25 Bailey Ave
Darien, CT 06820
Downtown
5 Beds
3.5 Baths
3,052 sqft
$1,967,800
as of Jun 6, 2026
$1,967,800
as of Jun 6, 2026
5 Beds
3.5 Baths
3,052 sqft
Local Information
© Google
-- mins to
Description
BETTER-THAN-NEW '96 5 BR/3.5 BA IN-TOWN COLONIAL WALK TO TRAIN, TILLEY POND PARK, TOWN. FINISHED 4 FLRS, NEW KITCHEN OPENS TO DR, FR. FORMAL LR. LUXURY MASTER SUITE, 2 ADDL BRS SHARE HALL BA ON 2ND. ON 3RD FLR, 2 ADDL BRS SHARE HALL BA. FINISHED LL REC ROOM WITH NEW COMPOSITE FLOORS. 2 CAR DETACHED GARAGE WITH WALK-UP STORAGE. NEW DRIVEWAY W/ BELGIUM BLOCK FRONT APRON AND ETCHING PLUS BLUESTONE BACK PATIO AND FRONT WALKWAY. WALK TO EVERYTHING DARIEN HAS TO OFFER.
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.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 25 Bailey Ave
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Interior Details BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, Mud Room, Office, Recreation RoomCeiling Fan |
Heating & Cooling Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood |
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa FireplaceJetted Bath Tub |
Windows, Doors, Floors & Walls Double Paned Windows |
Security Security System |
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Exterior Home Features Roof: AsphaltExterior: WoodGardenLawnPatioPorchSprinkler System |
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached |
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Year Built Year Built: 1996Year Updated: 2008 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 9147 sqft |
Price History for 25 Bailey Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 08/08/2016 | $1,125,000 | Sold | Smart MLS #99141453 |
| 12/19/2012 | $915,000 | Sold | Smart MLS #98538162 |
| 10/14/2012 | $1,025,000 | PriceChange | Agent Provided |
| 05/07/2012 | $1,050,000 | Listed For Sale | Agent Provided |
| 09/26/2007 | $1,025,000 | Sold | Smart MLS #98321397 |
| 01/31/1997 | $430,000 | Sold | N/A |
Market trends in Darien
Last updated April 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
64 14MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $14,048 |
| Assessment | $907,480 |
Home facts updated by county records
Comparable Sales for 25 Bailey Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $2,350,000 | 09/30/25 | 5 | 4.5 | 3,780 | |
0.17 | Single-Family Home | $2,050,000 | 09/05/25 | 5 | 4.5 | 3,591 | |
0.28 | Single-Family Home | $1,125,000 | 01/08/26 | 3 | 3 | 1,636 | |
0.39 | Single-Family Home | $1,135,000 | 10/08/25 | 5 | 3.5 | 3,327 | |
0.13 | Single-Family Home | $1,534,500 | 08/20/25 | 3 | 2 | 1,550 | |
0.31 | Single-Family Home | $1,400,000 | 09/17/25 | 4 | 3 | 1,568 | |
0.57 | Single-Family Home | $1,050,000 | 12/23/25 | 5 | 2 | 2,844 | |
0.46 | Single-Family Home | $1,675,000 | 09/17/25 | 4 | 3 | 2,724 | |
0.57 | Single-Family Home | $1,800,000 | 08/21/25 | 4 | 3 | 3,023 | |
0.42 | Single-Family Home | $3,000,750 | 06/30/25 | 5 | 3.5 | 4,376 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDSEP 30, 2025Keller Williams Realty
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Assigned Schools
These are the assigned schools for 25 Bailey Ave.
- Darien High School
- 9-12
- Public
- 1415 Students
10/10GreatSchools RatingParent Rating AverageExcellent in every respect. Rich choice of activities and academics. Experienced counselors and teachers and positive atmosphere. Strong support for IEP and 509.Parent Review6y ago - Middlesex Middle School
- 6-8
- Public
- 1068 Students
10/10GreatSchools RatingParent Rating AverageBullying at Middlesex is rampant and the administration goes out of their way to ignore the issue and place kids with bullies without taking corrective action.Parent Review2y ago - Royle Elementary School
- PK-5
- Public
- 366 Students
9/10GreatSchools RatingParent Rating AverageAmazing community of supportive teachers, parents and administrators.Parent Review4y ago 
Check out schools near 25 Bailey Ave.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Downtown
At least 1 Trulia users voted on each feature.
100 % Say it's dog friendly
100 % Say they plan to stay for at least 5 years
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say there's wildlife
100 % Say it's walkable to restaurants
100 % Say car is needed
100 % Say neighbors are friendly
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Homes for sale near 25 Bailey Ave
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25 Bailey Ave, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,052 sqft single-family home built in 1996. 25 Bailey Ave is located in Downtown, Darien. This property is not currently available for sale. 25 Bailey Ave was last sold on Aug 8, 2016 for $1,125,000. The current Trulia Estimate for 25 Bailey Ave is $1,967,800.