MLS Listings for Sale in Five Pound Island, MA

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OPEN SAT, 12PM TO 1:30PM

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Good Harbor Beach Neighborhood – Coastal Living Minutes from Downtown Gloucester. Nestled in one of Gloucester’s most sought-after neighborhoods near Good Harbor Beach and just minutes from the Gloucester's historic and vibrant downtown, this beautifully crafted 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and flexibility. Built in 2013, this home features a main suite with a spacious walk-in closet and modern ensuite bath. Upstairs, you’ll find three generously sized bedrooms, while the first-floor bedroom offers versatile options for single-level living, a private office, or a cozy playroom. The home’s open and airy floor plan creates a

$799,900

4 beds2.5 baths1,875 sq ft

26 Marina Dr, Gloucester, MA 01930

First-floor bedroom • Private office • Main suite

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
119 Pleasant St contains 3 total units comprised of (2) 2-Bed/1-Bath units and (1) 1-Bed/1-Bath unit. The Property offers off-street parking with 2 spaces available. The Property is separately metered for electricity and gas-powered heat and hot water, which tenants pay directly. The Landlord is responsible for common area electricity and domestic water and sewer. 119 Pleasant St is exceptionally well-connected for residents and visitors, with local bus service provided by the Cape Ann Transportation Authority (CATA), offering frequent, fare-free routes through December 2025 linking Gloucester to Rockport, Essex, Ipswich, and key local destinations. The MBTA Commuter Rail Rockport Branch se

$800,000

5 beds3 baths2,228 sq ft

119 Pleasant St, Gloucester, MA 01930

Local bus service • Major highway • Separately metered

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Opportunity knocks in East Gloucester! This 3-family property offers endless potential for investors, contractors, or creative homeowners. Enjoy water views of beautiful Cripple Cove and imagine watching the sun rise and set while sipping your morning coffee. Each unit offers unique character and layout—ready to be reimagined or restored to your taste. With a little vision and creativity, the possibilities are endless. Offered as-is in a peaceful coastal enclave loved for its views, charm, and walkable lifestyle. No off-street parking.

$549,000

4 beds3 baths1,991 sq ft

86 East Main St, Gloucester, MA 01930

Water views • Cripple cove • Walkable lifestyle

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Located in the heart of Rocky Neck—America’s oldest continuously operating artists’ colony—4 Wonson is a beautifully updated colonial home filled with historic charm and modern comfort. Enter through the charming Dutch door into a renovated kitchen and dining area featuring wide-plank floors, exposed beams, and original brick accents. The second floor offers a sunlit living room, adjoining office, full bath, and bedroom with access to a terraced, fenced yard with seasonal water views. The third floor is dedicated to an expansive primary suite overlooking Smith Cove. With galleries, restaurants, beaches, marinas, and cultural attractions just steps away, this home off

$1,175,000

2 beds2.5 baths1,489 sq ft

4 Wonson St, Gloucester, MA 01930

Terraced fenced yard • Renovated kitchen • Seasonal water views

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Don’t miss this rare opportunity to own in Gloucester! This well-maintained townhouse-style condo features a spacious eat-in kitchen, bright living room, and two generous bedrooms with ample closet space. The full bath includes in-unit laundry for added convenience. The lower level offers a full basement providing excellent storage. Freshly painted with new flooring, plus recent exterior updates including new front siding. Located in a desirable neighborhood close to Good Harbor Beach, shopping, and major routes. Income and asset restrictions apply. DEED RESTRICTED AFFORDABLE SALE.

$291,000

2 beds1 bath864 sq ft

22 Taylor St #1, Gloucester, MA 01930

New front siding • In-unit laundry • Full basement

Property at 197 E Main Unit 1 & 2, Gloucester, MA 01930, 3 beds, 1.5 baths

$999,000

3 beds1.5 baths2,305 sq ft

197 E Main Unit 1 & 2, Gloucester, MA 01930

Property at 160 Prospect St #3, Gloucester, MA 01930, 1 bed, 1.5 baths

$595,000

1 bed1.5 baths923 sq ft

160 Prospect St #3, Gloucester, MA 01930

Property at 197 E Main U:1&2, Gloucester, MA 01930, 3 beds, 1.5 baths

$999,000

3 beds1.5 baths2,305 sq ft

197 E Main U:1&2, Gloucester, MA 01930

Property at 9 Rocky Pasture Rd, Gloucester, MA 01930, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths2,724 sq ft

9 Rocky Pasture Rd, Gloucester, MA 01930

Property at 90 Middle St Unit L, Gloucester, MA 01930, 3 beds, 2.5 baths

$715,000

3 beds2.5 baths1,769 sq ft

90 Middle St Unit L, Gloucester, MA 01930

Property at 33 Middle St, Gloucester, MA 01930, 9 beds, 5 baths

$1,199,000

9 beds5 baths4,600 sq ft

33 Middle St, Gloucester, MA 01930

Property at 1 Wonson St, Gloucester, MA 01930, 3 beds, 2 baths

$879,000

3 beds2 baths1,300 sq ft

1 Wonson St, Gloucester, MA 01930

Property at 30 Chapel St Unit B, Gloucester, MA 01930, 3 beds, 1.5 baths

$599,000

3 beds1.5 baths1,442 sq ft

30 Chapel St Unit B, Gloucester, MA 01930

Property at 97 East Main St, Gloucester, MA 01930, 5 beds, 1 bath

$799,000

5 beds1 bath1,941 sq ft

97 East Main St, Gloucester, MA 01930

Property at 191 Main St Unit 2A, Gloucester, MA 01930, 2 beds, 1 bath

$599,000

2 beds1 bath1,096 sq ft

191 Main St Unit 2A, Gloucester, MA 01930

Property at 100-102 Main St, Gloucester, MA 01930, 6 beds, 5 baths

$2,089,000

6 beds5 baths8,069 sq ft

100-102 Main St, Gloucester, MA 01930

Property at 73 Rocky Neck Ave #2, Gloucester, MA 01930, 2 beds, 3 baths

$1,600,000

2 beds3 baths1,760 sq ft

73 Rocky Neck Ave #2, Gloucester, MA 01930

Property at 191 Main St #3, Gloucester, MA 01930, 3 beds, 2 baths

$1,430,000

3 beds2 baths2,500 sq ft

191 Main St #3, Gloucester, MA 01930

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ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Charming Gloucester home in a prime location. Welcome to 65 Poplar Street, a delightful 2 bedroom, 1.5-bath home in one of Gloucester’s most convenient and desirable neighborhoods. This move in ready property features two-car off-street parking, a fenced-in backyard ideal for relaxing or entertaining, and key updates including a roof (2015) and water heater (2019). Boiler (2005) Enjoy easy access to everything Gloucester has to offer. .. just minutes from the train station, highway, schools, parks and the area’s popular restaurants, shops, and coastal attractions. Whether you’re a first-time homebuyer or looking to downsize, this home offers comfort, convenience, and the p

$535,000

2 beds1.5 baths1,002 sq ft

65 Poplar St, Gloucester, MA 01930

2,124 sq ft lot • Somewhat walkable

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Welcome to this beautifully updated home offering three spacious bedrooms and three full bathrooms—one conveniently located on each level. The stunning kitchen features elegant stone flooring and modern finishes, perfect for any home chef. A bright first floor office provides ideal space for working from home. The full finished basement provides additional living and storage space, adding flexibility for your lifestyle. This home is equipped with an owned Tesla solar system that doubles as a backup generator—enjoy the benefits of sustainable living with no electric bill! Set on a dead-end street with plenty of parking, a big fenced yard perfect for relaxing, cookouts, playtime,

$799,000

3 beds3 baths1,700 sq ft

3 Stone Ct, Gloucester, MA 01930

5,003 sq ft lot • Very walkable

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Great location in East Gloucester's Hawthorne Point community with its own private beach to launch kayaks and paddle boards. Stunning views of the outer harbor and Boston skyline. The first level offers a large entryway accessed either by the garage or front door, laundry area & a large en-suite with outside access to a brick patio and lovely common area. The second level is the heart of the home with a fireplaced living room with sliders to the sunny front deck. The open concept dining room connects to the large kitchen, with newly finished hardwood floors, a breakfast nook and access to a private rear deck. A half bath and much storage complete the second level. The third level has

$995,000

2 beds2.5 baths2,044 sq ft

5 Raven Ln #5, Gloucester, MA 01930

$839 HOA • Garage • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Welcome to Hawthorne Point, an exclusive coastal gem near Niles Beach and the vibrant Rocky Neck Art Colony, offering views of Smith Cove and Gloucester’s inner harbor. This beautifully renovated 2BR, 2.5BA townhouse blends luxury, comfort, and style. Fully updated in 2018 with extensive enhancements in 2024–2025, including 3 new Mitsubishi splits, central vac, upgraded garage with new floor and opener, refreshed deck, designer wallpaper, new bathroom tile, and plush stair carpeting. The entry level features a gracious foyer, king-sized bedroom suite, full bath, laundry, and private patio. The main level offers open-concept living with a chef’s kitchen, fireplaced living r

$1,295,000

2 beds2.5 baths2,026 sq ft

15 Raven Ln #15, Gloucester, MA 01930

$838 HOA • Garage • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Stunning townhouse located on Gloucester’s beautiful Back Shore with breathtaking panoramic views of Bass Rocks, the Twin Lights and the Atlantic Ocean. Living room with cathedral ceiling, skylight, hardwood floors, dining area and wall of hurricane rated sliders opening to balcony. Renovated kitchen with white cabinets, quartz countertops and stainless steel appliances opens to dining room with built-in hutch. First floor primary bedroom with wall of glass sliders opening to covered deck and full bath with large walk-in tiled shower, built-in cabinet and granite counter. Second bedroom with full bath on the third floor. Third bedroom with bath in finished lower level. One car garage,

$1,195,000

3 beds3 baths1,859 sq ft

87 Atlantic Rd #2, Gloucester, MA 01930

$742 HOA • Garage • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Five Pound Island, MA
Nestled at the end of a quiet side street, this home offers breathtaking views of Gloucester’s outer harbor. Just a short stroll from the beach, it’s the perfect retreat, whether vacation or year-round living. With 4 bedrooms (all ensuite) and multiple decks, this home comfortably accommodates several guests while maintaining a cozy, welcoming atmosphere. The main living area is on the 2nd fl to maximize those incredible views, & features an open-concept design centered around a striking granite fireplace. The layout includes a spacious LR with access to a large deck, DR, kitchen, and comfy den. 1st floor hosts 3 bedrooms, including a generously sized primary suite with sli

$1,995,000

4 beds5 baths2,739 sq ft

7 Hawthorne Ln, Gloucester, MA 01930

7,415 sq ft lot • Car-dependent

MLS Listings for Sale in Five Pound Island

There are currently 18 mls listings for sale in Five Pound Island. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include East Gloucester, Bass Rocks, Central Gloucester, Annisquam, and West Gloucester. This map is refreshed with the newest listings in Five Pound Island every 15 minutes.

Find your dream home in Five Pound Island using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Five Pound Island are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Five Pound Island. If you're looking to sell your home in the Five Pound Island area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Five Pound Island with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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