561 Middlesex Rd

Darien, CT 06820

$2,999,000
Price
4
Beds
3,411 Sq. Ft.
$879 / Sq. Ft.
3,411
Sq. Ft.
$879
per Sq. Ft.
Get preapproved with Rocket Mortgage1

Description

Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive great room rises w/vaulted ceilings, anchored by a wood burning hearth as sunlight spills through French...Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright, open flow draws you into the present. The formal dining room sets the stage for memorable evenings, while an expansive great room rises w/vaulted ceilings, anchored by a wood burning hearth as sunlight spills through French doors onto a stone patio, uniting the quiet beauty of the outdoors. Nearby, a charming parlor/home office with its own fireplace drifts into a cozy den w/bath, offering space to work or unwind. At the heart of the home, the kitchen shines. New quartz counters and crisp white cabinetry frame a generous butcher block island where meals begin and conversations linger. Here, life unfolds naturally w/gatherings beside a dual-sided fireplace, sharing laughter, stories and simple moments. The adjacent playroom w/half bath completes this ideal setting. Upstairs, 4 bedrooms, 2 full baths, and a thoughtfully placed laundry area create ease for everyday living. Yet it's beyond the walls where this property truly captures the imagination. Step outside to a sweeping, level lawn where possibilities stretch as far as the eye can see. Host a soccer match, cultivate a garden, or wander along your own wooded path. This is more than a home. It's a place to grow, gather and dream bigger with time.

Property Details for 561 Middlesex Road

Basement Description
Partial, Partial With Hatchway
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Style
Antique, Farm House
Garage Parking Info
Paved
Swimming Pool
No
LISTING UPDATED: 04/26/2026 12:40 AM

Property Details for 561 Middlesex Road

StatusActive
MLS #24130400
Days on Market164
Taxes$16,958 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1856
Lot Size2.64 AC / 114,998 SF
CountyFairfield County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Brown Harris Stevens, Serena A Richards
Add your commute

Building Information for 561 Middlesex Road

Stories-Year Built1856Building Size-Lot Size2.64 AC / 114,998 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$16,515 per month

30 year fixed, 6.46% Interest

Principal and Interest

$15,102

Property Taxes

$1,413

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 561 Middlesex Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Mansfield or Ox Ridge Lane to Middlesex Road.
  • Elementary School: Ox Ridge
  • Flood Zone: No
  • High School: Darien
  • Latitude: 41.099596
  • Longitude: -73.486586
  • Middle Jr High School: Middlesex
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $16,958
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Porch, Barn, Garden Area
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: None
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Laundry Room Info: Upper Level
  • Laundry Room Location: 2nd floor
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace
  • Room Length: 10.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 2
  • Room Entry Order: 10
  • Room Length: 9.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 3
  • Room Entry Order: 11
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 4
  • Room Entry Order: 2
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.0
Room 5
  • Listing Key: 400B0CB6C5D12BAFE063E201100AE0B9
  • Room Entry Order: 3
  • Room Features: Laundry Hookup,Pantry
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 12.0
Room 6
  • Room Entry Order: 4
  • Room Features: Fireplace
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 19.0
Room 7
  • Room Entry Order: 5
  • Room Length: 10.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 14.0
Room 8
  • Room Entry Order: 6
  • Room Features: Fireplace
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Rec/Play Room
  • Room Width: 19.0
Room 9
  • Listing Key: 400B0CB6C5D12BAFE063E201100AE0B9
  • Room Entry Order: 7
  • Room Features: Fireplace
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 19.0
Room 10
  • Room Entry Order: 8
  • Room Features: Full Bath,Walk-In Closet
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 15.0
Room 11
  • Room Entry Order: 9
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 19.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Masonry
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1856
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 3411
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 102682
  • Sq Ft Est Heated Above Grade: 3411.0
  • Sq Ft Total: 3411.0
  • Zoning: R2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Tank Size Unknown
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 561 Middlesex Road

DateEvent & SourcePriceAppreciation
Apr 6, 1992

Closed (Public Record)

Public Record #90945560

$449,900—
DateEvent & SourcePrice
04/06/1992

Closed (Public Record)

Public Record #90945560

$449,900

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

Public Records for 561 Middlesex Road

Taxable ValueLand$815,780Additions$279,720Total$1,095,500
Tax Record2024$16,958 ($1,413 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,411 SqFtAbove Grade Finished SqFt3,411 SqFtStories2Lot Size115,129 SqFtStyleSingle Family ResidenceYear Built1856ZoningR2CountyFAIRFIELDAPNDARI M:02 B:1Fireplace TypeHas Fireplace

Schools near 561 Middlesex Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Ox Ridge Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
Public - 9 to 12
Rating
School
Distance
Ox Ridge 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...
Darien Guide

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 561 Middlesex Road, Darien, CT 06820

561 Middlesex Road is a single family home for sale in Darien, CT 06820. This property was listed for sale on November 5, 2025 by Brown Harris Stevens, it's currently listed at $2,999,000. It has been on the market for a total of 164 days and was last sold on April 6, 1992. This listing's school district is Darien School District. Nearby schools include Ox Ridge Elementary School, Middlesex Middle School and Darien High School. 561 Middlesex Road is a 4-bed, 4-bath, 3,411 sqft single family home built in 1856.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Brown Harris Stevens, Serena A Richards

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.