105 Ladder Hill Road North

Closed 9/17/25
Closed 9/17/25
Gallery Image 1
Sold
Last Sold Price
$670,000
3 beds1,603 sqft
105 Ladder Hill Rd N, Weston, CT 06883
Single FamilyProperty Type
0.73 acresLot Size
1947Year Built
$418/sq ftPrice per sq ft
2 carsParking Spaces

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...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.

Listing Agent

  1. William J. Gill

    William J. Gill

    Listing Agent

    Compass Connecticut, LLC

    P: (203) 520-0699

    M: (203) 520-0699

    CallText
Listing closed: 09/17/2025 12:00 AM • Source: SMARTMLS, MLS#: 24111820

Recent comparable sales

Median sold price

$700,000

Avg days on market

45

Sale-to-list ratio

103.4%

Weston, CT

9 comparable properties found

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1

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3
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Square Feet
2.29
Acres

12 Upper Parish Drive, Weston, CT 06883

$700,000 | 42 Cannondale Road, Weston, CT 06883
2

$700,000

Sold 07/01/26

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Square Feet
0.5
Acres

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3

$440,000

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1.5
Bathrooms
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Square Feet
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494 Newtown Turnpike, Weston, CT 06883

$903,000 | 29 Old Farm Road, Weston, CT 06883
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135 Georgetown Road, Weston, CT 06883

$585,000 | 290 Newtown Turnpike, Weston, CT 06883
6

$585,000

Sold 03/20/26

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Square Feet
1.2
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290 Newtown Turnpike, Weston, CT 06883

$750,000 | 4 Colony Road, Weston, CT 06883
7

$750,000

Sold 03/24/26

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Acres

4 Colony Road, Weston, CT 06883

$780,000 | 7 Hill Crest Lane, Weston, CT 06883
8

$780,000

Sold 10/24/25

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Acres

7 Hill Crest Lane, Weston, CT 06883

$803,500 | 54 Blueberry Hill Road, Weston, CT 06883
9

$803,500

Sold 04/14/25

3
Bedrooms
1,644
Square Feet
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Acres

54 Blueberry Hill Road, Weston, CT 06883

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Location

Sold By Real Broker CT, LLC, Raymond Belanger

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$4,279 per month

30 year fixed, 6.71% Interest

Principal and Interest

$3,462

Property Taxes

$817

HOA Dues

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Property Information for 105 Ladder Hill Road North

Property Details
  • Taxes: $9,807 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Unfinished, Heated, Walk-out, Concrete Floor
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: Lower Weston
  • Style: Cape Cod
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1947
  • Lot Size: 0.73 AC / 31,798 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Newtown Turnpike to Ladder Hill North - *Near Singing Oaks Lane*
  • Elementary School: Hurlbutt
  • Flood Zone: No
  • High School: Weston
  • Latitude: 41.250496
  • Longitude: -73.3771
  • Neighborhood Amenities: Golf Course, Health Club, Medical Facilities, Playground/Tot Lot, Public Pool, Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,807
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Access Via Hatch
  • Cooling System: Ductless
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Info: Main Level
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Features: Book Shelves,Built-Ins,Fireplace,French Doors,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 20.0
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 10.0
Room 3
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 10.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 8.0
Room 5
  • Listing Key: 39F8C47B0F251CAAE0631A01100AB6CF
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 8.0
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 9.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 9.0
Room 8
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Full Bath
Room 9
  • Listing Key: 39F8C47B0F251CAAE0631A01100AB6CF
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: Natural Stain
  • Construction Description: Frame, Stone, Concrete
  • Exterior Siding: Shingle, Stone, Wood
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1947
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1603
Lot Information
  • Lot Description: Treed, Level Lot, Sloping Lot
  • Parcel Number: 407336
  • Sq Ft Est Heated Above Grade: 1603.0
  • Sq Ft Total: 1603.0
  • Zoning: R
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 30 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 105 Ladder Hill Road North

DateEvent & SourcePriceAppreciation
Sep 16, 2025

Closed (Public Record)

Public Record #1914234022

$675,000

+4.2% / yr

Mar 31, 2023

Closed (Public Record)

Public Record #1508697283

$610,000

+13.7% / yr

Oct 14, 2022

Closed (Public Record)

Public Record #1499806778

$575,000

+4.7% / yr

DateEvent & SourcePrice
09/16/2025

Closed (Public Record)

Public Record #1914234022

$675,000

+4.2% / yr

03/31/2023

Closed (Public Record)

Public Record #1508697283

$610,000

+13.7% / yr

10/14/2022

Closed (Public Record)

Public Record #1499806778

$575,000

+4.7% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 105 Ladder Hill Road North

Taxable ValueLand$166,320Additions$244,020Total$410,340
Tax Record2025$9,807 ($817 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,603 SqFtAbove Grade Finished SqFt1,603 SqFtUnfinished Basement SqFt1,152 SqFtStories2Lot Size31,799 SqFtStyleSingle Family ResidenceYear Built1947Year Renovated1983ZoningRCountyWESTERN CONNECTICUTAPNWSTN M:5 B:3 L:2

Schools near 105 Ladder Hill Road North

This home is within Weston School District.
Rating
School
Type
Grades
Distance
Hurlbutt Elementary School
Public - PK to 2
Weston Intermediate School
Public - 3 to 5
Weston Middle School
Public - 6 to 8
Weston High School
Public - 9 to 12
Rating
School
Distance
Hurlbutt Elementary School
PublicPK to 2

Weston Intermediate School
Public3 to 5

Weston Middle School
Public6 to 8

Weston High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Weston
Weston
An inviting and peaceful town with lots of natural beauty. Home to just over 10,000 people, beautiful Weston delivers a bucolic atmosphere crisscrossed by woods, streams and rivers. Founded in 1787 as an agricultural community, a lack of railroad access buffered further commercial development....
Weston Guide

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 105 Ladder Hill Road North, Weston, CT 06883
$670,000
3
1,603
31,798
17 Singing Oaks Drive, Weston, CT 06883
$1,195,000
5
5,574
97,574
102 Ladder Hill Road North, Weston, CT 06883
$1,225,000
–
–
–
184,694
109 Ladder Hill Road North, Weston, CT 06883
$599,000
5
3,120
47,480
Lot 18 Singing Oaks Drive, Weston, CT 06883
$425,000
–
–
–
88,426
96 Ladder Hill Road North, Weston, CT 06883
$630,000
6
3,387
217,800

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.