5,103 properties for sale in Orient Heights

Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private bath and sweeping coastal vistas. The fully finished lower level is one of only ten legal Airbnbs in Winthrop, offering exceptional income potential, or use it as an ideal in-law or au pair suite with its family room, bonus room, full bath, and laundry. Parking is effortless with two off-street spots and additional front potential. Low, transferable flood insurance at $1,138.00. Embrace waterfront living at its best

Incredible opportunity in Jeffries Point! Stunning, sunny west-facing one-bedroom condo with deeded garage parking, a private deck, and sweeping city views with gorgeous sunsets. The open-concept living space features hardwood floors and a sleek kitchen with white Silestone countertops, stainless steel LG appliances, and custom high-gloss white cabinetry. The spacious bedroom features a Juliette balcony with city skyline views. The oversized, spa-like bath is finished with Calacatta porcelain tile and a glass-enclosed shower. Additional highlights include in-unit laundry and central air. Built in 2022, this professionally managed, pet-friendly elevator building offers two expansive roof decks with panoramic harbor and Boston skyline views-among the best roof decks in East Boston-plus a fitness center, package room, and bike storage. Ideally located near Maverick Square and the Blue Line, with easy access to downtown Boston, Logan Airport, waterfront parks, and neighborhood dining

PRICED TO SELL! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. This coastal home has been owned by the same family for over 70 years. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming with potential and is priced to reflect the updating needed - an excellent opportunity to create value in a prime location. Don't miss this wonderful chance to become a homeowner

Stepping through the front door of this massive multi-family instantly reveals what you can only see IN PERSON: an incredible property full of surprises, soaring ceilings, and pure high-income rental potential. First-Floor Unit: Features an oversized open living area, 2 bedrooms, full bathroom and alternative space. Fully finished lower-level family rooms with a bath, completed with a private walk-out door. Upper Unit: Spans two sun-filled floors featuring 4 spacious bedrooms and generous living areas-ideal for maximizing rental yield or multi-generational living.Both apartments are in great condition and offer the sprawling layout and large space of a single-family home. Strategically positioned near the Silver Line, commuter rail, and local markets, this property pairs unmatched urban convenience with expansive multi-level living. The Master Investment in Chelsea today

8*Back on market due to out of state contingency falling through* WELCOME TO WINTHROP BY THE SEA! THE COVE AT 600 SHIRLEY WAS CONVERTED IN 2022 AND IS LOCATED ON THE SITE OF THE HISTORIC CRYSTAL COVE HOTEL AND HAS AMAZING VIEWS OF BOSTON AND THE ATLANTIC OCEAN! WALK TO THE BEACH, THE YACHT CLUB, VARIOUS RESTAURANTS AND PARKS. THIS 1 BEDROOM UNIT FEATURES NOT ONE BUT TWO BATHROOMS AND 2 DEEDED PARKING SPOTS. ENJOY YOUR IN UNIT LAUNDRY AND EXCLUSIVE REAR PATIO ON WARM DAYS. JUST 5 MINUTES TO THE AIRPORT. GOOD INVESTMENT OR PERFECT FOR EMPTY NESTER OR TRAVEL BUG!

A dramatic price reduction creates an exceptional opportunity to own this turnkey, penthouse-level corner residence at Seal Harbor, where sweeping Atlantic Ocean views and bespoke designer finishes define an elevated coastal lifestyle. Fully renovated in 2023, this sophisticated 2BR/2BA home is filled with natural light from oversized windows and features a private top-floor balcony, white oak hardwood floors throughout, a custom built-in window seat, and an elegant inlaid foyer beneath skylight and recessed lighting. The beautifully updated kitchen pairs soapstone countertops with stainless steel appliances, a striking blue glass backsplash, and a sunny breakfast nook, while the ocean-facing primary suite offers a spa-inspired walk-in shower, custom vanity, and detailed tilework. The second bedroom includes a brand-new custom walk-in closet and pocket-door access to a full bath, and the welcoming entry foyer offers a built-in bench and convenient laundry closet. Additional storage and

Location! location ! location !Looking for a great investment property, come see this unique Brick Rowhouse style single family with 2 levels of living space, located in the heart of Chelsea! This property is being sold with a separate lot as part of the deal. Adjacent lot included is located on 41 Library Street. Separated deeds. The lot consists of 17 PARKING SPACES. With limited city parking these spaces could serve as potential MONTHLY INCOME. MLS: 73551740. Property also can be converted to a multifamily or divide them in condos. Lots of potential with this property for investors or owner occupants looking for an opportunity. The house consists in 6 bedrooms, 3 bathrooms. Short distance to Boston and Logan Airport. Close proximity to restaurants, shopping, Casino, and lots more. Come live minutes from Boston without the high price tag and see what the vibrant city of Chelsea has to offer

Spencer Lofts! Take the elevator to the top floor. Ultimate loft drenched in sunlight by a wall of massive Southeast windows. Original milled oak beams and high exposed wood ceilings. Stained concrete floors. Beautiful granite/stainless kitchen w/undermount sink and gas stove w/stainless steel backsplash. Adjacent dining area. White tiled bath w/shower and tub. In-unit laundry. Sleeping area w/triple-closet and add'l storage above. Fresh Paint (2024) Updated lighting (2024). Replaced Hot Water Heater (2025). Replaced Heat A/C Condenser (2019). Building roof replaced (2019). Common roof deck (2019). Workout room. Spencer Lofts Art Gallery. Ciao, Newbridge Cafe and Chelsea Station, Starbucks, Market Basket, and CVS. 2-3 miles to Boston. Multiple commuter options (Silver Line, Commuter Rail - 1 stop to North Station, MBTA (#111 bus 15 min to Haymarket). Convenient to Logan Airport. Ted Williams, MA Pike and Rte 1. One deeded Off-Street parking #85. Professionally managed, pet friendly

Welcome to 84 Tudor Street, Unit 6 - a beautifully renovated 3rd-floor condominium in a well-maintained six-unit brick building. Offering approximately 1,453 square feet of living space, this spacious home features 2 bedrooms, 1 full bathroom, and a versatile den perfect for a home office, guest room, or additional living area. The thoughtfully updated interior showcases hardwood floors throughout, oversized living and dining rooms ideal for entertaining, and a modern kitchen equipped with new appliances. Additional conveniences include an in-unit washer and dryer, generous natural light, and ample storage space. Residents also benefit from locked basement storage and peace of mind with a newer rubber roof installed approximately one year ago. Owner-occupants may qualify for a residential tax exemption of approximately $3,200 annually, adding exceptional value to this move-in-ready home

OPEN HOUSE CANCELED * Off in the distance you will enjoy spectacular sunsets over the water in this beautifully renovated and spacious two-level condominium offering 3 bedrooms, 2 full baths and an open layout ideal for ease of living. Highlights include new paint, lighting, an updated kitchen, updated baths, central air, in-unit laundry, a striking staircase and more of those ocean views from various windows. Commuting is easy with the Boston bus line nearby, providing access to the T in approximately 15 minutes and Boston in about 30. The Winthrop Ferry offers another convenient option. Enjoy Winthrop's beaches, waterfront trails, golf course, yacht clubs, and popular restaurants-all just minutes from Boston. No monthly association fee; owners share the insurance expenses, pets allowed, private outdoor spaces, and 2 car parking round up the benefits of this beautiful townhome! Each unit owner responsible for 1/2 the insurance costs - no condo fee otherwise!

If you've been looking for unmatched scale and solid historic character minutes from Downtown, 20 John Street delivers on every level. If you want tiny, cramped rooms, this isn't the house for you-every single space here is oversized. Finished attic with clean hardwood floors, spacious bedrooms, high ceilings, classic crown moldings, and plenty of natural light. the property features a foyer with vintage stained glass. Beyond the massive interior footprint, a deep paved driveway and a rare, 2-car garage solve all your families parking needs. This is an expansive lot with solid bones and unmatched space-to-value for the area

The largest residence in the Pearl, loft-style living, high ceilings, oversized windows, and original wood details. The layout offers flexibility, including space that works well for a home office. Premium kitchen, radiant-heated primary bath,2 off-street parking spaces, private storage, and secure entry. Close to beaches, trails, cafes, and an easy ride into Boston. Also being offered and LEASE!

Belle Mer is a Professionally managed boutique association. 15 of 16 units are owner occupied. Newer built condominium with 2 living levels in highly desired Winthrop Center location. Kitchen equipped with classic white shaker cabinetry, stainless Bosch appliances, wine cooler, + wonderful island to gather for enjoyment. Harbor views from main bedroom, inviting window seats, generous closet space. Lofty ceiling height thru out + abundant wall space for decorative art. 2 pets are welcomed. 1 assigned parking space plus 5 guest parking spaces. Washer and dryer near bedrooms. Bathrooms boast timeless designer tile. Ideal access into condo via front and back PRIVATE entries. Cetral air. Fireplace Surrounded by natural beauty, a wonderful variety of cafes and eateries, yoga studios, farmers market, and ez access to Boston and all points north and south This modern 2 bedroom, 2 bath condo on 2 levels is ideal starter home or great option for downsizing. Logan airport nearby. Boaters paradise

Massive price improvement! Welcome home to your natural light filled END UNIT in Admiral's Hill, one of Chelsea's most desirable communities. Privately situated on a quiet corner, this 3 bed, 3.5 bath townhouse offers exceptional space across 4 levels. Main level features a bright kitchen, dining area with gorgeous bay window, spacious living room w/ fireplace, and private balcony/deck with new sliding door. Second floor includes a primary suite with en suite bath, and an additional large bedroom and full bath in hallway. Third floor loft serves as a perfect bedroom, office, or flex space. Finished walk-out lower level offers bonus living area, full bath, and private patio. Updates include NEW WINDOWS/sliding doors plus water heater, heating system and A/C (2021). Professionally managed community with private security, pool, tennis courts, and beautifully landscaped grounds. Minutes to Boston and steps to Market Basket, parks, and waterfront paths. Move right in! Don't miss out on this

A rare offering at the prestigious Seal Harbor III, this exceptional corner residence captures breathtaking panoramic water views from an expansive, light filled interior and a private balcony - perfect for enjoying morning coffee, evening sunsets, or simply taking in the every changing waterfront scenery. Completely reimagined with a full gut reno in 2010, the home showcases timeless design, an open concept floor plan, and impeccable craftsmanship throughout. Thoughtfully curated with luxurious finishes and custom details, the residence is designed for both elegant entertaining and effortless everyday living. The spa-inspired primary bath features a steam shower, while the versatile second bedroom-equally suited as a den or private office-is enhanced by a striking custom leather accent wall. Seal Harbor III offers an unmatched lifestyle with exceptional amenities, including 24 hour concierge, deeded garage parking 2 spots tandem(D41T), outdoor/guest parking, heated indoor pool/hot tub

Welcome home to this bright and inviting two-bedroom condo featuring soaring ceilings, abundant natural light, and timeless charm. Ideally situated just a 10-minute walk to both the Revere Beach Blue Line station and the shoreline, this location is a commuter's dream while offering easy access to everything Revere Beach has to offer. Thoughtfully updated in 2016 and meticulously maintained by the current owner, this move-in-ready home features a spacious kitchen with granite countertops, stainless steel appliances, a generous pantry, and ample space for a dining table. The building has also seen several recent improvements, including the roof being fully replaced in 2022, hot water heater replaced in 2024, freshly painted common stairwell, recessed lighting and the foundation has been resealed and freshly painted! Don't miss this incredible opportunity to own a beautifully maintained home at an exceptional value!

This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating and ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways and the opportunity to expand the yard practically on the water in Pt. Shirl

WHY RENT WHEN YOU CAN OWN' This inviting 2-bedroom, 1-bath condo offers an excellent location just half a mile from Revere Beach Station, 1 mile from Revere Beach, and under 5 miles from Encore Boston Harbor. Inside, you'll find a comfortable and functional layout with gleaming hardwood floors and a spacious eat-in kitchen featuring generous counter space, perfect for everyday dining or entertaining. The home also includes a renovated modern bathroom, a spacious walk-in closet in the primary bedroom, plenty of closet space throughout, in-unit laundry, and additional storage in the basement. With easy access to public transportation, commuting is simple while still enjoying nearby beaches, dining, and entertainment. This charming condo is a great opportunity for anyone looking to enjoy a lifestyle that blends comfort, convenience, and coastal living

A rare opportunity to own a beachside home in this highly desirable coastal neighborhood! This 3 bdrm, 1 3/4 bath Beach Bungalow is the perfect condo alternative! The Main BDRM and FR have been fully renovated offering a Classic timeless design! New doors, recessed lighting, smooth ceilings, custom trim and crown molding, walk in closet, built in seating/cabinet, custom made covers for radiators, fireplace w/wood mantel and shiplap on the walls! Entertain friends, grill, relax on your NEWLY BUILT expansive rear deck w/steps to the beach! Embrace all that living in beach community offers~ Catch a Sunrise, Swimming, Surfing, Sunbathe or Boating! Spacious kitchen w/water views offers New HDWD, New Paint throughout, Natural Gas range, New SS Refrigerator, DW and Dining area! Large unfinished basement has full bath w/shower stall, 3 doors that open to huge cedar closet, Washer and Dryer (2023), Hot water tank 12/2023 with 2 add'l rooms offering endless possibilities! Updates include Roof (2

This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating and ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways and the opportunity to expand the yard practically on the water in Pt. Shirl

Second-floor home in the heart of Winthrop, a short walk to the beach, parks, and the golf course. This three-bedroom condominium pairs 1920s character with modern updates. The living and dining rooms feature hardwood flooring, natural woodwork, and built-ins, with bay windows bringing in natural light throughout. The kitchen offers granite counters, stainless steel appliances, a breakfast bar, and a walk-through pantry. Three well-proportioned bedrooms and a tiled full bath complete the main level, with laundry located in the building. One assigned off-street spaces, gas heat, and a full basement add everyday convenience. The self-managed two-unit association carries a low monthly fee that covers master insurance and snow removal. Commuters gain quick access to the bus, the Blue Line, and the Winthrop ferry, putting downtown Boston within easy reach. Enjoy coastal living with the space and character of a classic New England home

Belle Mer is a Professionally managed boutique association. 15 of 16 units are owner occupied. Newer built condominium with 2 living levels in highly desired Winthrop Center location. Kitchen equipped with classic white shaker cabinetry, stainless Bosch appliances, wine cooler, + wonderful island to gather for enjoyment. Harbor views from main bedroom, inviting window seats, generous closet space. Lofty ceiling height thru out + abundant wall space for decorative art. 2 pets are welcomed. 1 assigned parking space plus 5 guest parking spaces. Washer and dryer near bedrooms. Bathrooms boast timeless designer tile. Ideal access into condo via front and back PRIVATE entries. Cetral air. Fireplace Surrounded by natural beauty, a wonderful variety of cafes and eateries, yoga studios, farmers market, and ez access to Boston and all points north and south This modern 2 bedroom, 2 bath condo on 2 levels is ideal starter home or great option for downsizing. Logan airport nearby. Boaters paradise

Brick Row House Town House ! Approximatley 2,100 sq. ft across four levels in one of Greater Boston's most desirable gated waterfront communities. This sun-filled home features water and park views! This townhome contains 3 bedrooms, 2.5 baths with a finished walk-out lower level. There are 2 deeded parking spaces. The custom kitchen includes solid wood cabinetry, high-end stainless steel appliances, and abundant storage. Cherry hardwood flooring enhances the main living level, while the oversized primary suite features cathedral ceilings and access to a private balconies. Additional highlights include a wood-burning fireplace, a Carrier heating and central air conditioning system. Nest thermostat, balconies off the dining room and second bedroom and generous storage throughout. Community amenities include waterfront parks, marina, yacht club, tennis courts, walking and biking trails, playgrounds, mature landscaping with tree-lined street with replica gas lantern lighting. Listing pric

Set on a highly desirable corner lot at Sargent and Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one of two driveways. Just off the kitchen, a stunning glass walled sitting room overlooks the home's standout feature: a large 40K gallon indoor in-ground pool. Additional highlights include a generous garage with expansion potential above. Second floor offers multiple baths, including a primary suite with private bath. The third floor functions well as an in-law suite with its own bedroom, full bath, and living area. Previously operated as a successful legal bed and breakfast, this property presents endless possibilities. Updates include roof 2023, newer pool liner. Perfect opportunity for ADU

Stunning one-bedroom WATERFRONT condo on Admiral's Hill, located in the historic Chelsea Naval building. You will enjoy panoramic harbor and city views from this dramatic corner unit boasting 13' high ceilings. This bright and sunny southeast-facing condo maximizes natural light with ample oversized windows. The many features of this freshly painted, move-in ready condo include: open floor plan, modern kitchen with granite countertops and stainless steel appliances, wood floors throughout, recessed lighting, in-unit washer and dryer, extra storage in the basement, one assigned parking space (spot #30), and guest parking. Steps from Mary O'Malley State Park which offers a children's playground, tennis courts, walking and running paths, open green spaces for picnics, and more. Enjoy an easy commute to Boston and Logan Airport (Silver line SL3, bus #111 to Haymarket, Commuter Rail to North Station), plus convenient to all major highways. Accessible to nearby shopping, Market Basket, Starb

Welcome to 1661 North Shore Rd a rare opportunity to own a fully renovated and well-maintained three-family property in one of Revere's most sought-after beachside neighborhoods. Each spacious unit offers 3 bedrooms updated kitchens and bathrooms modern finishes, and separate utilities making this property ideal for investors or owner-occupants seeking strong rental income potential.Conveniently located just minutes from the MBTA Blue Line residents enjoy easy access to both Revere Beach and Beachmont stations for a quick commute to Downtown Boston as well as nearby access to Route 1A and Logan Airport. The neighborhood is known for its walkability public transportation, and close proximity to Revere Beach, along with a growing selection of local restaurants coffee shops and retail options.Whether you're looking for a turnkey investment property or a home with excellent income potential in a prime commuter location this property offers the best of convenience lifestyle and opportunity

Welcome to 7 Carmel Street, a well-maintained and updated 3-unit multifamily in one of Chelsea's most desirable and commuter-friendly neighborhoods. This solid investment property features all new mechanical systems along with updated kitchens and bathrooms, offering long-term reliability and immediate rental appeal. Each unit is thoughtfully maintained with functional layouts and quality finishes. The property includes off-street parking and a coin-operated laundry area in the basement, convenient for tenants and an additional source of income for the owner. With excellent long-term tenants already in place, this is a true turnkey opportunity for investors seeking strong cash flow and minimal maintenance. Located just minutes from downtown Boston and major transit routes, this property offers both convenience and lasting value in a competitive rental market. Don't miss your chance to own a top-performing multifamily in a fast-growing market

Millcreek Condominiums - a bright 2BR/2 full bath located on the 5th floor, ready for immediate occupancy. Open-concept living/dining flows to a private glass slider, filling the home with natural light. Granite kitchen with generous counter and cabinet space; primary suite with walk-in closet and en-suite bath; in-unit laundry and ample closets. This gated, professionally managed community offers an in-ground pool, fitness center, clubhouse, elevator, deeded garage parking, and extra storage. Commuters are well served: the Silver Line SL3 (Eastern Ave and Box District stops) runs in dedicated lanes to Logan, the Seaport, and South Station -Logan in 10 min -plus Chelsea commuter rail to North Station and MBTA buses to downtown and the Blue Line. Quick Rte 1/Tobin Bridge access for drivers. Parks, walk/jog trails, the bike path, and the beach are all close by. A great opportunity in one of Chelsea's most amenity-rich buildings. Showings available upon request

Welcome home to this fully renovated (2024) 4-bedroom, 3-bathroom condominium offering an expansive 2,557 sq. ft. of modern living space across the 2nd and 3rd floors. Exuding sophistication throughout, the residence features rich hardwood flooring, soaring cathedral ceilings, crisp crown molding, and chic contemporary light fixtures.The heart of the home is a chef-inspired kitchen equipped with premium quartz countertops, high-end stainless steel appliances, and a stylish marble backsplash. Thoughtfully designed for convenience, the unit includes 3rd-floor laundry and generous closet space, along with additional lower-level storage in the basement.Step outside to your rare, private, fully fenced-in backyard space-a tranquil retreat perfect for a small garden.Unbeatably located for commuters, you are minutes from Logan Airport and a short drive to downtown Boston, local dining, and shopping. Property Requires Flood Insurance - currently factored into the HOA. Enjoy effortless access to

Location! location ! location !Looking for a great investment property, come see this unique Brick Rowhouse style single family with 2 levels of living space, located in the heart of Chelsea! This property is being sold with a separate lot as part of the deal. Adjacent lot included is located on 41 Library Street. Separated deeds. The lot consists of 17 PARKING SPACES. With limited city parking these spaces could serve as potential MONTHLY INCOME. MLS: 73551740. Property also can be converted to a multifamily or divide them in condos. Lots of potential with this property for investors or owner occupants looking for an opportunity. The house consists in 6 bedrooms, 3 bathrooms. Short distance to Boston and Logan Airport. Close proximity to restaurants, shopping, Casino, and lots more. Come live minutes from Boston without the high price tag and see what the vibrant city of Chelsea has to offer