Sold
Last Sold Price
4 beds3,730 sqft
44 Brookside Rd, Darien, CT 06820
Single FamilyProperty Type
1866Year Built
2 carsParking Spaces

Description

Welcome to 44 Brookside, where timeless elegance and modern convenience merge seamlessly. A meticulously maintained colonial residence showcasing quintessential New England architecture, nestled in the heart of Darien. As you approach, you'll be greeted by charming stone pillars, a sprawling flat lawn and an inviting front porch. Upon entering, you'll be captivated by abundant natural light that fills each room. The main level boasts a spacious floor plan and lofty ceilings that make an ideal atmosphere...Welcome to 44 Brookside, where timeless elegance and modern convenience merge seamlessly. A meticulously maintained colonial residence showcasing quintessential New England architecture, nestled in the heart of Darien. As you approach, you'll be greeted by charming stone pillars, a sprawling flat lawn and an inviting front porch. Upon entering, you'll be captivated by abundant natural light that fills each room. The main level boasts a spacious floor plan and lofty ceilings that make an ideal atmosphere for both entertaining and everyday living. The heart of this home is the kitchen family room, complete with quartz countertops, stainless steel appliances and a cozy fireplace flowing to a screened-in porch, creating an ideal space for year-round enjoyment.
  • Listed by: Peter S Stuart • HOULIHAN LAWRENCE DAR
Listing closed: 12/08/2023 12:00 AM • Source: DARIEN MLS, MLS#: 38352

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Recent comparable sales

Median sold price

$1,802,500

Avg days on market

21

Sale-to-list ratio

106.9%

Darien, CT

9 comparable properties found

$1,802,500 | 110 Raymond Street, Darien, CT 06820
1

$1,802,500

Sold 03/27/25

4
Bedrooms
3,046
Square Feet
0.5
Acres
$2,060,000 | 29 Richmond Drive, Darien, CT 06820
2

$2,060,000

Sold 05/12/26

4
Bedrooms
3,512
Square Feet
0.65
Acres
$1,700,000 | 520 Hoyt Street, Darien, CT 06820
3

$1,700,000

Sold 05/08/25

4
Bedrooms
3,658
Square Feet
0.56
Acres
$1,800,000 | 11 Cedar Gate Road, Darien, CT 06820
4

$1,800,000

Sold 08/21/25

4
Bedrooms
3,023
Square Feet
0.48
Acres
$2,900,000 | 27 Point O Woods Road South, Darien, CT 06820
5

$2,900,000

Sold 06/15/26

4
Bedrooms
3,384
Square Feet
0.52
Acres
$1,820,000 | 28 Great Hill Road, Darien, CT 06820
6

$1,820,000

Sold 08/22/25

4
Bedrooms
3,511
Square Feet
0.5
Acres
$1,725,000 | 221 Old Kings Highway North, Darien, CT 06820
7

$1,725,000

Sold 07/10/25

4
Bedrooms
2,301
Square Feet
0.5
Acres
$2,605,000 | 2 Red Rose Circle, Darien, CT 06820
8

$2,605,000

Sold 05/18/26

4
Bedrooms
3,800
Square Feet
0.5
Acres
$1,485,000 | 19 Littlebrook Road, Darien, CT 06820
9

$1,485,000

Sold 01/15/26

4
Bedrooms
2,156
Square Feet
0.5
Acres

Location

Listing Courtesy of HOULIHAN LAWRENCE DAR, Peter S Stuart

Sold By Compass CT, DAR, Keiley Fuller

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$10,355 per month

30 year fixed, 6.71% Interest

Principal and Interest

$8,992

Property Taxes

$1,364

HOA Dues

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Property Information for 44 Brookside Road

Property Details
  • Taxes: $16,362 / year
  • MLS Type: Residential / Farm House
  • Town: Darien
  • Style: Farm House
  • Basement: Partial
  • Garage #: 2
  • Garage Description: Detached
  • Pool: No
  • Pool Description: None
Summary
Location and General Information
  • Directions: Post Rd to brookside
  • Elementary School: Royle
  • Middle School: Middlesex
  • High School: Darien
  • Energy Efficient: Programmable Thermostat, Storm Windows
  • Mechanical Features: Auto Garage Door Opener, Security System, Smoke Detector
  • Mill Rate: $18
  • Possession: Negotiable
  • Property Also for Rent: No
Property
Lot Information
  • Lot Description: Level, Professionally Landscaped
  • Parcel Number: 10694
  • Zoning: R12
Property and Assessments
  • Assessed Value: $929,110
  • Assessment - Building: $424,550
  • Assessment - Land: $504,560
  • SqFt Source: Town
  • Water: Public Connected
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Radiator
  • Fuel: Oil
  • Sewer: Public Connected
Interior and Exterior Features
Exterior Features
  • Exterior: Cedar
Interior Features
  • Living Room: Bay, Skylight
  • Living Room: Dimensions: 15x22
  • Bedroom 2: Dimensions: 15x15
  • Bedroom 3: Dimensions: 14x15
  • Bedroom 4: Dimensions: 10x10
  • Dining Room: Bay
  • Dining Room: Dimensions: 19x10
  • Family Room: Book Shelves
  • Family Room: Dimensions: 13x14
  • Baths: First Floor Half Baths: 1
  • Baths: Second Floor Full Baths: 2
  • Kitchen: Eat-In, Remodeled, Island
  • Kitchen: Dimensions: 14x26
  • Laundry Location: First
  • Additional Rooms: Mudroom, Office
  • Additional Rooms: Office Dimensions: 14x15
  • Flooring: Hardwood
  • Interior Features: Auto Garage Door Opener, Security System
  • Roof: Asphalt Shingle
  • Addl Exterior Feats: Screen Porch
  • Attic: Pull Down
Room Information
Room 1
  • Room Level: Main
Room 2
  • Room Level: Main
Room 3
  • Room Level: Main
Room 4
  • Room Level: Main
Room 5
  • Room Level: Upper
Room 6
  • Room Level: Upper
Room 7
  • Room Level: Upper
Room 8
  • Room Level: Upper

Property History for 44 Brookside Road

DateEvent & SourcePriceAppreciation
Dec 8, 2023

Closed (Public Record)

Public Record #1523731785

$1,740,000

+0.8% / yr

Aug 6, 2012

Closed (Public Record)

Public Record #836180398

$1,595,000—
Aug 6, 2012

Closed (Public Record)

Public Record #336180398

$1,595,000

+5.6% / yr

DateEvent & SourcePrice
12/08/2023

Closed (Public Record)

Public Record #1523731785

$1,740,000

+0.8% / yr

08/06/2012

Closed (Public Record)

Public Record #836180398

$1,595,000
08/06/2012

Closed (Public Record)

Public Record #336180398

$1,595,000

+5.6% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Brookside Road

Taxable ValueLand$706,370Additions$549,010Total$1,255,380
Tax Record2025$19,433 ($1,619 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,730 SqFtAbove Grade Finished SqFt3,730 SqFtUnfinished Basement SqFt736 SqFtStories2Lot Size37,897 SqFtStyleSingle Family ResidenceYear Built1866Year Renovated1866ZoningR12CountyWESTERN CONNECTICUTAPNDARI M:14 B:31

Schools near 44 Brookside Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Royle Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Darien
Darien
A coastal Connecticut town with a strong sense of community. Incorporated in 1820, Darien is a popular coastal town situated between Stamford and Norwalk. Just a 1 hour train ride from Manhattan via Metro North, Darien is an ideal commuter town that boasts spectacular shoreline activities...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 44 Brookside Road, Darien, CT 06820
$1,740,000
4
3,730
–
$2,440,000
4
3,618
34,412
$1,215,000
5
4
4,120
74,749
–
–
2
2,032
27,878
$1,430,000
3
2,362
13,503
$890,000
3
1,782
–

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of HOULIHAN LAWRENCE DAR, Peter S Stuart

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.