Off Market Apr 2025 for $1.3M

$2,493,803

Est. refi paymentEst. refi $6,913/mo

•

2,808

sq ft

319 Middlesex Rd, Darien, CT 06820

About this home

Welcome to 319 Middlesex, where classic charm meets modern comfort! This stunning 4-bed, 3-full-bath home boasts a spacious and thoughtfully designed layout, featuring 9-foot ceilings on the 1st floor and a beautifully renovated kitchen. Nestled on a level lot, the home offers inviting spaces both inside & out. A sun-drenched sunroom welcomes you, perfect for greeting guests or enjoying peaceful moments. The formal living room exudes warmth w/ its charming beamed ceilings & stone fireplace, creating a cozy retreat. The formal dining room seamlessly transitions into the newly updated gourmet kitchen, complete with sleek cabinetry, new countertops, stainless steel appliances, and a convenient breakfast bar-ideal for entertaining. Step down into the expansive family room, where sliding doors open to a back deck, perfect for outdoor dining and gatherings. The main-floor bedroom w/ full bath provides flexibility for guests/home office. Upstairs, the luxurious primary suite features a vaulted ceiling, spacious walk-in closet, full bath and private balcony overlooking the serene property. Two add'l bedrooms and another full bath complete the 2nd floor. A charming wraparound deck connects the front & backyard, enhancing the home's appeal, while the oversized heated garage/workshop offers ample storage or hobby space. Located less than a mile from town w/ easy access to trains, shopping, dining, and parks, this home offers incredible convenience, great functionality and tranquility.

Incredible walkability factor! This home is ideally situated in the heart of Darien.

Single-familyProperty Type

1916Year Built

0.42 acresLot Size

$888Est. Price/Sq.Ft.

1 car garageParking

Listed by Sarah Fair • William Raveis Real Estate

Bought with Ayesha Qureshi-Amin • Houlihan Lawrence

Source:Smart MLS #24078798

Redfin Estimate

$2,493,803

$1.1M since sold in April 2025$63K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.5% higher than the average sale price ($2.16M) of 6 comparable homes.

SOLD AUG 3, 2026
$2,950,000
A
4 beds3.5 baths3,354 sq ft
3 Rocaton Rd, Darien, CT 06820
SOLD JUL 31, 2026
$2,365,000
B
4 beds2.5 baths3,264 sq ft
19 Chester Rd, Darien, CT 06820
SOLD MAY 19, 2026
$2,400,000
C
4 beds2.5 baths2,850 sq ft
86 Middlesex Rd, Darien, CT 06820
SOLD JUN 30, 2026
$1,852,000
D
3 beds1.5 baths2,752 sq ft
229 West Ave, Darien, CT 06820
SOLD JUN 30, 2026
$1,825,000
E
4 beds2.5 baths2,067 sq ft
182 Hollow Tree Ridge Rd, Darien, CT 06820
SOLD JUL 30, 2026
$1,565,000
F
4 beds2.5 baths2,460 sq ft
17 Briar Brae Rd, Darien, CT 06820

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Earn from this home

Sell

$1,294,574

Est. take-home

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Refinance

Est. cash available

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Rent

$5,698/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

112.0%

+1.8% MoM

Median sale price

$3.0M

$202K MoM

Avg. days on market

12d

1 days MoM

Recently sold homes

30 MoM

New listings for sale

COMING SOON
$1,050,000
4 beds1.5 baths1,883 sq ft
29 Lynn Ct, Darien, CT 06820
OPEN SAT, 1PM TO 2:30PM
$949,000
2 beds1 bath910 sq ft
64 Noroton Ave, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,250,000
4 beds3.5 baths3,511 sq ft
1644 Boston Post Rd, Darien, CT 06820
$1,999,000
4 beds2.5 baths3,065 sq ft
2 Stony Brook Rd S, Darien, CT 06820
OPEN SUN, 1PM TO 3PM
$1,495,000
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
COMING SOON
$7,500,000
5 beds7 baths10,213 sq ft
460 Middlesex Rd, Darien, CT 06820
$1,299,000
3 beds2 baths3,094 sq ft
53 Maple St, Darien, CT 06820
$3,950,000
5 beds5.5 baths5,500 sq ft
700 Hollow Tree Ridge Rd, Darien, CT 06820
See all

Provided by Redfin

Sale history for 319 Middlesex Rd

Date

Event

Price

Smart MLS #24078798

Apr 28, 2025

Listing Removed

—

Apr 25, 2025

Sold

$1,350,000

$481/sq ft

Mar 20, 2025

Pending

—

Mar 6, 2025

Listed

$1,449,000

$516/sq ft

Smart MLS #24068545

Mar 6, 2025

Listing Removed

—

Feb 11, 2025

Price Changed

$1,499,000

$534/sq ft

Feb 1, 2025

Relisted

—

Jan 28, 2025

Contingent

—

Jan 20, 2025

Listed

$1,550,000

$552/sq ft

Smart MLS #170365208

Apr 16, 2021

Sold

$1,075,000

$383/sq ft

Jan 25, 2021

Contingent

—

Jan 14, 2021

Listed

$1,075,000

$383/sq ft

Jan 12, 2021

Coming Soon

$1,075,000

$383/sq ft

Charming farmhouse meets modern living. Sit back with a cup of coffee, read your book or wait for friends and/or family coming to visit in your light filled sunroom. Get cozy around the stone fireplace in the living room that boasts beautiful ceiling beams. The formal dining room flows into the kitchen with ample counter space and storage. Step down to the massive family room that has sliders to the deck and views of the spectacular back yard. The main floor bedroom has a full bath and laundry access. The upstairs has 2 additional bedrooms, full bath, and a see to believe master suite. You won’t want to leave this enormous bedroom and the balcony with views! The bonus is the oversized heated garage/ workshop. At just under one mile to town and close to other community spots, this 4 bedrooms 3 full bath house has it all!|

Flood insurance is transferable. Light fixtures in dining room and living room are not included in sale.

Smart MLS #95023585

Dec 30, 1995

Listing Removed

—

Jul 29, 1995

Listed

$359,000

$128/sq ft

Public Records

Jun 27, 1991

Sold

$231,000

$82/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$10,732 (+2.2%)

$376,880 + $232,540

$609,420

2022

$10,500 (+2.3%)

$376,880 + $232,540

$609,420

2021

$10,263 (+5.0%)

$376,880 + $232,540

$609,420

2020

$9,777 (−0.9%)

$376,880 + $221,830

$598,710

2019

$9,861 (−2.4%)

$376,880 + $221,830

$598,710

2018

$10,103 (−0.5%)

$462,070 + $166,250

$628,320

2017

$10,154 (+0.3%)

$462,070 + $166,250

$628,320

2016

$10,128 (+5.1%)

$476,000 + $166,250

$642,250

2014

$9,640

$476,000 + $166,250

$642,250

Tax history for 319 Middlesex Rd

Year

Property tax

Land + Additions

Assessment*

2023

$10,732 (+2.2%)

$376,880 + $232,540

$609,420

2022

$10,500 (+2.3%)

$376,880 + $232,540

$609,420

2021

$10,263 (+5.0%)

$376,880 + $232,540

$609,420

2020

$9,777 (−0.9%)

$376,880 + $221,830

$598,710

2019

$9,861 (−2.4%)

$376,880 + $221,830

$598,710

2018

$10,103 (−0.5%)

$462,070 + $166,250

$628,320

2017

$10,154 (+0.3%)

$462,070 + $166,250

$628,320

2016

$10,128 (+5.1%)

$476,000 + $166,250

$642,250

2014

$9,640

$476,000 + $166,250

$642,250

*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

0.42 Acres

Year renovated

1998

Sq. Ft.

2,808

Year built

1916

Style

Single Family Residential

County

Fairfield County

APN

103884

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 1

Interior

Interior Information
Total Rooms: 9
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Crawl Space, Full, Unfinished, Storage, Interior Access, Concrete Floor
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Balcony, Shed, Deck, Gutters, Lighting, French Doors

Lot Information
Lot Description: Level Lot, Cleared, Professionally Landscaped

Building Information
Foundation Type: Concrete, Stone
Construction Description: Frame
Color: Sage

Property Information
Waterfront Description: Beach Rights, Water Community, Access
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2808

Financial

Assessments Information
Assessed Value: $822,500

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Propane, Domestic, 40 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Oil, Propane
Fuel Tank Location: Above Ground

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Ox Ridge

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall, Tennis Courts
Flood Zone
Directions: GPS friendly.
County: Fairfield

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,808
Stories: 2.0
Lot Size: 0.42 acres
Style: Single Family Residential
Year Built: 1916
Year Renovated: 1998
County: Fairfield County
APN: 103884

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 1.4mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 0.8mi

10/10

Darien High School

Public 9-12 • Assigned • 0.3mi

10/10

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

5/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

75% 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

$2.37M – $2.87M

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Nearby similar homes

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New listings for sale in 06820

COMING SOON

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OPEN SAT, 1PM TO 2:30PM

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OPEN SUN, 1PM TO 3PM

$1,495,000

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COMING SOON

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$1,299,000

3 beds2 baths3,094 sq ft

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Home values near 319 Middlesex Rd

Data from public records.

Address	Redfin Estimate
330 Middlesex Road, Darien, CT 4 Beds \| 2.5 Baths \| 3618 Sq. Ft.	$2,706,568
327 Middlesex Road, Darien, CT 4 Beds \| 4 Baths \| 3715 Sq. Ft.	$3,023,118

Address	Redfin Estimate
329 Middlesex Road, Darien, CT 5 Beds \| 4 Baths \| 3349 Sq. Ft.	$2,886,680
315 Middlesex Road, Darien, CT 99 Beds \| 148.5 Baths \| 99999 Sq. Ft.	$14,025,646

Address	Redfin Estimate
305 Middlesex Road, Darien, CT 4 Beds \| 3.5 Baths \| 4697 Sq. Ft.	$3,197,008
288 Middlesex Road, Darien, CT 4 Beds \| 3.5 Baths \| 4960 Sq. Ft.	$5,477,610

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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