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1 Days on market
3 Wyndemere Dr Southborough — Photo 1 of 42

3 Wyndemere Dr Southborough — Photo 1 of 42

$5,000,000

Investment Analysis — 3 Wyndemere Dr

Southborough, MA 01772

Based on HUD Small Area Fair Market Rent for Worcester, MA HUD Metro FMR Area, a 4-bedroom in 01772 carries an estimated $4,650/mo in gross rent — about a 0.05% cap rate and $2,710/yr in estimated NOI at the $5,000,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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.

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Immersive Experience

Property Details

Financials

Original Price$5,000,000
Annual Taxes$39,698

Parking

Garage5
Off-Street15

Interior Specifications

Total Rooms11
Fireplaces2
Flooring--
BasementFull, Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingForced Air, Radiant, Natural Gas, Electric
CoolingCentral Air
WaterPublic, Private
SewerPrivate Sewer

Building & Exterior

ConstructionFrame, Brick
RoofShingle
FoundationConcrete Perimeter
ZoningRA

Property & Lot

Acres4.6
SqFt Lot200,376
Lot FeaturesGentle Sloping

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

Second
Bedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily RoomPrimary BedroomBathroom 1
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Office
Lvl First
Family Room
Lvl First
Primary Bedroom
Lvl First
Bedroom 2
Lvl Second
Bedroom 3
Lvl Second
Bedroom 4
Lvl Second
Bathroom 1
Lvl First
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second

Property History

Listed
$5,000,000

Sep 25, 2026

MLS® 73582552

Sold
$2,900,000

Dec 16, 2024

MLS® 73246148

Listed
$2,999,999

Jun 3, 2024

MLS® 73246148

Listing Provided By

Listing Agent: Edith Paley

Listing Office: William Raveis R.E. & Home Services

MLS® Number: 73582552