99 Highfield Road, Wilton, CT 06897
OFF MARKET

$2,612,200

Trulia Estimate
  • 6 Beds
  • 6.5 Baths
  • 5,436 sqft (on 2.04 acres)

99 Highfield Road, Wilton, CT 06897

Silvermine
Est. Refi. Payment $17,727/mo*
Refinance Your Home
Currently Off Market - Sold Nov 1, 2024 for $2,200,000

Home Value

Trulia Estimate
$2.61M
Since last month
Decreased$28K (-1%)
Since last year
Increased$328K (+14.3%)
Since last sale
Increased$411K (+18.7%)
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 +55% in the last 10 years
MonthEstimated value
2026
September 2026$2.61M
August 2026$2.62M
July 2026$2.64M
June 2026$2.6M
May 2026$2.47M
April 2026$2.35M
March 2026$2.35M
February 2026$2.35M
January 2026$2.31M
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
44 Old Nursery Drive, Wilton, CT
0.47
Single-Family Home
$1,860,044
07/01/26
5
3.5
4,324
9 Old Farm Road, Wilton, CT
0.80
Single-Family Home
$2,630,000
05/04/26
5
5
4,899
183 Range Road, Wilton, CT
0.53
Single-Family Home
$1,610,000
08/10/26
5
3
2,937
143 Old Boston Road, Wilton, CT
0.37
Single-Family Home
$1,270,000
06/25/26
3
2.5
3,484
51 Chessor Lane, Wilton, CT
0.90
Single-Family Home
$2,650,000
03/04/26
5
5
5,288
515 Belden Hill Road, Wilton, CT
0.55
Single-Family Home
$1,310,000
12/15/25
5
3.5
3,357
112 Old Belden Hill Road, Norwalk, CT
0.89
Single-Family Home
$1,450,000
10/08/25
6
4.5
4,548
882 Silvermine Road, New Canaan, CT
1.09
Single-Family Home
$2,775,000
09/30/25
6
5
6,280
177 Old Boston Road, Wilton, CT
0.50
Single-Family Home
$1,195,000
10/31/25
4
3
3,200
158 North Seir Hill Road, Norwalk, CT
0.87
Single-Family Home
$1,880,000
03/30/26
4
4.5
5,052

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
110 Highfield Road, Wilton, CT 06897
0.11
$1,622,400
4
3.5
3,735
Off Market
135 Highfield Road, Wilton, CT 06897
0.14
$1,244,100
4
2.5
2,816
Off Market
439 Belden Hill Road, Wilton, CT 06897
0.20
$2,086,700
4
5
4,600
Off Market
421 Belden Hill Road, Wilton, CT 06897
0.22
$2,519,900
5
4.5
4,724
Off Market
135 New Canaan Road, Wilton, CT 06897
0.31
$2,115,400
4
3.5
4,810
Off Market
77 Old Boston Road, Wilton, CT 06897
0.27
$2,349,000
5
6
5,471
For Sale
143 Old Boston Road, Wilton, CT 06897
0.37
$1,270,000
3
2.5
3,484
Recently Sold
107 New Canaan Road, Wilton, CT 06897
0.39
$1,972,000
4
3.5
4,017
Off Market
149 Old Boston Road, Wilton, CT 06897
0.39
$821,800
3
1
1,819
Off Market
342 Belden Hill Road, Wilton, CT 06897
0.40
$1,361,800
3
2.5
2,711
Off Market
15 Old Kings Highway, Wilton, CT 06897
0.40
$1,483,900
4
3
2,816
Off Market

Local Information

  • Map ViewExplore the area around 99 Highfield Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
2.04 acre lot
5,436 sqft
$481/sqft
3 Car Garage

About this House

Welcome to the former property of Young's Nursery which now serves as a tranquil backdrop for this South Wilton dream home. Surrounded by rare specimen trees establishes a luxurious haven on an expansive parklike estate that seamlessly blends elegance with tranquility. Two acres of lush, meticulously landscaped grounds also provide for a private oasis of greenery and natural beauty. A dream home on one of the most sought-after streets in town offering a serene retreat just moments from the conveniences of modern living.The residence boasts a grand, classic design with modern amenities, featuring high ceilings, expansive windows, and exquisite detailing throughout. Enjoy multiple spacious living areas, including a formal living room with a fireplace, a sophisticated dining room, and a cozy family room perfect for gatherings. The state-of-the-art kitchen is a chef's delight, equipped with high-end appliances, custom cabinetry, and a large center island. A luxurious primary suite treats you with a spa-like bathroom and walk-in closets, along with several generously sized bedrooms, each with its own ensuite bathroom, another separate bonus room on the second level plus a fully finished attic. Step outside to a completely private deck area perfect for entertaining, room for a pool and a tennis court. This property is more than a home-it's a lifestyle. Schedule a private tour today and prepare to be captivated by beauty and elegance.
99 Highfield Road, Wilton, CT 06897 is a 6 bedroom, 7 bathroom, 5,436 sqft single-family home in Silvermine, built in 1995. It last sold for $2,200,000 on Nov 1, 2024 (6% below the $2,349,000 asking price). More recently, it was listed as a rental in June 2026 with an asking price of $50,000 per month. That rental listing was removed on September 17, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,612,200, with a rent estimate of $9,007/month.
Last check for updates: about 9 hours ago
Listed by Imke I. Lohs, (917) 459-8382
Compass Connecticut, LLC, (203) 293-9715
Richard Greene, (203) 981-9010
Compass Connecticut, LLC, (203) 343-0141
Bought with: Joseph Lorino, (917) 340-0431, Klemm Real Estate Inc, (860) 868-7313
Source: Smart MLS, MLS#24030762

Home Details for 99 Highfield Road

Interior Features

Interior Details
Basement: Full,Unfinished,Garage Access,Interior EntryNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5436 Square Feet
Appliances & Utilities
Appliances: Cooktop, Gas Range, Oven, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Cooler, Water HeaterDryerLaundry: Main Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Zoned,OilHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: LightingFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 5436 Square Feet

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, Cedar, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1927927

Price & Status

Price
List Price: $2,349,000
Status Change & Dates
Off Market Date: Tue Sep 17 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: WiltonCommunity: South Wilton
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 5436 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Park, Public Rec Facilities, Near Public Transport, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 2.04 Acres

Energy

Energy Efficiency Features: Thermostat, Windows

Miscellaneous

BasementMls Number: 24030762Attic: Heated, Finished, Walk-upAbove Grade Unfinished Area: 5436

Additional Information

GolfHealth ClubLibraryMedical FacilitiesParkPublic Rec FacilitiesNear Public TransportShopping/Mall

Price and Tax history

DateEventPrice
Sep 17, 2026
Source: Smart MLS #24181188
ListingRemoved
$50,000
Jun 4, 2026
Source: Smart MLS #24181188
Listed For Rent
$50,000
Nov 1, 2024
Source: Smart MLS #24030762
Sold
$2,200,000
Jul 16, 2024
Source: Smart MLS #24030762
Listed For Sale
$2,349,000
Apr 22, 2016
Source: Smart MLS #99128154
Sold
$1,737,500

Market trends in Wilton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.47M
$46.67KMoM
Sale-to-List Price
105.1%
0.7%MoM
Price per sq ft
$427
$4MoM
Available listings
49
15MoM

Around this home

Neighborhood Overview

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

What Locals Say about Silvermine

At least 1 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 100 % Say car is needed

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 83 % Say neighbors are friendly

  • 50 % Say it's dog friendly

  • 50 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 99 Highfield Road

  • What is 99 Highfield Road estimated to be worth?
    Trulia's estimated value for 99 Highfield Road in Wilton, CT is $2,612,200.
  • What is the price history for 99 Highfield Road?
    99 Highfield Road in Wilton, CT last sold for $2,200,000 in November 2024.
  • Is Wilton a buyer's or seller's market?
    Wilton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wilton?
    The median sale price in Wilton is $1.47M. That is up $46.67K from the prior month.
  • Does 99 Highfield Road have air conditioning?
    Yes, 99 Highfield Road in Wilton, CT has air conditioning.
  • Does 99 Highfield Road have laundry facilities?
    Yes, 99 Highfield Road in Wilton, CT has in-unit laundry.

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