Welcome Home to this welcoming split-level property where privacy, comfort and everyday charm come together in a setting that instantly feels like 'home'. Tucked at the end of a private paved driveway and surrounded by mature trees and thoughtful plantings, this pride-of-ownership residence offers a peaceful retreat with a warm, welcoming layout designed for relaxed living. Sunlight pours through a large picture window, illuminating hardwood floors throughout the main and upper levels and enhancing the seamless flow between the living, dining, and kitchen spaces. The open concept design creates an easy gathering space, while the spacious kitchen with breakfast bar seating on two sides invites connection. Well-proportioned bedrooms provide restful retreats and are complemented by a beautifully updated full bathroom. The lower level adds versatility with a cozy family room with fireplace, powder room with laundry, and a den ideal for a home office, exercise room or playroom. Outdoors, a generous Trex deck overlooks the level, usable yard framed by stone outcroppings and mature trees--perfect for enjoying every season. Additional features include central air conditioning, a generator for peace of mind during pesky weather happenings, a shared private water system monitored by Aquarion, and a detached two-car garage with ample storage space. Close to Lake Pierrepont, preserves, commuting routes and less than 10 minutes to the town village. Welcome Home!
Est. $3,241 per month, based on comparable rentals
Sale and tax history for 153 Bob Hill Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24155696
Jun 26, 2026
Sold
$850,000
$395/sq ft
Mar 31, 2026
Pending
—
Mar 18, 2026
Contingent
—
Mar 13, 2026
Listed
$775,000
$360/sq ft
Mar 9, 2026
Coming Soon
$775,000
$360/sq ft
Smart MLS #99088100
Sep 14, 2015
Sold
$435,000
$202/sq ft
Jul 6, 2015
Listing Removed
—
Dec 16, 2014
Listed
$444,900
$207/sq ft
From its beautiful gardens and impeccably maintained salt water pool to its meticulous interior, this Split Level Home property has amenities to fit the most discerning buyer. Once inside this beautiful home, one can feel the solid craftsmanship in this well built home. This lovely home offers three Bedrooms, a Family Room and an Office in the walk-out lower level, a gorgeous salt water pool and lush landscaping. With a little updating this lovely Home could be a true showplace. for piece of mind, this home has a 16 kilowatt generator hooked up to a propane tank capable of maintaining power until it is restored.
Exterior Features: Deck, Gutters, Garden Area, Stone Wall, Patio
Lot Information
Lot Description: Lightly Wooded, Dry, Level Lot, Professionally Landscaped
Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Cream
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1602
Financial
Assessments Information
Assessed Value: $426,510
Utilities
Utility Information
Water Source: Private Water System
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Baseboard, Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator
Location
School Information
Middle Jr High School: Scotts Ridge
High School: Ridgefield
Elementary School: Ridgebury
Location Information
State: Connecticut
Directions: North Salem Rd, Barlow Mountain, Pierrepont, Twixt Hills, left onto Bob Hill, #153 will be on the right.
County: Fairfield
Public facts
Beds: 3
Baths: 1.5
Sq. Ft.: 1,602
Stories: 1.0
Lot Size: 1.08 acres
Style: Single Family Residential
Year Built: 1962
Year Renovated: 2005
County: Fairfield County
APN: 277077
Home facts updated by county records on Jul 13, 2023
Around this home
Schools
Ridgebury Elementary School
Public PreK-5 • Assigned • 0.6mi
9/10
Scotts Ridge Middle School
Public 6-8 • Assigned • 1.6mi
9/10
Ridgefield High School
Public 9-12 • Assigned • 1.4mi
10/10
Provided by GreatSchools
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, 14 days in 30 years
4/10 Wind Factor
22% 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
Ridgefield, CT • 06877
Average low and high temperatures (°F)
33
20
35
21
52
33
61
42
68
50
79
60
85
67
80
59
75
56
65
46
53
36
38
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
95/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 7% for direct sun exposure in Ridgefield. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.9 hrs
6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$881,000 – $1.07M
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