50 Brookbend Road
Fairfield, CT 06824
5 Beds
4.5 Baths
4,512 sqft (on 1.78 acres)
5 Beds
4.5 Baths
4,512 sqft
(on 1.78 acres)
Home Highlights
Parking
3 Car Garage
Outdoor
Patio
Climate Control
Heating & Cooling
Price/Sqft
$486
Listed
Less than a day ago
Local Information
- Map ViewExplore the area around 50 Brookbend Road.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.
Home Details for 50 Brookbend Road
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Interior Details Basement: Full,UnfinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Great Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4512 Square Feet |
Appliances & Utilities Appliances: Cooktop, Oven, Refrigerator, Freezer, Dishwasher, Trash Compactor, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerLaundry: Main Level,Mud RoomRefrigeratorWasher |
Heating & Cooling Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Central Air,Window Unit(s)Has HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace |
Windows, Doors, Floors & Walls Door: French Doors |
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Exterior Home Features Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: Rain Gutters, Garden, Stone Wall, Underground SprinklerFoundation: Concrete PerimeterGardenNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 4120 Square FeetFinished Area (below surface): 392 Square Feet |
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Days on Market: <1 day on Trulia |
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Year Built Year Built: 1950 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Shake Siding, CedarNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 128573 |
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Price List Price: $2,195,000Price Per Sqft: $486 |
Status Change & Dates Possession Timing: Neg |
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MLS Status: Coming Soon |
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Direction & Address City: FairfieldCommunity: Winton Park |
School Information Elementary School: RiverfieldJr High / Middle School: Roger LudloweHigh School: Fairfield Ludlowe |
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Listing Agent Listing ID: 24193848 |
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Building Area Building Area: 4512 Square Feet |
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Community Features: Health Club, Library, Private School(s), Near Public Transport, Shopping/Mall |
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No HOA |
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Lot Area: 1.78 Acres |
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BasementMls Number: 24193848Attic: Pull Down StairsAttribution Contact: (917) 952-1195Above Grade Unfinished Area: 4120Activation Date: Sat Aug 08 2026 |
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Health ClubLibraryPrivate School(s)Near Public TransportShopping/Mall |
Last check for updates: about 5 hours ago
Listing courtesy of Kate Cacciatore, (917) 952-1195
William Raveis Real Estate, (917) 952-1195
Source: Smart MLS, MLS#24193848
Also Listed on Smart MLS.
Market trends in Fairfield
Last updated June 2026
Avg. sale price
$987K
$49KMoM
Sale-to-List Price
103.3%
0.6%MoM
Price per sq ft
$483
$16MoM
Available listings
178
10MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $22,250 |
| Assessment | $783,720 |
Home facts updated by county records
Comparable Sales for 50 Brookbend Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.31 | Single-Family Home | $1,658,000 | 05/06/26 | 4 | 3.5 | 2,786 | |
0.33 | Single-Family Home | $1,975,000 | 05/21/26 | 4 | 4.5 | 4,520 | |
0.35 | Single-Family Home | $1,500,000 | 04/01/26 | 4 | 2.5 | 3,122 | |
0.36 | Single-Family Home | $2,025,000 | 06/12/26 | 5 | 4.5 | 3,715 | |
0.48 | Single-Family Home | $1,132,500 | 08/22/25 | 4 | 3.5 | 3,656 | |
0.38 | Single-Family Home | $1,100,000 | 05/01/26 | 4 | 2 | 1,925 | |
0.38 | Single-Family Home | $1,525,000 | 07/27/26 | 4 | 3.5 | 2,399 | |
0.53 | Single-Family Home | $1,947,000 | 01/12/26 | 4 | 3.5 | 4,378 | |
0.99 | Single-Family Home | $1,800,000 | 08/08/25 | 5 | 5.5 | 4,709 |
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Assigned Schools
These are the assigned schools for 50 Brookbend Road.
- Riverfield School
- K-5
- Public
- 406 Students
7/10GreatSchools RatingParent Rating AverageGreat experience for my kids. Great parents and teachers.Parent Review2y ago - Roger Ludlowe Middle School
- 6-8
- Public
- 764 Students
8/10GreatSchools RatingParent Rating AverageAmazing teachers, beautiful building, and a great community. The students are all really proud of their school and it shows!Parent Review16y ago - Fairfield Ludlowe High School
- 9-12
- Public
- 1367 Students
9/10GreatSchools RatingParent Rating AverageThey never taught me on how to find a college for students who have autism or a disability. 3. They never taught me on how every college has different academics, Services, sports, clubs, and activities. The auditorium is way too small. You can’t fit everyone in there. Parking was just hell. There wasn’t enough spots for all students and as well they just let people who live close enough to walk drive to school and then people who don’t live close enough to walk won’t get a spot. There’s no baseball field on campus. More facilities on campus will decrease global warming as they don’t have to hire bus transportation and staying on campus burns less fossil fuels. Football season and all other fall sports start too early in the summer time and because of that sometimes people aren’t able to play since they’ll be away. No breakfast is sold at period 2 at all. Sometimes people don’t eat breakfast at all since high school starts at 7:30 pm. Don’t have enough food selections at lunchtime. Senior lounge has doesn’t have enough seats for people to sit next to friends and because of that a lot of the times I sat isolated on the benches in the senior lounge. It doesn’t feel like a new school year, it’s hard to separate others if they’re being too nonsense, not getting along with one another, causing too much trouble, and sometimes one homeroom can become more crowded than another if one student transfers to a different school or if one student transfers to FLHS because you’re locked in the same homeroom all four years of high school.Other Review5y ago 
Check out schools near 50 Brookbend Road.
What Locals Say about Fairfield
At least 343 Trulia users voted on each feature.
91 % Say it's dog friendly
87 % Say car is needed
85 % Say parking is easy
82 % Say yards are well-kept
79 % Say there's holiday spirit
76 % Say people would walk alone at night
71 % Say kids play outside
66 % Say they plan to stay for at least 5 years
66 % Say it's quiet
64 % Say there's wildlife
61 % Say neighbors are friendly
61 % Say there are sidewalks
59 % Say streets are well-lit
57 % Say it's walkable to restaurants
49 % Say there are community events
48 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Kate Cacciatore, William Raveis Real Estate, (917) 952-1195
Agent Phone: (917) 952-1195
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
50 Brookbend Road, Fairfield, CT 06824 is a 5 bedroom, 5 bathroom, 4,512 sqft single-family home built in 1950. This property is currently available for sale and was listed by Smart MLS on Jul 29, 2026. The MLS # for this home is MLS# 24193848.