Last Sold Price
7 beds6,167 sqft$397/sqft
85 Old Oaks Rd, Fairfield, CT 06825

Description

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...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.
LISTING CLOSED: 09/10/2025 12:00 AM

Listing Agent

  1. Veronica Monahan

    Veronica Monahan

    Listing Agent

    Compass Connecticut, LLC

    P: (203)-520-1568

Property Details for 85 Old Oaks Road

Status
MLS #
24111393
Days on Market
8
Taxes
$26,405 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1949
Lot Size
1.40 AC / 60,984 SF
Buyer's Agent Compensation
2%
Compensation Remarks
negotiable, any offers of compensation to be included in offer to purchase as term of offer
Basement Description
Partial, Sump Pump, Interior Access
Direct Waterfront
No
Garages Number
2
Neighborhood
Brooklawn
Style
Colonial
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
Yes

Location

Sold By Berkshire Hathaway NE Prop., Nancy Thorne

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Building Information for 85 Old Oaks Road

Stories-Year Built1949Building Size-Lot Size1.40 AC / 60,984 SF

Payment Calculator

$14,653 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,453

Property Taxes

$2,200

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 85 Old Oaks Road

Summary
Property and Location
  • Acres Source: Public Records
  • 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.
  • Elementary School: Stratfield
  • Flood Zone: No
  • High School: Fairfield Warde
  • Latitude: 41.184704
  • Longitude: -73.227486
  • Middle Jr High School: Tomlinson
  • Neighborhood Amenities: Golf Course, Lake, Library, Medical Facilities, Shopping/Mall, Stables/Riding
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $26,405
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Gutters, Lighting, French Doors, Patio, Grill, Porch, Garden Area, Stone Wall, Underground Sprinkler
  • Pool Description: Gunite, Heated, Pool House, Spa, Safety Fence, Salt Water, In Ground Pool
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Storage Space, Finished, Walk-up
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Security System
  • Laundry Room Info: Upper Level
  • Laundry Room Location: 2nd and 1st floors
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Staff Quarters
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Walk-In Closet
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 39D5C1093ACEDD18E063E201100A49F5
  • Room Entry Order: 13
  • Room Features: Walk-In Closet
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 14
  • Room Features: Walk-In Closet
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 15
  • Room Features: Double-Sink,Full Bath,Tub w/Shower,Marble Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 8
  • Room Entry Order: 16
  • Room Features: Remodeled
  • Room Level: Main
  • Room Type: Half Bath
Room 9
  • Listing Key: 39D5C1093ACEDD18E063E201100A49F5
  • Room Entry Order: 17
  • Room Features: Beams,French Doors,Half Bath,Tile Floor
  • Room Level: Main
  • Room Type: Other
Room 10
  • Room Entry Order: 2
  • Room Features: Built-In Hutch,Fireplace,French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 11
  • Room Entry Order: 3
  • Room Features: Remodeled,Bay/Bow Window,Island,Pantry,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 12
  • Room Entry Order: 4
  • Room Features: Vaulted Ceiling,Built-Ins,Ceiling Fan,Fireplace,French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 13
  • Room Entry Order: 5
  • Room Features: Remodeled,Marble Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 14
  • Room Entry Order: 6
  • Room Features: Full Bath,Laundry Hookup,Walk-In Closet
  • Room Level: Main
  • Room Type: Bedroom
Room 15
  • Room Entry Order: 7
  • Room Features: French Doors
  • Room Level: Main
  • Room Type: Rec/Play Room
Room 16
  • Room Entry Order: 8
  • Room Features: Vaulted Ceiling,Built-Ins,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Office
Room 17
  • Room Entry Order: 9
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary BR Suite
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame, Stone
  • Driveway Type: Asphalt
  • Exclusions: See inclusion/exclusion list
  • Exterior Siding: Shake, Clapboard
  • Foundation Type: Block, Concrete
  • Fuel Tank Location: In Basement
  • Handicap Features: Multiple Entries/Exits
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1949
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor, Separate Entry
  • In Law Apartment: Yes
  • Sq Ft Description: Impeccably remodeled home
  • Sq Ft Est Heated Below Grade: 0
Lot Information
  • Lot Description: Fence - Wood, Fence - Partial, Level Lot, Professionally Landscaped
  • Parcel Number: 118951
  • Sq Ft Est Heated Above Grade: 6167.0
  • Sq Ft Total: 6167.0
  • Zoning: R3
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 85 Old Oaks Road

DateEvent & SourcePriceAppreciation
Sep 4, 2025

Closed (Public Record)

Public Record #1914233721

$2,450,000

+8.8% / yr

Apr 30, 2021

Closed (Public Record)

Public Record #1459851511

$1,700,000

+4.0% / yr

Aug 13, 2009

Closed (Public Record)

Public Record #275123871

$1,072,500

+6.1% / yr

DateEvent & SourcePrice
09/04/2025

Closed (Public Record)

Public Record #1914233721

$2,450,000

+8.8% / yr

04/30/2021

Closed (Public Record)

Public Record #1459851511

$1,700,000

+4.0% / yr

08/13/2009

Closed (Public Record)

Public Record #275123871

$1,072,500

+6.1% / yr

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

Public Records for 85 Old Oaks Road

Taxable ValueLand$339,360Additions$590,730Total$930,090
Tax Record2025$26,405 ($2,200 / month)
Home Facts
Beds8Baths7.5Total Finished SqFt6,167 SqFtAbove Grade Finished SqFt6,167 SqFtUnfinished Basement SqFt240 SqFtStories2Lot Size60,984 SqFtStyleSingle Family ResidenceYear Built1949Year Renovated1949ZoningR3CountyGREATER BRIDGEPORTAPNFFLD M:42 B:13

Schools near 85 Old Oaks Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Stratfield School
PublicPK to 5

Tomlinson Middle School
Public6 to 8

Fairfield Warde High School
Public9 to 12

Assumption Catholic School
PrivatePK to 8

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 85 Old Oaks Road, Fairfield, CT 06825
$2,450,000
7
6,167
60,984
$829,000
3
2,288
29,620
$1,210,000
3
3,124
31,363
$330,000
3
3.5
2,549
33,106
$400,000
4
2,555
28,749
$850,000
4
3,318
31,363

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.