Off market sep 2025 for $2.4M

$2,466,171

Est. refi paymentEst. refi $4,078/mo

•

6,167

sq ft

85 Old Oaks Rd, Fairfield, CT 06825

About this home

Shadowbrook: The quintessential Connecticut home! Surround yourself with Architectural Digest quality interiors and jaw dropping professionally landscaped exteriors in this exceptional home which is the pinnacle of modern elegance and exceptional craftsmanship. Overlooking the renowned Brooklawn Country Club in a quiet and coveted neighborhood of architecturally significant homes, this fully renovated estate is a masterpiece of luxury. Completely renovated inside and outside, features include a spectacular gourmet chef's kitchen, high-end bathrooms, an in-law/guest suite on the first floor, two home offices, a stunning primary bedroom suite; 6 bedrooms on the second floor with custom, walk-in closets; a Pinterest-worthy oversized second floor laundry room, a heated saltwater gunite pool with spa (50' x 31'), a pool house with half bath, outdoor shower, patios with lighted stone walls and built-in firepit; a built in fireplace, raised vegetable garderns, a mammoth built in playground, outdoor kitchen and pergola covered in wisteria; an oversized mudroom, double staircases, four stunning fireplaces - and, of course, a gorgeous cedar roof with copper gutters, a covered front porch and circular driveway with fountain and stone walls. An exceptional property like this is rarely offered for sale.

Single-familyProperty Type

1949Year Built

1.4 acresLot Size

$400Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Veronica Monahan • Compass Connecticut, LLC

Bought with Nancy Thorne • Berkshire Hathaway NE Prop.

Source:Smart MLS #24111393

Redfin Estimate

$2,466,171

$16K since sold in September 2025$44K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 89.3% higher than the average sale price ($1.30M) of 6 comparable homes.

SOLD OCT 9, 2026
$1,389,000
A
6 beds3.5 baths2,982 sq ft
594 Stratfield Rd, Fairfield, CT 06825
SOLD JAN 5, 2026
$1,207,000
B
5 beds4.5 baths3,154 sq ft
90 White Oak Rd, Fairfield, CT 06825
SOLD JUN 1, 2026
$2,150,000
C
6 beds5 baths5,623 sq ft
16 Lookout Dr N, Fairfield, CT 06825
SOLD JUN 26, 2026
$860,000
D
5 beds2.5 baths3,528 sq ft
20 Lynnbrook Rd, Fairfield, CT 06825
SOLD AUG 6, 2026
$1,375,000
E
6 beds3.5 baths3,655 sq ft
73 Inwood Rd, Fairfield, CT 06825
SOLD JUL 23, 2026
$835,000
F
4 beds3 baths2,644 sq ft
184 Rosemere Ave, Fairfield, CT 06825

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Earn from this home

Sell

$400,528

Est. take-home

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Refinance

Est. cash available

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Rent

$6,732/mo

Redfin rental estimate

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Market trends in 06825, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.3%

+0.1% MoM

Median sale price

$800K

$50K MoM

Avg. days on market

42d

3 days MoM

Recently sold homes

23 MoM

New listings for sale

OPEN SUN, 12PM TO 2PM
$700,000
3 beds2.5 baths1,766 sq ft
71 Nichols Ave, Fairfield, CT 06825
OPEN TODAY, 11AM TO 2PM
$1,075,000
3 beds2.5 baths2,609 sq ft
292 Bullard St #292, Fairfield, CT 06825
OPEN SUN, 12PM TO 2PM
$649,900
3 beds3.5 baths2,002 sq ft
55 Blackmount Ct #55, Fairfield, CT 06825
OPEN SUN, 1PM TO 3PM
$1,199,000
4 beds2.5 baths3,786 sq ft
160 Brookview Ave, Fairfield, CT 06825
OPEN SUN, 1PM TO 4PM
$1,299,000
4 beds2.5 baths3,407 sq ft
285 Primrose Ln, Fairfield, CT 06825
COMING SOON
$585,000
3 beds1 bath912 sq ft
2105 Stratfield Rd, Fairfield, CT 06825
COMING SOON
$824,900
3 beds2 baths1,736 sq ft
50 Pansy Rd, Fairfield, CT 06824
$399,999
2 beds1 bath780 sq ft
14 Campfield Dr, Fairfield, CT 06825
$529,000
3 beds2 baths1,357 sq ft
2261 Easton Tpke, Fairfield, CT 06825
$589,500
3 beds2 baths1,893 sq ft
364 Halley Ave, Fairfield, CT 06825
See all

Provided by Redfin

Sale history for 85 Old Oaks Rd

Date

Event

Price

Smart MLS #24111393

Sep 10, 2025

Sold

$2,450,000

$397/sq ft

Aug 13, 2025

Pending

—

Jul 24, 2025

Contingent

—

Jul 16, 2025

Listed

$2,299,000

$373/sq ft

Public Records

May 4, 2021

Sold

$1,700,000

$276/sq ft

Smart MLS #170232482

Nov 4, 2019

Listing Removed

—

Sep 5, 2019

Listed

$1,650,000

$268/sq ft

Smart MLS #98420209

May 4, 2009

Listed

$1,195,000

$194/sq ft

Smart MLS #98393336

Dec 18, 2008

Listing Removed

—

Sep 8, 2008

Listed

$1,295,000

$210/sq ft

Smart MLS #98199496

May 27, 2004

Listed

$950,000

$154/sq ft

Smart MLS #98178280

May 27, 2004

Listing Removed

—

Oct 12, 2003

Listed

$950,000

$154/sq ft

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Year

Property tax

Land + Additions

Assessment*

2023

$25,587 (+1.0%)

$339,360 + $590,730

$930,090

2022

$25,336 (+1.0%)

$339,360 + $590,730

$930,090

2021

$25,094 (−8.3%)

$339,360 + $590,730

$930,090

2020

$27,364

$291,900 + $729,540

$1,021,440

2019

$27,364 (+1.6%)

$291,900 + $729,540

$1,021,440

2018

$26,925 (+2.1%)

$291,900 + $729,540

$1,021,440

2017

$26,374 (+1.5%)

$291,900 + $729,540

$1,021,440

2016

$25,996 (+38.6%)

$291,900 + $729,540

$1,021,440

2014

$18,759

$382,900 + $385,910

$768,810

Tax history for 85 Old Oaks Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,587 (+1.0%)

$339,360 + $590,730

$930,090

2022

$25,336 (+1.0%)

$339,360 + $590,730

$930,090

2021

$25,094 (−8.3%)

$339,360 + $590,730

$930,090

2020

$27,364

$291,900 + $729,540

$1,021,440

2019

$27,364 (+1.6%)

$291,900 + $729,540

$1,021,440

2018

$26,925 (+2.1%)

$291,900 + $729,540

$1,021,440

2017

$26,374 (+1.5%)

$291,900 + $729,540

$1,021,440

2016

$25,996 (+38.6%)

$291,900 + $729,540

$1,021,440

2014

$18,759

$382,900 + $385,910

$768,810

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

7.5

Stories

Lot width

—

Lot depth

—

Lot size

1.4 Acres

Year renovated

—

Sq. Ft.

6,167

Year built

1949

Style

Single Family Residential

County

Fairfield County

APN

118951

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved, Driveway
Garages Number: 2

Parking Information
Parking Total Spaces: 10

Interior

Interior Information
Total Rooms: 14
Laundry Room Location: 2nd and 1st floors
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Security System
In-Law Apartment: Yes
In-Law Access: First Floor, Separate Entry
Handicap Features: Multiple Entries/Exits
Fireplaces Total: 4
Cooling System: Central Air, Zoned
Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 7
# of Baths (Half): 2

Bedroom Information
Beds Total: 7

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room, Staff Quarters
Basement Description: Partial, Sump Pump, Interior Access
Has Attic
Attic Description: Storage Space, Finished, Walk-up

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shake, Clapboard
Exterior Features: Porch-Wrap Around, Gutters, Lighting, French Doors, Patio, Grill, Porch, Garden Area, Stone Wall, Underground Sprinkler

Lot Information
Lot Description: Fence - Wood, Fence - Partial, Level Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Gunite, Heated, Pool House, Spa, Safety Fence, Salt Water, In Ground Pool

Building Information
Foundation Type: Block, Concrete
Construction Description: Frame, Stone
Color: White

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $903,090

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Tomlinson
High School: Fairfield Warde
Elementary School: Stratfield

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Medical Facilities, Shopping/Mall, Stables/Riding
Directions: Stratfield Road to Alquonquin up hill to end pass Brooklawn Country Club entry to Old Oaks (circle). Left onto Old Oaks to second house.
County: Fairfield

Public facts

Beds: 8
Baths: 7.5
Sq. Ft.: 6,167
Stories: 2.0
Lot Size: 1.4 acres
Style: Single Family Residential
Year Built: 1949
Year Renovated: —
County: Fairfield County
APN: 118951

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 6

Around this home

Schools

K - 12
Preschool & daycare

Stratfield School

Public PreK-5 • Assigned • 0.8mi

8/10

Tomlinson Middle School

Public 6-8 • Assigned • 3.3mi

7/10

Fairfield Warde High School

Public 9-12 • Assigned • 0.4mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Fairfield, CT • 06825

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.34M – $2.84M

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Home values near 85 Old Oaks Rd

Data from public records.

Address	Redfin Estimate
550 Old Oaks Rd, Fairfield, CT 4 Beds \| 2.5 Baths \| 2385 Sq. Ft.	$971,450
392 Old Oaks Rd, Fairfield, CT 5 Beds \| 4 Baths \| 4752 Sq. Ft.	$1,661,573
338 Old Oaks Rd, Fairfield, CT 4 Beds \| 3.5 Baths \| 2980 Sq. Ft.	$1,636,329
254 Old Oaks Rd, Fairfield, CT 4 Beds \| 3.5 Baths \| 3318 Sq. Ft.	$1,576,939
173 Old Oaks Rd, Fairfield, CT 4 Beds \| 3.5 Baths \| 3309 Sq. Ft.	$1,383,717
26 Old Oaks Rd, Fairfield, CT 3 Beds \| 4.5 Baths \| 3086 Sq. Ft.	$1,347,799
186 Old Oaks Rd, Fairfield, CT 4 Beds \| 2.5 Baths \| 3010 Sq. Ft.	$1,226,159

Address	Redfin Estimate
480 Old Oaks Rd, Fairfield, CT 3 Beds \| 2.5 Baths \| 3101 Sq. Ft.	$1,242,506
380 Old Oaks Rd, Fairfield, CT 3 Beds \| 2 Baths \| 2060 Sq. Ft.	$1,015,636
41 Old Oaks Rd, Fairfield, CT 3 Beds \| 3 Baths \| 2549 Sq. Ft.	$1,063,087
320 Old Oaks Rd, Fairfield, CT 5 Beds \| 5 Baths \| 5810 Sq. Ft.	$2,031,117
131 Old Oaks Rd, Fairfield, CT 4 Beds \| 3.5 Baths \| 3605 Sq. Ft.	$1,280,481
130 Old Oaks Rd, Fairfield, CT 5 Beds \| 2.5 Baths \| 3483 Sq. Ft.	$1,342,570
233 Old Oaks Rd, Fairfield, CT 4 Beds \| 4.5 Baths \| 6074 Sq. Ft.	$1,411,983

Address	Redfin Estimate
460 Old Oaks Rd, Fairfield, CT 4 Beds \| 3 Baths \| 3258 Sq. Ft.	$1,183,551
345 Old Oaks Rd, Fairfield, CT 5 Beds \| 5.5 Baths \| 5355 Sq. Ft.	$1,839,282
375 Old Oaks Rd, Fairfield, CT 3 Beds \| 2 Baths \| 2647 Sq. Ft.	$1,107,371
206 Old Oaks Rd, Fairfield, CT 4 Beds \| 3 Baths \| 2774 Sq. Ft.	$1,482,625
416 Old Oaks Rd, Fairfield, CT 4 Beds \| 3.5 Baths \| 3516 Sq. Ft.	$1,399,147
95 Old Oaks Rd, Fairfield, CT 3 Beds \| 3.5 Baths \| 3124 Sq. Ft.	$1,413,861
301 Old Oaks Rd, Fairfield, CT 4 Beds \| 2.5 Baths \| 3016 Sq. Ft.	$1,256,075

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About this home

Redfin Estimate

Earn from this home

Market trends in 06825, CT

Sale history for 85 Old Oaks Rd

Tax history for 85 Old Oaks Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06825

Home values near 85 Old Oaks Rd

More real estate resources