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$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
$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
$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
$389,000
2 Beds ⋅ 2 Baths ⋅ 5093862 MLS
Welcome home to this charming Cape Cod-style home nestled in the desirable Rimmon Heights neighborhood on Manchester's sought-after West Side. Offering timeless character and thoughtful updates throughout, this home combines classic New England charm with modern conveniences. Known for its tree-lined streets, established homes, convenient location, and strong sense of community, Rimmon Heights provides easy access to parks, schools, shopping, dining, and major commuting routes. You'll appreciate the gleaming hardwood floors, abundant natural light, and tasteful updates throughout. The kitchen features stainless steel appliances, quartz countertops, a classic subway tile backsplash, updated cabinetry, and an open-concept layout that flows seamlessly into the dining area, for everyday living and entertaining. You will enjoy the delightful three-season porch that overlooks the backyard, creating the perfect spot to relax. Spacious front-to-back living room is highlighted by a cozy wood-burning fireplace, offering warmth & comfort during New England winters. Adding to the home's distinctive character, the turned staircase showcases a beautiful arched opening, enhancing the home's architectural charm. Upstairs, you'll find two comfortable bedrooms, including a generous front-to-back primary bedroom. Lower level potential for future finishing and includes a laundry area, utility sink, and a bonus three-quarter bath being conveyed as-is. Existing plumbing remains in place and functional, providing an opportunity for future updates. Highlights include energy-efficient solar panels that help offset utility costs and support sustainable living. Enjoy a private backyard retreat complete with a patio area ideal for entertaining, gardening, or relaxing, along with a detached one-car garage for added convenience and storage. Don't miss your opportunity to own this special Rimmon Heights home. Showings begin at Open House on Friday, June 12th at 4:30pm.

20 Upland St, Manchester
$475,000
3 Beds ⋅ 1 Baths ⋅ 5092755 MLS
Welcome to this charming Cape-style home! This well-maintained home features a desirable open-concept layout, creating a bright and inviting space perfect for both everyday living and entertaining. The kitchen is equipped with stainless steel appliances and flows seamlessly into the main living and dining areas. Refinished hardwood floors add warmth and character throughout much of the home. The first floor offers a convenient bedroom and an updated full bathroom, providing flexibility perfect for guests or one-level living. Upstairs, you'll find two additional bedrooms with built-in drawers and plenty of closet space. The partially finished basement offers additional living space. This is perfect if you're working remotely, managing a busy household or simply looking for extra room to spread out. This space features two built-in desks, creating an ideal setup for a home office, study area, craft room or creative workspace. An attached garage and separate storage area provides added convenience. Situated in a convenient Manchester location close to shopping, dining, and major commuter routes, this move-in-ready home offers the perfect blend of charm and functionality. Don't miss your opportunity to make this wonderful property your next home! Some photos are virtually staged.

220 Norfolk St, Manchester
$410,000
3 Beds ⋅ 1 Baths ⋅ 5091059 MLS
Nicely rehabbed 3 bedroom home in convenient and desirable area of Manchester. Features include brand new kitchen with new cabinets, brand new stainless steel appliances and quartz counter tops. Fresh paint, wood floors, farmers porch and more. Agent interest in property.

426 Milford St, Manchester
$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
$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
$499,900
3 Beds ⋅ 1 Baths ⋅ 5088504 MLS
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. A rare combination of space, views, and potential in a serene setting—don’t miss it!

808 Grove St, 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
$688,000
6 Beds ⋅ 5 Baths ⋅ 5087978 MLS
Charming, Fully Updated 1900 Classic Home-Ideal for Multigenerational Families or Like-Minded Professional Shared Living. Welcome to this exceptionally spacious and thoughtfully updated classic Manchester home. Situated on a 4,356 sq ft lot (per city records), this property offers 3,794 sq ft of finished living space across four fully finished levels, 8 private bedrooms, 2 large flexible bonus rooms in the basement. It’s the perfect blend of historic New England character and modern functionality — ideal for extended families or a harmonious community of professionals. This is a rare opportunity to own a warm, expansive, and highly functional home designed for connection, privacy, and comfortable living on a grand scale. Excellent location in Manchester near amenities, parks, and major routes. Move-in ready with fresh paint, quality mechanical upgrades, hardwood floors throughout, and meticulous upkeep. Schedule your private showing today and experience this exceptional Manchester property in person!

729 Pine St, Manchester
$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
$669,000
4 Beds ⋅ 3 Baths ⋅ 5086242 MLS
Exceptional Tri=Level Living in Manchester's North End. Located in one of the city's most desirable and quiet North End neighborhoods, this property offers a peaceful retreat ideal for leisurely evening walks while being minutes from the heart of the he City. The elegance begins at the curb. A Granite lamppost and automated pathway lighting illuminate the front walk and beautifully maintained mature landscaping The entire 125 x 100 lot is kept lush and vibrant by a multi-zone in ground sprinkler system. Modern Gourmet Kitchen features high end Jenn-Aire appliances and quartz countertops. French doors open to a newly constructed 12 x14 Trex deck The Living Room features a wall mounted HDTV and Denon sound surround system. 4 2nd floor bedrooms with the Primary having it's own private bathroom. Lower level Family Room opens to a large, private slate patio in the landscaped real yard.

75 N Acres Rd, Manchester
$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
$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
$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
$11,250,000
7 Beds ⋅ 9 Baths ⋅ 73389616 MLS
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
$17,500,000
5 Beds ⋅ 6 Baths ⋅ 73386848 MLS
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

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