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91 Cedar Street, Wakefield
$1,020,000
5 Beds ⋅ 3 Baths ⋅ 73568201 MLS
Pride of ownership shines throughout this well-maintained, turnkey two-family home in sought after Westside neighborhood! Offering an impressive 13 rooms, 5 bedrooms, and 3 full baths, 91 Cedar Street is an ideal opportunity for an owner-occupant, investor, or multigenerational household seeking space, flexibility, and income potential. Unit 1 features 5 rooms, 2 bedrooms, 1 full bath, an eat-in kitchen, and the convenience of in-unit laundry. Unit 2 offers 8 spacious rooms, 3 bedrooms, and 2 full baths, highlighted by a beautifully finished upper level dedicated to a private primary suite. This special retreat includes a sitting area with a vaulted, beamed ceiling, bedroom, full bath, and an impressive wall-to-wall cedar closet. Throughout the home, hardwood flooring, high ceilings, natural woodwork, updated kitchens, and charming period details create a warm and inviting feel. Custom built-in dining room cabinetry adds even more character. Separate utilities, laundry, and ample storage make the property especially convenient for both owners and tenants. Outside, enjoy a welcoming front porch, low-maintenance vinyl siding, a two-car garage, and a lovely backyard situated on a corner lot. A neighborhood park is just steps away. The location is hard to beat for commuters and those who want to enjoy everything Wakefield has to offer. Conveniently located near the commuter rail, vibrant Main Street, Lake Quannapowitt, shopping, dining, and major highways, this property offers easy access to Boston while maintaining the feel of a welcoming neighborhood.Whether you're looking to live in one unit while generating rental income from the other, accommodate extended family, or add a strong multi-family property to your portfolio, 91 Cedar Street offers space, character, convenience, and versatility in desirable Wakefield location.

91 Cedar Street, Wakefield

Listing courtesy of Listing Agent: Meg Michaels from Listing Office: Residential Realty Group.

991 Main St, Wakefield
$1,000,000
4 Beds ⋅ 2 Baths ⋅ 73556295 MLS
Exceptional opportunity for owner occupied or investment property with this immaculate brick masonry 2 family unit with 2 driveways,(plenty of off street parking) and expansive back yard. Each unit offers 2BR/1BA, LR/DR/kitchen. 1st floor unit opens to a covered porch, and 2nd floor unit has closed in porch for additional entertainment space, plus a small office. Hardwood floors through out main living area of both units. Separate utilities, nice closet space in both units, walk up attic from 2nd floor unit. Basement with high ceilings offers many possibilities of usage. Location is perfect for shopping/restaurants/commuter rail, great proximity to Lake Quannapowitt, Breakheart Reservation and highways.

991 Main St, Wakefield

Listing courtesy of Listing Agent: Gina M. Jones from Listing Office: Barrett, Chris. J., REALTORS®.

4 Pleasant St, Wakefield
$949,000
6 Beds ⋅ 3 Baths ⋅ 73545954 MLS
Exceptional 3-family opportunity ideal for owner-occupants or investors, offering strong income potential and long-term upside. This well-maintained property is desirably located just a 4-min walk from downtown Wakefield, providing convenient access to shops, dining, and transportation. The building features ample off-street parking with 2 dedicated spaces per unit, along with valuable tenant amenities including 3 private storage units and three separate laundry hookups in the basement. The spacious first-floor unit spans the entire level, offering a generous layout. The second and third units are both townhouse-style apartments, each with two floors of living space. All units are individually metered, with tenants responsible for their own heat and electricity. The first-floor unit is currently rented below market, presenting a clear value-add opportunity through future rent optimization. This property combines location, functionality, and upside—an excellent addition to any portfolio

4 Pleasant St, Wakefield

Listing courtesy of Listing Agent: Eric Paul from Listing Office: J. Borstell Real Estate, Inc..

2-2A Newell Rd, Wakefield
$965,000
8 Beds ⋅ 2 Baths ⋅ 73551469 MLS
This unique side-by-side multi unit home offers incredible potential for investors, developers or buyers looking to create something truly special. Each unit features 4 bedrooms, 2 bathrooms, generous living space, and unfinished basement areas with additional potential. Rich in character and architectural charm rarely found today, this is far from a cookie-cutter property. With vision and creativity, the next owner can restore, renovate, or reimagine this home into a true standout. Situated on a spacious lot in an established neighborhood, this property has solid bones and endless possibilities. Owned by the same family for decades, it is ready for its next chapter. Close to major highways, booming downtown and soon to be brand new highschool, this Wakefield home has it all.

2-2A Newell Rd, Wakefield

Listing courtesy of Listing Agent: Christine Goldstein from Listing Office: Lyv Realty.

18 Bartley Street, Wakefield
$825,000
4 Beds ⋅ 3 Baths ⋅ 73532204 MLS
Whether you're looking for an owner-occupied property, an investment opportunity, or room for the entire family under one roof, this two-family home offers flexibility, character, and a prime Wakefield location. The property features a one-bedroom first floor unit and a three-bedroom townhouse style second unit spanning the second and third floors. Including separate utilities, a generous lot, featuring almost 11,000sq ft, off-street parking and more. This home has so much to offer and tons of flexibility! Conveniently located near downtown Wakefield, commuter rail, major routes, restaurants, shops and Lake Quannapowitt. Proudly owned by the same family for many years, this two-family offers flexibility, character, and a prime Wakefield location.

18 Bartley Street, Wakefield

Listing courtesy of Listing Agent: Garett Webb from Listing Office: Churchill Properties.

4 Wiley Pl, Wakefield
$529,000
3 Beds ⋅ 2 Baths ⋅ 73518789 MLS
Looking for an investment property or a chance to build sweat equity? BRING YOUR CONTRACTORS! This two-family home offers tremendous potential in a sought-after Wakefield location just a short distance to downtown amenities — including Lake Quannapowitt, restaurants, shopping, and public transportation. The first-floor unit features two bedrooms and a spacious step-down living room with great natural light. The second unit offers one bedroom, in-unit laundry, generous living space, and additional storage on the third floor — providing flexibility and expansion possibilities. Situated on a sizable corner lot, the property offers ample outdoor space ideal for gardening, entertaining, or future improvements. Bring your vision and your contractor — this is a value-add opportunity in a strong market.

4 Wiley Pl, Wakefield

Listing courtesy of Listing Agent: Theo Carmone from Listing Office: Colonial Manor Realty.

3 Walnut St, Wakefield
$805,000
3 Beds ⋅ 2 Baths ⋅ 73514363 MLS
Welcome to this versatile 2 family located in the desirable West side location of Wakefield. Offering space, character, and opportunity for owner occupants and investors. 1st floor unit features 1 bedroom, living room, eat-in kitchen and full bath. Generous 2 level living on the owner's unit has 3 bedrooms, 1 bath, living room, kitchen and a nice deck overlooking a private tree lined backyard. Unfinished basement with plenty of storage, along with two washer and dryer hook ups. 2 separate driveways. Vinyl siding, newer roof. This sought-after West Side location offers a peaceful residential setting just minutes from Wakefield’s town center, with easy access to route 128, route 93, Lake Quannapowitt, commuter rail, local shops, and restaurants. The neighborhood is known for its classic suburban charm.

3 Walnut St, Wakefield

Listing courtesy of Listing Agent: Keith Littlefield from Listing Office: Littlefield Real Estate, LLC.

46 Richardson St, Wakefield
$1,010,000
7 Beds ⋅ 3 Baths ⋅ 73503598 MLS
Excellent investment opportunity! This well-maintained three-family property is located in a desirable residential neighborhood of Wakefield on a quiet, tree-lined street. The spacious first-floor unit features three bedrooms, a newer kitchen, refinished hardwood floors, and a welcoming front porch. Enjoy an expansive open-concept layout connecting the kitchen and dining area, perfect for modern living. The property offers driveway and garage parking, ample storage, and a large backyard. Conveniently situated within walking distance to the commuter rail, providing easy access to downtown Boston in under 30 minutes, as well as close proximity to the town center, Crystal Lake, and Lake Quannapowitt. Additional highlights include hardwood flooring in the bedrooms, laminate flooring in the living room and kitchen, and a freshly painted interior. The kitchen is clean and functional, equipped with a gas range, dishwasher, and refrigerator. Shared laundry is also available. This is a must-see

46 Richardson St, Wakefield

Listing courtesy of Listing Agent: Devin Caglayan from Listing Office: All County Select Property Management.

26-26A Richardson Avenue, Wakefield
$940,000
5 Beds ⋅ 2 Baths ⋅ 73515107 MLS
Beautifully maintained Victorian 2 family in an exceptional location— just moments to vibrant downtown, commuter rail, restaurants, shops & "the Lake". Offering the perfect blend of owner-occupant lifestyle/investment opportunity. This property features spacious layouts, HW flooring, high ceilings, crown molding, abundant natural light & timeless details. 1st floor unit offers 2 bedrooms, functioning FP, French doors, farmer’s porch, & classic architectural detail. The townhouse-style 2nd unit spans 2 levels w/3 bedrooms, open-concept living, private deck off bedroom & custom built-in dining room cabinetry w/granite—perfect for entertaining, display space, or added storage. Additional features include separate utilities, laundry & storage in the basement & attic (for unit 2), 2-car garage & outdoor space ideal for relaxing or entertaining. A rare opportunity to enjoy the lifestyle & community charm Wakefield is known for PLUS added rental income! OFFERS DUE TUESDAY, MAY 19 AT NOON.

26-26A Richardson Avenue, Wakefield

Listing courtesy of Listing Agent: Lauren O'Brien & Co. Team from Listing Office: Leading Edge Real Estate.

192 Salem St, Wakefield
$855,000
3 Beds ⋅ 2 Baths ⋅ 73504944 MLS
Beautifully sited on a landscaped knoll in a popular residential location. Turnkey 2 fam features a 4-room 1st floor, 2 bedroom unit and a 2nd floor 3 room, 1 bedroom unit. Well updated 1st floor apartment includes a newer 3/4 bath, kitchen with corian counters, breakfast bar and SS appliances. The flexible use, oversized living room features hardwood floors, lots of glass and overlooks the backyard. The 1st floor unit also has a garage under, basement and laundry access with additional storage. Exclusive access to the top floor apartment is through a large open front porch. This kitchen features newer stainless-steel appliances, (refrigerator, DW and stove). There is also a newer tiled full bath and hardwood floors. The large lot has a pretty 12X10 detached screen house nestled in the rear. Each unit has an individual laundry hook ups, dedicated use driveways separate oil burners and electric. All this in close proximity to highways, town, activities and recreational use at Lake Q.

192 Salem St, Wakefield

Listing courtesy of Listing Agent: Christopher Barrett from Listing Office: Barrett, Chris. J., REALTORS®.

1086-1088 Main St, Wakefield
$880,000
4 Beds ⋅ 2 Baths ⋅ 73497464 MLS
Spacious two family with lots of windows featuring refinished hardwood flooring and a freshly painted interior. This property is ready for occupancy. It has separate utilities, off street parking and is very convenient to the bus line or commuter rail. The first floor unit is charming with natural woodwork and a fireplace living room, formal dining or home office with French doors and sliders to deck. The 2nd floor has 2 bedrooms and an office. The living room and dining area are are open and dramatic with a vaulted ceiling and recessed lighting. Both kitchens were updated in 2011 with cabinetry, recessed lighting and gas stoves. These units have nice natural light, the lot is level with good parking and outdoor space. This is an excellent opportunity for an investor, owner occupant or multi generational living. The fireplace has not been used, by the current owners and should be cleaned and inspected. Bedroom on 1st floor, closet outside of the room. Don't miss this one!

1086-1088 Main St, Wakefield

Listing courtesy of Listing Agent: Michael Barrett from Listing Office: Barrett, Chris. J., REALTORS®.

24 W Water St, Wakefield
$975,000
5 Beds ⋅ 2 Baths ⋅ 73502055 MLS
Fantastic two-family opportunity in the heart of downtown Wakefield! Set on a large 12,637 sq. ft. lot, this well-maintained property offers space, updates, and an unbeatable location. Featuring 12 total rooms, 5 bedrooms, and 2 full baths, it’s ideal for investors, owner-occupants, or extended family living. Unit 1 offers 6 rooms, 2 bedrooms, and 1 bath. Unit 2 offers 6 rooms, 3 bedrooms, and 1 bath. A few of the many recent updates include a 5-year-old roof, two updated heating systems, updated electrical, and a renovated second-floor kitchen and bath. The third floor has been improved with two additional bedrooms, adding valuable living space. Enjoy a large backyard and parking for at least 5 cars non-tandem—rare for this downtown setting. Unmatched location: a short walk to commuter rail to Boston, Lake Quannapowitt, and all downtown shops, restaurants, and amenities. Easy highway access and a true walkable lifestyle make this one of Wakefield’s most desirable offerings.

24 W Water St, Wakefield

Listing courtesy of Listing Agent: Brian & Diana Segool from Listing Office: Gibson Sotheby's International Realty.

57 Wave Ave, Wakefield
$1,070,000
5 Beds ⋅ 2 Baths ⋅ 73482955 MLS
Set on a sunny corner lot just two blocks from Lake Quannapowitt, this two-family home offers space, flexibility, and future potential. The inviting yard offers space to relax, garden, and enjoy the seasons. The layout supports owner occupancy, rental income, or multigenerational living, with potential to expand or convert to a single family, subject to buyer due diligence. Unit 1 features an expansive family and dining area with an open concept kitchen and fireplace, a formal sitting room, sun porch, and three bedrooms, creating a layout suited for everyday living and gathering. Unit 2 offers two bedrooms including a well proportioned primary and a versatile second bedroom, plus separate living and dining areas for comfortable living. Separate utilities add convenience for owners and tenants. A walk up attic and bonus basement space offer storage and future possibilities for expansion, workspace, or creative use.

57 Wave Ave, Wakefield

Listing courtesy of Listing Agent: Teresa Surette from Listing Office: Compass.

9 Cyrus St, Wakefield
$915,000
5 Beds ⋅ 2 Baths ⋅ 73488971 MLS
Situated at 9 Cyrus St, Wakefield, MA,, this distinguished multi-family residence, built in 1920, presents an enduring opportunity for sophisticated living. With a generous living area spanning 2772 square feet, this property offers considerable expanse for various pursuits and personal expression. The five bedrooms provide abundant private retreats, ensuring comfort and dedicated spaces for all occupants, while the two full bathrooms are thoughtfully appointed for convenience and personal care. The structure, gracefully rising two stories, contributes to its impressive presence, and the 5001 square feet of lot area provides a substantial outdoor environment, inviting possibilities for recreation, gardening, or tranquil contemplation. The architectural heritage from its 1920 construction imbues the residence with a timeless character, reflecting a legacy of enduring design.

9 Cyrus St, Wakefield

Listing courtesy of Listing Agent: Alex Mackenzie from Listing Office: Compass.

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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