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71 Fairbanks Ave, Wellesley
$4,750,000
6 Beds ⋅ 7 Baths ⋅ 73590211 MLS
Set in Wellesley’s sought-after Poet’s Corner, this exceptional new-construction residence pairs timeless architectural character with a fresh, thoughtfully designed interior. Spanning over 6,100 square feet, the home offers an effortless layout with generous proportions and an abundance of natural light. The main level features an inviting kitchen with breakfast bar and substantial prep space plus a walk-in pantry. The adjoining family room, along with elegant formal spaces, a dedicated office or first-floor bedroom, and a well-appointed mudroom complete the first level. Upstairs, the private bedroom level includes a spacious primary suite with dual walk-in closets and a luxurious bath, plus 3 additional generously sized en-suite bedrooms and a convenient laundry room. The finished lower level adds exceptional flexibility with a large recreation space, wet bar, gym, and additional bedroom and bath. Outside, a level yard and patio create a wonderful setting for everyday living and entertaining. A two-car garage and ample driveway parking complete this beautifully appointed home, ideally located near parks, schools, shops, dining, and the commuter rail.

71 Fairbanks Ave, Wellesley

Listing courtesy of Listing Agent: The Mazer Group from Listing Office: Compass.
39 Macarthur Rd, Wellesley
$3,450,000
6 Beds ⋅ 6 Baths ⋅ 73588846 MLS
Exquisite craftsmanship meets modern luxury in this stunning new construction Colonial, situated in one of Wellesley’s most sought-after neighborhoods. Renowned for an uncompromising eye for detail, the builder has delivered a residence where every finish feels intentional and every space feels like home. The heart of the home is a spectacular gourmet kitchen, outfitted with professional-grade Thermador appliances and a massive center island. This space flows directly into the light-filled fire-placed living area that leads out to a large deck overlooking the grounds. A well-appointed butler’s pantry, complete with custom cabinetry and a beverage fridge, provides an elegant transition between the kitchen and the formal dining room.Functional luxury is found at every turn, including the oversized attached two-car garage that leads directly into a thoughtfully designed mudroom. This transition area features a separate walk-in pantry and provides access to a charming screened-in porch with retractable screens. The main floor plan also includes a versatile study featuring custom built-ins, which can easily serve as a guest bedroom and a full bath. Upstairs, the accommodations are equally impressive. Each bedroom features its own ensuite bath, ensuring comfort for everyone. The primary suite is a true retreat, boasting soaring ceilings, an expansive walk-in closet, and a spa-inspired bathroom. The finished walk-out lower level adds incredible versatility, offering dedicated spaces for a gym and recreation, along with an additional bedroom and full bath. Outside, the flat, private yard provides a beautiful backdrop for outdoor enjoyment, but the real magic extends beyond the property line. This home is nestled in a vibrant neighborhood celebrated for its friendly atmosphere, where block parties and community events are a staple of the local lifestyle. With easy access to the shops and dining at Linden Square and Wellesley Center, the MBTA for a seamless commute, and the scenic town trails just moments away, this property represents the very best of Wellesley.

39 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
28 Maurice Rd Unit 28, Wellesley
$16,999
6 Beds ⋅ 5 Baths ⋅ 73561755 MLS
Available on 12/1! Enjoy condo-like living with furniture, ground maintenance and snow removal (over 3") included. This gorgeously built colonial offers 6 bedrooms, and 5 full bathroom with rich architecture and professionally landscaped yard. It conveniently situated minutes away from Sprague Elementary School and Wellesley Middle School, Wellesley downtown, Wellesley Commuter Rail Station, and Linden Square. First floor boasts a large, welcoming foyer that flows into coffered ceiling living and family room with fireplace, gorgeous dining room, one full bath and kitchen with custom island and high-end appliances such as sub-zero refrigerator. Second floor offers five spacious bedrooms and three full baths including master suite with two walk-in closets. Finished lower level features playroom, office, walk-out media room to bluestone patio, and one full bath. Furniture included in the rent but may be varied from shown in photos. Pets considered with restrictions.

28 Maurice Rd Unit 28, Wellesley

Listing courtesy of Listing Agent: HyRoad Partners Team from Listing Office: HyRoad Realty, LLC.
12 Winding River Cir, Wellesley
$4,999,000
6 Beds ⋅ 9 Baths ⋅ 73555707 MLS
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

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
28 Longfellow, Wellesley
$34,000
6 Beds ⋅ 5 Baths ⋅ 73550778 MLS
Welcome to this exquisitely restored Victorian, where historic charm and contemporary sophistication come together in one of Wellesley's most desirable neighborhoods. Thoughtfully renovated, this exceptional residence offers luxurious living with designer finishes, custom craftsmanship, and an inviting floor plan designed for today's lifestyle. Designed with comfort and flexibility in mind, the home offers spacious bedrooms, multiple living and gathering areas, dedicated workspaces, and modern conveniences including high-speed internet, zoned heating and cooling, heated floors, and Smart TVs, The beautifully landscaped grounds feature a welcoming farmer's porch, expansive outdoor living and dining spaces, and a cozy fire pit—ideal for relaxing evenings, outdoor living, or enjoying New England's changing seasons. Rented furnished only!

28 Longfellow, Wellesley

Listing courtesy of Listing Agent: Kristen DiBella from Listing Office: Boom Realty.
43 Monadnock Road, Wellesley
$4,995,000
6 Beds ⋅ 6 Baths ⋅ 73545332 MLS
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

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
209 Bristol Rd, Wellesley
$3,095,000
6 Beds ⋅ 5 Baths ⋅ 73542007 MLS
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

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
45 Longmeadow Rd, Wellesley
$5,500,000
7 Beds ⋅ 9 Baths ⋅ 73536264 MLS
Set on a beautifully flat lot in one of Wellesley’s most desirable neighborhoods, this exceptional Colonial offers a rare combination of luxury, space, and timeless design. Located in a special community with a picturesque meadow at its center, providing a peaceful setting. Featuring 7 bedrooms, 7 full and 2 half bathrooms, this thoughtfully designed home offers flexibility for today’s lifestyle. The stunning chef’s kitchen features a center island, top-of-the-line appliances, custom cabinetry, and separate walk-in pantry. Spacious living areas, elegant formal rooms, high ceilings, natural light, and beautiful finishes create an inviting atmosphere. The luxurious primary suite offers a private retreat, while the generous secondary bedrooms provide comfort for family and guests. Multiple spaces allow for work, recreation, and entertaining. The expansive backyard is ideal for outdoor enjoyment, conveniently located near Wellesley’s top-rated schools, town center, train, and major routes.

45 Longmeadow Rd, Wellesley

Listing courtesy of Listing Agent: Lisa Sewall from Listing Office: Coldwell Banker Realty - Wellesley.
5-7 Abbott Street, Wellesley
$3,400,000
10 Beds ⋅ 9 Baths ⋅ 73445436 MLS
Rare Investment Opportunity in the Heart of Wellesley Square! Offered for the first time in almost 80 years, this exceptional TWO BUILDING/multi-family property is a rare find in one of Metro Boston’s most desirable communities. Situated on a quiet street just steps from vibrant Wellesley Square, this unique offering includes two buildings with a total of 7/8 units, providing excellent long-term income and countless possibilities for the savvy investor or owner-occupant. Live in one unit and let the other units work for you, or hold as a high-performing rental property with significant upside. This is an excellent opportunity to own in a prime Wellesley location — enjoy restaurants, boutique shops, the Commuter Rail, Wellesley College, and the Wellesley Library. Enjoy unbeatable access to Routes 16, 9, 95, and the Mass Pike, making commuting and travel effortless. Whether you're looking to invest, convert, or plant roots in a world-class community, this property delivers!

5-7 Abbott Street, Wellesley

Listing courtesy of Listing Agent: Linda Glennon from Listing Office: Conway - Hanover.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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