37 properties for sale in Wellesley Hills

Charming English Cottage ideally situated to support easy walking access to Wellesley amenities: shopping, Commuter Rail, library, schools, sports fields, and the idyllic Brook Path. Meticulously maintained, this treasured home's entrance invites you into a fireplace-focused living room, a bright new kitchen, and a spacious family room which can provide a flexible floor plan to support aging in place. A full bathroom and laundry are on the first level, and three bedrooms and a shared full bath are on the 2nd floor. Home includes a full basement for play, work, exercise and storage. Its recently-finished space features bright windows, tall ceilings, and interior and exterior access. Parking for three vehicles. A yard with lovely mature plantings and a patio complete the offering. Enjoy the convenience and lifestyle of this sought-after neighborhood of Wellesley!

Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell

Ideally situated in one of Wellesley's most desirable neighborhoods, this spacious Colonial offers a rare combination of privacy, generous living space, and exceptional walkability. Enjoy the convenience of being approximately a 10-minute walk to Whole Foods, 12 minutes to the middle school, 15 minutes to the elementary school, and 16 minutes to Wellesley High School, with Linden Square, Wellesley Hills Commuter Rail, shopping, and dining also nearby. Extensively updated in 2023, this inviting home offers over 5,700 square feet of versatile living space, thoughtfully designed for everyday comfort and entertaining.Sun-filled interiors and a thoughtfully designed floor plan welcome you into a gracious fireplaced living room, elegant dining room, and private office with custom built-ins. At the heart of the home, the renovated kitchen features upgraded appliances, two dishwashers, an expansive island, and a spacious dining area opening to a covered deck and private backyard. A stylish bar

Beautifully renovated and ideally located in a sought-after Wellesley neighborhood this Village Colonial offers the perfect blend of style, comfort, and convenience. Enjoy easy access to Wellesley's vibrant town center, commuter rail, and highly regarded schools. Thoughtfully and stylishly updated throughout this inviting home combines modern finishes with timeless appeal, creating a wonderful setting for both everyday living and entertaining. Stunning renovated kitchen opens to a lovely dining room with a built in china cabinet and leads to the living room with a fireplace. The flexible floor plan includes a first floor bedroom/office or playroom option. Upstairs features 12 foot ceilings, a gorgeous primary bedroom with a serene spa like bath and a fabulous bonus family room that showcases a picture window. The walk out lower level adds additional space with built-ins. Outside you will enjoy privacy in the fenced in yard with 2 patios and mature landscaping. A rare opportunity to enj

Introducing 32 Wall Street, a modern masterpiece of exceptional design and refined luxury in one of Wellesley

Highly desirable Wellesley Hills community! Beautifully renovated and expanded dormered Cape offering an exceptional combination of style, space, and convenience. The private, gorgeous sprinklered yard features mature landscaping, a deck, and patio overlooking a scenic wooded setting. A younger sunroom addition with French doors to the deck opens seamlessly to the newer kitchen with island bar, granite countertops, stainless steel appliances, and dining area. The inviting fireplaced living room features a bow window, crown molding, and automatic blinds. Formal dining room, first-floor bedroom, newer tile bath, and newer rear mudroom with double closet complete the main level. Upstairs features a spacious primary bedroom with custom built-in cabinets and drawers, generous secondary bedroom with built-in speakers and dual closets, and newer skylit tile bath. Finished lower-level family room adds valuable living space. Younger windows, 2021 central air, 2018 heating system, 2020 hot water

Rarely does a new construction opportunity of this scale arise in Wellesley Hills. Spanning an impressive 6,000 square feet, this 5-bedroom, 5-bathroom residence offers a level of space and volume that is nearly impossible to find at this price point. The sun-drenched interior features exquisite millwork and a thoughtful, modern floor plan. The first floor is designed for effortless living, boasting a formal living and dining room, a dedicated office or guest bedroom with a full bath, and a stunning chef's kitchen equipped with Thermador appliances that flows into an inviting fireplaced family room that overlooks the very private grounds. Upstairs, you'll find four generous bedrooms with large finished closets, including a sumptuous primary suite featuring three closets and a spa-like bathroom. The lower level has a play room, mud room, and full bath. Outside, a beautiful, secluded patio offers a private oasis for alfresco dining. If you've been searching for a high-design new build th

A private residence within Wellesley's condo lifestyle. Discover a distinctive residence where privacy, space and a sense of arrival come together. Unlike a typical condo where you enter directly from a shared hallway, this unit offers a foyer directly connected to the residence, creating the feeling of entering your own sanctuary. Once inside, the residence offers a comfortable and inviting layout with rustic elegance. The elevated location adds to the peaceful, private atmosphere. A private, fenced-in, front brick patio welcomes you here, while the rear balcony provides beautiful morning sunlight and overlooks the manicured grounds. Featuring high ceilings, elegant architectural details and hardwood floors throughout, the spacious living and dining area is highlighted by a wall of windows that fills the space with natural light, along with a fireplace featuring a new tile surround. An inviting office alcove, illuminated by windows on three sides, creates an ideal work-from-home space

Rare opportunity to get into the Town of Wellesley. Situated on an oversized 26000 sqft lot on a cul-de-sac with potential for expansion.This well-maintained 4 Bedrooms, 2 1/2 bath home is in move-in condition. The main level has gleaming hardwood floors throughout, a master bedroom with an updated en-suite bath, and two good-sized bedrooms with shared updated full bath. New kitchen with SS appliances and granite counter tops and access to rear deck overlooking level backyard. Living room with fireplace and formal dining area complete the main floor. The fully finished ground level is sunny and bright, with a separate entrance and mud-room area and a bedroom with an updated half-bath, fireplace, and built-in shelving/storage. The large open floor plan provides great flexibility of use for an office, gaming lounge, work-out and entertainment room. Easy access to commuter rail, 95, Rt. 9, schools, parks, shopping and restaurants and Babson and Wellesley and Mass Bay colleges

Highly desirable Wellesley Hills community! Beautifully renovated and expanded dormered Cape offering an exceptional combination of style, space, and convenience. The private, gorgeous sprinklered yard features mature landscaping, a deck, and patio overlooking a scenic wooded setting. A younger sunroom addition with French doors to the deck opens seamlessly to the newer kitchen with island bar, granite countertops, stainless steel appliances, and dining area. The inviting fireplaced living room features a bow window, crown molding, and automatic blinds. Formal dining room, first-floor bedroom, newer tile bath, and newer rear mudroom with double closet complete the main level. Upstairs features a spacious primary bedroom with custom built-in cabinets and drawers, generous secondary bedroom with built-in speakers and dual closets, and newer skylit tile bath. Finished lower-level family room adds valuable living space. Younger windows, 2021 central air, 2018 heating system, 2020 hot water

Prestigious Cliff Estates. Just completed 7000 sq. Ft. Colonial with 4 fireplaces, built-ins, coffered ceilings and wainscoating. Spacious foyer with a striking Bridal staircase. Top end cook

Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch sets the tone of the home's warmth and craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling and shiplap accents. The Chef's kitchen has Thermador appliances, large center island and sunny eat-in area that abuts a spacious family room. Flexible first floor w/office or living room and a formal dining room. 5 bedrooms, including a Primary Suite w/walk-in closet and spa-like bath. The expansive lower level has a full bath offering plenty of space for a playroom and gym. The oversized mudroom w/custom built-ins, easy access to the stone patio will not disappoint. A 2 car garage w/overflow parking space, making coming and going a breeze. It's an ideal commuter location near the Hills Train and short distance to shops, restaurants, and Hills Library. ready and waiting for you!

Set on nearly half an acre on sought-after Cliff Road, this three-bedroom home offers the ease of one-level living with room to gather, work, and entertain. A welcoming living room and formal dining room lead to the kitchen and a spacious family room that opens to the patio. A separate office, private primary suite, and two additional bedrooms complete the main level. Downstairs, a recreation room adds flexible space, while an attached two-car garage, deck, and generous outdoor areas round out the property. Enjoy easy access to the Wellesley Hills commuter rail station, the Brook Path, and the shops and dining of Wellesley Hills. A wonderful opportunity to enjoy the home as it is or bring your vision to a coveted Wellesley address

Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England's most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef's Kitchen and butler's pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

Exquisitely sited in desirable Cliff Estates this much admired white brick colonial has been beautifully renovated and reimagined for modern day living. Stylish living room opens to light and bright sunroom with French doors to patio. Gourmet state-of-the-art kitchen features granite countertops and adjoins to an elegantly appointed dining room with window seat and inviting family room with gorgeous barrel ceiling and picture windows. First floor study/sitting room allows for perfect work from home space. A sweeping staircase leads to second floor featuring a stunning master suite with double walk in closets u0026 vibrant marble spa bathroom. Chic lower level includes playroom, media area, bonus room and full bathroom. Enjoy entertaining on the terraced stone patio overlooking professionally lush landscaped grounds with mature trees and beautiful plantings. Meticulously maintained with tasteful decor throughout makes this an extraordinary opportunity!

Opportunity knocks! Nice home in Wellesley with good space on a desirable street in the Sprague Estates. Amenities include new roof in May 2007, freshly painted exterior, air conditioning, water heater in September 2007, eat in kitchen, enclosed porch, finished lower level with play room and office and on a double lot. Close to town, train, schools, shopping and restaurants at the new Linden Square. Terrific location with easy access to major routes

Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills' Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef's kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is acce

Gorgeous new construction in Wellesley Farms, where warmth, style, and a designer's touch come together to create a home that will capture your heart. Thoughtfully crafted with timeless finishes and exceptional attention to details. The heart of the home is the spacious chef's kitchen, featuring high-end appliances, a pantry and a large center island that flows seamlessly into the dining and family rooms. Bathed in natural light, this inviting main living space overlooks and opens to a large deck with beautiful views of the fantastic backyard, creating an effortless indoor-outdoor living and entertaining. A versatile first-floor study with a dedicated full bath and closet offers flexibility as a home office or 1st bedroom. The charming mudroom provides direct entry from the 2-car garage. Upstairs, 4 en-suite bedrooms each w/walk-in closets, including a luxurious Primary Suite w/vaulted ceiling and 2 walk-in closets and a spa-like bath. The walkout lower level offers something for every

Incredible opportunity to own a rare, conforming one-acre lot in the heart of Cliff Estates! This 4-bedroom, 4-bath home offers exceptional potential and is ready for its next chapter. Bring your vision and reimagine the possibilities in this highly desirable location. Easy to show!

Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed at the highest level, this 7,200+ sq. ft. home balances architectural significance with the warmth and functionality required for everyday living. Expansive walls of glass create a seamless connection to the beautifully landscaped grounds, while custom German white oak millwork, curated natural stone finishes, and exceptional detailing reflect an uncompromising commitment to quality throughout. Designed for both grand entertaining and comfortable daily living, the home offers a level of craftsmanship, sophistication, and performance rarely found in today's market

Wonderful opportunity in a fabulous Wellesley Hills location! Traditional 1929 Classic Center Entrance Colonial with high ceilings, period details, shiny wood floors, plenty of sunshine and a natural open flow. Big first floor with front to back living room with fireplace, dining room adjacent to eat in kitchen, family room with cathedral ceiling and gorgeous stone fire place, and a sunroom/office. 3 good size bedrooms on the second floor. The Primary Bedroom sets up perfectly for easily adding a primary bath. Walk up attic with amazing potential to finish. Terrific as is / tons of upside and expansion potential. Tremendous flat lot with gorgeous stone work and plantings. plenty of room for all kinds of fun. Short walk to the shops, restaurants, and commuter rail in Wellesley Hills

Tucked away on a quiet private lane in the heart of Wellesley Hills, this beautifully updated farmhouse seamlessly blends timeless character with modern comfort. Offering exceptional privacy while just moments from the train, shops, restaurants, and everyday conveniences, this distinctive home delivers the best of walkable village living.A welcoming front porch sets the tone for the warm and inviting interiors, where high ceilings, abundant natural light, and thoughtful architectural details create an effortless flow throughout. The spacious kitchen opens to a sun-filled family room, forming the heart of the home and an ideal setting for both everyday living and entertaining. Elegant living and dining rooms feature fireplaces, crown moldings, and classic details that reflect the home's rich heritage.The serene primary suite serves as a private retreat, highlighted by a stylishly renovated bath. Three additional bedrooms and convenient second-floor laundry complete the upper level.Addin

Located in one of Wellesley's most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The first floor is thoughtfully designed for both everyday living and entertaining, with generously proportioned rooms and a seamless connection to the outdoors. A recently expanded deck, accessible from both the family room and living room, creates an ideal setting for summer dinners, morning coffee, or gathering with friends. Beyond it, the expansive backyard is an uncommon feature for this neighborhood-beautifully private, unusually spacious, and offering wonderful possibilities for outdoor living, recreation, and play. The second floor offers four bedrooms, including a generously sized primary

Highly desirable Wellesley Hills community! Beautifully renovated and expanded dormered Cape offering an exceptional combination of style, space, and convenience. The private, gorgeous sprinklered yard features mature landscaping, a deck, and patio overlooking a scenic wooded setting. A younger sunroom addition with French doors to the deck opens seamlessly to the newer kitchen with island bar, granite countertops, stainless steel appliances, and dining area. The inviting fireplaced living room features a bow window, crown molding, and automatic blinds. Formal dining room, first-floor bedroom, newer tile bath, and newer rear mudroom with double closet complete the main level. Upstairs features a spacious primary bedroom with custom built-in cabinets and drawers, generous secondary bedroom with built-in speakers and dual closets, and newer skylit tile bath. Finished lower-level family room adds valuable living space. Younger windows, 2021 central air, 2018 heating system, 2020 hot water

Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell

A private residence within Wellesley's condo lifestyle. Discover a distinctive residence where privacy, space and a sense of arrival come together. Unlike a typical condo where you enter directly from a shared hallway, this unit offers a foyer directly connected to the residence, creating the feeling of entering your own sanctuary. Once inside, the residence offers a comfortable and inviting layout with rustic elegance. The elevated location adds to the peaceful, private atmosphere. A private, fenced-in, front brick patio welcomes you here, while the rear balcony provides beautiful morning sunlight and overlooks the manicured grounds. Featuring high ceilings, elegant architectural details and hardwood floors throughout, the spacious living and dining area is highlighted by a wall of windows that fills the space with natural light, along with a fireplace featuring a new tile surround. An inviting office alcove, illuminated by windows on three sides, creates an ideal work-from-home space

Welcome to this inviting 4 bedroom, 2.5 bath home featuring a desirable open floor plan. The updated kitchen with high end appliances, showcases quartz countertops, a spacious island, and a seamless connection to the living areas, creating an ideal space for both daily living and entertaining. A generous dining room sits just off the kitchen and family room, offering an easy layout for gatherings with friends and family. Upstairs, you

Highly desirable Wellesley Hills community! Beautifully renovated and expanded dormered Cape offering an exceptional combination of style, space, and convenience. The private, gorgeous sprinklered yard features mature landscaping, a deck, and patio overlooking a scenic wooded setting. A younger sunroom addition with French doors to the deck opens seamlessly to the newer kitchen with island bar, granite countertops, stainless steel appliances, and dining area. The inviting fireplaced living room features a bow window, crown molding, and automatic blinds. Formal dining room, first-floor bedroom, newer tile bath, and newer rear mudroom with double closet complete the main level. Upstairs features a spacious primary bedroom with custom built-in cabinets and drawers, generous secondary bedroom with built-in speakers and dual closets, and newer skylit tile bath. Finished lower-level family room adds valuable living space. Younger windows, 2021 central air, 2018 heating system, 2020 hot water

Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living

Tucked away on an idyllic side street in a charming Wellesley Farms neighborhood, this beautifully maintained Colonial offers classic character, stylish updates, sun-filled spaces, and an exceptional location. Inside, thoughtful updates blend seamlessly with the home