10 Highview Dr, Wilton, CT 06897
Property image
Property image
OFF MARKET

$2,434,300

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 7,511 sqft (on 3.32 acres)

10 Highview Dr, Wilton, CT 06897

Est. Refi. Payment $16,987/mo*
Refinance Your Home
Currently Off Market - Sold Jun 8, 2023 for $2,155,000

Home Value

Trulia Estimate
$2.43M
Since last month
Decreased$41K (-1.7%)
Since last year
Increased$32K (+1.3%)
Since last sale
Increased$290K (+13.5%)
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 +104% in the last 10 years
MonthEstimated value
2026
October 2026$2.45M
September 2026$2.47M
August 2026$2.49M
July 2026$2.54M
June 2026$2.59M
May 2026$2.57M
April 2026$2.53M
March 2026$2.55M
February 2026$2.42M
January 2026$2.41M
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
88 Drum Hill Road, Wilton, CT
0.09
Single-Family Home
$2,250,000
03/23/26
6
4.5
4,009
33 Middlebrook Farm Road, Wilton, CT
0.42
Single-Family Home
$2,335,000
03/31/26
5
6
5,860
182 Ridgefield Rd, Wilton, CT
0.37
Single-Family Home
$1,450,000
09/22/26
4
5
3,434
330 Ridgefield Road, Wilton, CT
0.66
Single-Family Home
$1,898,200
05/28/26
5
4
5,080
352 Ridgefield Road, Wilton, CT
0.75
Single-Family Home
$1,600,000
10/15/25
4
3.5
4,152
20 Pheasant Run Road, Wilton, CT
0.51
Single-Family Home
$1,505,000
03/06/26
4
2.5
3,290
51 Glen Hill Road, Wilton, CT
0.34
Single-Family Home
$920,000
09/22/26
4
3
2,622
2 Pheasant Run Road, Wilton, CT
0.53
Single-Family Home
$1,350,000
07/31/26
4
2.5
3,817
109 Signal Hill Road, Wilton, CT
0.86
Single-Family Home
$2,150,000
06/23/26
4
4.5
4,800
300 Ridgefield Road, Wilton, CT
0.53
Single-Family Home
$1,370,000
10/15/25
5
2.5
4,303

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
9 Highview Dr, Wilton, CT 06897
0.06
$872,100
3
2
1,720
Off Market
90 Drum Hill Road, Wilton, CT 06897
0.07
$905,000
-
-
-
Recently Sold
92 Drum Hill Rd, Wilton, CT 06897
0.07
$1,484,000
5
3
3,279
Off Market
18 Highview Dr, Wilton, CT 06897
0.08
$3,219,500
5
6.5
7,618
Off Market
LOT 88 Drum Hill Rd #B, Wilton, CT 06897
0.08
-
-
-
-
Off Market
107 Drum Hill Rd, Wilton, CT 06897
0.09
$799,100
3
2
1,700
Off Market
88 Drum Hill Road, Wilton, CT 06897
0.09
$2,250,000
6
4.5
4,009
Recently Sold
128 Drum Hill Rd, Wilton, CT 06897
0.10
$3,084,800
5
7
6,124
Off Market
102 Drum Hill Rd, Wilton, CT 06897
0.10
$1,077,900
4
3
2,788
Off Market
113 Drum Hill Rd, Wilton, CT 06897
0.10
$1,122,100
4
5
2,680
Off Market
21 Highview Dr, Wilton, CT 06897
0.11
$1,308,600
3
3
2,964
Off Market
127 Drum Hill Road, Wilton, CT 06897
0.11
$1,612,500
4
3.5
3,057
Off Market
100 Drum Hill Rd, Wilton, CT 06897
0.12
$1,765,000
4
3
4,475
Off Market
78 Drum Hill Rd, Wilton, CT 06897
0.12
$1,760,400
4
5
4,000
Off Market
136 Drum Hill Rd, Wilton, CT 06897
0.13
$1,699,600
5
3.5
-
Off Market
136 Drum Hill Rd, Wilton, CT 06897
0.13
-
-
-
-
Off Market
67 Drum Hill Rd, Wilton, CT 06897
0.14
$1,994,200
4
5
3,928
Off Market
105 Drum Hill Road, Wilton, CT 06897
0.14
$2,867,400
7
6
6,259
Off Market
123 Drum Hill Rd, Wilton, CT 06897
0.15
$1,977,200
4
4
4,936
Off Market
19 Highview Dr, Wilton, CT 06897
0.15
$1,565,100
5
2.5
4,000
Off Market

Local Information

  • Map ViewExplore the area around 10 Highview Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
3.32 acre lot
7,511 sqft
$324/sqft
Garage

About this House

What's unique:Dual walk-in closetsLarge closetsLighted tennis courtWalk-up atticsBluestone patiosMultiple work
Exceptional Wilton home set on 3.3 bucolic, level acres on a quiet cul-de-sac with a lighted TENNIS COURT! The original 1958 home was torn down in 2011 and this one of a kind 4/5 bedroom home was CUSTOM BUILT - offering impressive detail and style to the next lucky Owner! Top quality construction with a versatile layout & MULTIPLE WORK FROM HOME private spaces. The amazing kitchen is the heart of the home offering high end appliances - Sub-zero refrigerator/freezer & beverage drawers, Wolf 6 burner Dual Fuel gas range, walk-in pantry, expansive center island, private pocket office & dining area. Impressive vaulted ceiling family room/fieldstone fireplace directly off kitchen. Upstairs, 3 oversized bedrooms share 2 full baths. Primary bedroom w/ fireplace & balcony boasts oversized custom bath, dual walk-in closets & 2nd floor office/nursery. Lower level mudroom has a 2nd laundry washer/dryer, cubbies, large closets, 2 storage rooms. Rec room/fitness room w/ full bath offer easy access to outdoor patio. This lower level area is also perfect for in-law/guests - ONE LEVEL entry & exit. Versatility with several walk-up attics & roomy closets throughout. Mechanicals: 2 GAS propane tanks (NO oil in this house), tankless hot water system, C/A, security system, full house audio/visual system, spacious 3-car garage. Enjoy warm weather on the bluestone patios overlooking the tennis court - SPECTACULAR grounds. One of Wilton's finest locations - very close to Wilton Center. Overall finished square footage is 7511 (which includes 1700 finished sq feet in the Lower Level).
**Plenty of room for a POOL. NO wetlands on the property per Wilton Town Hall.
** There is an UNFINISHED 5th bedroom on the 4th floor with rough plumbed full bath. New Owner could easily finish this space if another bedroom is needed, but would most likely require septic system expansion. B100A survey already completed.
****Current septic system is approved by Wilton Health Dept for 4 bedroom house.
10 Highview Dr, Wilton, CT 06897 is a 4 bedroom, 5 bathroom, 7,511 sqft single-family home built in 1958. It last sold for $2,155,000 on Jun 8, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,434,300, with a rent estimate of $8,430/month.

Home Details for 10 Highview Dr

Interior Features

Heating & Cooling
Heating: Radiant, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Radiant
Interior Details
AtticNumber of Rooms: 7
Appliances & Utilities
Washer
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

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

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 3.32 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jun 8, 2023
Source: Smart MLS #170545130
Sold
$2,155,000
Apr 25, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170545130
PendingToActive
$2,199,000
Apr 25, 2023
Source: Smart MLS #170545130
Contingent
$2,199,000
Apr 18, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170545130
Pending
$2,199,000
Mar 30, 2023
Source: Smart MLS #170545130
Listed For Sale
$2,199,000

Market trends in Wilton

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
56
7MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Wilton

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 86% say there's holiday spirit
  • 66% say neighbors are friendly
  • 43% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 67 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 84 % Say it's quiet

  • 81 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 80 % Say there's wildlife

  • 68 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 57 % Say they plan to stay for at least 5 years

  • 56 % Say kids play outside

  • 43 % Say there are community events

  • 24 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 19 % Say it's walkable to grocery stores

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Jelani37
    "It’s a small town, and traffic can be bad during rush hours on the Merritt "
    0
    Flag
  • Aimee Calandria
    "Christmas caroling, Memorial parade, farmers market, garden sale, Halloween parade, summer outside sale"
    0
    Flag
  • Kim Biltoft
    "Family oriented, very neighborly, help is there when you ask for it. Lots of ways to get involved in the community. "
    0
    Flag
  • Avdi R.
    "Very nice and friendly town! Very quiet and peaceful. Well kept neighborhoods and town. I spend a lot of time walking trails and enjoying the local town plazas"
    2
    Flag
  • Geneveaninevanstaden
    "Wilton is a lovely town to live in and the community is kind, friendly & welcoming. The public & communal areas are well kept and the parks & recreation facilities are well maintained. Wilton has great schools & is a great town for families."
    2
    Flag
  • Kelly H.
    "Best area to raise a family! The people are great! The schools are great! The public areas are great!"
    0
    Flag
  • Geneveaninevanstaden
    "Recently moved to Wilton and absolutely love it. We love going for family walks in the nature trails, or just taking a walk to the local restaurants or cafes. The parks are clean and well maintained, the rivers and lakes are clear and looked after. The Wilton community is friendly and welcoming, it’s a great place to call home."
    3
    Flag
  • Annie O.
    "This is a small city located in Fairfield Co Connecticut, known locally as “the country” and for being a little over an hour commute outside of NYC. Getting to a major highway requires driving through neighborhoods. "
    1
    Flag
  • Ygibney
    "Great schools close to ymca close to supermarket and close to train. Convenient location to neighboring towns ."
    0
    Flag
  • Barbara S.
    "Wilton is a caring, active, and beautiful community. A terrific library and many interest groups expand the reach of the educational resources. "
    0
    Flag
  • Azlouko
    "Fun family events in town Friendly neighbors Good school system Halloween parade Memorial Day parade"
    1
    Flag
  • Nya
    "Great schools, safe to live. We don’t have a great downtown but near by towns have. We have few good restaurants, great library and a farmers market. "
    0
    Flag
  • Samwals
    "No , there is no public transportation here. Everything is done by car. The city is spread out and there is no way they could supply public transportation except for the elderly "
    1
    Flag
  • BlessedOne
    "Lived in Wilton for 11 years. Plus is Low crime rate. Negative is expensive rent for old houses that are not update and built in 1900’s."
    1
    Flag
  • Trulia User
    "Great fairs, library events, parades! Super fun place to live. Outdoor activities too including hiking and biking. "
    0
    Flag
  • Pookie368
    "Most parts near me are not good to walk a dog. Not a lot of sidewalks and a lot of traffic. There are however a few parks to walk with your dog scattered around town."
    0
    Flag
  • Samwals
    "It doesn’t feel unique . There is nothing special about the town nor the neighborhood. The people are hoodwinked by the propaganda about how great the schools are. Scores have declined each year. "
    2
    Flag
  • Elizabethalleva
    "Wilton is amazing! Great schools. Great people. Beautiful homes!! This is a wonderful place to raise a family"
    4
    Flag
  • Samwals
    "Beautiful neighborhood, over rated schools. High taxes, high debt, Low turnout on budget issues. Poor road maintenance, wasted money on new school, with declining school age population. Retail outlets closing, with no incentives to stay. No plan to attract new businesses. A pompous attitude prevails by a community who time past by"
    0
    Flag
  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
    0
    Flag
  • Liz C.
    "We live here and it is the best place we have ever lived! We thought when we bought it that we would move in a couple of years, but now we know this has everything we need and is safe, walkable, pet friendly, conveniently located and the neighborhood community is awesome. Having 4 bedrooms and a detached house with plenty of parking for our family and guests makes living easy. Our resident board and the management company are proactive and approachable. The grounds and upkeep through every season have been outstanding, nothing to complain about! These houses rarely come on the market and when they do there are always multiple bids. This has proven to be an amazing investment. Grumman Village possesses a desirable and stable mixed neighborhood of families, singles, couples and retirees."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 10 Highview Dr

  • What is 10 Highview Dr estimated to be worth?
    Trulia's estimated value for 10 Highview Dr in Wilton, CT is $2,434,300.
  • What is the price history for 10 Highview Dr?
    10 Highview Dr in Wilton, CT last sold for $2,155,000 in June 2023.
  • Is Wilton a buyer's or seller's market?
    Wilton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Wilton?
    Residents describe Wilton, CT as easy to park in, quiet, and well-kept. Most residents say you need a car. See recently sold homes in Wilton, CT.
  • Does 10 Highview Dr have air conditioning?
    Yes, 10 Highview Dr in Wilton, CT has air conditioning.
  • How big is the lot at 10 Highview Dr?
    The lot at 10 Highview Dr in Wilton, CT is about 3.3 acres.

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Off Market Homes Near 10 Highview Dr

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