29 Hillcrest Avenue
Darien, Connecticut 06820
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,621
- Acres
- 0.51
- Year Built
- 1935
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
A true GEM!! Don't miss this truly beautiful 5 bedroom/3.1 bath home on a flat, dry half acre of lush landscape on one of Darien's premiere streets! This special home seamlessly blends generous proportions with a long list of new renovations including: roof, hvac/natural gas, and primary bath to name just a few.Step inside to over 3600sf of living space perfect for modern living and large-scale entertaining. The first floor offers an oversized eat-in kitchen with banquette and 4 additional oversized rooms for living and dining that accomodate everyone's needs and offers great flow to the gorgeous outdoor areas. The sprawling primary suite serves as a private sanctuary, complete with 2 walk-in closets and a newly transformed, spa-like bathroom. Generously sized secondary bedrooms offer ultimate flexibility for family, guests, or a dedicated home office. Outside, the property features a beautifully manicured flat yard (.51 acres), 2 tier composite deck with built-in grill to truly enjoy and experience seamless outdoor dining and entertaining. Unmatched for convenience, this premier address places you just minutes from top-rated schools, shopping, dining, train, and Woodland Park. Move right in and enjoy!
Key Facts
- City/Town
- Darien
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1935
- Days on Market
- 18 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 3,621 sq ft
- Lot Size
- 0.51 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $20,950 / Annually
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
25
54 under contract
Median List Price
$3.80M
25 active listings
Median Closed Price
$2.71M
211 sales
Median Days on Market
51
25 active listings
Median $ / Sq Ft
$733
25 active listings
Sale-to-List Ratio
106.3%
211 sales
How this home compares
List Price
$2.79M
vs $3.80M median
26.4% below median
Price / Sq Ft
$772
vs $733 median
5.3% above median
Days on Market
18 days
vs 51 days median
33 days fresher than median
Based on 25 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 27, 2026.
Location
29 Hillcrest Avenue, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$14,251
- Property Taxes$1,746
- Insurance$932
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Darien
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1935
- New Construction
- No/Resale
- Living Area
- 3,621 sq ft
Schools
- Elementary
- Holmes
- High
- Darien
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Electric CooktopWall OvenMicrowaveRange HoodSubzeroDishwasherWasherDryerWine Chiller
- Basement
- PartialUnfinishedSump PumpInterior Access
- Interior Features
- Auto Garage Door Opener
- Additional Rooms
- Mud Room
Exterior & Lot
- Lot Size
- 0.51 acres
- Zoning
- R12
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- GrillPorchDeckGuttersStone Wall
- Lot Description
- Fence - FullCorner LotDryLevel LotProfessionally LandscapedOpen Lot
Listing & Financials
- Property Taxes
- $20,950 / Annually
- Days on Market
- 18
- MLS #
- 24189152
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/27/2026 at 8:01 PM UTC.