Map
USACTDarienN/a5 Middlesex Rd
Listing image | Image 1
Link Copied

5 Middlesex Rd, Darien, CT

House

For Sale

Listed price in listed location currency (USD).
$3,495,000

556

MLS® 24157558

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 6195 sqft
Garage Yes
Taxes $23,029
Days Active 4
Lot Size 
Approx. Age 1880
Avg. Price Per Sqft $564
MLS® Number 24157558

Property Address: 5 Middlesex Rd, Darien, CT, 06820-3708

Average square foot calculated using Size range provided by listing agent.

Description

Step into a rare offering that beautifully captures the essence of classic New England living-a stately 1880s residence set in one of the Gold Coast's most desirable towns. South-facing and beautifully sited on over 1/2 acre, this gracious home offers more than 6, 100 sqft of character, elegance, and modern comfort. From the grand living room with its soaring ceiling to the warmth of 3 fireplaces and hardwood flooring throughout, the home is rich with architectural detail. Bow windows, natural wood beams, and intricate moldings create a timeless sense of craftsmanship that is rarely found today. Every room tells a story while offering spaces designed for both everyday living and memorable entertaining. Host elegant gatherings in the formal dining room, relax in the sun-filled garden room with heated slate floors, or unwind in the inviting family room. The home's warmth and charm are felt throughout, yet thoughtful updates ensure modern comfort, including newer central air, boiler, natural gas conversion, and integrated sound throughout the main living areas, primary suite, and veranda. The gourmet kitchen is thoughtfully designed, featuring a large center island, 6 burner gas range, Sub-Zero refrigeration, warming drawer & a wet bar. A back staircase provides convenient access to the upper level. Outdoor living is equally inviting, with multiple spaces for quiet or lively gatherings. Front and back driveways. This home is a true blend of heritage, elegance and modern luxury., Close to train and Holmes school.
MLS® Number24157558
Laundry LevelUpper
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1880
BasementPartial, Unfinished
DrivewayAttached Garage, Paved, Driveway
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 3:Upper LevelNot available
Other:Upper LevelNot available
Living Room:Main FloorNot available
Family Room:Main FloorNot available
Bedroom 2:Upper LevelNot available
Dining Room:Main FloorNot available
Den:Upper LevelNot available
Other:Upper LevelNot available
Library:Main FloorNot available
Bedroom 4:Upper LevelNot available
Other:Main FloorNot available
Other:Main FloorNot available
Bedroom 1:Upper LevelNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Mar 30, 2026List Date
$3,495,000List Price

Home Estimate Zoopraisal®

This property is estimated to sell between: $2,745,000 and $3,870,000.
Similar properties in this area sold on average for: $2,745,833
Expected to sell in 70 days. Similar properties sold in 74 days. This home has been on Zoocasa for 4 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Powered by Zoocasa
  • Commute

Commute

Starting Address
Destination Address
5 Middlesex Rd, Darien, CT

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Company

Stay Connected

1-844-683-4663

[email protected]

800 - 1070 Douglas Street, Victoria, BC, V8W2C4

Download Our App

Apple StoreGoogle Play Store
US Real Estate ListingsCanada Real Estate Listings

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Zoocasa Logo
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

eXp Realty holds real estate brokerage licenses in multiple states. Zoocasa (Canada), Inc. holds real estate brokerage licenses in multiple provinces. For information on licenses please contact us at [email protected]

For listings in Canada, the trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

MLS® Compliance Statements
Tony King – Designated Managing Broker, Broker Operations – TX. Texas Real Estate Commission information about brokerage services
Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations. To view The Fair Housing Notice - Please Click Here. Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H. To View - Please Click Here.

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny – Designated Broker
eXp Realty of Southern California, Inc. | CA DRE# 02187306 | Gina Saad – Designated Broker
eXp Realty of Greater Los Angeles, Inc. | CA DRE# 02188471 | Anita Cruz – Designated Broker
eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas Penny – Designated Broker
Fair Housing and Reasonable Accommodations
DMCA Notice