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

Off market jun 2018 for $600K

$1,102,999

Est. refi paymentEst. refi $3,815/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

$1,102,999

$503K since sold in June 2018$26K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.6% lower than the average sale price ($1.13M) of 6 comparable homes.

SOLD OCT 15, 2026
$770,000
A
4 beds3.5 baths3,297 sq ft
49 Blue Spruce Cir, Weston, CT 06883
SOLD FEB 9, 2026
$1,200,000
B
4 beds3.5 baths2,910 sq ft
27 Rogues Rdg, Weston, CT 06883
SOLD SEP 18, 2026
$1,100,000
C
4 beds3.5 baths2,954 sq ft
44 Redding Rd, Easton, CT 06612
SOLD JUN 18, 2026
$1,250,000
D
4 beds3.5 baths2,520 sq ft
27 Hackberry Hill Rd, Weston, CT 06883
SOLD APR 7, 2026
$1,050,000
E
4 beds3 baths2,554 sq ft
12 Godfrey Rd W, Weston, CT 06883
SOLD DEC 9, 2025
$1,426,000
F
4 beds2.5 baths2,732 sq ft
30 Black Alder Ln, Wilton, CT 06897

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$640,602

Est. take-home

List your home with Redfin and save $11,030

Refinance

Est. cash available

Get cash now or lower your monthly rate

Market trends in 06883, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

103.6%

2.4% MoM

Median sale price

$1.6M

$82K MoM

Avg. days on market

34d

5 days MoM

Recently sold homes

5 MoM

New listings for sale

COMING SOON
$1,495,000
5 beds3.5 baths4,728 sq ft
50 Catbrier Rd, Weston, CT 06883
OPEN SAT, 1PM TO 3PM
$684,000
3 beds1.5 baths1,518 sq ft
494 Newtown Tpke, Weston, CT 06883
OPEN SAT, 11AM TO 1PM
$795,000
5 beds3 baths2,934 sq ft
6 Mountain View Dr, Weston, CT 06883
$700,000
4 beds3.5 baths3,312 sq ft
274 Lyons Plain 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

10/10

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

Reach more buyers when you sell with Redfin. Save up to $11,030 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

OPEN SUN, 1PM TO 3PM

$1,890,000

5 beds5.5 baths5,005 sq ft

161 Hurlbutt St, Wilton, CT 06897

Center hall colonial • Three fireplaces • Eat-in kitchen

$2,095,000

5 beds4.5 baths5,912 sq ft

36 Old Orchard Dr, Weston, CT 06883

2 acre lot • 4 garage spots • Pool

$1,449,900

6 beds5 baths4,348 sq ft

81 Trails End Rd, Weston, CT 06883

Private roof deck • Massive backyard • Picturesque pond

VIDEO TOUR

$2,695,000

4 beds6 baths7,298 sq ft

443 Brambley Hedge Cir, Fairfield, CT 06824

Gated community • Private terraces • Mirror walled gym

OPEN SUN, 1PM TO 3PM

$945,000

4 beds3 baths3,300 sq ft

311 Mountain Rd, Wilton, CT 06897

Corner lot • Updated kitchen • Walk-in closet

$2,195,000

5 beds5 baths7,843 sq ft

14 Powder Horn Hill Rd, Wilton, CT 06897

Stunning front porch • Grand entry foyer • Large center island

New listings for sale in 06883

COMING SOON

$1,495,000

5 beds3.5 baths4,728 sq ft

50 Catbrier Rd, Weston, CT 06883

Renovated kitchen • Four season sunroom • Expansive deck

OPEN SAT, 1PM TO 3PM

$684,000

3 beds1.5 baths1,518 sq ft

494 Newtown Tpke, Weston, CT 06883

New kitchen • Custom cabinetry • Brick fireplace

OPEN SAT, 11AM TO 1PM

$795,000

5 beds3 baths2,934 sq ft

6 Mountain View Dr, Weston, CT 06883

Cul-de-sac • Landscaped acres • Wooded acres

$700,000

4 beds3.5 baths3,312 sq ft

274 Lyons Plain Rd, Weston, CT 06883

Wraparound decks • Serene river views • Updated bathrooms

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.	$1,606,441
88 Ladder Hill Road North, Weston, CT 3 Beds \| 2 Baths \| 2126 Sq. Ft.	$798,960

Address	Redfin Estimate
76 Ladder Hill Road North, Weston, CT 4 Beds \| 2.5 Baths \| 2751 Sq. Ft.	$1,043,304
86 Ladder Hill Road North, Weston, CT 4 Beds \| 2.5 Baths \| 2725 Sq. Ft.	$1,236,350

Address	Redfin Estimate
96 Ladder Hill Road North, Weston, CT 6 Beds \| 4 Baths \| 3387 Sq. Ft.	$1,469,152
105 Ladder Hill Road North, Weston, CT 3 Beds \| 2 Baths \| 1603 Sq. Ft.	$768,371

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

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Fairfield County	Agents near me	Westport, CT homes for sale	Fairfield County Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Fairfield County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Greenwich homes for sale
Stamford homes for sale
Norwalk homes for sale

Westchester County homes for sale
Bergen County homes for sale
Nassau County homes for sale

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