Wellesley Hills MA Real Estate & Homes for Sale

Treat yourself to a tour of this beautifully sited totally renovated home in the much sought after "Generals Neighborhood" of Natick. Close to walking trails, Lilja school and a great commuter location too. This home has it all! Location, superb condition, desirable floor plan and an amazing large private fenced lot! The flexible floor plan includes a great granite and stainless kitchen with gas range and adjacent dining area with corner cabinet, in addition a private first floor home office, off the fireplaced Livingroom. The second floor has a fireplaced primary suite with walk in closet/dressing room and double sinks and large stall shower in the primary bath. Two additional bedrooms on the second floor. Third floor bonus has lots of possibilities for bedroom/playroom or teenage suite. The lower level has great flex space for exercise, laundry and mudroom. Move in and enjoy!

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.

Exquisite new construction in an elegant Country Club location! Classic Shingle Style exterior in keeping with its lovely established neighborhood, with sunny custom designed transitional interior plan and finishes. Come feel the difference 10' ceilings make! Stylish and sophisticated spaces include open concept Great Room w gas fireplace and killer bar. Sun-splashed white kitchen w custom cabinetry, oversized island, breakfast area, coffee bar and awesome walk-in pantry. 5 ensuite bedrooms on 2nd floor inc superlative primary suite. Terrific lower level with tons of natural light from full-sized windows inc entertainment room with full bar, wine cellar, gym, and play room. Side load garage by side entrance to fully outfitted mudroom. Perfectly landscaped outdoor oasis featuring blue stone patio w built in bar, grill, fire pit, and large flat play yard. Better than new. Benefit from someone else's exacting standards and just move right in!

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!

Wonderful opportunity to live near vibrant downtown Wellesley! Just 1/4 mile from the Brook Path, and 1/2 mile from Wellesley High and Hunnewell Schools, this location has it all! Meticulously maintained home offers a flexible floorplan, open living space, 1 car garage, private back yard, and finished lower level. Enter into the spacious mudroom with skylight and sliders. Step up to the main level where kitchen, dining area and living room are open to one another. The updated kitchen offers SS appliances and granite countertops. Large living room centers on a wood burning fireplace, has an oversized double window allowing an abundance of light and features a wall of custom-built shelves for storing and displaying your treasures. There are hardwood floors throughout the 1st floor where you will also find 3 bedrooms and a full bath. On the lower level you will enjoy a family room, bedroom and the second full bath as well as extra storage, laundry & utilities. This is a MUST SEE property!

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!

Welcome to 11 Oak Street, nestled within the vibrant community of the Linden Square Townhomes! Unit 26 is a 2-bedroom, 1.5-bath townhome that has been meticulously maintained with freshly painted walls and gleaming hardwood throughout. Revel in its renovated kitchen that seamlessly flows into the open-concept design. In-unit laundry, a designated parking spot, and abundant storage options " offer the ultimate in convenience. Lastly, the fenced-in private patio is an extension of the living space and an ideal spot to entertain guests or start a garden. Linden Square is close to shopping, dining, and service amenities with easy access to Wellesley Square's commuter rail, town fields, tennis courts, Sprague School, and Wellesley Middle School. Don't miss out on this amazing opportunity!

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.

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.

A classic Colonial in the most darling location! If you're looking for timeless New England style plus serene cul-de-sac living, this warm and inviting home is for you. A generous entry welcomes guests to the lovely living room with cozy fireplace leading to a four season room with views of the lush backyard: a dream office space or fantastic area for entertaining. Chic dining room will set the scene for many family gatherings. The kitchen has ample storage, a breakfast nook (don't miss the mudroom off of the kitchen for add'l storage). Stylish powder room completes first floor. Upstairs, the large primary bedroom features two closets. Newly finished full bath with herringbone floor is updated and pretty. Two more spacious bedrooms complete 2nd floor. Lower level has bonus space for gym/family room/work from home. Roof, furnace and hot water tank new since 2020. Easy access to Bates elementary & conservation trails. Large, private back yard is sure to delight! Come see suburban bliss!

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 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!

A stunningly renovated and expanded Porter colonial located in the desirable Cliff Estates. This 12 room home features 5 bedrooms, 3 full and 2 half baths, spread over 5,066 square feet of generous living space. The large, open kitchen-family room is a chef's dream and is perfect for gatherings. A natural flow out to an expansive bluestone patio with sitting wall overlooks just under 1/2 acre of level yard. The formal living room with gas fireplace and bar area have French doors leading to a second bluestone patio area and the oversized formal dining room is perfect for entertaining. The spacious primary suite has a vaulted ceiling, fireplace, and a huge spa like bath which includes a jacuzzi tub, steam shower and large walk-in closet. There are 2 home office options ideal for remote work. Four additional bedrooms, 2 full baths and laundry room complete the second floor. A finished lower level with a playroom and gym area, as well as a walk-up attic provide great additional space.

Designer Model Home Now Open by Appointment at Terrazza. New Luxury Condominium homes in the heart of Wellesley offering spacious, contemporary interiors, 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 double sided fireplace, a private balcony and roofdeck, and primary suite includes 2 large walk-in closets, den/office. Residents will enjoy exclusive access to the amenities offered including: Concierge Service, Courtyard and Grills, Conference Rooms, Clubroom, Fitness Center, Golf Simulator/Movie Lounge, Bike Storage, Pet Spa, EV Car Charging Stations, and Garage Parking, in addition to being steps to Linden Square and Wellesley Square offering Fine Dining, Shopping, Walking/Biking Trails, Parks, Public Transportation, and quick access to Boston.

Storybook Cape with incredible charm. Immaculate, 2 bedroom, 2 full bath Cape Cod Style home. Hardwood floors, fantastic natural light, 12,368 square foot lot, ideal location to train, Linden Street stores and travel routes. Remodeled kitchen with quartz countertops and stainless appliances, island with butcher block counter and open to the dining room. Front to back living room with wood burning fireplace., Second floor has 2 bedrooms and full bath. Finished lower level with family room, full bath, laundry area, storage and exterior access. 2 car detached stone garage with storage above. Come take a look, see if this quaint cape will work for you.

Move right in! This charming Royal Barry Wills colonial was thoroughly renovated and expanded in 2017. Gorgeous kitchen with pantry opens to the family room with gas fireplace. The spacious mudroom catches all. Plus large and comfortable dining and living rooms. Upstairs you will find the private cathedral ceiling primary suite and three family bedrooms. Everything from electrical, roof, water service, windows, kitchen, baths to HVAC and more are all done! Certified lead safe. All these updates mix with original elements like diamond pane windows and period hardware. The finished lower level includes a playroom, full bath, and higher ceiling walk-out bonus room with hidden Murphy Bed - perfect for flex gym, guests, au pair or play space. Enjoy summer on the deck overlooking the private back yard. The picturesque Standish Estates neighborhood abuts conservation trails for hiking and exploring around Longfellow Pond. This one checks all the boxes. Do not miss!

Welcome to your dream home nestled on a picturesque cul-de-sac just moments away from the heart of town & commuter rail to Boston. This beautiful 5 bedroom, 3 1/2 bath home checks all the boxes on your wish list beginning with a beautifully 2018 renovated kitchen that opens to a gas-fireplaced family room with direct access to a private patio with built-in gas grill, perfect for summer gatherings. A wood-burning fireplaced living room and perfectly proportioned dining room complete the first floor. The second floor features a gorgeous primary suite with skylit-walk-in closet, stunning bath with skylight and radiant heat floors; 3 additional family bedrooms and an incredible media room ideal for movie nights. A third floor bonus room with full bath, bedroom and playroom give you all the extra space you need. All baths renovated in 2018 as well as both furnaces installed in 2018. This homes lives like new construction!

130 Great Plain Ave is an impeccably designed and built, 5 bed, 5.5 bath home with a sparkling, heated plunge pool, outdoor kitchen, spa-like primary suite and versatile floorplan. First floor features an oversized kitchen, butlers pantry, family room, formal dining room, living room or office, and mudroom off of the heated, three-car garage. Second floor features primary suite with with rejuvenating steam shower, soaking tub and walk-in closet as well as and three additional ensuite bedrooms with dedicated space and separate entrance to accommodate au pair, in-laws or out-of-town guests. Third floor flex space is perfect for a playroom or private office. Lower level features fifth basement with ensuite full bath and space for media room or home gym. Garage outfitted with custom cabinetry, slat boards, butcher block work stations and quartzite non-skid resin coated flooring. Easy access to Wellesley's top-rated schools, shopping, dining and recreation options.

This beautiful colonial is set on more than a half acre of private land located in a much desired Wellesley Hills neighborhood. This four bedroom home with three full and three half bathrooms has been expanded and updated just ten years ago. This open floor plan kitchen, family room and dinning room is ideal for everyday living and entertaining. Step out onto two patios and an amazing private yard ideal for entertaining and play. Two oversized mudroom spaces are a welcome addition to the function of this home from an outside entry or through the two car heated garage. The massive finished lower level with a half bathroom offers flexible space for gym, media and playroom and more. This home is located in the desirable Bates Elementary School district and just a minute off of route 9 for quick access going east and west. Conveniently located a short distance to shops and restaurants.