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$1,350,000
3 Beds ⋅ 2 Baths ⋅ 73578477 MLS
Manchester-by-the-Sea Colonial, with a contemporary flow, privately sited, yet moments from Downtown. Set on a serene cul-de-sac just a mile from schools and the town center, this property offers a rare balance of privacy and convenience. Three bedrooms and two full baths are complemented by exceptional room for expansion, including a spacious unfinished walk-up attic, accessed from the main level. The heart of the home is an open-concept eat-in kitchen and family room, anchored by a wood-burning fireplace, vaulted ceiling, and opening through sliders to an expansive deck and hot tub area overlooking a lush lawn, mature trees, and the woods beyond. A private, picturesque setting for both everyday living and entertaining. The sun-filled home office, overlooking the backyard, has direct access to the walk-up attic. Rounding out the first floor, is a bedroom and full bath, formal living and dining rooms, and a versatile bonus room offering additional flexibility. Upstairs, two generously proportioned bedrooms share a full bath, complemented by an expansive loft, with a vaulted ceiling and skylights, offering flexible living space with views to the level below, ideal as a media room, lounge, or secondary office. The unfinished basement offers exceptional scale, with high ceilings and defined areas for a workshop, gym, game space, and laundry, along with abundant storage. A two-car garage completes the offering. This is a home that offers both classic charm and genuine room to grow, in a setting that feels wonderfully private while remaining close to everything Manchester-by-the-Sea has to offer. Floor plans and video tours are available on the listing. Open Houses: Friday 4–5:30 PM | Saturday & Sunday 11 AM–1 PM.

1 Millets Ln, Manchester

Listing courtesy of Listing Agent: Jessica Molisse from Listing Office: William Raveis R.E. & Home Services.
$589,000
6 Beds ⋅ 2 Baths ⋅ 73577683 MLS
Location, Location, Location! Great opportunity to own a spacious Georgian-style two-family in the desirable Coolidge Ave area of West Manchester, offering convenient highway access and a walkable neighborhood setting. This well-maintained property features beautiful architectural character, including impressive pillars, hardwood floors, and abundant natural light throughout. Each unit offers 7 rooms, 3 bedrooms, plus a bonus room, providing flexible space for a home office, den, or additional living area. Separate natural gas heat, hot water, and utilities. Additional features include private off-street parking, a fenced yard, patio, storage shed, full basement, and third-floor walk-up attic offering excellent storage potential. Entire property to be delivered vacant at closing, giving the new owner flexibility for owner occupancy, investment, or selecting their own tenants. A fantastic opportunity in a convenient West Manchester location!

754 Rimmon St, Manchester

Listing courtesy of Listing Agent: The Coa Group from Listing Office: eXp Realty LLC.
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 73577431 MLS
Welcome to 25 Bennett Street, a truly special Manchester-by-the-Sea home where character, comfort, light, and location come together. Set on beautiful grounds moments from the heart of the village, this three-bedroom home offers a wonderful sense of space and warmth, with two full bathrooms and a half bath, beautiful hardwood floors, a formal dining room, and an abundance of natural light throughout. The home has an inviting, comfortable quality that makes it equally suited to everyday living, entertaining, and enjoying the quiet moments that make a house feel like home.Outside, the beautiful yard offers room to relax, garden, entertain, or simply enjoy the changing seasons. There is something particularly appealing about having a lovely piece of land while being able to walk to nearly everything that makes Manchester-by-the-Sea so special.The lifestyle is exceptional. From 25 Bennett Street, the village, harbor, Singing Beach, restaurants, shopping, and commuter rail are all within walking distance. Start the morning with coffee in the village, spend the afternoon at the beach, stroll to the harbor, meet friends for dinner, or take the train into Boston. It is a rare combination of coastal beauty, village convenience, and easy access to the city. Manchester’s highly regarded public school system is also consistently recognized among the top 10 in Massachusetts.And then there is the history. Dating to circa 1674, 25 Bennett Street is believed to be the second-oldest surviving home in Manchester-by-the-Sea and one of only 61 surviving homes in Massachusetts dating from 1660 to 1700. The house began as a half house and evolved through the generations into a classic New England saltbox. More than 350 years later, its story continues- not simply as a remarkable historic home, but as a beautiful place to live and experience the very best of Manchester- by- the-Sea.

25 Bennett St, Manchester

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
$647,000
3 Beds ⋅ 2 Baths ⋅ 73576269 MLS
A Very Pleasant Surprise! Tucked away right on Pine Street, this sweet oasis offers a unique opportunity to reside in one of the North Shore’s most desirable coastal communities. Enjoy the perfect blend of vibrant seaside life and peaceful seclusion, with top-rated schools, the MBTA, downtown shops, dining, playgrounds, harbor, and Singing Beach all just moments from your door. Step out back to discover your own private retreat. This hidden rear unit features a beautiful granite patio bordered by lush, natural green-scape that directly backs up to the historic Powder House Reservation. Whether sipping morning coffee or unwinding after a long day, you will love the tranquility, refreshing sounds, and scenic beauty of nature surrounding this hidden gem.

95 Pine St Unit A, Manchester

Listing courtesy of Listing Agent: Marianne Round from Listing Office: Coldwell Banker Realty - Manchester.
$647,000
3 Beds ⋅ 2 Baths ⋅ 73575425 MLS ⋅ ['95 Pine Street Condominium'] BLDG.
A Very Pleasant Surprise! Tucked away right on Pine Street, this sweet oasis offers a unique opportunity to reside in one of the North Shore’s most desirable coastal communities. Enjoy the perfect blend of vibrant seaside life and peaceful seclusion, with top-rated schools, the MBTA, downtown shops, dining, playgrounds, harbor, and Singing Beach all just moments from your door. Step out back to discover your own private retreat. This hidden rear unit features a beautiful granite patio bordered by lush, natural green-scape that directly backs up to the historic Powder House Reservation. Whether sipping morning coffee or unwinding after a long day, you will love the tranquility, refreshing sounds, and scenic beauty of nature surrounding this hidden gem.

95 Pine St Unit A, Manchester

Listing courtesy of Listing Agent: Marianne Round from Listing Office: Coldwell Banker Realty - Manchester.
$184,900
1 Beds ⋅ 1 Baths ⋅ 73574924 MLS ⋅ ['Laurel Ridge'] BLDG.
Welcome to this beautifully updated top-floor condo in Manchester, offering an excellent opportunity for both owner-occupants and investors. Step inside to a bright, well-maintained unit featuring a spacious living room with newer vinyl plank flooring. The updated eat-in kitchen offers an abundance of cabinetry, stainless steel appliances, and generous counter space. The generously sized bedroom features plush carpeting and ample closet space, while the bathroom has also been nicely updated. A wall A/C unit provides added comfort during the warmer months. The low condo fee includes heat, hot water, water, sewer, trash removal, landscaping, and snow removal, making for convenient and affordable condo living. Ideally located with easy access to I-293 and Route 101, shopping, restaurants, and downtown Manchester. Whether you're looking for a place to call home or an investment opportunity, this top-floor condo is one you won't want to miss. Only cats are allowed.

545 Calef Rd Unit 23, Manchester

Listing courtesy of Listing Agent: Tal Hagbi from Listing Office: RE/MAX Synergy.
$1,050,000
7 Beds ⋅ 6 Baths ⋅ 73573261 MLS
Unique opportunity in Manchester-by-the-sea! Great in town location that has the flexibility to become your dream house. Renovate the stately main house and the legal lower level 1 bedroom apartment or start over and build exactly what you want: a 2 family or a spacious single family. Easy access to Essex County Club and a short walk to the elementary and high schools. Buyer to perform their own due diligence. Utilities, town water and sewer are at the site. Bring a contractor and builder to explore your options. Showings are by appointment only or at the open houses on Saturday & Sunday, September 12th & 13th, 12:00-1:30pm.

115 School St, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$1,050,000
73573263 MLS
Unique opportunity in Manchester-by-the-sea! Great in town location that has the flexibility to become your dream house. Renovate the stately main house and the legal lower level 1 bedroom apartment or start over and build exactly what you want: a 2 family or a spacious single family. Easy access to Essex County Club and a short walk to the elementary and high schools. Buyer to perform their own due diligence. Utilities, town water and sewer are at the site. Bring a contractor and builder to explore your options. Buyer will be responsible for removing the house from the property.Showings are by appointment only or at the Open Houses on Saturday and Sunday, September 12th and 13th 12:00-1:30pm.

115 School, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$1,050,000
7 Beds ⋅ 6 Baths ⋅ 73573259 MLS
Unique opportunity in Manchester-by-the-sea! Great in town location that has the flexibility to become your dream house. Renovate the stately main house and the legal lower level 1 bedroom apartment or start over and build exactly what you want: a 2 family or a spacious single family. Easy access to Essex County Club and a short walk to the elementary and high schools. Buyer to perform their own due diligence. Utilities, town water and sewer are at the site. Bring a contractor and builder to explore your options. Showings are by appointment only or at the Open House Saturday, Sept 12th & Sunday, September 13th 12:00-1:30pm.

115 School, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$1,249,900
4 Beds ⋅ 2 Baths ⋅ 73571571 MLS
Don't just drive by; you have to come inside and out back to see what a gem this is! This is a fantastic, spacious home with a large, private lot. Perfect for entertaining, playing games, enjoying the quiet natural surroundings, and exploring the woods. Beautifully renovated 4 bedroom expanded ranch on quiet dead-end road with new kitchen (quartz and stainless), large island, 2 full bathrooms, new hardwood floors, 600sf addition, new minisplit for heat and a/c. Large flat lower yard has patio, plantings, garden area, and shed. Large flat middle yard has firepit, patio and gazebo. Upper level for exploring. Also, a Generac backup generator, lots of closet space and storage, 5 off-street parking spots. New roof, new hot water heater, new lighting throughout, new electrical and windows... Walk to town, train and Singing beach. Enjoy all that Manchester-by-the-sea has to offer!

96 Old Essex Rd, Manchester

Listing courtesy of Listing Agent: Timothy Collins from Listing Office: Boston Metropolitan Realty.
$1,449,000
3 Beds ⋅ 3 Baths ⋅ 73562819 MLS
Village Living. Elevated. What if the Village of Manchester were right outside your door? Brand new and effortlessly stylish, this sophisticated townhome offers the best of downtown living with thoughtfully designed spaces, high ceilings, elegant moldings, and beautiful finishes throughout. The chef-inspired kitchen is made for gathering, featuring Bosch appliances, a generous apron-front island, and seamless flow into the inviting living room. The serene primary suite offers a luxurious private bath, while two additional rooms provide exceptional flexibility for guests, a home office, or a den. The finished lower level adds even more space for recreation, fitness, or entertaining. Convenient, Turn-Key Living.

1 Brook Unit 1B, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 73562803 MLS
Village Living. Elevated. What if the Village of Manchester were right outside your door? Brand new and effortlessly stylish, this sophisticated townhome offers the best of downtown living with thoughtfully designed spaces, high ceilings, elegant moldings, and beautiful finishes throughout. The chef-inspired kitchen is made for gathering, featuring Bosch appliances, a generous apron-front island, and seamless flow into the inviting living room. The serene primary suite offers a luxurious private bath, while two additional rooms provide exceptional flexibility for guests, a home office, or a den. The finished lower level adds even more space for recreation, fitness, or entertaining. Convenient, turn - key living.

1 Brook Unit 1A, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$489,900
3 Beds ⋅ 2 Baths ⋅ 73556658 MLS
You'll fall in love the minute you arrive at this Classic Cape Codder. Its unique and flexible floor planfeatures a first floor primary suite (added in 2008) with a private bath, a separate sitting room (or second bedroom), and an additional room that serves perfectly as awalk-in closet (or bedroom). The well appointed kitchen, complete with an island and an incredible corner hutch, is sure to delight any chef. The inviting beamed livingroom showcases a wood burning fireplace, beautiful built-ins, and timeless character, making it the perfect place to relax. A 1/2 bath off the kitchen rounds out the mainfloor. Upstairs, you'll find a second primary suite with its own private bath (plus washer and dryer) and generous closet space. The partially finished basement offers awood stove and abundant space ready for your finishing touches...ideal for a family room, recreation area, or office. Throughout the home, you'll appreciate the beautifulperiod details, including extensive built ins, crown molding, glass doorknobs and exceptional woodwork. Enjoy peaceful mornings or quiet evenings on the charming brickfloored three season porch or private courtyard, just off the kitchen. An outstanding bonus is the expansive space above the detached two car garage, offering endlesspossibilities as a private office, fitness room, guest suite, or studio. Recent updates include all rooms freshly painted, beautiful hardwood floors, new carpet in 1st floorbedroom and newer second floor windows. This is perfect for an extended family situation. A short walk to Derryfield Park and convenient location to major highways. Don't miss out on this exceptional property. The lot to the side of the house can be purchased separately.

540 Concord St, Manchester

Listing courtesy of Listing Agent: Meri Reid from Listing Office: Berkshire Hathaway HomeServices Verani Realty.
$1,935,000
4 Beds ⋅ 4 Baths ⋅ 73549845 MLS
Your search for a spacious in-law suite ends here! Nestled on a private half-acre lot, this 4+ bedroom, 3.5 bath home offers abundant natural light, an inviting floor plan, and a special opportunity to enjoy the tranquility of this desirable Manchester enclave. The spacious lower level of this stylish home features a flexible space which could readily serve as an in-law suite, home office, or ideal guest quarters. First floor welcomes you with a great room with soaring vaulted ceilings, a stylish eat-in kitchen with access to rear deck, dining area, den, and half bath with laundry. On the second floor you will discover 3 bedrooms with shared bath, and a private primary suite with walk-in closet and en suite bath. Attached 2-car garage, central AC, generous closet space, moment's walk to White and Black beaches, all this in an entirely peaceful setting. This lovely property was thoughtfully designed and impeccably maintained by the diligent current owners.

14 Overledge Road, Manchester

Listing courtesy of Listing Agent: Mandy Sheriff from Listing Office: J. Barrett & Company.
$475,000
4 Beds ⋅ 2 Baths ⋅ 73546681 MLS
Great two family in Manchester! Offers two units both with their own laundry. First floor currently occupied and second floor is vacant. If looking for an owner occupied two family this will work since it is move in ready. Or you can start with a new tenant! Shared front entrance and separate back entrances. Both units have parking. Separate heating, hot water and electrical.

644 Pine Street, Manchester

Listing courtesy of Listing Agent: Dawn Sylvester from Listing Office: RE/MAX Triumph Realty.
$6,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS
Set 150 feet above sea level on nearly 13 acres in one of Manchester-by-the-Sea’s most coveted locations, 370 Summer Street offers a rare opportunity to own an extraordinary North Shore estate. Reached by a long private drive, the property commands sweeping views of Kettle Cove and Crow Island. Designed by Marcus Gleysteen of MGA with interiors by Lena Fransioli of Zoe Design, the home blends organic modern architecture with timeless craftsmanship. Stone, wood, and metal leaf finishes include a striking copper leaf wall, live-edge maple stairs, bubinga paneling, and a stainless steel freestanding fireplace beneath arched ceilings soaring to 23 feet. Abutting Hooper Trask Conservation Pasture, the estate enjoys access to 2,000+ acres of protected land, trails, beaches, the harbor, village center, top-ranked schools, and the commuter rail.

370 Summer Street, Manchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$4,700,000
3 Beds ⋅ 4 Baths ⋅ 73536845 MLS
Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.

23 Ocean Street, Manchester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 73536474 MLS
NEW PRICE – 200K PRICE IMPROVEMENT. Gorgeous custom-built home in Manchester-by-the-Sea is set on a beautifully professionally landscaped lot, surrounded by extensive woodlands and miles of trails. This 4-bedroom, 5-bath residence offers a first floor primary suite and a sophisticated elegant interior. At the center of the home, a dramatic two-sided stone fireplace creates an inviting focal point. The stunning kitchen features white cabinetry, granite counter tops, all-new appliances, and access to an expansive deck overlooking the lovely garden. A custom outdoor stone fireplace creates the perfect setting for entertaining. A 2023 extensive renovation created a brand new family room, fourth bedroom/office, full bathroom, and laundry room; ideal for in-laws. The finished lower level offers versatile space with abundant storage. Close to downtown Manchester with its beaches, harbor, commuter rail and top rated schools.

21 Forest Lane, Manchester

Listing courtesy of Listing Agent: Evonne Blanchard from Listing Office: Coldwell Banker Realty - Manchester.
$2,299,000
4 Beds ⋅ 5 Baths ⋅ 73535212 MLS
Set privately within Manchester-by-the-Sea’s coveted Woodholm neighborhood, this distinctive custom estate blends timeless neoclassical architecture with contemporary living. Surrounded by mature landscaping and beautifully designed outdoor spaces, the property offers exceptional privacy while remaining moments from downtown, Singing Beach, and commuter routes. A dramatic entry opens to expansive living spaces filled with natural light, oversized windows, elegant millwork, and seamless indoor-outdoor flow. The thoughtfully designed floor plan features multiple gathering spaces including a sun-filled great room, formal dining room, spacious family room with fireplace, and an open-concept kitchen with center island, stone countertops, stainless appliances, and casual dining area. Exceptional outdoor spaces include stone patios, reflection pool, mature plantings & gardens, manicured grounds, and an expansive rooftop deck ideal for entertaining or relaxing.

20 Woodholm Rd, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$1,289,000
3 Beds ⋅ 4 Baths ⋅ 73521623 MLS
Cape Ann coastal living at its best! Near picturesque beaches, scenic trails, and all that Manchester by the Sea has to offer, this rare find features spacious rooms, flexible living areas, and exceptional indoor/outdoor spaces designed for entertaining, relaxing, and hosting. Set on a beautiful private lot with gardens, stone walls, flowering trees, yard space, and oversized shed. Three-bedroom septic with versatile floor plans including four second-floor rooms plus a walk-out lower level with living room, large room, and 3/4 bath ideal for in-law or au pair use. Granite and stainless kitchen with island opens to a large deck. Living room with wood floors and sliders leads to gardens and outdoor shower. Luxurious primary suite with vaulted ceiling, soaking tub, custom walk-in shower, and abundant closets. Flexible fourth room for office, nursery, or guests. Finished lower level with private entrance. Close to White Beach, the village of Manchester, and Singing Beach to enjoy.

25 Magnolia Ave, Manchester

Listing courtesy of Listing Agent: Krista Julian from Listing Office: Coldwell Banker Realty - Manchester.
$3,695,000
6 Beds ⋅ 8 Baths ⋅ 73520778 MLS
“Ocean Lodge” NEW PRICE! $3,695,000:One of the North Shore’s most distinctive private family estates. Distant hilltop views; traditional classic home on 8,058 private, but manageable acres. Tennis, pool, stable/paddock, 3-car heated garage/ guest apt., FAA designated heliport. Adjacent to Essex County Club golf course & miles of nature trails. Wildlife pond & active beaver lodges. Minutes from village, beaches, harbor, train. Top-ranked schools. 6 BR/8bath. New owner may wish to continue existing updates. Furnishings & golf cart negotiable. Shown by Appointment only. 24 hour property surveilance.

73 Forest, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$11,495,000
4 Beds ⋅ 7 Baths ⋅ 73516512 MLS
Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and multiple terraces positioned to capture breathtaking sunsets over the water. The residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms filled with natural light framed by stunning water views, while thoughtful details and elegant finishes create a sense of understated luxury throughout. The fully finished lower level features a wet bar, Spa-inspired sauna area complete with shower, enhancing the home’s resort-like atmosphere. Moments from Singing Beach, marinas, and the village, defined by scale, privacy and costal elegance

5 Proctor St, Manchester

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
$899,000
73512162 MLS
Design your dream home, complete w/sewage disposal system plan, perc test, topography survey and subdivision plan approvals. 1.8 acres of land surround a quiet street on Orchard Lane. Nature-ensconced proposed 4 bedroom home site promising coveted summer simplicity by way of a remote location, all in Manchester By The Sea. Close proximity and conveniently located to commuter rail, Village, harbor, beaches, shops and restaurants.

2 Orchard Lane, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73511830 MLS
Privately set on over an acre in one of Manchester-by-the-Sea’s most sought-after coastal neighborhoods, 3 Proctor offers convenience located just 0.4 miles from Singing Beach and moments from the Village’s shops and dining. Thoughtfully designed for both grand entertaining and everyday comfort, the home showcases expansive living areas, soaring vaulted ceilings, and dramatic floor-to-ceiling windows that bathe the interiors in natural light. Multiple fireplaces add warmth and character throughout. Recent improvements include beautifully refinished hardwood floors, fresh interior paint, and enhanced landscaping, ensuring a move-in-ready experience. The flexible floor plan features five bedrooms, highlighted by a generous primary suite and a private guest suite above the garage with its own entrance—ideal for extended stays or visiting guests. Coastal living, Reimagined.

3 Proctor St, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$200,000
2 Beds ⋅ 1 Baths ⋅ 73507472 MLS ⋅ ['Bass Island Estates'] BLDG.
Investors and First Time buyers will not want to miss out on this ! Updated 2 bedroom in Manchester , located in northern downtown area offering close proximity to attractions, Currier Museum of Art and Livingston Park. Low HOA fees, 2 parking spots, pets welcomed !

35 Log Unit 3D, Manchester

Listing courtesy of Listing Agent: Chrystal Dec from Listing Office: G. J. Brown Realty.
$6,900,000
5 Beds ⋅ 6 Baths ⋅ 73506966 MLS
Wake to sweeping harbor and ocean views from a rare offering on coveted Harbor Street in Manchester featuring two separately deeded parcels being separate fully approved individual lots of record. The main residence offers more than 6,000 square feet of finished living space across three levels and was thoughtfully expanded in the mid-2000s. Sun-filled interiors, generous ceiling heights and hardwood floors create inviting spaces for everyday living and entertaining. The luxurious primary suite, media room, gym and home office complement today’s lifestyle. Set on approximately 0.70 acres, the property offers an expansive, private yard, wraparound deck and beautifully landscaped grounds. The separately deeded second parcel (#75) includes a permitted carriage house footprint with potential for a two-bedroom residence within the existing 1903 structure (buyer due diligence advised). Just moments from Tucks Point, this is a rare opportunity to own a distinctive waterfront estate.

73 - 75 Harbor Street, Manchester

Listing courtesy of Listing Agent: Gretchen Berg from Listing Office: J. Barrett & Company.
$3,250,000
4 Beds ⋅ 3 Baths ⋅ 73503574 MLS
Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining space and a wraparound deck to enjoy outdoor living with sea breezes and panoramas of the treetops.This 4-bedroom 3-bath home features a generous primary suite with a private ocean view balcony and 3 remodeled bedrooms. Added highlights include a tasteful home office built into the historical stone tower and an attached two-car garage. With walking trails and beaches nearby and easy access to Rte. 128, this charming home nestled in the natural beauty of a private enclave presents a unique opportunity that’s not to be missed.

602 Summer Street, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$875,000
2 Beds ⋅ 2 Baths ⋅ 73498037 MLS ⋅ ['Summer Street Condominium'] BLDG.
Stylish coastal living in the heart of Manchester by the Sea! This beautifully updated 2 bedroom,1.5 bath condo offers three levels of versatile living space in a well maintained 21 unit complex built in 2004. From the moment you enter, the home’s clean, coastal aesthetic stands out with durable stone look tile flooring throughout. The entry level offers an exceptionally spacious oversized garage, dedicated laundry area, and generous mudroom with direct access to a private, fenced patio perfect for everyday convenience, storage, and outdoor enjoyment. The main level features a bright, open concept layout designed for both comfortable living and entertaining. The spacious living room flows into the dining area and beautifully appointed kitchen, complete with stainless steel appliances, marble countertops, farmhouse sink, and a large center island. A convenient half bath and private balcony complete this level. Upstairs, two well proportioned bedrooms share a generously sized full bath with a thoughtful dual area layout, offering both functionality and privacy. Ideally located just moments from Manchester’s charming shops, restaurants, MBTA commuter rail, and the iconic Singing Beach, this condo offers the perfect combination of style, convenience, and quintessential North Shore coastal living. Move in ready and ideally situated, come experience all that Manchester by the Sea has to offer! *Seller to pay $10,000 towards Buyers closing costs

6 Summer St Unit D, Manchester

Listing courtesy of Listing Agent: Victor Paulino from Listing Office: Engel & Volkers By the Sea.
$999,000
3 Beds ⋅ 3 Baths ⋅ 73479727 MLS
Move right in! Amazing value in this newly renovated 1997-built home 2 miles to Singing Beach! Huge Lot! Seller just installed new grass yard / fenced in area! Beautiful real solid hardwood floors throughout. Tons of windows let the sun shine into this bright & airy home. 1st floor: Open Floor plan with tons of space + half bath. 2nd floor: 3 bedrooms, 2 Full designer baths, laundry area, + sitting room / home office. 3rd floor: amazing unfinished walk-up attic can easily be finished to add extra bedrooms, baths, or whatever you can imagine! Lower level: huge, clean basement w/ high ceilings to provide significant extra square footage for future expansion. Backyard features a huge two-tiered deck with a hot tub & outdoor shower - perfect for relaxation and entertaining. Homes like this rarely become available in this desirable area.

159 Pine St, Manchester

Listing courtesy of Listing Agent: David Cutler from Listing Office: North Shore Realty Pros.
$999,900
4 Beds ⋅ 2 Baths ⋅ 73478242 MLS
Luxury living just seconds from downtown Manchester-by-the-Sea, this 4 BR, 2 BA detached condo lives like a single-family home in one of the North Shore’s most sought-after communities. Enjoy four seasons of coastal charm with vibrant downtown, Masconomo Park, and Singing Beach all within a mile. Whether it’s summer beach days, fall strolls, or winter walks by the harbor, the location offers the perfect blend of convenience and classic New England character.Inside, the comforts of the home mirror the quaintness of the town. Gleaming HW floors, SS appliances, and multiple bonus rms provide flexibility for today’s lifestyle. Recent updates incl windows, heating, central air, and fresh paint throughout, making this home truly more than move-in ready. Improvement list attached with dates. If you’re ready to hang roots in this special seaside town, don’t miss the Open House Sat 2:00–3:30 and Sun 11:00–12:30.

6 Smith Ln Unit 6, Manchester

Listing courtesy of Listing Agent: Tyler Hickey from Listing Office: Cameron Prestige - Amesbury.

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