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$949,000
2 Beds ⋅ 2 Baths ⋅ 73556151 MLS ⋅ NEW Status ⋅ ['Briarcliff Estates Condominium'] BLDG.
Discover a truly special coastal urban living experience at 5 Babson St. Unit 1. Sited on private 1.19 acre hilltop lot surrounded by woods and yard overlooking Gloucester Harbor, Ten Pound Island and City! Spacious attractive 2 BR 2 BA 1st floor 1 level condo comprising 2279 SF living area with many original features retained including built ins, hw floors, wainscotting, and 2 working fireplaces (1 gas in LR, 1 wood in MBR). Step inside this former sea captain's home to the kitchen w/granite breakfast bar, ss appliances and breakfast nook which seamlessly integrates into an open floor plan with the living room, creating an inviting space perfect for entertaining and daily life! With 2 BR's and 2 ensuite baths, this 1st floor residence offers comfortable and well-appointed living spaces. Formal DR with French doors and harbor views. Huge primary BR suite with fireplace, hw floors, large sitting area, original wood beam ceilings, water views, primary bath, and walk in closet. Step outside to discover an inviting oversized mahogany deck for enjoying meals al fresco or relax on the charming front porch! The distinguished Mansard roof adds a touch of architectural elegance to this remarkable property. Separate exclusive entrance for unit 1! Deeded 2 car off street parking plus guest parking. Ample basement storage! Pet Friendly! 3 total units all owner occupied. Embrace the opportunity to make this condo your own and schedule a private showing today! Well located for easy access to Stacy Boulevard, downtown Gloucester restaurants and shopping, Beauport Hotel, Stage Fort Park, and 3 harbor beaches!

5 Babson St Unit 1, Gloucester

Listing courtesy of Listing Agent: Lane Team from Listing Office: North Shore's Gold Coast Realty.
$575,000
1 Beds ⋅ 2 Baths ⋅ 73555744 MLS ⋅ NEW Status
Owned by the same family since 1970, this well well-located Gloucester home is ready for its next chapter. Offering exceptional flexibility and outstanding potential, it's an ideal opportunity to renovate and create a layout tailored to your vision. The main level features a spacious great room with vaulted ceilings, skylights, and abundant natural light, along with a living room, kitchen, sunroom, bedroom, and a dining room that could be reconfigured to suit a variety of future layouts. Both the main level and finished lower level include their own washer and dryer, adding convenience for everyday living. The finished lower level also offers a second kitchen, half bathroom, sunroom, generous living space, and a separate entrance, creating excellent potential for an in-law suite or future conversion opportunities. Buyers to perform all due diligence regarding potential future use. Outside, enjoy a fully fenced, low-maintenance oversized patio, ideal for relaxing or entertaining, along with four off-street parking spaces. Additional space alongside the home may be well suited for boat or recreational equipment storage. Ideally situated just minutes from Gloucester's vibrant downtown, beaches, harbor, restaurants, shopping, and cultural attractions, the home is approximately 0.2 miles from the new Veterans Memorial Elementary School, close to the MBTA commuter rail with direct service to Boston, offers easy access to Rt128, and is ready to be transformed into a layout that fits its next owner's vision.

8 Luzitania Ave, Gloucester

Listing courtesy of Listing Agent: The Pizzo Group from Listing Office: Aluxety.
$539,000
2 Beds ⋅ 2 Baths ⋅ 73554673 MLS ⋅ ACTIVE Status ⋅ ['Wesley Condominium'] BLDG.
At 80 Prospect St U:7 in Gloucester, MA, this 2 bedroom / 2 bathroom condominium presents a refined living experience across 1575 square feet. This attractive property, maintained in great condition, offers an exceptional opportunity for discerning individuals seeking sophisticated urban living. The kitchen is thoughtfully appointed with stainless steel appliances, providing a functional and elegant space for culinary pursuits. This residence encompasses two well-proportioned bedrooms and two full bathrooms, offering comfortable and private accommodation. Entrance on the first floor of a four-story Unit, the property also features a common area porch, ideal for relaxation. Experience coastal living in this beautifully maintained condominium in scenic Gloucester, MA. This bright and inviting Unit offers an open-concept layout filled with natural light, creating a comfortable space for both everyday living and entertaining. The spacious primary suite features a private full bath, while the bonus room provides flexibility for guests, a home office, or family. Enjoy the beauty of Cape Ann from your elevated vantage point, with easy access to Gloucester's renowned beaches, harbor, downtown shops, restaurants, galleries, and waterfront attractions. Whether you're searching for a year-round residence, weekend retreat, or investment opportunity, this move-in-ready condominium Unit combines comfort, convenience, and the best of North Shore coastal living.

80 Prospect St Unit 7, Gloucester

Listing courtesy of Listing Agent: Bethany Pratt from Listing Office: Churchill Properties.
$675,000
3 Beds ⋅ 2 Baths ⋅ 73554033 MLS ⋅ ACTIVE Status ⋅ ['Harbour Gateway Condominium'] BLDG.
Experience coastal living in this beautifully appointed townhouse-style condominium in desirable East Gloucester, just moments from Good Harbor and Niles Beaches, Rocky Neck, Bass Rocks Golf Club, marinas, restaurants, and downtown Gloucester. The open-concept living, dining, and kitchen area features rich walnut floors, marble countertops, glass tile backsplash, stainless steel appliances, and a gas fireplace. A private composite deck overlooks a Beacon Hill-style garden, creating a peaceful outdoor retreat. The main level offers a bedroom currently used as a home office and a full bath, providing the option for single-level living. Upstairs, the spacious primary suite features cathedral ceilings, a gas fireplace, walk-in closet, and renovated bath with dual vanities and a walk-in shower. A generous third bedroom and second-floor laundry complete the upper level. Additional features include a detached one-car garage, central air, abundant natural light, and California shutters throughout the main living area. Recent improvements include a new roof (2018), boiler (2021), insulation upgrades, central air-conditioning unit (2023), renovated primary bath (2023), exterior painting and trim replacement (2025), and dishwasher (2025). Enjoy Cripple Cove and Gloucester's waterfront, shopping, and dining just minutes away.

65 E Main St Unit 3, Gloucester

Listing courtesy of Listing Agent: Patricia McCormick from Listing Office: J. Barrett & Company.
$719,000
3 Beds ⋅ 2 Baths ⋅ 73553389 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Debra L. Lovelace from Listing Office: Churchill Properties.
$565,000
2 Beds ⋅ 2 Baths ⋅ 73540674 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Lisa Gaglione from Listing Office: Churchill Properties.
$975,000
3 Beds ⋅ 2 Baths ⋅ 73540349 MLS ⋅ ACTIVE Status
5 minutes to Magnolia Beach! Enjoy single-level living featuring top-quality, extensive renovations throughout with 3 bedrooms(4 bedroom septic) and 2 full baths all on one level. Downstairs, you'll find a spacious, semi-finished basement bonus space boasting 7.5-foot ceilings, a window well, and egress. Tucked off the beaten path, this property sits on a level lot complete with an apple tree, blackberry bushes, off-street parking, and a corner lot on paper road leading right to the beach. You are just moments away from Lexington Ave shops and restaurants, plus the magnificent vistas of Shore Rd. Don't miss this move-in ready home—there is still time to enjoy summer at the beach!

5 Field Rd, Gloucester

Listing courtesy of Listing Agent: Camille Murphy from Listing Office: Redfin Corp..
$700,000
2 Beds ⋅ 2 Baths ⋅ 73539294 MLS ⋅ ACTIVE Status
This one is all about location. E. Gloucester. A mile from the Good Harbor Beach footbridge, Rocky Neck and a half mile to the Bass Rocks Golf Course. located on a private way off Highland Street. It is clearly a rehab yet worth the effort if you are looking for the classic Gloucester vacation second home. The values of every property in the area, much greater.

30R Highland Street, Gloucester

Listing courtesy of Listing Agent: Don Dunsky from Listing Office: Don Dunsky Real Estate.
$725,000
2 Beds ⋅ 2 Baths ⋅ 73539068 MLS ⋅ ACTIVE Status ⋅ ['Seasons Condominiums'] BLDG.
Enjoy the convenience of first-floor, end-unit living at Seasons Condominiums, Gloucester’s desirable 55+ community. Never occupied since completion, this beautifully appointed 2-bedroom, 2-bath residence offers added privacy, easy access to the building entrance, an assigned covered carport space and bright natural light. The thoughtfully designed floor plan features hardwood flooring, a spacious living and dining area, private covered balcony, in-unit laundry, central air, and a well-appointed kitchen with warm wood cabinetry, stone countertops and stainless-steel appliances. The primary suite offers a private bath and comfortable retreat for owners and guests alike. Residents enjoy elevator access, private storage, a fitness center, clubroom, and the peace of mind of a secure building with audio and video entry systems. Ideally located near 128 for easy access to shopping, dining, medical services and Cape Ann’s beaches.

3 Pirmi Lane Unit 4, Gloucester

Listing courtesy of Listing Agent: Sara Seber from Listing Office: Engel & Volkers By the Sea.
$710,000
2 Beds ⋅ 2 Baths ⋅ 73535637 MLS ⋅ ACTIVE Status ⋅ ['Seasons Condominiums'] BLDG.
Welcome to Seasons Condominiums, Gloucester's sought-after 55+ community. Completely renovated and never occupied since completion, this 2-bedroom, 2-bath residence offers the rare opportunity to enjoy the feel of brand-new construction in an established, actively managed building. Sun-filled and spacious, the open floor plan features hardwood flooring, a stunning white kitchen with stone countertops, stainless appliances, and a generous peninsula that flows seamlessly into the dining and living areas. The oversized living room is anchored by an electric fireplace and opens to a private covered balcony. A spacious primary suite with private bath, large guest bedroom, in-unit laundry, central air, elevator access, deeded parking, and additional storage add to the appeal. Residents enjoy a clubroom, fitness room, and a convenient location near Mill Pond, Gloucester Harbor, beaches, shopping, restaurants, and medical facilities. Move right in and enjoy carefree Cape Ann living.

3 Pirmi Lane Unit 5, Gloucester

Listing courtesy of Listing Agent: McDermott Group from Listing Office: Gibson Sotheby's International Realty.
$705,000
2 Beds ⋅ 2 Baths ⋅ 73535491 MLS ⋅ ACTIVE Status ⋅ ['Seasons Condominiums'] BLDG.
Welcome to 3 Pirmi Lane, Unit 1, where comfort, convenience, and low-maintenance living come together in this beautifully designed new construction condominium. Located within a desirable 55+ community, this sun-filled 2-bedroom, 2-bath home offers an open layout, in-unit laundry, and a bright porch perfect for enjoying warm summer mornings or relaxing evenings. Residents enjoy exceptional amenities including a common gathering room, in-building fitness center, elevator access, and generous private storage. Ideally situated with excellent walkability to nearby shops and services, the property is also just a short drive from Gloucester's beaches, downtown waterfront, restaurants, and cultural attractions. Designed for comfortable everyday living, this residence pairs contemporary finishes and community amenities with a location that keeps the best of Gloucester within easy reach. | NEW CONSTRUCTION, NEW APPLIANCES.

3 Pirmi Ln Unit 1, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$2,395,000
2 Beds ⋅ 2 Baths ⋅ 73531602 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.
$619,900
4 Beds ⋅ 2 Baths ⋅ 73531280 MLS ⋅ ACTIVE Status
Next showing @ Open House on Sunday, June 14, 2026 12:30 PM - 2:00 PM Excellent opportunity for both investors and owner-occupants! This beautifully renovated two-family home is located just moments from downtown Gloucester. Recent updates include a new roof, replacement windows, and upgraded heating systems. Unit 1 has been completely renovated with brand-new kitchen & bathroom, while Unit 2 has also been tastefully updated. The property features separate heating systems, hot water, and updated electrical utilities for each unit. A recently installed fire alarm system provides added peace of mind. Conveniently located within walking distance of Gloucester's vibrant restaurants, shops, harbor, and train station.Both units are currently vacant, offering immediate rental income potential or flexibility for owner occupancy.Don't miss this turnkey investment opportunity in a prime Gloucester location!

15 Shepherd St, Gloucester

Listing courtesy of Listing Agent: Stephen Curcuru from Listing Office: MP Realty Group.
$858,000
2 Beds ⋅ 2 Baths ⋅ 73530937 MLS ⋅ ACTIVE Status ⋅ ['Pirates Lane Condominium'] BLDG.
Experience spectacular sunsets and panoramic harbor views from this sun-filled, west-facing townhome in the heart of historic East Gloucester. Ideally situated beside the North Shore Art Association and just a short stroll to Rocky Neck, this charming residence offers the perfect blend of coastal beauty and convenience The main level features an open-concept design with a spacious living area, a beautifully appointed kitchen with quartz countertops, a generous bedroom, full bath, and in-unit laundry. Upstairs, a bright and versatile retreat opens through sliding glass doors to a private deck where you can relax and take in the breathtaking water views. The upper level can serve as a luxurious primary suite with its own full bath or, by folding away the Murphy bed, transform into an expansive living or entertaining space. An unbeatable location in one of Cape Ann’s most authentic waterfront neighborhoods. Whether you're looking for a serene weekend escape or a year-round residence.

5 Pirates Lane Unit 11, Gloucester

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.
$794,000
3 Beds ⋅ 2 Baths ⋅ 73529180 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.
$1,099,000
4 Beds ⋅ 2 Baths ⋅ 73523928 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.
$1,100,000
2 Beds ⋅ 2 Baths ⋅ 73521436 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: John Farrell from Listing Office: Coldwell Banker Realty - Beverly.
$635,000
2 Beds ⋅ 2 Baths ⋅ 73520543 MLS ⋅ ACTIVE Status ⋅ ['Ravenswood Condominiums'] BLDG.
Built in 2022 and thoughtfully designed with quality craftsmanship throughout, this stunning 2-bedroom townhome offers the perfect blend of modern coastal style and easy beachside living. Featuring high-end appliances, upscale finishes, and an open, light-filled layout, every detail was carefully curated for comfort and style. Enjoy the convenience of garage parking, in-unit laundry, radiant floor heating in the bathrooms and a fenced-in yard ideal for relaxing or entertaining after a day at the beach. Located just moments from the shoreline in beautiful Gloucester, this home is the perfect year-round retreat or summer escape with low-maintenance living and a true coastal vibe. Showing to begin immediately.

302 Western Ave Unit A, Gloucester

Listing courtesy of Listing Agent: Katelyn Ciaramitaro from Listing Office: Engel & Volkers By the Sea.
$607,900
2 Beds ⋅ 2 Baths ⋅ 73517492 MLS ⋅ ACTIVE Status
Rare opportunity to own 2 beautifully renovated condominiums in the heart of Downtown Gloucester! Perfectly located just moments from restaurants, shopping, entertainment, beaches, the waterfront, and train station. This unique property offers the ultimate blend of coastal charm, modern updates, and investment potential, with no car needed. Each thoughtfully updated unit features 1 bedroom, 1 bath, and a spacious open-concept living/dining & kitchen area designed for comfortable daily living and effortless entertaining. New kitchens with updated cabinetry, countertops, and appliances pair perfectly with beautifully renovated baths and energy-efficient mini-split systems for year-round comfort. The 2nd floor unit includes a small private deck, the perfect spot to unwind. Whether a smart investment, summer retreat, owner-occupied rental opportunity, or multi-generational living this property checks every box. Also offered for sale as 2 separate condos.

141 Prospect St, Gloucester

Listing courtesy of Listing Agent: Kathleen McHugh from Listing Office: Churchill Properties.
$534,000
2 Beds ⋅ 2 Baths ⋅ 73514328 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Julia Virden from Listing Office: J. Barrett & Company.
$799,900
2 Beds ⋅ 2 Baths ⋅ 73510157 MLS ⋅ ACTIVE Status
Just steps from Lane’s Cove, this home is a testament to enduring architectural charm, offering beautiful wood floors throughout, spacious living room, dining room and kitchen, wood pellet stove, two bedrooms with vaulted ceilings, deck, yard, outdoor shower and garden shed.

4 Langsford St, Gloucester

Listing courtesy of Listing Agent: Michael Beaton from Listing Office: Churchill Properties.
$350,000
2 Beds ⋅ 2 Baths ⋅ 73482377 MLS ⋅ ACTIVE Status ⋅ ['Pondview Village 1'] BLDG.
Dramatic price reduction. In addition, prior to closing the owner will pay off the assessment for the Unit’s share of the 6th-floor window project, meaning the purchaser will have no monthly assessment for the window project. This thoughtfully designed, top floor, single-level unit offers a blend of modern comfort and historic charm in Pondview Village. Loft style living in this unique factory conversion condo. This light filled, open concept layout features soaring ceilings and oversized windows, creating an inviting space for everyday life and entertaining. Enjoy scenic views of Lower Banjo Pond and surrounding woodlands from your home. Convenience is key: it is located close to downtown Gloucester, The Boulevard, the West Gloucester commuter train, offering easy access to Route 128. Features include: in-unit washer & dryer, elevator access, two assigned off-street parking spaces, new windows, a fresh coat of paint, exterior upgrades and a brand new dishwasher. Pet friendly with re

24 Cobblestone Ln Unit 603, Gloucester

Listing courtesy of Listing Agent: Kimberly Tipert Noyes from Listing Office: Engel & Volkers By the Sea.

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