Gloucester Homes with Colonial Style

Welcome to Gloucester, Massachusetts – a charming coastal city that beautifully marries rich history with stunning natural beauty. Nestled in Essex County, Gloucester is renowned for its picturesque harbors, vibrant arts scene, and a deep-rooted maritime heritage. As one of America’s oldest seaports, this city boasts a captivating blend of old-world charm and modern amenities, making it a perfect place to call home.

In Gloucester, you’ll find an array of homes, but one style that stands out is the classic Colonial. Known for their timeless elegance, Colonial-style homes are characterized by their symmetrical facades, gabled roofs, and inviting front porches. These residences often feature spacious interiors, with high ceilings and large windows that allow for an abundance of natural light. Many Colonial homes in Gloucester are situated on tree-lined streets, offering a sense of community and tranquility.

Living in a Colonial-style home in Gloucester means not only embracing the architectural beauty but also enjoying the city’s unique lifestyle. Picture yourself savoring fresh seafood at local eateries, exploring the scenic beaches, or taking leisurely strolls through historic neighborhoods lined with charming shops and galleries. Gloucester is a haven for outdoor enthusiasts, with opportunities for boating, fishing, and hiking in the nearby Cape Ann area.

Whether you are drawn to the allure of the ocean, the vibrant culture, or the welcoming community, Gloucester offers an idyllic setting for those seeking a Colonial home infused with history and charm. Come and experience the magic of Gloucester, where your dream home awaits!

Newest Gloucester Homes with Colonial Style

$1,350,000

4 Beds ⋅ 4 Baths ⋅ 73575871 MLS

This spectacular property was custom-designed and built over the years by the owner of renowned builders Mill River Carpentry. Set on a beautiful lot along a peaceful street in Gloucester's desirable Riverdale neighborhood, this exceptional home showcases remarkable craftsmanship, expansive living spaces, and seamless indoor-outdoor living. A stone driveway welcomes you to an enormous mudroom that opens into a recently renovated custom kitchen featuring concrete quartz countertops and an impressive 60-inch refrigerator. The spacious living room is anchored by a woodstove with a beautiful granite surround and opens to a generous deck and pool area. The main level also offers a full bath with laundry, a comfortable sitting area off the kitchen, and a large dining room with cathedral ceilings. Exceptional details are found throughout, including radiant heat, tongue-and-groove pine ceilings, five-inch red oak flooring, and oversized windows that fill the home with natural light. The open first-floor layout extends effortlessly to a deck, patio, and screened porch, creating an ideal setting for entertaining and relaxing. The second floor features two bedrooms, a full bath, and an impressive primary bedroom with a cathedral ceiling and an oversized walk-in closet. The walkout portion of the basement provides a dedicated home gym area. A spacious breezeway offers flexible den or office space and leads to an oversized garage equipped with a 12-by-10-foot overhead door, a half bath, and radiant floor heat. Completing this remarkable property is a bright one-bedroom apartment above the garage - ideal for extended family, guests, or potential rental income. The apartment also features a large private deck with beautiful views of the Annisquam River and Ipswich Bay.

18 Holly St, Gloucester

$499,900

2 Beds ⋅ 1 Baths ⋅ 73573696 MLS

Charming European cottage in Gloucester’s Riverdale neighborhood, tucked beneath Pole’s Hill and across from the Mill Pond and nearby sports fields. This home has been in the same ownership for nearly 50 years and is ready for its next chapter. The property offers a wonderful opportunity to update, restore and make it your own while building equity over time. Outside, a large private patio creates an inviting extension of the living space, perfect for relaxing and entertaining. Update to your taste and create something truly special in one of Gloucester’s sought after neighborhoods! SHOWINGS BEGIN AT THE OPEN HOUSES, THIS SATURDAY 9/12 AND SUNDAY 9/13 from 11:00am to 12:30pm.

350 Washington Street, Gloucester

$849,900

3 Beds ⋅ 2 Baths ⋅ 73573899 MLS

Welcome to 26 Acacia St, Gloucester — a beautifully maintained single-family residence where timeless character meets refined modern living. Originally built in 1900, this distinctive home offers 1,568 square feet of above-grade living space, complemented by an additional approximately 150-square-foot finished basement room that is not included in the stated living area.At the heart of the home is a thoughtfully designed kitchen created for both everyday living and effortless entertaining. Stainless steel appliances, a generous center island with an integrated sink, and abundant preparation space create a sophisticated yet inviting setting for everything from casual mornings to memorable gatherings.The inviting living room provides a warm and elegant gathering space, highlighted by a fireplace that adds character and ambiance. The home features **two full bathrooms**, including a beautifully appointed bath with a walk-in shower and multiple showerheads, creating a spa-inspired retreat.The true showstopper continues outdoors. A private, thoughtfully designed yard offers an exceptional extension of the living space, complete with an outdoor kitchen and expansive entertaining areas. Enjoy al fresco dining on the patio, relax beneath the covered deck, or unwind in the covered outdoor living area — all designed for effortless entertaining and year-round enjoyment.The finished basement room provides approximately 150 additional square feet of flexible space, ideal for a home office, fitness area, media room, creative studio, or additional recreational space.Blending the charm and character of a historic Gloucester home with modern comforts and exceptional indoor-outdoor living, 26 Acacia St offers a rare opportunity to experience a home designed not simply for living, but for enjoying life to its fullest.

26 Acacia St, Gloucester

$2,225,000

3 Beds ⋅ 3 Baths ⋅ 73573140 MLS

A rare waterfront offering on Gloucester’s coveted Annisquam River, where an extraordinary vantage point captures sweeping views directly down the river rather than across to neighboring homes. With a Chapter 91 tidal dock at your doorstep, this 3-bedroom, 2.5-bath residence offers an exceptional connection to the water, from morning coffee overlooking the river to an afternoon boat ride to Wingaersheek Beach.Fully renovated with a second story added in 2012, the home was thoughtfully designed to maximize its remarkable setting. Water views unfold from every room, while each bedroom opens to its own private balcony overlooking the river. The primary suite features an ensuite bath and a front-row perspective of the ever-changing waterfront.At the heart of the home, a spacious, light-filled living and dining area offers an open layout framed by expansive water views and a dramatic floor-to-ceiling stone fireplace. Built-in shelving and a wet bar create an inviting setting for entertaining, while the generous kitchen features an eat-in island and adjoining breakfast nook, all oriented toward the scenery beyond.Step directly from the main living area onto an expansive 414-square-foot waterfront deck, creating a seamless extension of the home for dining, entertaining, or simply watching boats make their way along the Annisquam. An outdoor shower and one-car garage add convenience to a property designed for effortless waterfront living.Just seven minutes from downtown Gloucester yet surrounded by the beauty and tranquility of the river, this is a distinctive opportunity to experience one of Cape Ann’s most extraordinary waterfront settings.

55 Riverview Rd, Gloucester

$749,900

3 Beds ⋅ 2 Baths ⋅ 73572120 MLS

CLOSE TO PERFECTION and PRICED TO SELL! This special WATERVIEW HOME across from "Little River" has gone through extensive renovations in the past 12 months. Inviting and relaxing river views from the new large glass sliders in the huge living room and new wraparound decking will become an enticing daily activity to enjoy your favorite beverage morning, noon or night. This 8-room, 3-bedroom and 2-bath residence offers an appealing layout highlighted by an enclosed entry room, den or dining room and walls of glass windows/slider surrounding the family room that is directly off the kitchen/dining area with pellet stove. Upstairs you can work from home in the dedicated second floor office space with a separate entrance. A long list of improvements includes a total exterior rehabilitation with new siding, roofs, gutters, windows, sliders, all decking and landscaping with stone and wood retaining walls. New bedroom carpeting and refinished hardwood floors. New overhead garage door. With so much already completed, all that’s left is to bring your imagination and finish this masterpiece exactly the way you envision it.

49 Woodward Avenue, Gloucester

$549,000

2 Beds ⋅ 2 Baths ⋅ 73572060 MLS

Quintessential Lanesville! This charming coastal cottage is all about location, ocean views and village living. Just moments from Lanes Cove and close to Plum Cove Beach, enjoy boating, kayaking, fishing and some of Gloucester’s best sunsets right in your neighborhood. The bright, open first floor features wide-plank wood floors and an easy flow from the kitchen to the living area. Recent improvements include new siding across the entire rear of the home, new rear windows, two new French doors and a freshly cleaned up and refreshed yard. Upstairs are two bedrooms, a full bath and balcony access. With 1.5 baths, off-street parking, a manageable yard and storage shed, this is an easy home to enjoy year-round or as a Gloucester getaway. Ocean views, coastal charm and one of Gloucester’s most loved neighborhoods.

1105 Washington, Gloucester

$599,000

3 Beds ⋅ 2 Baths ⋅ 73571479 MLS

Welcome to this beautifully updated home, totally renovated and move-in ready. The open-concept main living area features a spacious living room, eat-in kitchen, complete with quartz countertops, white cabinetry, and a center island—perfect for everyday living and entertaining. A slider off the kitchen opens onto the deck, overlooking the large beautifully manicured yard. Enjoy established gardens, plenty of room for children to play and outdoor gatherings, gardening, or simply relaxing and enjoying the peaceful surroundings. The home offers 3 bedrooms and 1½ baths, including a spacious primary bedroom with a walk-in closet. Two bedrooms are located on the second floor, while the first-floor bedroom provides wonderful flexibility as a guest room, home office, den, or bedroom. Located in desirable West Gloucester, this home offers exceptional convenience. The commuter rail station is located at the bottom of the street, providing easy access to Boston and destinations along the North Shore. Route 128 is just a short commute away. Ravenswood Park is also located an end of street. Adding to the home's appeal are owned solar panels, paid in full by the seller, offering the benefit of solar energy without a remaining solar loan. Open House Sat/Sun 10:30-12:00 (OFFERS DUE TUES BY NOON)

4 Lynwood, Gloucester

$649,000

4 Beds ⋅ 2 Baths ⋅ 73568977 MLS

This East Gloucester home combines classic coastal charm with extensive recent updates on a rare, sprawling lot. Sitting on over an acre of private land—a true premium for this desirable coastal neighborhood placing you just minutes from Rocky Neck Art Colony, Good Harbor Beach, Niles Beach, and Eastern Point. The home offers both room to breathe and high-end peace of mind. Freshly painted interior, new flooring, new roof installation 2023, electrical upgrade to code 2023. Abutting conservation and City owned sports field, potential development possibilities. Lower level was a separate rental unit in need of renovations and permitting. Ideal for in-law apartment or additonal income. Two accessory buildings,a two story barn and a one story garage in need of being razed. Easy access to downtown, shopping and highway. Buyer and/or Buyer Representative to do “Due Diligence”.

20 Marble Street, Gloucester

$2,100,000

6 Beds ⋅ 4 Baths ⋅ 73567880 MLS

Set in Gloucester’s highly sought-after East Gloucester neighborhood, 8 Brier Road offers the perfect blend of coastal charm, convenience and relaxed seaside living. Beyond its exceptional setting, the property has an inherent charm and simple elegance reflected in its thoughtful design and gracious layout. An inviting entry foyer sets the tone, while generous ceiling heights, beautifully proportioned rooms and an open floor plan create an effortless flow for everyday living and entertaining. Enjoy ocean views and refreshing salt air breezes from the mahogany covered porch, an ideal place to begin the day with coffee or unwind after an afternoon at the beach. Just 5 minutes to Good Harbor Beach and only 2 minutes from the golf course, the home is also close to scenic Bass Rocks and the Good Harbor Beach footbridge, placing some of Cape Ann’s most treasured destinations within easy reach. Spend the day on the sand, explore the galleries and waterfront restaurants of nearby Rocky Neck, or head into bustling downtown Gloucester for exceptional dining, local shops, live music and the renowned Cape Ann Museum. Whether enjoyed as a year-round residence, weekend retreat or coastal getaway, 8 Brier Road offers an enviable location surrounded by the natural beauty, history and vibrant culture that make Gloucester so special. With downtown just minutes away and Beverly Regional Airport approximately 22 minutes by car, this East Gloucester address provides effortless access while preserving the peaceful feel of life by the sea.

8 Brier Rd, Gloucester

$2,995,000

2 Beds ⋅ 2 Baths ⋅ 73564204 MLS

Set on the coveted waterfront of Eastern Point, this iconic property offers a truly exceptional location overlooking the open Atlantic. During World War II, the home was owned by the U.S. government and served as a lookout station for enemy submarines.The first floor features an inviting open floor plan, with a kitchen flowing into the living and dining areas. A dramatic floor-to-ceiling fieldstone fireplace anchors the living room, while sliders open to a beautiful waterside patio—perfect for enjoying the spectacular setting.The expansive great room, once a garage, offers tremendous flexibility and could be converted back if desired. On the second floor, two generous decks flank the main structure, while a cozy second living room with fireplace provides an intimate retreat. The spacious primary bedroom features a full bath and access to the remarkable outdoor spaces.A spiral staircase leads to the third-floor loft, where the views are truly magnificent, stretching across the open Atlantic. Renovate to your taste or build anew—properties in a setting this rare and extraordinary seldom become available.

8 Rouse Rd., Gloucester

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 73563023 MLS

Enchanting Waterfront Cottage w/private dock on peaceful Goose Cove. Enjoy gorgeous water views and looking over the Cove at the most spectacular nightly sunsets. Very serene and much like living on your very own nature preserve. The cottage is warm and welcoming, with a wood paneled, multi-windowed mudroom with storage benches at the entryway, front to back living/dining room, kitchen, first floor bedroom (currently used as a den with pull-out couch) and full bath, a family room/sunroom across the back of the home. The kitchen is older style with a fabulous classic double porcelain sink and tons of storage. You will find four more bedrooms upstairs and a second full bath w/tub and shower. Windows abound throughout the home, offering stellar views from every room, and letting in abundant light and heavenly breezes. The property is beautifully landscaped, providing a continuous rolling display of colorful perennials. Close to Plum Cove Beach, the coveted Lighthouse Beach, the Annisquam River, and multiple trailheads into protected woodlands a short walk from your door.

79 Dennison Street, Gloucester

$499,900

3 Beds ⋅ 1 Baths ⋅ 73562740 MLS

Welcome to this 3-bedroom 1-bathroom home offering a functional lay out and great everyday convenience. The open concept dining area creates an easy flow for entertaining and daily living, while a wood stove hookup adds cozy potential for the colder months. The first floor features a comfortable bedroom, ideal for home office or guest room. Upstairs you'll find two additional bedrooms with generous closet space. Two parking spaces provide off street parking convenience and the proximity to transportation makes commuting a breeze. Enjoy easy access to the ocean, area beaches and the beautiful grounds of Stage Fort Park - perfect for morning walks, sunset views and making the most of New England living. Don't miss this opportunity to own a home in one of the North Shore's most charming coastal communities.

8 Sylvan Street, Gloucester

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