149 Apple Ln, Roxbury, CT 06783
OFF MARKET

$3,392,600

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,698 sqft (on 9.06 acres)

149 Apple Ln, Roxbury, CT 06783

Est. Refi. Payment $23,255/mo*
Refinance Your Home
Currently Off Market - Sold Apr 15, 2024 for $3,250,000

Home Value

Trulia Estimate
$3.39M
Since last month
Increased$57K (+1.7%)
Since last year
Decreased$83K (-2.4%)
Since last sale
Increased$165K (+5.1%)
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 +115% in the last 10 years
MonthEstimated value
2026
September 2026$3.42M
August 2026$3.36M
July 2026$3.3M
June 2026$3.27M
May 2026$3.26M
April 2026$3.23M
March 2026$3.27M
February 2026$3.16M
January 2026$3.2M
2025
2024
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
176 Apple Lane, Roxbury, CT
0.27
Single-Family Home
$1,764,000
07/20/26
4
4.5
3,566
34 Bacon Road, Roxbury, CT
1.26
Single-Family Home
$959,000
03/30/26
4
4
3,686
32 Grassy Hill Road, Roxbury, CT
1.54
Single-Family Home
$1,966,500
12/22/25
4
4
4,728
31 Hickory Lane, Roxbury, CT
1.47
Single-Family Home
$1,600,000
07/20/26
4
4
6,169
286 South Street, Roxbury, CT
1.59
Single-Family Home
$995,000
09/11/26
5
4
2,804
22 East Woods Road, Roxbury, CT
1.63
Single-Family Home
$610,000
04/17/26
4
2.5
3,476
30 Hickory Lane, Roxbury, CT
1.52
Single-Family Home
$1,400,000
11/06/25
4
5.5
4,721
45 Chalybes Road, Roxbury, CT
1.61
Single-Family Home
$850,000
08/05/26
3
3.5
2,725
78 Garnet Road, Roxbury, CT
2.07
Single-Family Home
$1,650,000
10/23/25
3
3.5
3,302

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
176 Apple Lane, Roxbury, CT 06783
0.27
$1,764,000
4
4.5
3,566
Recently Sold
17 Crofut Lane, Roxbury, CT 06783
0.24
$757,700
3
2.5
1,700
Off Market
5 Carriage Lane, Roxbury, CT 06783
0.43
$573,800
3
2
1,592
Off Market
21 Carriage Lane, Roxbury, CT 06783
0.50
$585,000
3
3
1,248
For Sale
112 Southbury Road, Roxbury, CT 06783
0.55
$819,800
3
2
2,249
Off Market
82 Squire Road, Roxbury, CT 06783
0.62
$1,136,200
3
2.5
1,522
Off Market
101 South Street, Roxbury, CT 06783
0.60
$1,663,600
6
5
5,439
Off Market
47 Squire Road, Roxbury, CT 06783
0.69
$3,995,000
5
5.5
7,121
For Sale
68 Carriage Lane, Roxbury, CT 06783
0.70
$1,008,600
5
4.5
4,102
Off Market
Lower County Road, Roxbury, CT 06783
0.69
-
-
-
-
Off Market
Southbury Road, Roxbury, CT 06783
0.74
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 149 Apple Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1792
9.06 acre lot
3,698 sqft
$917/sqft
Garage

About this House

A Cherished Secret for 39+ Years, The Country Retreat of Legendary Broadway icon Stephen Sondheim is Now Available for Those Who Appreciate the Magic of Theater and the Allure of Country Living. Nestled on over 9 acres Along a Serene Country Road, this Lovingly Restored c1792 Home Offers a Timeless Blend of History, Elegance, and Modern Comfort. 3 Bedrooms, 3.5 Baths in Main House + Separate Pool & 1-Bedroom Pool House. Dramatic Living Room with Cathedral Ceiling & Stone Fireplace. Separate Dining Room with Fireplace. Main Level Primary Suite with Large Full Bath. 2 Ensuite Bedrooms Upstairs Each with Sitting Rooms. Wonderful Paneled Library. Separate 2-Car Detached Garage. Magical & Special!
149 Apple Ln, Roxbury, CT 06783 is a 3 bedroom, 4 bathroom, 3,698 sqft single-family home built in 1792. It last sold for the $3,250,000 asking price on Apr 15, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,392,600.
Last check for updates: about 6 hours ago
Listed by Graham Klemm, (860) 488-6635
Klemm Real Estate Inc, (860) 868-7313
Carolyn Klemm, (860) 488-6721
Klemm Real Estate Inc, (860) 868-7313
Bought with: Stephen Pener, (203) 470-0393, William Pitt Sotheby's Int'l, (860) 927-1141
Source: Smart MLS, MLS#170609549

Home Details for 149 Apple Ln

Interior Features

Interior Details
Basement: Full,Interior EntryNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Kitchen, Library, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3698 Square Feet
Appliances & Utilities
Appliances: Gas Range, Freezer, Dishwasher, Washer, Dryer, Electric Water HeaterDishwasherDryerLaundry: Main Level,Mud RoomWasher
Heating & Cooling
Heating: Forced Air,Zoned,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: PatioFencing: StoneOther Structures: Guest House, Pool HouseFoundation: Concrete Perimeter, StoneHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Detached,Circular Driveway,Gravel
Pool
Pool: In Ground, Pool/Spa ComboPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3698 Square Feet

Property Information

Year Built
Year Built: 1792
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 867227

Price & Status

Price
List Price: $3,250,000
Status Change & Dates
Off Market Date: Tue Dec 19 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Roxbury
School Information
Elementary School: Booth FreeHigh School: Per Board of Ed

Building

Building Area
Building Area: 3698 Square Feet

Community

Community Features: Library, Park, Private School(s), Pool, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 9.06 Acres

Miscellaneous

BasementMls Number: 170609549Attic: Walk-upAbove Grade Unfinished Area: 3698

Additional Information

LibraryParkPrivate School(s)PoolTennis Court(s)

Price and Tax history

DateEventPrice
Apr 15, 2024
Source: Smart MLS #170609549
Sold
$3,250,000
Dec 19, 2023
Source: Smart MLS #170609549
Pending
$3,250,000
Nov 21, 2023
Source: Smart MLS #170609549
Contingent
$3,250,000
Nov 9, 2023
Source: Smart MLS #170609549
Listed For Sale
$3,250,000

Market trends in Roxbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
1MoM

Around this home

What Locals Say about Roxbury

At least 2 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
    2
    Flag
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
    Flag
  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "
    0
    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 149 Apple Ln

  • What is 149 Apple Ln estimated to be worth?
    Trulia's estimated value for 149 Apple Ln in Roxbury, CT is $3,392,600.
  • What is the price history for 149 Apple Ln?
    149 Apple Ln in Roxbury, CT last sold for $3,250,000 in April 2024.
  • Is Roxbury a buyer's or seller's market?
    Roxbury is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 149 Apple Ln?
    The closest schools to 149 Apple Ln in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).
  • Does 149 Apple Ln have air conditioning?
    Yes, 149 Apple Ln in Roxbury, CT has air conditioning.
  • Does 149 Apple Ln have a pool?
    Yes, 149 Apple Ln in Roxbury, CT has a pool.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 149 Apple Ln

Skip to last item
Skip to first item

Homes for sale near 149 Apple Ln

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item