25 Maplewood Avenue
Westport, CT, 06880 $ 1,049,000
Bedrooms3 Baths2.1 Sq 1,819 Monthly Estimate*
$ 6,459
for $1,049,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,819 square foot home was built in 1929 on a lot size of 0.14.
LOVE IT TODAY AND DREAM YOUR TOMORROW! WOW!!! This light-filled cozy cape with 1800sf living space on 3-levels, 3-bedrooms and 2-1/2 baths (this includes the legal accessory apt with a separate kitchen, 1 bedroom and 1 bath) is INDEED A RARE FIND in its sought-after neighborhood --- and yields so much flexibility for the new owner to supplement income as needed! Where else in town do you have a chance to purchase a home with an EXISTING LEGAL accessory apartment, to draw income just as the current owner has. The legal, accessory apartment in Lower Level has been constantly rented privately to tenants by current owner since 2011 purchase at a recent $1425/month (no documentation available since tenant was there for years, with informal owner-tenant arrangement). Since accessory apartment access is via a separate private entry on the lower driveway off Willowbrook Drive and a separate #2 Willowbrook Drive mailbox, co-inhabitants of this house have a friendly and "relatively private" coexistence - rarely seeing each other.Current owner has shared the backyard and lower-level laundry room with tenants. Recently in retirement, the seller has rented the upstairs for $5750 via the MLS(reference listing #24013621) and lived in the lower level. Lease began August 2024 into mid January 2026. The 2-level, 2-bedroom "Main House" with about 1200sf has a Maplewood Ave entry, and was updated with new baths and kitchen (AND MORE) when current owner purchased in 2011. There through Maplewood Ave entry you walk into a light-filled and inviting open floor plan on main level that enables wonderful 1st floor entertaining flow. Living Room built-ins surround the fireplace ( consider fireplace non-working since not used by current owner, NO GUARANTEES.) Kitchen has stainless appliances, cabinetry and stone countertops from 2011. The bright private office right inside the front door makes your workspace an area for quiet focus, yet convenient to watch the world pass by -- or take a quick lunch break to walk around the block --- or walk less than a mile to restaurants nearby. About 600sf more living square footage is in the walkout legal accessory apartment on the Lower Level that's accessible from its own private entrance on the rear driveway along with interior access through the shared laundry on the Lower Level. The apartment has a kitchen, full bath and bedroom to optionally rent out, use as an office, in-law or 3rd bedroom. House has HVAC with a functioning and well-maintained oil furnace THAT IS OLD. The owner recommends and has used an air conditioning unit as a booster for the upstairs bedroom level since there is not a 2nd thermostat there or in the lower level. When new owner upgrades the HVAC unit, they should consider hooking up to the natural gas on Maplewood. Be sure to explore the current survey and talk to Town P&Z about both: (a)building out the house in context with survey and (b)LEGAL Accessory Apartments regulations. Also consult with your lawyer, builder and other experts about your options for expanding. The building setbacks are clearly defined on this survey and so are P&Z and Building regulations, so wisely weigh your options to contemplate your offer and make this your new home! Located in one of the sweetest, most walkable and bikeable neighborhoods that's also walkable to town, this home adds up to an amazing investment to LOVE TODAY (and forever as-is) -- or LOVE IT TODAY while you DREAM YOUR TOMORROW !!!!!
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FeaturesGeneralZoning A
Neighborhood In-Town
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.14
Directions From Main St/Rte 136 turn onto either Richmondville or Clinton. Then turn onto Oak Street. From there turn onto Maplewood which is a 1-way street House is #25 on right. Park in street or in Maplewood Driveway.
High School Staples
City Westport
Elementary School Coleytown
Sq Ft Total 1819
Year Built 1929
Exclusions as per Inclusion-Exclusion sheet available with listing; some mentioned in listing.
Style Cape Cod
Year Built Source Public Records
Energy Features Programmable Thermostat Thermopane Windows
Association Fee Includes Snow Removal
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InteriorCooling System Central Air Window Unit
Total Rooms 8
Basement Description Full
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ExteriorWater Source Public Water Connected Public Water In Street
Lot Description Fence - Wood Fence - Partial Fence - Stone Corner Lot Dry Level Lot
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* Excluded FeaturesList ByMartha EidmanListing Agent
Coldwell Banker RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $6,459
- Monthly Property Taxes
- $588
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Westport, CT
Average List Price $4,076,312
Percent of Sale Price 289%
About Westport, CT 26,742 Population
4% Since 2002
$ 169,979 Median Income
48.33 Median Age
40% Households with Children
Trends Information provided by ATTOM Data Solutions.
2060203 Elementary School
1967866 Middle School
Staples High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/29/2026 | $1,049,000 | | Listed Price |