Magnificent University Circa 1784 colonial farmhouse w updates & renovations galore filled to the brim with charm & character! Original details impeccably preserved, modern updates abound. Gorgeous EIK w over-sized island, gas stove, newer appliances, apron sink, wet bar, butler's pantry & large eating area opens to family room w show-stopping original fireplace, beams & stunning mill work. Spacious living w beams, built-ins & original fireplace. Large sundrenched dining room w built-ins, paneling & fireplace. Home office w custom built-ins, separate entrance. 1st floor Laundry w custom cabinetry. Vast luxury primary suite w large sitting area & marble spa-like bath inclusive of glass stall shower, soaking tub, dual vanity & radiant floors, huge WIC, cedar closet. 3 add'l BRs up all w different personalities share hall bath. 5th BR on 1st floor w exposed brick fireplace. Expansive 576 sq ft bonus room w full bath & separate french door entrance offers endless options for 2nd family room, 1st floor primary, au pair suite. Private 1+ acre oasis w large deck, outdoor shower, magnificent in-ground pool, oversized stone patio & custom outdoor fireplace ideal for entertaining. Charming front porch w swing. Original & reclaimed hardwood floors everywhere. Beams, mill work, paneling, trim & detail exquisite! Newer mechanicals, electric & 4 zoned systems. Propane heat/top of line HVAC. Walk to Osborn, close to Merritt & 95. A very special unique property. Welcome Home! All plumbing in house was replaced in 2012 as were all vents as home was fitted for 4 zone systems. 5 fireplaces in the home, 2 are working, the other 3 are aesthetically charming but remain non-functioning. The finished bonus rooms brings total sq footage to 3616. Hatch in floor of bonus room opens to staircase for interior garage access. Property edge has picture-perfect babbling brook on other side of fence. Office & bonus room both have separate entrances. University/Lower Greenfield Hill
Sold for $1,500,000
$1,500,000
385 Brookside Drive, Fairfield, CT 06824
4beds
3,040sqft
Single Family Residence
Built in 1784
1.14 Acres Lot
$1,588,700 Zestimate®
$493/sqft
$6,427 Estimated rent
Home value
$1,588,700
$1.43M - $1.78M
$6,427/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Pritchard Homes Team at William Raveis Real Estate,
Lara Hoey 203-814-7427,
William Raveis Real Estate 203-255-6841
Bought with:
Alex Kniffin, RES.0814620
Century 21 AllPoints Realty
Source: Smart MLS,MLS#: 24090062
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Vaulted Ceiling(s), Beamed Ceilings, Built-in Features, Full Bath, Walk-In Closet(s), Wide Board Floor
- Level: Upper
- Area: 630 Square Feet
- Dimensions: 21 x 30
Bedroom
- Features: Beamed Ceilings, Walk-In Closet(s), Hardwood Floor, Wide Board Floor
- Level: Upper
- Area: 150.87 Square Feet
- Dimensions: 10.7 x 14.1
Bedroom
- Features: Beamed Ceilings, Bookcases, Fireplace, Hardwood Floor
- Level: Upper
- Area: 235.47 Square Feet
- Dimensions: 14.1 x 16.7
Bedroom
- Features: Fireplace, Wall/Wall Carpet, Hardwood Floor
- Level: Main
- Area: 102.06 Square Feet
- Dimensions: 8.1 x 12.6
Primary bathroom
- Features: Skylight, Double-Sink, Hydro-Tub, Stall Shower, Marble Floor
- Level: Upper
- Area: 141.96 Square Feet
- Dimensions: 9.1 x 15.6
Bathroom
- Features: Skylight, Vaulted Ceiling(s), Built-in Features, Double-Sink, Tub w/Shower, Tile Floor
- Level: Upper
- Area: 73.71 Square Feet
- Dimensions: 8.1 x 9.1
Bathroom
- Features: Granite Counters, Tile Floor
- Level: Main
- Area: 26.32 Square Feet
- Dimensions: 4.7 x 5.6
Bathroom
- Features: Quartz Counters, Tub w/Shower, Tile Floor
- Level: Main
Dining room
- Features: Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
- Area: 220.1 Square Feet
- Dimensions: 14.2 x 15.5
Family room
- Features: Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor, Wide Board Floor
- Level: Main
- Area: 201.55 Square Feet
- Dimensions: 13.9 x 14.5
Kitchen
- Features: Beamed Ceilings, Dining Area, Wet Bar, Kitchen Island, Pantry, Tile Floor
- Level: Main
- Area: 378.37 Square Feet
- Dimensions: 15.7 x 24.1
Living room
- Features: Beamed Ceilings, Built-in Features, Fireplace, French Doors, Hardwood Floor, Wide Board Floor
- Level: Main
- Area: 391.98 Square Feet
- Dimensions: 14.1 x 27.8
Office
- Features: Bookcases, Built-in Features, Entertainment Center, Hardwood Floor, Wide Board Floor
- Level: Main
- Area: 160.95 Square Feet
- Dimensions: 11.1 x 14.5
Other
- Features: Beamed Ceilings, Wall/Wall Carpet, Hardwood Floor
- Level: Upper
Rec play room
- Features: Full Bath, Composite Floor
- Level: Main
- Area: 510.96 Square Feet
- Dimensions: 22.11 x 23.11
Heating
- Forced Air, Radiant, Zoned, Propane
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Cooktop, Gas Range, Oven/Range, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level, Mud Room
Features
- Sound System, Open Floorplan
- Doors: French Doors
- Basement: Partial,Unfinished,Sump Pump,Interior Entry,Concrete
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 5
Interior area
- Total structure area: 3,040
- Total interior livable area: 3,040 sqft
- Finished area above ground: 3,040
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Deck, Patio
- Exterior features: Rain Gutters, Garden, Lighting
- Has private pool: Yes
- Pool features: Concrete, In Ground
- Fencing: Partial,Privacy
Lot
- Size: 1.14 Acres
- Features: Wetlands, Wooded, Level, Rolling Slope
Details
- Parcel number: 125366
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Antique
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1784
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Community
- Community features: Golf, Lake, Library, Medical Facilities, Paddle Tennis, Park, Playground, Shopping/Mall
Location
- Region: Fairfield
- Subdivision: Greenfield Hill
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2025 | Sold | $1,500,000+7.2%$493/sqft |
Source:  Smart MLS #24090062 Report a problem | ||
| 6/12/2025 | Listed for sale | $1,399,000$460/sqft |
Source:  William Raveis Real Estate, Mortgage & Insurance #24090062 Report a problem | ||
| 5/10/2025 | Pending sale | $1,399,000$460/sqft |
Source: William Raveis Real Estate, Mortgage & Insurance #24090062 Report a problem | ||
| 5/1/2025 | Listed for sale | $1,399,000+64.6%$460/sqft |
Source: Smart MLS #24090062 Report a problem | ||
| 11/30/2017 | Listing removed | $850,000$280/sqft |
Source: Higgins Group Real Estate #170017392 Report a problem | ||
| 9/27/2017 | Listed for sale | $850,000+73.5%$280/sqft |
Source: Higgins Group Real Estate #170017392 Report a problem | ||
| 11/14/2012 | Sold | $490,000+8.9%$161/sqft |
Source: Smart MLS #98541338 Report a problem | ||
| 7/25/2012 | Listing removed | $450,000$148/sqft |
Source: William Raveis Real Estate #98541338 Report a problem | ||
| 6/2/2012 | Listed for sale | $450,000+88.3%$148/sqft |
Source: William Raveis Real Estate #98541338 Report a problem | ||
| 8/16/1995 | Sold | $239,000$79/sqft |
Source: Smart MLS #95018355 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,257 +1.8% | $502,180 |
| 2024 | $14,011 +1.4% | $502,180 |
| 2023 | $13,815 +1% | $502,180 |
| 2022 | $13,679 +1% | $502,180 |
| 2021 | $13,549 +6.2% | $502,180 +5.5% |
| 2020 | $12,758 | $476,210 |
| 2019 | $12,758 +1.6% | $476,210 |
| 2018 | $12,553 +2.1% | $476,210 |
| 2017 | $12,296 +33.7% | $476,210 +28.4% |
| 2015 | $9,197 +1.6% | $371,000 |
| 2014 | $9,052 +2% | $371,000 |
| 2013 | $8,878 -18.4% | $371,000 -23.4% |
| 2011 | $10,884 -6.3% | $484,400 -19.6% |
| 2010 | $11,615 +2% | $602,770 |
| 2009 | $11,392 +1.7% | $602,770 |
| 2008 | $11,199 +6.7% | $602,770 |
| 2007 | $10,494 +4.4% | $602,770 |
| 2006 | $10,048 +11.8% | $602,770 +66.4% |
| 2005 | $8,984 +6% | $362,250 |
| 2004 | $8,477 +22.5% | $362,250 +12.5% |
| 2003 | $6,921 +27.2% | $321,930 +72.8% |
| 2001 | $5,439 +85.3% | $186,270 |
| 2000 | $2,936 -39.4% | $186,270 +2.7% |
| 1999 | $4,841 | $181,300 |
Find assessor info on the county website
Neighborhood: 06824
Nearby schools
GreatSchools rating
- 9/10Osborn Hill SchoolGrades: K-5Distance: 0.3 mi
- 8/10Fairfield Woods Middle SchoolGrades: 6-8Distance: 0.7 mi
- 9/10Fairfield Ludlowe High SchoolGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Osborn Hill
- Middle: Fairfield Woods
- High: Fairfield Ludlowe
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
- 06824
- 385 Brookside Drive
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