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$3,525,719

  • Sold
  • Closed
  • Single Family
  • 6 Beds
  • 6 Full Baths
  • 2 Partial Baths
  • 8,558 Sq. Ft.
  • 3 Car Garage
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Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious family room is anchored by a cozy stone fireplace and plenty of space for gathering and lounging! The main floor also holds a smart mudroom, a handsome office and two powder rooms.Upstairs, the primary suite is a true retreat with a sitting room, luxury bath with steam shower & heated floors, a walk-in closet/dressing room and a bedroom complete with a fireplace. There are 4 additional ensuite bedrooms as well as a laundry room rounding out the second floor. The entire 3rd floor is a blank canvas great room, fully finished and ready to be customized to suit your needs as play/office/or studio space. The living space continues to the lower level, where the home theater provides a perfect spot for watching movies or sports, plus tons of recreational space. There is also a LL gym (or bedroom) & full bath. The outdoor living options are endless - enjoy the stone patios, a garden area, lush lawn, or put in a swimming pool! 3 car garage w EV charging + whole house generator. central location is extra close to Wakeman Farm, school campuses and just a short ride to all Westport amenities!

Full Property Details for 2A Whippoorwill Ln

General

  • Sold For: $3,525,719
  • HOA FEE: $50/month
  • HOA FEE FREQ.: Annually
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24095579
  • Added to Site: 247 day(s) ago

Interior

  • Number of Rooms: 16
  • Rooms/Areas: Bonus Room, Exercise Room, Foyer, Laundry Room, Mud Room
  • Interior Features: Central Vacuum, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Gas Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 8
  • Full Bathrooms: 6
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Bedroom Suite, Dressing Room, Full Bath, Stall Shower, Steam/Sauna, Upper
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Full Bath, Upper
  • Bedroom 5: Bedroom - Full Bath, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Breakfast Bar, Breakfast Nook, Quartz Counter, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Office: Office - Built-Ins, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Laundry: Upper Level

Exterior

  • Exterior Features: Garden Area, Stone Wall, Underground Sprinkler, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Long Lots
  • Driving Directions: Cross Highway to Whippoorwill.

School Information

  • Elementary School: Long Lots
  • Middle School: Bedford
  • High School: Staples

Community

  • Community Name: Long Lots
  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Road Maintenance

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shake
  • Basement Desc.: Full, Storage, Liveable Space, Full With Walk-Out
  • Roof: Shingle
  • Attic: Yes
  • Square Feet: 8,558
  • Above Ground: 6,577 Sq. Ft.
  • Below Ground: 1,981 Sq. Ft.
  • Year Built: 2007

Lot Features

  • Lot Size (Acres): 1.05
  • Zoning: AAA
  • Lot Description: Level Lot, On Cul-De-Sac, Professionally Landscaped

Financial Considerations

  • Association Fee: $600
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $1,507,900
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 418211

Meet the selling agent

Meet the selling agent
— 2A Whippoorwill Ln —

Get Pre-Approved Today

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2A Whippoorwill Ln

School District:Westport School District
NameGradesDistance
Long Lots School
13 Hyde Lane, Westport, CT 06880
K-51.6 mi
Bedford Middle School
88 North Avenue, Westport, CT 06880
6-80.4 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-120.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2A Whippoorwill Ln

Date
Details
Price
Change
Source
8/15/2025
Sold
$3,525,719
4.47%
MLS
5/15/2025
Listed
$3,375,000
—
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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2A Whippoorwill Lane, Westport, CT 06880 (MLS# 24095579) is a Single Family property that was sold at $3,525,719 on August 15, 2025. This property was sold by Bross Chingas Bross Team at Coldwell Banker Realty from our Westport Office.Want to learn more about 2A Whippoorwill Lane? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.