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35 Middle St Unit 4, Gloucester
$398,000
2 Beds ⋅ 2 Baths ⋅ 73486822 MLS
Significant Price Adjustment! Prime downtown Gloucester location! This 2-bedroom condo with ocean views blends historic charm with modern convenience. Immortalized by renowned American artist Edward Hopper, this former sea captain’s house was built in 1920 and thoughtfully converted to condominiums in 1991. The Georgian-style building features classic architectural details, high ceilings, and timeless character. The unit offers approximately 1,181 sq ft of open-concept living space with two spacious bedrooms, one full bath, and one half bath. The second level features a modern kitchen and comfortable living area-ideal for relaxing or entertaining.  Enjoy two off-street parking spaces and access to a shared rooftop deck with breathtaking water views. Located on a quiet one-way street just moments from Gloucester’s restaurants, beaches, harbor, and vibrant downtown. A rare opportunity to own a piece of Gloucester’s maritime history with income-generating potential. A must sea!

35 Middle St Unit 4, Gloucester

Listing courtesy of Listing Agent: Brian Rothe from Listing Office: Coldwell Banker Realty - Manchester.
17 Andrews Court, Gloucester
$395,000
73534908 MLS
TURN KEY OPPORTUNITY TO BUILD A SINGLE FAMILY OR TWO TOWNHOUSES! Introducing 17 Andrews Court, a 17,000+ sq/ft lot together with conservation approvals for a (2) townhouse building. The property is located on a quaint side street on the Essex/Gloucester line, not far from the Commuter Rail T, restaurants and beaches. There is electricity at the street and the water and sewer lines have been stubbed onto the property. Simply bring your architectural plans, pull your permit and build! For the end user, this is your opportunity to build exactly what you want, either as a single family or as a two family. For the developer or investor, purchase this lot and profit. Additional lots also available, ranging from $349,000-$395,000. Pick your favorite. CALL TODAY FOR AN IN-PERSON SHOWING.

17 Andrews Court, Gloucester

Listing courtesy of Listing Agent: The Residential Group from Listing Office: Coldwell Banker Realty - Brookline.
89 Friend St, Gloucester
$375,000
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

Listing courtesy of Listing Agent: The Murray Brown Group from Listing Office: RE/MAX Beacon.
33 Maplewood Ave Unit 20, Gloucester
$368,000
2 Beds ⋅ 2 Baths ⋅ 73537219 MLS ⋅ ['Gloucester Mill Condominium'] BLDG.
Turnkey generously sized two (2) bedroom, 1 1/2 bath, 968 sqft townhouse style condominium ideally located in the heart of Gloucester. This spacious Unit features a welcoming open-concept living and dining area; enhanced by a new rattan pendant chandelier over the dining space and stylish new wall sconces that add a modern touch. There are two (2) private entrances—one courtyard-side and one from the parking area, providing added convenience and flexibility. New carpeting and a freshly painted interior create a bright living space. The second floor offers in-unit laundry with washer and dryer, a hallway closet, and access to a spacious attic area for additional storage.Ideally located with easy access to commuter rail service, downtown Gloucester's shops, restaurants, and harbor, as well as nearby beaches and parks, allows you to fully enjoy the coastal lifestyle that Cape Ann is known for. Come experience all that Gloucester has to offer and make this wonderful home your own.

33 Maplewood Ave Unit 20, Gloucester

Listing courtesy of Listing Agent: Erika Mattson from Listing Office: Keller Williams Realty Evolution.
33 Maplewood Avenue Unit 310, Gloucester
$366,500
2 Beds ⋅ 2 Baths ⋅ 73480482 MLS ⋅ ['Gloucester Mill'] BLDG.
Rare opportunity! Welcome to easy living at Gloucester Mills! This well-maintained 2-bedroom, 1.5-bath condo offers comfort, convenience, and an unbeatable location close to everything Gloucester has to offer. The home features central A/C for year-round comfort, a newer full bath tub and surround/shower, plus a newer dishwasher and full-size washer and dryer for added ease. The functional layout provides comfortable living space, ideal for both everyday living and entertaining. Enjoy being less than a mile from Main Street’s vibrant restaurants and shops, as well as multiple nearby beaches—perfect for soaking up the coastal lifestyle. Whether you're looking for a year-round residence or a weekend retreat, this condo offers low-maintenance living in a prime location.

33 Maplewood Avenue Unit 310, Gloucester

Listing courtesy of Listing Agent: Lynne Kelly from Listing Office: Lamacchia Realty, Inc..
17 Washington Street Unit 4, Gloucester
$365,000
1 Beds ⋅ 1 Baths ⋅ 73554209 MLS ⋅ ['Whittemore House Condominium'] BLDG.
In the heart of Gloucester's historic district, this beautifully updated condominium offers exceptional year-round or seasonal living. The historic Whittemore House, originally built in 1760, was converted into six residences in 2006, retaining much of its original character. Quiet and sun-filled, this meticulously maintained one bedroom home offers city views and features hardwood flooring, raised paneled walls, original moldings, cherry cabinetry, stainless steel appliances including a new induction stove, and a generous bedroom with walk-in closet. Just steps from Stacy Boulevard, Pavilion Beach, Half Moon Beach, Stagefort Park, and downtown shops and restaurants, this offering includes a deeded parking space, laundry and private storage in the basement. Take advantage of coveted resident beach parking for Good Harbor and Wingaersheek Beaches. A turnkey retreat just moments from Gloucester's working waterfront, beaches, galleries, restaurants, and the coastal character of America’s oldest seaport.

17 Washington Street Unit 4, Gloucester

Listing courtesy of Listing Agent: Mai Richmond from Listing Office: LandVest, Inc., Ipswich.
17 Washington Street Unit 3, Gloucester
$355,000
1 Beds ⋅ 1 Baths ⋅ 73521877 MLS ⋅ ['Whittemore House Condominium'] BLDG.
Experience the charm of coastal New England living in Gloucester’s historic district! Originally built in 1760 for a prominent shipbuilding merchant and thoughtfully converted into six residences, this updated unit blends historic character with modern comfort, located just moments from Gloucester’s vibrant downtown and working waterfront! Enjoy views of the city and Stacy Boulevard, hardwood flooring, beautiful raised panel walls, off-street parking, private locked basement storage, and shared association laundry. The kitchen features stainless steel appliances, all to remain as gifts to the new owner, along with the window air conditioning unit. Ideally located near restaurants, cafes, galleries, beaches, marinas, and commuter rail service, this property offers an exceptional opportunity for year-round living, a weekend retreat, or investment ownership in one of Cape Ann’s most historic seaside communities. SHOWINGS BEGIN AT THE OPEN HOUSE this SATURDAY 5/23 from 11-1.

17 Washington Street Unit 3, Gloucester

Listing courtesy of Listing Agent: Mark T. Vadala from Listing Office: Vadala Real Estate.
145 Essex Avenue Unit 519, Gloucester
$350,000
1 Beds ⋅ 1 Baths ⋅ 73534600 MLS ⋅ ['The Residences At Cape Ann Heights'] BLDG.
BREATHTAKING DIRECT VIEWS from your private balcony of the Annisquam River. Come Experience Luxury living at this Spectacular three-room, one bedroom and one bath Penthouse Condominium. Mesmerizing Vistas of boats sailing by, and of the striking waterways are the BEST in the Entire Development. Fully applianced kitchen with granite countertops and gleaming hardwood floors installed May 2026 in the living room and bedroom. Impressive meticulously maintained common grounds and amenities including a heated pool, exercise room and clubhouse This condominium has astounding value could suit an owner occupant, an investor or as a vacation residence. Steps to Gloucester Amazing Waterfront, boutique shops, music venues, restaurants and immaculate beaches.

145 Essex Avenue Unit 519, Gloucester

Listing courtesy of Listing Agent: Alison Lules from Listing Office: .
14-R Spring St Unit 3, Gloucester
$337,000
2 Beds ⋅ 1 Baths ⋅ 73493217 MLS ⋅ ['14 Spring Street Condominium'] BLDG.
Currently in a multiple offer situation best and final offer today by 2:00PM. Perfectly positioned in the heart of historic downtown Gloucester, this sun-filled 2-bedroom,1-bath Colonial townhouse-style pet friendly condo with designated parking offers the ideal blend of charm, updates, and location. The home features hardwood flooring in the kitchen, living area, and stairs, along with carpeting in both bedrooms. Skylights bring in natural light while offering glimpses of 10 Pound Island, creating a bright and inviting atmosphere. The kitchen is appointed with granite countertops and stainless steel appliances, while the bathroom showcases tasteful tile work and modern finishes. Additional highlights include in-unit washer and dryer and a truly move-in-ready condition.Enjoy distant ocean views and unbeatable convenience just steps to Main Street’s restaurants, shops, and public transportation, with easy access to Good Harbor Beach and Pavilion.

14-R Spring St Unit 3, Gloucester

Listing courtesy of Listing Agent: Jarvid Cortes from Listing Office: Keller Williams Realty Evolution.
117 Bray St, Gloucester
$330,000
73493576 MLS
Opportunity to build or possibly subdivide. This 5 +/- acre parcel in the vicinity of Wingaersheek and Greenbelt walking / hiking area has been used recreationally by the same family for a long time. Lots of street frontage. This parcel rolls uphill and then flattens out at the top. Buyers/Buyers agents responsible for doing their own due diligence.

117 Bray St, Gloucester

Listing courtesy of Listing Agent: Sarah MacBurnie from Listing Office: Ocean's Edge Real Estate.
2 Ocean Ave Unit 1M, Gloucester
$324,900
1 Beds ⋅ 1 Baths ⋅ 73495153 MLS ⋅ ['Ocean Terrace Condominiums'] BLDG.
This freshly painted unit is move-in ready with no stairs and single-level living — ideal for buyers seeking an effortless, low-maintenance lifestyle steps from the water. A private, exclusive-use outdoor patio extends your living space into the fresh salt air, perfect for morning coffee or an evening glass of wine with the ocean breeze. Two iconic Cape Ann beaches and Magnolia Village — with its shops, casual dining, and year-round charm — is practically in your backyard. Ocean breezes roll through the neighborhood in the warmer months, making outdoor living a daily ritual rather than a weekend trip. Bike-friendly streets connect you to the shoreline, the village, and the quiet, tree-lined roads that define this corner of Cape Ann. Whether you're arriving for summer or staying year-round, this Magnolia condo delivers the coastal lifestyle without the stairs, the projects, or the wait. Ready for occupancy now — just in time for the season. Gloucester, MA.

2 Ocean Ave Unit 1M, Gloucester

Listing courtesy of Listing Agent: The Bill Butler Group from Listing Office: Leading Edge Real Estate.
145 Essex Avenue Unit 402, Gloucester
$319,000
2 Beds ⋅ 1 Baths ⋅ 73480775 MLS ⋅ ['Residences Of Cape Ann'] BLDG.
This two bedroom one bath ground floor condo is part of the Residences of Cape Ann complex that is built on a knoll with expansive and breathtaking views overlooking the scenic Annisquam River. The condo has a mixture of wood, tile and carpeted floors, a new dishwasher and built in wall air conditioner. Condo fees include heat, hot water, landscaping, snow/trash removal, pool, gym, clubhouse and common picnic area. Nearby Stage Fort Park has 2 beaches, playground, tennis courts, ball fields, gazebo for evening band concerts and dog park that is open to the public. Nearby Stacy Boulevard graces Gloucester Harbor and is the perfect place to meander and enjoy it's beautiful gardens and trails. Ravenswood Park with 500 protected acres is perfect for walkers and nature lovers and is just a mile away in one direction while the Commuter Rail to Boston about a mile the other way. Restaurants and marina are around the corner.

145 Essex Avenue Unit 402, Gloucester

Listing courtesy of Listing Agent: Carole Sharoff from Listing Office: AVH Realty.
445 Western Ave, Gloucester
$305,000
1 Beds ⋅ 1 Baths ⋅ 73511408 MLS
Tucked along Western Ave in scenic Gloucester, this 1-bedroom, 1-bath home offers a great opportunity in a prime location. Just minutes from local beaches, shops, and coastal dining, the setting is hard to beat. The property features a spacious multi-car garage, ideal for storage, a workshop, and more. Inside, the home is ready for updates and your own vision. Whether you're seeking an investment opportunity or a cozy place to call home, this property presents strong potential in a sought-after coastal community.

445 Western Ave, Gloucester

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.
24 Cobblestone Lane Unit 401, Gloucester
$299,000
1 Beds ⋅ 1 Baths ⋅ 73506599 MLS
Handicap Assessable Unit. Spacious corner unit at Pondview Village offering added privacy, an open layout, accessible and mobility-friendly living. Entry foyer with in-unit stackable washer/dryer. The bedroom features a double closet and views of the A. Piatt Andrew Bridge. Updated kitchen with lowered countertops and brand-new appliances, including cooktop, refrigerator, and dishwasher. Freshly painted, move-in condition. The bathroom includes a walk-in shower with handrails. Bright living area with tranquil views of Lower Banjo Pond. Epoxy flooring throughout much of the unit for ease of movement. Additional features include a new water heater and a dedicated storage unit. This unit includes a parking space in the garage. Conveniently located near Route 128 and just minutes to the Stacy Boulevard and Downtown Gloucester for dining, shopping, and waterfront access.

24 Cobblestone Lane Unit 401, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.
44 Lexington Ave Unit 38, Gloucester
$297,000
1 Beds ⋅ 1 Baths ⋅ 73533240 MLS ⋅ ['Harborview Condominium'] BLDG.
COVETED SINGLE LEVEL LIVING/ONE BEDROOM CONDO IN AN ELEVATOR BUILDING right by the beach in Magnolia Village. Well-maintained and healthy HOA is a coastal dream! Open floor plan flows seamlessly onto a spacious balcony where you can see and smell the ocean! Amazing sunsets will delight you every night right from your doorway. Bright updated kitchen and easy entry shower w/built-in seat in the renovated bathroom make for easy living. On site laundry, one deeded parking space, heat/hot water included in HOA are just a few of the reasons to make this home. ** NO PETS ALLOWED** Close to shops, restaurants and CATA bus right at the front door. The Magic of Magnolia awaits you!

44 Lexington Ave Unit 38, Gloucester

Listing courtesy of Listing Agent: Camille Murphy from Listing Office: Redfin Corp..
5 Lepage Lane Unit 5, Gloucester
$280,840
2 Beds ⋅ 2 Baths ⋅ 73478990 MLS ⋅ ['Pond View Village'] BLDG.
This spacious two-bedroom condo is located in Pond View Village on Lower Banjo Pond. Open kitchen/dining/living with large windows and vaulted ceiling. Convenient half bath with laundry and plentiful storage. The primary bedroom also features a vaulted ceiling and spacious closet while the second bedroom has a lofted area for extra space and two walk-in closets. A large full bathroom makes getting ready easy! Residents must income qualify. Leasehold, Lower Banjo pond. Leasehold condominium with a 99 year renewable lease approved for title insurance Pond View Village enjoys easy access to Route 128 and train and is also just minutes to downtown Gloucester, the harborfront, boulevard, Stagefort Park and Half Moon Beach. Income limitations for buyers : 1 person: $92,6502; 2 persons: $105,850; 3 persons: $119,100; 4 persons:$132,300 Please note: we do not accept cash buyers and the household asset limit for eligible buyers is $75,000. Buyer will need to be approved by EOHLC

5 Lepage Lane Unit 5, Gloucester

Listing courtesy of Listing Agent: Merry Fox Team from Listing Office: MerryFox Realty.
17 Millett St Unit 3, Gloucester
$279,000
1 Beds ⋅ 1 Baths ⋅ 73568342 MLS
This adorable penthouse condo offers a bright open floor plan, making it the perfect starter home, beach retreat, or investment property. Vaulted ceilings with skylights fill the unit with natural light, while durable vinyl flooring adds a clean, modern feel throughout. The eat-in kitchen features stainless steel appliances, granite countertops, a breakfast bar, and a generous pantry for extra storage. The recently updated bathroom is beautifully tiled with stone accents and a walk-in shower—perfect after a day at the beach. A convenient washer and dryer (new in 2022) are tucked neatly in the bathroom. The large bedroom easily accommodates a sitting area or home office nook, giving you plenty of flexibility. Why rent when you can own this charming, move-in ready condo? Bonus: furnishings are included, making this an effortless transition into your new coastal lifestyle! The unit has also been a successful short-term rental, offering an excellent opportunity for investors looking for an income-producing property.

17 Millett St Unit 3, Gloucester

Listing courtesy of Listing Agent: Sara Couris from Listing Office: Lamacchia Realty, Inc..
21 Harold Ave, Gloucester
$270,000
2 Beds ⋅ 2 Baths ⋅ 73523909 MLS
Once a charming home with classic character, this property now represents a prime opportunity for renovation or development. The dwelling has been deemed uninhabitable by local authorities and is not currently suitable for occupancy in its current state.. Buyer and Buyer agent is responsible for conducting all due diligence regarding condition, required repairs, permits, and approvals. Seller and their agents make no representations’ or warranties as to the condition or habituality of the property. Cash Buyers or rehab loans may be required. Entry is limited and at Buyers own risk. Utilities have been turn off and gas meter has been removed and will not be turned on for inspections. Property may have structural and or safety concerns. Hook Ups for laundry remain .Buyer to verify redevelopment options. Do not walk on property unless accompanied by Listing Agent.. This is being sold "as is " "Where is".

21 Harold Ave, Gloucester

Listing courtesy of Listing Agent: Karin Gitto from Listing Office: Bancroft Realty Group.
10 Hudson Rd, Gloucester
$150,000
73553795 MLS
Best opportunity of the year. 7,400 SF building lot in Riverdale with active building permit for construction of a single family home with one car garage. Utilities including public sewer, water and electric are nearby. The lot is staked at its four corners and the four corners of the dwelling footprint. The design on file adheres to R-10 zoning setbacks. The design is for a three bedroom, multiple bath home. The layout has a family room in the basement level; living room, full bath and kitchen plus an office on the first level and three bedrooms and two baths on the second level. The second level includes a laundry room. The living area is calculated at 2,617 square feet with 539 of it being in the basement family room. The plan includes room for a patio off of the living room. Buyer can use existing permit or build own design for single or two-family house by right Once the Purchase and Sale Agreement is fully executed, the Seller attorney will apply for the License to Sell from the Essex County Probate Court. Closing will be subject to receipt of License to Sell.

10 Hudson Rd, Gloucester

Listing courtesy of Listing Agent: Ruth Pino from Listing Office: RE/MAX Beacon.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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