Victorian Homes for Sale on the South Shore

MLS Number 73517442

• Residential
• Bedrooms 6
• Bathroom 5
• Square Feet 3,651
• High School Lottery

Open House Cancelled - At the foot of Sumner Hill, this is the house people remember. The grand Mansard facade, stone walkway, and beautifully landscaped grounds set the tone for everything inside. Victorian architecture meets carefully curated design: ornate fireplace mantels, decorative trim, built in's throughout, a sunroom, eat-in kitchen with original tin ceiling, and light that moves through the generously sized rooms like it belongs there. The main residence spans three floors, including a walk-out lower level suite that lives as part of the home or completely privately, perfect for multigenerational living. A separate upper 2BR rental could easily be integrated to create a single family.Extensively renovated roof to foundation, meticulously maintained. Private roof deck with skyline views, oversized garage and parking. Southwest Corridor Park, playgrounds, and courts are your backyard. Moments from the Orange Line and the best of Centre Street. This is JP living at its finest.

Listed by The Muncey Group, Amy Light and Joshua Muncey of Compass

MLS Number 73517440

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 2,344
• High School Lottery

Set on one of West Roxbury's most gracious streets, this Mansard Victorian wraps you in the warmth of another era: quartersawn oak floors, walnut doors, grand staircase, soaring ceilings, and period details that took generations to accumulate. The current owners have tended every inch: fresh paint, new fixtures, restored pulley windows, and a kitchen with modern upgrades beneath its classic bones. Upstairs, three generous bedrooms plus a fourth room (rough-plumbed for a bath!) and a sun-filled reading alcove invite slow mornings. The converted laundry room and pristine basement keep everyday life effortlessly organized. The two-car garage - wired and finished as a summer house - opens possibilities few city properties can offer. Out back, a cedar-fenced yard and deck create a private retreat perfect for quiet mornings or full gatherings. Blocks to Centre Street, the Highland train, and the parkway. This is the kind of home that doesn't just impress: it settles you.

Listed by The Muncey Group and Amy Light of Compass

MLS Number 73516921

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 3,738
• High School Brookline

In the ultimate Coolidge Corner location, this carefully restored home blends historic character with modern amenities including central AC. It is only 1/3 mile to the C Line and under ½ mile to the B line. A covered front porch welcomes you to the home. Inside, an airy foyer opens to the sun-filled living room with a gas fireplace and French doors to the office with bespoke cabinetry. The foyer also opens to an entertainment-sized dining room. At the back of the home is the renovated kitchen with high-end appliances, an oversized island and a sunny breakfast room. Completing this level are side entry only steps to the driveway and yard, walk-in pantry and powder room. On the 2nd floor is the enviable primary suite with a dressing room and en suite bathroom, plus two more good-sized bedrooms and the second full bath with laundry. The third level offers two more bedrooms and the 3rd full bath. Partially finished lower level with family room, kitchenette, full bath, storage & wine closet

Listed by Matt Montgomery Group and Matthew Montgomery of Compass

MLS Number 73516747

• Residential
• Bedrooms 8
• Bathroom 3
• Square Feet 2,451

Rare Mission Hill Victorian offering exceptional flexibility for investors, developers, owner-occupants, or multi-generational living. Available individually or as part of a package with the attached mirror-image residence for a unique large-scale ownership opportunity. Built approximately 1865, this expansive 8 bedroom, 2.5-bath single-family features soaring ceilings, oversized rooms, original architectural detail, and a versatile layout ideal for customization or investment optimization. Includes formal living and dining rooms, office, sunroom, and multiple common areas. Major exterior upgrades completed 3 years ago include new roof, siding, windows, and substantial renovation work. Approx. 750 sq ft basement with high ceilings and separate entrance offers ADU/in-law or rental potential (buyer to do due diligence). Potential for off-street parking via rear easement. Prime location near Longwood Medical, universities, transit, restaurants, and downtown Boston. Pro-forma available.

Listed by Mission Realty Advisors, Alix Giannetti and Eric W. Johnson of Compass

MLS Number 73516710

• Residential
• Bedrooms 8
• Bathroom 3
• Square Feet 2,451

Rare Mission Hill Victorian offering exceptional flexibility for investors, developers, owner-occupants, or multigenerational living. Available individually or together with the attached mirror-image residence for a rare ownership opportunity. Built approximately in 1865, this expansive 8-bedroom, 2.5-bath single-family home is rich with original detail & character, featuring soaring ceilings, oversized rooms, formal living & dining spaces, office, sunroom, multiple common areas, & a versatile layout ideal for customization, rental income, or long-term value creation. Major exterior improvements completed approximately 3 years ago include new roof, siding, windows, & extensive exterior renovation work. Approx. 750 sq ft basement with high ceilings & separate entrance offers potential for ADU, in-law, or rental space. Potential off-street parking via rear easement. Near Longwood Medical Area, universities, public transportation, restaurants, & downtown Boston. Pro-forma available.

Listed by Mission Realty Advisors, Alix Giannetti and Eric W. Johnson of Compass

MLS Number 73515135

• Residential
• Bedrooms 6
• Bathroom 4
• Square Feet 5,121
• High School Winchester

Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft. of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero appliances. A stunning staircase showcases a wall of colorful leaded glass complimented by high ceilings, intricate millwork & dramatic details throughout. The expansive rebuilt wrap-around porch offers wonderful space to enjoy summer evenings & host gatherings. The great layout provides flexibility for entertaining, working from home or extended living needs. The striking faade & stately presence creates an unforgettable first impression ideally located near Winchester Center, commuter rail, shops, restaurants & top rated schools. located in one of Winchester's most sought after neighborhoods

Listed by Kim Covino & Co. Team and Kim Covino of Compass

MLS Number 73514171

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 3,172
• High School Newton South

In Newton Centre only 1/4 mile to the village & T, this gorgeous 1865 Victorian-style townhome offers beautiful living space across 4 whimsical levels. High ceilings & large windows provide abundant natural light. A covered porch leads to the foyer with the gorgeous original curved staircase. Off the foyer is the living room that opens to the dining room and kitchen. The dining room includes a skylight and sliding glass doors to the oversized private deck perfect for al fresco dining and lounging. A bright den with a fireplace & powder room complete this level. Stairs by the dining area lead to a mudroom with a door to the driveway, garage and patio, all facing Maple Park, a short dead-end road. On the 2nd level is the main bedroom with a walk-in closet, plus 2 more bedrooms & a full bathroom with laundry. The 3rd level has 2 more bedrooms and the 3rd full bath. Basement has ample storage & workshop. Buffer zone for Mason-Rice & Bowen Elementary schools, both under ¾ of a mile away.

Listed by Matt Montgomery Group and Matthew Montgomery of Compass

MLS Number 73513962

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 2,875
• High School North

Welcome to an example of a classic West Newton Hill Victorian. An inviting entrance foyer showcases an intricate staircase and stunning stained-glass windows. This home features rich architectural detail, high ceilings and gleaming hardwood floors. The 1st floor offers an ideal layout, with each room flowing seamlessly into the next. The living room includes custom built-ins and a mantled fireplace, while the formal dining room boasts of large windows, a decorative fireplace, and direct access to the wraparound porch. The large kitchen offers gas cooking, abundant cabinetry, a large island, and dining area overlooking the yard. On the 2nd floor there are four bedrooms and a spacious full bath. A convenient back staircase provides direct access to the kitchen. The 3rd floor has 2 additional spacious rooms & full bath. The unfinished basement has a high ceiling, ample storage, and access to the backyard & 1-C garage. Ideally located with easy access to Boston, Cambridge, the Pike.

Listed by Barbara Hakim and Moira Gault of Coldwell Banker Realty - Newton

MLS Number 73513557

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,076
• High School South

Welcome to this charming and beautifully maintained 2,076sf 4-bedroom, 2.5-bath Victorian-style home. Thoughtfully updated while preserving its classic character, this home features a warm and inviting layout with hardwood floors, detailed moldings, built-ins, high ceilings and sun-filled living spaces. Updated kitchen offers modern convenience and opens to a lovely dining area-perfect for everyday living and entertaining. Enjoy a flexible floor plan with bonus office, and a walk-out basement. Recent upgrades include a new high-efficiency heating system and mini-splits for A/C in primary and 3rd floor. Tons of storage. French doors open to a large deck creating a great warm weather entertaining space. Fenced-in yard. Ideally located near parks, shops, and commuter routes, this home offers the perfect blend of charm, comfort, and convenience. Easy access to highways, T-stop and bus route make this a great location for commuters. Martin Conservation and walking trail across the street.

Listed by Michelle J. Lane of Michelle Lane Real Estate

MLS Number 73513369

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,279

Tucked into the coveted Shell Point neighborhood of Onset, Sea Escape is a rare coastal retreat where ocean views and timeless charm come together. Loved by the same family for nearly 40 years, this classic Victorian tells a story the moment you arrive salt air, quiet mornings, and sunsets over Sunset Cove. Inside, period details shine with hardwood floors, a fireplace with built-ins, and inviting living spaces designed to gather. Four spacious bedrooms, 2.5 baths, and flexible bonus space offer room to live and host with ease. Outside, the experience continues a large double lot, beautifully landscaped grounds, a bunk house and a shed. Just a short stroll to Onset Village, beaches, dining, and the marina. This is coastal living the way it's meant to feel.

Listed by Julie Johnson of eXp Realty LLC