53 Maple Street, Darien, Connecticut 06820

About this home

Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $2,500,000, ranging $1,350,000 to $2,705,000.

Within a 15-minute walk, sold in the last year
• 24 Laforge Road4 bd · 3 ba · 3,045 sq ft · 0.1 mi away
  $1,650,000$541/sq ft2025-09-04
• 14 Maple Street4 bd · 3 ba · 2,659 sq ft · 0.1 mi away
  $1,350,000$507/sq ft2025-11-03
• 7 Walmsley Road4 bd · 3 ba · 2,521 sq ft · 0.2 mi away
  $2,652,500$1,052/sq ft2026-06-22
• 11 Walmsley Road4 bd · 5 ba · 3,609 sq ft · 0.2 mi away
  $2,500,000$692/sq ft2026-08-04
• 12 Walmsley Road5 bd · 4 ba · 3,280 sq ft · 0.3 mi away
  $2,705,000$824/sq ft2026-05-21

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Recorded sales

Deed transfers on file with the Darien land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2020-07-02$350,000Single Family

More homes in Darien

Closest in price to this one.

• 36 Richmond Drive3 bed · 2 bath · 2,725 sq ft$1,395,000
• 1646 Boston Post Road4 bed · 2 bath · 3,182 sq ft$1,495,000
• 29 Lynn Court4 bed · 2 bath · 1,883 sq ft$1,050,000
• 105 Rose Lane4 bed · 2 bath · 2,350 sq ft$1,600,000
• 64 Noroton Avenue2 bed · 1 bath · 910 sq ft$949,000
• 139 Holmes Avenue3 bed · 3 bath · 2,184 sq ft$1,650,000

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