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$495,000
3 Beds ⋅ 2 Baths ⋅ 73552650 MLS ⋅ ACTIVE Status
A hidden gem on the water! Enjoy waterfront living in this beautifully updated 3-bedroom, 1.5-bath, tri-level home, on Pine Island Pond in Manchester, where you can boat, kayak or fish. Completely soundproofed through the Manchester Airport Sound Insulation Program, this home offers peace and comfort with public water and sewer, and central A/C. The open-concept main level features hardwood floors, stunning panoramic pond views, and a spacious deck overlooking the water. Updated kitchen complete with stainless steel appliances and heated floors and an updated ½ bath. Upstairs offers brand-new carpeting, breathtaking water views from every window, a spacious primary bedroom with double closets, two additional bedrooms, and a full bath. The finished walkout lower level is perfect for a home office/gym. Home comes complete with a fenced-in yard and a boardwalk dock. Close to the airport, restaurants and shopping and more. This rare waterfront could be yours! Showings by appointment only

20 Pond Dr, Manchester

Listing courtesy of Listing Agent: Tal Hagbi from Listing Office: RE/MAX Synergy.
$928,000
4 Beds ⋅ 3 Baths ⋅ 73553789 MLS ⋅ ACTIVE Status
Classic 4-bedroom, 2.5-bath Cape offering timeless design, four fireplaces, multiple decks, and a two-car garage. Nestled back from the road for added privacy and a peaceful setting, this home presents an outstanding opportunity to renovate and make it your own. Inside, you'll find beautiful oak flooring, a spacious layout, and a full basement with a playroom and fireplace. The first-floor family room, located just off the kitchen, features a cozy fireplace, wet bar, window seat, and access to a private deck—an ideal space for relaxing or entertaining. The open-concept living and dining rooms create a comfortable flow, with generous gathering spaces centered around another inviting fireplace. Conveniently located just over a mile from downtown Manchester and less than two miles from the local school complex, this home combines a desirable location with exceptional potential. Bring your contractor and your vision—this property is ready for its next chapter and the opportunity to build lasting value. Buyer(s) are encouraged to conduct their own due diligence regarding all aspects of the property. Please allow 72 hours for response to any offers

166 Pine St, Manchester

Listing courtesy of Listing Agent: Ruth Pino from Listing Office: RE/MAX Beacon.
$2,135,000
4 Beds ⋅ 4 Baths ⋅ 73549845 MLS ⋅ ACTIVE Status
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.
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 73543700 MLS ⋅ ACTIVE Status
Fantastic opportunity to purchase a lovingly cared for family home in Manchester by the sea at a reasonable price. This quiet cul-de-sac location offers tremendous walking options to schools and downtown. The house is expandable with its town sewer hook up. All the ingredients are here. Bring your decorative eye and make this home yours for decades. The present owner has only been here 53 years.

7 Hidden Ledge, Manchester

Listing courtesy of Listing Agent: Anthony Bullock IV from Listing Office: Churchill Properties.
$7,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS ⋅ ACTIVE Status
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.
$850,000
4 Beds ⋅ 3 Baths ⋅ 73541827 MLS ⋅ ACTIVE Status
Come visit Open House Sunday. Make a splash. Here is your private escape in quiet Currier Hill neighborhood. Beautiful landscaped lot, elegant stone façade and classic farmer's porch only hint at the spacious interior and showstopping saltwater pool, patio and hot tub. Well equipped granite kitchen with island cooktop is a dynamic setting open to bright dining area. Fall instantly in love with the family room leading out to the patio. Naturally sunny with cathedral ceiling, full height stone fireplace and beautiful French doors. More composed spaces set at the front for dining and living/office. Primary suite has a walk-in closet and updated bath. Smooth wood and tile floors throughout. Oversized bedroom upstairs can also be a home office, guest suite or game room. Spacious finished lower level works for many uses and even includes a sauna. All this within minutes to route 93, shopping, medical, entertainment and Manchester airport. Lovely backyard retreat awaits.

9 Tennyson Dr, Manchester

Listing courtesy of Listing Agent: Jennifer Frost from Listing Office: Keller Williams Realty - Londonderry.
$4,700,000
3 Beds ⋅ 4 Baths ⋅ 73536845 MLS ⋅ ACTIVE Status
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.
$1,895,000
4 Beds ⋅ 5 Baths ⋅ 73536474 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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.
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 73524879 MLS ⋅ ACTIVE Status
NEW PRICE! Don't miss out on best price in Manchester! Charming Village Colonial rich in Victorian architectural detail, featuring gleaming wood floors, a graceful decorative staircase, and handsome built-in cabinetry in the welcoming front foyer. The beautifully appointed kitchen offers cherry cabinetry, granite countertops, stainless steel appliances, hardwood floors, and a center island that opens seamlessly to the spacious family room with cathedral beamed ceiling and views of the private fenced yard and terraace — ideal for entertaining and everyday living.A recently renovated first-floor bath showcases radiant heated floors, a walk-in shower, and convenient adjacent laundry. The second floor offers three comfortable bedrooms and a full tiled bath. An unfinished basement provides excellent storage, workspace potential, and direct access to the backyard. Perfectly situated in a sought-after Village location close to shops, restaurants, and the Beach.

8 Lincoln Street, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$2,999,000
4 Beds ⋅ 4 Baths ⋅ 73522804 MLS ⋅ ACTIVE Status
Nestled at the end of a private cul-de-sac road in picturesque Manchester-by-the-Sea, this casually elegant four-bedroom home offers the best of both worlds as an alluring private oasis not too far from the Village. The kitchen area is pristine, bright, and airy, leading to a family room and dining area, flowing openly throughout the living and dining spaces. Other features include a charming office, large mudroom area, bonus room above the garage, and finished basement for all to enjoy. The home creates the ideal setting for lazy, sun-filled breakfasts, family time, and sunset cocktail hours on the outdoor rooftop deck or patio. The chef’s kitchen is equipped with a full Thermador package, including a double-door stainless refrigerator, dual-oven gas range, dishwasher, microwave and perfectly spaced area for a cocktail refrigerator, making cooking at home a zen experience. Carefully designed to accommodate guests and family throughout. A perfect gem in Manchester-by-the-Sea!

22 Crooked Lane, 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 ⋅ ACTIVE Status
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.
$4,150,000
6 Beds ⋅ 8 Baths ⋅ 73520778 MLS ⋅ ACTIVE Status
Perched atop 8.58 private acres at one of Manchester’s highest elevations, Ocean Ledge commands breathtaking distant ocean vistas and mesmerizing celestial views. This grand residence offers an exceptional sense of privacy and scale, perfectly positioned to capture both sunrise over the water and starlit evening skies.The estate is complemented by a charming carriage house featuring an apartment above a spacious three-car garage—ideal for guests, extended family, or additional income. Equestrian enthusiasts will appreciate the four-stall barn complete with tack room and paddock, while leisure amenities abound with a Har-Tru tennis court and a stunning 40-foot pool, creating a true resort-like setting. A rare opportunity to own an elevated coastal retreat that seamlessly blends elegance, recreation, and panoramic beauty.

73 Forest, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$499,900
3 Beds ⋅ 1 Baths ⋅ 73517597 MLS ⋅ ACTIVE Status
Perched atop a hill in a desirable, quiet location, this 1,560 sqft. single-family home offers sweeping mountain views and incredible potential. Inside, you’ll find a spacious layout featuring 3 bedrooms and 1 bath, along with an open-concept kitchen, living, and dining area—perfect for everyday living and entertaining. The home boasts several key updates, including newer vinyl siding, a newer roof, and a newer furnace, providing peace of mind for the next owner. A recently updated exterior porch adds charm and a great space to relax and take in the scenery. For those needing extra space, the oversized barn is a standout feature—complete with an upper level and large entry doors for easy access—ideal for storage, hobbies, or workshop use. An attached one-car garage and a generously sized driveway offer ample parking. While some interior updates are needed, the home’s solid structure and desirable features make it a fantastic opportunity to customize and add value.

808 Grove St, Manchester

Listing courtesy of Listing Agent: Ian Handel from Listing Office: Ian Handel Real Estate LLC.
$11,495,000
4 Beds ⋅ 7 Baths ⋅ 73516512 MLS ⋅ ACTIVE Status
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.
$2,260,000
5 Beds ⋅ 4 Baths ⋅ 73512909 MLS ⋅ PRICE CHANGED Status
In the heart of MBTS, this stately brick residence blends timeless New England character with thoughtful modern updates. Offering 5 spacious bedrooms and 3.5 well-appointed baths, this rare in-town home provides exceptional scale, comfort, and flexibility. Inside, an open and adaptable floor plan allows for multiple living, entertaining, and work-from-home configurations. Sun-filled rooms flow seamlessly from the kitchen to the family, dining, and living spaces, creating a warm and inviting atmosphere throughout. Outdoor terraces offer peaceful settings for relaxing and gathering around the fire pit with elevated views. Coveted off-street parking adds to the appeal of this exceptional offering. Ideally located moments from the village center, commuter rail, boutique shops, restaurants, Manchester Harbor, and the treasured sands of Singing Beach, this distinguished residence presents an opportunity to own a beautiful home in one of the North Shore’s most desirable coastal communities.

18 Union Street, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$3,275,000
5 Beds ⋅ 4 Baths ⋅ 73511830 MLS ⋅ ACTIVE Status
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.
$6,900,000
5 Beds ⋅ 6 Baths ⋅ 73506966 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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.
$4,295,000
4 Beds ⋅ 3 Baths ⋅ 73488928 MLS ⋅ ACTIVE Status
Rare private beachfront offering in Manchester-by-the-Sea. This authentic shingled Arts & Crafts coastal home sits directly on the sand, offering panoramic ocean views and a private beach. Ideally located near conservation land, the village, and commuter rail to Boston. Originally built c.1928 and thoughtfully renovated, the home features classic Shingle-Style details, a floor-to-ceiling fieldstone fireplace, and walls of windows framing the sea. The chef’s kitchen with center island, stainless appliances, and vaulted ceiling captures stunning water views. Lower level includes a private guest suite with kitchen, living area, and game space. .A covered porch with gas fireplace opens to the sand and private fire pit—perfect for effortless coastal living.

53 Raymond Street, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.
$2,490,000
5 Beds ⋅ 6 Baths ⋅ 73477220 MLS ⋅ ACTIVE Status
Elegant Federal Colonial in the heart of the village, thoughtfully updated to honor its historic character while offering modern comfort. This exceptional residence features sun-drenched living spaces, wide pine floors, classic fireplaces, custom built-ins, and exquisite period details throughout. The renovated chef’s kitchen boasts granite countertops, a spacious center island, and French doors that open to a private brick patio and beautifully landscaped, level grounds. With five bedrooms, six baths, and versatile bonus areas, the home provides ample space for living, working, and entertaining. A charming detached barn and separate one-bedroom apartment offer ideal accommodations for guests, rental income, or multi-generational living. Rarely available in-town location just moments from shops, dining, the train, harbor, and the beach.

45 School St, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$11,250,000
7 Beds ⋅ 9 Baths ⋅ 73389616 MLS ⋅ ACTIVE Status
Seaway is an exceptional coastal estate located in desirable Manchester, just 45 minutes north of Boston. Set on nearly an acre with sweeping views of the Atlantic, this grand Colonial Revival home has been masterfully restored by renowned architectural firm Carpenter & MacNeille. The residence offers a combination of classic New England charm & refined modern living. Elegant formal spaces flow seamlessly into a custom chef’s kitchen with AGA range & light-filled gathering rooms, designed for comfort & entertaining. A luxurious primary suite features ocean views, spa-style bath, dressing areas, & morning bar/kitchenette. There are 5 additional ensuite bedrooms and & 3-bay carriage house. Outdoors, manicured gardens, stone terraces, & a pool create an idyllic setting for relaxation. Seaway has private deeded access to Singing Beach, is moments to the village shops, & direct train access to Boston. An opportunity to own one of the North Shore’s most iconic seaside homes.

4 Cobb Avenue, Manchester

Listing courtesy of Listing Agent: John Farrell from Listing Office: Coldwell Banker Realty - Beverly.
$17,500,000
5 Beds ⋅ 6 Baths ⋅ 73386848 MLS ⋅ ACTIVE Status
Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two primary suites—one on each floor—ideal for flexibility and comfort. The grounds showcase mature, curated landscaping cultivated over decades. Additional features include a stone bungalow overlooking the beach, a caretaker’s house on separate lot, detached garage, and an ocean-facing pool and jacuzzi. Enjoy unforgettable sunrises and elegant coastal entertaining—all just 45 minutes from downtown Boston.

239 Summer, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.

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