Off market jan 2020 for $1.7M

$3,838,878

Est. refi paymentEst. refi $11,078/mo

•

5,368

sq ft

55 Maywood Rd, Darien, CT 06820

About this home

Fantastic opportunity to own this beautifully updated colonial in great family neighborhood- close to town, train & Cherry Lawn Park! Stunning and gracious 1939 renovated colonial seamlessly blends sophistication and classic appeal while checking all the boxes for today’s discerning buyer. 2019 restyled eat-in kitchen is the heart of this home with double islands, beautiful cabinetry and gorgeous quartz countertops-plus radiant heated wood floors! This show stopping kitchen is flooded with light through the oversized windows and effortlessly flows into the magnificent Family Room with stone fireplace, coffered ceiling, custom built-ins plus wet bar- perfect for entertaining or just relaxing. First floor also boasts many other rooms including Dining and Formal Living rooms, Butlers Pantry with sink plus additional Miele dishwasher and second Sub-Zero refrigerator, 4 season sunroom, oversized mudroom with ample storage and custom built-ins plus 2 half baths. Upstairs boasts 6 generously sized bedrooms/3 full renovated baths including a spectacular master suite with tray ceiling, walk-in closet/changing area and breathtaking master bath that includes vaulted ceiling, double sinks, marble floors/tile, shower and soaking tub. Property is professionally landscaped with plenty of room for a pool in expansive and private back yard. Two car attached AND 2 car detached garage, plus full house generator! Truly a spectacular home!

Single-familyProperty Type

1939Year Built

2.11 acresLot Size

$715Est. Price/Sq.Ft.

4 car garageParking

Listed by Michelle Donzeiser • Compass Connecticut, LLC

Bought with Jill Keating Brannigan • Halstead Real Estate

Source:Smart MLS #170213027

Redfin Estimate

$3,838,878

$2.1M since sold in January 2020$34K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.6% higher than the average sale price ($3.57M) of 6 comparable homes.

SOLD OCT 9, 2026
$4,000,000
A
4 beds4.5 baths4,695 sq ft
32 Birch Rd, Darien, CT 06820
SOLD AUG 3, 2026
$4,500,000
B
5 beds3.5 baths4,379 sq ft
20 Buttonwood Ln, Darien, CT 06820
SOLD AUG 17, 2026
$4,475,000
C
5 beds4.5 baths5,506 sq ft
174 Leroy Ave, Darien, CT 06820
SOLD MAY 28, 2026
$2,950,000
D
6 beds5 baths4,848 sq ft
9 Point O Woods Rd S, Darien, CT 06820
SOLD JUL 16, 2026
$3,925,000
E
5 beds4.5 baths4,840 sq ft
8 Sunset Rd, Darien, CT 06820
SOLD JAN 14, 2026
$1,549,000
F
5 beds4 baths6,144 sq ft
175 W Norwalk Rd, Norwalk, CT 06850

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Earn from this home

Sell

$2,400,442

Est. take-home

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Refinance

Est. cash available

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Rent

$6,655/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

106.9%

2.0% MoM

Median sale price

$2.9M

$131K MoM

Avg. days on market

17d

4 days MoM

Recently sold homes

21 MoM

New listings for sale

OPEN TODAY, 1PM TO 3PM
$1,499,000
3 beds2 baths1,804 sq ft
28 Dubois St, Darien, CT 06820
COMING SOON
$2,299,000
4 beds3.5 baths2,700 sq ft
212 West Ave, Darien, CT 06820
OPEN TODAY, 12PM TO 2PM
$1,099,000
3 beds1 bath1,266 sq ft
22 Chestnut St, Darien, CT 06820
See all

Provided by Redfin

Sale history for 55 Maywood Rd

Date

Event

Price

Smart MLS #170213027

Jan 17, 2020

Sold

$1,760,000

$328/sq ft

Nov 14, 2019

Pending

—

Sep 20, 2019

Contingent

—

Sep 3, 2019

Price Changed

$1,850,000

$345/sq ft

Aug 1, 2019

Price Changed

$1,925,000

$359/sq ft

Jul 3, 2019

Listed

$1,995,000

$372/sq ft

Smart MLS #170164919

Jun 28, 2019

Listing Removed

—

May 2, 2019

Price Changed

$1,995,000

$372/sq ft

Apr 9, 2019

Price Changed

$2,195,000

$409/sq ft

Mar 11, 2019

Listed

$2,295,000

$428/sq ft

Public Records

Dec 3, 1999

Sold

$1,525,000

$284/sq ft

Public Records

Feb 7, 1994

Sold

$915,000

$170/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$23,651 (+2.2%)

$600,110 + $742,910

$1,343,020

2022

$23,140 (+2.3%)

$600,110 + $742,910

$1,343,020

2021

$22,616 (+2.9%)

$600,110 + $742,910

$1,343,020

2020

$21,972 (−0.7%)

$600,110 + $742,910

$1,343,020

2019

$22,120 (−13.3%)

$600,110 + $742,910

$1,343,020

2018

$25,525 (−0.5%)

$813,680 + $773,710

$1,587,390

2017

$25,652 (+2.5%)

$813,680 + $773,710

$1,587,390

2016

$25,033 (+5.1%)

$813,680 + $773,710

$1,587,390

2014

$23,827

$813,680 + $773,710

$1,587,390

Tax history for 55 Maywood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,651 (+2.2%)

$600,110 + $742,910

$1,343,020

2022

$23,140 (+2.3%)

$600,110 + $742,910

$1,343,020

2021

$22,616 (+2.9%)

$600,110 + $742,910

$1,343,020

2020

$21,972 (−0.7%)

$600,110 + $742,910

$1,343,020

2019

$22,120 (−13.3%)

$600,110 + $742,910

$1,343,020

2018

$25,525 (−0.5%)

$813,680 + $773,710

$1,587,390

2017

$25,652 (+2.5%)

$813,680 + $773,710

$1,587,390

2016

$25,033 (+5.1%)

$813,680 + $773,710

$1,587,390

2014

$23,827

$813,680 + $773,710

$1,587,390

*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

2.11 Acres

Year renovated

—

Sq. Ft.

4,968

Year built

1939

Style

Single Family Residential

County

Fairfield County

APN

102978

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, Detached Garage
Garages Number: 4

Interior

Interior Information
Total Rooms: 12
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener
Fireplaces Total: 2
Cooling System: Central Air, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Disposal, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 2

Bedroom Information
Beds Total: 6

Room Information
Basement Description: Full, Partially Finished, Sump Pump
Has Attic
Attic Description: Walk-up, Access Via Hatch, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Garden Area, Gutters, Patio, Shed, Stone Wall

Lot Information
Lot Description: Professionally Landscaped

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4968
Driveway Type: Circular, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $1,343,020

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Baseboard
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Darien
Elementary School: Ox Ridge

Location Information
State: Connecticut
Nearby Amenities: Park, Playground/Tot Lot, Tennis Courts
Directions: Birch to Point O Woods to Maywood
County: Fairfield

Public facts

Beds: 6
Baths: 5.0
Sq. Ft.: 4,968
Stories: 2.0
Lot Size: 2.11 acres
Style: Single Family Residential
Year Built: 1939
Year Renovated: —
County: Fairfield County
APN: 102978

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

K - 12
Preschool & daycare

Ox Ridge Elementary School

Public PreK-5 • Assigned • 1.4mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.5mi

10/10

Darien High School

Public 9-12 • Assigned • 1.8mi

10/10

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

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

6/10 Wind Factor

72% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Darien, CT • 06820

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

$3.65M – $4.42M

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Home values near 55 Maywood Rd

Data from public records.

Address	Redfin Estimate
31 Maywood Road, Darien, CT 3 Beds \| 3.5 Baths \| 2900 Sq. Ft.	$1,978,898
58 Maywood Road, Darien, CT 5 Beds \| 4 Baths \| 4948 Sq. Ft.	$3,220,805
41 Maywood Road, Darien, CT 3 Beds \| 3 Baths \| 4054 Sq. Ft.	$2,138,815
48 Maywood Road, Darien, CT 6 Beds \| 5.5 Baths \| 6901 Sq. Ft.	$4,445,930
49 Maywood Road, Darien, CT 6 Beds \| 4.5 Baths \| 4586 Sq. Ft.	$3,240,042
74 Ridge Acres Road, Darien, CT 5 Beds \| 6.5 Baths \| 6677 Sq. Ft.	$5,059,318
18 Powder Horn Road, Norwalk, CT 4 Beds \| 2 Baths \| 1618 Sq. Ft.	$722,099

Address	Redfin Estimate
75 Maywood Road, Darien, CT 5 Beds \| 2.5 Baths \| 3784 Sq. Ft.	$2,884,295
65 Maywood Road, Darien, CT 6 Beds \| 7 Baths \| 5600 Sq. Ft.	$3,173,489
72 Maywood Road, Darien, CT 4 Beds \| 3.5 Baths \| 3394 Sq. Ft.	$2,474,496
44 Maywood Road, Darien, CT 4 Beds \| 3 Baths \| 2567 Sq. Ft.	$1,595,834
76 Maywood Road, Norwalk, CT 4 Beds \| 3.5 Baths \| 2795 Sq. Ft.	$1,467,824
10 Highview Road, Darien, CT 5 Beds \| 5 Baths \| 5862 Sq. Ft.	$4,077,853
30 Powder Horn Road, Norwalk, CT 3 Beds \| 2 Baths \| 1492 Sq. Ft.	$880,071

Address	Redfin Estimate
83 Maywood Road, Darien, CT 6 Beds \| 3.5 Baths \| 4722 Sq. Ft.	$3,044,642
42 Maywood Road, Darien, CT 6 Beds \| 5.5 Baths \| 5460 Sq. Ft.	$4,256,223
37 Maywood Road, Darien, CT 4 Beds \| 3.5 Baths \| 3156 Sq. Ft.	$2,484,327
69 Maywood Road, Darien, CT 5 Beds \| 4.5 Baths \| 6203 Sq. Ft.	$4,171,826
26 Highview Road, Darien, CT 5 Beds \| 5 Baths \| 7663 Sq. Ft.	$5,655,498
15 Dellwood Road, Darien, CT 5 Beds \| 5.5 Baths \| 4591 Sq. Ft.	$2,962,404
28 Powder Horn Road, Norwalk, CT 4 Beds \| 3 Baths \| 1972 Sq. Ft.	$954,492

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

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