Off market oct 2018 for $1.3M

$2,517,885

Est. refi paymentEst. refi $9,165/mo

•

4,260

sq ft

280 Winton Rd, Fairfield, CT 06824

About this home

Villa Fiore "House in Bloom" is located in one of Fairfield's most beautiful yet centrally located neighborhoods (its own municipality). Once visited by Theodore Roosevelt, Winton Park is one of the most sought after enclaves in Fairfield. Set on the most spectacular properties located here, Villa Fiore has been cultivated, by hand, for over 20 years by the owners. Each and every tree, flower, and planting bed offers a memory and tells a story. In reverence to the grounds, the home has just as carefully been expanded and cared for with windows overlooking Black-Eyed Susans, Hydrangeas and potted plants. The family room spills out onto the pergola-covered bluestone patio...the sunroom opens to an alfresco dining area and firepit. Candlelit dinners in the formal dining room, roaring fires light the formal living room, martinis in the paneled library (w/ full bath). A liveable retreat with sophisticated style and little pretense. Each room has its own personality, yet all connected. A perfect mix of old and new, presented beautifully. Upstairs, one bedroom after another calls up storybook visions. The romantic master bedroom offers a sumptuous marble bath, two walk in closets and a study nook. A private guest suite is accessed by discreet rear steps. A wine cellar and butler's pantry assist the host & hostess for the perfect party. There's a place to relax, to read, to visit, to talk and outside - feel the magic. A uniquely special opportunity on the cusp of town's center.

SEE SUPPLEMENT LABELED: PUBLIC REMARKS - ADDENDUM

Single-familyProperty Type

1967Year Built

1.5 acresLot Size

$591Est. Price/Sq.Ft.

2 car garageParking

Listed by Denise Walsh • William Raveis Real Estate

Listed by Kaitlyn Walsh • William Raveis Real Estate

Bought with Jaclyn Picarillo • Higgins Group Bedford Square

Source:Smart MLS #170113843

Redfin Estimate

$2,517,885

$1.2M since sold in October 2018$8,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.5% higher than the average sale price ($2.22M) of 6 comparable homes.

SOLD MAY 6, 2026
$1,658,000
A
4 beds3.5 baths2,786 sq ft
610 Unquowa Rd, Fairfield, CT 06824
SOLD JUL 20, 2026
$2,150,000
B
4 beds4.5 baths4,641 sq ft
161 Sherwood Dr, Southport, CT 06890
SOLD SEP 17, 2026
$1,925,000
C
4 beds3.5 baths3,686 sq ft
121 Osborne Hill Rd, Fairfield, CT 06824
SOLD SEP 16, 2026
$2,850,000
D
5 beds5.5 baths5,014 sq ft
1123 Round Hill Rd, Fairfield, CT 06824
SOLD MAY 21, 2026
$1,975,000
E
4 beds4.5 baths4,520 sq ft
570 Unquowa Rd, Fairfield, CT 06824
SOLD SEP 10, 2026
$2,750,000
F
4 beds4.5 baths4,075 sq ft
131 Sasco Hill Rd, Fairfield, CT 06824

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Earn from this home

Sell

$1,483,274

Est. take-home

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Refinance

Est. cash available

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Rent

$11,229/mo

Redfin rental estimate

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Market trends in 06824, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.3%

0.6% MoM

Median sale price

$1.3M

$397 MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

121

15 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$1,700,000
4 beds4 baths3,415 sq ft
453 Merwins Ln, Fairfield, CT 06824
OPEN SAT, 1PM TO 3PM
$1,450,000
4 beds3 baths1,975 sq ft
56 Rugby Rd, Fairfield, CT 06824
OPEN SAT, 12PM TO 3PM
$900,000
3 beds2 baths2,352 sq ft
195 Rock Major Rd, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$2,799,900
5 beds4.5 baths6,616 sq ft
221 Farmstead Hill Rd, Fairfield, CT 06824
$529,000
3 beds1 bath1,075 sq ft
9 Harris St, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$995,000
4 beds2.5 baths3,351 sq ft
195 Wood House Rd, Fairfield, CT 06824
$3,800,000
5 beds5.5 baths4,100 sq ft
624 Penfield Rd, Fairfield, CT 06824
$1,050,000
4 beds2 baths2,698 sq ft
1646 Jennings Rd, Fairfield, CT 06824
VIDEO TOUR
$1,245,000
7 beds3 baths1,890 sq ft
43-45 Helen St, Fairfield, CT 06824
$1,495,000
3 beds2.5 baths2,220 sq ft
121 Old Post Rd, Fairfield, CT 06824
See all

Provided by Redfin

Sale history for 280 Winton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,964 (+0.9%)

$401,240 + $651,630

$1,052,870

2022

$28,705 (+11.9%)

$401,240 + $652,540

$1,053,780

2021

$25,657 (−11.8%)

$401,240 + $549,710

$950,950

2020

$29,093 (+12.5%)

$467,460 + $618,520

$1,085,980

2019

$25,866 (+1.6%)

$467,460 + $498,050

$965,510

2018

$25,451 (+2.1%)

$467,460 + $498,050

$965,510

2017

$24,929 (+1.5%)

$467,460 + $498,050

$965,510

2016

$24,572 (+8.6%)

$467,460 + $498,050

$965,510

2014

$22,619

$488,950 + $438,060

$927,010

Tax history for 280 Winton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,964 (+0.9%)

$401,240 + $651,630

$1,052,870

2022

$28,705 (+11.9%)

$401,240 + $652,540

$1,053,780

2021

$25,657 (−11.8%)

$401,240 + $549,710

$950,950

2020

$29,093 (+12.5%)

$467,460 + $618,520

$1,085,980

2019

$25,866 (+1.6%)

$467,460 + $498,050

$965,510

2018

$25,451 (+2.1%)

$467,460 + $498,050

$965,510

2017

$24,929 (+1.5%)

$467,460 + $498,050

$965,510

2016

$24,572 (+8.6%)

$467,460 + $498,050

$965,510

2014

$22,619

$488,950 + $438,060

$927,010

*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

Stories

Lot width

—

Lot depth

—

Lot size

1.5 Acres

Year renovated

—

Sq. Ft.

6,255

Year built

1967

Style

Single Family Residential

County

Fairfield County

APN

130769

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, Other
Garages Number: 2

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: lower level, two sets of machines
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Security System
In-Law Apartment: No
Fireplaces Total: 3
Cooling System: Ceiling Fans, Central Air, Window Unit, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Icemaker, Dishwasher, Washer, Electric Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Wine Cellar
Room Count: 10
Basement Description: Full, Partially Finished, Interior Access, Walk-out, Storage, Sump Pump
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Fiberglass Shingle
Exterior Siding: Cedar
Exterior Features: Garden Area, Gutters, Lighting, Patio, Shed, Stone Wall, Terrace, Underground Sprinkler

Lot Information
Lot Description: Open Lot, Cleared, Level Lot, Treed

Land Information
Encumbrances Restrictions: Inland-Wetland Restrictions

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

Property Information
Waterfront Description: Beach Rights
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4015
Driveway Type: Crushed Stone

Financial

Assessments Information
Assessed Value: $965,510

Utilities

Utility Information
Water Source: Public Water Connected
Sewer Usage Fee Annual: $650
Sewage System: Public Sewer Connected
Hot Water Description: 50 Gallon Tank, Natural Gas
Heat Type: Baseboard, Hot Air, Hot Water, Zoned
Heat Fuel Type: Natural Gas
Energy Features: Energy Star Rated, Generator, Programmable Thermostat, Thermopane Windows

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Annually
HOA Fee Amount: $300
Association Fee Includes: Grounds Maintenance

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

Location Information
Subdivision: Winton Park
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Park, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall, Tennis Courts
Directions: Round Hill or Unquowa to Winton Road
County: Fairfield

Public facts

Beds: 5
Baths: 6.0
Sq. Ft.: 6,255
Stories: 2.0
Lot Size: 1.5 acres
Style: Single Family Residential
Year Built: 1967
Year Renovated: —
County: Fairfield County
APN: 130769

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 7

Around this home

Schools

K - 12
Preschool & daycare

Riverfield School

Public K-5 • Assigned • 0.8mi

10/10

Roger Ludlowe Middle School

Public 6-8 • Assigned • 0.2mi

9/10

Fairfield Ludlowe High School

Public 9-12 • Assigned • 0.1mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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 97° expected this year, 15 days in 30 years

6/10 Wind Factor

69% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Fairfield, CT • 06824

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

$2.39M – $2.90M

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Home values near 280 Winton Rd

Data from public records.

Address	Redfin Estimate
181 Winton Road, Fairfield, CT 4 Beds \| 4.5 Baths \| 5351 Sq. Ft.	$1,989,234
330 Winton Road, Fairfield, CT 4 Beds \| 2.5 Baths \| 2690 Sq. Ft.	$1,579,643
77 Brookbend Road, Fairfield, CT 4 Beds \| 4.5 Baths \| 5825 Sq. Ft.	$2,357,058
700 Unquowa Road, Fairfield, CT 3 Beds \| 4.5 Baths \| 4763 Sq. Ft.	$2,142,291
584 Barlow Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 3008 Sq. Ft.	$1,866,436
370 Brookbend Road, Fairfield, CT 5 Beds \| 5 Baths \| 2753 Sq. Ft.	$1,726,964
406 Brookbend Road, Fairfield, CT 4 Beds \| 2 Baths \| 4028 Sq. Ft.	$2,093,773

Address	Redfin Estimate
140 Winton Road, Fairfield, CT 4 Beds \| 2.5 Baths \| 3846 Sq. Ft.	$2,230,721
250 Winton Road, Fairfield, CT 5 Beds \| 6 Baths \| 8340 Sq. Ft.	$3,312,670
610 Unquowa Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 2786 Sq. Ft.	$1,780,046
361 Brookbend Road, Fairfield, CT 4 Beds \| 4 Baths \| 5370 Sq. Ft.	$2,756,683
510 Barlow Road, Fairfield, CT 5 Beds \| 5 Baths \| 6519 Sq. Ft.	$2,917,702
22 Barlow Place, Fairfield, CT 4 Beds \| 2.5 Baths \| 2483 Sq. Ft.	$1,508,635
640 Unquowa Road, Fairfield, CT 5 Beds \| 5.5 Baths \| 4449 Sq. Ft.	$2,220,721

Address	Redfin Estimate
225 Winton Road, Fairfield, CT 6 Beds \| 6 Baths \| 5528 Sq. Ft.	$2,975,759
230 Winton Road, Fairfield, CT 4 Beds \| 5 Baths \| 5540 Sq. Ft.	$2,996,186
401 Brookbend Road, Fairfield, CT 6 Beds \| 5 Baths \| 5379 Sq. Ft.	$2,467,805
47 Brookbend Road, Fairfield, CT 6 Beds \| 6 Baths \| 8019 Sq. Ft.	$4,336,273
336 Brookbend Road, Fairfield, CT - Beds \| - Baths \| - Sq. Ft.	$2,309,537
65 Brookbend Road, Fairfield, CT 5 Beds \| 4.5 Baths \| 3417 Sq. Ft.	$2,936,772
267 Brookbend Road, Fairfield, CT 5 Beds \| 6 Baths \| 8484 Sq. Ft.	$3,625,750

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06824, CT

Sale history for 280 Winton Rd

Tax history for 280 Winton Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06824

Home values near 280 Winton Rd

More real estate resources