65 Cavalry Rd, Weston, CT 06883
OFF MARKET

$1,806,800

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 3,965 sqft (on 2 acres)

65 Cavalry Rd, Weston, CT 06883

Est. Refi. Payment $11,928/mo*
Refinance Your Home
Currently Off Market - Sold Dec 23, 2019 for $820,000

Home Value

Trulia Estimate
$1.81M
Since last month
Increased$15K (+0.8%)
Since last year
Increased$163K (+9.8%)
Since last sale
Increased$1M (+123.3%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.83M
July 2026$1.82M
June 2026$1.87M
May 2026$1.78M
April 2026$1.73M
March 2026$1.73M
February 2026$1.62M
January 2026$1.63M
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
141 Cavalry Road, Wilton, CT
0.21
Single-Family Home
$1,200,000
06/22/26
4
3.5
2,840
73 Cavalry Rd, Weston, CT
0.04
Single-Family Home
$2,450,000
05/21/26
5
6.5
5,556
18 Briar Oak Drive, Weston, CT
0.51
Single-Family Home
$1,105,000
08/27/26
5
4
2,444
211 Newtown Turnpike, Wilton, CT
0.39
Single-Family Home
$1,112,000
08/24/26
4
3
3,024
2 & 4 Old Weston Old Weston Road, Weston, CT
0.43
Single-Family Home
$800,000
06/10/26
5
4
1,223
22 Huckleberry Lane, Weston, CT
0.58
Single-Family Home
$1,650,000
11/07/25
5
4.5
3,766
15 Rivergate Dr, Wilton, CT
0.71
Single-Family Home
$1,026,000
07/09/26
4
3
3,134
21 Timber Mill Lane, Weston, CT
0.72
Single-Family Home
$1,715,000
06/23/26
4
3.5
4,496
49 Mollbrook Drive, Wilton, CT
0.76
Single-Family Home
$1,650,000
07/22/26
4
2.5
3,892
5 Newtown Turnpike, Wilton, CT
0.83
Single-Family Home
$1,150,000
08/13/26
4
3
4,206

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
79 Cavalry Road, Weston, CT 06883
0.07
$2,199,000
5
7.5
8,392
For Sale
8 Highwood Lane, Westport, CT 06880
0.16
$1,303,100
4
3
3,814
Off Market
87 Cavalry Road, Weston, CT 06883
0.16
$1,141,000
4
2.5
2,229
Off Market
6 Highwood Lane, Westport, CT 06880
0.21
$1,489,500
3
2.5
2,240
Off Market
141 Cavalry Road, Wilton, CT 06897
0.22
$1,200,000
4
3.5
2,840
Recently Sold
9 Highwood Ln, Wilton, CT 06897
0.26
$2,009,300
6
7
8,451
Off Market
11 Highwood Lane, Wilton, CT 06880
0.26
$938,300
3
2
1,866
Off Market
3 Highwood Lane, Wilton, CT 06897
0.27
$279,000
-
-
-
For Sale
238 Newtown Turnpike, Wilton, CT 06897
0.35
$1,694,400
4
4
4,874
Off Market
3 Viking Green, Westport, CT 06880
0.38
$1,408,400
4
3.5
2,658
Off Market
211 Newtown Turnpike, Wilton, CT 06897
0.39
$1,112,000
4
3
3,024
Recently Sold
12 Graylock Road, Weston, CT 06883
0.39
$1,683,500
4
3.5
4,376
Off Market

Local Information

  • Map ViewExplore the area around 65 Cavalry 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
1929
Lot Size
2 acres
Living Area
3,965 sqft
Price/Sqft
$456
Parking
Garage

About this House

Re-Freshed, Re-Staged & Re-Priced! Come discover High Rock. Be the King & Queen of your own castle. This enchanting 4 BR, 4/1 BA home is perfectly perched atop 2 splendid acres seamlessly mixing hints of the home's past w/modern day comforts and a floor plan that allows for easy entertaining. Architectural details abound including numerous built-ins/nooks/crannies to explore. An abundance of windows and doors create sunny rooms that are flooded w/natural light all day long. The eat-in-kitchen has a cozy vibe w/its brick fireplace, wood beams and window seat. Practice your culinary skills while family and friends gather around the island. The family room w/full bath is a flex space that offers the possibility for an in-law suite or 1st floor master. The 2nd floor master suite w/spacious sitting area and closets galore will be your respite from a long day. Enjoy relaxing or dining al fresco on the stone terrace...the lovely gardens w/fish pond create a sense of peace and quiet w/ample level yard for fun and games. Need an art studio, home office, man-cave, she shed or teen hangout? The separate "cottage" w/electricity, water & hvac ducts has a greenhouse, extra garage bay & finished area that will suit your needs. This delightful stone manor is a private sanctuary tucked away with proximity to Weston's top-notch schools & Town Center. Easy access to the Merritt, downtown Westport, Compo Beach, YMCA and train. Let this very special home be your best decision ever!
65 Cavalry Rd, Weston, CT 06883 is a 4 bedroom, 5 bathroom, 3,965 sqft single-family home built in 1929. It last sold for $820,000 on Dec 23, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,806,800, with a rent estimate of $7,968/month.

Home Details for 65 Cavalry Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Asphalt, SlateDeckExterior: Shingle, Stone, WoodPatioPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1929Year Updated: 1929
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price and Tax history

DateEventPrice
Dec 23, 2019
Source: Smart MLS #170231352
Sold
$820,000
Dec 21, 2019
Source: Agent Provided
PendingToActive
$789,000
Nov 1, 2019
Source: Agent Provided
Pending
$789,000
Sep 6, 2019
Source: Agent Provided
PriceChange
$789,000
Price decreased by 2%
May 11, 2019
Source: Agent Provided
PriceChange
$809,000
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

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 65 Cavalry Rd

  • What is 65 Cavalry Rd estimated to be worth?
    Trulia's estimated value for 65 Cavalry Rd in Weston, CT is $1,806,800.
  • What is the price history for 65 Cavalry Rd?
    65 Cavalry Rd in Weston, CT last sold for $820,000 in December 2019.
  • 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 65 Cavalry Rd have air conditioning?
    Yes, 65 Cavalry Rd in Weston, CT has air conditioning.
  • Does 65 Cavalry Rd have laundry facilities?
    Yes, 65 Cavalry Rd in Weston, CT has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Washer/dryer

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Off Market Homes Near 65 Cavalry Rd

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