Wellesley, MA Real Estate Search

Wellesley, MA Homes between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Wellesley, MA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Wellesley, MA Homes between $1,500,000 and $2,000,000 for Sale

$1,885,000
4 Beds 4 Baths 73575263 MLS
Beautifully renovated and thoughtfully designed, this sophisticated townhouse offers an exceptional blend of style, comfort, and convenience. Ideally located just moments from Linden Square and downtown Wellesley, premier shopping and dining, and the commuter rail, this is an opportunity to enjoy a refined, low-maintenance lifestyle in one of Wellesley’s most desirable locations. The first floor welcomes you with a stylish galley kitchen featuring quality finishes and access to both the dining and family room with gas fireplace. Sliders to the private, fenced in patio creates an inviting setting for al fresco dining and entertaining. The second floor offers two spacious bedrooms and two full baths, including a luxurious primary suite with a spa-inspired bath, double vanities, radiant heat and a generous walk-in closet. The peaceful, skylit third floor retreat provides flexibility as a home office, bedroom or additional living space. Direct entry from the two-car tandem garage into the mudroom with ample storage. An additional outdoor parking space is an added feature. Move-in ready and beautifully appointed, this home combines elegant finishes with the ease of townhouse living. Recent improvements to the complex—including a new roof, skylights, and exterior painting—make it shine like new!

35 Forest Street, Wellesley

Listing courtesy of Listing Agent: Jane Collinson from Listing Office: Gibson Sotheby's International Realty.

$1,675,000
4 Beds 4 Baths 73562667 MLS
Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.

29 Cottage Street, Wellesley

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.

$1,895,000
4 Beds 3 Baths 73533550 MLS
Tucked away on a quiet private lane in the heart of Wellesley Hills, this beautifully updated farmhouse seamlessly blends timeless character with modern comfort. Offering exceptional privacy while just moments from the train, shops, restaurants, and everyday conveniences, this distinctive home delivers the best of walkable village living.A welcoming front porch sets the tone for the warm and inviting interiors, where high ceilings, abundant natural light, and thoughtful architectural details create an effortless flow throughout. The spacious kitchen opens to a sun-filled family room, forming the heart of the home and an ideal setting for both everyday living and entertaining. Elegant living and dining rooms feature fireplaces, crown moldings, and classic details that reflect the home's rich heritage.The serene primary suite serves as a private retreat, highlighted by a stylishly renovated bath. Three additional bedrooms and convenient second-floor laundry complete the upper level.Adding to the home's versatility is an exceptional bonus space above the detached two-car garage, perfect for a home office, fitness studio, creative workspace, guest overflow, or potential future accessory dwelling unit. Outdoors, multiple porches, a patio, and beautifully landscaped grounds provide inviting spaces for relaxation, gathering, and enjoying the peaceful setting.A rare offering that combines historic charm, modern updates, flexible living space, and an unbeatable Wellesley Hills location.

40 Kimlo Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

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