Across Massachusetts, four distinctive homes showcase how classic character, modern updates, and thoughtful design can coexist. From antique colonial charm and timeless New England craftsmanship to refined Brookline condo living, these residences highlight the diversity of lifestyles found throughout the state. In West Boylston, an antique colonial long held by one family blends updated kitchen and bath improvements with flexible living spaces, a backup generator, and an attached multi-level barn set on parklike grounds. In Brookline, a polished one-level condo pairs quartz finishes and bright architectural windows with professional management, robust amenities, and a rare private porch near parks, the Green Line, and key employment hubs. Additional featured properties further capture the range of Massachusetts living, from private countryside retreats to contemporary residences designed for convenience and comfort.
449 High St Hill | Contact for pricing


Kolleen Schmitt

Kolleen Schmitt
Nestled in the heart of Windsor, this thoughtfully renovated split-level residence combines modern updates with everyday comfort. The upper level offers three bedrooms and a full bathroom, while the main floor features a welcoming living room with a stone fireplace, a dining area with sliding doors opening to the backyard, and a bright kitchen outfitted with white cabinetry. On the lower level, you’ll find a half bath with a laundry area, a spacious storage closet or pantry, and a versatile room ideal for a family room, office, or media space. Additional access leads to the attached one-car garage and basement. Significant upgrades completed five years ago include a new roof, exterior paint, furnace, oil tank, and water heater. The main floor and recreation room have also been freshly painted. Surrounded by mature trees, the generous backyard offers exceptional privacy, with a short path leading to a peaceful open meadow. The property is located within the Central Berkshire Regional School District.
Price: Contact for pricing
- Size:
- 2,066 sq ft
- Contact:
- Kolleen Schmitt, Keller Williams Realty, 413.446.5833
2241 Berkshire Rt 9 | Contact for pricing


Kolleen Schmitt

Kolleen Schmitt
Nestled in the heart of Windsor, this thoughtfully renovated split-level residence combines modern updates with everyday comfort. The upper level offers three bedrooms and a full bathroom, while the main floor features a welcoming living room with a stone fireplace, a dining area with sliding doors opening to the backyard, and a bright kitchen outfitted with white cabinetry. On the lower level, you’ll find a half bath with a laundry area, a spacious storage closet or pantry, and a versatile room ideal for a family room, office, or media space. Additional access leads to the attached one-car garage and basement. Significant upgrades completed five years ago include a new roof, exterior paint, furnace, oil tank, and water heater. The main floor and recreation room have also been freshly painted. Surrounded by mature trees, the generous backyard offers exceptional privacy, with a short path leading to a peaceful open meadow. The property is located within the Central Berkshire Regional School District.
Price: Contact for pricing
- Size:
- 2,720 sq ft
- Contact:
- Kolleen Schmitt, Keller Williams Realty, 413.446.5833
6 Church Street | $825,000


Susan Meola

Susan Meola
With heritage dating back over a century in the same family, this antique colonial offers an evocative mix of yesteryear detail and thoughtful updates. A refreshed kitchen anchors daily life, while a formal dining room and parlor—complete with a decorative fireplace and built-in bookcase—set a classic tone. Wood floors run throughout, and an enclosed first-floor porch adds a quiet spot for morning coffee. The great room’s cathedral ceiling and bath create flexible space for a game room, teen hangout, or comfortable “nana” suite, complemented by a first-floor room with a split bath for overnight guests. A separate back staircase leads to an en suite primary bedroom with a cathedral beamed ceiling and summer sleeping porch. A walk-up attic and multi-level attached barn round out the home on level, parklike grounds in the center of West Boylston.
- Price:
- $825,000
- Size:
- 3,342 sq ft
- Contact:
- Susan Meola, Susan Meola, Properties, 508.835.6908
60 W Glen Road Unit 101 | $799,000


Domingo Medina

Domingo Medina
On a prime street in Brookline, this impeccably maintained one-level condo pairs a thoughtful layout with modern updates. A spacious living and eating area is framed by large architectural windows and high ceilings, creating an easy setting for everyday living and entertaining. Two large bedrooms offer comfortable separation and privacy, while the kitchen is refreshed with new quartz countertops and generous cabinetry. A beautifully updated bathroom continues the clean, current feel throughout. Outside, a vast private porch provides a serene place to unwind in peace. Professionally managed, the residence includes an on-site superintendent, beautifully maintained grounds, a fitness center, community room, and library, plus a deeded parking spot. With easy access to Jamaica Pond, Olmstead Park trails, the Longwood Medical Area, Brookline Village, Green Line stops, and downtown Boston, daily life feels effortlessly connected.
- Price:
- $799,000
- Size:
- 740 sq ft
- Contact:
- Domingo Medina, Coldwell Banker Realty, 617.610.0050
























