5 Bedroom Homes for Sale in Andover, MA

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Welcome to your dedicated resource for 5 bedroom homes for sale in Andover, MA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Andover, MA agent, Marc Fiore specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Andover, MA

$1,850,000

5 Beds ⋅ 4 Baths ⋅ 73592250 MLS ⋅ ACTIVE Status

Welcome to 23 Pleasant Street, in Andover, Massachusetts. Otherwise known as The Boutwell House | Est. 1857. Some homes are defined by their finishes. Others are defined by their story. 23 Pleasant Street has both—but its story began in 1857. Known historically as the George & Fanny Boutwell House, this remarkable Andover farmhouse has stood for nearly 170 years, evolving for modern living while preserving the character and craftsmanship that make it impossible to replicate today. Step inside and the home's history reveals itself naturally. The original portion of the farmhouse remains remarkably intact, featuring all original hand-hewn beams, an original tin ceiling, original wide-maple and pine floors, high ceilings, French doors and an original soaking tub—authentic details that connect the home to its past rather than simply imitate it. An expansive custom chef's kitchen with a tiger maple island and sun-filled family room, both wired for surround sound, create inviting spaces for living and entertaining. Jack-and-Jill-style bedrooms add character, while a separate au pair or in-law space above the attached garage offers more flexibility for an extended family, guests or a private workspace. In 2004, the home underwent an extensive restoration and modernization, including all-new electrical and plumbing, earning an Andover Historic Preservation Award that May. Continued upkeep includes two boilers installed in 2013 and 2016, exterior painting in 2022, full laundry room reno in 2024, a new roof in 2025, fresh interior paint in 2026, 3 new bathroom vanities in 2026, and a new septic distribution box in 2026. The current owners have continued to uphold the integrity of this house with precision care throughout their ownership. Outside, the home's presence speaks for itself. A classic wraparound porch, expansive mahogany deck and established landscape create a quintessential New England farmhouse setting. The large red barn was added in 2023 and done by Horizon Structures. The 3 red barns/sheds are being left to the new owners along with an electric canine fence that surrounds the property. Set within Andover's desirable High Plain/Wood Hill area, 23 Pleasant offers something new construction simply cannot: documented history, authentic character, and a presence entirely its own. The Boutwell House has been part of Andover since 1857. The opportunity now is to become part of what comes next and add your family to the history of this remarkable property

23 Pleasant St, Andover

Listing courtesy of Listing Agent: Mike Pettoruto from Listing Office: Realty ONE Group Nest.

$5,500,000

5 Beds ⋅ 9 Baths ⋅ 73586540 MLS ⋅ ACTIVE Status

Opportunities like this rarely come along. Set on over a 1.37 acre lot in one of Andover's most desirable neighborhoods, this stately brick-front home will be custom built by one of Andover's most respected custom home builders, known for exceptional craftsmanship and generous specifications throughout. Spanning four finished levels, the home offers remarkable flexibility for the way you live today. The main and second floors delivers thoughtfully designed living space, while a finished attic provides a versatile retreat for a home office, studio, or guest quarters. The finished walkout lower level opens directly to the expansive grounds, perfect for a media room, gym, or entertaining space with seamless indoor-outdoor flow. Construction begins upon a signed agreement, giving the buyer the chance to select custom finishes. Enjoy the rare combination of a brand-new custom home and an established, sought-after Andover location, close to the Pike school, Phillips Academy, downtown Andover, commuter rail to Boston and easy access to routes 93 and 495.

6 Manning Way, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$3,699,000

5 Beds ⋅ 7 Baths ⋅ 73578326 MLS ⋅ ACTIVE Status

Commanding in scale yet beautifully composed, this exceptional 9,280-square-foot residence is set within one of Andover’s most prestigious neighborhoods near Phillips Academy. A gracious two-story foyer introduces interiors distinguished by dramatic millwork, generous proportions and abundant natural light. The inviting family room centers on a fireplace flanked by custom built-ins, while the gourmet kitchen is a cook’s and entertainer’s dream with two islands, top-tier appliances and a spacious dining area. A butler’s pantry connects to the generously sized dining room, and a richly appointed home office features handsome custom cabinetry. Privately positioned in its own wing, the first-floor primary suite is a true retreat with soaring ceilings, Palladian windows, a dramatic fireplace, walk-in closet and spa-like bath. Upstairs are four beautifully proportioned ensuite bedrooms. The expansive walkout lower level, with unusually high ceilings, offers an extraordinary collection of amenities, including family and game rooms, home gym, an entertaining area, golf simulator, movie theater and full bath. With 14 rooms, five bedrooms and six-and-one-half baths, this is a home of remarkable presence, comfort and distinction in an exceptional Phillips Academy-area setting.

12 Prides Circle, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$2,395,000

5 Beds ⋅ 6 Baths ⋅ 73575903 MLS ⋅ ACTIVE Status

Welcome to 37 Porter Road. Where new construction meets a timeless classic home. Over 60% of this home is new construction, seamlessly blended with the original structure, while the historic portion has been fully updated throughout, giving you the soul of an 18th-century antique with the performance of a new home. Built in 1758 by Hezekiah Ballard and transferred to Thomas Manning in 1771, the home remained in the Manning family for over two centuries, until 1999, and is proudly listed on the National Register of Historic Places as one of Andover's most historically significant homes. This wonderfully restored and renovated home sits at the corner of one of Andover's finest neighborhoods, in the heart of the coveted Pike School and Phillips Academy area. The kitchen and all 5.5 baths have been thoughtfully and recently created, along with every major system, including electric and heating, so timeless charm comes paired with modern-day reliability. The first floor offers a spacious country kitchen with gas fireplace, dining room with hardwood floors, family room with a Colonial cooking fireplace and coffered ceiling, living room with Colonial cooking fireplace, and an office with coffered ceiling. The second-floor features 5 bedrooms and 5 baths, two of the bedrooms with wide pine floors. Preservation Document to be reviewed and acknowledged by buyer (see Clipboard).

37 Porter Road, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$1,599,000

5 Beds ⋅ 5 Baths ⋅ 73574169 MLS ⋅ ACTIVE Status

Move-in ready and beautifully updated, this spacious Colonial is ideally situated at the end of a sought-after cul-de-sac. Freshly painted throughout, the home features 5 bedrooms, 4.5 baths—including multiple recently renovated bathrooms, first floor bedroom and full bath, a dedicated bright home office, and fully finished third-floor and lower-level spaces with a built-in sauna. Designed for comfortable everyday living and effortless entertaining, four-season sunroom with operational skylights which opens to an expansive two-tiered decks and an in-ground Gunite pool surrounded by professionally maintained mature landscaping, creating a peaceful and private retreat. An exceptional combination of space, privacy, versatility, and serenity, conveniently located near Phillips Academy, commuter routes, downtown shopping and dining. Great commuter location near route 93 and the commuter rail station to Boston.

10 Hawk Ridge Rd, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$1,685,000

5 Beds ⋅ 4 Baths ⋅ 73566869 MLS ⋅ PRICE CHANGED Status

Exceptional 5,500± SF home set on a beautifully landscaped, nearly one-acre lot abutting conservation trails with stunning in-law/au pair suite. Extensively renovated in 2022, this residence offers elegant living spaces and a resort-style backyard. Highlights include a dramatic two-story foyer, formal living and dining rooms, private office, vaulted great room with fireplace, and a renovated gourmet kitchen. The luxurious primary suite features a sitting room with fireplace, two walk-in closets, and a spa-inspired bath. Three additional bedrooms and second-floor laundry complete the upper level. The walkout lower level includes a bedroom suite, family room, recreation/exercise space, and storage. Outdoors, enjoy a heated saltwater pool, year-round hot tub, four-season pool house, outdoor shower, fire pit, rebuilt composite deck, mature fruit trees, and integrated lighting and sound. Solar panels, smart-home features, and generator readiness complete this exceptional property.

320 High Plain Road, Andover

Listing courtesy of Listing Agent: Jeffrey Goldman from Listing Office: Serhant.

$2,699,000

5 Beds ⋅ 7 Baths ⋅ 73565423 MLS ⋅ ACTIVE Status

Welcome to 49 Salem St where historic character meets modern luxury. The circa-1850 William H. Foster House is a distinguished Federal Colonial set on a beautifully landscaped 1-acre lot abutting the renowned Phillips Academy campus. This remarkable residence offers 5 bedrooms, 4 full and 3 half baths, and 7 fireplaces. The original barn has been transformed into a dramatic family room with fireplace and adjoining game room, creating an ideal setting for entertaining. The expansive kitchen features custom cabinetry, soapstone counters, a 6 burner cooktop, double wall oven, 2 dishwashers, Sub-Zero refrigerator, 2 sinks and a fireside sitting area. The living room opens to a screened porch overlooking the private grounds. Outdoors, enjoy a heated in-ground pool with retractable cover, spa and stone fireplace surrounded by landscaping designed by Laura Bibler. A spectacular 2-story pool house offers living space, kitchenette, full bath and laundry with exciting ADU potential. A 3-car garage completes this exceptional property moments from downtown Andover. Easy access to routes 93 and the commuter rail to Boston.

49 Salem St, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$1,649,900

5 Beds ⋅ 4 Baths ⋅ 73562685 MLS ⋅ ACTIVE Status

Welcome to this stunning 4-year-old, 5-bedroom home, beautifully positioned to take advantage of its picturesque water views and serene setting. Thoughtfully designed with exceptional craftsmanship, elegant finishes, and an abundance of living space, this remarkable residence offers the perfect blend of sophistication, comfort, and everyday functionality. From the moment you arrive, the inviting farmers porch welcomes you into a home designed for both gracious entertaining and relaxed living. At the heart of the home is the spectacular eat-in kitchen, featuring an impressive amount of cabinetry, upgraded appliances, a spacious walk-in pantry, and a large center island—perfect for gathering with family and friends. The kitchen flows seamlessly into the stunning fireplaced living room, where the beautiful, coffered ceiling adds architectural character and elegance. A formal dining room provides an ideal setting for memorable meals and special occasions, while the spacious first-floor bedroom with a full bath offers exceptional flexibility for guests, extended family, or comfortable one-level living. Upstairs, the luxurious primary suite offers a private bath and two walk-in closets, creating a peaceful retreat at the end of the day. Two additional bedrooms provide generous space for family and guests, while a spacious family room and separate office offer the perfect balance of work, relaxation, and everyday living. The third floor adds an incredible level of versatility with a generous bonus room, full bath, and fifth bedroom. Whether used as a private guest suite, teen retreat, media room, home gym, or peaceful getaway, this additional living space offers endless possibilities. Outside, take in the beautiful water views from the multiple patios or relax on the welcoming farmers porch. These outdoor spaces create the perfect backdrop for morning coffee, entertaining, summer gatherings, or quiet evenings enjoying the peaceful surroundings. Additional highlights include central air conditioning, a whole-house generator, and an oversized three-car garage offering abundant space for vehicles, storage, and hobbies. With its beautiful water views, exceptional floor plan, spacious and flexible living areas, and impressive attention to detail, this extraordinary Andover home offers a lifestyle that is both elegant and comfortable. Move-in ready and designed for today’s way of living, this is a truly special property you’ll be proud to call home.

378 Salem Street, Andover

Listing courtesy of Listing Agent: The Joe & Cindy Team from Listing Office: William Raveis R.E. & Home Services.

$1,375,000

5 Beds ⋅ 4 Baths ⋅ 73562635 MLS ⋅ ACTIVE Status

SELLER OFFERING 20K TOWARDS A RATE BUY DOWN!! Large, beautiful home for a growing or multi-generational family on a quiet dead-end street in the Bancroft School district and close to downtown. The first-floor in-law/primary suite, added in 2002, features a large bedroom with walk-in closet, a spacious master bathroom with walk-in shower and separate jacuzzi tub, and dedicated washer/dryer hook-ups. Off the suite’s sitting room is a private deck overlooking the large backyard and above-ground pool — an excellent space for entertaining.The balance of the home, in move-in-ready condition, offers a great floor plan with large bedrooms and abundant closets and storage throughout. A modern kitchen with stainless steel appliances opens to generous living spaces, including a large family room with a stunning fieldstone fireplace. The second-floor master includes a large closet and a beautifully renovated bath with a spacious walk-in shower. Three additional bedrooms are all generously sized, and the second full bath on this level was completely renovated within the last 5 years.Additional features include an oversized two-car garage and a 12’ x 16’ shed.---

26 Kathleen Dr, Andover

Listing courtesy of Listing Agent: We Close Deals Team from Listing Office: Lamacchia Realty, Inc..

$2,985,000

5 Beds ⋅ 7 Baths ⋅ 73561392 MLS ⋅ ACTIVE Status

Every family has that one home everyone wants to come back to. This is that home. Set quietly at the end of a long, winding driveway, this extraordinary residence offers the feeling of a private estate while remaining just minutes from downtown Andover, major commuting routes, and some of the area's most sought-after schools. Surrounded by mature landscaping and thoughtfully designed inside and out, it is a home that welcomes every season, every celebration, and every generation. Rich custom millwork, soaring ceilings, handcrafted details, and walls of windows create spaces that are both grand and inviting. The spectacular great room, with its fireplace and access to the back yard, naturally becomes the heart of every gathering, while the richly appointed study feels more like a private tavern than a traditional office, a place to pour a drink, watch the game, or linger over conversation with friends. At the center of it all, the beautifully updated kitchen features Viking appliances, beverage refrigerators, and thoughtful enhancements that make it just as enjoyable for everyday meals as it is for hosting a holiday dinner. Just beyond, the year-round sunroom with radiant heated floors and a stunning front-to-back fireplace is a place you'll find yourself returning to morning, afternoon, and evening. Five spacious bedrooms, each with its own private bath, provide exceptional comfort and privacy for family and guests alike. Outside, the lifestyle continues. The covered porch overlooking the backyard feels like the veranda of a classic New England retreat, where coffee lasts a little longer and summer evenings seem to never end. Beyond, the beautifully landscaped grounds surround a heated saltwater pool and spa with a cascading waterfall, a new stone fire pit, sweeping wisteria, a newly fenced pet area, and a charming pool house complete with a changing room, half bath, and outdoor shower. Whether you're entertaining a crowd or enjoying a quiet afternoon at home, every space was designed to be lived in and enjoyed. Additional highlights include a three-car garage wired for a future EV charger, a dedicated home gym, an expansive unfinished lower level ready for your vision, a Generac whole-house generator, Reed's Ferry shed, new boiler, bluestone driveway, exterior painting, updated pool equipment, and numerous additional improvements that reflect years of thoughtful care and investment.

11 Black Horse Lane, Andover

Listing courtesy of Listing Agent: Melanie Lentini from Listing Office: Leading Edge Real Estate.

$2,599,900

5 Beds ⋅ 5 Baths ⋅ 73550316 MLS ⋅ ACTIVE Status

ESTIMATED Completion Date 12/31/26. Gracefully set in desirable Andover, Lot 4 at Weeping Willow Estates blends timeless charm with modern comfort, thoughtfully crafted by Seaver Const. The thoughtfully designed floor plan offers sun-filled living spaces, including a welcoming living room, spacious family room with fireplace, elegant dining area, first-floor bedroom/office, and a designer kitchen with premium appliances, custom cabinetry, and generous gathering space ideal for entertaining. Upstairs, four well-sized bedrooms include a luxurious primary suite with spa-style bath, while convenient second-floor laundry enhances daily living. A partially finished lower level with a 3/4 bath offers flexible recreation space, and the three-car garage adds abundant storage. Quality finishes, energy-efficient systems, landscaped grounds, and inviting outdoor areas complete this exceptional home, offering comfort and everyday ease in one of Andover’s most sought-after new communities.

Lot 4 Weeping Willow Drive, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

$2,599,900

5 Beds ⋅ 6 Baths ⋅ 73550274 MLS ⋅ ACTIVE Status

ESTIMATED Completion Date is 10/28/26. Gracefully set in desirable Andover, Lot 3 at Weeping Willow Estates blends timeless charm with modern comfort, thoughtfully crafted by Seaver Const. A welcoming farmer's porch opens to bright living spaces, including a spacious family room with fireplace, elegant dining area, 1st floor bedroom, and a designer kitchen with premium appliances, custom cabinetry, and gathering space for entertaining. Upstairs, 4 well-sized bedrooms include a luxurious primary suite with spa-style bath and 2 walk-in closets, while convenient 2nd floor laundry enhances daily living. A partially finished LL offers flexible recreation space, and the 3 car garage adds storage. Quality finishes, energy-efficient systems, landscaped grounds, and inviting outdoor areas complete this exceptional home, offering comfort& ease in a setting perfect for relaxing, entertaining, & creating lasting memories in one of Andover's most sought-after new communities.

Lot 3 Weeping Willow Drive, Andover

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

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5 Bedroom Homes for Sale in Andover, MA

All 5 Bedroom Homes for Sale in Andover, MA

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