1,266 houses for sale in Winthrop Highlands

Custom built in 2021, 38 Nahant Avenue was put together with real attention to detail and the finishes back it up. This home runs on Savant for full smart home control, plus Ring cameras for security. The kitchen is built around a full Thermador appliance package, including three Thermador columns: a full fridge, a full freezer, and a wine fridge. The exterior is Hardie plank with a 7 inch exposure, oversized black Pella windows, a paver driveway and a rear covered deck for year round use. Inside you get 9 foot ceilings on the main level and 10 foot ceilings on the second floor, with 17 in ceiling speakers wired throughout the first floor alone. The primary suite has its own bath with a walk in shower, freestanding tub, and dual vanity. A first floor master suite and an upstairs office with ocean views wrap the the floor plan on the main living levels. Downstairs there is a fully framed out and roughed basement ready for your finishing touches

Custom built in 2021, 38 Nahant Avenue was put together with real attention to detail and the finishes back it up. This home runs on Savant for full smart home control, plus Ring cameras for security. The kitchen is built around a full Thermador appliance package, including three Thermador columns: a full fridge, a full freezer, and a wine fridge. The exterior is Hardie plank with a 7 inch exposure, oversized black Pella windows, a paver driveway and a rear covered deck for year round use. Inside you get 9 foot ceilings on the main level and 10 foot ceilings on the second floor, with 17 in ceiling speakers wired throughout the first floor alone. The primary suite has its own bath with a walk in shower, freestanding tub, and dual vanity. A first floor master suite and an upstairs office with ocean views wrap the the floor plan on the main living levels. Downstairs there is a fully framed out and roughed basement ready for your finishing touches

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Enjoy coastal living in Revere's Beachmont neighborhood, just a couple of blocks from the beach! This updated 3-bedroom single-family offers a flexible layout highlighted by a first-floor bedroom and full bath, providing options for guests, a home office or convenient first-floor living. The main level features a bright, comfortable living space and updated kitchen with stainless steel appliances, while two additional bedrooms are located upstairs. Additional features include updated flooring, 200-amp electrical service, a full basement with laundry and storage, and outdoor space. One off-street parking space is currently available, with potential to create additional parking by reconfiguring/removing the front concrete landing, subject to required City permits and approvals. Tucked away on a quiet one-way street near Short Beach, Belle Isle Marsh, the Beachmont Blue Line station, shopping and dining, with convenient access to Logan Airport and downtown Boston. A great opportunity to e

~~PRICE IMPROVEMENT~~ Introducing 24 FAIRVIEW STREET - a charming 4-bedroom, 1.5 bath Victorian in a prime, central location offering inside and outside enjoyment. This beautiful home has been enjoyed and maintained by the same family for many years and offers timeless appeal throughout. First floor has a family room, living room w/ a fireplace, modern kitchen w/ s/s appliances, separate dining area and a butler's pantry leading to a formal dining room. There are two separate staircases leading to the second floor. The sun filled landing has four bedrooms off of it including a spacious main bedroom w/ two closets, a full tiled bathroom and a conveniently located laundry room w/ storage. The third floor offers a full unfinished attic. Utilities are updated. Summer vacation/family fun starts in the fenced in yard which includes an in ground pool, patio, and a garden area. Close to schools, shopping, public transportation and just 6 miles to Boston

Massive 2 family in the beachmont section of revere, fully tenanted and turn key ready for future cashflow! unit 1 is a 3 bed unit featuring 1 bathroom unit 2 is a 5 bed 2 bath duplex unit. fenced in yard space private parking as well

~~PRICE IMPROVEMENT~~ Introducing 24 FAIRVIEW STREET - a charming 4-bedroom, 1.5 bath Victorian in a prime, central location offering inside and outside enjoyment. This beautiful home has been enjoyed and maintained by the same family for many years and offers timeless appeal throughout. First floor has a family room, living room w/ a fireplace, modern kitchen w/ s/s appliances, separate dining area and a butler's pantry leading to a formal dining room. There are two separate staircases leading to the second floor. The sun filled landing has four bedrooms off of it including a spacious main bedroom w/ two closets, a full tiled bathroom and a conveniently located laundry room w/ storage. The third floor offers a full unfinished attic. Utilities are updated. Summer vacation/family fun starts in the fenced in yard which includes an in ground pool, patio, and a garden area. Close to schools, shopping, public transportation and just 6 miles to Boston

Unlock the potential of this exceptional multi-family investment opportunity in desirable East Boston! This spacious 8-bedroom, 3-story multi-family property offers tremendous income potential and an exciting opportunity for investors, contractors, and handy homeowners ready to bring their vision to life. Enjoy convenient access to major highways, Logan Airport, Downtown Boston, public transportation, restaurants, shops, shopping plazas, waterfront areas, and walking trails. Downtown Boston is approximately 10 minutes away, and the property is conveniently located near the Blue Line and multiple bus routes. Whether you're an experienced investor, contractor, or buyer looking for your next project, this property is ready for transformation. Don't miss this opportunity to create value in one of Boston's desirable neighborhoods!

Enjoy coastal living in Revere's Beachmont neighborhood, just a couple of blocks from the beach! This updated 3-bedroom single-family offers a flexible layout highlighted by a first-floor bedroom and full bath, providing options for guests, a home office or convenient first-floor living. The main level features a bright, comfortable living space and updated kitchen with stainless steel appliances, while two additional bedrooms are located upstairs. Additional features include updated flooring, 200-amp electrical service, a full basement with laundry and storage, and outdoor space. One off-street parking space is currently available, with potential to create additional parking by reconfiguring/removing the front concrete landing, subject to required City permits and approvals. Tucked away on a quiet one-way street near Short Beach, Belle Isle Marsh, the Beachmont Blue Line station, shopping and dining, with convenient access to Logan Airport and downtown Boston. A great opportunity to e

Seller is VERY motivated*Welcome to your fully renovated and updated home on a quiet corner in Winthrop. This home features a brand new kitchen with wide spanning island, open to the living room. Perfect for entertaining. All new electrical, water heater, furnace, plumbing, insulation and hard wired fire alarms. Approximately 250 sqft was added on and 2 bathrooms were also added making this a 3 bedroom 3 bathroom home. Conveniently located primary bedroom on the first floor has ensuite bathroom. All appliances in home are brand new, half bath located off the kitchen makes it easy for guests to use. Smart thermostat that can be controlled from your phone even when you are on the go. It really is a wonderful little corner lot home with ample yard space if you wanted a garden, front of the house gets sun all day. Walking distance to T and beach and other amenities Winthrop has to offer. OPEN HOUSE: 7/10 5:30-6:30PM. 7/11 10:30AM-12PM. OFFERS DUE MONDAY JULY 13th by NOON

Attention Contractors and Investors! Don't miss this fantastic investment opportunity for rental income or condominium conversion. This spacious 2-family home is located steps from the silver line and commuter rail. Ideally located near shops, restaurants and bus lines. Both units consist of 3 spacious bedrooms, living room and eat-in kitchen. The house has a long driveway that can accommodate 4-5 tandem cars. Rents are below market. All tenants are TAW. A rare 2 family house with excellent potential. This is an AS IS. Neither seller nor agent of seller make any representations or warranties herein. All due diligence will be responsibility of the buyer or their agent. Must sign Covid-19 registration. Open House 9/14/22 6-7:30 pm. All offers due by Thursday 9/15 at 5pm

Welcome to 73 Webster Street, a beautifully renovated three-family home in the heart of Jeffries Point, East Boston, offering an exceptional opportunity for both owner-occupants and investors.The highlight of the property is the spacious upper residence, spanning the third and newly added fourth floors and featuring beautiful water views. With Unit 3 being delivered vacant, the next owner can move right in and enjoy the best of Jeffries Point living while generating $5,700 per month in rental income from Units 1 and 2.The property has undergone extensive improvements throughout. All three units have been renovated with updated plumbing and electrical, hardwood flooring, new windows and doors, updated kitchens with nearly-new appliances, and central heating and air conditioning. The third-floor renovation and fourth-floor addition further enhance the home's living space, while the newer roof, spray-foam insulation, fire sprinkler system, and monitored fire alarm add to the property's lo

Welcome to 106 Barnes Ave an exceptional 3-family opportunity in East Boston's desirable Orient Heights neighborhood. Ideal for investors or owner-occupants, this property offers spacious units.The first-floor lower level unit features 3-bedrooms, recently renovated updates that features an open-concept kitchen with an electric stove, wall oven, spacious living room and a full bath. The second-floor unit offers 3 bedrooms hardwood floors, kitchen,1 full bath, in unit-washer/dryer. The third-floor unit features 3- bedrooms,kitchen with granite countertops, shaker cabinetry, tile backsplash, generous dining area, 2 full baths, including a beautiful bath with a glass-enclosed shower and dual vanities and in unit washer/dryer. 1 of the bedrooms is en-suite with a walk-through closet.Off-street parking.Nice size back yard. Conveniently located near the Blue Line, Constitution Beach, shopping, restaurants, parks,major routes and Logan Airport

Welcome to 33 Bay View Ave, a charming coastal bungalow offering the perfect blend of comfort, convenience, and seaside living in Winthrop. This 3-bedroom, 1-bath home features hardwood floors, a bright and inviting living space, dedicated dining area, and a functional kitchen with new appliances. Enjoy water views and take advantage of the spacious fenced in yard, ideal for entertaining, gardening, or relaxing outdoors. Additional highlights include an enclosed porch, wood deck, patio, first-floor laundry, and off street parking. Located just moments from the beach, parks, walking and biking trails, public transportation, and all that Winthrop has to offer. A great opportunity to enjoy the coastal lifestyle while remaining just minutes from Boston and Logan Airport

Beautifully updated single-family home offering 4 bedrooms, 2.5 baths, 2 off-street parking spaces, and four levels of living space. The open-concept main level features a remodeled kitchen with granite countertops, stainless steel appliances, recessed lighting, high ceilings, and a bay window providing abundant natural light. Recent updates include new siding, new roof, and newer PVC windows. NEW Water pump for basement and New Gas Heating system installed (2026) The finished lower level offers additional flexible living space with a bonus room. Conveniently located near Boston, Logan Airport, Routes 1, 1A and 16, public transportation, shopping, restaurants, and other local amenities. No condo fee! Chelsea owner-occupants may qualify for the city's residential property tax exemption. OPEN HOUSE Sunday 3 pm to 4 pm 8/16/2026

(5 Unit) Multi-Family in Revere - Ocean Views, Turnkey A+ Investment Property. Brand-new, fully gut-renovated in 2024, steps from Revere Beach and the Blue Line. Unit Breakdown and Rents:4 Bed 2 bath- $4000 2 bed 1 bath- $2950 1 bed 1 bath- $2500 1 bed 1 bath- $2500 1 bed 1 bath- $2500 Parking Spots. Monthly Rent Roll: $14,450. Yearly Rent Roll: $173,400. Highlights:Renovated top-to-bottom in 2024 to condo-level quality. Energy-efficient systems and low utility bills. Strong tenant base, zero building issues. Two top-floor 1-bed units with direct ocean views. One minute walk to the Blue Line T. Close to Shirley Ave shops and restaurants, and just 8 minutes to Suffolk Downs. Parking not currently monetized (potential upside)Across the street from Revere Beach. Disclaimer: Listing agent owns interest in the property. NOTES: PLEASE DO NOT DRIVE BY PROPERTY OR DISTURB TENANTS

Welcome to 13 Heard Street - a charming and beautifully updated 3+ bedroom single-family attached home offering character, flexibility, and modern comfort. Freshly painted and thoughtfully renovated throughout, this move-in-ready home features a new roof, renovated kitchen and bathroom, and refinished hardwood floors.The sunny first floor welcomes you with a bright living room featuring beautiful refinished hardwood floors and a stunning renovated kitchen with abundant cabinetry, new countertops, and stainless-steel appliances, including a gas range, refrigerator, microwave, and dishwasher. Upstairs, the second floor offers two comfortable bedrooms and a full bathroom, while the third floor provides a third bedroom plus a versatile bonus office/flex space-perfect for a home office, guest area, hobby room, or additional living space.Outdoor living is easy with a charming enclosed front porch and a private deck directly off the kitchen. The deck is an ideal spot for grilling, enjoying a

Attention Contractors and Investors! Don't miss this fantastic investment opportunity for rental income or condominium conversion. This spacious 2-family home is located steps from the silver line and commuter rail. Ideally located near shops, restaurants and bus lines. Both units consist of 3 spacious bedrooms, living room and eat-in kitchen. The house has a long driveway that can accommodate 4-5 tandem cars. Rents are below market. All tenants are TAW. A rare 2 family house with excellent potential. This is an AS IS. Neither seller nor agent of seller make any representations or warranties herein. All due diligence will be responsibility of the buyer or their agent. Must sign Covid-19 registration. Open House 9/14/22 6-7:30 pm. All offers due by Thursday 9/15 at 5pm

Unlock the potential of this exceptional multi-family investment opportunity in desirable East Boston! This spacious 8-bedroom, 3-story multi-family property offers tremendous income potential and an exciting opportunity for investors, contractors, and handy homeowners ready to bring their vision to life. Enjoy convenient access to major highways, Logan Airport, Downtown Boston, public transportation, restaurants, shops, shopping plazas, waterfront areas, and walking trails. Downtown Boston is approximately 10 minutes away, and the property is conveniently located near the Blue Line and multiple bus routes. Whether you're an experienced investor, contractor, or buyer looking for your next project, this property is ready for transformation. Don't miss this opportunity to create value in one of Boston's desirable neighborhoods!

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

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

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

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