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Acreage Homes for Sale in Gloucester, MA

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Welcome to your dedicated resource for acreage homes for sale in Gloucester, MA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Gloucester, MA agent, Marc Fiore specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the acreage properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Acreage Homes for Sale in Gloucester, MA

5 Lots Andrews Ct + Whipple Woods Rd, Gloucester
$1,349,000
73593933 MLS ⋅ ACTIVE Status
DEVELOPERS, here is your next project! 5 APPROVED BUILDING LOTS with the potential for as many as 10 residences. Located on Andrews Court and Whipple Woods Road, two quaint private ways in West Gloucester, these 5 building lots range from 12,300 sq/ft to 29,152 sq/ft. All lots are in R-10 zoning which allows for single family and two family homes. Each building lot has electricity at the street, and those lots which required conservation approval have Orders of Conditions. All lots have WATER AND SEWER LINES STUBBED ONTO THE LOT. Rarely does a collection of lots which are this turn key come to market. BRING YOUR ARCHITECTURAL PLANS AND START PROFITING. See agent regarding potential affordable housing requirements. Excellent condominium, rental or 1031 exchange opportunity.

5 Lots Andrews Ct + Whipple Woods Rd, Gloucester

Listing courtesy of Listing Agent: Krista Julian from Listing Office: Coldwell Banker Realty - Manchester.
64 Eastern Point Blvd, Gloucester
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 73593660 MLS ⋅ ACTIVE Status
Sited on 1.87 acres in Gloucester’s coveted Eastern Point, the Temple-Hayden Cottage offers an exceptional setting for a new chapter in its nearly three-century history. Mature trees, open lawns, granite outcroppings, and stone walls frame the weathered shingle residence and detached barn, creating a landscape with the timeless character of Cape Ann. Neighboring Beauport, the celebrated home of Henry Davis Sleeper, further enriches the property’s architectural and cultural setting.Originally built circa 1750 in Canton, Massachusetts, the cottage was carefully dismantled and relocated to Eastern Point in 1924 by antiquarian and lighting designer Samuel Temple, a descendant of its original builder, and his wife, accomplished painter Ruth Anderson Temple. The cottage retains its characteristic massive brick chimney and early decorative treatments believed to have been influenced by Sleeper.Privately sited at the end of a long driveway behind stone walls, the home offers three bedrooms and one-and-a-half bathrooms within 1,613± square feet with the ability to expand to twice its existing size, subject to the preservation restriction and applicable approvals. For a buyer drawn to historic architecture, the property presents a compelling opportunity to restore, improve, and sensitively enlarge the residence for today's lifestyle.Offered by Historic New England with preservation restrictions protecting the building’s exterior, this is an opportunity to steward a distinctive piece of Eastern Point’s history while shaping its next chapter as a private residence.

64 Eastern Point Blvd, Gloucester

Listing courtesy of Listing Agent: Monahan Barker Team from Listing Office: LandVest, Inc., Ipswich.
320 Essex Ave, Gloucester
$695,000
73587985 MLS ⋅ ACTIVE Status
Full foundation already installed 28x69. Preliminary grading is complete. Lot size .79 acres in very desirable West Gloucester location. Choice area with the best access to route 128 and West Gloucester commuter rail T station. Wingaersheek Beach at one end of the road and Gloucester Harbor at the other end. Little River and Dykes Pond nearby. Lot is surrounded by natural landscaping with tall groves of trees foresting a serene setting. There are plans available and approved to construct a single-family ranch style home.

320 Essex Ave, Gloucester

Listing courtesy of Listing Agent: Richard Tomaiolo from Listing Office: Essex Realty Group.
Thompson St (Off), Gloucester
$4,129,500
73586254 MLS ⋅ ACTIVE Status
ESTATE LOT INVESTORS: 23 +/- acres of beautiful, NOT-restricted-with-a-conservation-easement upland and woodland in West Gloucester. Approximately 1600 feet of frontage on Thompson Street, which is an unimproved public way. Access from 5 Roberts Court, too, MLS# 73586252 which is 11 +/- acres. Both properties must be bought jointly and together total +/- 34 acres. R-40 zoning applies. Cluster development is its highest and best use; also residential, estate lots, equestrian, farming, ideal for private conservation purposes, with accompanying tax deductions. Buyers must do their own due diligence. Highest elevation is 115 +/- feet descending north-northwestward towards Concord Street, possibly affording views of Essex River and Ipswich Bay. Views are suggested in photos. Land use code misleading, please see attached document and explanation from assessor's office.

Thompson St (Off), Gloucester

Listing courtesy of Listing Agent: Robin J. Hubbard from Listing Office: Robin J. Hubbard.
5 Roberts Ct, Gloucester
$4,129,500
3 Beds ⋅ 2 Baths ⋅ 73586252 MLS ⋅ ACTIVE Status
ESTATE LOT INVESTORS: Property is part of the old Burroughs estate. Three level barn, stylized with distinctive broken roof gable, has three large stalls with clay floors;100 bale loft with direct access to hundreds of acres of woodland trails. Original paddock is in a state of disrepair. Barn has ADU potential. House is a saltbox, with a north facing shed dormer in need of attention, lots of period charm, needs an exterior renovation. Most floors are red fir. 11 +/- acres of beautiful land in West Gloucester. Being sold with 23 +/- adjacent parcel MLS # 73586254. Both properties must be bought jointly and together total +/-34 acres. R-40 zoning applies. Currently SF with a barn, equestrian, farming, possibly another dwelling and/or private conservation purposes, with accompanying tax deductions, may also appeal. Buyers must do their own due diligence. Highest elevation is 115 +/- feet on parcel 240-40 descending north-northwestward towards Concord Street, possibly affording views of Essex River and Ipswich Bay. Views are suggested in photos. Septic system is a four-bedroom design, house has three bedrooms.

5 Roberts Ct, Gloucester

Listing courtesy of Listing Agent: Robin J. Hubbard from Listing Office: Robin J. Hubbard.
368 Essex Avenue, Gloucester
$1,149,000
8 Beds ⋅ 4 Baths ⋅ 73583315 MLS ⋅ ACTIVE Status
A rare opportunity in West Gloucester! This 4,000+ sq. ft. three-family property is being offered with TWO parcels totaling approximately 3.7 acres—an exceptional combination of multi-family living, acreage, income potential, and possible future development. The offering includes 368 Essex Ave., featuring a spacious three-family home situated on approximately 2.44 acres with substantial frontage along Essex Ave., plus 368R Essex Ave., an additional approximately 1.26-acre R-30 zoned parcel located behind the main property and described as an “orchard” on the deed. Investors, contractors, developers, flippers, and cash buyers—bring your vision! The multi-family home is in need of updating and improvement, but offers tremendous space and potential for renovation, rental income, or repositioning. With two parcels and nearly 4 acres combined, the possibilities are intriguing. Property is being sold as-is. Buyers and buyers’ agents to perform their own due diligence regarding zoning, subdivision potential, permitted uses, approvals, and development possibilities.

368 Essex Avenue, Gloucester

Listing courtesy of Listing Agent: Lillian LoGrasso from Listing Office: J. Barrett & Company.
11 Lincoln St, Gloucester
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 73544994 MLS ⋅ ACTIVE Status
One of the most extraordinary First Period homes still in private hands, the 1678 William Haskell House overlooks the same shimmering tidal marshes where William Haskell harvested salt hay more than 3 centuries ago. Set on 2½ acres of rolling lawns and marshes, the property includes the remarkably preserved original house, a substantial 1920s ell, and a magnificent antique barn. Largely untouched throughout its 340+ year history, the home offers an authentic glimpse into early New England life. A meticulous restoration has discreetly introduced modern wiring, plumbing, and geothermal heating while preserving the home's soul. Four bedrooms & 3 baths blend seamlessly into the historic fabric. The barn offers a beautifully finished entertaining room & covered porch overlooking the marshes; imagine drinks there at sunset and then dining inside below the antique timbers! An irreplaceable opportunity to become the next steward of one of New England's most remarkable historic properties!

11 Lincoln St, Gloucester

Listing courtesy of Listing Agent: Michael Selbst from Listing Office: Gibson Sotheby's International Realty.
3 Toronto Ave, Gloucester
$2,495,000
3 Beds ⋅ 5 Baths ⋅ 73526366 MLS ⋅ ACTIVE Status
Exceptional 3-bed, 4.5-bath Colonial on 1.2 acres in East Gloucester, moments from Eastern Point Yacht Club and Niles Beach. A study in understated elegance, the home features geothermal heating/cooling and over 4,200 sq ft of luxurious living space. The main level opens into a foyer with 18' ceiling, dark hardwood floors, and staircase rising to second floor landing. Pass through the wet bar-pantry to a formal dining room, with sliding doors to sunroom and large deck. A spacious living room has walls of windows and granite gas fireplace; the chef’s kitchen has custom cabinets and dining island; and a private office offers first floor living option. On the upper level are an expansive main suite with his-n-hers walk-in closets, private balcony, and spa bath; and two more bedrooms and two full baths. The finished walk-out lower level has family room, accessory apartment, and laundry, with access to insulated 3-car garage. Sense and sensibility in Gloucester’s most distinctive community!

3 Toronto Ave, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
79 Woodman St, Gloucester
$399,000
73519210 MLS ⋅ ACTIVE Status
Looking for a woodland wonderland to build your dream home? This consists of 2.05 acres of improved land with driveway, upgraded private well, cleared building envelope, stone walls and privacy borders. The Soil Test results are for a four bedroom system, buyer is responsible for septic design. The Zoning is R-80, requiring 100 feet of frontage and 80,000.00 square feet of land for a single family, with 40,000 square feet of land required for additional units. Acreage will allow a two possibly three family residence. Nice private location in woodland setting to build dream home or two family residence.

79 Woodman St, Gloucester

Listing courtesy of Listing Agent: Holly Chiancola from Listing Office: Holly C & Co. Fine Homes.
19 Two Penny Ln, Gloucester
$2,200,000
73509397 MLS ⋅ ACTIVE Status
Rare opportunity to own a 3+ acre coastal parcel in Gloucester overlooking Essex Bay and Crane Beach. Set on a private road, this elevated, wooded lot offers exceptional privacy and the potential for a custom home in a premier Cape Ann location. Enjoy close proximity to Wingaersheek Beach, marinas, and downtown Gloucester while surrounded by natural beauty. Generous acreage and topography provide a unique setting to design a year-round residence or seasonal retreat. Buyer to perform all due diligence. Board of Health has denied septic approval; property being sold as-is.

19 Two Penny Ln, Gloucester

Listing courtesy of Listing Agent: McDermott Group from Listing Office: Gibson Sotheby's International Realty.
6-8 Joppa Way, Gloucester
$1,198,000
73499819 MLS ⋅ ACTIVE Status
An unparalleled opportunity for development comes to light on these private lots near Good Harbor Beach. Ideally situated well with stunning water views, the property is zoned R-10, allowing both single family and multifamily development. Build your private escape and experience the best of the Good Harbor Beach life with birds-eye view of the Atlantic from the comfort of your gorgeous home, or, have your feet in the sand in minutes. The property has a great potential. Please do not walk on site without listing agent.

6-8 Joppa Way, Gloucester

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
41 Hough Avenue, Gloucester
$2,100,000
73494323 MLS ⋅ ACTIVE Status
Rarely does a property carry the emotional heartbeat of a community while offering development potential. The Cupboard, a landmark synonymous with North Shore summers, is now available for its next chapter. Situated at the gateway to historic Stage Fort Park, this is more than a real estate purchase—it is an acquisition of Gloucester’s coastal legacy. Offering unobstructed views of the harbor and front row seats to the Fourth of July fireworks and the Schooner Festival, the property is also steps away from the sands of Half Moon Beach and Cressy's Beach.

41 Hough Avenue, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
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