99 Lyons Plain Rd, Weston, CT 06883
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Property image
OFF MARKET

99 Lyons Plain Rd
Weston, CT 06883

  • 5 Beds
  • 4.5 Baths
  • 4,441 sqft (on 1.46 acres)

$1,625,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $8,317/mo*
Refinance Your Home

$1,625,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $8,317/mo*
Refinance Your Home
5 Beds
4.5 Baths
4,441 sqft
(on 1.46 acres)

Home Value

Trulia Estimate
$1.63M
Since last month
Decreased$57K (-3.4%)
Since last year
Increased$28K (+1.8%)
Since last sale
Increased$528K (+48%)
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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$1.63M
July 2026$1.64M
June 2026$1.69M
May 2026$1.64M
April 2026$1.61M
March 2026$1.66M
February 2026$1.56M
January 2026$1.55M
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
31 White Birch Road, Weston, CT
0.18
Single-Family Home
$1,405,000
01/02/26
4
2.5
3,894
7 Homeward Lane, Weston, CT
0.24
Single-Family Home
$2,303,000
07/01/26
5
5.5
5,534
19 Buttonball Ln, Weston, CT
0.47
Single-Family Home
$1,025,000
06/26/26
4
3
3,152
69 Lyons Plain Road, Weston, CT
0.34
Single-Family Home
$1,780,000
06/08/26
5
3.5
3,648
32 Buttonball Lane, Weston, CT
0.36
Single-Family Home
$1,848,000
07/02/26
4
3.5
5,525
13 Bittersweet Rd, Weston, CT
0.57
Single-Family Home
$1,395,000
02/12/26
4
3.5
4,626
37 Cedar Hills, Weston, CT
0.35
Single-Family Home
$2,950,000
10/27/25
4
4
4,347
10 Cedar Lane, Weston, CT
0.50
Single-Family Home
$2,361,000
06/29/26
5
3.5
3,807
17 Grays Farm Road, Weston, CT
0.52
Single-Family Home
$1,400,000
11/10/25
4
3.5
3,166
1 Greenlea Lane, Weston, CT
0.45
Single-Family Home
$750,000
03/11/26
5
3
2,788

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
104 Lyons Plain Road, Weston, CT 06883
0.06
$2,160,700
4
3.5
2,953
Off Market
85 Lyons Plain Road, Weston, CT 06883
0.10
$1,798,500
4
2.5
2,952
Off Market
37 Slumber Corners, Weston, CT 06883
0.16
$1,446,300
3
2
2,634
Off Market
31 White Birch Road, Weston, CT 06883
0.18
$1,405,000
4
2.5
3,894
Recently Sold
4 Bittersweet Lane, Weston, CT 06883
0.25
$1,356,100
3
3
2,800
Off Market
103 Good Hill Road, Weston, CT 06883
0.24
$3,383,800
5
6
7,682
Off Market
15 Hickory Lane, Weston, CT 06883
0.24
$2,219,000
4
3.5
5,221
Off Market
7 Homeward Lane, Weston, CT 06883
0.24
$2,303,000
5
5.5
5,534
Recently Sold
27 Slumber Corners, Weston, CT 06883
0.28
$1,314,500
4
2
2,262
Off Market
7 Tall Pines, Weston, CT 06883
0.26
$2,243,000
4
5
4,300
Off Market
107 Goodhill Road, Weston, CT 06883
0.29
$3,623,100
6
7
7,500
Off Market
5 Tall Pines Drive, Weston, CT 06883
0.29
$1,180,100
3
2.5
3,776
Off Market

Local Information

  • Map ViewExplore the area around 99 Lyons Plain Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1755
Lot Size
1.46 acres
Living Area
4,441 sqft
Price/Sqft
$366
Parking
Garage

About this House

This is NOT your mothers antique! This move in ready home has an open layout that is flexible enough to accommodate the ever-changing needs of todays households. A welcoming front porch sets the tone for this uniquely warm and livable farmhouse. Enjoy family meals in the large up-to-date Kitchen. Get cozy for movie night in the sectional sized Family room that opens to the kitchen and features French doors to the patio. Did I say FLEXIBLE? The oversized dining room would certainly accommodate any celebration, but if a great place for the kiddos to play is what you really need right now, this fabulous space could easily be re-purpose as a Playroomthere are even French doors that open to the fenced side yardsoccer anyone? Best of all, you wont have to give up hosting Thanksgiving, since there is an ideal spot for your dining room table in living room warmed by an antique hearth and vaulted ceiling. Do you also need an office? The Library is the answer! Check out the floor plans to see how this could work.
The Master suite will be your private refuge with comfortable sitting and dress spaces and a bath complete with a vintage tub and a tile shower. 4 more bedrooms/3 baths complete the upstairs.
Ideally located for easy access to Westport and Weston Center and top-rated Weston Schools, Saugatuck Station. Privately set on 1.46 acres offering plenty of space to play and relaxor maybe plant a that veggie garden youve been dreaming of. Move in Ready--here are the latest updates:
 Custom Privacy fence was installed
 New gutters on porch and drainage system
CT Basement systems installed insulation between sill and foundation, new basement door and dehumidifier
Generator updated
 Electrical upgraded
 Added a heating/ac zone (now 4 zones)
 New air handler installed
 Landscaping/trees updates
 New wallpaper in Living Room and Powder Room
 New marble floor in powder room
 Replaced doors on the laundry closet
 Updated tile backsplash in bar area
 New Dining room chandelier and sconces
 Freshly painted 1st floor
 Renovated front entry/closet, added crown mounding in entry and family room
 Installed recessed lighting in the dressing area of master
 Replaced exterior doors in front and family room
 New Front walkway
Rear entry replaced with bluestone steps
 Updated the water system with a new well pump and a water pump in the house
 Restored antique outdoor lamp
99 Lyons Plain Rd, Weston, CT 06883 is a 5 bedroom, 5 bathroom, 4,441 sqft single-family home built in 1755. It last sold for $1,100,000 on Apr 30, 2021. It is currently off market. The Trulia Estimate is $1,625,900, with a rent estimate of $7,562/month.

Home Details for 99 Lyons Plain Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1755Year Updated: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.46 acres

Price and Tax history

DateEventPrice
Apr 30, 2021
Source: Smart MLS #170369143
Sold
$1,100,000
Feb 4, 2021
Source: Agent Provided
Listed For Sale
$1,100,000
Aug 2, 2018
Source: Smart MLS #170081532
Sold
$881,000
May 11, 2018
Source: Agent Provided
PriceChange
$899,900
Price decreased by 5%
Mar 29, 2018
Source: Agent Provided
PriceChange
$949,900
Price decreased by 1%

Market trends in Weston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
6MoM
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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

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Weston, CT

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Homes for sale near 99 Lyons Plain Rd

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Off Market Homes Near 99 Lyons Plain Rd

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Frequently asked questions about 99 Lyons Plain Rd

  • What is 99 Lyons Plain Rd estimated to be worth?
    Trulia's estimated value for 99 Lyons Plain Rd in Weston, CT is $1,625,900.
  • What is the price history for 99 Lyons Plain Rd?
    99 Lyons Plain Rd in Weston, CT last sold for $1,100,000 in April 2021.
  • 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 99 Lyons Plain Rd have air conditioning?
    Yes, 99 Lyons Plain Rd in Weston, CT has air conditioning.
  • Does 99 Lyons Plain Rd have laundry facilities?
    Yes, 99 Lyons Plain Rd in Weston, CT has in-unit laundry.