About this home
Magnificent newer sun-filled Colonial ideally situated in a premier West Side cul-de-sac, offering over 8,000 sq ft of beautifully finished living space across four levels-A great price at only $368psf! !Designed for grand-scale entertaining and multi-generational living, this exceptional home features 7 bedrooms, 7.5 baths, four fireplaces and a 3-car direct-entry garage, all complemented by custom built-ins, fine cabinetry and beautiful millwork throughout. The newly renovated chef’s kitchen showcases quartz countertops, an oversized center island, two dishwashers and a butler’s pantry with wine fridge and ice maker, flowing seamlessly into the elegant dining room, living room and fireplaced family room overlooking the meticulously maintained grounds. A dedicated first-floor wing offers incredible flexibility for extended family, au pair or guests, while a private office with custom wet bar and additional spaces can easily accommodate two executive home offices. Upstairs, the grand primary suite is joined by four additional bedroom suites, each offering a private bath, sitting area and generous closet space. The third floor provides a completely private guest or teen suite with a full bath and two closets.The finished lower-level offers media, game and gym areas with a full bath and direct access to the inviting heated pool and lush landscaped grounds. Unmatched in scale and versatility with resort-like amenities, exceptional craftsmanship and a coveted West Side location, this remarkable home offers luxury living at its finest.
Listing last checked: Listing updated:
Listed by Kim Covino & Co. Team · Compass · MLS #73573670
Request property information
Select a document to start a request. You can add others in the form. Availability varies.
Details at a glance
Interior6 property facts
- Rooms
- 13
- Heating
- Forced Air, Natural Gas, Fireplace(s), Fireplace
- Cooling
- Central Air
- Flooring
- Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
- Basement
- Yes · Full, Finished, Walk-Out Access, Interior Entry
- Fireplaces
- 4
Building6 property facts
- Style
- Single Family Residence
- Year built
- 2009
- Garage
- 3
- Parking
- 12
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities5 property facts
- Lot size
- 0.46 acres
- Water
- Public
- Sewer
- Public Sewer
- Pool
- Yes · In Ground, Private
- Zoning
- RDA
Financial2 property facts
- Annual taxes
- $29,834
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $3,149,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$18,409 / monthAdjust
- Principal & interest
- $15,923
- Property tax
- $2,486
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $29,834. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
Price and status timeline
- Ter
$3,179,000 · Apr 16, 2026
- Ter
$3,537,000 · Feb 9, 2026
- Sld
$1,599,999 · Sold $1,455,000 · May 6, 2011
- Ter
$1,899,999 · Dec 23, 2009
More property insights
Automated value estimate $3,248,799
Estimated range $3,048,956–$3,448,641.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: excellent
Explore more of Winchester
Continue your search in Winchester.
Need help making sense of this home?
About 37 Mayflower Road
Can I request a private showing?
Request a tour of 37 Mayflower Road and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

