Wellesley Hills MA Real Estate & Homes for Sale

Conveniently located two-family house in the heart of Wellesley. Close proximity to Fuller Brook Path, athletic fields, Whole Foods, T station, and schools. The property features two units with flexible layouts to meet a wide variety of needs. The first floor unit has a more traditional layout, while the second floor unit offers two floors of living space including bonus rooms. The unfinished basement has exterior access for added storage space, with great potential to re-open the former interior access point and finish the space. Ample parking and strong rental history make this property a sure thing for rental income!

One of Wellesley's most iconic homes is available for the first time in over a century. Located on 1.3 acres in the heart of the Country Club area, the main house has over 7,500 SF of living space with soaring ceilings, bespoke details, and Italian millwork found in signature homes of this era. The main entry is anchored by a showstopper grand staircase, original wrought iron light fixtures, double-height ceilings and fireplace, complimented by an entertainment sized living room, billiard room, and an oval dining room. Highlights include a six bedroom main house, four fireplaces, sun room, recording studio above garage, and a 3rd level with surprising multi-room bonus spaces offering unlimited potential. A stunning 3 bedroom guest house built in 2004 completes this one of a kind compound. Outside, the park-like setting includes private yard, secret garden and slate terrace. Circular driveway with porte cochere, wrap around porches and Japanese inspired garden behind the guesthouse.

Gorgeous Colonial transformed and expanded in the heart of the Country Club. This beautifully crafted home delivers a HUGE WOW, preserving the character of an older home w/ all the bells and whistles found in new construction. Expertly appointed w/beamed ceilings, intricate wall paneling, 7" wide white oak floors, custom cabinets, built-ins, and more. Expansive 1st floor doesn't miss a trick...the kitchen/family room is gorgeous, amazing mudroom and 2 home offices. 2nd floor boasts 5 en suite bedrooms including a luxurious Primary suite w/ sophisticated white bath and walkin, plus laundry room. A fantastic finished lower level has a game room with full wet bar, gym, bath...plenty of space for everyone. Exceptional flat, private yard with blue stone patio, beautiful sitting wall, landscaped lawn with mature trees and plantings. The piece de resistance, a 3 car garage with private office/in-law suite above. A stunning home in an A+ location, one of a kind, just completed and ready for yo

Come see what must be the most private 1/2 acre homestead in all of Wellesley. Perched atop one of the cliffs in the highly desirable Cliff Estates area, this gracious, one-of-a-kind home features quality construction and abundant built-ins you don't see anymore. Bookcases and window seats abound, as do custom office/homework stations. You'll love the attic conversion with its full-bath and cozy "boat beds" tucked into the eaves--perfect for nanny or guest suite. Impeccably well-maintained and in move-in condition. Cafes, bakeries, and nearby Wellesley Hills Station (.06 mile) gets you to Back Bay Station in just 32 minutes. Beautiful millwork throughout, wainscoting, Dutch doors, and the 8 fireplaces make this home truly unique. Tradition meets up-to-date efficiency with enterprise-quality Cat 5 cable and high-speed internet throughout. Great flow for entertaining. This custom-built home is looking for a special buyer who appreciates quality and values privacy.

This beautifully renovated home offers the perfect blend of modern updates and original charm. Located in one of Wellesley's most coveted neighborhoods, this could be the one you have been waiting for! The elegant foyer flows into a spacious and bright first floor complete with a living room, dining room, large family room, a half bath and a modern chef's kitchen with high-end appliances, custom white cabinets and quartzite counters. The second floor has an absolutely stunning primary suite with its own dressing room and luxurious bathroom complete with separate shower and tub, radiant floor heat, and heated towel racks. Truly a spa like experience! There are two additional bedrooms on the second floor and an additional bathroom, also with a radiant heated tile floor. A third floor offers two more bedrooms, an office, and a bathroom perfect for visiting family or guests. The level, fenced yard is inviting and peaceful.

Tastefully updated and renovated with careful attention to every detail, from top to bottom! Located in the heart of Linden Square, convenient to shops, schools and the train. The main level showcases an elegant open plan, a spacious dining room, a beautiful living room with fireplace and slider to the outside deck, a luxurious renovated kitchen with SS appliances,excellent cabinets, & granite countertops. Gas heating and gas stove which is unique in Linden Plaza. The upstairs offers two generous bedrooms including a terrific master with an ensuite, updated hallway bathroom & fantastic closets. Pulldown attic great for storage. Finished basement provides fabulous bonus space for work or play. Enjoy the outdoors from your private deck. A rare find in Wellesley!

Rare opportunity to own a 3 bedroom condominium in Wellesley Farms desirable Garden Close. This unit offers elegant architectural detail, dramatic high ceilings and an abundance of natural light. The generous open floor plan offers a wall of oversized windows, extraordinary ceiling height and a grand living room with fireplace adjoining the inviting dining room. The renovated kitchen walks into the sun splashed family room featuring large windows, built-ins and hardwood floors. Stunning Main suite with dressing area and multiple closets includes full bathroom. Two additional spacious bedrooms completes this spectacular floor plan. Elevator access opens directly into unit for privacy and convenience. This stunning residence has been meticulously maintained and offers well proportioned living space throughout. The superior location is close to train, shops, playground and town. Move right in and enjoy all that Wellesley Farms has to offer!

Nestled in the prestigious enclave of Wellesley Hills, this magnificent residence presents a rare opportunity to own a masterpiece crafted by the renowned builder. Sprawling over 7900 square feet of sumptuous living space, reflecting its unmatched quality and grandeur. Every inch of this estate exudes classic elegance, seamlessly blending timeless design with modern luxury. The grandiose architecture greets you with a stately presence, while the meticulous attention to detail beckons you inside to explore further. Upon entering, you are immediately drawn into an ambiance of sophisticated charm. The open floor plan invites natural light to cascade through expansive windows, creating an ethereal glow that dances across the artisan-crafted finishes. The heart of the home boasts a gourmet kitchen that would enchant the most discerning chef, with top-tier appliances and a design that makes both everyday living and upscale entertaining a sheer delight.

Newly gut renovated btow unit townhouse, where no detail has been spared presents an amazing investment opportunity. Stunning two townhouse unit showcase the perfect blend of modern luxury and classic charm. Meticulously designed first floors featuring a Living Room, a versatile Study, and an inviting eat-in chef's kitchen. Venture upstairs to discover two ensuite bedrooms, each boasting stunning bathrooms. The lower level of the home presents another bedroom, a full bath, and a versatile bonus room. Outside, a private patio awaits, surrounded by gorgeous landscaping, creating a serene outdoor retreat perfect for enjoying the beautiful surroundings. Conveniently located in the heart of Wellesley, this home offers easy access to schools, transportation, library, Whole Foods, Wellesley Center and Linden Square.

Welcome to this exquisite, newly renovated townhouse, where no detail has been spared in this complete gut renovation. This stunning home showcases the perfect blend of modern luxury and classic charm, offering a seamless fusion of style and comfort.Meticulously designed first floor featuring a Living Room, a versatile Study, and an inviting eat-in chef's kitchen. The kitchen is a culinary delight, perfect for entertaining or enjoying everyday meals.Venture upstairs to discover two ensuite bedrooms, each boasting stunning bathrooms that exude elegance and sophistication. The lower level of the home presents another bedroom, a full bath, and a versatile bonus room.Outside, a private patio awaits, surrounded by gorgeous landscaping, creating a serene outdoor retreat perfect for enjoying the beautiful surroundings.Conveniently located in the heart of Wellesley, this home offers easy access to schools, transportation, library, Whole Foods, Wellesley Center and Linden Square.

Rarely available - a spectacular opportunity in one of Wellesley's most desirable neighborhoods. This well-maintained, 4 bed, 2 full and 1 half bath Colonial is set on a gorgeous lot in prime Cliff Estates. The main level features a grand foyer flooded with natural light and offering direct access to the expansive formal dining room and living room with large windows overlooking the beautifully-landscaped grounds. The open kitchen, with center island and adjacent family room, has direct access to the patio and backyard. There is also a study/home office, sun room and half bath on this level. The second floor offers a generous main suite with ample closets and a bonus space with walls of windows overlooking the private yard, plus three spacious bedrooms and a full bath. The lower level features recreation space, mudroom, laundry and direct access to the 2-car garage. This is a unique opportunity to renovate or build new in one of Wellesley's finest locations.

Stunning New Construction in Wellesley Farms ! Perfect for large families or those who love to entertain. Oversized windows fill the home w/lots of natural light. Sophisticated, elegant architectural detail, & finishes are seen throughout. The 1st floor chef's kitchen features a large island, Thermador Appliances, Gas Cooking, Custom Cabinets, & is open to the dining area & fire-placed family room. Living & Dining room w/ Coffered ceilings. Powder room, & office/bedroom w/Full Bath complete the 1st fl. The 2nd level showcases French Doors leading into a spacious main suite w/spa like bath, & oversized custom closets. Laundry & 4 additional bedrooms with walk in closets, en suite baths w/heated floors, complete this level. The lower level includes a kitchenette, fire-placed media room, au pair suite/office, 2nd laundry area, & options for an in home gym or game room. Enjoy coffee or entertaining on the outdoor patio and deck. GAS Heat. Walk to Train, 3 Car Garage. Irrigation System !

Located in the coveted Cliff Estates neighborhood of Wellesley, this new construction home sited on over half an acre, embodies modern elegance & innovative architecture.This masterfully planned home offers 8,342 square feet of living on 3 floors, 6 bedrooms, all with en-suite baths as well as a 3 car garage. The spacious living areas with soaring ceilings are thoughtfully designed for both entertaining & everyday living. The open-concept floor plan, with exterior access, seamlessly connects the gourmet kitchen, butler's pantry dining area & family room, providing an ideal setting for gatherings. The second floor offers a lounge area, 4 generous bedrooms, including a grand primary, all with en-suite baths & laundry room. The walkout lower level, offers great entertaining space, kitchenette, cinema room, gym & bedroom. Designed with a contemporary aesthetic, this home offers clean lines, abundant natural light & high-end finishes throughout with meticulous attention to every detail.

Stunning 7800 sq ft custom contemporary on one of Wellesley's favorite streets in Wellesley Hills. This 5 bedroom 6 bath home sits on .66 acres of level yard w/ an accessory dwelling/party barn. All design & construction decisions are of highest quality making this one of Wellesley's most special & iconic homes. Kitchen w/ Alpi composite walnut cabinetry, integrated pulls, radiant floors plus pull out countertops opens to family room w/ fireplace. Living room w/ wine fridges. First floor office/bedroom w/ en-suite bath. Oversized mud w/ laundry. Main bedroom w/incredible walk-in closets & spa-like bath. 3 additional bedrooms all similar in size. 2 beds share a sitting room w/ loft area. Lower level great spaces w/ media area, game room w/bar, exercise room has infrared sauna plus half bath. Party barn w/ radiant concrete floors, full bath & garage doors open to patio, fire pit, basketball sports court & huge yard. Exquisitely landscaped for privacy. Walk to train & easy Boston commute.

BUYERS/INVESTORS TAKE NOTE~Stand alone condo~Property being sold w/current tenant in place who has been there for 7 yrs~GREAT LOCATION~Schools, Commuter Train to Boston, Shopping/Restaurants minutes away~Builder's own property totally remodeled in 2004 before renting~Shows like new~Two covered porches, 7 Rms/3 Bedrooms/2.5 Baths, 1 Car Garage w/remote and 2 off street parking in private driveway~1st Flr w/open Foyer & wide 2nd flr staircase~Custom wains dental molding, Custom columns open Living/Family Room w/oak inlaid floor, bump out, bead board/chair rail, dental crown molding accents, recess lighting, Double French Doors to Dining Rm, Single French Door to Custom Cherry Cabinet packed Kitchen w/island, granite counters, gas cooking, fully appliance, pantry, Half Bath~2nd FLR 3 Bedrooms ALL w/oak floors, Full Bath w/tiled shower-tub for guest and a Primary Bedroom w/Primary Bath w/tiled shower~Partial finished basement~Town Water/Town Sewer/Natural Gas Cooking-Heat~Central Air~

BUYERS/INVESTORS TAKE NOTE~Stand alone condo~Property being sold w/current tenant in place who has been there for 7 yrs~GREAT LOCATION~Schools, Commuter Train to Boston, Shopping/Restaurants minutes away~Builder's own property totally remodeled in 2004 before renting~Shows like new~Two covered porches, 7 Rms/3 Bedrooms/2.5 Baths, 1 Car Garage w/remote and 2 off street parking in private driveway~1st Flr w/open Foyer & wide 2nd flr staircase~Custom wains dental molding, Custom columns open Living/Family Room w/oak inlaid floor, bump out, bead board/chair rail, dental crown molding accents, recess lighting, Double French Doors to Dining Rm, Single French Door to Custom Cherry Cabinet packed Kitchen w/island, granite counters, gas cooking, fully appliance, pantry, Half Bath~2nd FLR 3 Bedrooms ALL w/oak floors, Full Bath w/tiled shower-tub for guest and a Primary Bedroom w/Primary Bath w/tiled shower~Partial finished basement~Town Water/Town Sewer/Natural Gas Cooking-Heat~Central Air~

Welcome to the Penthouse at 144 Linden Street in the heart of Linden Square in Wellesley " a reimagined building boasting three stunning luxury condominiums. Upon entering, a generous entry area offers boundless possibilities, including a bonus room or workspace. The primary and guest suite, each with their own en-suite bath and walk-in closet, lead you to an open dining and living area and beautiful kitchen featuring Miele appliances and custom millwork throughout. Off the main living space, enjoy direct access to a private deck with a gas grill connection that overlooks the common backyard. A dedicated office space, laundry room, and powder room complete the unit. The Penthouse also has exclusive use of a generously-sized shed for additional storage and two dedicated parking spaces. 144 Linden is conveniently located near the Wellesley Square T station, area shopping, and Wellesley's best restaurants!

Welcome to Unit B at 144 Linden Street in the heart of Linden Square in Wellesley " a reimagined building boasting three stunning luxury condominiums. Upon entering, a generous entry area offers boundless possibilities, including three bedrooms plus an office. A gracious hallway leads to two guest bedrooms, one with a dedicated outdoor deck. A shared full bath and half bathroom transition to the large primary suite with a walk-in closet. The rear of the unit has an open dining and living area and beautiful kitchen featuring Miele appliances and custom millwork throughout. Off the main living space, enjoy direct access to a second private deck, with a gas grill connection, that overlooks the common backyard. A dedicated office space, laundry room, and powder room complete the unit. This unit also has exclusive use of a generously-sized shed for additional storage and two dedicated parking spaces. 144 Linden is conveniently located near the Wellesley Square T station and shops.

Welcome to unit A at 144 Linden Street in the heart of Linden Square in Wellesley " a reimagined building boasting three stunning luxury condominiums. Direct access from your covered parking space leads to a modern kitchen with Miele appliances, a large dining and living room with custom millwork, and a private patio directly off the living space. The floor-through layout features a large primary suite and two additional bedrooms with a shared bath. A powder room and oversized laundry room complete the first floor. The generous lower level has an additional entertaining space, a full bathroom, and access to private storage. The exclusive-use rear patio features a fire pit, grilling area, and additional oversized storage area. 144 Linden is conveniently located near the Wellesley Square T station, area shopping, and Wellesley's best restaurants!

Welcome to 144 Linden Street in the heart of Linden Square in Wellesley " a reimagined building boasting three stunning luxury condominiums. With high end finishes and fixtures such as Miele appliances and custom millwork throughout. Each unit has private outdoor space and dedicated storage, two parking spaces, and in-unit laundry, making either the move to the suburbs or a downsize an easy move. 144 Linden is conveniently located near the Wellesley Square T station, area shopping, and Wellesley's best restaurants!

Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom plus Den residence is meticulously designed to maximize both style and function featuring open living spaces with a fireplace, a private balcony, and primary suite includes large walk-in closet. Residents will enjoy exclusive access to the amenities offered including: Concierge Service, Courtyard and Grills, Conference Room, Catering Kitchen, Fitness Center, Sports Simulator, Bike Storage, Pet Spa, EV Car Charging Station, and Garage Parking, in addition to being steps to Linden Square and Wellesley Center offering Fine Dining, Shopping, Walking/Biking Trails, Parks, Public Transportation, and quick access to Boston and major highways.

Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom residence is meticulously designed to maximize both style and function featuring open living spaces with a fireplace, a private balcony, and primary suite includes large walk-in closet. Residents will enjoy exclusive access to the amenities offered including: Concierge Service, Courtyard and Grills, Conference Room, Catering Kitchen, Fitness Center, Sports Simulator, Bike Storage, Pet Spa, EV Car Charging Station, and Garage Parking, in addition to being steps to Linden Square and Wellesley Center offering Fine Dining, Shopping, Walking/Biking Trails, Parks, Public Transportation, and quick access to Boston and major highways.

Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This light-filled, one bedroom residence is meticulously designed to maximize both style and function featuring open living spaces with a fireplace, and access to the resident courtyard. Residents will enjoy exclusive access to the amenities offered including: Concierge Service, Courtyard and Grills, Conference Room, Catering Kitchen, Fitness Center, Sports Simulator, Bike Storage, Pet Spa, EV Car Charging Station, and Garage Parking in addition to being steps to Linden Square and Wellesley Center offering Fine Dining, Shopping, Walking/Biking Trails, Parks, Public Transportation, and quick access to Boston and major highways.

LOCATION! Welcome to Wellesley. This classic colonial residence boasts four spacious bedrooms, three and a half bathrooms, a two-car garage, hardwood floors, and central AC. Nestled in the private College Heights neighborhood, it's a short stroll to top-rated Wellesley public schools. Priced under $1.4M, 21 Pinewood Road offers an updated chef's kitchen, inviting family room with fireplace, bright living room, and a large master suite with walk-in closet and beautiful bathroom. Additional highlights include a 2023 commercial-grade water tank, Buderus heating system, gas heating, and a versatile lower level with a playroom, office, and full bathroom. Conveniently located near schools, commuter rail, and shopping, this home has it all! Don't miss the open houses Sat/Sun 1-3PM!

This grand architectural gem with guest house, and interior sports wing, was built in an era when detail was paramount. Magnificent 5 bedroom home, is one of Wellesley's most admired.Exquisitely renovated, freshly painted with refinished floors, the main house features a welcoming open kitchen/family room with custom cabinetry, 3" granite counters, professional appliances, and fireplace.The 2 storied main entry flows through to a covered veranda with outdoor kitchen overlooking an acre+ of rolling lawns, heated pool, exterior basketball court & gardens.Nestled within, a 1 bedroom guest house with kitchenette, gas fireplace, full bath, laundry and sliding glass doors that open to a pool for summer gatherings.Highlights include a 2nd floor primary suite with elegant spa like bath and 2 generous walk in closets.Walk out lower level offers full bar, fitness room, golf simulator and half basketball court.Truly a rare opportunity to own this one of a kind signature property that has it all!