139 Steephill Road, Weston, CT 06883
OFF MARKET

$2,353,800

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 4,500 sqft (on 2.63 acres)

139 Steephill Road, Weston, CT 06883

Est. Refi. Payment $15,994/mo*
Refinance Your Home
Currently Off Market - Sold Aug 23, 1999 for $1,052,500

Home Value

Trulia Estimate
$2.35M
Since last month
Decreased$46K (-1.9%)
Since last year
Increased$123K (+5.6%)
Since last sale
Increased$1M (+122.4%)
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 +25% in the last 10 years
MonthEstimated value
2026
September 2026$2.34M
August 2026$2.35M
July 2026$2.39M
June 2026$2.26M
May 2026$2.24M
April 2026$2.13M
March 2026$2.26M
February 2026$2.2M
January 2026$2.09M
2025

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
39 Tannery Lane South, Weston, CT
0.37
Single-Family Home
$1,280,000
05/29/26
4
4
3,786
27 Hackberry Hill Road, Weston, CT
0.34
Single-Family Home
$1,250,000
06/18/26
4
3.5
2,520
5 Walker Lane, Weston, CT
0.55
Single-Family Home
$1,150,000
12/08/25
4
3.5
4,792
195 Steep Hill Road, Weston, CT
0.59
Single-Family Home
$1,170,000
08/15/26
5
4
4,344
17 Walker Lane, Weston, CT
0.43
Single-Family Home
$1,100,000
09/26/25
3
2.5
3,456
198 Steep Hill Road, Weston, CT
0.58
Single-Family Home
$960,000
06/12/26
5
4
3,581
260 Lyons Plain Road, Weston, CT
0.39
Single-Family Home
$1,200,000
12/05/25
3
3.5
2,668
9 Patchen Ln, Weston, CT
0.70
Single-Family Home
$1,565,000
05/19/26
4
4.5
4,076
290 Lyons Plain Road, Weston, CT
0.31
Single-Family Home
$3,335,000
07/20/26
5
4.5
6,456

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
15 Skylark Lane, Weston, CT 06883
0.07
$1,338,000
5
2.5
2,936
Off Market
9 Tannery Lane North, Weston, CT 06883
0.14
$1,503,900
4
2.5
3,308
Off Market
149 Steephill Road, Weston, CT 06883
0.15
$895,600
4
2
1,636
Off Market
9 Banks Drive, Weston, CT 06883
0.17
$3,233,700
6
7.5
9,597
Off Market
6 Tannery Lane North, Weston, CT 06883
0.20
$1,260,200
3
2.5
2,681
Off Market
11 Tannery Lane South, Weston, CT 06883
0.19
$1,980,300
5
5.5
5,391
Off Market
17 Tannery Lane North, Weston, CT 06883
0.22
$2,097,100
5
4.5
5,685
Off Market
115 Steep Hill Road, Weston, CT 06883
0.23
$1,386,500
4
3.5
4,184
Off Market
7 Dogwood Lane, Weston, CT 06883
0.22
$888,800
2
2
1,192
Off Market
38 Fern Valley Road, Weston, CT 06883
0.21
$1,308,500
4
3.5
3,084
Off Market
158 Steep Hill Road, Weston, CT 06883
0.26
$1,795,000
5
4
4,577
For Sale

Local Information

  • Map ViewExplore the area around 139 Steephill Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1935
2.63 acre lot
4,500 sqft
$523/sqft
Garage

About this House

Stunning European Stucco & Stone Country Home.Totally Renov 4 Bed Each/Own Bath & Sun Balconies, Brilliant 3Rd Flr Mediarm.Beautiful Land/Charming Out Bldg As Poss Pool Hse.Room Fopool & Tc.3 Car Gr,Grav Cir Drv.Delightful Charm & Character
139 Steephill Road, Weston, CT 06883 is a 4 bedroom, 5 bathroom, 4,500 sqft single-family home built in 1935. It last sold for $1,052,500 on Aug 23, 1999 (2% below the $1,075,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,353,800, with a rent estimate of $7,361/month.
Last check for updates: about 4 hours ago
Listed by Lynda Fisher, (203) 984-1018
Halstead Real Estate, (203) 221-0666
Bought with: Judy James, (203) 451-0146, William Raveis Real Estate, (203) 227-4343
Source: Smart MLS, MLS#98046571

Home Details for 139 Steephill Road

Interior Features

Interior Details
Basement: Crawl Space,Full,Hatchway Access,Interior Entry,Partial,Storage Space,Sump Pump,Unfinished,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Kitchen, Living Room, Media Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4500 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Ice Maker, Oven/Range, RefrigeratorDishwasherRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: Partial, Stone, WoodExterior: BalconyFoundation: StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4500 Square Feet

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Farm House,Mediterranean
Building
Construction Materials: Stone, StuccoIncludes Home Warranty
Property Information
Condition: Completed/Never OccupiedParcel Number: 405077

Price & Status

Price
List Price: $1,075,000
Status Change & Dates
Off Market Date: Tue Jul 27 1999Possession Timing: Imm

Active Status

MLS Status: Closed

Location

Direction & Address
City: Weston
School Information
Elementary School: WESTONJr High / Middle School: WESTONHigh School: WESTON

Building

Building Area
Building Area: 4500 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2.63 Acres

Miscellaneous

BasementMls Number: 98046571Attic: NoneAbove Grade Unfinished Area: 4500

Price and Tax history

DateEventPrice
Aug 23, 1999
Source: Smart MLS #98046571
Sold
$1,052,500
Aug 21, 1998
Source: Smart MLS #98017275
Sold
$419,000

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

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 139 Steephill Road

  • What is 139 Steephill Road estimated to be worth?
    Trulia's estimated value for 139 Steephill Road in Weston, CT is $2,353,800.
  • What is the price history for 139 Steephill Road?
    139 Steephill Road in Weston, CT last sold for $1,052,500 in August 1999.
  • 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 139 Steephill Road have air conditioning?
    Yes, 139 Steephill Road in Weston, CT has air conditioning.
  • How big is the lot at 139 Steephill Road?
    The lot at 139 Steephill Road in Weston, CT is about 2.6 acres.

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