5 Middlesex Rd Darien, CT 06820
Estimated payment $19,532/month
Highlights
- Sub-Zero Refrigerator
- Colonial Architecture
- Attic
- Holmes Elementary School Rated A
- Deck
- 3 Fireplaces
About This Home
Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to train, elementary school, downtown shopping/dining, and parks. South-facing and situated on over half an acre, this gracious residence offers 6,195 sqft of character, elegance, and modern convenience. The gourmet kitchen is thoughtfully appointed with a large center island, six-burner gas range, Sub-Zero refrigeration, warming drawer, wet bar, and a convenient back staircase to the second level. Two potential primary suites provide exceptional flexibility, each offering spa-like baths and peaceful retreats. Recent updates include central air, a new boiler, natural gas conversion and a new flat roof. Integrated sound runs throughout the main living areas, primary suite, and veranda. A stunning formal living room with a soaring 12-ft ceiling is among the home's most impressive features, highlighted by a beautiful bow window and opening to the veranda and sun-filled garden room with heated slate floors. This extraordinary space creates an unforgettable first impression and is even more impressive in person than photos can capture. Rich hardwood flooring, natural wood beams, intricate moldings, and three fireplaces showcase timeless craftsmanship rarely found today. Designed for both comfortable living and elegant entertaining, the home also features a formal dining room for large gatherings and an inviting family room for relaxing.
Listing Agent
William Raveis Real Estate Brokerage Phone: (203) 216-2462 License #RES.0793175 Listed on: 03/30/2026
Open House Schedule
-
Sunday, April 26, 20261:00 to 4:00 pm4/26/2026 1:00:00 PM +00:004/26/2026 4:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,029
Year Built
- Built in 1880
Lot Details
- 30,056 Sq Ft Lot
- Stone Wall
- Sprinkler System
- Garden
- Property is zoned R13
Home Design
- Colonial Architecture
- Stone Foundation
- Frame Construction
- Asphalt Shingled Roof
- Clap Board Siding
Interior Spaces
- 6,195 Sq Ft Home
- Sound System
- 3 Fireplaces
- Unfinished Basement
- Partial Basement
- Home Security System
Kitchen
- Gas Range
- Range Hood
- Microwave
- Sub-Zero Refrigerator
- Dishwasher
- Wine Cooler
Bedrooms and Bathrooms
- 5 Bedrooms
Laundry
- Laundry on upper level
- Washer
- Gas Dryer
Attic
- Unfinished Attic
- Attic or Crawl Hatchway Insulated
Parking
- 2 Car Garage
- Parking Deck
- Automatic Garage Door Opener
- Private Driveway
Outdoor Features
- Deck
- Patio
- Terrace
- Exterior Lighting
- Rain Gutters
Schools
- Holmes Elementary School
- Middlesex School
- Darien High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Heating System Uses Natural Gas
Listing and Financial Details
- Assessor Parcel Number 105522
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $23,029 | $1,487,640 | $663,950 | $823,690 |
| 2024 | $21,853 | $1,487,640 | $663,950 | $823,690 |
| 2023 | $20,798 | $1,181,040 | $442,680 | $738,360 |
| 2022 | $20,349 | $1,181,040 | $442,680 | $738,360 |
| 2021 | $19,889 | $1,181,040 | $442,680 | $738,360 |
| 2020 | $19,322 | $1,181,040 | $442,680 | $738,360 |
| 2019 | $19,452 | $1,181,040 | $442,680 | $738,360 |
| 2018 | $19,366 | $1,204,350 | $488,460 | $715,890 |
| 2017 | $19,462 | $1,204,350 | $488,460 | $715,890 |
| 2016 | $18,993 | $1,204,350 | $488,460 | $715,890 |
| 2015 | $18,487 | $1,204,350 | $488,460 | $715,890 |
| 2014 | $18,077 | $1,204,350 | $488,460 | $715,890 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/22/2026 04/22/26 | Price Changed | $3,345,000 | -4.3% | $540 / Sq Ft | |
| 04/02/2026 04/02/26 | For Sale | $3,495,000 | +33.7% | $564 / Sq Ft | |
| 05/02/2022 05/02/22 | Sold | $2,615,000 | +5.0% | $422 / Sq Ft | View Prior Sale |
| 03/05/2022 03/05/22 | Pending | -- | -- | -- | |
| 02/24/2022 02/24/22 | For Sale | $2,490,000 | -- | $402 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $2,615,000 | None Available | |
| Deed | $1,525,000 | -- | |
| Deed | $1,525,000 | -- | |
| Warranty Deed | $1,501,000 | -- | |
| Warranty Deed | $1,501,000 | -- | |
| Warranty Deed | $775,000 | -- | |
| Warranty Deed | $775,000 | -- | |
| Executors Deed | $465,000 | -- | |
| Executors Deed | $465,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $2,092,000 | Purchase Money Mortgage | |
| Previous Owner | $500,000 | Credit Line Revolving | |
| Previous Owner | $965,000 | Stand Alone Refi Refinance Of Original Loan |
Source: SmartMLS
MLS Number: 24157558
APN: DARI-000025-000000-000093
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