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$719,000
3 Beds 2 Baths 73553389 MLS
Imagine living where every day feels like a vacation. Tucked away on a quiet dead-end street and abutting Stage Fort Park, this ideally located home offers the opportunity to enjoy one of Gloucester's most sought-after neighborhoods. Leave the car behind and take a short stroll to Half Moon Beach, Stacy Boulevard, Gloucester Harbor, downtown restaurants, boutique shopping, galleries, and waterfront events. Whether you're enjoying a morning walk along the shoreline, an afternoon at the beach, or breathtaking sunsets over the harbor, the Cape Ann lifestyle is at your doorstep. Offering approximately 2,072 square feet of living space with off-street parking, this property presents an exceptional opportunity to make it your own in a location where lifestyle and convenience come together. Property is being sold as is.

8 Windsor Ln, Gloucester

$519,000
2 Beds 1 Baths 73553100 MLS
Unique opportunity, intriguing potential & select views of Goose Cove. Adjoined properties at 62 & 64 Bennett St S are separately assessed parcels conveyed on 1 deed, offering 2 sep dways on a 20,600± square feet lot. 62 Bennett: 12,470± square ft habitable, single-story home last used as a 1-bdrm home, w/ approx 1465± square ft including the once-finished 2nd flr. The heated 2nd level offers potential to be completed as a spacious 20x22 primary bdrm w/ a deck overlooking Goose Cove. Additional features include a lge 9x37 front deck & multiple storage areas. 64 Bennett: 8149± sq ft lot w/ a separate dway & a 2 story barn/shed accessory bldg w/ a 16x17+- 1st fl & scuttle access to a 14x16+- 2nd fl. Buyers responsible for conducting their own due diligence regarding zoning, development potential, use, & buildability. Property is sold as-is. No warranties/representations made by Listing Agent or Seller. Subject to Conservator being granted a License to Sell. Open House Sunday, 7/26/26, 12-1:30.

62 Bennett St S, Gloucester

$539,900
2 Beds 1 Baths 73552333 MLS
Experience the charm of coastal living in beautiful Gloucester. This move-in-ready 2-bedroom, 1-bath home offers a warm, inviting atmosphere with comfortable living spaces and a cozy feel throughout. Situated on a corner lot, the property enjoys added curb appeal and a desirable setting. Whether you're looking for a year-round residence, a weekend escape, or a place to downsize, this home offers exceptional versatility. Gloucester is celebrated for its rich maritime history, picturesque harbor, sandy beaches, thriving arts scene, and renowned waterfront dining. Spend your days exploring local shops, enjoying fresh seafood, relaxing by the ocean, or taking in the natural beauty of one of New England's most cherished coastal communities. E-Staging Photos were used to showcase homes potential and photos have been edited

130 Centennial Ave, Gloucester

$1,495,000
4 Beds 3 Baths 73550282 MLS
Enjoy living in this Folly Cove property where artist and author Virginia Lee Burton did her life's work. This delightful estate is the well-preserved subject of her children's book "The Little House" The 3.9 acre property includes a sunny farmhouse as well as a separate barn/studio, each of which have been featured in many publications. Virginia wrote her books in the studio and it is also where the Folly Cove Design Group was formed and met. The house has 4 bedrooms and 2 1/2 baths and the historic post and beam studio has a 20' granite fireplace and cathedral ceilings, providing comfort and privacy for guests. Unique features include large granite tables, benches and a cozy firepit. Granite pillars support trailing grapevines and near-by is a quarry and hiking /biking trails. Fruit and nut trees and berry bushes, as well as vegetable and flower gardens complement the yard. This is a magical property with plenty of privacy and parking that lends itself to indoor and outdoor events.

1255 Washington Street, Gloucester

$365,000
2 Beds 2 Baths 73549964 MLS
Bring Your Vision to Life Near Good Harbor Beach! Nestled in a prime Gloucester location, this 1900-built home is ready for its next chapter. Offering 2 bedrooms, 1.5 baths, and 912 square feet of potential, this "contractor’s special" is the ultimate blank canvas for an investor, flipper, or savvy buyer looking to customize their dream coastal getaway. Location is everything here. You are just 1.1 miles from the soft sands of iconic Good Harbor Beach, a mere 0.8 miles to downtown Gloucester's vibrant dining and shopping scene, and seconds from easy highway access for a seamless commute. Whether you’re looking to renovate and hold as a high-yield summer rental, flip for profit, or build personal equity in a highly desirable beachside market, the bones and location are here. Bring your contractor, your design ideas, and make this coastal cottage shine again! Property being sold as-is. The seller will respond to any and all offers on Monday, July 20th by 5pm on Monday.

89 Friend St, Gloucester

$1,247,000
3 Beds 3 Baths 73547539 MLS
Welcome to this beautifully maintained home nestled in one of Magnolia's most desirable neighborhoods. From the front porch with ceiling fans to the landscaped gardens, this property offers timeless charm. Inside, enjoy a bright, open floor plan perfect for everyday living. The updated kitchen boasts modern finishes and flows seamlessly into the spacious living and dining area. Recently renovated bathrooms add exceptional luxury. The guest bath features a unique, lighted sea glass sink with a wave backsplash. The primary suite bath is a private oasis, boasting solid wood cherry cabinets, built-in hampers, a convenient tea station with a microwave, and a glass tile walk-in shower with a rain shower head and pull-down seat. Set in a private, peaceful setting, this move-in-ready home offers the perfect blend of comfort and convenience in an outstanding Magnolia location.

30 R Magnolia Ave, Gloucester

$1,250,000
4 Beds 3 Baths 73544994 MLS
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

$4,695,000
4 Beds 4 Baths 73542573 MLS
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

$565,000
2 Beds 2 Baths 73540674 MLS
Welcome to the heart of East Gloucester's highly desirable neighborhood, where coastal charm meets everyday convenience. Just a short stroll to Good Harbor Beach, this delightful 2-bedroom, 1.5-bath home offers the perfect opportunity for year-round living, a weekend retreat, or a summer getaway by the sea.Nestled on a private, secluded lot, the property features an absolutely charming backyard—ideal for relaxing, entertaining, or enjoying the peaceful surroundings. A beautiful sunroom overlooks the backyard, creating a bright and inviting space to enjoy your morning coffee or unwind after a day at the beach.Ocean lovers will appreciate the unbeatable location, while commuters will love the easy access to Route 128. Additional features include off-street parking and the rare combination of privacy and proximity to Gloucester's beaches, restaurants, shops, and coastal attractions. THIS IS A MUST SEE!

38R Bass Ave, Gloucester

$455,000
2 Beds 1 Baths 73536134 MLS
**Price Improvement and Motivated Seller** Charming Gloucester home offering incredible potential with sought-after NB zoning, ideal for homeowners, investors, or those seeking a condo alternative without the fees. Enjoy close proximity to beautiful beaches, downtown, restaurants, shopping, schools, local attractions, and major highways for easy commuting. This property features a fenced-in backyard, perfect for entertaining, pets, or outdoor enjoyment. The spacious basement offers strong potential to be finished for additional living space, while existing pellet stove venting provides an easy option for future supplemental heat. Additional highlights include attic storage, a newer water heater, and flexible opportunities for expansion or customization. A wonderful opportunity to own in one of the North Shore’s desirable coastal communities.

157 Maplewood Ave, Gloucester

$4,895,000
5 Beds 7 Baths 73535947 MLS
Perched above Ipswich Bay on a gentle rise in coveted Norwood Heights, this exceptional coastal retreat provides sweeping water views, spectacular sunsets & harbor activity. Warm, inviting & architecturally distinctive, this magnificent home features barrel-vaulted ceilings, refined fixtures & finishes throughout, a thoughtfully designed living space including a private guest wing, classic home office, chef’s kitchen w/ pantry, ocean-view sitting rooms & serene primary suite w/ water views from the bedroom & bath. Meticulously landscaped grounds enhance the uniquely private setting. Enjoy afternoon sun & ocean views from the side deck & morning sun on the expansive rear patio designed for entertaining. A detached 3-bay garage w/ lofted space & partially finished full basement offer endless possibilities. Norwood Heights is one of Annisquam's most sought-after enclaves, offering exclusive access to a private beach, walking paths & renowned Lighthouse Beach.

77 Norwood Heights, Gloucester

$1,499,000
4 Beds 3 Baths 73534421 MLS
Enjoy breathtaking, ever-changing ocean views stretching across Eastern Point and beyond. Set in one of Gloucester’s most picturesque locations, this charming property offers unobstructed water vistas and a truly memorable coastal lifestyle. Rich in character, the home is surrounded by lush, professionally landscaped gardens, a welcoming patio, beautiful flowering trees, and vibrant perennial beds. A private beach is just steps from your door, while stunning ocean views can be enjoyed from nearly every room and outdoor space. Wake each morning to spectacular sunrises over the water and spend your days taking advantage of endless opportunities for boating, swimming, and seaside relaxation. With sweeping views, exceptional natural beauty, and an unmatched setting, this is a rare opportunity to create a lifetime of cherished Gloucester memories.

69 Dolliver Neck Rd, Gloucester

$2,395,000
2 Beds 2 Baths 73531602 MLS
This is more than a home—it’s a coastal lifestyle. Follow the steps to the water and dive into the cove at high tide, or wander the beautiful beach at low tide. The views are simply unparalleled. Spend your evenings on the upper deck as the sunset sets the seascape ablaze with color.The chef’s kitchen features nearly new Thermador appliances, reclaimed American heart pine floors, and an oversized island perfect for casual dining. A 10-foot picture window, installed last year, frames the ever-changing coastal scenery. The living room, with its inviting fireplace, opens to a charming covered porch—ideal for outdoor dining from morning coffee to evening meals.Upstairs, the primary bedroom offers breathtaking views stretching beyond Eastern Point. A second-floor family room with access to the upper deck is especially magical in the summer and could be converted into a third bedroom. Welcome to Rocky Neck—a destination people love to visit and a place you’ll be proud to call home.

8 Bickford Way, Gloucester

$1,249,000
4 Beds 3 Baths 73531534 MLS
Breathtaking new construction SF home nestled in the serene Bay View area of Gloucester, offering the perfect blend of modern luxury and seaside charm. Masterfully designed with fine craftsmanship and a coastal lifestyle, this spacious 2,600 sq. ft. home features a seamless open-concept layout. The chef-inspired kitchen boasts a large center island flowing into a cozy family room anchored by a contemporary electric fireplace all just steps to the outside deck. A versatile den/dining room, half bth, and convenient mudroom off the attached 2-car garage complete the main level. Upstairs, retreat to your private primary suite oasis with a stylishly tiled custom shower. 3 additional generous bedrooms share a beautifully appointed full bath, alongside a dedicated home office and separate laundry room. Situated on a tranquil private road, enjoy views of Ipswich Bay. Take a leisurely stroll to the pristine sands of Plum Cove Beach. Don't miss this opportunity to live in this seaside community!

5 Ciaramitaro Ct, Gloucester

$1,699,000
3 Beds 3 Baths 73531398 MLS
Some homes simply hold furniture. Others hold generations of sandy feet, late-night swims, and the kind of summer memories that seem to stretch on forever. Welcome to 8 Schooner Ridge. Tucked into Gloucester’s coveted Castleview Estates with deeded access to Coffin’s Beach, this sun-filled Acorn contemporary was designed for gathering, unwinding, and living coastal life to the fullest. Vaulted ceilings, walls of glass, and back-to-back fireplaces create warm, dramatic living spaces, while distant views of Ipswich Bay remind you the ocean is never far away. The open floor plan flows easily from kitchen to entertaining spaces to expansive outdoor decking overlooking the pool and beautifully reimagined landscaping. A spacious primary suite, finished lower level for games, workouts or guests, whole-house generator, and oversized 3-car garage complete the retreat. Beach days, pool nights, sea breezes, and space for everyone — this is the rhythm of summer on Cape Ann.

8 Schooner Ridge, Gloucester

$794,000
3 Beds 2 Baths 73529180 MLS
Location, location, location – says it all for this hidden gem near Niles Beach in East Gloucester – as a full-time residence or summer/weekend getaway less than a half mile to the beach. A meandering paver path leads to this light-filled 3-bedroom, 2 full bath charmer with cathedral ceilings, multiple sets of sliders, skylghts, and huge windows throughout while the wraparound deck is a great gathering spot after a day at the beach or a quiet haven when sipping beverages or stargazing. The easy flow main level, which has a full bathroom, offers hardwood flooring in the great room, kitchen and primary bedroom. Designed for flexibility as well as privacy, one side of the house has 2 bedrooms, a full bathroom and a separate entrance. An oasis of peace and serenity, this beachy property is fully fenced and surrounded by sprawling lawns dotted with colorful plantings. Don’t let this be the “one” that gets away.

7 Lighthouse Way, Gloucester

$1,995,000
5 Beds 4 Baths 73528690 MLS
Rare opportunity to own a spacious two-family home in one of Gloucester's most desirable neighborhoods, just moments from Good Harbor Beach. With 5,111 square feet of living space, this property offers an exceptional opportunity for owner-occupants, multi-generational living, or investment. The owner's unit features 3,283 square feet, including an impressive 800+ square foot open-concept great room that includes the kitchen, dining rm, and living rm. The large primary suite offers a walk-in closet, two additional closets, and a luxurious bath with a large walk-in shower and soaking tub. A second bedroom, full bath, half bath, and office complete the space. Enjoy outdoor living on the large composite wraparound deck reserved exclusively for the owner's unit. The second-floor unit offers 1,828 square feet with three bedrooms, a full bath, beautiful hardwood floors, spacious living area, and large eat-in kitchen. Close to beaches, shopping, dining, and all that Cape Ann has to offer.

9 Oxford Rd, Gloucester

$2,495,000
3 Beds 5 Baths 73526366 MLS
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

$599,900
3 Beds 1 Baths 73525198 MLS
ATTENTION CONTRACTORS! Step back in time and discover the charm and character of this rare antique home, originally the site of Procter Farm circa 1700. Set on a corner lot in Riverdale, this 3-bedroom center entrance Colonial offers timeless architectural details including wide pine floors, 5 fireplaces, and the warmth and craftsmanship only a property of this era can provide. An attached garage adds everyday convenience, while important updates including newer siding and vinyl replacement windows, an updated roof, gas boiler, and hot water tank offer a strong foundation for the next chapter. Rich with history and original character! A unique opportunity to own a significant piece of Gloucester history with endless possibilities for preservation, customization, and future value.

25 Poplar Street, Gloucester

$1,099,000
4 Beds 2 Baths 73523928 MLS
This beautifully maintained home has been extensively updated, offering true move-in-ready living. The 1st floor features a stunning chef’s kitchen with quartz countertops, custom cabinetry, and quality finishes throughout. Also on the main level are a spacious bedroom, dining area, front-to-back living room with a new gas fireplace, full bath, and an exceptional sunroom overlooking the expansive deck and backyard. Upstairs, you'll find a generously sized primary bedroom, two additional bedrooms, and a second full bath. A standout feature is the 12' x 20' shed with electricity and plumbing, offering exciting potential as a guest suite, in-law space, private office, studio, or workshop. Just steps from the property, enjoy deeded/shared access to the scenic Little River (which flows into the Annisquam), where you can swim, launch kayaks or paddleboards, go clamming, or simply take in the water views and coastal charm that make this location so desirable.

43 Woodward Ave, Gloucester

$1,100,000
2 Beds 2 Baths 73521436 MLS
One of the oldest surviving homes in Annisquam, this historic First Period Colonial (circa 1717) is part of the property known as "The Old Castle." On Lobster Cove, this waterfront residence showcases a seasonal dock providing direct access. Located on the North Shore in Gloucester, the historic village of Annisquam offers a distinct coastal experience, distinguished by its narrow winding lanes, historic architecture, and a community atmosphere. Exceptional views are enjoyed both inside and out. Original craftsmanship has been preserved, including wide pine floors, woodwork, and two fireplaces. A sunroom along the water side was added and designed with three walls of full-length windows to watch the cove, with ample space for dining and multiple seating areas. The layout offers a bathroom on each floor, second-floor laundry, a back stairway, and third-floor bonus space. Practical updates include an updated heating system, replaced sunroom windows, basement work, and a repaired seawall.

65 Leonard Street, Gloucester

$750,000
1 Beds 1 Baths 73515187 MLS
Artist's Cottage — Annisquam/Back Bay, Gloucester. Originally built as an artist's barn, this magical one bedroom cottage sits on nearly an acre of land in one of Cape Anns most beautiful neighborhoods. Enjoy sunrises near the ocean, watch the stars appear at night, and step outside to gardens lovingly cultivated with organic care for over 25 years. A haven for sailors, kayakers, gardeners, writers, and dreamers. Make this your year round or perfect weekend get away spot. Perched atop a hill and safely above coastal storms, yet minutes from Gloucester's finest beaches, quarries, and so many hiking trails. The privacy, beauty and convenience is unmatched. Zoned R-40 with town water and sewer and two potential driveways — build your dream home and use the cottage for guests, studio space, or explore ADU or subdivision potential. Minutes to Annisquam Village and Plum Cove Beach. Come live by the ocean.This diamond is a rare find and won't be on the market long!

38 Revere Street, Gloucester

$534,000
2 Beds 2 Baths 73514328 MLS
Turnkey Victorian Cottage in downtown Gloucester offering the perfect blend of character and convenience. Ideally located near the train, beaches, shopping, and highway access, the home enjoys ample street parking and added privacy with undeveloped land across the street. The first floor features a spacious living room with coffered ceilings, hardwood floors, and a large picture window, a petite but efficient kitchen along with an adjoining light infused dining room with sliding glass doors leading to a sunny, enclosed backyard, perfect for relaxation. Upstairs includes two generously sized bedrooms, a large bath with stackable washer/dryer, and a versatile third room ideal for office space, nursery, or oversized dressing room. The finished lower level houses a half bath, open living space, separate entrance, and abundant storage.

8 1/2 Myrtle Square, Gloucester

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