21 Middlebrook Drive
Fairfield, CT 06824
3 Beds
2 Baths
1,616 sqft (on 0.26 acres)
3 Beds
2 Baths
1,616 sqft
(on 0.26 acres)
Local Information
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Description
Exciting, completely updated, immaculate with a touch of glam! This 3/4 bedroom split has all the bells and whistles. Quartz island and waterfall countertop, stainless appliances, wonderful Kitchen/Dining experience on first floor with access to one of TWO patios. Three bedrooms are all together on the Upper Level with Lucite handrail, hardwood flooring and updated full bathroom. The Family Room is found one level down with built ins, beverage fridge, and mirrored entertainment center. A second updated full bath is also found on the lower level along with a large mechanical room, laundry area and abundant storage in a spacious crawl space. The attached shed off the garage is another option to store sports equipment, bikes, and more. A potential in law- or fabulous office area is found off of the Family Room with access, through sliders, to a second patio overlooking a perfect play space with swing, climbing equipment and more. The professionally landscaped yard is fully fenced. Only 2.5 miles to the center of town, train and commuting on I-95, and 1.5 miles to the Merritt, Lake Mohegan with a water park and swimming beach. A luxury 18 hole golf course, tennis courts and hiking trails are also found nearby. Long Island Sound beaches are within 3 miles of this lovely home. Fairfield's town center is well known for its many exciting restaurants and nightlife. Completely turn key this home is a coastal Connecticut gem!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 01, 2024
Home Highlights
Parking
1 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 21 Middlebrook Drive
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Interior Details Basement: Crawl Space,Storage SpaceNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Family Room, Kitchen, Office |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1616 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Hot Water,Zoned,OilHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa No Fireplace |
Windows, Doors, Floors & Walls Window: Thermopane Windows |
Levels, Entrance, & Accessibility Levels: Multi/Split |
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Exterior Home Features Roof: AsphaltPatio / Porch: PatioFencing: Privacy, FullOther Structures: Shed(s)Exterior: Rain Gutters, LightingFoundation: BlockNo Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved,Driveway,Garage Door Opener,Private,Asphalt |
Frontage Waterfront: Water CommunityNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 1616 Square Feet |
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Year Built Year Built: 1959 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Level |
Building Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: trampolineParcel Number: 129106 |
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Price List Price: $820,000 |
Status Change & Dates Off Market Date: Wed Apr 10 2024Possession Timing: Negot |
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MLS Status: Closed |
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Direction & Address City: FairfieldCommunity: University |
School Information Elementary School: Osborn HillJr High / Middle School: Fairfield WoodsHigh School: Fairfield Ludlowe |
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Building Area Building Area: 1616 Square Feet |
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Community Features: Golf, Lake, Library, Playground, Public Rec Facilities, Tennis Court(s) |
Other Playground |
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No HOA |
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Lot Area: 0.26 acres |
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Energy Efficiency Features: Windows |
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BasementMls Number: 24007685Attic: Storage, Access Via HatchAbove Grade Unfinished Area: 1616 |
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GolfLakeLibraryPlaygroundPublic Rec FacilitiesTennis Court(s) |
Last check for updates: about 10 hours ago
Listed by Cindy Raney, (203) 257-8320
Coldwell Banker Realty, (203) 227-8424
Co-Listing Agent: Ginny Moffitt, (203) 610-3351
Coldwell Banker Realty, (203) 227-8424
Bought with: Helene Daly, (203) 913-4026, Compass Connecticut, LLC, (203) 489-6499
Source: Smart MLS, MLS#24007685
Price History for 21 Middlebrook Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 06/03/2024 | $841,000 | Sold | Smart MLS #24007685 |
| 04/21/2024 | $820,000 | Pending | Smart MLS #24007685 |
| 04/03/2024 | $820,000 | PriceChange | Smart MLS #24007685 |
| 09/23/2022 | $799,000 | Listed For Sale | Smart MLS #170524888 |
| 03/11/2022 | $765,000 | Sold | Smart MLS #170449249 |
| 01/25/2022 | $799,000 | Pending | William Raveis Real Estate, Mortgage & Insurance #170449249 |
| 01/25/2022 | $799,000 | Contingent | Smart MLS #170449249 |
| 11/03/2021 | $799,000 | Listed For Sale | Smart MLS #170449249 |
| 01/21/2021 | $606,000 | Sold | Smart MLS #170358054 |
| 01/09/2021 | $625,000 | Contingent | Smart MLS #170358054 |
| 12/10/2020 | $625,000 | PriceChange | Agent Provided |
| 12/01/2020 | $639,000 | Listed For Sale | Agent Provided |
| 09/08/2020 | $380,000 | Sold | N/A |
| 06/27/1994 | $185,000 | Sold | N/A |
Market trends in Fairfield
Last updated April 2026
Avg. sale price
$958K $96.16KMoM
Sale-to-List Price
102.1% 1.3%MoM
Price per sq ft
$473 $29MoM
Available listings
131 12MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $10,455 |
| Assessment | $368,270 |
Home facts updated by county records
Comparable Sales for 21 Middlebrook Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.04 | Single-Family Home | $811,000 | 11/07/25 | 3 | 2 | 1,440 | |
0.12 | Single-Family Home | $899,999 | 12/31/25 | 3 | 2 | 1,819 | |
0.19 | Single-Family Home | $750,000 | 04/17/26 | 3 | 2 | 1,421 | |
0.15 | Single-Family Home | $1,010,000 | 05/26/26 | 4 | 2 | 1,888 | |
0.41 | Single-Family Home | $720,000 | 06/11/25 | 3 | 2 | 1,586 | |
0.36 | Single-Family Home | $760,000 | 11/07/25 | 3 | 1.5 | 1,244 | |
0.30 | Single-Family Home | $749,000 | 08/13/25 | 3 | 2.5 | 1,850 | |
0.63 | Single-Family Home | $885,000 | 06/24/25 | 3 | 2 | 1,523 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 21 Middlebrook Drive.
- Fairfield Woods Middle School
- 6-8
- Public
- 743 Students
8/10GreatSchools RatingParent Rating AverageI LOVE THE PASSION IN THIS SCHOOL. All the teachers and principals are welcoming and they put there hard work in to us and care about what we doOther Review15y ago - Osborn Hill School
- K-5
- Public
- 441 Students
9/10GreatSchools RatingParent Rating AverageBoth of my boys attend OHS and it’s an amazing school! Wonderful teachers and staff and Mr. Hudspeth is wonderful! He is clearly dedicated to staff and students and leads by example each day. On numerous occasions he has gone out of his way to help our family, as well as many others I know. OHS is the best of the best and we are fortunate to to live around the corner. It’s the main reason we chose our home so that we could walk each dayParent Review5y ago - Fairfield Ludlowe High School
- 9-12
- Public
- 1498 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 21 Middlebrook Drive.
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
78 % Say there's holiday spirit
76 % Say people would walk alone at night
71 % Say kids play outside
67 % 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
47 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Homes for rent near 21 Middlebrook Drive
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21 Middlebrook Drive, Fairfield, CT 06824 is a 3 bedroom, 2 bathroom, 1,616 sqft single-family home built in 1959. This property is not currently available for sale. 21 Middlebrook Drive was last sold on Jun 3, 2024 for $841,000 (3% higher than the asking price of $820,000). The current Trulia Estimate for 21 Middlebrook Drive is $982,800.