Boston Homes with Cottage Style

Welcome to Boston, Massachusetts—a city steeped in rich history, vibrant culture, and an undeniable charm that captivates residents and visitors alike. As the capital of Suffolk County, Boston is a treasure trove of colonial landmarks, bustling neighborhoods, and scenic waterfronts. From the cobblestone streets of Beacon Hill to the modern skyline of the Seaport District, this city effortlessly blends the old with the new.

For those seeking a unique and cozy living experience, Boston offers a delightful selection of cottage-style homes. These enchanting residences are characterized by their quaint architecture, often featuring gabled roofs, inviting porches, and lush gardens that bring a touch of whimsy to urban living. Imagine waking up in a charming cottage nestled among Boston's historic neighborhoods, where each day begins with the aroma of freshly brewed coffee and the gentle rustle of leaves in the breeze.

Cottage-style homes in Boston are not just about aesthetics; they embody a lifestyle that values comfort and community. Many of these homes are located in picturesque areas, allowing residents to enjoy the best of city life while retreating to their serene havens at the end of the day. With easy access to local parks, artisan shops, and eclectic eateries, living in a cottage-style home in Boston means embracing a lifestyle that celebrates both relaxation and adventure.

Whether you’re a first-time homebuyer or looking to downsize, Boston’s cottage-style homes offer a perfect blend of character, charm, and convenience. Discover your dream cottage in this historic city and immerse yourself in all that Boston has to offer!

Newest Boston Homes with Cottage Style

$639,000

3 Beds ⋅ 1 Baths ⋅ 73593509 MLS

Come see this most enchanting 1920's gambrel style colonial/cottage on one of the nicest streets in the George Wright Golf Course neighborhood bordering Roslindale. Enjoy beautiful sunsets & escape from the city in the serene, private back yard with mature flowering plantings under a canopy of tall shade trees. The lush front & back gardens were all designed/planted by the current owner, a professional gardener & designer. Although being an older home, you can move in and do improvements along the way. The majors have been done, roof 12 years old, boiler only 7 and house exterior painted this past summer. There are 3 bedrooms, 1st floor bedroom smaller, a fireplace that anchors the living room, a formal dining room and sunlit kitchen with SS appliances, quartz countertops & custom cabinets to the ceiling. 2 good sized bedrooms on the 2nd floor round up the interior w/a classic bath on this level. There is a very special 3 season covered porch w/windows galore, high ceilings & was used as an artist studio but the space can be flexible. Walk out on to the Trex deck w/ample seating & views of multiple gardens. The dry basement is ready to be finished, great as a playroom, gym, etc as its foundation is solid granite & the walls have been resurfaced. A bonus outbuilding w/electricity is currently set up as a workshop/garden shed and is being sold as is, full of tools & hidden treasures! There is off street parking for 2-3 cars in the driveway. Don't miss this special home!

19 Deforest St, Boston

Listing courtesy of Listing Agent: Sherri Quist from Listing Office: Compass.

$699,000

3 Beds ⋅ 2 Baths ⋅ 73581123 MLS

Welcome to a truly special home where classic character meets modern comfort. Tucked away on a private road, this beautifully maintained single-family residence offers a warm and inviting atmosphere from the moment you arrive. Step inside to bright, sun-filled rooms filled with charm and thoughtful details, including graceful bay windows, beautiful stained-glass accents, new light fixtures, and recessed LED lighting throughout. The open-concept living and dining spaces flow effortlessly together, creating the perfect setting for cozy evenings at home or entertaining family and friends. The heart of the home is the gorgeous gourmet kitchen, featuring elegant stone countertops, stainless-steel appliances, and a spacious peninsula that naturally invites conversation, casual meals, and memorable gatherings. Outside, enjoy your morning coffee or unwind at the end of the day on the welcoming front porch, complete with durable Trex decking. The rear deck and patio overlooks a versatile backyard, offering plenty of room to relax, garden, entertain, or simply enjoy your own private outdoor retreat.Upstairs, you'll find three comfortable bedrooms, a beautifully updated full bathroom, and a charming home office—perfect for remote work, reading, or a quiet creative space. The updated bathrooms feature imported tile, contemporary vanities, and a stylish walk-in shower.Modern conveniences include central A/C, a modern heat pump, in-unit washer and dryer, off-street parking, and a full walkout basement offering abundant storage and exciting potential for future use.Ideally situated near major highways, shopping, restaurants, and everyday amenities, this home offers a peaceful private setting without giving up convenience. With its inviting spaces, timeless details, modern updates, and wonderful outdoor areas, this is more than a house—it’s a place to feel at home.

71 Cottage Road, Boston

Listing courtesy of Listing Agent: Herion Karbunara from Listing Office: Herion Karbunara.

$824,900

3 Beds ⋅ 2 Baths ⋅ 73562991 MLS

WOW! Don't miss out on this beautifully renovated 1912 home in the Woodbourne Historic District blends original character with completely updated systems. Beautiful hardwood floors, a grand staircase, soaring ceilings, and oversized windows bring warmth and charm throughout the open concept main level. The kitchen features quartz countertops and backsplash, new appliances, island seating for four, gold fixtures, and warm wood accents. The main floor also offers a three quarter bath and laundry. Upstairs are the primary bedroom with a rare walk in closet, two additional bedrooms, and a full bath. Updates include a new roof, windows, insulation, 200 amp electrical service, all new plumbing, and two zone heating and cooling. Enjoy front and rear yards, a side porch entrance, and a paved driveway. Conveniently located minutes from Forest Hills Station, Centre Street, and the 281 acre Arnold Arboretum. Original character and modern systems rarely come together this well.

302 Wachusett St, Boston

Listing courtesy of Listing Agent: VIP Group from Listing Office: Moor Realty Group.

$949,000

4 Beds ⋅ 2 Baths ⋅ 73560917 MLS

Welcome to 1 Bay View Place! A charming Single Family home tucked away on a quiet private way steps to the beach. This classic residence consists 1400+ SF with 4BR's, 2 Full BAs and available parking. Located steps to the beach, parks and neighborhood restaurants this home offers the best of city living while maintaining the charm of a peaceful residential enclave. Generous living and dining rooms offer an abundance of natural light and gleaming HW floors. Full eat in kitchen walks out onto your private yard and garden area. Upper level consists of 4 BR's and a 2nd full BA. Rarely does a Single family home become available in this location. Whether you are looking to preserve its timeless charm or renovate to suit your style this property presents EXTREME potential. Buyers to perform all due diligence, home sale "AS IS"

1 Bay View Place, Boston

Listing courtesy of Listing Agent: Lynn Hollenbeck from Listing Office: Seaport Realty Group.

$840,000

2 Beds ⋅ 2 Baths ⋅ 73494772 MLS

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.

4 Mead Street Ct, Boston

Listing courtesy of Listing Agent: Lisa Godwin from Listing Office: Gibson Sotheby's International Realty.

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Boston Homes with Cottage Style

Newest Boston Homes with Cottage Style

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