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20 Outlook Rd, Swampscott
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 73595654 MLS
Welcome to 20 Outlook Road, where life feels just a little easier. Set in one of Swampscott’s beloved neighborhoods, this inviting home offers the space and flexibility to grow, gather and enjoy everything that makes living on the North Shore so special. Spend mornings walking the neighborhood, afternoons by the water, and evenings enjoying all that Swampscott has to offer, with beaches, schools, shops, restaurants and the commuter rail all within easy reach. Inside, the home is warm, comfortable and designed for real life, with generous living spaces and room for everyone to spread out. Upstairs, the recently remodeled full bath features double sinks and a fresh, updated feel. But what truly sets this home apart is its flexible in-law apartment—an incredibly valuable space offering privacy for extended family, guests, an au pair, adult children, or potential rental income. It’s the kind of versatility that is increasingly difficult to find and allows the home to adapt as life changes. With a wonderful neighborhood setting, flexible living options and the coastal lifestyle that draws so many people to Swampscott, 20 Outlook Road isn't just a place to live—it's a home designed for all the different ways life can unfold.

20 Outlook Rd, Swampscott

Listing courtesy of Listing Agent: Melissa Weinand from Listing Office: The Proper Nest Real Estate.
64 Pine St, Swampscott
$989,000
4 Beds ⋅ 3 Baths ⋅ 73591103 MLS
This lovely 2 family home is conveniently located blocks from the Swampscott T station and less than1 mile to beach/blvd walk. Generous amounts of care and updating built into this home with a modern kitchen, granite countertops tile floor, updated, modern master bath with tile/glass shower, first floor laundry and hardwood floors throughout. This 8 room home has a spacious 2nd floor apt. Allowing for extra income. BEST OF ALL, see the bonus lower level recreation area, 630 sq. ft. with all the amenities including bath and laundry. Oil heat with gas service to the building for water and appliances. 2 car on-site parking w/ Town allowed winter parking for 4 cars. A private back yard with 2 large storage sheds. Location, location, location It’s all here just waiting for your approval.

64 Pine St, Swampscott

Listing courtesy of Listing Agent: Stephen Cefalo from Listing Office: Stephen Cefalo Real Estate.
709 Humphrey St, Swampscott
$869,900
3 Beds ⋅ 3 Baths ⋅ 73589948 MLS
Welcome to 709 Humphrey St.! Situated in a premier location in the charming, seaside town of Swampscott, this lovely, 3/4 bedroom, 2.5 bath home is less than 1/2 mile from Eisman's beach. The welcoming foyer opens to charming, light filled, 1924 square feet of space. The main level consists of living/dining room featuring a wood burning fireplace with custom insert for cozy winters. A sliding door leads to a magnificent, huge, 3 yr old deck overlooking a private yard and patio ideal for serene indoor/outdoor living. The adjoining kitchen has newer, SS appliances, double ovens, and room for a table. Up a few stairs are 3 generous bedrooms and 2 updated baths including en suite main bath. The lower level includes a family room and a bonus room perfect for office, gym or 4th bedroom. Drop your coats and shoes off in the oversized mudroom. The laundry and access to yard, basement and garage complete this level. Many upgrades and improvements include 1 year old gas FHA/central air system, long wearing Hardie Plank siding, refreshed baths, newer roof and so much more! Swampscott is one of the most desirable communities on the North Shore offering superb dining/shopping/recreational amenities, an excellent school system and train to Boston all set along a stunning shoreline! The combination of space, location and character could make this your perfect new home.

709 Humphrey St, Swampscott

Listing courtesy of Listing Agent: Rosanne Hamblet from Listing Office: Gibson Sotheby's International Realty.
26 Walker Road, Swampscott
$6,000
4 Beds ⋅ 3 Baths ⋅ 73589182 MLS
Beautifully renovated and ideally located in Swampscott, this inviting 4-bedroom, 2.5-bath home is available for rent. Blending classic charm with modern updates, this home offers a wonderful combination of character, style, and convenience. The spacious living room features a fireplace, decorative moldings, and plenty of natural light, while the generously sized dining room is perfect for entertaining. The stunning kitchen offers quartz countertops, a center island, Samsung appliances, and stylish gold-accent hardware. A welcoming mudroom with bench seating and coat hooks, first-floor laundry, beautifully updated bathrooms, including a lovely primary bath, and hardwood floors throughout complete the home. Additional highlights include attic storage, a detached garage, and a yard to enjoy. Conveniently located near Town Hall, the seasonal farmers market, commuter rail, local restaurants, shops, and the beach, this home offers the best of Swampscott living.

26 Walker Road, Swampscott

Listing courtesy of Listing Agent: Julie Sagan from Listing Office: Gibson Sotheby's International Realty.
85 Pine St, Swampscott
$625,000
4 Beds ⋅ 3 Baths ⋅ 73585877 MLS
Diamond in the rough! Make this property shine again! Priced under assessed value and a great fit for an owner occupant ready to move in and earn your sweat equity along the way, or investors and rehabbers looking for a quick cosmetic project! Spacious and open floor plan, great for entertaining inside and out. High ceilings, hardwood floors, finished basement with ADU potential, utilities in place for second unit. Basement level would easily serve as a one bed apartment, or extended living space. Additionally a beautiful gunite pool and pebble finished patio, tested and functioning as it should, multiple small storage sheds for plus a pool house with a resort-style bar, fridge and changing room. Half block to the T, half mile to the beach, and an oasis in your own back yard, don't miss this opportunity!

85 Pine St, Swampscott

Listing courtesy of Listing Agent: Luca Amara from Listing Office: LA Realty and Property Consulting, LLC.
19 Lincoln House Point Unit 19, Swampscott
$2,799,900
3 Beds ⋅ 3 Baths ⋅ 73584423 MLS ⋅ ['Ocean Edge Estates'] BLDG.
WATERFRONT CARRIAGE HOUSE offers the best of coastal living, combining the privacy of single-family living with the ease of a carefree 55+ condominium community—complete with exclusive-use yard space. Offering 3 bedrooms & 3 full baths with radiant heated floors, the home is thoughtfully designed throughout. The stunning primary suite showcases a vaulted shiplap ceiling, custom built-ins, walk-in closet, and a beautifully appointed bath with double vanity and towel warmer. The open-concept living, dining, and kitchen area is highlighted by soaring shiplap ceilings and abundant natural light, flowing seamlessly to a private balcony with breathtaking views of the Swampscott mooring field & Fisherman’s Beach. The chef’s kitchen features Wolf and Sub-Zero appliances, a pantry with wine refrigerator, and quartz island with seating. The first level offers a fireplaced family room with access to a waterfront patio, a bedroom and full bath and laundry. Oversized, heated 2 car garage and finished basement with walkout. 19 Lincoln House Avenue is the perfect retreat to enjoy stunning sunsets, close proximity to downtown Swampscott and easy access to Boston.

19 Lincoln House Point Unit 19, Swampscott

Listing courtesy of Listing Agent: Willis + Tierney from Listing Office: Compass.
32 Preston Ct Unit 32, Swampscott
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 73584021 MLS
From quiet mornings overlooking the water to long walks on the beach, life at 32 Preston Court unfolds with the ocean as your backdrop. Set between Preston and Phillips Beaches, this 3-bedroom, 3-bath townhouse makes the most of its beachfront setting, with expansive windows framing sweeping views. The kitchen’s generous island opens to the dining room and a fireplaced living room, while sliders lead to a covered oceanfront deck and lawn area—an inviting setting for morning coffee, seaside dinners, and gathering with friends. Common stairs provide beach access, where low tide reveals an expansive sandy shoreline perfect for beach days with family and friends. A main-floor bedroom offers flexibility for guests or a home office. Upstairs, the primary suite features a fireplace, soaring ceiling, attached bath, walk-in closet, and private deck overlooking the ocean. A second upstairs bedroom and finished lower-level bonus room offer additional space. Association-maintained landscaping, an attached two-car garage, and additional off-street parking make coastal living feel effortless.

32 Preston Ct Unit 32, Swampscott

Listing courtesy of Listing Agent: Haley Paster Scimone from Listing Office: Gibson Sotheby's International Realty.
406 Paradise Road Unit 3H, Swampscott
$550,000
2 Beds ⋅ 3 Baths ⋅ 73580175 MLS ⋅ ['Crown Pointe'] BLDG.
Looking for the space of a single-family home without the upkeep? Discover the best of both worlds at desirable Crown Pointe! Offering approximately 1,527 square feet of townhouse-style living, this spacious two-level residence features two bedrooms, a beautifully updated kitchen, and two-and-a-half elegantly renovated baths. With an attractive new price of $550,000, Unit 3H is a wonderful opportunity to enjoy generous living space, resort-style amenities, and the ease of condominium living on the North Shore. The updated kitchen features beautiful cabinetry, tile, and GE Profile Slate appliances. Hardwood floors flow through generous open-concept living and dining areas, creating a welcoming setting for relaxing and entertaining. Step outside to your private balcony for morning coffee or afternoon tea. The spacious primary suite and second bedroom both offer excellent closet space, while in-unit full-size laundry adds everyday convenience. Additional highlights include elevator access to both levels, garage parking conveniently located near the elevator, and the added privacy of having no unit above. Enjoy a country club lifestyle with Crown Pointe’s impressive amenities, including indoor and outdoor pools, a newly updated clubhouse, exercise room, tennis courts, table tennis, sauna, and steam room. Meticulously maintained grounds, on-site management, and a gated entrance further enhance the appeal of this sought-after community. Just minutes from Vinnin Square’s shopping and restaurants and Swampscott’s beautiful coastline, this special home offers room to spread out, wonderful amenities, and the relaxed appeal of North Shore coastal living.Enjoy the space you want, the amenities you’ll love, and the convenience you deserve-all for $550,000!

406 Paradise Road Unit 3H, Swampscott

Listing courtesy of Listing Agent: Catherine Shulkin from Listing Office: Gibson Sotheby's International Realty.
20 Tidd Street, Swampscott
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 73579663 MLS
Nestled in a serene setting with mature gardens, this unique home offers exceptional space and outdoor living. Welcome to this spacious and versatile two-family home, offering an ideal combination of comfortable living, work-from-home flexibility, and abundant outdoor space. Perfect for an extended family, multi-generational living, an owner seeking additional rental or guest accommodations, a landscaper needing vehicle accommodations or an air bnb. The main house offers a country kitchen with fireplace and sliding doors to a deck, formal dining room, living room and half bath on the first floor, four bedrooms and two full baths on the second level. The lower level features a open concept living area with fireplace, bathroom , kitchen and oversized bedroom. Additionally, off the first floor back hall is an in-home office with kitchenette and full bath. The lower level offers another in-home office with kitchenette and full bath. The lower level is handicap accessible. An oversized two- car garage with work area and huge lofted space for storage are off the back hall where a laundry room is included. One of the property's standout features is the abundance of of outdoor space. The expansive multi-level grounds offer endless possibilities for gardening, entertaining, outdoor dining, recreation or simply enjoying a peaceful private retreat. Parking is never a concern with two driveways with space for 8-10 cars, making this property especially attractive for large families, gatherings or those who need ample off-street parking. Owned by the same family and being on the market for the first time, this is a rare opportunity to own a property that combines multiple living spaces, work-from-home options, tremendous parking and an impressive amount of outdoor space - all in one home. Conveniently located close to the train, high school, Vinnin Square and close access to major highways,

20 Tidd Street, Swampscott

Listing courtesy of Listing Agent: Debra Goldberg from Listing Office: William Raveis R.E. & Home Services.
99 Farragut Rd., Swampscott
$850,000
7 Beds ⋅ 3 Baths ⋅ 73579457 MLS
Set in the heart of Swampscott’s Historic Olmsted District, this spacious two-family home offers an exceptional combination of coastal lifestyle and investment value. Ideal for both owner-occupants and seasoned investors, the property includes a townhouse-style main unit with 4–5 bedrooms and 2 baths, plus a well-designed 2-bedroom, 1-bath second unit. Both units feature functional layouts, great natural light, and strong rental potential in one of the North Shore’s most sought-after seaside communities. Recent updates including a 2026 roof and newer heating systems. The location is unbeatable, with convenient access to the commuter rail, Vinnin Square, local beaches, and neighborhood restaurants. A two-car garage and two additional off-street parking spaces further enhance the property’s appeal. A rare opportunity to secure a solid, income-producing multi-family in a premier coastal town.

99 Farragut Rd., Swampscott

Listing courtesy of Listing Agent: Paula Pickett from Listing Office: Coldwell Banker Realty - Marblehead.
37 Phillips Beach Ave, Swampscott
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 73572914 MLS
Coastal retreat in the sought-after Phillips Beach area, where distinctive architecture, privacy, and effortless seaside living come together. Custom-designed and built by its owner, this one-of-a-kind Mediterranean-inspired residence offers three bedrooms, three baths, and an extraordinary setting just moments from the beach. Inside, warm and inviting spaces are filled with character, from the sunken living room with its wood-burning fireplace, beamed ceiling, skylights, built-ins, and graceful arches to the welcoming eat-in kitchen, perfect for gathering with family and friends. The spacious primary suite offers a peaceful retreat with an en-suite bath and walk-in closet. A light-filled indoor pool creates a private year-round oasis, opening through sliding doors to a beautiful patio and manicured gardens. Mature landscaping enhances the home's privacy and complements its distinctive architecture, creating an inviting setting for quiet mornings and relaxed entertaining. With an oversized two-car garage and convenient neighborhood access to Phillips Beach, this special property offers a rare opportunity to experience coastal living with warmth, beauty, and character.

37 Phillips Beach Ave, Swampscott

Listing courtesy of Listing Agent: Jodi Gildea from Listing Office: Gibson Sotheby's International Realty.
5 Manson Rd, Swampscott
$989,000
4 Beds ⋅ 3 Baths ⋅ 73568010 MLS
BRAND-NEW CONSTRUCTION | NOW OFFERED AT $989,000 | MOVE-IN READY!An exceptional opportunity to own a beautifully crafted new-construction home in desirable Swampscott, now offered at an incredible value under $1 million! Privately situated on an expansive 3.05-acre parcel, this thoughtfully designed residence offers the perfect combination of modern living, privacy, and convenience.Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,824 square feet of finished living space, this home showcases an inviting open-concept layout ideal for both everyday living and entertaining. Enjoy the comfort and efficiency of brand-new construction, stylish finishes, generous living areas, and additional finished lower-level space offering flexibility for a home office, recreation room, or fitness area.Set back from the road, the property provides a rare sense of privacy and space while remaining conveniently located near Swampscott’s beaches, shopping, restaurants, schools, and commuter connections.Construction is complete and the home is ready for its first owner. Skip the uncertainty and waiting associated with building new and enjoy the benefits of a newly completed home today.New price. Exceptional opportunity. Schedule your private showing!

5 Manson Rd, Swampscott

Listing courtesy of Listing Agent: Linda Hayes from Listing Office: William Raveis R.E. & Home Services.
20 Parsons Dr., Swampscott
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 73559079 MLS
SELLER IS OPEN TO CONTRIBUTING TOWARD AN INTEREST RATE BUY-DOWN PROGRAM to help qualified buyers reduce their monthly mortgage payments. Live in luxury in this beautifully renovated contemporary home. The four-bedroom, two-and-a-half-bath layout features a sweeping open living, dining, and kitchen area designed for modern living and effortless entertaining. The gourmet kitchen showcases an oversized quartz island, sleek brass pendant lighting, stainless steel appliances, and a gas range. Light hardwood floors, a neutral palette, and abundant natural sunlight enhance this homes attributes. The flexible bonus space is ideal as a home office, den, or playroom leading to a fenced backyard. The primary suite offers custom built-ins and a stunning full bath. Two additional bedrooms, a convenient laundry area, and a second full bath complete the main level. The finished lower level, accented by a fireplace and beadboard detailing, provides a warm, inviting gathering space for family or guests and includes the fourth bedroom and half bath.

20 Parsons Dr., Swampscott

Listing courtesy of Listing Agent: Paula Pickett from Listing Office: Coldwell Banker Realty - Marblehead.
34-36 Curry Cir, Swampscott
$899,999
5 Beds ⋅ 3 Baths ⋅ 73554163 MLS
Welcome to 34-36 Curry Cir, a flexible Swampscott two-family on a quiet dead-end near the beach, commuter rail, shops, restaurants, and Vinnin Square. Ideal for an owner-occupant seeking coastal living with rental income, or an investor seeking multiple income streams. Renovated first-floor unit features a new kitchen, updated bath with luxury stand-up shower, walk-in closets, open-concept layout, newer windows, updated flooring, central A/C, and spray-foam insulation. Furnished second-floor unit is rented on a 6-month lease with utilities included; furnishings to remain. Finished attic is not part of current second-floor lease and includes kitchen, bedroom, and full bath, offering flexibility for owner use, extended living, or potential rental income. Second floor previously operated as Airbnb-style rental. Waterproofed basement with French drain, 4 off-street parking spaces, EV charging, and strong current rents complete this coastal opportunity.

34-36 Curry Cir, Swampscott

Listing courtesy of Listing Agent: Kirill Balchenkoff from Listing Office: Sherman Realty.
29 Galloupes Point Road, Swampscott
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 73529949 MLS
Rich in detail from the 1800s, with abundant updates and surround-sound serenity, this home is truly a rare find. While cherishing the oversized rooms, high ceilings, original hardwood floors, fireplaces and ocean-views, the current stewards spared no expense with their focus on both environment and efficiency-friendly upgrades, and thereby catapulted this grand residence into a league of its own. Geothermal heating, tesla solar shingle roof, EV-chargers in garage, almost-whole-house re-wiring, and central air conditioning. They replaced the study with a high-end and gorgeous kitchen that captures the view. This home is beckoning to those who relish morning coffee on the porch, workouts and working from glorious sunrooms, and unforgettable holiday celebrations. There are deeded beach rights to the sweetest nearby beach, a lovely owner curated cut garden with the promise of exceptional summer fun, and an extra side-lot that is ideal for overflow parking. Video https://bit.ly/4ft5YHe

29 Galloupes Point Road, Swampscott

Listing courtesy of Listing Agent: Iris Goldman from Listing Office: Coldwell Banker Realty - Marblehead.

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