Welcome to one of Winchester’s most extraordinary residences. This one-of-a-kind Center Entrance Colonial Revival sits on a beautifully landscaped, private lot complete with in-ground swimming pool and ample outdoor space perfect for relaxation or entertaining. A grand foyer welcomes you in where you can entertain with ease throughout the expansive first floor. Here you will find a high-end eat-in kitchen with large island & granite countertops as well as a formal dining room with gas fireplace. A living room with custom built-ins & window seat, a family room overlooking the yard, and a bar complete this level. This distinguished residence offers 7 bedrooms and 6 bathrooms, blending timeless architectural details with luxurious modern amenities. Additional highlights include a primary suite with walk-in closet and sitting room, large entertainment room, 3 car garage, and close proximity to downtown and commuter rail. Don’t miss this rare opportunity to own a truly remarkable estate.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Joan Francis "Joan" Sullivan
$3,099,000 (USD)
Winchester Area Single Family Home
Active
80 Arlington St Winchester, MA 01890
5 Bed
3.5 Baths
5632 sqft
MLS# 73438221
New roof. New landscaping. New exterior paint. New price! With its coveted setting, elegant bones, and enduring charm, this Royal Barry Wills home awaits your personal design statement. Ideally located on the 4th green of Winchester Country Club’s storied Donald Ross-designed course, this beloved home offers 11 rooms, 5 bedrooms and 3.5 baths. Enjoy views from the sun-splashed eat-in kitchen w/ granite island, custom wood cabinetry, and a generous seating area. Unwind by the fireplace in the richly paneled study. Access the expansive patio from the kitchen or the formal living room. Four bedrooms, including a 2nd primary suite, are on the 2nd floor. The centrally located bonus room would be an ideal game room, artist's studio, or media center. The .5+ acres of professionally landscaped property envelop the home in nature and privacy. The unique carriage house offers charming curb appeal and endless possibilities as a guest house, extra parking, or gardener's retreat.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Carolyn Vernaglia
$2,100,000 (USD)
Winchester Area Single Family Home
Active
58 Bacon St Winchester, MA 01890
6 Bed
5.5 Baths
5791 sqft
MLS# 73442841
Welcome to 58 Bacon Street—a perfect blend of classic charm and modern comforts. The main level features a front-to-back fireplaced living room, sunroom, formal dining room, and a stunning 2024 kitchen renovation with custom cabinetry, quartz island, and high-end stainless appliances, opening to a bright family room. Upstairs offers flexible space with dual primary suite options (one with elevator access & attached sitting room), plus an additional bedroom and office. The third floor includes two bedrooms, a bath, and a bonus room; the finished basement adds a playroom, full bath, ample storage and a mud area. Enjoy two outdoor living areas and a fully fenced yard. Elevator access from the attached, heated garage, plus a detached two car garage. Ideally located near Wedgemere Station with quick access to Boston, Winchester Center, Mystic Lakes, and the Fells, this expansive home is perfect for multigenerational living or those seeking accessibility and space.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Katie Tully
$1,250,000 (USD)
Winchester Area Single Family Home
Active
50 Lincoln Street Winchester, MA 01890
4 Bed
1.5 Baths
2004 sqft
MLS# 73442848
This beautiful Victorian home, featuring an inviting front porch, stunning period detail including wainscoting, original tin ceilings, custom built-ins, and three fireplaces is not to be missed! Maple hardwood floors flow through an open-concept layout to a spacious eat-in kitchen with a lovely exposed brick wall. The second floor has three bedrooms and a full bath plus a sweet window seat and an additional built-in. The third floor offers a fourth bedroom and a versatile bonus room—ideal for a family room, office or studio. Freshly painted throughout and updated baths, windows, and electrical system enhance modern comfort and complement the original charm. Outside, enjoy a landscaped yard, large brick patio, side yard and a detached garage with storage. This is a highly desirable neighborhood, conveniently located near schools, the quaint town center, and commuter rail to Boston. The scenic Winchester Fells is also nearby and offers acres of forested trails to explore.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Lynne Russo
$1,150,000 (USD)
Winchester Area Multi-Family Home
Contingent
415-417 Washington Street Winchester, MA 01890
5 Bed
2 Baths
2610 sqft
MLS# 73440354
This well-maintained two-family home offers desirable one-level living on each floor & is filled with/natural light throughout. Both units feature high ceilings, HW floors, replacement windows, & generous storage.The 1st floor unit includes 2 BR, an eat-in kitchen, full bath, & open-concept DR & LR w/ built-in china cabinet. The 2nd floor unit has been tastefully renovated, featuring a modern kitchen w/granite countertops, SS appliances, & peninsula w/seating.The updated bath & den add to the appeal, while the DR w/ built-in china cabinet opens to a spacious living room.This unit also offers 3 BR, a bonus office space, & the comfort of central AC. Additional updates include a newer roof, new siding, new gutters, & a new boiler for Unit 1. Enjoy a fenced-in yard w/a patio & side-by-side driveway parking conveniently located on a side street. Ideally located just 0.2 miles from the highly rated Muraco school, half mile from the Fells, & less than a mile from Winchester center.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Paula Sughrue
$1,135,000 (USD)
Lawrence Estates Area Single Family Home
Contingent
331 Lawrence Road Medford, MA 02155
3 Bed
2.5 Baths
2549 sqft
MLS# 73429254
Welcome to this Stately 3-bedroom Colonial nestled in the highly desirable Lawrence Estates neighborhood of West Medford. Meticulously maintained and lovingly cared for by the same family for over 50 years, this thoughtfully updated home beautifully blends timeless charm with modern amenities. The front-to-back living room showcases a beamed ceiling, a cozy fireplace, and stunning natural woodwork. The updated kitchen blends style and functionality, perfectly suited for today’s lifestyle. Three generously sized bedrooms offer comfort and flexibility, while the finished basement provides additional space for work, play, or relaxation. Outside, enjoy a professionally landscaped yard with a large patio—ideal for entertaining or quiet evenings. Additional highlights include a newer roof, a two-car garage, and classic architectural details throughout. Don’t miss the rare opportunity to own a truly special home in one of Medford’s most sought-after neighborhoods!
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Michael Rauseo
$995,000 (USD)
Somerville Area Condominium
Contingent
51 Foskett Street 2 Somerville, MA 02144
3 Bed
2 Baths
1656 sqft
MLS# 73441574
Gracefully situated on a sun-drenched corner in a quiet residential neighborhood mere moments from vibrant Davis Square, this exceptional three-bedroom, two-bath condominium blends timeless architectural charm with modern comfort. Original woodwork, many built-ins, a decorative fireplace and clawfoot tub create an atmosphere of warmth and character, while bay windows and a southwest exposure flood the interior with natural light. The open floor plan flows seamlessly across two living levels, with living, dining, kitchen, two bedrooms and a full bath on the main level. Upstairs, the expansive primary suite offers a serene retreat with skylights, walk-in closets and a second full bath. A spacious deck invites outdoor gatherings and central air adds year-round comfort. Abundant storage - several generous closets throughout, additional basement space and laundry enhance the convenience of this distinctive and beautifully maintained home in this highly sought-after location.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Dara Singleton
$949,000 (USD)
Winchester Area Condominium
Active
16 Park Ave 2 Winchester, MA 01890
3 Bed
2 Baths
1756 sqft
MLS# 73443017
Experience luxury living just steps from vibrant Winchester Center in this beautifully renovated 2016 condo. High ceilings & gleaming HW floors flow throughout this spacious, light-filled home, w/an open floor plan that features fireplaced living & dining area adjoining a chef’s eat-in kitchen, outfitted w/ SS appliances & granite countertops.The home offers 3 generously sized bedrooms & 2 full bathrooms, including a luxurious primary suite w/a custom walk-in closet & spa-like double-vanity bathroom. 2 additional flexible rooms are perfect for a home office, playroom, dining room, or sunroom, offering wonderful sunset views.Exceptional storage is found throughout, including generous custom closets, a pantry, & a large walk-out basement w/ potential for future expansion. Private fenced-in yard w/patio & garden area, plus side-by-side parking for up to 4 vehicles.This turnkey home offers oversized windows & central air, located about half mile from scenic Middlesex Fells & commuter rail.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Paula Sughrue
$729,000 (USD)
North Reading Area Condominium
Active
300 Martins Landing 107 North Reading, MA 01864
2 Bed
2 Baths
1434 sqft
MLS# 73419948
Welcome to Martins Landing- a newly constructed 55+ community offering modern amenities and a prime location with convenient access to major highways.This beautifully designed corner unit provides the ease of one-level living combined with contemporary comfort and style. The spacious kitchen boasts white cabinetry, stainless steel appliances, and a generous island- ideal for entertaining or everyday meals. The open-concept layout is filled with natural light and serene views of the surrounding conservation land. The primary suite features a large walk-in closet and en-suite bath, while a second bedroom and full bath add flexibility for guests or even a home office. Residents enjoy access to a vibrant clubhouse, complete with grilling areas and scenic walking trails- perfect for active, social, and relaxed living.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Michael Rauseo
$3,795 / mo (USD)
Winchester Area Rental Home
Active
7 Lewis Rd 2 Winchester, MA 01890
2 Bed
1 Baths
1400 sqft
MLS# 73441244
Wonderful opportunity to rent in Winchester, less than a half mile from the town common. Rarely available First floor unit with hardwood floors throughout, 2 bedrooms and one full tiled bath. Additional storage space in lower level that is wired to your specific unit...could be used for office space, home gym, craft room, etc. Carefree living with Heat, basic cable tv and all exterior maintenance covered by a hands-on, local management company. Off street parking for 2 cars, beautiful common outside space, well cared for and lovingly used by current tenants. Don't miss this opportunity for 1st floor, one-level living while also taking advantage of all Winchester offers.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Catherine Albiani