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39 Cross Highway, Westport, CT 06880

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For Sale
Sale Pending

$2,600,000

4 beds • 4 baths • 1 half baths • 3,876 sqft

Estimated Payment

$ 13,325 /mo. †

6.63% APR for 30 yrs.
$0 in taxes
Change Loan Terms

  • Single Family Detached
    Property type

  • $670.79
    Price per square foot

  • Over 50 Years Old
    Age

  • Basement
    Rooms

Explore this Property

Step into timeless elegance with this reimagined historic colonial farmhouse, winner of the 2023 Historic District Commission's Preservation Award. Nestled on a serene one-acre knoll, this In-Town 3,876 sq. ft. postbellum gem blends historic charm with modern sophistication following a meticulous studs-out $1M+ renovation. The flexible first floor layout features a regal office with cove ceiling, a den/fifth bedroom with an elegant full bathroom, and an open living/dining area leading to a cozy family room with a fireplace. The chef's kitchen boasts Caesarstone counters, custom cabinetry, a Wolf dual-fuel range, Subzero fridge and wine cooler, and a bright breakfast nook. A mudroom with a powder room completes the level. Upstairs, the primary suite provides cathedral ceilings, dual walk-in closets, and a marble spa-like bath. Three guest bedrooms with California Closets share two chic full baths. A loft and a walk-up attic with 11-ft ceilings allow additional space. The basement includes storage, gym area, decorative fireplace, and powder room. Outside, the private, fenced backyard is an entertainer's paradise with a brick patio, raised garden, outdoor shower, and a 40x28-ft gunite pool with new tile, filter, and heater. Modern updates include hardwood floors, Pella windows, spray foam insulation, updated HVAC, Nest thermostats, and a Viessman tankless boiler with indirect tank. Don't miss this rare opportunity to own a piece of history enhanced with modern craftsmanshi
MLS# 24070067

Courtesy Of Compass

(203) 293-9715

Property Features

  • Age
    Over 50 Years Old
  • Amenities
    Porch, Patio, Disabled Access
  • Appliances
    Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • Architecture Style
    Other
  • Cooling System
    Zoned A/C
  • Fireplace
    Fireplace
  • Heating System
    Fireplace, Zoned
  • Lot Size
    1.04 Acres
  • Roof Type
    Asphalt
  • Rooms
    Basement, Bonus Room

Map and Directions

Directions to 39 Cross Highway, Westport, CT 06880

Home seller CENTURY 21 Scala Group

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Scala Group

(203) 374-9451
Learn More About Us

Mortgage Calculator

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Monthly Payment Breakdown

  • Principle and Interest
    $13,325
  • Property Taxes
    $0
  • Hazard Insurance
    $0
  • Private Mortgage Insurance
    $0
  • HOA Dues
    $0
  • Total Monthly Payment:
    $13,325

Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

Schools

Coleytown Elementary School

Grades KG-5 Public School

Westport, CT 06880 1.3 miles
65 easton rd

423 total students
12:1 Student teacher ratio

School Rating: A

School Details

Coleytown Middle School

Grades 6-8 Public School

Westport, CT 06880 1.4 miles


School Rating: A

School Details

Staples High School

Grades 9-12 Public School

Westport, CT 06880 1.4 miles
70 north ave

1803 total students
12:1 Student teacher ratio

School Rating: A+

School Details
Other Nearby Schools Distance Type Grades School Rating
St Paul Christian School 0.9 miles Private PK-KG
Bedford Middle School 1.3 miles Public 6-8 A+
King's Highway Elementary School 1.6 miles Public KG-5 A+
Saugatuck Elementary School 1.7 miles Public KG-5 A
Pierrepont School 1.9 miles Private KG-12
Green's Farms Elementary School 2.1 miles Public KG-5 A
The Learning Community Day School 2.2 miles Private PK-TKG
Long Lots Elementary School 2.2 miles Public KG-5 A
Wolfpit Elementary School 2.3 miles Public KG-5 C-
Cranbury Elementary School 2.5 miles Public KG-5 C+
Norwalk Early Childhood Center 2.8 miles Public PK
Grumman Hill Montessori Assoc., Inc. 3 miles Private PK-8
Norwalk High School 3.1 miles Public 9-12 D+
P-tech Norwalk 3.1 miles Public 9-12
Dwight Elementary School 3.2 miles Public KG-5 A
Naramake Elementary School 3.2 miles Public KG-5 C+
Hurlbutt Elementary School 3.4 miles Public PK-2

St Paul Christian School

Distance: 0.9 miles

Type Private

Grades: PK-KG

Bedford Middle School

Distance: 1.3 miles

Type Public

Grades: 6-8

A+

King's Highway Elementary School

Distance: 1.6 miles

Type Public

Grades: KG-5

A+

Saugatuck Elementary School

Distance: 1.7 miles

Type Public

Grades: KG-5

A

Pierrepont School

Distance: 1.9 miles

Type Private

Grades: KG-12

Green's Farms Elementary School

Distance: 2.1 miles

Type Public

Grades: KG-5

A

The Learning Community Day School

Distance: 2.2 miles

Type Private

Grades: PK-TKG

Long Lots Elementary School

Distance: 2.2 miles

Type Public

Grades: KG-5

A

Wolfpit Elementary School

Distance: 2.3 miles

Type Public

Grades: KG-5

C-

Cranbury Elementary School

Distance: 2.5 miles

Type Public

Grades: KG-5

C+

Norwalk Early Childhood Center

Distance: 2.8 miles

Type Public

Grades: PK

Grumman Hill Montessori Assoc., Inc.

Distance: 3 miles

Type Private

Grades: PK-8

Norwalk High School

Distance: 3.1 miles

Type Public

Grades: 9-12

D+

P-tech Norwalk

Distance: 3.1 miles

Type Public

Grades: 9-12

Dwight Elementary School

Distance: 3.2 miles

Type Public

Grades: KG-5

A

Naramake Elementary School

Distance: 3.2 miles

Type Public

Grades: KG-5

C+

Hurlbutt Elementary School

Distance: 3.4 miles

Type Public

Grades: PK-2

School information does not guarantee enrollment. School service boundaries are provided as a reference only, may change, and are not guaranteed to be accurate. Contact the school district directly to verify school enrollment eligibility.

Local area information for Westport, CT 06880

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Westport, CT 06880

This community’s employment is highest in the sales and administrative support industries. The area’s overall household expenses are above the national average.

83° July
Hottest Average Month
22° January
Coldest Average Month
9,713 Total Households in Area
0.2% Increase in population since the year 2010
37.5%
of households
have children
29 minutes
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Demographic facts
for Westport, CT 06880

Westport, CT 06880 has a population of 27,377 people in 9,713 households with a median age of 46.1 years old.

0.2%
Increase in population
since the year 2010
Population is Trending up
9,793
Total households as of 2010
6.8%
projected percent change in total
households in 5 years

Community Population By Age

The median age for this area is 46.1 years old. The smallest percentage group is 55-64 years and the largest percentage is the 85+ years age range.

Community Population By Ethnicity

White 82%
Asian 7%
Hispanic 6%
Black 2%
Other 2%
Native American <1%
The most prevalent ethnicity is White at 82%, followed by Asian at 7%, Hispanic at 6%, and Black at 2%.

Economics
for Westport, CT 06880

1,055 /sq mi
Population Density
$234,601 /yr
Median Household Income
$1,200,000
Median Sales Price
29 min
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Household by Income

Out of the households in this area, the largest income group is Over $200k representing 55.96% of the households.

Transportation to Work

  • Drive 51%
  • Work from Home 29%
  • Public Transit 17%
  • Walk or Bike 3%

Occupancy by Type

Owned 8,426 80%
Rented 1,287 12%
Vacant 819 8%

White vs Blue Collar Jobs







White Collar 94%
Blue Collar 6%

Family & Education Facts
for Westport, CT 06880

46.1 Median Age

Average Household Size

2.8
persons per
household

69.7%

Married Households

Community Population By Education

Graduate Degree 43%
Bachelors Degree 37%
High School Graduate 7%
Some College 6%
Associates Degree 3%
Some High School 2%
Of the total people surveyed, the most prevalent educational attainment level is Graduate Degree, representing 43.32% of the population.

Household Family Expenses vs National Average

This location’s average annual expenditures compared to the national average. Index score (100=National Average)
37.5% of households have children

Weather
for Westport, CT 06880

The weather for this area ranges from a high of 83° F in July to a low of 22° F in January

83° July
Hottest Average Month
22° January
Coldest Average Month

Average Temperature by Month

Low (°F)
High (°F)
Jan
22°
38°
Feb
23°
39°
Mar
30°
47°
Apr
39°
59°
May
49°
69°
Jun
58°
78°
Jul
64°
83°
Aug
63°
82°
Sep
55°
75°
Oct
45°
64°
Nov
36°
53°
Dec
26°
42°

Average Temperature in Degrees Fahrenheit

Precipitation

Precipitation (inch)

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Copyright © 2025 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is 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. Information being provided is 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.

Data powered by Attom Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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