The Shanahan Group - Active Listings

Some or all of the listings below are provided by the The Shanahan Group office.
$1,899,000 (USD)
Active

Winchester Area Single Family Home

Active

85 High St Winchester, MA 01890

4 Bed
2.5 Baths
3757 sqft
MLS# 73565817
Classic Colonial nestled within one of Winchester’s most desirable neighborhoods, offering timeless architecture, exceptional flexibility, and an enviable setting. The first floor features an updated kitchen with slider to the scenic rear yard and oversized brick patio, casual den, half bath, formal dining room, and gracious living room with fireplace and classic built-ins. Double doors lead to a spectacular all-season porch, perfectly positioned for effortless entertaining indoors or out. The second floor offers four corner bedrooms, including a spacious primary suite with double closets, ensuite bath, and convenient laundry. The walk-up third floor invites endless possibilities with an additional bedroom and abundant closet space. Approximately 500 square feet of finished lower-level flex space provides room for a home gym, teen retreat, playroom, or office. Outside, a private, level yard offers ample space for gardens, play, and entertaining, with a generous brick patio for relaxing and gathering. The two-car heated garage features a full walk-up second floor, ideal for storage or future finishing as a studio, office, or home-away-from-home retreat. Simply a beautiful home in an exceptional location—ready to be loved from day one.
Listing Courtesy of MLS PIN / Listed By: Catherine Albiani, Better Homes And Gardens Real Estate The Shanahan Group
$1,850,000 (USD)
Active

Winchester Area Single Family Home

Active

1 Overlook Way Winchester, MA 01890

4 Bed
2.5 Baths
3604 sqft
MLS# 73581571
Welcome to One Overlook Way in Winchester. This spacious 4+ bedroom center-entrance Colonial is tucked away on a short cul-de-sac off High Street, in a premier location close to Ambrose Elementary School and the Winchester Country Club. The foyer opens to a thoughtfully designed floor plan with wonderful flow for everyday living and entertaining. The generously sized eat-in kitchen features stone countertops and stainless steel appliances and connects to the beautiful dining room. The kitchen also opens naturally into the cozy family room - with gas fireplace, custom built-ins and access to the back and side yard, the family room will be well utilized! A larger front-to-back living room with fireplace and box windows is located off the foyer and is complemented by an adjoining oversized library or playroom. Upstairs, the spacious primary suite offers a private bath with double vanity, full shower and great closet space. Three additional bedrooms feature hardwood floors, generous closets and access to a shared full bath. The third-floor bonus space provides flexible room for guests, a home office or storage. The finished lower level adds even more usable space, with a fireplace and room for exercise, hobbies or relaxation. Enjoy the outdoors in this large, level yard with established plantings, brick patio and plenty of space to entertain. There is a two-car garage plus 300+sf of unfinished space above the garage. Please ask the agent for more information. This home truly has it all. This is one home you do not want to miss.
Listing Courtesy of MLS PIN / Listed By: Lynne Russo, Better Homes And Gardens Real Estate The Shanahan Group
$1,650,000 (USD)
Active

Winchester Area Single Family Home

Active

117 Highland Winchester, MA 01890

5 Bed
3.5 Baths
3722 sqft
MLS# 73573887
Expansive living and unparalleled curb appeal define this exceptional five-bedroom garrison colonial, ideally positioned near the natural beauty and extensive trails of the Fells Reservation. Set in the highly regarded Muraco Elementary School district, this spacious home offers an inviting blend of timeless architecture, thoughtful updates, and remarkable flexibility for today’s lifestyle. The sun-filled first floor features an open, seamless flow designed for both everyday living and effortless entertaining. A thoughtfully appointed eat-in kitchen with premium Sub-Zero and Fisher & Paykel appliances opens to the dining space, creating an ideal setting for gathering. A wood-burning fireplace anchors the living room where you can watch the world go by from the gorgeous picture window. A home office, mudroom, and powder room add functionality to this level. Upstairs, the generous primary suite includes a full bath and convenient laundry, with tree-top views from the Juliet balcony, complemented by four additional bedrooms and a family bath. A finished walk-up attic provides valuable storage and flexible bonus space, while the finished lower level adds a generous family room and several bonus spaces ideal for a second home office, playroom, media space, or additional recreation area, with kitchenette and full bath allowing for ADU possibilities. Outside, enjoy a truly private retreat with a fully fenced yard and pristine in-ground pool, offering exceptional space for outdoor living, entertaining, and relaxation. A two-car attached garage adds everyday convenience. With generous proportions throughout, multiple flexible spaces, an inviting open floor plan, and close proximity to the Fells Reservation, this Winchester Highlands property offers a rare opportunity to enjoy space, privacy, and sophisticated everyday living in one of Winchester’s desirable neighborhoods.
Listing Courtesy of MLS PIN / Listed By: Dara Singleton, Better Homes And Gardens Real Estate The Shanahan Group
$1,595,000 (USD)
Active

Westford Area Single Family Home

Active

89 Dunstable Westford, MA 01886

4 Bed
3.5 Baths
3424 sqft
MLS# 73585992
RARELY AVAILABLE LONG SOUGHT-FOR POND WATERFRONT CONTEMPORARY COLONIAL WITH BREATHTAKING VIEWS & PRIVATE DOCK!!! Experience exceptional WATERFRONT living in this distinctive 3/4-bedroom contemporary, privately nestled off the road in a picturesque setting on Long Sought-For Pond. The open concept main level is designed to bring the outdoors in, featuring walls of windows overlooking the yard, private beach, dock and lake beyond. Direct access to an expansive deck—perfect for entertaining, relaxing or enjoying your morning coffee while taking in the changing seasons. Beautiful hardwood floors flow throughout the living spaces. The inviting living room features a freestanding gas stove surrounded by a unique wall of windows, creating a warm and welcoming retreat that beautifully frames the outdoors. The updated kitchen offers an oversized peninsula, stainless steel appliances, recessed lighting and stylish tile details. A flexible first-floor room provides options for a bedroom or home office, complemented by an updated bath and direct access to the attached two-car garage.Upstairs, the SHOWSTOPPING PRIMARY SUITE is perched high above the lake and features a balcony, cathedral ceilings, breathtaking water views and an oversized bath. Two additional bedrooms and a full bath complete the second floor.The FULLY FINISHED LOWER LEVEL offers exceptional versatility with a spacious recreation area, wet bar, full bath and sliders opening directly to the spectacular backyard—ideal for gatherings, movie nights, guests or additional living space. Space abounds with a detached garage with separate office/bonus space providing even more possibilities for a home office, studio, gym, workshop or recreation room. A truly special waterfront property offering PRIVACY, PANORAMIC VIEWS, PRIVATE BEACH & DOCK, FLEXIBLE LIVING SPACES AND ROOM TO ENJOY EVERY SEASON. A rare opportunity to embrace the peaceful, relaxed lifestyle of lakefront living! SHOWINGS TO BEGIN FRIDAY 10/9 with OPEN HOUSE SATURDAY 10/10 from 11:00am-12:30pm!
Listing Courtesy of MLS PIN / Listed By: Stephanie McGowan, Better Homes And Gardens Real Estate The Shanahan Group
$1,300,000 (USD)
Active

Woburn Area Single Family Home

Active

35 School St 35 Woburn, MA 01801

4 Bed
3.5 Baths
3545 sqft
MLS# 73587533
Stunning 2026 new construction home built by a long-standing, highly reputable builder. Spanning over 3,500 square feet of meticulously designed interior space, this exquisite residence seamlessly combines modern luxury with effortless functionality.The main level welcomes you with soaring high ceilings and an elegant flow, featuring formal living and dining rooms ideal for hosting. At the heart of the home is a chef-inspired open-concept kitchen with seperate pantry that flows into a fireplaced family room, creating a warm and inviting atmosphere. Direct access to a private deck overlooking a peaceful, fenced rear yard—perfect for outdoor entertaining and relaxation. A half bath and direct access to the two-car garage complete this level.Upstairs, the second floor serves as a tranquil sanctuary. The expansive primary suite features a spa-like ensuite bath and a generous walk-in closet. Two additional spacious bedrooms, a full guest bath, and a dedicated second-floor laundry room offer unmatched comfort and convenience.The lower level is truly not to be missed, offering nearly 1,000 square feet of beautifully finished flexible living space. Complete with an additional bedroom, full bath, and home office, this level also boasts a large bonus area ideal for a home gym, movie theater, teen hangout, or tailored to whatever your lifestyle desires. Convenient access to I-95, I-93, Rt 38 and all Woburn has to offer.
Listing Courtesy of MLS PIN / Listed By: Catherine Albiani, Better Homes And Gardens Real Estate The Shanahan Group
$1,300,000 (USD)
Active

Woburn Area Single Family Home

Active

35 School St 35 Woburn, MA 01801

4 Bed
3.5 Baths
3545 sqft
MLS# 73587522
Stunning 2026 new construction home built by a long-standing, highly reputable builder. Spanning over 3,500 square feet of meticulously designed interior space, this exquisite residence seamlessly combines modern luxury with effortless functionality.The main level welcomes you with soaring high ceilings and an elegant flow, featuring formal living and dining rooms ideal for hosting. At the heart of the home is a chef-inspired open-concept kitchen with seperate pantry that flows into a fireplaced family room, creating a warm and inviting atmosphere. Direct access to a private deck overlooking a peaceful, fenced rear yard—perfect for outdoor entertaining and relaxation. A half bath and direct access to the two-car garage complete this level.Upstairs, the second floor serves as a tranquil sanctuary. The expansive primary suite features a spa-like ensuite bath and a generous walk-in closet. Two additional spacious bedrooms, a full guest bath, and a dedicated second-floor laundry room offer unmatched comfort and convenience.The lower level is truly not to be missed, offering nearly 1,000 square feet of beautifully finished flexible living space. Complete with an additional bedroom, full bath, and home office, this level also boasts a large bonus area ideal for a home gym, movie theater, teen hangout, or tailored to whatever your lifestyle desires. Convenient access to I-95, I-93, Rt 38 and all Woburn has to offer.
Listing Courtesy of MLS PIN / Listed By: Catherine Albiani, Better Homes And Gardens Real Estate The Shanahan Group
$1,295,000 (USD)
Contingent

Winchester Area Condominium

Contingent

7 Wainwright Rd. #47 Winchester, MA 01890

3 Bed
3 Baths
2145 sqft
MLS# 73580454
This Ledges A Style townhouse condo offers extensive single floor living with a spacious first floor primary suite as well as a separate second floor suite and loft area. The main bedroom is truly vast. The first floor den can be used as a third bedroom. The home is move-in ready with all new oak hardwood floors throughout the finished areas! Entirely freshly painted in Moore's attractive Simply White. With cathedral ceilings, tall sunny windows, exterior deck, living room with fireplace, formal dining room, den/3rd bedroom, and kitchen with breakfast area, the home offers a lovely balance of airy open living and generous private spaces. Only bathrooms and kitchen are tiled. The home is located on a private cul-de-sac, with attached two-car garage offering convenient safety in snowy and icy weather! Enormous walk-out basement with high ceilings should you wish to expand your domain! Except for the front garden, all landscaping, exterior maintenance, snow removal done for you while you enjoy the association clubhouse, outdoor pool, tennis court and walking trails in the adjacent Sucker Brook Conservation area. Just minutes from Boston via car or train from charming Winchester Center with its coffee shops, restaurants and outdoor summer dining, pharmacies, and Whole Foods Market all near.
Listing Courtesy of MLS PIN / Listed By: Felicity Tuttle, Better Homes And Gardens Real Estate The Shanahan Group