Cottage-Style Homes for Sale on the South Shore

MLS Number 73494772

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 775

Distinctive single-family set behind a private gateway along a secluded pathway, featuring a beautifully landscaped courtyard garden with mature perennials and over 1,000 bulbs and a cute garden shed-recognized as a Boston Garden Contest finalist. A compelling alternative to condo living, blending modern updates with old world charm.The kitchen redesigned to maximize space and functionality, offering a central island, exposed wood beams, granite countertops, and stainless steel appliances. A reimagined full bath and laundry area complete this level.Upstairs, the sun-filled living room showcases original wide pumpkin pine floors and a wood-burning fireplace, along with an updated full bathroom. The top floor is devoted to two cathedral-ceiling bedrooms, including a light-filled primary with skylight and additional hallway storage complete this level. A rare blend of timeless charm, excellent walkability to downtown, the waterfront, and local dining.

Listed by Lisa Godwin of Gibson Sotheby's International Realty

MLS Number 73494017

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 1,055

Located at 100 Fremont St in Somerville, MA, this charming single-family home is move-in ready and perfect for making lasting memories. The kitchen serves as a welcoming centerpiece, highlighted by elegant crown molding that adds a refined touch to everyday cooking and gathering. Natural light fills the sunroom, creating a peaceful and inviting space to relax-ideal for enjoying your morning coffee or unwinding with a good book. With two bedrooms and two full bathrooms, the home offers comfortable, well-designed living spaces. Spanning 1,055 square feet on a 2,271 square foot lot, and featuring a one-car garage, this property blends functionality with warmth and character.

Listed by Goldpath Real Estate Group of United Brokers

MLS Number 73493745

• Residential
• Bedrooms 1
• Bathroom 1
• Square Feet 734
• High School Dover/Sherborn

Tucked along a quiet road, this picture-perfect cottage offers a rare blend of privacy, simplicity, and storybook charm. Set on a beautifully level lot and surrounded by mature trees, this home is a peaceful retreat. With just under 800 square feet, it is an ideal investment/rental opportunity or for anyone seeking a downsized lifestyle, weekend escape, or condo alternative. A welcoming front entry, framed by classic stone steps and lush greenery, sets the tone for the warmth inside. Natural light fills the space, while the thoughtful layout maximizes every square foot. The open-concept kitchen/living room with vaulted ceiling includes a wood burning fireplace, perfect for chilly winter nights. Cozy. Full kitchen incl awesome storage, induction cook top, open shelving and more. Private bdrm, bath and generous closet completes the main liv area. Bonus loft offers more storage.

Listed by The Bauman Group and Annie Bauman of Gibson Sotheby's International Realty

MLS Number 73493046

• Residential
• Bedrooms 1
• Bathroom 1
• Square Feet 364

Don't miss this opportunity to own your own slice of seaside paradise in the Chase's Ocean Grove community. Perfectly positioned just one door down from the private beach, this cottage offers the ultimate coastal lifestyle with the sound of the waves and salty ocean air right at your doorstep.Enjoy ocean views from the newly installed deck--an ideal spot for morning coffee or unwinding after a day on the sand. Inside, the cottage is filled with natural light from two skylights, creating a bright and airy atmosphere throughout. A full bathroom adds to the comfort and convenience of this delightful retreat.Set within a seasonal community cherished by generations,this property is open from May 11 through October 20 and offers excellent rental potential. Please note, the cottage is on leased land, and the landowner retains a first right of refusal.Whether you're looking for a personal getaway or an investment opportunity, this coastal gem delivers charm, location, and lifestyle all in one.

Listed by A Cape Life Team and Jennifer Peto of Today Real Estate,Inc.

MLS Number 73492291

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 722

Charming & fully furnished 2-bedroom, 1-bath Cape-style cottage ideally located in the heart of Dennis Port! Enjoy the quintessential coastal lifestyle, just .3 miles down the road from Glendon Beach, as well as shops & restaurants. Bright & inviting living room opens to well-appointed eat in kitchen complete w stackable washer/dryer. Home features 2 nice sized bedrooms, including 1 on the first-floor. Upstairs has a large loft-style bedroom providing additional space for guests or family. Step outside to a spacious backyard complete w a deck-ideal for summer barbecues & entertaining. Additional highlights include a storage shed for all your beach gear & an outdoor shower, perfect for rinsing off after a day in the sand. Whether you're looking for a seasonal getaway or investment property, this delightful home offers the best of Cape Cod living in a prime location close to everything Dennis Port has to offer. Home currently has rentals booked for 2026 summer, inquire about dates.

Listed by Sarah Lapsley of Greer Real Estate,LLC

MLS Number 73492053

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,251
• High School Dedham

Brand New 2026 Gut Renovation! This magnificent Riverdale beauty boasts High Ceilings and large windows that allow a ton of natural sunlight. Gleaming hardwood floors throughout. Inviting living room leads into a Brand New Kitchen with Quartz Countertops. Two Brand new bathrooms. Primary bedroom with a Juliet balcony. An abundance of outdoor space featuring an enormous rear yard, and a huge Deck. This property also features Brand New Energy Efficient Heat Pumps & A/C Ductless Splits, Plumbing, Electrical, Windows and Siding completed in 2026. Not to mention the close proximity to the Charles River, Millennium Park and Cutler Park Reservation.

Listed by Jerome Bibuld, Angela Guo and Sarah McIntyre of Red Tree Real Estate

MLS Number 73489752

• Residential
• Bedrooms 1
• Bathroom 1
• Square Feet 480
• High School Orr

Opportunity awaits! Looking to own a special site overlooking a sandy beach on the shore of Sippican Harbor? Here is your chance! Very few opportunities exist on this harbor to create your own slice of heaven. The .23 acre parcel with existing cottage and storage shed includes an expansive lawn that meets a sandy beach. Established utilities include town water & sewer and natural gas lines are nearby. An engineered conservation approved plan gives you a sense of what could be built on the site. Or, consider improving the existing cottage and enjoy the simplicity of a gone-by era. Relax in the hammock, smell the salt air, paddle to the harbor, and enjoy coffee on a sunny morning on the beach! Life doesn't get better than this!

Listed by Anne Bramhall of Berkshire Hathaway HomeServices Robert Paul Properties