Luxury homes for sale & real estate in 01944, MA

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ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
One of Manchester-by-the-Sea’s prettiest homes, the historic Col. Israel Tappan House offers the rare combination of antique character, beautiful updates, exceptional outdoor spaces, and an incredible village location. Just moments from downtown, the harbor, Singing Beach, shops, restaurants, and the commuter rail, this is a home where you are truly in the heart of Manchester on one of its most beloved streets. Bright, warm, and loaded with character, the home blends original architectural details with thoughtful renovations designed for modern living. A beautifully updated chef’s kitchen is bright and sunny with breakfast bar, ample cabinetry, and Viking range. The dining area

$2,150,000

4 beds3.5 baths3,016 sq ft

12 Bennett St, Manchester By The Sea, MA 01944

Private deck • Expansive deck • 4,704 sq ft lot

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ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
Privately set at the end of a long, winding drive, this exceptional Manchester-by-the-Sea estate spans more than 21 acres across Manchester and Gloucester, with sweeping lawns, mature gardens and beautiful views toward the Atlantic. Remarkably private yet moments from the village and coast, the property also enjoys deeded access across Summer Street to the beach. Originally built in 1917, the residence was extensively renovated and expanded, taken down to the studs while preserving its architectural character. Salvaged doors, fireplaces and historic materials—including marble from the nearby Coolidge Estate—were incorporated alongside new systems, windows, plumbing, electrical a

$6,450,000

5 beds5 baths6,879 sq ft

600 Summer St, Manchester By The Sea, MA 01944

Mature gardens • Historic materials • 21.57 acre lot

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
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.

$1,050,000

7 beds5 baths5,627 sq ft

115 School, Manchester By The Sea, MA 01944

Town water and sewer • 0.54 acre lot • 6 parking spots

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
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 somet

$1,595,000

3 beds2.5 baths2,122 sq ft

25 Bennett St, Manchester By The Sea, MA 01944

Formal dining room • Walking distance • Natural light

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
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 park

$1,209,999

4 beds2 baths2,200 sq ft

96 Old Essex Rd, Manchester By The Sea, MA 01944

New kitchen • Large private lot • Large island

Property at 1 Millets Ln, Manchester By The Sea, MA 01944, 3 beds, 2 baths

$1,350,000

3 beds2 baths3,099 sq ft

1 Millets Ln, Manchester By The Sea, MA 01944

Property at 21 Forest Ln, Manchester By The Sea, MA 01944, 4 beds, 4 baths

$1,599,000

4 beds4 baths4,562 sq ft

21 Forest Ln, Manchester By The Sea, MA 01944

Property at 14 Overledge Rd, Manchester By The Sea, MA 01944, 4 beds, 3.5 baths

$1,835,000

4 beds3.5 baths4,363 sq ft

14 Overledge Rd, Manchester By The Sea, MA 01944

Property at 23 Ocean St, Manchester By The Sea, MA 01944, 3 beds, 4 baths

$4,300,000

3 beds4 baths3,018 sq ft

23 Ocean St, Manchester By The Sea, MA 01944

Property at 20 Woodholm Rd, Manchester By The Sea, MA 01944, 4 beds, 4 baths

$2,299,000

4 beds4 baths4,619 sq ft

20 Woodholm Rd, Manchester By The Sea, MA 01944

Property at 73 Forest, Manchester By The Sea, MA 01944, 6 beds, 7 baths

$3,695,000

6 beds7 baths6,092 sq ft

73 Forest, Manchester By The Sea, MA 01944

Property at 1 Brook Unit 1B, Manchester-by-the-sea, MA 01944, 3 beds, 2.5 baths

$1,449,000

3 beds2.5 baths2,466 sq ft

1 Brook Unit 1B, Manchester-by-the-sea, MA 01944

Property at 73 - 75 Harbor St, Manchester By The Sea, MA 01944, 5 beds, 5 baths

$6,900,000

5 beds5 baths6,327 sq ft

73 - 75 Harbor St, Manchester By The Sea, MA 01944

Property at 25 Magnolia Ave, Manchester By The Sea, MA 01944, 3 beds, 3.5 baths

$1,289,000

3 beds3.5 baths3,402 sq ft

25 Magnolia Ave, Manchester By The Sea, MA 01944

Property at 159 Pine St, Manchester By The Sea, MA 01944, 3 beds, 2.5 baths

$975,000

3 beds2.5 baths2,352 sq ft

159 Pine St, Manchester By The Sea, MA 01944

Property at 370 Summer St, Manchester By The Sea, MA 01944, 5 beds, 4.5 baths

$6,900,000

5 beds4.5 baths4,925 sq ft

370 Summer St, Manchester By The Sea, MA 01944

Property at 6 Summer St Unit D, Manchester By The Sea, MA 01944, 2 beds, 1.5 baths

$875,000

2 beds1.5 baths1,344 sq ft

6 Summer St Unit D, Manchester By The Sea, MA 01944

Property at 1 Brook Unit 1A, Manchester-by-the-sea, MA 01944, 3 beds, 2.5 baths

$1,425,000

3 beds2.5 baths2,466 sq ft

1 Brook Unit 1A, Manchester-by-the-sea, MA 01944

Property at 239 Summer, Manchester-by-the-sea, MA 01944, 5 beds, 5 baths

$17,500,000

5 beds5 baths7,263 sq ft

239 Summer, Manchester-by-the-sea, MA 01944

Property at 2 Orchard Ln, Manchester By The Sea, MA 01944, 6 beds, 3.5 baths

$899,000

Land1.80 acres (lot)

2 Orchard Ln, Manchester By The Sea, MA 01944

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NEW 27 HRS AGO

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
October Hill, the original estate on Paine Avenue in historic Prides Crossing reflects the quiet grace and coastal character that define Boston’s Gold Coast. This magnificent 2.6 acre private property features original Olmsted-designed gardens, southern exposure, and breathtaking views of Baker’s and Misery Islands and Salem Sound, plus deeded private beach access and a current mooring off the beach. Cherished and meticulously maintained by the same owners for more than 35 years, the home has benefited from several significant updates in the past 2 years including new windows, upgraded electrical systems, updated Primary suite and bath with custom walk-in closet, refinished floo

$5,300,000

5 beds7 baths6,732 sq ft

23 Paine Ave, Prides Crossing, MA 01965

Refinished floors • Home gym • 2.59 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
A landmark of Magnolia's storied coastline, this extraordinary oceanfront estate has graced Shore Road since 1889. Set above the Atlantic on one of Cape Ann's most coveted seaside addresses, the residence masterfully blends timeless architecture with thoughtfully curated updates, creating a home that feels both historically significant and effortlessly livable. Sunlight pours through expansive windows, illuminating gracious rooms designed for intimate gatherings and grand entertaining alike, while six fireplaces add warmth and character throughout. Outside, terraces and gardens frame panoramic ocean vistas where the rhythm of the tides, passing sailboats, and spectacular coastal sunsets bec

$4,500,000

7 beds5.5 baths6,367 sq ft

31 Shore Rd, Gloucester, MA 01930

Six fireplaces • Expansive windows • Terraces and gardens

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
Welcome to this beautifully maintained home nestled in one of Magnolia's most desirable neighborhoods. From the front porch with ceiling fans to the landscaped gardens, this property offers timeless charm. Inside, enjoy a bright, open floor plan perfect for everyday living. The updated kitchen boasts modern finishes and flows seamlessly into the spacious living and dining area. Recently renovated bathrooms add exceptional luxury. The guest bath features a unique, lighted sea glass sink with a wave backsplash. The primary suite bath is a private oasis, boasting solid wood cherry cabinets, built-in hampers, a convenient tea station with a microwave, and a glass tile walk-in shower with a rain

$1,139,000

3 beds2.5 baths2,400 sq ft

30 R Magnolia Ave, Gloucester, MA 01930

Renovated bathrooms • Updated kitchen • Built-in hampers

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach,

$4,295,000

4 beds3.5 baths4,765 sq ft

16 Hesperus Cir, Gloucester, MA 01930

Coastal setting • Private landscape • Waterfront living

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
Top 3 reasons to buy this house: `1 - wake up & see the water, hear the water, smell the water while you have your coffee in bed. 2- total energy bill is $162/month w/ substantial credit to get you started. 3 - Enjoy SINGLE LEVEL TURNKEY living featuring top-quality, extensive renovations throughout! Open concept living/dining/kitchen. 2 bedrooms PLUS an ensuite primary bedroom with walk in shower(4 bedroom septic) and 2 full baths total all on one level. Downstairs, you'll find a spacious, semi-finished basement bonus space boasting 7.5-foot ceilings, a window well, and egress. This property sits on a level lot complete with an apple tree, raspberry bushes, off-street parking, and

$929,000

3 beds2 baths1,377 sq ft

5 Field Rd, Gloucester, MA 01930

Apple tree • Single-level living • Off-street parking

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ABOUT THIS HOME
Luxury Home for sale in 01944, MA:
Set atop approximately 4± private acres in sought-after Beverly Farms, this distinguished c. 1876 Victorian residence offers timeless architecture, scenic water glimpses, and exceptional privacy just moments from Beverly Farms Village and West Beach. Encompassing over 8,500 square feet, the home features 6 bedrooms, plus a separate 2-bedroom apartment ideal for guests or extended family. Elegant interiors showcase a grand foyer with sweeping staircase, sun-filled living and dining rooms with fireplaces, leaded glass, and fine millwork, a welcoming kitchen, and a serene enclosed porch. Historic craftsmanship is complemented by thoughtful updates throughout. Expansive porches, a screen

$3,195,000

8 beds6.5 baths8,535 sq ft

802 Hale St, Beverly, MA 01915

Private acres • Grand foyer • Separate apartment

Property at 34 Paine Ave, Prides Crossing, MA 01965, 13 beds, 16 baths

$22,990,000

13 beds16 baths27,313 sq ft

34 Paine Ave, Prides Crossing, MA 01965

Property at 5 Proctor St, Manchester By The Sea, MA 01944, 4 beds, 6 baths

$11,495,000

4 beds6 baths8,000 sq ft

5 Proctor St, Manchester By The Sea, MA 01944

Property at 3 Proctor St, Manchester By The Sea, MA 01944, 5 beds, 4 baths

$2,995,000

5 beds4 baths3,582 sq ft

3 Proctor St, Manchester By The Sea, MA 01944

Property at 63 West St, Beverly, MA 01915, 5 beds, 8.5 baths

$17,999,000

5 beds8.5 baths11,975 sq ft

63 West St, Beverly, MA 01915

Property at 48 Paine Ave, Beverly, MA 01915, 5 beds, 3.5 baths

$3,195,000

5 beds3.5 baths6,295 sq ft

48 Paine Ave, Beverly, MA 01915

Property at 965-973 Hale St, Beverly, MA 01915, 7 beds, 6.5 baths

$9,990,000

7 beds6.5 baths9,627 sq ft

965-973 Hale St, Beverly, MA 01915

Property at 53 Paine Ave, Beverly, MA 01915, 5 beds, 7 baths

$14,900,000

5 beds7 baths10,324 sq ft

53 Paine Ave, Beverly, MA 01915

Property at 184 LOT 4 Hart St, Beverly, MA 01915

$999,995

Land1.11 acres (lot)

184 LOT 4 Hart St, Beverly, MA 01915

Property at 184 Hart Street, Lots 4,6,7, Beverly, MA 01915

$2,999,995

Land3.40 acres (lot)

184 Hart Street, Lots 4,6,7, Beverly, MA 01915

Luxury Homes for Sale in 01944

There are currently 20 luxury homes for sale in 01944 at a median listing price of $1.49M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 01944 stay on the market for 96 days. This map is refreshed with the newest listings in 01944 every 15 minutes.

In the past month, 7 homes have been sold in 01944. In addition to houses in 01944, there were also 3 condos, 2 townhouses, and 1 multi-family unit for sale in 01944 last month. Find your dream home in 01944 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 01944 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 01944. If you're looking to sell your home in the 01944 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 01944 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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