75 Steep Hill Rd, Weston, CT 06883
Property image
Property image
OFF MARKET

$2,694,400

Trulia Estimate
  • 6 Beds
  • 4.5 Baths
  • 3,977 sqft (on 7.50 acres)

75 Steep Hill Rd, Weston, CT 06883

Est. Refi. Payment $18,327/mo*
Refinance Your Home
Currently Off Market - Sold Apr 17, 2014 for $1,750,000

Home Value

Trulia Estimate
$2.69M
Since last month
Decreased$65K (-2.4%)
Since last year
Decreased$60K (-2.2%)
Since last sale
Increased$944K (+54%)
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 +57% in the last 10 years
MonthEstimated value
2026
September 2026$2.69M
August 2026$2.74M
July 2026$2.76M
June 2026$2.79M
May 2026$2.74M
April 2026$2.77M
March 2026$2.78M
February 2026$2.71M
January 2026$2.65M
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
229 Good Hill Road, Weston, CT
0.09
Single-Family Home
$2,900,000
10/21/25
5
4.5
4,962
225 Good Hill Road, Weston, CT
0.10
Single-Family Home
$1,750,000
12/19/25
5
4.5
5,645
25 Sunset Drive, Weston, CT
0.17
Single-Family Home
$1,300,000
08/07/26
4
4
3,838
39 Tannery Lane South, Weston, CT
0.30
Single-Family Home
$1,280,000
05/29/26
4
4
3,786
21 Laurel Lake East, Weston, CT
0.71
Single-Family Home
$1,895,000
06/01/26
5
4
4,370
27 Hackberry Hill Road, Weston, CT
0.56
Single-Family Home
$1,250,000
06/18/26
4
3.5
2,520
29 Salem Road, Westport, CT
0.47
Single-Family Home
$1,450,000
01/13/26
4
3
2,602
9 Banks Drive, Weston, CT
0.62
Single-Family Home
$3,350,000
10/28/25
6
7.5
9,597
29 Salem Rd, Weston, CT
0.47
Single-Family Home
$1,450,000
01/14/26
4
3
2,420
121 Steep Hill Rd, Weston, CT
0.49
Single-Family Home
$1,115,000
05/07/26
4
3
2,623

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
229 Good Hill Road, Weston, CT 06883
0.09
$3,112,100
5
4.5
4,962
Off Market
10 Sunset Drive, Weston, CT 06883
0.13
$1,154,400
4
3
2,720
Off Market
225 Good Hill Road, Weston, CT 06883
0.10
$1,750,000
5
4.5
5,645
Recently Sold
307 Good Hill Road Extension, Weston, CT 06883
0.16
$961,000
2
3
1,880
Off Market
25 Sunset Drive, Weston, CT 06883
0.17
$1,300,000
4
4
3,838
Recently Sold
1 Katydid Lane, Weston, CT 06883
0.24
$1,759,300
4
4.5
4,866
Off Market
27 Forest Road, Weston, CT 06883
0.26
$1,860,100
4
3.5
3,772
Off Market
4 Farrell Road, Weston, CT 06883
0.25
$3,685,400
6
7.5
9,057
Off Market
338 Good Hill Road, Weston, CT 06883
0.29
$900,000
-
-
-
For Sale
39 Tannery Lane South, Weston, CT 06883
0.30
$1,280,000
4
4
3,786
Recently Sold
Steep Hill Road, Weston, CT 06883
0.27
-
-
-
-
Off Market
103 Steep Hill Road, Weston, CT 06883
0.32
$1,000,000
4
3
3,532
For Sale

Local Information

  • Map ViewExplore the area around 75 Steep Hill Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1929
7.5 acre lot
3,977 sqft
$677/sqft
Garage

About this House

Effortlessly chic and unique, fully renovated Farmhouse nestled on 7.5 beautifully landscaped acres in lower Weston, provides the perfect balance of traditional charm & sophisticated modern living. The house sits high on a hill with over sized windows to capture the sun all day. Living room with original antique wood floors & fireplace leads to sun drenched custom chef's kitchen with breakfast area to open to the family room with French doors to the terrace overlooking perennial gardens & a heated pool. Gorgeous 1st flr MBR suite w/serene spa-like bath, 3 add'l spacious sunny bedrooms on the main floor. Upstairs there is an expansive 2nd family room w/cathedral ceilings leading to 2 other bedrooms. The property features 2 organic gardens with fields of vegetables and a green house, reap the benefits of the serene setting with indoor and outdoor entertaining. Potential for two additional lots. Blue Ribbon schools, a rare gem in lower Weston just 60 miles from NYC!! Close to both Weston and Westport town, beaches, trains and more!!! Vivian Simons of Chestnut farm manages the greenhouse and veg garden if you don't have a green thumb!
75 Steep Hill Rd, Weston, CT 06883 is a 6 bedroom, 4 bathroom, 3,977 sqft single-family home built in 1929. It last sold for $1,750,000 on Apr 17, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,694,400, with a rent estimate of $7,150/month.

Home Details for 75 Steep Hill Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, Oil, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle, Stone, WoodPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1929Year Updated: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 7.50 acres

Building

Community rooms
Fitness Center
Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
May 14, 2020
Source: Agent Provided
ListingRemoved
$1,490,000
Feb 25, 2020
Source: Agent Provided
Listed For Sale
$1,490,000
May 2, 2019
Source: Agent Provided
ListingRemoved
$1,490,000
Nov 7, 2018
Source: Agent Provided
PriceChange
$1,490,000
Price decreased by 4%
Sep 5, 2018
Source: Agent Provided
Listed For Sale
$1,550,000

Market trends in Weston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
46
1MoM

Around this home

What Locals Say about Weston

At least 40 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 96 % Say yards are well-kept

  • 95 % Say parking is easy

  • 95 % Say it's quiet

  • 85 % Say there's wildlife

  • 80 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 62 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 52 % Say they plan to stay for at least 5 years

  • 47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nikkivines
    "it's gorgeous and rural. it's that perfect combination of large its and a really tight knit community."
    3
    Flag
  • Unspecified
    "I work from home, so commuting isn’t an issue for me. We do have several restaurants, pharmacies and grocery stores within 5-10 minutes. "
    4
    Flag
  • Romulo V.
    "Each house has lots of outdoor space (2-acre law) which is perfect for dogs. There’re dog parks near the area which is great for dog interaction. "
    2
    Flag
  • Lisa_singer
    "Great school system, supportive, welcoming community. Nature Preserve, Historic Society, Pond, cute town center"
    1
    Flag
  • mhcampbell73
    "The town is gear toward families with children as opposed to couples with grown children or retirees. The schools and activities for kids are top notch. However, the cost of living is very high due to the property taxes assessed to support the school system. There is no industry and only a small business base to defray taxes in this primarily bedroom community."
    0
    Flag
  • mhcampbell73
    "With two acre zoning, houses are spaced apart which is why walkability is low. But shopping and restaurants abound in neighboring towns with good access. The school system would rival many private schools. Lots of trees and wildlife. It's just plain beautiful."
    0
    Flag
  • ronfin
    "School are superb, train to Grand Central is 20 minutes away, (1h train ride), safe and child friendly. 15-25 minutes from great restaurants in Westport, Norwalk and Wilton"
    0
    Flag
  • Lindsayjillmarcus
    "I moved to Weston for the town's amazing school system. The Weston community is top notch and the people are friendly. I chose Weston over Westport as this town has so much charm."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 75 Steep Hill Rd

  • What is 75 Steep Hill Rd estimated to be worth?
    Trulia's estimated value for 75 Steep Hill Rd in Weston, CT is $2,694,400.
  • What is the price history for 75 Steep Hill Rd?
    75 Steep Hill Rd in Weston, CT last sold for $1,750,000 in April 2014.
  • Is Weston a buyer's or seller's market?
    Weston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Weston?
    Residents describe Weston, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Weston, CT.
  • Does 75 Steep Hill Rd have air conditioning?
    Yes, 75 Steep Hill Rd in Weston, CT has air conditioning.
  • Does 75 Steep Hill Rd have a pool?
    Yes, 75 Steep Hill Rd in Weston, CT has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 75 Steep Hill Rd

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