Wellesley Hills MA Real Estate & Homes for Sale

Incredible, to be built, new construction in one of Wellesley's most desired neighborhoods within walking distance of Bates Elementary. Fabulous floor plan with soaring ceilings, gorgeous millwork, abundant windows, and designer fixtures and finishes throughout. The first floor features a grand foyer, open concept chef's kitchen, breakfast area, fire-placed family room, dining room, and a first-floor study/bedroom option. Four well appointed bedrooms on the second level, including a large primary suite, one en-suite bedroom and a Jack and Jill. A finished lower level with options for a gym, additional bedroom, and a family room. Two car garage with high ceilings, mudroom, gorgeous stone patio and level back yard complete this property. Expected Delivery Spring/Summer 2025.

A rare blend of new construction on nearly an acre in the Pierce Estates. Setting the bar higher, this newly crafted home will be extraordinarily spacious and offer incredible privacy with four floors of luxury living and top quality finishes. The acclaimed Divine Design Center is crafting a kitchen that reflects what buyers demand including rich wood cabinetry, top tier appliances and stone counters. The first floor offers many idyllic settings for unforgettable gatherings- a show-stopping living room with a cathedral ceiling, an inviting fireplaced family room, a private office with a full bath and dining room topped with a coffered ceiling. The bathrooms are each unique and finished with rich marble or porcelain tiles and are ensuite to the generous bedrooms. The top quality of this build continues in the finished lower level that will house a gym, guest bedroom and theater. Outdoor living can't get better than the grounds at 33 Royalston Road that are private and extensive.

Rare opportunity in Wellesley to own this quaint three bedroom cape in a prime location. Enter the house through large screened porch into bright spacious living room next to sparkling well proportioned new kitchen with updated stainless steel appliances, quartz countertops, back splash and center island. Both kitchen and dining area flow into formal/informal dining room with outdoor access to a screened porch to enjoy the peaceful and private outdoor living in the fenced yard. Three generous bedrooms plus plenty of closet space and large bathroom completes the comfortable second floor. Windows, kitchen, floors, exterior/interior paint and bathrooms all renovated in 2019. Close to all major highways, Wellesley Hills retail/dining, Hill Library and Wellesley Hills train. Beautiful home in move in condition plus excellent location.

Nestled on a tranquil cul-de-sac, this sun-filled center entrance colonial beckons with its idyllic setting. Framed by lush conservation land, the backyard provides a serene backdrop, ensuring privacy and a connection to nature and features a sparkling pool. Stepping inside, the home shines with natural light and has a flexible floor plan. The layout creates a sense of balance while promoting a seamless flow between the living spaces. Spacious kitchen features an oversized island, wine fridge, and dining area and opens to the family room with picture windows overlooking the stunning yard. Lovely living room includes a fireplace and crown moldings. Work from home, relax or read in the cozy den. Upstairs has an option for 4 or 5 bedrooms and offers plenty of storage and closet space. One of Wellesley's most coveted and sought after locations. Close to Bates elementary school, Kelly Field, and abutting acres of conservation land, this home is a rare opportunity in a beloved neighborhood.

First time on the market in over 25 years, don't miss this Linden Street gem. Enter this beautiful home from the sunny front porch into foyer & living room w/ bay window, fireplace & custom built in cabinets. Light filled den/office leads to updated kitchen w/stone countertops, pantry, plus large fireplaced family room w/ eat in area & outdoor access. Formal dining room w/ bay window, built in china cabinet is easily accessible from kitchen through butler's pantry. Main bedroom has large walk- in closet & 4 additional bedrooms plus full bathroom complete the 2nd/ 3rd floor living area. Lower level has plenty of extra storage, bonus office/playroom & adjacent spacious workshop. Large private fenced yard w/ brick patio & storage shed. Excellent location, between Linden Square with fabulous retail/dining & Wellesley Hills train stop with shops/restaurants. Commuters dream w/ Wellesley Hills train station around the corner & easy access to RT 9 & Boston roadways. New roof. A true classic!

House Beautiful in sought after Cliff Estates.This center entrance colonial, resting on .64 acres of professionally landscaped grounds is the perfect fit for family life and entertaining. Highlights include the large sun filled gourmet kitchen with 2" white Calacatta marble countertops, high end appliances, custom cabinetry, wine cooler, breakfast area, and mudroom off the side entrance. First floor also includes a spacious dining room, family room with fireplace & built ins, opening to a 3 season room with fireplace, and a generous living room with oversized picture windows. Additional 5th bedroom in-law or au pair suite or office with private entrance round out the first level. The 2nd floor hosts 4 ample bedrooms, including the primary suite with recently renovated marble bath and large walk in closet. Walk up attic could be transformed into a 3rd floor bedroom, office or playroom. Spacious lower level recreation room is a bonus. Plenty of outdoor space for sports court and/or pool!

Discover timeless charm in this picturesque cape style home nestled on a spacious corner lot in a highly sought-after neighborhood. This inviting home boasts character-filled details like a fireplace and French Doors leading to a farmer's porch overlooking the expansive back yard. This well cared for home features four bedrooms and two and one half baths. Large kitchen, family room plus den, and a downstairs office round out the offerings. This home offers east access to schools, highways, transportation, Whole Foods, and all that Wellesley has to offer. All offers will be handled on the Final Offer platform. Absolutely no showings until Open Houses.

Rare and special Mid-Century Modern atop Wellesley Hills! This spacious home includes many of the hallmarks of the famous Deck House design: soaring ceilings, an open floor plan, spectacular tongue and groove wood ceilings and beams, gorgeous carved doors and walls of glass. The west window walls take in the views of the wooded hillside over Wellesley Hills and seasonal sunsets beyond. Designed for entertaining, the fabulous Mad Men style bar greets guests at the entry hall prior to joining you in the 32' Great Room. Massive original doors lead to the comfortable study. Primary bedroom with updated bath, walk-in closet, cedar closet and picture windows where you wake up to the private woodland view. This home is priced significantly below assessed value to reflect the need for some property restoration to bring this special home back to it's full glory. A very well priced Mid-Century treasure!

This converted 1903 firehouse is the only of its kind in Wellesley. It was elegantly made into townhomes in 2006 while retaining much of its originality. With an artful blend of historical and modern elements, Unit 1 of "3 HOSE 3" sports an open floor plan with 14-foot ceilings and has the spectacular "Arches" of the firehouse's original bay doors. The first floor has terrific natural light and a large living/dining area, an updated granite kitchen, and a half bath. Upstairs you'll find the master with a marble en-suite full bath and a 2nd bedroom/study with a 2nd full bath with tub. Other amenities: large, private basement storage rm, laundry hook-ups here and in the MBR, mature private outdoor gardens, a patio and 2 deeded parking spaces. 3 HOSE 3 is near the Wellesley Lower Falls and Hills areas and is close to many high ranked schools, parks and commuting routes. This property offers a one-of-a-kind opportunity to own a fabulous piece of Wellesley's Town history. A rare gem!

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.

Stunning New Colonial Home ! There is plenty of space throughout the 3-floors of living. A welcoming open floor plan with an entry leading to a formal dining room & spacious living room, each with coffered ceilings. The bright kitchen is a chef's delight with a center island, stainless appliances, including a gas range, beverage frig, and pot filler. A mudroom with cubbies. 1st Floor Bedroom/Office with en suite. The Primary Suite is quite large, and features a Tray Ceiling, Separate Shower, & Soaking Tub, with lots of closet space. The upper level includes 3 additional bedrooms, all en suite ( one jack & Jill ) . The lower level offers a game Room, Bedroom/Office, & a full bath. There is an abundance of storage space. Walk to Fiske Elementary School. The property will have lovely landscaping, & a sprinkler system. Two-car attached garage. Easy access to outdoor, hiking trails, Longfellow Pond, & all major commuter routes into the city.

Perfectly situated in Wellesley with easy access to 9 & 95, this fully renovated home has a prime location on the end of a cul de sac, while adjacent conservation land ensures year-round privacy. Enjoy the large, flat, fenced back yard with accent lighting and two large patios, including an exquisite Bluestone patio off the deck. The expanded and fully renovated interior features an open concept chef's kitchen with high end Wolf range, SubZero fridge, beverage cooler, dishwasher, oversized island opening to vaulted ceiling family room. 4 beds on main level incl large master suite with WIC and large bath w/heated floor and sauna. Completely finished lower level features large open area with custom magnetic chalk wall, a wet bar w/beverage cooler and 2nd dishwasher. Showpieces include custom temperature-controlled wine cellar and large cedar WIC. 2 large rooms can be used as an office, gym, and/or bedroom, along w/4th full bath and 2nd laundry. 2 car garage ft electric car charger.

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!

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 !

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. Stunning home in an A+ location, one of a kind, just completed and ready for you.

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.

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!

Come see what must be the most private 1/2 acre homestead in 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. This home, built for the Gillette family in 1938, looks and feels like an 1830 "farmhouse' with bookcases, window seats, and custom office/homework areas. You'll love the attic conversion with its full-bath and cozy "box beds" tucked into the eaves--perfect for a 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 in just 32 minutes. Beautiful millwork throughout, wainscoting, Dutch doors, and the 8 fireplaces make this home unique. 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.

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.