5 Bedroom homes for sale & real estate in Wellesley, MA

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OPEN SAT, 12PM TO 1:30PM

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef would envy, all stainless steel appliances and generous counter space. Three full baths and one half bath beautifully redone showcase the quality finishes throughout. The walk out lower level is a highlight, featuring a secondary kitchen, a bedroom and full bath, and ample flexible living space ideal for guests or recreation. Move-in ready and thoughtfully updated, this home combines character

$2,250,000

5 beds3.5 baths3,774 sq ft

7 Cliff Rd, Wellesley, MA 02481

Secondary kitchen • Renovated home • Walk out lower level

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Situated in the desirable Dana Hall neighborhood, this stunning colonial home has been reimagined into a true oasis. Renovated by Flavin Architects and Ken Vona Construction, this property has been elevated to the highest standards of craftsmanship. The bright two-story foyer greets you with walls of windows which stream sunlight. The quarter-sawn oak floors lead to a formal dining room with floor-to-ceiling windows and glass doors opening to a private patio. The Bulthaup kitchen features high-end appliances, a butler’s pantry, double ovens, a full-size wine cooler, and a spacious island, flowing into a family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Th

$5,350,000

5 beds7 baths8,700 sq ft

55 Ridge Hill Farm Rd, Wellesley, MA 02482

Private patio • Custom built-ins • Stone gas fireplace

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Beautiful home with 1/2 court basketball in the lower level!! Over 9200 sq ft of living space on 4 floors w/ one acre of land. Enter into a stunning 3 story foyer w/ white oak herringbone floors and over 10 foot ceilings. Incredible kitchen with oversized island opens into great room (1200 sq ft) with fireplace and filled with windows! Oversized mudroom & walk-in food pantry. Private library/office with gas fireplace and built-ins complete the first floor. An incredible master suite with fabulous walk-in closet and spa-like marble bath. All bedrooms en-suite w/ walk-in closets. 3rd floor with 5th bedroom. Lower level in addition to basketball court has theatre/media room with wet bar

$5,595,000

5 beds6.5 baths9,995 sq ft

192 Pond Rd, Wellesley, MA 02482

Lower level • Mudroom • Walk-in food pantry

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a patio with a fire pit. Additional highlights include a farmer’s porch, a generous mudroom, and an oversized detached 2-car garage with two floors of storage. Updated throughout with new wiring, energy-efficient heating and cooling, insulation, windows, and a tankless hot water system. The

$2,850,000

5 beds4 baths4,200 sq ft

16 Oak St, Wellesley, MA 02482

Generous mudroom • Farmer's porch • Chef's kitchen

OPEN SUN, 11:30AM TO 12:30PM

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Incredible value for luxury new construction in the Hunnewell school district. Ideally located close to Wellesley Center + just minutes from the High School, this 5 bed, 5 bath Colonial impresses with its luxurious finishes, soaring ceilings and abundant natural light. The 1st floor offers a chef’s kitchen w/ stainless appliances, walk-in pantry, quartz countertops and white cabinetry w/ white oak detail that opens to a dining area + a fireplaced family room overlooking the gorgeous grounds. An office/bedroom, full bath and large mudroom w/ access to an oversized 2-car garage complete this level. The 2nd floor boasts a vaulted-ceiling primary suite w/ walk-in closet and serene bath, a

$2,550,000

5 beds5 baths5,200 sq ft

93 Seaver St, Wellesley, MA 02481

Quartz countertops • Chef's kitchen • White cabinetry

Property at 39 Audubon Rd, Wellesley, MA 02481, 5 beds, 6.5 baths

$4,398,000

5 beds6.5 baths7,461 sq ft

39 Audubon Rd, Wellesley, MA 02481

Property at 19 Northgate Rd, Wellesley, MA 02481, 5 beds, 5.5 baths

$3,249,000

5 beds5.5 baths4,886 sq ft

19 Northgate Rd, Wellesley, MA 02481

Property at 1 Clock Tower Dr, Wellesley, MA 02481, 5 beds, 4.5 baths

$2,590,000

5 beds4.5 baths5,261 sq ft

1 Clock Tower Dr, Wellesley, MA 02481

Property at 12 Bird Hill Ave, Wellesley, MA 02481, 5 beds, 5.5 baths

$3,895,000

5 beds5.5 baths5,833 sq ft

12 Bird Hill Ave, Wellesley, MA 02481

Property at 3 Ravine Rd, Wellesley, MA 02481, 5 beds, 7 baths

$5,495,000

5 beds7 baths7,720 sq ft

3 Ravine Rd, Wellesley, MA 02481

Property at 35 Albion Rd, Wellesley, MA 02481

$3,250,000

— beds— baths— sq ft

35 Albion Rd, Wellesley, MA 02481

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Discover refined luxury in this new construction 5-bedroom, 3.5-bath townhome showcasing exceptional luxury finishes built by a local seasoned developer. The gourmet kitchen is a chef’s dream with high-end appliances, custom Italian cabinetry, & quartz countertops, opening seamlessly to sun-filled dining & family areas designed for modern living. The expansive primary suite offers a spa-like retreat with heated bath floors, a large walk-in closet, & an elegant en-suite bath. 2 spacious bedrooms & a full bathroom complete the second floor, while the finished attic offers an additional en-suite bedroom and versatile flex space ideal for an office or playroom. 1 car

$1,798,000

5 beds4.5 baths3,562 sq ft

18-20 Pennsylvania #18, Newton, MA 02461

Sun-filled dining • Quartz countertops • High-end appliances

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Explore this extraordinary 5/5/2 modern farmhouse crafted by a local designer/builder with 47 years of uncompromising standards. Thoughtful, functional design meets today’s lifestyle. The heart of the home is a chef’s kitchen with an entertainment-sized island, hidden pantry, 48" Thermador refrigerator, multi-function double oven, and induction cooktop, all framed by expansive windows with sun-drenched private views. The family room features a soaring fireplace with a marble wall and striking rope lighting. Flexible dining spaces add balance. The 1st-floor in-law suite offers sliding doors to the deck. Level 2 features sparkling raindrop lighting along the bridge hallway le

$2,749,000

5 beds6 baths5,130 sq ft

12 Hill St, Needham, MA 02494

Induction cooktop • Thermador fridge • Hidden pantry

OPEN SUN, 12PM TO 1:30PM

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Elegance & sophistication describes this wonderful new construction townhome with over 3,000 sq ft of living space. This 5 bedroom, 4.5 bathroom home seamlessly blends luxury & comfort with gleaming white oak hardwood floors & tons of natural light throughout. The chef's kitchen features stainless appliances, quartz countertops & a large breakfast island. The living room/dining room combination with a fireplace is perfect for hours of entertaining family & friends. Completing this level is a powder & mudroom with direct access to the 1 car garage. The 2nd floor features a lovely primary suite with a spa like bath & huge walk in closet. Three generou

$1,828,000

5 beds4.5 baths3,175 sq ft

45 River Ave #45, Newton, MA 02464

Powder mudroom • Chef's kitchen • Fireplace

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
New Construction! This striking modern home offers the perfect blend of space, light, and elegance. Spread across four levels, the home welcomes you with dramatic ceilings and an open concept living area that flows beautifully for modern living and entertaining. The spacious layout includes 5 bedrooms and 5 and half bathrooms, offering comfort and flexibility for family and guests. A modern design chef's kitchen with floor to ceiling cabinets, high end appliances and an over sized island is the focal point of this amazing property. The unique architectural design has attention to detail throughout. Vaulted ceilings on the entire first level with a gorgeous primary suite and a spa inspired

$2,499,000

5 beds5.5 baths4,550 sq ft

62 Evelyn Rd, Needham, MA 02494

Over sized island • High end appliances • Vaulted ceilings

OPEN SUN, 12PM TO 1:30PM3D & VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Introducing the pinnacle of modern luxury living—this extraordinary new construction redefines sophistication with 5–6 bedrooms, 6.5 baths, and flawless design at every turn. The open-concept main level stuns with architectural lighting and a seamless flow between the grand family room and chef’s kitchen—complete with Thermador appliances, a striking waterfall island, custom cabinetry, & an elegant butler’s pantry. Upstairs, the primary suite feels like a five-star retreat with a glass balcony, spa-worthy bath, & two walk-in closets. Four additional bedrooms (two ensuite) & a third-floor loft with skyline views and full bath offer unmatched vers

$2,497,750

5 beds6.5 baths6,006 sq ft

143 Hunting Rd, Needham, MA 02494

New construction • Butler's pantry • Thermador appliances

ABOUT THIS HOME
5 Bedroom Homes for Sale in Wellesley, MA
Exceptional new construction by Arco Design + Build, a highly regarded builder known for exceptional craftsmanship and design. . This over 6,000 SF residence offers refined living with serene pond views and a thoughtfully designed layout across three spacious levels. The main floor features a stunning chef’s kitchen with custom cabinetry, high-end appliances, and a dramatic waterfall island, opening to a light-filled family room and formal living spaces. Upstairs, the luxurious primary suite boasts a spa-like bath and expansive walk-in closet. Additional highlights include a walk-out lower level, designer finishes throughout, and professionally landscaped grounds. Ideally located near

$3,995,000

5 beds5.5 baths6,378 sq ft

873 Chestnut St, Waban, MA 02468

Custom cabinetry • High-end appliances • New construction

Property at 345 Central Ave, Needham, MA 02494, 5 beds, 5.5 baths

$2,650,000

5 beds5.5 baths5,515 sq ft

345 Central Ave, Needham, MA 02494

Property at 98 Hunnewell St, Needham, MA 02494, 5 beds, 5.5 baths

$2,749,000

5 beds5.5 baths4,881 sq ft

98 Hunnewell St, Needham, MA 02494

Property at 36 Troy Ln, Newton, MA 02468, 5 beds, 4.5 baths

$2,125,000

5 beds4.5 baths3,300 sq ft

36 Troy Ln, Newton, MA 02468

Property at 7 Avery St, Needham, MA 02494, 5 beds, 5.5 baths

$2,555,000

5 beds5.5 baths5,350 sq ft

7 Avery St, Needham, MA 02494

Property at 71 School St #71, Needham, MA 02492, 5 beds, 4.5 baths

$2,095,000

5 beds4.5 baths4,000 sq ft

71 School St #71, Needham, MA 02492

Property at 28 Mercer Rd, Needham, MA 02494, 5 beds, 3.5 baths

$1,898,000

5 beds3.5 baths3,954 sq ft

28 Mercer Rd, Needham, MA 02494

Property at 47 Emerson Rd, Needham, MA 02492, 5 beds, 5.5 baths

$2,595,000

5 beds5.5 baths5,554 sq ft

47 Emerson Rd, Needham, MA 02492

Property at 135 Orchard Ave, Weston, MA 02493, 5 beds, 4.5 baths

$5,150,000

5 beds4.5 baths4,340 sq ft

135 Orchard Ave, Weston, MA 02493

Property at 29 Water St, Natick, MA 01760, 5 beds, 2.5 baths

$1,645,000

5 beds2.5 baths3,422 sq ft

29 Water St, Natick, MA 01760

Property at 94 Woodland St, Natick, MA 01760, 5 beds, 4.5 baths

$2,150,000

5 beds4.5 baths4,450 sq ft

94 Woodland St, Natick, MA 01760

Property at 53 Heather Ln, Needham, MA 02492, 5 beds, 6 baths

$3,695,000

5 beds6 baths6,300 sq ft

53 Heather Ln, Needham, MA 02492

Property at 10 Whittier Rd, Natick, MA 01760, 5 beds, 3.5 baths

$1,590,000

5 beds3.5 baths4,050 sq ft

10 Whittier Rd, Natick, MA 01760

Property at 233 Warren St, Needham, MA 02492, 5 beds, 6 baths

$3,325,000

5 beds6 baths6,300 sq ft

233 Warren St, Needham, MA 02492

Property at 169 Hickory Rd, Weston, MA 02493, 5 beds, 3 baths

$2,800,000

5 beds3 baths5,328 sq ft

169 Hickory Rd, Weston, MA 02493

5 Bedroom Homes for Sale in Wellesley

There are currently 11 5 bedroom homes in Wellesley. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Wellesley stay on the market for 44 days and receive 1 offers. Popular neighborhoods include Cliff Estates, Overbrook / East Natick, Charles River Village, Wellesley Fells, and Babson Park. This map is refreshed with the newest listings in Wellesley every 15 minutes.

In the past month, 25 homes have been sold in Wellesley. In addition to houses in Wellesley, there were also 17 condos, 8 townhouses, and 2 multi-family units for sale in Wellesley last month. Wellesley is a minimally walkable city in Norfolk County with a Walk Score of 37. Wellesley is home to approximately 27,836 people. Find your dream home in Wellesley 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 Wellesley are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Wellesley. Our Wellesley real estate stats and trends will give you more information about home buying and selling trends in Wellesley. If you're looking to sell your home in the Wellesley area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Wellesley with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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