Welcome to luxury living at its finest! This impressive stone and shingle home redefines sophistication with meticulous craftsmanship and attention to detail. Nestled in the most convenient location, close to Schools, Metro-North, Darien Commons & all town amenities, offering the ultimate in lifestyle & convenience. Step inside to discover a world of elegance, where natural light floods the interiors, creating a warm & inviting atmosphere featuring custom millwork, soaring ceilings and fine details throughout. Entertain with style in the gourmet eat-in kitchen with a large island and butler's pantry, perfect for hosting gatherings of all sizes. French doors lead from the kitchen and living areas to covered porches, inviting you to bask in the serene views of the sparkling pool and lush surroundings. The main house boasts impeccable formal rooms and 5 spacious bedrooms, each with en suite baths, offering comfort and privacy for the entire family. 3-finished floors of living space, plus the bonus of a stunning separate structure featuring a private studio/office space with a cozy fireplace & cathedral ceiling paired with an additional two-car garage making a total of 5 garage spaces with Tesla charging station. The separate studio offers endless possibilities, be it a home office, artist's sanctuary, or private retreat. Experience the pinnacle of stone & shingle style living, from cozy family nights to grand celebrations, every moment will be cherished in this stunning home.
Sold for $4,398,000
$4,398,000
253 Middlesex Road, Darien, CT 06820
5beds
9,033sqft
Single Family Residence
Built in 2007
1.05 Acres Lot
$5,914,200 Zestimate®
$487/sqft
$25,238 Estimated rent
Home value
$5,914,200
$5.32M - $6.62M
$25,238/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Taylor Tait 203-644-0026,
Houlihan Lawrence 203-966-3507
Bought with:
Stephanie Hanford, RES.0797835
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24000108
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Exercise Room
Primary bedroom
- Features: Bay/Bow Window, Balcony/Deck, Dressing Room, Fireplace, Full Bath, Walk-In Closet(s)
- Level: Upper
- Area: 432 Square Feet
- Dimensions: 18 x 24
Bedroom
- Features: High Ceilings, Built-in Features, Full Bath, Hardwood Floor
- Level: Upper
- Area: 224 Square Feet
- Dimensions: 14 x 16
Bedroom
- Features: High Ceilings, Built-in Features, Full Bath, Hardwood Floor
- Level: Upper
- Area: 224 Square Feet
- Dimensions: 14 x 16
Bedroom
- Features: Bay/Bow Window, High Ceilings, Built-in Features, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 252 Square Feet
- Dimensions: 14 x 18
Bedroom
- Features: High Ceilings, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 272 Square Feet
- Dimensions: 16 x 17
Dining room
- Features: Bay/Bow Window, High Ceilings, Beamed Ceilings, Hardwood Floor
- Level: Main
- Area: 360 Square Feet
- Dimensions: 18 x 20
Family room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 450 Square Feet
- Dimensions: 18 x 25
Great room
- Features: High Ceilings, Bookcases, Built-in Features, Hardwood Floor
- Level: Upper
- Area: 456 Square Feet
- Dimensions: 19 x 24
Kitchen
- Features: Vaulted Ceiling(s), Breakfast Bar, Dining Area, Wet Bar, Kitchen Island, Pantry
- Level: Main
- Area: 280 Square Feet
- Dimensions: 14 x 20
Library
- Features: High Ceilings, Bookcases, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
- Area: 360 Square Feet
- Dimensions: 15 x 24
Living room
- Features: High Ceilings, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 432 Square Feet
- Dimensions: 18 x 24
Rec play room
- Features: Built-in Features, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Lower
- Area: 576 Square Feet
- Dimensions: 18 x 32
Heating
- Baseboard, Forced Air, Radiant, Zoned, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Mud Room
Features
- Sound System, Central Vacuum, Entrance Foyer
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Heated,Storage Space,Cooled,Interior Entry,Partially Finished
- Attic: Walk-up
- Number of fireplaces: 5
Interior area
- Total structure area: 9,033
- Total interior livable area: 9,033 sqft
- Finished area above ground: 7,933
- Finished area below ground: 1,100
Property
Parking
- Total spaces: 5
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 5
Features
- Patio & porch: Covered, Patio
- Exterior features: Balcony, Rain Gutters, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, In Ground
- Fencing: Partial
- Waterfront features: Beach Access
Lot
- Size: 1.05 Acres
- Features: Corner Lot, Wooded
Details
- Additional structures: Guest House, Pool House
- Parcel number: 103873
- Zoning: R-1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Stone, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Wood
Condition
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Library, Medical Facilities, Park, Playground, Public Rec Facilities, Near Public Transport, Shopping/Mall
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $487/sqft
- Tax assessed value: $3,017,560
- Annual tax amount: $44,328
- Date on market: 4/3/2024
- Exclusions: See Addendum
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2024 | Sold | $4,398,000-1.7%$487/sqft |
Source:  Smart MLS #24000108 Report a problem | ||
| 4/19/2024 | Pending sale | $4,475,000$495/sqft |
Source: Smart MLS #24000108 Report a problem | ||
| 4/3/2024 | Listed for sale | $4,475,000+20.9%$495/sqft |
Source: Smart MLS #24000108 Report a problem | ||
| 8/4/2014 | Sold | $3,700,000-3.3%$410/sqft |
Source: Smart MLS #99066064 Report a problem | ||
| 5/23/2014 | Listed for sale | $3,825,000+218.8%$423/sqft |
Source: Halstead Property #99066064 Report a problem | ||
| 3/5/2007 | Sold | $1,200,000+293.4%$133/sqft |
Source: Public Record Report a problem | ||
| 7/30/1992 | Sold | $305,000$34/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $46,609 +5.1% | $3,010,910 -0.2% |
| 2024 | $44,328 -2.8% | $3,017,560 +16.5% |
| 2023 | $45,610 +2.2% | $2,590,000 |
| 2022 | $44,626 +2.3% | $2,590,000 |
| 2021 | $43,616 +3.1% | $2,590,000 |
| 2020 | $42,295 -6.4% | $2,590,000 -5.6% |
| 2019 | $45,174 +5.6% | $2,742,810 +3.1% |
| 2018 | $42,773 -0.5% | $2,660,000 |
| 2017 | $42,986 +2.5% | $2,660,000 |
| 2016 | $41,948 +2.7% | $2,660,000 |
| 2015 | $40,831 -7.9% | $2,660,000 -9.9% |
| 2014 | $44,337 +14% | $2,953,860 +0.1% |
| 2013 | $38,881 +3.9% | $2,952,250 |
| 2012 | $37,435 +3.9% | $2,952,250 |
| 2011 | $36,017 +3.9% | $2,952,250 |
| 2010 | $34,659 +3.3% | $2,952,250 |
| 2009 | $33,567 +1.9% | $2,952,250 +30.4% |
| 2008 | $32,941 +260.2% | $2,264,010 +243.4% |
| 2007 | $9,145 +3.5% | $659,330 |
| 2006 | $8,835 -28% | $659,330 -30% |
| 2005 | $12,264 +55.7% | $941,900 +42.9% |
| 2004 | $7,879 +26.9% | $659,330 +38.7% |
| 2003 | $6,210 -6.9% | $475,510 |
| 2001 | $6,667 +7.4% | $475,510 -30% |
| 2000 | $6,210 +14.6% | $679,300 +122.1% |
| 1999 | $5,420 | $305,890 |
Find assessor info on the county website
Neighborhood: 06820
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Nearby schools
GreatSchools rating
- 10/10Ox Ridge Elementary SchoolGrades: PK-5Distance: 1.7 mi
- 10/10Middlesex Middle SchoolGrades: 6-8Distance: 0.6 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 0.4 mi
Schools provided by the listing agent
- Elementary: Ox Ridge
- Middle: Middlesex
- High: Darien
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Darien
- 06820
- 253 Middlesex Road
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