66 Pear Tree Point Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

$7,411,100

Trulia Estimate
  • 6 Beds
  • 5 Baths
  • 3,820 sqft (on 2.15 acres)

66 Pear Tree Point Rd, Darien, CT 06820

Tokeneke
Est. Refi. Payment $49,718/mo*
Refinance Your Home
Currently Off Market - Sold Jun 1, 2015 for $3,600,000

Home Value

Trulia Estimate
$7.41M
Since last month
Increased$82K (+1.1%)
Since last year
Increased$716K (+10.8%)
Since last sale
Increased$4M (+104.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +111% in the last 10 years
MonthEstimated value
2026
September 2026$7.37M
August 2026$7.41M
July 2026$7.29M
June 2026$7.32M
May 2026$7.41M
April 2026$7.12M
March 2026$7.21M
February 2026$7.08M
January 2026$6.95M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
86 Pear Tree Point Rd, Darien, CT
0.04
Single-Family Home
$3,700,000
05/12/26
3
3
3,012
18 Pasture Lane, Darien, CT
0.41
Single-Family Home
$3,050,000
03/31/26
4
3.5
3,061
101 Long Neck Point Road, Darien, CT
0.25
Single-Family Home
$8,775,000
11/12/25
5
6.5
6,689
8 Pasture Lane, Darien, CT
0.51
Single-Family Home
$4,300,000
06/16/26
6
5.5
5,505
30 Shipway Road, Darien, CT
0.33
Single-Family Home
$8,195,000
08/14/26
5
7
6,998
46 Sunswyck Road, Darien, CT
0.84
Single-Family Home
$2,875,000
10/07/25
5
4.5
3,400
35 Outlook Drive, Darien, CT
0.69
Single-Family Home
$3,510,000
10/28/25
4
3.5
3,294
4 Swifts Ln, Darien, CT
0.57
Single-Family Home
$5,406,100
06/16/26
5
3.5
4,411
21 Nearwater Lane, Darien, CT
0.68
Single-Family Home
$2,700,000
08/18/26
5
3.5
3,553
7 Waverly Road, Darien, CT
0.62
Single-Family Home
$4,080,000
07/17/26
4
3.5
3,560

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
70 Long Neck Point Road, Darien, CT 06820
0.08
$6,010,100
5
4.5
6,212
Off Market
74 Long Neck Point Road, Darien, CT 06820
0.11
$3,750,000
-
-
-
Recently Sold
58 Pear Tree Point Road, Darien, CT 06820
0.05
$5,970,200
6
8
8,807
Off Market
Long Neck Point Rd, Darien, CT 06820
0.15
-
-
-
-
Off Market
98 Pear Tree Point Rd, Darien, CT 06820
0.16
$7,676,400
7
8
6,546
Off Market
101 Long Neck Point Road, Darien, CT 06820
0.25
$9,394,600
5
6.5
6,689
Off Market
107 Long Neck Point Road, Darien, CT 06820
0.28
$14,470,400
6
8
10,579
Off Market
88 Nearwater Lane, Darien, CT 06820
0.26
$6,976,900
6
5.5
5,853
Off Market
123 Long Neck Point Road, Darien, CT 06820
0.36
$9,176,600
4
4.5
6,214
Off Market
30 Shipway Road, Darien, CT 06820
0.33
$8,195,000
5
7
6,998
Recently Sold
150 Goodwives River Rd, Darien, CT 06820
0.32
$5,536,300
5
5.5
5,554
Off Market
152 Goodwives River Rd, Darien, CT 06820
0.33
$3,968,200
4
4.5
6,084
Off Market

Local Information

  • Map ViewExplore the area around 66 Pear Tree Point Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
2.15 acre lot
3,820 sqft
$1,940/sqft

About this House

A must see. Just completed - a fresh new look in this Queen Anne style home. Today's colors, shiny HW floors and selected updated baths all highlight the incredible detail of this gem with 9'ceilings, and stained and leaded glass windows. Grand vestibule doors open to the large foyer, 3-story staircase and formal LR and DR continuing the impressive period detail of the large front hall. Sunny eat-in kitchen w/island, 6 BRS, huge playroom-wonderful spaces for convenient living. Deep wrap around porches, gardens, beech trees and a 20x40'pool set the stage for outside entertaining on the private hilltop setting of this landmark home. Water views and access. Subdivision possibility. A/C 1st floor only. LR fpl only one currently operational.
66 Pear Tree Point Rd, Darien, CT 06820 is a 6 bedroom, 5 bathroom, 3,820 sqft single-family home in Tokeneke, built in 1900. It last sold for $3,600,000 on Jun 1, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $7,411,100.

Home Details for 66 Pear Tree Point Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1900Year Updated: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: Wood
Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 2.15 acres

Price and Tax history

DateEventPrice
Jun 1, 2015
Source: Smart MLS #99095903
Sold
$3,600,000
Dec 16, 2014
Source: Agent Provided
PriceChange
$4,235,000
Price decreased by 11%
Feb 13, 2014
Source: Agent Provided
PriceChange
$4,750,000
Price decreased by 8%
Sep 13, 2013
Source: Agent Provided
Listed For Sale
$5,150,000

Market trends in Darien

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.82M
$155KMoM
Sale-to-List Price
110.3%
1.4%MoM
Price per sq ft
$821
$21MoM
Available listings
29
7MoM

Around this home

Neighborhood Overview

Tokeneke
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 66 Pear Tree Point Rd

  • What is 66 Pear Tree Point Rd estimated to be worth?
    Trulia's estimated value for 66 Pear Tree Point Rd in Darien, CT is $7,411,100.
  • What is the price history for 66 Pear Tree Point Rd?
    66 Pear Tree Point Rd in Darien, CT last sold for $3,600,000 in June 2015.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.82M. That is down $155K from the prior month.
  • Does 66 Pear Tree Point Rd have a pool?
    Yes, 66 Pear Tree Point Rd in Darien, CT has a pool.
  • How big is the lot at 66 Pear Tree Point Rd?
    The lot at 66 Pear Tree Point Rd in Darien, CT is about 2.2 acres.

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Off Market Homes Near 66 Pear Tree Point Rd

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