105 Ladder Hill Road North, Weston, CT 06883 - Photo 1

1/1

$670,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
1,603 Sq. Ft.
2 Car Garage

1/1

Property Description

Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this beautifully maintained 3-bedroom, 2-bath home offers stunning sunsets, serene pond views, and timeless character. Ideally located in Lower Weston, just minutes from the Westport train station, I-95, and the Merritt Parkway, the home provides a peaceful setting with easy commuting access. Step inside to find gleaming hardwood floors, a sunken living room with a dramatic stone fireplace, and a dining room wrapped in glass, creating a bright, seamless connection to the outdoors. French doors open to a lovely flagstone patio, perfect for entertaining, while the heated 4-season sunroom offers year-round comfort and versatility. Additional features include original stone walls, a spacious detached garage, a charming potting shed, and room for expansion. The home is now fully empty and ready for move in, freshly cleaned, landscaped, and power-washed-ready for immediate move-in! Take advantage of the recent price reduction and the opportunity to settle in before the school year begins in award-winning Weston schools. This is a rare chance to own a one-of-a-kind home with warmth, character, and convenience.

Full Property Details

Full Property Details for 105 Ladder Hill Rd N

General

Sold For: $670,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24111820
Added to Site: 220 day(s) ago

Interior

Number of Rooms: 6
Fireplace: Yes
Number of Fireplaces: 2
Appliances: Electric Cooktop, Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Full Bath: Main

Bedrooms

Total Bedrooms: 3
Primary Bedroom: Primary Bedroom - Hardwood Floor, 20 x 8, Upper
Bedroom 1: Bedroom - Hardwood Floor, 11 x 9, Main
Bedroom 2: Bedroom - Hardwood Floor, 13 x 9, Main

Other Rooms

Living Room: Living Room - Book Shelves, Built-Ins, Fireplace, French Doors, Hardwood Floor, 17 x 20, Main
Kitchen: Kitchen - Hardwood Floor, 10 x 11, Main
Dining Room: Dining Room - Hardwood Floor, 16 x 10, Main
Office: Office - Wall/Wall Carpet, 20 x 8, Upper
Laundry: Main Level

Exterior

Color: Natural Stain

Parking

Garage: Yes
Garage Spaces: 2
Parking: Detached Garage

Location

County: Fairfield
Neighborhood: Lower Weston
Driving Directions: Newtown Turnpike to Ladder Hill North - *Near Singing Oaks Lane*

School Information

Elementary School: Hurlbutt
High School: Weston

Community

Community Name: Lower Weston

Heating & Cooling

Cooling Type: Ductless
Heating Type: Hot Water, Oil
Heating Fuel: Oil
Water Heater: Oil, 30 Gallon Tank

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Cape Cod
Construction Status: No/Resale
Exterior Const.: Shingle, Stone, Wood
Basement Desc.: Full, Unfinished, Heated, Walk-out, Concrete Floor
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 1,603
Above Ground: 1,603 Sq. Ft.
Year Built: 1947

Lot Features

Lot Size (Acres): 0.73
Zoning: R
Lot Description: Treed, Level Lot, Sloping Lot

Financial Considerations

Assessment Amount: $410,340
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 407336

Listed by Compass Connecticut, LLC, William J Gill
Sold by Real Broker CT, LLC, Raymond Belanger

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Listing agent

— 105 Ladder Hill Rd N —

William J Gill

Compass Connecticut, LLC

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Schools

Schools serving 105 Ladder Hill Rd N

School District:Weston School District

Name	Grades	Distance
Weston Intermediate School 95 School Road, Weston, CT 06883	3-5	2.9 mi
Hurlbutt Elementary School 9 School Road, Weston, CT 06883	PK-2	3.2 mi
Weston Middle School 135 School Road, Weston, CT 06883	6-8	2.5 mi
Weston High School 115 School Road, Weston, CT 06883	9-12	2.7 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 105 Ladder Hill Rd N

Date

Details

Price

Change

Source

9/17/2025

Sold

$670,000

-0.74%

MLS

7/15/2025

Listed

$675,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Updated 5 days ago

3
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3
Total Baths
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Updated 23 hours ago

4
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3
Total Baths
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Updated 5 days ago

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Just Listed

$1,679,000

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Active
Updated 23 hours ago

3
Beds
3
Total Baths
2,835
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Price Reduced

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Single Family
Active
Updated 5 days ago

7
Beds
8
Total Baths
9,335
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Single Family
Active
Updated 1 day ago

7
Beds
8
Total Baths
6,679
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Listed by Bross Chingas Bross Team at Coldwell Banker Realty (203) 454-8000

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Price Reduced

-$100,000 (-2.22%)

$4,400,000

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Single Family
Active
Updated 3 days ago

5
Beds
8
Total Baths
9,819
Sq. Ft.

86 Maple Ave S, Westport, CT 06880 - Photo 1

Price Reduced

-$105,000 (-4.29%)

$2,345,000

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Single Family
Active
Updated 1 day ago

4
Beds
4
Total Baths
3,218
Sq. Ft.

Listed by Higgins Group Bedford Square

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Sold

$725,000

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Single Family
Closed

4
Beds
3
Total Baths
1,678
Sq. Ft.

Listed by Compass Connecticut, LLC
Sold by William Pitt Sotheby's Int'l

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Sold

$700,000

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Single Family
Closed

3
Beds
2
Total Baths
1,840
Sq. Ft.

Listed and Sold by Brittany Strouse

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Sold

$630,000

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Single Family
Closed

5
Beds
3
Total Baths
1,508
Sq. Ft.

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Sold by The Bridge Realty Inc.

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Sold

$718,617

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Single Family
Closed
Updated 2 days ago

5
Beds
3
Total Baths
2,458
Sq. Ft.

Listed by Marie Borner
Sold by Keller Williams Prestige Prop.

105 Ladder Hill Road North, Weston, CT 06883 (MLS# 24111820) is a Single Family property that was sold at $670,000 on September 17, 2025. Want to learn more about 105 Ladder Hill Road North? Do you have questions about finding other Single Family real estate for sale in Weston? You can browse all Weston real estate or contact a Coldwell Banker agent to request more information.

105 Ladder Hill Rd N Weston, CT 06883

Full Property Details for 105 Ladder Hill Rd N

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Exterior

Parking

Location

School Information

Community

Heating & Cooling

Utilities

Structural Information

Lot Features

Financial Considerations

Disclosures and Reports

Listing agent

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

Schools serving 105 Ladder Hill Rd N

Price & Sales History for 105 Ladder Hill Rd N

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