
3 Wyndemere Dr Southborough — Photo 1 of 42
Beds
4
Baths
6
SqFt
9,910
Style
Single Family
Built
2006
What if your favorite destination was home? Set on one of Southborough’s most distinguished streets, 3 Wyndemere Drive is a residence designed for both extraordinary moments and beautifully lived everyday life - a place where timeless elegance, exceptional amenities and effortless comfort come together. From the moment you enter, soaring spaces, refined architectural details and an elegant flow create a sense of presence without sacrificing warmth. Expansive windows fill the interiors with natural light and capture views of the picturesque wildflower meadow and surrounding conservation land. At the heart of the home, beautifully appointed gathering spaces transition effortlessly from quiet mornings to intimate dinners and memorable evenings. The main-level primary suite is a world of its own - generously scaled, private and designed around the rituals of everyday luxury. A serene sitting room opens to a private balcony, while two exceptional walk-in closets create beautifully designed spaces for dressing, displaying and organizing a wardrobe with room to truly indulge. And then there’s downstairs, where an entirely different experience awaits. The expansive lower level is dedicated to entertaining, wellness and fun, with a sophisticated bar and oversized island, wine display, indoor grill, golf simulator and putting area, fitness space and impressive indoor jet pool. Perfect your swing, work out, gather for drinks or entertain late into the evening - all without ever making a reservation! Outside, approximately 4.6 acres of manicured grounds create a remarkable sense of privacy and a beautiful backdrop through the changing seasons. Generous living spaces, multiple levels of thoughtfully designed amenities and a three-car garage complete a residence created for life on a grand scale - yet with the warmth and versatility to feel equally at home during quiet everyday moments. Perfectly positioned in Southborough, the residence offers the rare combination of privacy and accessibility, with Fay and St. Mark’s schools nearby and Boston approximately 25 miles away - keeping exceptional education, culture and city access within easy reach. Elegant yet unexpected, sophisticated yet meant to be lived in, 3 Wyndemere Drive offers something increasingly rare: the freedom to entertain, play, recharge and enjoy life entirely on your own terms. This isn't simply a home to see. It's one to experience.
Immersive Experience
Market Value Analysis
* Analysis is based on 19 actively listed and recently sold comparable properties strictly within Southborough, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Indoor Grill • Refrigerator • Washer • Dryer • Wine Refrigerator • Vacuum System • Range Hood
Neighborhood
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstDining Room
Lvl FirstKitchen
Lvl FirstOffice
Lvl FirstFamily Room
Lvl FirstPrimary Bedroom
Lvl FirstBedroom 2
Lvl SecondBedroom 3
Lvl SecondBedroom 4
Lvl SecondBathroom 1
Lvl FirstBathroom 2
Lvl SecondBathroom 3
Lvl SecondProperty History
$5,000,000
Sep 25, 2026
MLS® 73582552
$2,900,000
Dec 16, 2024
MLS® 73246148
$2,999,999
Jun 3, 2024
MLS® 73246148
Population
9,907
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$202K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.6%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Worcester County
1,805 housing units permitted in the last 12 months (+1% vs the prior 12 months) — 1,007 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 9,910 sq ft principal dwelling). Lot size: 200,376 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Edith Paley
Listing Office: William Raveis R.E. & Home Services
MLS® Number: 73582552
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