There are homes that check the boxes — and then there are homes that immediately feel different.
22 Windsor Road in Milton, Massachusetts is firmly in the second category.
Located in Milton’s desirable Columbine neighborhood, this fully renovated Dutch Colonial combines the character buyers love about classic New England architecture with the elevated finishes, thoughtful design, and indoor-outdoor living today’s buyers are searching for.
Listed at $1,795,000 by Colleen Foulsham of FC Realty Group, 22 Windsor Road offers four bedrooms, two full bathrooms, three half bathrooms, approximately 4,013 square feet of living space, a two-car detached garage, and a beautifully landscaped 8,407-square-foot lot. Originally built in 1929, the home has been transformed into a sophisticated, move-in-ready property while preserving the architectural presence that makes homes in Milton so distinctive.
For buyers searching for homes for sale in Milton, MA, particularly those looking for a property where design, location, entertaining space, and everyday livability come together, this is a home that deserves a closer look.
A Standout Home in Milton’s Columbine Neighborhood
Location continues to be one of the defining characteristics of Milton real estate, and 22 Windsor Road places its next owner in one of the town’s established residential neighborhoods.
The home is close to Kelly Field, Turner’s Pond, Glover School, and Milton Academy, while the nearby trolley line provides convenient access toward Boston. That combination of neighborhood character and Greater Boston connectivity is part of what continues to make Milton such a compelling market within the South Shore and Greater Boston real estate landscape.
FC Realty’s current Milton market data reflects the strength of the local market, with a median sales price of approximately $1.1 million and an average sales price above $1.7 million on its Milton community page. That places a distinctive property like 22 Windsor Road squarely within an active upper-end segment of the Milton housing market.
But numbers tell only part of the story.
What makes this property memorable is the way the renovation has been executed.
A Renovated Dutch Colonial With Serious Design Presence
From the moment you step inside 22 Windsor Road, the home feels considered.
This isn't a renovation designed simply to make a house newer. The materials, layout, and finishes work together to create a home that feels rooted in classic New England style while functioning beautifully for modern life.
One of the centerpieces is the New England-inspired kitchen, featuring soapstone countertops and premium Wolf and Sub-Zero appliances. It delivers the craftsmanship and understated sophistication buyers often hope to find in luxury Milton homes without losing the warmth that makes a kitchen feel like the center of a home.
A spacious breakfast nook connects to the backyard through French doors, while the formal dining room also provides patio access. The result is an easy relationship between the interior and exterior spaces — ideal whether you're hosting a larger gathering or enjoying a quiet night at home.
And throughout the property, the details matter.
That attention to presentation is particularly fitting for a property represented by Colleen Foulsham and FC Realty Group. Colleen has built her approach around more than putting a home on the market. Her background, local South Shore roots, eye for design, and hands-on involvement in the transaction have become central to the FC Realty brand.
More Than 4,000 Square Feet Designed to Be Used
With approximately 4,013 square feet of finished living area, 22 Windsor Road offers flexibility across multiple levels.
In addition to its four bedrooms and primary living spaces, the home includes finished attic and lower-level areas that create opportunities for work, recreation, guests, hobbies, or additional gathering space.
That flexibility matters.
Buyers looking at luxury homes for sale in Milton, MA are increasingly evaluating not just square footage, but how effectively that space can adapt to everyday life.
At 22 Windsor Road, the answer can be found throughout the floor plan.
And then there is the garage.
The Garage Might Be One of the Best Surprises at 22 Windsor Road
Calling this simply a two-car garage doesn't quite tell the story.
The detached garage has been transformed into an inviting lounge space featuring a gas fireplace, wet bar, and half bathroom, all while retaining its garage functionality.
It's a creative use of space that gives this Milton home something genuinely distinctive.
Game-day gathering spot. Cocktail lounge. Overflow entertaining space. Casual retreat.
The possibilities are part of the appeal.
In a real estate market where beautifully renovated properties can sometimes begin to feel interchangeable, features like this give 22 Windsor Road in Milton its own identity.
Indoor-Outdoor Living Made for New England
The property's outdoor spaces receive just as much attention.
French doors help connect the primary entertaining areas with the backyard and patio, while professional landscaping, decorative lighting, a fenced yard, garden areas, and an enclosed patio enhance the home's outdoor experience. The property also includes central air conditioning and natural-gas heat, adding practical comfort to its extensive renovation.
This is one of the defining strengths of the home: there isn't a sharp divide between the beautiful rooms buyers see in photographs and the spaces they'll actually use.
The house has been designed to live well.
Why Milton, Massachusetts Continues to Stand Out
For buyers researching Milton MA homes for sale, the town occupies a particularly interesting position in the Greater Boston real estate market.
Milton offers immediate proximity to Boston while maintaining a strong residential identity of its own. Established neighborhoods, classic architecture, community amenities, green space, and transportation connections continue to draw attention to the town.
The location of 22 Windsor Road adds another layer to that appeal, with Turner’s Pond, Kelly Field, Milton Academy, Glover School, and trolley access all identified among the nearby destinations on the property listing.
Nationally, buyers are entering a market with somewhat more inventory than in recent years, even as borrowing costs continue to affect affordability. August 2026 existing-home inventory reached its highest level since 2019, according to recent housing-market reporting. That environment makes property quality, condition, presentation, pricing strategy, and experienced representation increasingly important when bringing a home to market.
That is exactly where the strategy behind FC Realty Group becomes important.
Listed by Colleen Foulsham and FC Realty Group
A remarkable home deserves more than remarkable photography.
It deserves a marketing strategy.
Colleen Foulsham, Founder and Managing Broker of FC Realty Group, brings deep roots in the South Shore real estate market along with more than a decade of industry experience. Her public profile emphasizes strategic guidance, local market knowledge, careful attention to presentation, and direct involvement from the beginning of a transaction through closing.
That approach is especially important when representing distinctive homes in markets like Milton, Massachusetts.
Selling a property such as 22 Windsor Road means understanding more than bedroom count and square footage. It means understanding what makes the property different, who the likely buyer is, how that buyer searches, what details will resonate, and how to position the home against other inventory in Milton and Greater Boston.
That combination of local expertise and strategic marketing is at the heart of FC Realty Group.
For homeowners considering selling a property in Milton, Quincy, the South Shore, or Greater Boston, the marketing of 22 Windsor Road also offers a glimpse into how FC Realty approaches a listing: highlight the home's story, present it at its best, create visibility, and position it deliberately within the market.
Tour 22 Windsor Road in Milton, MA
For buyers looking for a fully renovated home in Milton, MA, 22 Windsor Road brings together a rare collection of qualities: classic Dutch Colonial architecture, a sophisticated renovation, more than 4,000 square feet of living space, thoughtful entertaining areas, flexible finished spaces, an unforgettable garage lounge, landscaped outdoor areas, and a coveted Milton location.
The home is currently offered at $1,795,000.
Open houses are scheduled for Friday, September 11 from 6:00–7:30 PM, Saturday, September 12 from 11:00 AM–1:00 PM, and Sunday, September 13 from 10:30 AM–12:30 PM.
To experience the property in person or schedule a private showing, connect directly with Colleen Foulsham and FC Realty Group.
Colleen Foulsham
Real Estate Broker | FC Realty Group
Phone: (857) 939-0144
Email: [email protected]
View 22 Windsor Road, Milton, MA
Whether you're actively searching for a home for sale in Milton, Massachusetts, considering a move to the South Shore, or wondering how to position your own property for the market, Colleen and the FC Realty team are ready to help you approach your next move with a clear strategy.
When the property is exceptional, the marketing behind it should be exceptional too.
