Off market jun 2021 for $1.3M

$2,229,212

Est. refi paymentEst. refi $7,061/mo

•

4,112

sq ft

21 Daybreak Rd, Southport, CT 06890

About this home

A true Southport beauty!! Welcome to #21... you won’t want to leave. A lovingly maintained colonial located in a coveted Southport neighborhood and award winning Dwight school district. Enjoy the feeling of being in the country with the luxury of living minutes from the Southport train station, town center, restaurants and shopping. This welcoming and spacious home on over 1 acre boasts a beautiful two story entry, spacious front to back living room with built-ins, wood burning fireplace, and window seat overlooking beautiful backyard nature views. The sun drenched updated eat in kitchen is equipped with high end stainless steel appliances, granite counters and large center island. The kitchen leads to a beautiful family room with a cathedral ceiling and wood burning fireplace. Off the kitchen, open the French doors to make your way out to a spacious deck that leads to a beautiful bluestone patio with a built-in fire pit and seating perfect for entertaining. Upstairs you will find 4 spacious bedrooms with two full baths. The main bedroom has a full bathroom, walk-in closet, and hardwood floors throughout. The laundry room is complete with built-ins and a desk area perfect for working from home. The fully finished walk-out basement features tons of storage, a large cedar closet, wine cellar and kitchenette. Fairfield is a coastal community with 5 lovely beaches, 2 major universities and a vibrant downtown. Come enjoy all that Fairfield has to offer!

NO MORE SHOWINGS AFTER 1PM ON SUNDAY, APRIL 4TH.

Single-familyProperty Type

1977Year Built

1.09 acresLot Size

$542Est. Price/Sq.Ft.

2 car garageParking

Listed by Cathy Chelstowski • Berkshire Hathaway NE Prop.

Listed by Beth Mengel • Berkshire Hathaway NE Prop.

Bought with Rita Tanis • Berkshire Hathaway NE Prop.

Bought with Patty Eilenberg • Berkshire Hathaway NE Prop.

Source:Smart MLS #170381874

Redfin Estimate

$2,229,212

$883K since sold in June 2021$10K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.6% higher than the average sale price ($1.96M) of 5 comparable homes.

SOLD JUL 1, 2026
$1,750,000
A
4 beds2.5 baths2,642 sq ft
264 Half Mile Rd, Southport, CT 06890
SOLD OCT 22, 2026
$2,699,000
B
4 beds3.5 baths4,340 sq ft
42 Anvil Rd, Southport, CT 06890
SOLD AUG 17, 2026
$1,750,000
C
3 beds2.5 baths2,138 sq ft
10 Grist Mill Ln, Westport, CT 06880
SOLD JUN 11, 2026
$1,913,022
D
4 beds2.5 baths2,682 sq ft
147 Carriage Dr, Southport, CT 06890
SOLD OCT 1, 2026
$1,700,000
E
4 beds3 baths2,807 sq ft
104 Old Rd, Westport, CT 06880

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Earn from this home

Sell

$1,135,170

Est. take-home

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Refinance

Est. cash available

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Rent

$3,704/mo

Redfin rental estimate

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Market trends in 06890, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.2%

0.8% MoM

Median sale price

$1.5M

$175K MoM

Avg. days on market

32d

3 days MoM

Recently sold homes

9 MoM

New listings for sale

NEW 1 DAY AGO
$2,695,000
5 beds4.5 baths4,318 sq ft
400 Bronson Rd, Southport, CT 06890
$599,000
3 beds2.5 baths2,180 sq ft
54 Steep Hill Rd, Southport, CT 06890
3D WALKTHROUGH
$5,995,000
4 beds5 baths5,699 sq ft
98 Banks Pl, Southport, CT 06890
See all

Provided by Redfin

Sale history for 21 Daybreak Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,324 (+1.0%)

$389,060 + $313,390

$702,450

2022

$19,135 (+1.0%)

$389,060 + $313,390

$702,450

2021

$18,952 (−2.3%)

$389,060 + $313,390

$702,450

2020

$19,404

$384,860 + $339,430

$724,290

2019

$19,404 (+1.6%)

$384,860 + $339,430

$724,290

2018

$19,092 (+2.1%)

$384,860 + $339,430

$724,290

2017

$18,701 (+1.5%)

$384,860 + $339,430

$724,290

2016

$18,433 (+2.8%)

$384,860 + $339,430

$724,290

2014

$17,937

$411,950 + $323,190

$735,140

Tax history for 21 Daybreak Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,324 (+1.0%)

$389,060 + $313,390

$702,450

2022

$19,135 (+1.0%)

$389,060 + $313,390

$702,450

2021

$18,952 (−2.3%)

$389,060 + $313,390

$702,450

2020

$19,404

$384,860 + $339,430

$724,290

2019

$19,404 (+1.6%)

$384,860 + $339,430

$724,290

2018

$19,092 (+2.1%)

$384,860 + $339,430

$724,290

2017

$18,701 (+1.5%)

$384,860 + $339,430

$724,290

2016

$18,433 (+2.8%)

$384,860 + $339,430

$724,290

2014

$17,937

$411,950 + $323,190

$735,140

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.09 Acres

Year renovated

—

Sq. Ft.

2,925

Year built

1977

Style

Single Family Residential

County

Fairfield County

APN

135963

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved
Garages Number: 2

Interior

Interior Information
Total Rooms: 10
Laundry Room Location: located in laundry room off kitchen
Laundry Room Info: Main Level
Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Security System
In-Law Apartment: No
Fireplaces Total: 3
Cooling System: Attic Fan, Central Air, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Wine Cellar
Room Count: 9
Basement Description: Full With Walk-Out, Fully Finished, Heated, Interior Access, Storage
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Shake
Exterior Siding: Clapboard, Wood
Exterior Features: Deck, French Doors, Patio, Underground Sprinkler

Lot Information
Lot Description: Some Wetlands, Fence - Partial, Fence - Rail, Professionally Landscaped

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Waterfront Description: Water Community, Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2925
Driveway Type: Private, Asphalt

Financial

Assessments Information
Assessed Value: $724,290

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Oil, Tankless Hotwater
Heat Type: Baseboard
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Roger Ludlowe
High School: Fairfield Ludlowe
Elementary School: Dwight

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Public Rec Facilities, Public Transportation, Tennis Courts, Walk to Bus Lines
Directions: Post rd to hulls highway. Corner of Daybreak and Ivy Lane
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,925
Stories: 2.0
Lot Size: 1.09 acres
Style: Single Family Residential
Year Built: 1977
Year Renovated: —
County: Fairfield County
APN: 135963

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Dwight Elementary School

Public K-5 • Assigned • 2.7mi

9/10

Roger Ludlowe Middle School

Public 6-8 • Assigned • 1.8mi

9/10

Fairfield Ludlowe High School

Public 9-12 • Assigned • 1.7mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

65% chance of strong winds in next 30 years

8/10 Air Factor

13 unhealthy days expected this year, 18 days in 30 years

Provided by First Street

Historical weather

Southport, CT • 06890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.12M – $2.56M

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Nearby similar homes

NEW 1 DAY AGOVIDEO TOUR

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5 beds4.5 baths4,318 sq ft

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New listings for sale in 06890

NEW 1 DAY AGOVIDEO TOUR

$2,695,000

5 beds4.5 baths4,318 sq ft

400 Bronson Rd, Southport, CT 06890

Custom colonial • Stylish family room • Recreation gym area

$599,000

3 beds2.5 baths2,180 sq ft

54 Steep Hill Rd, Southport, CT 06890

Extensive renovation • Quiet cul-de-sac • Unbelievable space

3D WALKTHROUGH

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Chef's kitchen • Resort-style pool • Outdoor kitchen

Home values near 21 Daybreak Rd

Data from public records.

Address	Redfin Estimate
130 Daybreak Road, Southport, CT 3 Beds \| 2.5 Baths \| 2755 Sq. Ft.	$1,844,252
30 Daybreak Road, Southport, CT 4 Beds \| 2.5 Baths \| 2779 Sq. Ft.	$1,798,409

Address	Redfin Estimate
135 Daybreak Road, Southport, CT 4 Beds \| 2.5 Baths \| 3200 Sq. Ft.	$1,999,641
108 Daybreak Road, Southport, CT 4 Beds \| 2.5 Baths \| 3465 Sq. Ft.	$2,377,150

Address	Redfin Estimate
76 Daybreak Road, Southport, CT 4 Beds \| 2.5 Baths \| 3087 Sq. Ft.	$2,014,249
97 Daybreak Road, Southport, CT 4 Beds \| 2.5 Baths \| 3525 Sq. Ft.	$2,246,546

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06890, CT

Sale history for 21 Daybreak Rd

Tax history for 21 Daybreak Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06890

Home values near 21 Daybreak Rd

More real estate resources