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Good afternoon. Welcome to 5 Middlesex Road, Darien, CT

$2,995,000
5
Beds
5.00
Baths
6,195
SqFt
0.69
Acres

Pricing Insight: Originally listed for $2,995,000, the price has remained unchanged for approximately 55 days. This property has been on the market for approximately 55 days. MLS reports 27 Days on Market (DOM) before it went under contract.

5 Middlesex Road, Darien, CT is a 5-bed, 5-bath, 6,195 square foot home built in 1880 , featuring colonial architecture.

This home is within the Darien school district. Local, with nearby schools including Holmes.

MLS #: 24184412

Offered Price: $2,995,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 6,195 Sq. Ft.

Lot Size: 0.69 Acres

Neighborhood: N/A

County: Fairfield

Year Built: 1880

Design & Construction: Frame

Heating: Hot Water

Cooling: Central Air,Zoned

Garage Spaces: 2

Price per Sq Ft as listed: $483

Estimated Tax: $23,029

Days on Market: 27

$3,250,000
5 Beds · 4 Baths · 4,567 Sq Ft
18 Phillips Lane, Darien
$699,000
3 Beds · 4 Baths · 2,051 Sq Ft
668 Glenbrook Road, Stamford
$3,750
3 Beds · 3 Baths · 1,560 Sq Ft
668 Glenbrook Road, Stamford
$2,275,000
5 Beds · 5 Baths · 4,197 Sq Ft
43 Phillips Lane, Darien
$1,600,000
4 Beds · 2 Baths · 2,350 Sq Ft
105 Rose Lane, Darien
$6,750
3 Beds · 3 Baths · 1,800 Sq Ft
-225 Hoyt Street, Darien

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hot Water

Fuel Tank Location: Not specified

Cooling System: Central Air, Zoned

Hot Water System: Other

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $483 / Sq. Ft.

Tax assessed value: $1,487,640

Estimated Tax: $23,029

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1880

Living Area: 6,195 Sq. Ft.

Lot Size: 0.69 Acres

Fuel: Natural Gas

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Darien
  • Statistical modeling algorithms
Local Market Context
Active Listings: 43
Average Price: $2,627,519
Average DOM: 27 days

Complimentary CMAs, no obligation

Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are greeted by a two-story foyer and 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. SOME RECENT UPDATES include all new central air(2023 & 2024), new boiler, water heater, natural gas conversion & 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.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 0.7 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

43

Homes For Sale

$2,627,519

Average List Price

Mechanicals & Utilities: Hot Water • Natural Gas • Central Air,Zoned • Public Water Connected water • 1 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Asphalt Shingle

Foundation: Stone

Driveway: Private,Paved,Crushed Stone

Garage: Attached Garage,Paved,Driveway (2 car)

Parking: 6 Total

Patio/Deck: Terrace,Deck,Gutters,Garden Area,Lighting,Stone Wall,Underground Sprinkler,Patio

Utilities: Water: Public Water Connected

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
Darien • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good afternoon Steve, I'm interested in
5 Middlesex Road, Darien, Connecticut
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Steve Simos
george@appzentric.com
203-915-6183
Presented by motif • Source: MLS • Listed by: Allison Santopietro • William Raveis Real Estate • MLS# 24184412