Map location of 255 Brushy Ridge Road, New Canaan, CT 06840
$5,500,000
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255 Brushy Ridge Road, New Canaan, CT 06840

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7 Beds
9 Baths
8,673 Sq Ft

In true Gilded Age fashion, Stoneleigh manor house was built high atop Brushy Ridge Road with sweeping views of Long Island Sound allowing the salty breezes to flow throughout the home. High ceilings, long windows, and generously scaled rooms are featured on three floors, providing a timeless floor plan attractive for both formal and informal gatherings. The first floor rooms integrate easily with “the” destination outdoor space, a grand back porch stretching the full length of the home. A center hall flooded with light is flanked by an elegant living room with a beautiful fireplace and a romantic dining room overlooking the backyard. The scale of the front hall space is attractive for entertaining as it extends front to back from the porte cochere to the expansively deep summer porch. Professionally designed and well appointed luxury kitchen and family room offer compelling spaces to linger and enjoy watching the seasons change outside. Upstairs on the second floor, there are 5 ensuite bedrooms, including the primary bedroom suite with a sitting room overlooking Long Island Sound. The third floor was rebuilt to include a playroom/bunkroom with fantastic views across the Sound. The carriage house completely separate and away from the main house, offers privacy for guests or work from home space. This is a once-in-a-lifetime opportunity to acquire a truly remarkable manor house with memorable long lawns and breathtaking views of Long Island Sound.

Listing By: John Engel - Brown Harris Stevens ctsmart Realty.com
  • MLS# 170468787
  • Date Listed03/16/2022
  • Bedrooms 7
  • Bathrooms 7 Full baths, 2 Half baths
  • Lot Size 2.63 acres (114,563 sq. ft)
  • Sewer Septic
  • Property Type Single Family
  • County Fairfield
  • Year Built 1903
  • Water Private Well
  • Square Feet 8,673 sq. ft
  • Price Per Sq. Ft $634.15

Interior Features

  • Appliances Gas Range, Range Hood, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Cooling Ceiling Fan(s), Zoned
  • Heating Oil

Exterior / Lot Features

  • Exterior French Doors, Grill, Lighting, Porch- Wrap Around, Stone Wall, Underground Sprinkler
  • Roof Wood Shingle, Shingle
  • Lot Size Acres 2.63
  • Lot Size SQFT 114,562.80
  • Lot Features Open Lot, Dry, Level Lot, Fence - Stone, Fence - Electric Pet, Professionally Landscaped

Directions

Exit 39 from Merrit Parkway to Brushy Ridge Road.

Financial Considerations

  • HOA Fee $2,000 Annually
  • Tax Amount $40,592
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

West School

Public • PK - 4 • Serves this home

3.76 mi

Distance

Miller-driscoll School

Public • PK - 2

4.14 mi

Distance

Fox Run Elementary School

Public • PK - 5

4.57 mi

Distance

Norwalk Early Childhood Center

Public • PK - PK

6.67 mi

Distance

Royle Elementary School

Public • PK - 5

6.81 mi

Distance

Wolfpit School

Public • PK - 5

7.4 mi

Distance

Brookside Elementary School

Public • PK - 5

7.54 mi

Distance

Side By Side Charter School

Public • PK - 8

7.55 mi

Distance

Naramake Elementary School

Public • PK - 5

8.1 mi

Distance

Columbus Magnet School

Public • PK - 7

8.33 mi

Distance

Saxe Middle School

Public • 5 - 8 • Serves this home

2.72 mi

Distance

Ponus Ridge Middle School

Public • 6 - 8

5.05 mi

Distance

Scofield Middle School

Public • 6 - 8

5.87 mi

Distance

Middlebrook School

Public • 6 - 8

6.01 mi

Distance

West Rocks Middle School

Public • 6 - 8

6.31 mi

Distance

Cider Mill School

Public • 3 - 5

6.77 mi

Distance

Turn Of River School

Public • 6 - 8

7.03 mi

Distance

Nathan Hale Middle School

Public • 6 - 8

7.44 mi

Distance

New Canaan High School

Public • 9 - 12 • Serves this home

2.72 mi

Distance

Wilton High School

Public • 9 - 12

6.77 mi

Distance

Brien Mcmahon High School

Public • 9 - 12

7.54 mi

Distance

Center For Global Studies

Public • 9 - 12

7.54 mi

Distance

Norwalk High School

Public • 9 - 12

8.1 mi

Distance

P-tech Norwalk

Public • 9 - 12

8.1 mi

Distance

The Academy Of Information Technology

Public • 9 - 12

8.28 mi

Distance

Westhill High School

Public • 9 - 12

8.75 mi

Distance

St Luke's School

Private • 05 - 12

3.49 mi

Distance

King Low Heywood Thomas School

Private • PK - 12

5.78 mi

Distance

Winston Preparatory School

Private • 04 - 12

6.31 mi

Distance

Sales & Tax History

Source: Public Records

Street Address Beds Baths Sold Date List Price Valuation Date Valuation Price
259 New Canaan Road | Listing 4 3 Nov 08, 2025 $848,000 Mar 21, 2024 $1,122,000
144 Hawks Hill Road | Listing 4 3 Oct 08, 2025 $1,415,000 Mar 21, 2024 $1,393,000
1 Meeting Grove Lane | Listing 4 3 Oct 29, 2025 $1,095,000 Mar 21, 2024 $818,750
247 Mill Road 4 4 Oct 15, 2025 $2,450,000 Dec 02, 2025 -
544 Oenoke Ridge 12 16 Nov 07, 2025 $12,400,000 Dec 02, 2025 -
358 Lukes Wood Road 7 11 Nov 10, 2025 $9,995,000 Dec 02, 2025 -
2 Sleepy Hollow Road 4 3 Oct 15, 2025 $1,999,000 Dec 02, 2025 -
72 Wellesley Drive 5 5 Oct 07, 2025 $2,595,000 Dec 02, 2025 -
227 Belden Hill Road 3 3 Oct 15, 2025 $899,000 Dec 02, 2025 -
70 Davenport Farm Lane East 3 4 Oct 15, 2025 $1,095,000 Dec 02, 2025 -

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06840

Source: Walkscore

4/100

Car-Dependent

Walk Score ®

23/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 8/100, Transit Score: 5/100, Bike Score: 16/100.

Points of Interest near 255 Brushy Ridge Road, New Canaan, CT 06840

Frequently Asked Questions for 255 Brushy Ridge Road

Source: Realty.com

255 Brushy Ridge Road, New Canaan, CT 06840 is a Single Family 8,673 sq. ft. home listed for sale. Realty.com has 40 photos available of this 7 bed, 9 bath house, listed at $5,500,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 40 photos of 255 Brushy Ridge Road.

Our records indicate that 255 Brushy Ridge Road was built in 1903.

The full address for this home is 255 Brushy Ridge Road, New Canaan, CT 06840.

255 Brushy Ridge Road has been listed on Realty.com since Wed March 16, 2022

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 8/100, Transit Score: 5/100, Bike Score: 16/100.

There are 3 schools assigned to this home. Check out the schools near 255 Brushy Ridge Road. West School (Grades: PK - 4), Saxe Middle School (Grades: 5 - 8), New Canaan High School (Grades: 9 - 12)

Listing provided courtesy of: Brown Harris Stevens (tel: 203-966-7800)
Listing agent: John Engel (tel: 203-247-4700) (#17960)

This content last refreshed on 2025-12-02 23:54:48. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 255 Brushy Ridge Road, New Canaan, CT 06840 : MLS# 170468787

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