$5,000,000
3 Wyndemere Dr
Southborough, MA, 01772
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
Price:
$5,000,000
MLS #:
73582552
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 25, 2026
Finished Sq Ft:
9,910
Total Sq Ft:
9,910
Lot Size:
200,376 sqft / 4.60 acres (approx)
Year Built:
2006
Schools
Elementary School:
Mary E. Finn & Fay Schools
Middle School:
Public & Private Schools
High School:
Algonquin & St Mark’s Schools
Interior
Above Grade Finished Area
6570
Appliances
Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Wine Refrigerator, Vacuum System, Range Hood
Bathrooms
5 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
3340
Cooling
Central Air
Fireplaces Total
2
Heating
Forced Air, Radiant, Natural Gas, Electric
Interior Features
Sitting Room, Office, Play Room, Living/Dining Rm Combo, Exercise Room, Bathroom, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar, Laundry Chute, Wired for Sound
Laundry Features
First Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Construction Materials
Frame, Brick
Covered Spaces
5
Exterior Features
Porch, Deck, Patio, Balcony, Pool – Inground Heated, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Stone Wall
Garage Spaces
5
Lot Features
Gentle Sloping
Open Parking Spaces
10
Open Parking YN
1
Parking Features
Attached, Paved Drive, Off Street, Driveway, Paved
Parking Spots
15
Parking Total
15
Patio And Porch Features
Porch, Deck, Patio
Roof
Shingle
Security Features
Security System
View
Scenic View(s)
Waterfront Features
Lake/Pond, Beach Ownership(Public)
Window Features
Screens
Financial
Tax Year
2026
Taxes
$39,698
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Southborough as of Oct 17, 2026
43
Single Family Listed
100
Avg DOM
403
Avg $ / SqFt
$1,701,335
Avg List Price
Community
- Address3 Wyndemere Dr Southborough MA
- CitySouthborough
- CountyWorcester
- Zip Code01772
Subdivisions in Southborough
Similar Listings Nearby
Property Summary
- 3 Wyndemere Dr Southborough MA is a Single Family for sale in Southborough, MA, 01772. It is listed for $5,000,000 and features 5 beds, 6 baths, and has approximately 9,910 square feet of living space, and was originally constructed in 2006. The current price per square foot is $505. The average price per square foot for Single Family listings in Southborough is $403. The average listing price for Single Family in Southborough is $1,701,335. To schedule a showing of MLS#73582552 at 3 Wyndemere Dr in Southborough, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of William Raveis R.E. & Home Services. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
3 Wyndemere Dr
Southborough, MA












































