. The outdoor living spaces feature a brand-new upper patio and lower deck, an expansive flagstone patio, a fully equipped outdoor kitchen, and a custom stone fire pit. Spend your summers lounging by the heated in-ground pool and integrated spa. The versatile pool level walk-out basement adds an incredible 1,200 square feet of functional living space. This level is fully equipped as a legal in-law apartment, a vibrant playroom, a private home gym, and a wine cellar. While private and peaceful and abutting a 6.6 acre park, you are just minutes from the Merritt Parkway, premier shopping, and dining.

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Colonial,Contemporary
Year Built
1984
Days on Market
0 days
Beds
5
Baths
4 full · 1 half
Living Area
5,240 sq ft
Lot Size
1.00 acres
Garage / Parking
3 garage
Property Taxes
$22,446 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

34

89 active listings

Median $ / Sq Ft

$416

89 active listings

Sale-to-List Ratio

104.1%

568 sales

How this home compares

List Price

$2.40M

vs $1.07M median

2.2× the median

Price / Sq Ft

$457

vs $416 median

9.9% above median

Days on Market

0 days

vs 34 days median

34 days fresher than median

Based on 89 active and 568 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of October 7, 2026.

Location

64 Huckleberry Hollow, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$15,779

per month

  • Principal & Interest$13,110
  • Property Taxes$1,871
  • Insurance$798
  • 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,Contemporary
Year Built
1984
New Construction
No/Resale
Living Area
5,240 sq ft

Schools

Elementary
Roxbury
High
Westhill

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullHeatedFully FinishedApartmentFull With Walk-Out
In-Law Apartment
YesSeparate Entry
Interior Features
Audio SystemCentral VacuumSecurity System
Additional Rooms
Bonus RoomExercise RoomWine Cellar

Exterior & Lot

Lot Size
1.00 acres
Zoning
RA1
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
HeatedSpaIn Ground Pool
Construction
ClapboardCedar
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
BalconyGrillDeckLightingUnderground SprinklerPatio
Lot Description
On Cul-De-SacProfessionally Landscaped

Listing & Financials

Property Taxes
$22,446 / Annually
Days on Market
0
MLS #
24211850
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jordan Dolger

(203) 240-8318

Higgins Group Real Estate

(203) 658-8282

Co-Listed By

Wendy Dardis

Higgins Group Real Estate

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/7/2026. 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 10/7/2026 at 2:50 PM UTC.