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$929,000
6 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73556729 MLS ⋅ 4,127 SqFt.
Investors, builders, developers, end users. A perfect opportunity to renovate this 1850's Colonial or bring your own vision to the 10,000+ square foot flat lot. This home has been in the same family for generations and is being sold as is. Close to absolutely everything in Wellesley - schools, train, shops, restaurants, highway access, Brook Path, town fields, Whole Foods, Roche Brothers and more.

98 Kingsbury St, Wellesley
$4,999,000
6 Beds ⋅ 8 Baths ⋅ NEW Status ⋅ 73555707 MLS ⋅ 8,729 SqFt.
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley
$6,350,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73547652 MLS ⋅ 7,569 SqFt.
Set within Wellesley’s distinguished Cliff Estates, this contemporary residence, completed in 2025, blends scale, refined design, and modern luxury across three finished levels. A grand foyer with floating stair and walls of windows introduces light-filled interiors with generous ceiling heights. Formal living and dining rooms, supported by a Butler’s station, elevate entertaining. The kitchen anchors daily life with an oversized island, premium appliances, and a separate pantry with patio access. A family room, private office, and first-floor en-suite complete the main level. Upstairs, the primary retreat offers a spa-inspired bath and custom walk-in closet, set apart from a lounge and three en-suite bedrooms. The walkout lower level extends the living space with recreation, media, gym, and an en-suite guest room. Two bluestone patios and a landscaped yard bordered by a mature tree line create a private outdoor setting near shops, dining, trails, and Wellesley Country Club.

9 Bellevue Road, Wellesley
$5,995,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73545332 MLS ⋅ 7,738 SqFt.
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley
$3,299,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73542007 MLS ⋅ 4,424 SqFt.
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored by a breathtaking central island and 42” Wolf range, the kitchen opens to a spacious family room, dining, and separate great room which all embrace views of the lushly landscaped nearly ½-acre lot. Versatile 1st fl ensuite guest room / office. Four gracious 2nd fl inc. four gracious bedrooms and three elegant new baths inc. a luxe primary suite + laundry. Amazing skylit 3rd fl with new 2026 dormer inc. a 6th bedroom or office + auxiliary living area. Walkout lower level w direct-entry garage, mudroom, ½ bath, open-plan LR or gym + sliders to covered patio and grassy yard. Premier location.

209 Bristol Rd, Wellesley
$2,950,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73540530 MLS ⋅ 4,475 SqFt.
Privately sited on a beautifully landscaped 0.65-acre lot in Wellesley’s coveted Dana Hall neighborhood, this exceptional residence offers the perfect blend of elegance, privacy and convenience, just moments from town, Hunnewell Elementary School, WMS & WHS. Designed for both everyday living & entertaining, the main level centers around a beautifully appointed kitchen that flows seamlessly into expansive dining, living, & family rooms. French doors & a serene screened porch open to a generous deck all overlooking the lushly landscaped grounds. A laundry room & powder room complete the 1st floor. Upstairs, the luxurious primary suite features custom built-ins, a walk-in closet, and a spa-inspired bath. Five additional bedrooms and 2 full baths provide ample accommodations, including a private guest or au pair wing. The newly renovated walk-out LL offers flexible space for recreation, fitness, media, or remote work. 2 car garage, plus 2 newly constructed sheds & many recent updates!

10 Colgate Rd, Wellesley
$4,395,000
6 Beds ⋅ 7 Baths ⋅ CONTINGENT Status ⋅ 73540282 MLS ⋅ 6,975 SqFt.
Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom built-ins, rich architectural detail, and timeless craftsmanship throughout. The chef’s kitchen opens seamlessly to a welcoming family room with a fieldstone fireplace and French doors leading to a terrace overlooking private, professionally landscaped grounds. The second floor features a luxurious primary suite plus four additional bedrooms and three full bathrooms. The third level offers an en suite bedroom, ideal for guests, au pair, or home office use. The finished lower level includes a spacious recreation room and exercise room with sauna and full bath. An exceptional Wellesley residence.

8 Valley Road, Wellesley
$3,398,500
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73539779 MLS ⋅ 5,080 SqFt.
Incredible opportunity to own this exceptional new construction home in one of Wellesley’s most sought-after neighborhoods. Crafted by a respected local builder, this home showcases quality craftsmanship and thoughtful design throughout. The sun-filled first floor features a private office or guest room with full bath, elegant dining room, cozy den, and a stunning chef’s kitchen designed for everyday living and entertaining. Upstairs, vaulted ceilings create an airy feel, highlighted by a luxurious primary suite with a spa-inspired bath, steam shower, and marble flooring. Three additional bedrooms, two full baths, and a convenient laundry room complete the second level. The finished lower level offers outstanding flexible living space, including a spacious family room, guest bedroom, full bath, and gym. Enjoy outdoor living on the covered patio overlooking the beautiful yard. Ideally located just minutes to Hardy School, shopping, dining, and major commuting routes!

28 Parker Rd, Wellesley
$6,665,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73537708 MLS ⋅ 8,093 SqFt.
Exceptional new construction with a fresh take on transitional luxury, blending incredible design with warm, livable spaces. Bathed in natural light, this beautifully built home features soaring ceilings, and has layers of impeccable detail. The stunning chef's kitchen serves as the centerpiece of the home, showcasing custom white oak cabinetry, stunning exposed wood beams, top appliances, and an effortless flow into the dining and living areas–perfect for entertaining. The office has a calming palette, ideal for working from home. Retreat to the primary suite, complemented by a spa-inspired marble bathroom. Each additional bath was crafted with high-end materials. The same quality is in the finished lower level playroom and gym. Step outside to a private backyard and covered patio with a fireplace which sets the stage for outdoor living and entertaining. An unparalleled offering in the Dana Hall area of town- close to the Hunnewell School, shops, restaurants and the train!

222 Grove Street, Wellesley
$8,495,000
6 Beds ⋅ 9 Baths ⋅ UNDER AGREEMENT Status ⋅ 73531440 MLS ⋅ 9,365 SqFt.
New-construction in Wellesley’s coveted Peirce Estates. Masterfully envisioned by one of Wellesley's premier builders, 46 Royalston Road is a showcase of scale, sophistication, and exceptional craftsmanship. Six ensuite bedrooms and 6 full/3 half baths are complemented by a luminous kitchen and family room, formal living and dining rooms, and a richly appointed library. The remarkable lower level offers a fitness room, bar area, and can accommodate a golf simulator upon request. A 3-car garage and curated finishes enhance daily living. Outdoors, a custom pavilion with powered screens and an outdoor kitchen sets the stage for unforgettable entertaining, with a backyard large enough to accommodate a pool or sport court. Delivering in mid 2026, this rare opportunity offers privacy, presence, and a caliber of design seldom available. Customizations are welcome.

46 Royalston Road, Wellesley
$5,950,000
6 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73530280 MLS ⋅ 7,040 SqFt.
Welcome to 25 Kenilworth Road, a distinctive residence in Wellesley’s coveted Dana Hall neighborhood, blending classic architectural detail with sophisticated modern living. Thoughtfully designed with exceptional craftsmanship, this home offers gracious living spaces with desirable amenities.The spectacular chef’s kitchen features dual islands, custom cabinetry, premium appliances, and box-beam ceilings, easily opening to a stunning fireplaced family room. Elegant formal living and dining rooms, & a well-appointed study, create ideal spaces.Spacious mudroom connects to a heated garage. Upstairs, a luxurious primary suite with spa-like bath and custom closets, 4 add’l bedrooms, 3 full baths, and laundry. The third-floor includes a bedroom, w/ media room and a finished lower level with recreational space & fitness room completes this incredible home. All is further enhanced by beautiful outdoor grounds w/bluestone patio, fire pit, built-in grill, and sports court! All boxes are checked!

25 Kenilworth Road, Wellesley
$4,870,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73524600 MLS ⋅ 7,197 SqFt.
Overlooking the sweeping 18-hole vistas of Wellesley Country Club, this exceptional Colonial estate blends timeless New England elegance with refined modern living. Thoughtfully redesigned over a two-year collaboration with a premier design team, every detail — from the architecture and lighting to the soft blue-gray palette — was carefully curated to complement the surrounding landscape and evoke warmth, balance, and tranquility. The dramatic 20-foot living space creates an unforgettable first impression, where floor-to-ceiling windows frame breathtaking golf course views and ever-changing seasonal scenery. Expansive outdoor living areas extend seamlessly into the natural surroundings, creating an atmosphere that feels both serene and inspiring. Custom finishes, sophisticated interiors, a cathedral-ceiling sunroom, and thoughtfully integrated living spaces bring natural light and landscape views into every corner of the home, offering a sense of beauty, comfort, and calm throughout.

179 Oakland St, Wellesley
$1,595,000
6 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73502238 MLS ⋅ 3,447 SqFt.
Wonderful opportunity in the heart of the Poet's neighborhood, this expansive Tudor Colonial blends timeless charm with modern comforts. Thoughtfully updated throughout, this home boasts soaring ceilings, spacious rooms and a flexible floor plan. Gracious formal living room with stone fireplace flows through to well appointed dining room. Light and bright eat in kitchen with stainless steel appliances opens to the large level lot perfect for indoor/outdoor entertaining. Family room and wonderful sunroom / play space offer many options for today's living. Upstairs there are four corner bedrooms and renovated full bath. The third floor allows for either two additional family bedrooms or private work from home space. The separate entrance makes it a fantastic space for an in law or au pair suite. Finished lower level with home gym, full bath and ample storage. Prime location near shops, restaurants and easy commuting to Mass Pike and the T. Just Minutes from Warren playground.

225 Walnut St, Wellesley
$3,695,000
6 Beds ⋅ 5 Baths ⋅ PRICE CHANGED Status ⋅ 73469127 MLS ⋅ 6,990 SqFt.
Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovated in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library, dining room, home office with separate entrance w/full bath (or 6th bedroom). Primary suite with vaulted ceilings and radiant bathroom, 4 additional bedrooms (two ensuite), 4th bedroom access to third-floor game room. The finished lower level features a large billiards/family room, gym, workshop, mudroom & storage. Bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century unfinished barn with electricity and water & a fenced in paddock. Abutts conservation land, 2 car garage, cobblestone parking, stoned walls, can be sold furnished.

151 Oakland Street, Wellesley
$3,795,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73401549 MLS ⋅ 7,047 SqFt.
New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet. Second floor with excellent main suite with sitting area, large walk -in closet and spa-like bath. 3 additional bedrooms with walk-in closets and 2 full baths. Third floor great space with bedroom and full bath plus a bonus room/office. Lower level with 6th bedroom and 5th full bath. Great playroom with beverage bar and lots of storage! Large flat yard with plenty of room for backyard parties along with a fun bridge in back of property. A must see!

201 Lowell Road, Wellesley
$2,899,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73344384 MLS ⋅ 5,806 SqFt.
Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms (including primary suite) are located on the second floor. Sixth bedroom with full bathroom and bonus room on third floor is perfect for guests or in-laws to have privacy. Main level flows nicely with kitchen, butler's pantry, dining room, family room, office, sunroom, mudroom, laundry and 2 half baths. French doors from the kitchen and family room lead outside to a backyard oasis. A level yard with a lovely patio makes this a perfect place to relax outdoors on over 1/2 acre of private land.

42 Edmunds Road, Wellesley

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