$5,000,000
Active3 Wyndemere Dr
Southborough, MA 01772
Listed by Edith Paley at William Raveis R.E. & Home Services
Listing courtesy of Edith Paley, William Raveis R.E. & Home Services
Location
Open in MapsAbout This Property
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.
Property Details
Key Facts
Property Type
Single Family
Style
Antique
Year Built
2006
Living Area
9,910 sqft
Lot Size
200376
Rooms
11
Bedrooms
5
Bathrooms
6 (5 full, 2 half)
Construction
Exterior
A, B
Basement
Full Basement
Parking Spaces
15
Garage Spaces
5
Systems & Utilities
Heating
Hot Water Baseboard, Hot Water, Coal, No Heating
Cooling
Central Air
Water
City/Town Water, Other
Sewer
Septic
Financial
Taxes (2026)
$39,698/yr
Price / Sqft
$505/sqft
MLS #
73582552
Days on Market
12
Sarina Steinmetz
617.610.0207Price History
Listed
Sep 25, 2026
$5,000,000
No price changes recorded.
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View all in Southborough →Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated October 3, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.