Off Market Feb 2020 for $565K

$1,081,479

Est. refi paymentEst. refi $3,597/mo

•

2,050

sq ft

5 Ladder Hl S, Weston, CT 06883

About this home

Rare Opportunity To Have Two Cottages On ONE Property! POTENTIAL Income, (Main Home $4200. + $2000.Studio!) OR Amazing studio/guest or work from home! Cedar Shingled Colonial Cape With Adjacent Separate 3 Room Cottage -Shingled & Stone-BOTH Newly Re-constructed in 2014,15,16 with amazing upgrades, Traditional -Ext. Transitional Modern Interiors with Zen appeal thru-out! Main Home-Bamboo flooring,ALL NEW kitchen-Great-room expansive granite-counters with seating, modern SS/hood a new appliances-. Dinning area,main floor media.Upper level comprised of 3 bedrooms, all nicely outfitted, New baths fashioned with glass accents,stone washed pebbles,limestone and glazed tile-classic and large modern subway motif-vanities, all new-stylish & contemporary! Adjacent 1-bedroom/1.5 bath Cottage (aprox.1500sq.ft.) with vintage beams with slate/SS Appls', full kit, master suite with huge deck+ barn door leads to heated studio or gar. that you actually occupy as private space!-Both homes are situated on 1 pretty acre with a play-yard & blue-stone terrace. Located directly across from LaChat Farm upper field entrance nearby Devil's Den & Weston Field Club-at the end of the cul-de-sac,all moments from school,town,commute!

Single-familyProperty Type

2014Year Built

1.2 acresLot Size

$528Est. Price/Sq.Ft.

1 car garageParking

Listed by Vickie Kelley • Camelot Real Estate

Bought with Vickie Kelley • Camelot Real Estate

Source:Smart MLS #170246306

Redfin Estimate

$1,081,479

$516K since sold in February 2020$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.5% lower than the average sale price ($1.16M) of 6 comparable homes.

SOLD AUG 27, 2026
$903,000
A
3 beds2 baths1,646 sq ft
29 Old Farm Rd, Weston, CT 06883
SOLD SEP 3, 2026
$2,400,000
B
2 beds3 baths2,254 sq ft
52 Valley Forge Rd, Weston, CT 06883
SOLD JUL 15, 2026
$742,000
C
4 beds1.5 baths2,610 sq ft
4 Scatacook Trl, Weston, CT 06883
SOLD AUG 7, 2026
$640,000
D
1 bed2.5 baths2,728 sq ft
11 Tubbs Spring Dr, Weston, CT 06883
SOLD SEP 3, 2026
$1,715,000
E
3 beds4 baths3,822 sq ft
30 Catbrier Rd, Weston, CT 06883
SOLD SEP 2, 2026
$543,000
F
3 beds1.5 baths2,184 sq ft
25 Lords Hwy E, Weston, CT 06883

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Earn from this home

Sell

$625,317

Est. take-home

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Refinance

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

106.1%

+0.2% MoM

Median sale price

$1.5M

$43K MoM

Avg. days on market

29d

0 days MoM

Recently sold homes

4 MoM

New listings for sale

OPEN SAT, 10AM TO 12PM
$1,595,000
4 beds3.5 baths4,883 sq ft
227 Newtown Tpke, Weston, CT 06883
OPEN SAT, 12PM TO 3PM
$2,000,000
3 beds3 baths3,039 sq ft
46 Valley Forge Rd, Weston, CT 06883
COMING SOON
$1,850,000
6 beds4.5 baths6,852 sq ft
24 Langner Ln, Weston, CT 06883
NEW 30 HRS AGO
$1,299,900
5 beds3 baths3,437 sq ft
1 Greenlea Ln, Weston, CT 06883
$2,449,000
5 beds6 baths6,073 sq ft
5 Aspetuck Gln, Weston, CT 06883
OPEN SAT, 1AM TO 3PM
$3,200,000
4 beds5 baths6,198 sq ft
32 Bernhard Dr, Weston, CT 06883
$2,189,000
5 beds4.5 baths5,912 sq ft
36 Old Orchard Dr, Weston, CT 06883
OPEN SAT, 11AM TO 1PM
$1,795,000
5 beds4 baths4,577 sq ft
158 Steep Hill Rd, Weston, CT 06883
OPEN SAT, 12PM TO 2PM
$1,795,000
6 beds4 baths4,900 sq ft
143 Old Hyde Rd, Weston, CT 06883
OPEN SAT, 1PM TO 3PM
$2,000,000
5 beds6.5 baths7,261 sq ft
30 Soundview Farm Rd, Weston, CT 06883
See all

Provided by Redfin

Sale history for 5 Ladder Hl S

Date

Event

Price

Public Records

Feb 7, 2020

Sold

$565,000

$276/sq ft

Smart MLS #170246306

Feb 10, 2020

Pending

—

Feb 7, 2020

Sold

$565,000

$276/sq ft

Jan 10, 2020

Contingent

—

Jan 4, 2020

Price Changed

$575,000

$280/sq ft

Nov 29, 2019

Price Changed

$598,900

$292/sq ft

Oct 21, 2019

Listed

$609,900

$298/sq ft

Smart MLS #99023043

May 10, 2013

Sold

$275,000

$134/sq ft

Apr 8, 2013

Listed

$269,900

$132/sq ft

Charming historic property minutes to Weston field country club. Hardwood floors though, 2 fireplaces, bi-Level master bedroom & detached guest house with 1 bedroom, living room, kitchen and a full bathroom. This House was owned by theatrical producer & actress Haila Stoddard. Sold "As-Is Where -Is".

This property is subject to First look program. First Look is typically the first 15 days a property is listed on www.HomePath.com. Fannie Mae's innovative First Look marketing period was created to promote homeownership and contribute to neighborhood stabilization allowing homebuyers to bid and purchase foreclosed properties before they are made available to investors.

Smart MLS #98515006

Mar 19, 2012

Listing Removed

—

Sep 19, 2011

Listed

$329,000

$160/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,865 (+0.3%)

$197,500 + $191,630

$389,130

2022

$12,830 (+0.2%)

$197,500 + $191,630

$389,130

2021

$12,810 (+1.7%)

$197,500 + $191,630

$389,130

2020

$12,596

$197,500 + $191,630

$389,130

2019

$12,596 (+2.2%)

$197,500 + $191,630

$389,130

2018

$12,329 (+1.7%)

$187,600 + $231,900

$419,500

2017

$12,128 (+1.2%)

$187,600 + $231,900

$419,500

2016

$11,981 (+44.0%)

$187,600 + $231,900

$419,500

2013

$8,321

$249,800 + $98,500

$348,300

Tax history for 5 Ladder Hl S

Year

Property tax

Land + Additions

Assessment*

2023

$12,865 (+0.3%)

$197,500 + $191,630

$389,130

2022

$12,830 (+0.2%)

$197,500 + $191,630

$389,130

2021

$12,810 (+1.7%)

$197,500 + $191,630

$389,130

2020

$12,596

$197,500 + $191,630

$389,130

2019

$12,596 (+2.2%)

$197,500 + $191,630

$389,130

2018

$12,329 (+1.7%)

$187,600 + $231,900

$419,500

2017

$12,128 (+1.2%)

$187,600 + $231,900

$419,500

2016

$11,981 (+44.0%)

$187,600 + $231,900

$419,500

2013

$8,321

$249,800 + $98,500

$348,300

*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

1.2 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

403947

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Off Street Parking
Garages Number: 1

Interior

Interior Information
Total Rooms: 7
Laundry Room Location: Main Level For Main Home
Laundry Room Info: Main Level
Interior Features: Cable - Available
In-Law Apartment: Yes
In-Law Access: Detached
Cooling System: Ceiling Fans, Central Air, Zoned
Appliances Included: Cook Top, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Bonus Room, Breezeway, Foyer, Laundry Room, Mud Room, Workshop
Room Count: 11
Basement Description: Partial, Unfinished, Hatchway Access, Storage
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Cedar
Exterior Features: Deck, Guest House, Lighting, Patio, Porch, Terrace

Lot Information
Lot Description: Some Wetlands, Level Lot, Sloping Lot

Building Information
New Construction Type: Completed/Never Occupied
Foundation Type: Masonry
Construction Description: Frame
Color: Gray / Yellow

Property Information
Waterfront Description: Pond, Beach Rights, View, Walk to Water
Property Type: Single Family For Sale

Financial

Assessments Information
Assessed Value: $389,130

Utilities

Utility Information
Water Source: Private Water System
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air, Zoned
Heat Fuel Type: Natural Gas, Propane
Energy Features: Energy Star Rated, Extra Insulation, Thermopane Windows

Location

HOA Information
Association Amenities: Tennis Courts

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

Location Information
State: Connecticut
Nearby Amenities: Library, Paddle Tennis, Park, Playground/Tot Lot, Shopping/Mall, Tennis Courts
Directions: Weston Rd, to Newtown-to Ladder Hill South on right.
Direct Waterfront
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 1.2 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 403947

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Weston Intermediate School

Public 3-5 • Assigned • 2.1mi

10/10

Weston Middle School

Public 6-8 • Assigned • 1.7mi

9/10

Weston High School

Public 9-12 • Assigned • 1.8mi

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

5/10 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

$1.03M – $1.25M

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New listings for sale in 06883

OPEN SAT, 10AM TO 12PM

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NEW 30 HRS AGO

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Home values near 5 Ladder Hl S

Data from public records.

Address	Redfin Estimate
30 Ladder Hill Road South, Weston, CT 5 Beds \| 3 Baths \| 2258 Sq. Ft.	$1,079,109
26 Ladder Hill Road South, Weston, CT 3 Beds \| 2 Baths \| 2200 Sq. Ft.	$871,582

Address	Redfin Estimate
18 Ladder Hill Road South, Weston, CT 3 Beds \| 2.5 Baths \| 2569 Sq. Ft.	$976,799
21 Ladder Hill Road South, Weston, CT 3 Beds \| 2 Baths \| 1688 Sq. Ft.	$691,967

Address	Redfin Estimate
25 Ladder Hill Road South, Weston, CT 1 Beds \| 1 Baths \| 1348 Sq. Ft.	$725,701
136 Godfrey Road East, Weston, CT 3 Beds \| 4 Baths \| 2989 Sq. Ft.	$1,175,996

Property information provided by Smart MLS when last listed in 2019. 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 5 Ladder Hl S

Tax history for 5 Ladder Hl S

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 5 Ladder Hl S

More real estate resources