79 & 81 Ladder Hill Rd N, Weston, CT 06883

Off Market Jun 2018 for $600K

$1,103,058

Est. refi paymentEst. refi $3,701/mo

•

2,615

sq ft

79 & 81 Ladder Hill Rd N, Weston, CT 06883

About this home

2-For-1 Sweetheart Deal! 2 Cozy Country Homes With Many Updates! This is one of the rare Town-approved 2-home properties in Weston. The current owner has lived here full time and loved the property back to its charming country beauty. Two legal residences afford you financial benefits and endless options: (1) Cut expenses, generate income: •Live in one home, rent the other. Or rent both. Try AirBnB! And renting is LEGAL, so you can rent without concern. •Split ownership with a friend/relative. Each gets their own house so you are close, yet with just enough separation to enjoy each other :) (2) OR just enjoy the FLEXIBILITY. •The 2nd house can be your office, art studio, in-law house, guest house, man-cave /she-cave, overflow guests, caretaker, bounce-back kids. Just enough distance to make the most of being together. •The 3-acre compound has a barn -- so you can explore an upgrade to a garage if so desired!

Room measurements are estimated, using a combination of public data and field measurements, but must be vailidated by buyer. Town has said that barn can be converted to garage, but this should still be confirmed by buyer. The MLS data format does not allow for accurate description of the 2 separate homes for sale on the property. They are both free-standing structures with separate mechanicals and structural design. Go to Virtual Tour for floor plans of the 2 homes.

Single-familyProperty Type

1928Year Built

3.05 acresLot Size

$422Est. Price/Sq.Ft.

Listed by Martha Eidman • Coldwell Banker Realty

Bought with Ted Bohnen • Higgins Group Bedford Square

Source:Smart MLS #170063102

Redfin Estimate

$1,103,058

$503K since sold in June 2018$98K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.7% lower than the average sale price ($1.29M) of 6 comparable homes.

SOLD FEB 9, 2026
$1,200,000
A
4 beds3.5 baths2,910 sq ft
27 Rogues Rdg, Weston, CT 06883
SOLD JUN 18, 2026
$1,250,000
B
4 beds3.5 baths2,520 sq ft
27 Hackberry Hill Rd, Weston, CT 06883
SOLD APR 7, 2026
$1,050,000
C
4 beds3 baths2,554 sq ft
12 Godfrey Rd W, Weston, CT 06883
SOLD DEC 9, 2025
$1,426,000
D
4 beds2.5 baths2,732 sq ft
30 Black Alder Ln, Wilton, CT 06897
SOLD MAY 29, 2026
$1,620,000
E
4 beds3.5 baths3,310 sq ft
10 Hyde Ridge Rd, Weston, CT 06883
SOLD JUN 23, 2026
$1,210,300
F
5 beds3.5 baths2,881 sq ft
180 Davis Hill Rd, Weston, CT 06883

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Earn from this home

Sell

$639,658

Est. take-home

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Est. cash available

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Market trends in 06883, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.4%

0.2% MoM

Median sale price

$1.5M

$55K MoM

Avg. days on market

29d

8 days MoM

Recently sold homes

7 MoM

New listings for sale

COMING SOON
$2,000,000
5 beds6.5 baths7,261 sq ft
30 Soundview Farm Rd, Weston, CT 06883
COMING SOON
$1,100,000
3 beds2 baths1,778 sq ft
24 Good Hill Rd, Weston, CT 06883
$739,000
4 beds3.5 baths3,312 sq ft
274 Lyons Plain Rd, Weston, CT 06883
$1,249,000
5 beds3 baths4,336 sq ft
21 Deepwood Rd, Weston, CT 06883
$2,750,000
5 beds6.5 baths6,920 sq ft
27 Walnut Ln, Weston, CT 06883
$1,299,000
4 beds3.5 baths2,958 sq ft
181 Georgetown Rd, Weston, CT 06883
$2,250,000
4 beds5.5 baths5,605 sq ft
6 Old Orchard Dr, Weston, CT 06883
COMING SOON
$1,880,000
5 beds3 baths3,965 sq ft
62 Wells Hill Rd, Weston, CT 06883
See all

Provided by Redfin

Sale history for 79 & 81 Ladder Hill Rd N

Date

Event

Price

Smart MLS #170001813

Jun 6, 2018

Sold

$600,000

$229/sq ft

May 31, 2018

Listing Removed

—

May 9, 2018

Pending

—

Apr 20, 2018

Contingent

—

Apr 15, 2018

Listed

$600,000

$229/sq ft

RARE 2-For-1 Sweetheart Deal! 2 Cozy Country Homes With Many Updates! This is one of the rare Town-approved 2-home properties in Weston. The current owner has lived here full time and loved the property back to its charming country beauty. Here you enjoy benefits of not 1 but 2 country-style, updated cottages-in-the-woods. Two legal residences afford you financial benefits and endless options: (1) Cut expenses, generate income: •Live in one home, rent the other. Or rent both. Try AirBnB! And renting is LEGAL, so you can rent without concern. •Split ownership with a friend/relative. Each gets their own house so you are close, yet with just enough separation to enjoy each other :) (2) OR just enjoy the FLEXIBILITY. •The 2nd house can be your office, art studio, in-law house, guest house, man-cave /she-cave, overflow guests, caretaker, bounce-back kids. •The 3-acre compound has a barn -- so you can explore an upgrade to a garage if so desired!

Smart MLS #170063102

Jun 6, 2018

Sold

$600,000

$229/sq ft

May 31, 2018

Listing Removed

—

May 9, 2018

Pending

—

Apr 20, 2018

Contingent

—

Apr 15, 2018

Listed

$600,000

$229/sq ft

Public Records

May 11, 2000

Sold

$480,000

$184/sq ft

Smart MLS #98062077

Jan 17, 2000

Listed

$495,000

$189/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$13,292 (+0.3%)

$249,890 + $152,180

$402,070

2022

$13,256 (+0.2%)

$249,890 + $152,180

$402,070

2021

$13,236 (+1.7%)

$249,890 + $152,180

$402,070

2020

$13,015

$249,890 + $152,180

$402,070

2019

$13,015 (+6.1%)

$249,890 + $152,180

$402,070

2018

$12,267

$287,500 + $129,900

$417,400

2017

$12,255 (+1.2%)

$294,000 + $129,900

$423,900

2016

$12,107 (+14.3%)

$294,000 + $129,900

$423,900

2013

$10,588

$310,200 + $133,000

$443,200

Tax history for 79 & 81 Ladder Hill Rd N

Year

Property tax

Land + Additions

Assessment*

2023

$13,292 (+0.3%)

$249,890 + $152,180

$402,070

2022

$13,256 (+0.2%)

$249,890 + $152,180

$402,070

2021

$13,236 (+1.7%)

$249,890 + $152,180

$402,070

2020

$13,015

$249,890 + $152,180

$402,070

2019

$13,015 (+6.1%)

$249,890 + $152,180

$402,070

2018

$12,267

$287,500 + $129,900

$417,400

2017

$12,255 (+1.2%)

$294,000 + $129,900

$423,900

2016

$12,107 (+14.3%)

$294,000 + $129,900

$423,900

2013

$10,588

$310,200 + $133,000

$443,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.5 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

407340

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Feb 1, 2024.

Property details

Parking

Garage Information
Garage & Parking: Paved, Off Street Parking

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Location: Main House only next to kitchen
Laundry Room Info: Lower Level
In-Law Apartment: Yes
In-Law Access: Detached
Fireplaces Total: 2
Cooling System: Window Unit
Appliances Included: Electric Cooktop, Cook Top, Gas Range, Oven/Range, Microwave, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 4

Room Information
Room Count: 11
Basement Description: Crawl Space, Fully Finished, Unfinished, Interior Access, None
Has Attic
Attic Description: Pull-Down Stairs, Access Via Hatch, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Stone, Wood
Exterior Features: Barn, Deck, French Doors, Guest House, Gutters, Lighting, Porch, Stone Wall

Lot Information
Lot Description: On Cul-De-Sac, Historic District, Dry, Lightly Wooded, Treed, Fence - Stone

Building Information
Foundation Type: Stone, Wood
Construction Description: Frame, Stone
Color: white

Property Information
Property Type: Single Family For Sale
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $423,900

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 100 Gallon Tank, Electric, Oil, Propane
Heat Type: Hot Water, Radiator
Heat Fuel Type: Electric, Oil, Propane
Fuel Tank Location: Above Ground
Energy Features: Storm Doors, Storm Windows

Location

School Information
Middle Jr High School: Weston
High School: Weston
Elementary School: Hurlbutt

Location Information
Subdivision: Den Historic District
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Park, Private Rec Facilities, Public Rec Facilities, Public Transportation, Tennis Courts
Directions: Take 53 North, past Weston Racquet Club. Turn left on Grindstone Hill and take next left onto Ladder Hill North. 79-81 is on left side of road.
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 3.5 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 407340

Home facts updated by county records on Feb 1, 2024

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

Weston Intermediate School

Public 3-5 • Assigned • 2.8mi

10/10

Weston Middle School

Public 6-8 • Assigned • 2.4mi

9/10

Weston High School

Public 9-12 • Assigned • 2.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Weston, CT • 06883

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.05M – $1.27M

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Nearby similar homes

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32 Silver Ridge Cmn, Weston, CT 06883

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274 Lyons Plain Rd, Weston, CT 06883

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6 Old Orchard Dr, Weston, CT 06883

New listings for sale in 06883

COMING SOON

$2,000,000

5 beds6.5 baths7,261 sq ft

30 Soundview Farm Rd, Weston, CT 06883

COMING SOON

$1,100,000

3 beds2 baths1,778 sq ft

24 Good Hill Rd, Weston, CT 06883

$739,000

4 beds3.5 baths3,312 sq ft

274 Lyons Plain Rd, Weston, CT 06883

$1,249,000

5 beds3 baths4,336 sq ft

21 Deepwood Rd, Weston, CT 06883

$2,750,000

5 beds6.5 baths6,920 sq ft

27 Walnut Ln, Weston, CT 06883

$1,299,000

4 beds3.5 baths2,958 sq ft

181 Georgetown Rd, Weston, CT 06883

$2,250,000

4 beds5.5 baths5,605 sq ft

6 Old Orchard Dr, Weston, CT 06883

COMING SOON

$1,880,000

5 beds3 baths3,965 sq ft

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Home values near 79 & 81 Ladder Hill Rd N

Data from public records.

Address	Redfin Estimate
82 Ladder Hill Road North, Weston, CT 5 Beds \| 3.5 Baths \| 3956 Sq. Ft.	$1,598,418
88 Ladder Hill Road North, Weston, CT 3 Beds \| 2 Baths \| 2126 Sq. Ft.	$775,102

Address	Redfin Estimate
76 Ladder Hill Road North, Weston, CT 4 Beds \| 2.5 Baths \| 2751 Sq. Ft.	$1,009,911
86 Ladder Hill Road North, Weston, CT 4 Beds \| 2.5 Baths \| 2725 Sq. Ft.	$1,214,703

Address	Redfin Estimate
96 Ladder Hill Road North, Weston, CT 6 Beds \| 4 Baths \| 3387 Sq. Ft.	$1,543,899
105 Ladder Hill Road North, Weston, CT 3 Beds \| 2 Baths \| 1603 Sq. Ft.	$777,691

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06883, CT

Sale history for 79 & 81 Ladder Hill Rd N

Tax history for 79 & 81 Ladder Hill Rd N

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06883

Home values near 79 & 81 Ladder Hill Rd N

More real estate resources