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.
Sold for $2,450,000
$2,450,000
85 Old Oaks Road, Fairfield, CT 06825
7beds
6,167sqft
Single Family Residence
Built in 1949
1.4 Acres Lot
$2,603,100 Zestimate®
$397/sqft
$7,096 Estimated rent
Home value
$2,603,100
$2.34M - $2.92M
$7,096/mo
Zestimate® history
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List your homeWhat's special
Covered front porchTwo home officesFour stunning fireplacesHigh-end bathroomsOversized mudroomStunning primary bedroom suiteArchitectural digest quality interiors
Zillow last checked:
Listing updated:
Listed by:
Veronica A. Monahan 203-520-1568,
Compass Connecticut, LLC 203-293-9715
Bought with:
Nancy Thorne, RES.0680325
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24111393
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 9
- Full bathrooms: 7
- 1/2 bathrooms: 2
Rooms
- Room types: Laundry, Staff Quarters
Primary bedroom
- Features: High Ceilings, Bedroom Suite, Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Full Bath, Laundry Hookup, Walk-In Closet(s)
- Level: Main
Bedroom
- Features: Bedroom Suite, Full Bath, Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: High Ceilings, Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Walk-In Closet(s)
- Level: Upper
Bathroom
- Features: Remodeled, Marble Floor
- Level: Main
Bathroom
- Features: Double-Sink, Full Bath, Tub w/Shower, Marble Floor
- Level: Upper
Bathroom
- Features: Remodeled
- Level: Main
Dining room
- Features: Built-in Features, Fireplace, French Doors, Hardwood Floor
- Level: Main
Family room
- Features: Vaulted Ceiling(s), Built-in Features, Ceiling Fan(s), Fireplace, French Doors, Hardwood Floor
- Level: Main
Kitchen
- Features: Remodeled, Bay/Bow Window, Kitchen Island, Pantry, Patio/Terrace, Hardwood Floor
- Level: Main
Living room
- Features: Built-in Features, Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Vaulted Ceiling(s), Built-in Features, Wall/Wall Carpet
- Level: Upper
Other
- Features: Beamed Ceilings, French Doors, Half Bath, Tile Floor
- Level: Main
Rec play room
- Features: French Doors
- Level: Main
Heating
- Forced Air, Zoned, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System, Wired for Data, Entrance Foyer, In-Law Floorplan
- Doors: French Doors
- Basement: Partial,Sump Pump,Interior Entry
- Attic: Storage,Finished,Walk-up
- Number of fireplaces: 4
Interior area
- Total structure area: 6,167
- Total interior livable area: 6,167 sqft
- Finished area above ground: 6,167
- Finished area below ground: 0
Property
Parking
- Total spaces: 10
- Parking features: Attached, Paved, Driveway, Garage Door Opener, Asphalt
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Multiple Entries/Exits
Features
- Patio & porch: Wrap Around, Patio, Porch
- Exterior features: Rain Gutters, Lighting, Outdoor Grill, Garden, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, Fenced, Salt Water, In Ground
- Fencing: Wood,Partial
- Waterfront features: Beach Access
Lot
- Size: 1.4 Acres
- Features: Level, Landscaped
Details
- Additional structures: Pool House
- Parcel number: 118951
- Zoning: R3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shake Siding, Clapboard
- Foundation: Block, Concrete Perimeter
- Roof: Wood
Condition
- New construction: No
- Year built: 1949
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Shopping/Mall, Stables/Riding
- Security: Security System
- Subdivision: Brooklawn
HOA
- Has HOA: No
Location
- Region: Fairfield
Financial & listing details
- Price per square foot: $397/sqft
- Tax assessed value: $903,090
- Annual tax amount: $26,405
- Date on market: 7/16/2025
- Exclusions: See inclusion/exclusion list
Price history
| Date | Event | Price |
|---|---|---|
| 9/10/2025 | Sold | $2,450,000+6.6%$397/sqft |
Source:  Smart MLS #24111393 Report a problem | ||
| 8/13/2025 | Pending sale | $2,299,000$373/sqft |
Source: Smart MLS #24111393 Report a problem | ||
| 7/16/2025 | Listed for sale | $2,299,000+35.2%$373/sqft |
Source: Smart MLS #24111393 Report a problem | ||
| 5/4/2021 | Sold | $1,700,000+3%$276/sqft |
Source: Public Record Report a problem | ||
| 11/7/2019 | Listing removed | $1,650,000$268/sqft |
Source: William Raveis Real Estate #170232482 Report a problem | ||
| 9/5/2019 | Listed for sale | $1,650,000+53.8%$268/sqft |
Source: William Raveis Real Estate #170232482 Report a problem | ||
| 8/13/2009 | Sold | $1,072,500-10.3%$174/sqft |
Source: Smart MLS #98420209 Report a problem | ||
| 5/25/2009 | Price change | $1,195,000-4.3%$194/sqft |
Source: NRT TriStates #98420209 Report a problem | ||
| 5/16/2009 | Listed for sale | $1,249,000-3.6%$203/sqft |
Source: NRT TriStates #98420209 Report a problem | ||
| 12/21/2008 | Listing removed | $1,295,000$210/sqft |
Source: NRT TriStates #98393336 Report a problem | ||
| 11/13/2008 | Price change | $1,295,000-7.2%$210/sqft |
Source: NRT TriStates #98393336 Report a problem | ||
| 9/13/2008 | Listed for sale | $1,395,000+74.4%$226/sqft |
Source: NRT TriStates #98393336 Report a problem | ||
| 8/30/2004 | Sold | $800,000+220%$130/sqft |
Source: Smart MLS #98199496 Report a problem | ||
| 6/10/1993 | Sold | $250,000$41/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $26,405 +1.8% | $930,090 |
| 2024 | $25,950 +1.4% | $930,090 |
| 2023 | $25,587 +1% | $930,090 |
| 2022 | $25,336 +1% | $930,090 |
| 2021 | $25,094 -8.3% | $930,090 -8.9% |
| 2020 | $27,364 | $1,021,440 |
| 2019 | $27,364 +1.6% | $1,021,440 |
| 2018 | $26,925 +2.1% | $1,021,440 |
| 2017 | $26,374 +38.4% | $1,021,440 +32.9% |
| 2015 | $19,059 +1.6% | $768,810 |
| 2014 | $18,759 +2% | $768,810 |
| 2013 | $18,398 +6.5% | $768,810 |
| 2011 | $17,275 -2.4% | $768,810 -16.3% |
| 2010 | $17,706 +23.5% | $918,820 +21.1% |
| 2009 | $14,336 +1.7% | $758,520 |
| 2008 | $14,093 +6.7% | $758,520 |
| 2007 | $13,206 +4.5% | $758,520 +0% |
| 2006 | $12,641 -7.5% | $758,310 +37.6% |
| 2005 | $13,669 +7.2% | $551,180 +1.2% |
| 2004 | $12,745 +8.8% | $544,670 |
| 2003 | $11,710 +33.4% | $544,670 +81.2% |
| 2001 | $8,775 +85.3% | $300,510 |
| 2000 | $4,736 -41% | $300,510 |
| 1999 | $8,024 | $300,510 |
Find assessor info on the county website
Neighborhood: 06825
Nearby homes
- $1,163,3003 bd3 ba2.5k sqft41 Old Oaks Rd, Fairfield, CT 06825Off Market
- $1,527,8004 bd3 ba3.3k sqft254 Old Oaks Rd, Fairfield, CT 06825Off Market
- $1,918,4005 bd6 ba5.1k sqft495 Algonquin Rd, Fairfield, CT 06825Off Market
- $1,398,6003 bd4 ba3k sqft26 Old Oaks Rd, Fairfield, CT 06825Off Market
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- $900,0003 bd2 ba2.6k sqft375 Old Oaks Rd, Fairfield, CT 06825Sold
- $1,279,8004 bd3 ba3.2k sqft460 Old Oaks Rd, Fairfield, CT 06825Off Market
- $2,139,4005 bd5 ba5.4k sqft475 Algonquin Rd, Fairfield, CT 06825Off Market
Nearby schools
GreatSchools rating
- 7/10Stratfield SchoolGrades: PK-5Distance: 0.9 mi
- 8/10Tomlinson Middle SchoolGrades: 6-8Distance: 3.2 mi
- 9/10Fairfield Warde High SchoolGrades: 9-12Distance: 0.4 mi
Schools provided by the listing agent
- Elementary: Stratfield
- Middle: Tomlinson
- High: Fairfield Warde
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Fairfield
- 06825
- 85 Old Oaks Road
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