27 Dandy Dr, Cos Cob, CT 06807
Property image
Property image
OFF MARKET

$3,908,700

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 5,056 sqft (on 0.32 acres)

27 Dandy Dr, Cos Cob, CT 06807

Cos Cob
Est. Refi. Payment $26,258/mo*
Refinance Your Home
Currently Off Market - Sold Feb 5, 2015 for $2,200,000

Home Value

Trulia Estimate
$3.91M
Since last month
Increased$85K (+2.2%)
Since last year
Increased$474K (+13.8%)
Since last sale
Increased$2M (+78.3%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$3.92M
August 2026$3.92M
July 2026$3.84M
June 2026$3.89M
May 2026$3.87M
April 2026$3.76M
March 2026$3.8M
February 2026$3.66M
January 2026$3.57M
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
74 Long Meadow Rd, Riverside, CT
0.35
Single-Family Home
$3,710,000
06/24/26
5
4.5
4,302
14 Pond Pl, Cos Cob, CT
0.11
Single-Family Home
$3,000,000
07/23/26
4
2.5
2,618
11 Pond Pl, Cos Cob, CT
0.06
Single-Family Home
$1,975,000
10/17/25
4
2
2,329
9 Boyd Lane, Riverside, CT
0.43
Single-Family Home
$2,125,000
11/06/25
4
3.5
3,304
6 Fox Hollow Ln, Cos Cob, CT
0.55
Single-Family Home
$2,670,000
01/12/26
5
4
3,623
112 Sheephill Rd, Riverside, CT
0.42
Single-Family Home
$4,350,000
07/06/26
6
7.5
6,447
100 Orchard St, Cos Cob, CT
0.67
Single-Family Home
$3,200,000
11/12/25
5
5.5
4,782
185 Valley Rd, Cos Cob, CT
0.24
Single-Family Home
$3,000,000
07/07/26
4
4
3,569
110 Sheephill Rd, Riverside, CT
0.40
Single-Family Home
$5,500,000
07/30/26
6
6.5
6,364
106 Orchard St, Cos Cob, CT
0.67
Single-Family Home
$2,450,000
07/31/26
5
4.5
3,539

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
29 Dandy Drive, Greenwich, CT 06830
0.02
$1,934,400
3
3
1,934
Off Market
29 Dandy Dr, Cos Cob, CT 06807
0.02
$2,006,800
3
3
1,934
Off Market
11 Pond Pl, Cos Cob, CT 06807
0.06
$2,120,100
4
2
2,329
Off Market
28 Dandy Dr, Cos Cob, CT 06807
0.07
$2,448,800
3
2
2,001
Off Market
13 Lia Fail Way, Cos Cob, CT 06807
0.09
$3,250,000
4
7
6,268
For Sale
14 Pond Pl, Cos Cob, CT 06807
0.11
$3,000,000
4
2.5
2,618
Recently Sold
11 Dandy Dr, Cos Cob, CT 06807
0.11
$3,133,100
5
5.5
4,500
Off Market
16 Dandy Dr, Cos Cob, CT 06807
0.11
$2,267,700
4
4
5,943
Off Market
18 Pond Pl, Cos Cob, CT 06807
0.12
$2,754,600
4
3
2,818
Off Market
18 Pond Place, Cos Cob, CT 06807
0.12
$1,371,700
3
1.5
1,739
Off Market
152 Valley Rd, Cos Cob, CT 06807
0.16
$1,518,700
4
3
2,100
Off Market
154 Valley Rd, Cos Cob, CT 06807
0.16
$2,850,000
3
3.5
3,647
For Sale

Local Information

  • Map ViewExplore the area around 27 Dandy Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2008
0.32 acre lot
5,056 sqft
$773/sqft
Garage

About this House

Just what you have been waiting for.Shows like new construction with exquisite quality and details. High ceilings, mahogany stained floors, deep moldings and coffered ceilings. Fabulous floor plan with double height center entry foyer. Formal living room with fireplace and lovely dining room with wainscot and butler's pantry with wine cooler for entertaining. Gourmet custom kitchen, breakfast room and adjacent family room with fireplace. Luxurious master bedroom suite with dual baths and dressing room plus a private balcony. Additional 4 bedrooms and three full baths. All baths on second floor have radiant heated floors. Magnificent finished lower level with 11 ceilings offering family room with fireplace, playroom, double bedroom, full bath and private cherry office/library. The lower level is wired for a home theater. Private slate terrace with a stone fire pit and great play yard. Full house gas generator completes this picture perfect home.
27 Dandy Dr, Cos Cob, CT 06807 is a 5 bedroom, 6 bathroom, 5,056 sqft single-family home in Cos Cob, built in 2008. It last sold for $2,200,000 on Feb 5, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,908,700.

Home Details for 27 Dandy Dr

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation RoomStorage
Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Shingle, Stone, WoodLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Additional Information

Intercom

Price and Tax history

DateEventPrice
Feb 5, 2015
Source: Greenwich MLS, Inc. #90244
Sold
$2,200,000
Jun 13, 2014
Source: Agent Provided
PriceChange
$2,395,000
Price decreased by 8%
May 16, 2014
Source: Agent Provided
Listed For Sale
$2,595,000
Sep 16, 2008
Source: N/A
Sold
$2,349,000
Sep 13, 2007
Source: N/A
Sold
$920,000

Market trends in Greenwich

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.58M
$150KMoM
Sale-to-List Price
104.8%
1.0%MoM
Price per sq ft
$825
$1MoM
Available listings
152
30MoM

Around this home

Neighborhood Overview

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

What Locals Say about Cos Cob

At least 1 Trulia users voted on each feature.

  • 100 % Say neighbors are friendly

  • 100 % Say there are community events

  • 100 % Say there's holiday spirit

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say streets are well-lit

  • 100 % Say it's dog friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 27 Dandy Dr

  • What is 27 Dandy Dr estimated to be worth?
    Trulia's estimated value for 27 Dandy Dr in Cos Cob, CT is $3,908,700.
  • What is the price history for 27 Dandy Dr?
    27 Dandy Dr in Cos Cob, CT last sold for $2,200,000 in February 2015.
  • Is Cos Cob a buyer's or seller's market?
    Cos Cob is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Cos Cob?
    The median sale price in Cos Cob is $2.58M. That is up $150K from the prior month.
  • Does 27 Dandy Dr have laundry facilities?
    Yes, 27 Dandy Dr in Cos Cob, CT has in-unit laundry.
  • How big is the lot at 27 Dandy Dr?
    The lot at 27 Dandy Dr in Cos Cob, CT is about 0.32 acres (13,939 sq ft).

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 27 Dandy Dr

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