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ActiveListed 24 days ago

$5,000,000

3 Wyndemere Dr, Southborough, MA 01772

5
beds
6
baths
9,910
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
4.6 acres
Year builtThe year the building was originally built, as reported by the listing agent.
2006
On the marketDays since the home was listed. New listings tend to move fastest.
24 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$505
ParkingSpaces that come with the home, as reported to the MLS.
15 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$39,698

What’s Special

  • Central Air
  • Porch
  • Pool - Inground Heated

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.

Listing courtesy of Edith Paley, William Raveis R.E. & Home Services · MLS PIN #73582552

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
5
Bathrooms
5 full, 2 half
Living area
9,910 sqft

Interior

11
  • Sitting Room
  • Office
  • Play Room
  • Living/Dining Rm Combo
  • Exercise Room
  • Bathroom
  • Central Vacuum
  • Sauna/Steam/Hot Tub
  • Wet Bar

Exterior

10
  • Porch
  • Deck
  • Patio
  • Balcony
  • Pool - Inground Heated
  • Professional Landscaping
  • Sprinkler System
  • Decorative Lighting
  • Screens

Parking

5
  • Attached
  • Paved Drive
  • Off Street
  • Driveway
  • Paved

Laundry

1
  • First Floor

Heating

4
  • Forced Air
  • Radiant
  • Natural Gas
  • Electric

Cooling

1
  • Central Air

Appliances

13
  • Gas Water Heater
  • Range
  • Oven
  • Dishwasher
  • Disposal
  • Microwave
  • Indoor Grill
  • Refrigerator
  • Washer

MLS PIN #73582552 · Listed September 25, 2026

Location

3 Wyndemere Dr, Southborough · All Southborough homes

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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12 Wyndemere Drive1 / 32
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12 Wyndemere Drive

Southborough, MA 01772

Listing courtesy of Ginny Martins, Ginny Martins & Associates · MLS PIN #73481194

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$5,495,000

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Listing courtesy of J. Stanley Edwards, LandVest, Inc., Concord · MLS PIN #73526293

196 Pond Road1 / 20
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$5,695,000

5 bd · 6.5 ba · 9,400 sqft · Single Family

196 Pond Road

Wellesley, MA 02482

Listing courtesy of Melissa Dailey, Coldwell Banker Realty - Wellesley · MLS PIN #73499334

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.