Map location of 435 Old Sib Road, Ridgefield, CT 06877
$1,895,000
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435 Old Sib Road, Ridgefield, CT 06877

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4 Beds
4 Baths
4,873 Sq Ft

"Shadow's Keep"- totally secluded 5.37 acre estate w/exquisite modern craftsman post & beam home; separate guest cottage; large bass stocked pond w/fountain, dock & boat ramp; plus multiple outdoor living spaces including the heated gunite pool w/integrated spa, waterfall, automatic cover, & blue-stone patio; deck w/vine covered pergola; & fully equipped outdoor kitchen. This sophisticated retreat is beautifully nestled between a wooded hillside on the right & wall of dramatic granite on the left, culminating in the private pond for fishing, canoeing & skating. Total 4,873 sf of inspired living space plus 672 sf in the guest cottage (legal rental) w/tall, beamed ceilings, stained glass windows, full kitchen, washer/dryer, & lower level barn/garage (now a gym but could accommodate a large boat/RV storage). The heart of the main home is the spectacular great room w/beamed & planked ceilings, 30' floor to ceiling windows, native field-stone fireplace, open DR, & chef's kitchen w/double doors to the pool. Total 4 BR, 3/1 BA incl. 2 primary suites: one on the main level with its own laundry, bath, sauna & patio; or upper level option w/high ceilings, large stained glass window, & private bath. Work at home from the private double office w/large windows for ever-changing views. Additional: gated entry; full 10' perimeter fencing; auto generators for home & cottage; plus top location, surrounded by open space w/private trail-head to Mountain Lakes Park, yet only 56 miles to Midtown!

Listing By: Laura Ancona - William Pitt Sotheby's Int'l ctsmart Realty.com
  • MLS# 170573437
  • Date Listed05/30/2023
  • Bedrooms 4
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size 5.37 acres (233,917 sq. ft)
  • Sewer Septic
  • Property Type Single Family
  • County Fairfield
  • Year Built 1983
  • Water Private Well
  • Square Feet 4,873 sq. ft
  • Price Per Sq. Ft $388.88

Interior Features

  • Appliances Cook Top, Oven/ Range, Microwave, Refrigerator, Icemaker, Dishwasher, Washer, Dryer
  • Cooling Central Air, Ceiling Fan(s), Zoned
  • Heating Electric Heating, Oil

Exterior / Lot Features

  • Exterior Deck, French Doors, Guest House, Lighting, Patio, Porch, Shed, Stone Wall, Underground Sprinkler
  • Roof Asphalt, Shingle
  • Lot Size Acres 5.37
  • Lot Size SQFT 233,917.20
  • Lot Features On Cul- De- Sac, Water View, Treed, Fence - Full, Professionally Landscaped

Directions

Main Street north to Rt.116 to Tackora Trail to Old Sib, #435 on left

Financial Considerations

  • Tax Amount $23,745
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Barlow Mountain Elementary School

Public • PK - 5 • Serves this home

2.69 mi

Distance

Scotts Ridge Middle School

Public • 6 - 8 • Serves this home

1.38 mi

Distance

North Salem Middle School High School

Public • 6 - 12

4.32 mi

Distance

East Ridge Middle School

Public • 6 - 8

5.98 mi

Distance

John Jay Middle School

Public • 6 - 8

7.16 mi

Distance

Westside Middle School Academy

Public • 6 - 8

8.36 mi

Distance

Ridgefield High School

Public • 9 - 12 • Serves this home

1.2 mi

Distance

John Jay High School

Public • 9 - 12

7.16 mi

Distance

Wooster School

Private • 03 - 12

5.85 mi

Distance

Immaculate High School

Private • 09 - 12

9.2 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
06/01/2023 Active $1,895,000.00
05/30/2023 Coming Soon $1,895,000.00
Street Address Beds Baths Sold Date List Price Valuation Date Valuation Price
9A Westwood Drive | Listing 4 3 Oct 25, 2025 $599,900 Feb 16, 2024 $609,800
70 Stonehollow Drive | Listing 4 3 Nov 11, 2025 $1,185,540 Dec 28, 2020 $598,000
21 Stonehollow Drive | Listing 5 5 Nov 26, 2025 $1,299,000 Mar 21, 2024 $1,002,772
10 Sugar Hill Road 3 2 Dec 03, 2025 $630,000 Dec 06, 2025 -
5 Shannon Ridge 3 3 Oct 29, 2025 $549,000 Dec 06, 2025 -
1 Meola Drive 4 4 Nov 03, 2025 $1,199,000 Dec 06, 2025 -
59 Grandview Road 3 2 Oct 30, 2025 $640,000 Dec 06, 2025 -
29 Oscaleta Road 3 2 Oct 17, 2025 $1,275,000 Dec 06, 2025 -
57 Main Street 5 4 Dec 05, 2025 $2,400,000 Dec 06, 2025 -
47 Peaceable Street 6 8 Nov 01, 2025 $2,775,000 Dec 06, 2025 -

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06877

Source: Walkscore

6/100

Car-Dependent

Walk Score ®

13/100

Bikable

Bike Score ®

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 6/100, Transit Score: 0/100, Bike Score: 13/100.

Points of Interest near 435 Old Sib Road, Ridgefield, CT 06877

Frequently Asked Questions for 435 Old Sib Road

Source: Realty.com

435 Old Sib Road, Ridgefield, CT 06877 is a Single Family 4,873 sq. ft. home listed for sale. Realty.com has 40 photos available of this 4 bed, 4 bath house, listed at $1,895,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 40 photos of 435 Old Sib Road.

Our records indicate that 435 Old Sib Road was built in 1983.

The full address for this home is 435 Old Sib Road, Ridgefield, CT 06877.

435 Old Sib Road has been listed on Realty.com since Tue May 30, 2023

The average walkability score in the surrounding area is Walk Score: 6/100, Transit Score: 0/100, Bike Score: 13/100.

There are 3 schools assigned to this home. Check out the schools near 435 Old Sib Road. Barlow Mountain Elementary School (Grades: PK - 5), Scotts Ridge Middle School (Grades: 6 - 8), Ridgefield High School (Grades: 9 - 12)

Listing provided courtesy of: William Pitt Sotheby's Int'l (tel: 203-438-9531)
Listing agent: Laura Ancona (tel: 203-438-9531) (#7789)

This content last refreshed on 2025-12-06 02:27:05. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 435 Old Sib Road, Ridgefield, CT 06877 : MLS# 170573437

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