Wellesley Hills MA Real Estate & Homes for Sale

Located in a coveted Wellesley neighborhood, this lovely Colonial offers a perfect blend of modern updates + timeless charm. With spacious rooms, this home checks every box for today's buyer. The main floor features a renovated kitchen w/large island + bar, an adjoining family room w/custom built-ins + gas fireplace, elegant dining room, front-to-back living room + a stunning 2021 office. A half bath + mudroom w/custom cubbies complete this level. The 2nd floor features an expansive primary suite w/amazing closet space and a luxurious bath, 3 additional bedrooms, full bath + laundry. A walk-up attic provides storage + expansion opportunities.The LL features a bonus room ideal for recreation, gym, media room + ample storage space. Enjoy outdoor living in the fenced, professionally-landscaped yard w/a large patio. Every detail of this special property reflects a seamless blend of elegance + comfort. OFFER DEADLINE 5PM SATURDAY, 5/3

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.

LOCATION, LOCATION! In the heart of Poet's Corner,NEWLY INSTALLED HARDWOOD FLOORING welcomes you into this New England-style Colonial Tudor. NEW ELECTRICAL SERVICE (2024), ROOF (2016, 2019), NEW HEAT/AC (2020), BATHROOMS (2023, 2024). Inviting foyer, formal living and dining rooms, cherry kitchen, oversized island, powder room, office, and family room with a wood-burning fireplace complete the first floor. The second floor has four corner bedrooms and a newly updated bath. A separate entrance leads to the third level with two bedrooms, a sitting area, updated bath, and a kitchenette perfect for an in-law apartment, au pair suite or work from home space. Additional game room, full bath and storage in the lower level. Large level yard, deck, gardens, plus this convenient location makes it easy to commute anywhere by 95 N/S, MA Pike, commuter rail or Green Line. A short distance to shopping, restaurants, Warren Park and playground, medical facilities, the elementary school, and college.

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!

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!

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.

Welcome to 7 Kipling, an elegant 4-story colonial in sought-after Poet's Corner.Upon entering, be greeted by an open layout with formal dining & living.The gourmet, eat-in kitchen with butler's pantry blends with the sunlit family area, offering ample entertaining space.Relax in the sunroom displaying cathedral ceilings & large windows.A home office with custom built-ins & spacious mudroom complete the main floor.Upstairs, the primary suite includes a sitting room, walk-in closet & serene spa bathroom.This floor offers 4 additional bedrooms (2 ensuites), separate full bath & oversized laundry room.Two third-floor bedrooms & full bath provide ample space for family, guests or creative pursuits. Be amazed by the walk-out lower level with expansive in-law/au-paire suite, gym, wine room & playroom.The private backyard with heated pool, large patio & tranquil pond creates the perfect oasis for lounging.Walking distance to Warren Park completes this rare find in this beloved neighborhood!

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!

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.

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.

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.

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!

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.

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 !

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.