515 Middlesex Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

515 Middlesex Rd
Darien, CT 06820

  • 7 Beds
  • 6 Baths
  • 7,972 sqft (on 2.28 acres)

$4,926,900

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $31,772/mo*
Refinance Your Home

$4,926,900

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $31,772/mo*
Refinance Your Home
7 Beds
6 Baths
7,972 sqft
(on 2.28 acres)

Local Information

  • Map ViewExplore the area around 515 Middlesex Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Spacious and elegant Colonial boasts in size and offers a delightful layout designed to entertain! Stunning kitchen, truly the heart of this home provides endless counter space, an abundance of cabinetry, an over-sized island and walk in pantry. Lovely eat in area off kitchen features wet bar and French doors. Formal Dining room equipped with butler's pantry. Formal living room with fp, Family room with beautiful built ins, and a Great room (second floor) that will surely impress you. First floor bedroom suite located off east wing. Remaining six bedrooms located on second floor alongside 5 additional bathrooms. During summer months enjoy your stone patio, outdoor fireplace, and in-ground pool. Ideally situated on over 2 acres of beautiful grounds. To help visualize this home's floorplan and to highlight its potential, virtual furnishings may have been added to photos found in this listing.
515 Middlesex Rd, Darien, CT 06820 is a 7 bedroom, 7 bathroom, 7,972 sqft single-family home built in 1959. It last sold for $2,137,500 on Nov 5, 2020. It is currently off market. The Trulia Estimate is $4,926,900, with a rent estimate of $21,187/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 515 Middlesex Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 18Types of Rooms: Laundry Room
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1959Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.28 acres

Building

Fitness & Sports
Tennis Court

Price History for 515 Middlesex Rd

DatePriceEventSource
11/05/2020$2,137,500Sold
Smart MLS #170342439
10/23/2020$2,250,000PendingAgent Provided
09/30/2020$2,250,000PriceChange
Agent Provided
08/27/2020$2,400,000PriceChange
Agent Provided
05/09/2020$2,700,000PriceChange
Agent Provided
04/22/2020$2,970,000Listed For SaleAgent Provided
10/08/2018$2,165,000Sold
Smart MLS #99134534
06/09/2016$2,575,000PriceChange
Agent Provided
02/23/2016$2,695,000Listed For SaleAgent Provided
06/30/2015$2,995,000ListingRemovedAgent Provided
10/20/2014$2,995,000PriceChange
Agent Provided
10/04/2013$3,105,000PriceChange
Agent Provided
04/07/2013$3,250,000PriceChange
Agent Provided
09/13/2012$3,450,000Listed For SaleAgent Provided
10/08/2003$2,165,000Sold
N/A

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$38,928
Assessment$2,514,750
Home facts updated by county records

Comparable Sales for 515 Middlesex Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Cloudy Lane, Darien, CT
0.58
Single-Family Home
$4,500,000
05/29/26
5
5
5,864
21 Fox Hill Ln, Darien, CT
0.40
Single-Family Home
$4,597,500
06/29/26
5
6.5
6,308
19 Blueberry Lane, Darien, CT
0.19
Single-Family Home
$3,711,000
06/03/26
4
2.5
3,881
15 Allwood Road, Darien, CT
0.77
Single-Family Home
$4,550,000
07/25/25
6
5.5
6,947
50 Buttonwood Lane, Darien, CT
0.73
Single-Family Home
$4,500,000
12/03/25
7
6.5
7,200
451 Mansfield Ave, Darien, CT
0.77
Single-Family Home
$3,380,000
04/13/26
5
6
7,652
202 Mansfield Ave, Darien, CT
0.69
Single-Family Home
$2,795,000
08/21/25
6
6
6,058
225 Brookside Rd, Darien, CT
0.86
Single-Family Home
$4,650,000
06/09/26
6
6
8,000
6 Fox Hill Ln, Darien, CT
0.61
Single-Family Home
$4,000,000
08/11/25
5
5
5,330
5 Wheat Lane, Darien, CT
0.76
Single-Family Home
$3,308,000
04/15/26
5
4
3,509

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 515 Middlesex Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 82 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
    Flag
  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
    Flag
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
    Flag
  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
    Flag
  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
    0
    Flag
  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
    Flag
  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
    Flag
  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
    Flag
  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
    Flag
  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
    Flag
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
    Flag
  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

17 rentals with a garage in Darien, CT

Explore by feature - Air Conditioning

20 rentals with air conditioning in Darien, CT

Explore by feature - Pool

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Darien, CT

Explore by feature - Outdoor Space

Homes for sale near 515 Middlesex Rd

Skip to last item
Skip to first item

Off Market Homes Near 515 Middlesex Rd

Skip to last item
Skip to first item