153 Silver Spring Rd, Wilton, CT 06897
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Property image
OFF MARKET

153 Silver Spring Rd
Wilton, CT 06897

  • 6 Beds
  • 4.5 Baths
  • 4,406 sqft (on 11 acres)

$2,176,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $14,274/mo*
Refinance Your Home

$2,176,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $14,274/mo*
Refinance Your Home
6 Beds
4.5 Baths
4,406 sqft
(on 11 acres)

Home Value

Trulia Estimate
$2.18M
Since last month
Increased$93K (+4.4%)
Since last year
Increased$235K (+11.8%)
Since last sale
Increased$998K (+81%)
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 +122% in the last 10 years
MonthEstimated value
2026
August 2026$2.23M
July 2026$2.14M
June 2026$2.18M
May 2026$2.17M
April 2026$2.12M
March 2026$2.11M
February 2026$1.99M
January 2026$2M
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
118 Silver Spring Road, Wilton, CT
0.14
Single-Family Home
$1,740,000
06/16/26
4
3.5
3,964
106 Silver Spring Road, Wilton, CT
0.16
Single-Family Home
$1,775,000
06/08/26
4
2.5
4,323
175 Kellogg Dr, Wilton, CT
0.44
Single-Family Home
$1,736,500
10/31/25
5
4.5
4,486
78 Ruscoe Road, Wilton, CT
0.56
Single-Family Home
$1,210,000
05/15/26
4
3.5
3,646
216 Silver Spring Road, Wilton, CT
0.28
Single-Family Home
$1,100,000
06/15/26
4
2.5
2,863
96 Silver Spring Road, Wilton, CT
0.29
Single-Family Home
$1,600,000
11/20/25
4
2.5
3,335
19 Deer Run Road, South Salem, NY
0.66
Single-Family Home
$1,240,000
07/10/26
5
3.5
3,218
104 Scarlet Oak Drive, Wilton, CT
0.68
Single-Family Home
$1,199,000
09/08/25
4
2.5
4,178
32 Silver Spring Road, Wilton, CT
0.49
Single-Family Home
$1,664,000
11/21/25
4
3.5
4,909
8 Roads End Road, South Salem, NY
0.52
Single-Family Home
$1,125,000
09/26/25
3
3
3,781

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
118 Silver Spring Road, Wilton, CT 06897
0.14
$1,740,000
4
3.5
3,964
Recently Sold
106 Silver Spring Road, Wilton, CT 06897
0.16
$1,775,000
4
2.5
4,323
Recently Sold
183 Silver Spring Road, Wilton, CT 06897
0.15
$3,257,700
5
4.5
6,000
Off Market
92 Silver Spring Road, Wilton, CT 06897
0.20
$1,437,500
4
2.5
3,454
Off Market
31 Mayflower Drive, Wilton, CT 06897
0.23
$1,233,500
5
3.5
3,133
Off Market
22 Mayflower Drive, Wilton, CT 06897
0.29
$1,810,000
5
4
4,217
Off Market
216 Silver Spring Road, Wilton, CT 06897
0.28
$1,100,000
4
2.5
2,863
Recently Sold
96 Silver Spring Road, Wilton, CT 06897
0.29
$1,600,000
4
2.5
3,335
Recently Sold
67 Scarlet Oak Drive, Wilton, CT 06897
0.34
$1,023,600
4
2.5
2,240
Off Market
18 Sugarbush Court, Wilton, CT 06897
0.37
$999,900
3
3
2,190
Off Market
79 Scarlet Oak Drive, Wilton, CT 06897
0.42
$1,635,000
4
3.5
3,562
Off Market
24 Blueberry Hill Place, Wilton, CT 06897
0.42
$1,015,500
3
3
2,340
Off Market

Local Information

  • Map ViewExplore the area around 153 Silver Spring Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1928
Lot Size
11 acres
Living Area
4,406 sqft
Price/Sqft
$494
Parking
Garage

About this House

Located on scenic Silver Spring Road, a tastefully expanded & renovated residence & 4 stall barn create a wonderful compound on 11 acres. The home features wide-board floors, excellent storage, exposed beams, custom built-ins & a wonderful flow for entertaining. The living room has a wood-burning fireplace & wall-to-wall shelving. The on trend kitchen incl professional SS appliances from Thermador, Dacor & Miele, as well a sparkling quartz center island. The family room is warm & cozy w/wood burning stove that can heat most of the home, while French doors open to the fieldstone side terrace. There is also a spacious, covered rear deck. A main floor guest suite, large mudroom & office complete the level. The master wing incl a bedroom, private balcony, full bath, huge dressing area/closet & sitting area. 4 Spacious 4BR's share 2 bathrooms. The professionally designed gardens create a truly beautiful setting for the home. The horse facility encompasses a 4-stall barn w/tack room & full loft, with two turnout areas & large pasture w/professionally leveled & prepared area for outdoor riding ring. Adjacent to the barn is a large bonus room currently used as fitness and games room, previously used as a squash practice court. Wooded trails & paths lead to a ridge with a gorgeous view of the entire property & an outdoor hot tub provides yet another place to relax after a long day. With room for a pool, tennis or organic farm, this idyllic estate can be a horse-lovers paradise.
153 Silver Spring Rd, Wilton, CT 06897 is a 6 bedroom, 5 bathroom, 4,406 sqft single-family home built in 1928. It last sold for $1,232,500 on May 23, 2018. It is currently off market. The Trulia Estimate is $2,176,800, with a rent estimate of $7,736/month.

Home Details for 153 Silver Spring Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 11.00 acres

Price and Tax history

DateEventPrice
May 23, 2018
Source: Smart MLS #170047272
Sold
$1,232,500
Mar 16, 2018
Source: Agent Provided
Pending
$1,325,000
Mar 2, 2018
Source: Agent Provided
PendingToActive
$1,325,000
Feb 28, 2018
Source: Agent Provided
Pending
$1,325,000
Feb 8, 2018
Source: Agent Provided
Listed For Sale
$1,325,000

Market trends in Wilton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
105.8%
Price per sq ft
$424
Available listings
64
2MoM

Around this home

What Locals Say about Wilton

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 153 Silver Spring Rd

  • What is 153 Silver Spring Rd estimated to be worth?
    Trulia's estimated value for 153 Silver Spring Rd in Wilton, CT is $2,176,800.
  • What is the price history for 153 Silver Spring Rd?
    153 Silver Spring Rd in Wilton, CT last sold for $1,232,500 in May 2018.
  • 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 $1.42M.
  • How big is the lot at 153 Silver Spring Rd?
    The lot at 153 Silver Spring Rd in Wilton, CT is about 11 acres.
  • Does 153 Silver Spring Rd have a garage?
    Yes, 153 Silver Spring Rd in Wilton, CT has a garage.

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