Date
Details
Price
Change
Source
4/17/2026
Listed
$1,375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/37
$1,375,000
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Property Description
Start with Real Estate Rule #1: Location, Location, Location. Add #2: Great curb appeal, and you've found the perfect introduction to this classic, timeless Center Hall Colonial. Designed for both everyday living and effortless entertaining, the home offers spacious interiors paired with a lovely, level property. And so much more: The gracious front-to-back living room with fireplace provides a warm and inviting gathering space, while the formal dining room comfortably accommodates 12-14 guests for memorable celebrations. A true cook's kitchen is the heart of the home, featuring two sinks, two dishwashers, three ovens including a 6-burner range, plus a full-size refrigerator and full-size freezer-ideal for hosting and daily living alike. The flexible floor plan includes a first-floor bedroom with a private, newly renovated full bath-perfect for guests or multi-generational living-along with a dedicated home office and a bright family room with French doors and skylights that bring the outdoors in. Upstairs, three spacious bedrooms offer generous closet space, while the finished lower level is warm and welcoming with a brand-new full bath, creating the perfect space for recreation, fitness, or additional living. Bathed in beautiful southern exposure, natural light fills the home throughout the day. A rare blend of charm, functionality, and exceptional location.
Full Property Details
Full Property Details for 27 Holbrook Dr
General
- Price: $1,375,000
- Taxes: (July 2025-June 2026)
- Status: Under Contract
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24160116
- Updated: 5/11/2026
- Added to Site: 49 day(s) ago
Interior
- Number of Rooms: 9
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Compactor, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 4
- Primary Suite: Full Bath, Hardwood Floor, Upper
- Bedroom 1: Bedroom - Full Bath, Hardwood Floor, Main
- Bedroom 2: Bedroom - Jack & Jill Bath, Hardwood Floor, Upper
- Bedroom 3: Bedroom - Jack & Jill Bath, Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - Fireplace, Hardwood Floor, Main
- Family Room: Family Room - Skylight, Vaulted Ceiling, French Doors, Hardwood Floor, Main
- Eat In Kitchen: Eat-In Kitchen - Skylight, Breakfast Bar, Granite Counters, Main
- Dining Room: Dining Room - Hardwood Floor, Main
- Office: Office - Built-Ins, Hardwood Floor, Main
- Laundry: Main Level
Exterior
- Exterior Features: Deck, French Doors
- Color: White
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Fairfield
- Driving Directions: Strawberry Hill to Holbrook Dr. Look for the beautiful house on the right!
School Information
- Elementary School: Julia A. Stark
- Middle School: Dolan
- High School: Stamford
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Other
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full, Partially Finished
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,539
- Above Ground: 3,539 Sq. Ft.
- Year Built: 1935
Lot Features
- Lot Size (Acres): 0.35
- Zoning: R10
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $581,560
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 330509
Listed by Keller Williams Prestige Prop., Jodi Boxer
We Value Your Privacy
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We Value Your Privacy
Listing agent
— 27 Holbrook Dr —
Jodi Boxer
Keller Williams Prestige Prop.
Agent Contact: (203) 249-1690 Office Contact: (203) 327-6700
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 27 Holbrook Dr
School District:Stamford School District
| Name | Grades | Distance |
|---|---|---|
Julia A. Stark School 398 Glenbrook Road, Stamford, CT 06906 | K-5 | 0.7 mi |
Dolan School 51 Toms Road, Stamford, CT 06906 | 6-8 | 0.7 mi |
Stamford High School 55 Strawberry Hill Avenue, Stamford, CT 06902 | 9-12 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 27 Holbrook Dr
Tax History
Tax History for 27 Holbrook Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,911
2%
$581,560
—
2023
$13,585
-2%
$581,560
6%
2023
$13,894
13%
$550,460
22%
2022
$12,255
1%
$451,060
—
2021
$12,152
2%
$451,060
—
2020
$11,885
—
$451,060
—
2019
$11,885
3%
$451,060
—
2018
$11,516
13%
$451,060
19%
2017
$10,221
3%
$380,090
—
2016
$9,928
3%
$380,090
—
2015
$9,666
3%
$380,090
—
2014
$9,422
3%
$380,090
—
2011
$9,137
—
$380,090
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 27 Holbrook Dr
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Sold by The Rosato Team
27 Holbrook Drive, Stamford, CT 06906 (MLS# 24160116) is a Single Family property with 4 bedrooms and 5 full bathrooms. 27 Holbrook Drive is currently listed for $1,375,000 and was received on April 14, 2026. Want to learn more about 27 Holbrook Drive? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.