Wellesley, MA Homes for Sale with Pool

A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on 1⁄2 acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped

Catherine Bassick Douglas Elliman Real Estate - Park Plaza

Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday

James Gulden Redfin Corp.

Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

Meghan Sutherland MGS Group Real Estate LTD - Wellesley

Ideally located in the heart of Wellesley Center, 9–11 Hampden Street is a rare offering of gracious proportion, charm and timeless detail. With nearly 5,600 sq. ft. of living space across three sun-splashed finished floors, this stately residence offers 8 bedrooms and versatile living areas awaiting a discerning buyer’s vision. Sited on .37 acres, with a freshly painted interior, it is equally

Jill Boudreau eXp Realty

A rare offering in Wellesley, located in Cliff estates—this nearly one-acre private, park-like property features quality outdoor living and an elegant brick-front colonial. Professionally landscaped grounds frame a spacious patio, sweeping lawn, and year-round heated pool, creating a true backyard sanctuary. Inside, the home showcases a classic formal fire placed living room and dining room.

William Montero Gibson Sotheby's International Realty

Experience unparalleled luxury living at The Bristol in the heart of Wellesley. 23 unit condo community in concierge building designed for buyers seeking maintenance-free living and every modern convenience. Corner unit boasts 9 ft ceilings and white oak floors. Seating for four at waterfall island. Seamless walnut and glass cabinetry and handmade subway tile backsplash creates a crisp,

The Bauman Group Gibson Sotheby's International Realty

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

Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

Luxury top-floor living in Wellesley’s premier 55+ community! This pristine 2-bed, 2-bath condo offers soaring ceilings exclusive to the 4th floor, oversized windows, hardwood floors, crown molding, and a private balcony. The spacious open layout features a granite kitchen with maple cabinetry, stainless appliances, pantry, and in-unit laundry. Two sunlit primary suite includes a large walk-in

Catherine Bassick Douglas Elliman Real Estate - Park Plaza

Introducing a commanding new-construction estate 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

Jake Farrell Keller Williams Realty