Experience the timeless charm of this stunning English Tudor in Winchester’s coveted Flats neighborhood. Set on an oversized lot with mature landscaping, this home is undergoing a full renovation and expansion by Mark Stephen Development, blending classic elegance with modern luxury. The reimagined design features two fireplaces, an expansive family room, living room, dining room, first- and second-floor studies, a butler’s pantry, and a walk-in pantry, all centered around a breathtaking chef’s kitchen. The home offers 5 bedrooms and 4.5 bathrooms, including a luxurious primary suite being created as part of the addition. A front courtyard adds charm, while a backyard patio will provide the perfect setting for outdoor entertaining and relaxation. Premium finishes and custom millwork details will elevate the design, with opportunities for buyers to explore personalization. A rare opportunity to own a masterfully redesigned home in one of Winchester’s most sought-after neighborhoods!
Listing Courtesy of MLS PIN / Advisors Living Winchester / Mark Donnellan
$3,399,000
Winchester Area Single Family Home
Active
4 Norwood St Winchester, MA 01890
5 Bed
4.5 Baths
5250 sqft
MLS# 73397101
Welcome to 4 Norwood St, a stunning custom-built home by Mark Stephen Development. Just a short walk to Winchester town center with easy access to Boston, this home features exquisite millwork, custom built-ins, and premium finishes throughout. The main home offers 4 bedrooms, 3.5 bathrooms, a living room, dining room, sitting room, pantry, and a bar alcove, along with an expansive second-floor office/flex space. A separate but attached ADU—perfect for extended family or guests—boasts soaring 13’6” ceilings, a grand entertaining area with chandeliers, a full kitchen, and a private guest primary suite. With every imaginable bell and whistle, this home is truly one of a kind.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Mark Donnellan
$2,550,000
Winchester Area Single Family Home
Active
19 Laurel Hill Ln Winchester, MA 01890
5 Bed
4.5 Baths
3800 sqft
MLS# 73385211
Nestled on a quiet street in one of Winchester’s most coveted neighborhoods, 19 Laurel Hill Lane will offer refined living just minutes from Boston and top-rated schools. This latest Mark Stephen Development project will feature 4 bedrooms and 4.5 bathrooms, including a flexible first-floor suite perfect for a guest room or study. The heart of the home will be a spacious kitchen flowing into a sun-drenched family room overlooking a serene, tree-lined backyard. The primary suite will impress with dual walk-in closets and a spa-like shower. Set for completion by year’s end, this reimagined home will showcase organic modern finishes, a thoughtful floor plan, and high-end upgrades throughout—a rare opportunity in an unbeatable location.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Mark Donnellan
$1,699,000
Boston Area Land
Active
1 Washington Place Boston, MA 02129
Bed
0 Baths
sqft
MLS# 73405908
Unlock the potential of a truly special offering in one of Boston’s most treasured neighborhoods—Charlestown’s iconic Gas Light District. Rarely available free-standing single-family house with potential for 3-unit conversion. This once-in-a-generation opportunity invites developers, builders, and investors to reimagine a long-loved home on a large, flat 4,296 sq/ft lot. Zoned 3F per the BBD; possible uses include one-family, two-family (detached or semi-attached), three-family, or rowhouse—buyer to verify all info. The home has been in the same family for 60+ years and offers 9 rooms, 4 beds, and 1.5 baths across 2,467 sq/ft. This is an estate sale and will be sold “as is.” The Seller and Listing Agent make no representations or warranties regarding the property’s condition or future use. Buyer is responsible for all due diligence, plans, and permitting. Bring your vision and be part of Charlestown’s next chapter.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Nancy S. Pallotta
$1,699,000
Thompson Square Area Single Family Home
Active
1 Washington Place Boston, MA 02129
4 Bed
1.5 Baths
2467 sqft
MLS# 73405907
Unlock the potential of a truly special offering in one of Boston’s most treasured neighborhoods—Charlestown’s iconic Gas Light District. Rarely available free-standing single-family house with potential for 3-unit conversion. This once-in-a-generation opportunity invites developers, builders, and investors to reimagine a long-loved home on a large, flat 4,296 sq/ft lot. Zoned 3F per the BBD; possible uses include one-family, two-family (detached or semi-attached), three-family, or rowhouse—buyer to verify all info. The home has been in the same family for 60+ years and offers 9 rooms, 4 beds, and 1.5 baths across 2,467 sq/ft. This is an estate sale and will be sold “as is.” The Seller and Listing Agent make no representations or warranties regarding the property’s condition or future use. Buyer is responsible for all due diligence, plans, and permitting. Bring your vision and be part of Charlestown’s next chapter.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Nancy S. Pallotta
$949,000
Swampscott Area Multi-Family Home
Active
167-169 Walker Rd Swampscott, MA 01907
6 Bed
2 Baths
2692 sqft
MLS# 73373422
Welcome to this two-family property nestled within the prestigious Frederick Law Olmsted Historic District. Close to the beach, restaurants, and shops! Unit 1 offers three bedrooms and easy access to a sprawling yard, perfect for outdoor gatherings and relaxation. It needs some work but it's well worth the effort for the equity build! There is a long-term TAW in Unit 1. Unit 2 is recently renovated and boasts three large bedrooms, a high-end gourmet kitchen ideal or culinary enthusiasts, a cozy fireplace for intimate evenings, cedar-lined closets and a generous private deck, offering the perfect setting for entertaining or enjoying serene sunsets. Experience the epitome of coastal living with this remarkable property, where historic charm meets modern luxury. There is garage parking, a big beautiful yard, and a newer roof. Collect income and offset your cost of living! Rent is below market due long-tern tenant. Condo docs in place for conversion if desire
Listing Courtesy of MLS PIN / Advisors Living Winchester / Nancy S. Pallotta
$625,000
Winchester Area Condominium
Contingent
60 Lake St I Winchester, MA 01890
2 Bed
1.5 Baths
1464 sqft
MLS# 73400097
Enjoy the best of Winchester living in this spacious 2-bed, 1.5-bath townhouse at Wedge Pond Condominium, set along scenic Wedge Pond. The main level features hardwood floors, a sunny living room, dining room with charming bow window, half bath, and renovated kitchen with updated appliances. Upstairs offers two bedrooms and a full bath. The finished lower level provides flexible space for a family room, home office, or guest bedroom, plus laundry and storage. Large closets throughout offer ample storage. Extend your living outdoors with garden views and a serene pondside setting. One deeded parking space included. Unbeatable location—walk to downtown shops, Packer Tennis Courts, new Lynch School, McCall, WHS, commuter rail, and Tri-Community Bike Path. Easy access to 95 and 93. A great fit for a variety of lifestyles, low-maintenance home, offering comfort, flexibility, and a prime location.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Pirani & Wile Group
$559,000
Stoughton Area Single Family Home
Active
55 Simpson St Stoughton, MA 02072
3 Bed
1 Baths
1904 sqft
MLS# 73400079
Charming 3-bedroom Cape-style home situated on an expansive 20,996 sq ft corner lot offers the perfect opportunity for first-time buyers, builders, or those looking to downsize. This well-maintained property features a bright and inviting layout with one full bath, replacement windows, and 100 amp electrical service with breakers. Enjoy the convenience of a one-car garage, plus a spacious yard ideal for gardening, play, or future expansion. Located close to schools, downtown amenities, and the commuter rail station, this home combines comfort, convenience, and potential—all in a desirable neighborhood setting. Don’t miss your chance to own in this fantastic location!
Listing Courtesy of MLS PIN / Advisors Living Winchester / Pirani & Wile Group
$10,000 / mo
Winchester Area Rental Home
Active
4 Norwood St 4 Winchester, MA 01890
4 Bed
3.5 Baths
5250 sqft
MLS# 73394886
Welcome to 4 Norwood St, a stunning custom-built home by Mark Stephen Development. Just a short walk to Winchester town center with easy access to Boston, this home features exquisite millwork, custom built-ins, and premium finishes throughout. The main home offers 4 bedrooms, 3.5 bathrooms, a living room, dining room, sitting room, pantry, and a bar alcove, along with an expansive second-floor office/flex space. There is a separate but attached ADU—which will be occupied by the current owner. With every imaginable bell and whistle, this home is truly one of a kind.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Mark Donnellan
$2,500 / mo
Melrose Area Rental Home
Active
524 Main Street 8 Melrose, MA 02176
1 Bed
1 Baths
700 sqft
MLS# 73401574
The Residences at Five24 Luxury Apartments offers flexible open concept floor plans and a range of layouts to accommodate your individual needs and lifestyle. This studio apartment is stylishly detailed and boasts open spaces enhanced by 10-foot ceilings, floor to ceiling windows and french doors. Sleek white custom Italian cabinetry with quartz countertops, stainless steel appliances, wide-plank wood flooring and spa-like baths provide endless opportunities to entertain with friends or relax and recharge. The Residences at Five24 is much more than just a place to live, our community offers an overture of features and amenities. Relax on your own private terrace or gather with fellow residents in our stylish social lounge.
Listing Courtesy of MLS PIN / Advisors Living Winchester / Pirani & Wile Group
$2,500 / mo
Winthrop Area Rental Home
Active
30 Emerson Rd 2 Winthrop, MA 02152
2 Bed
1 Baths
1200 sqft
MLS# 73400578
Welcome to this bright and inviting 2-bedroom, 1-bath apartment, perfectly located just 15 minutes to Boston in one of the most desirable beach towns. This home features beautiful hardwood floors throughout, a cozy bonus room that's perfect for a home office, and a spacious private deck — ideal for morning coffee or entertaining. Enjoy coastal living with easy city access! Natural light floods this unit, and there is plenty of storage space as well. Easy street parking in a nice tree-lined quiet neighborhood, just a 10 minute walk to the center and Ingleside Park. Freshly painted and new washer/dryer. Come see!
Listing Courtesy of MLS PIN / Advisors Living Winchester / Nancy S. Pallotta