George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Darien, CT / 29 DAYS ON MARKET
53 Maple StreetDarien, CT 06820
Asking price$1,299,000Active
Open house
Our Take
53 Maple Street in Darien combines a renovated main residence with a separate, renovated one-bedroom cottage on one property. The two residences provide distinct living spaces and privacy, with possible uses that include a primary home, guest accommodations, a private office, or rental housing. The main residence is currently leased for $4,050 per month, while the cottage is leased for $3,500 per month. Together, the residences offer flexible occupancy arrangements and two current rental leases.
At a glance
Active · MLS #24200711- Bedrooms
- 3
- BathroomsBaths
- 2 full / 0 half
- Square feet
- 3,094
- Year built
- 2020
- Acres
- 0.15
- Property taxes
- $8,659
July 2025-June 2026
What stands out
- Renovated main residence and separate cottage
- Separate one-bedroom cottage
- Distinct living spaces with privacy
- Flexible use for guests or a private office
- Main residence leased at $4,050 monthly
- Cottage leased at $3,500 monthly
Read the full listing description
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.
Schools
- Elementary
- Hindley
- Middle
- Middlesex
- High
- Darien
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗53 Maple Street, Darien, CT 06820
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $1,299,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Estimate: $1,299,000 asking price × assumed 2.5% buyer-agent commission × 30% rebate = $9,743. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by Berkshire Hathaway NE Prop. · (203) 227-5117
Shannon Drury
SmartMLS · Listing #24200711 · Active
Listing data checked: Sep 17, 2026, 7:00 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
For personal, noncommercial use to identify properties you may be interested in purchasing.