Refine Search
Sort by
150 Pond Road, Wellesley
$4,395,000
4 Beds ⋅ 6 Baths ⋅ 73580323 MLS
Truly one of kind property nestled in renowned Hunnewell Estates with horses and cows with the feel of Vermont yet close to Wellesley Center. 3 acres of a private sanctuary surrounded by conservation land and trails.. Incredible opportunity in Wellesley to have gardens, fruit trees, chickens... Gorgeous outdoor space with fire pits, zen waterfall, vegetable gardens with hand hewn raised beds from trees on the property. Orchard with 30 fruit and nut trees, 10 sugar maples for maple sugaring, herb garden, fragrance garden and chicken coop with run. Over 7200 sq ft of living on 3 levels. First floor main bedroom with full bath and double walk-in closets. Spa-glass conservatory off the main bedroom with built-in hot tub. Both a library and 2nd office off the main bedroom each with custom woodwork and built-ins. Large fireplaced living room with French doors along entire rear. Dining room perfect size for entertaining. Custom kitchen with large island and show stopping gorgeous stone fireplace that opens to the family room. Mudroom and laundry room complete the first floor. Perfect guest suite over the garage. Second level consists of and additional 2 large beds with walk-in closets and full bath. Lower level with large game room including a wet bar and media area. Additional playroom plus 2 more rooms with bath perfect for guests. 3 car garage. A must see!

150 Pond Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

8 Tennyson Rd, Wellesley
$2,795,000
4 Beds ⋅ 4 Baths ⋅ 73579886 MLS
Located in one of Wellesley’s most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The first floor is thoughtfully designed for both everyday living and entertaining, with generously proportioned rooms and a seamless connection to the outdoors. A recently expanded deck, accessible from both the family room and living room, creates an ideal setting for summer dinners, morning coffee, or gathering with friends. Beyond it, the expansive backyard is an uncommon feature for this neighborhood—beautifully private, unusually spacious, and offering wonderful possibilities for outdoor living, recreation, and play. The second floor offers four bedrooms, including a generously sized primary suite with an updated bath and ample closet space. An oversized guest suite provides additional comfort and flexibility for family or visitors. The lower level adds another dimension of versatility with a full bath and flexible finished space that can easily accommodate a bedroom suite, home office, playroom, gym, or recreation area. An oversized garage is an exceptional bonus, offering additional space that could serve as a home gym, workshop, hobby area, or simply provide abundant storage. A rare combination of location, character, privacy, and flexible living space, this home offers the opportunity to enjoy all that makes this Wellesley neighborhood so desirable while having an outdoor setting that feels remarkably private and expansive.

8 Tennyson Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

3 Macarthur Rd, Wellesley
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73578376 MLS
Located in Wellesley’s highly desirable Generals neighborhood, this distinguished Colonial welcomes you with an elegant foyer, spectacular three-story staircase, and beautiful hardwood floors throughout. The thoughtfully designed floor plan features five bedrooms, three full baths, one half bath, and a convenient second-floor laundry room. At the heart of the home is a spacious open-concept kitchen and living area, creating a warm and inviting setting for everyday living and entertaining. A comfortable den and formal dining room provide additional spaces for relaxing and gathering. The home also offers two versatile bonus rooms, currently used as a home gym and TV room, providing flexible space for a home office, playroom, media room, exercise space, or other needs. The deck extends the living space outdoors and is ideal for relaxing or entertaining. A two-car garage provides convenient parking and additional storage, while the unfinished basement offers substantial storage and potential for future use. The location is a standout feature, just minutes from Hardy Elementary School, Wellesley Middle School and Wellesley High School. The home is also conveniently located near the Wellesley commuter rail station, providing easy access for Boston-area commuters. Combining classic Colonial character, generous living space, flexible bonus rooms, and a convenient location in one of Wellesley’s established neighborhoods, this home offers a wonderful opportunity to enjoy all that Wellesley has to offer.

3 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Cynthia Hatch from Listing Office: William Raveis R.E. & Home Services.

99 Pond Road Unit 99, Wellesley
$11,500
4 Beds ⋅ 5 Baths ⋅ 73578306 MLS
A truly exceptional offering, this private estate is one of Wellesley's most remarkable properties. Set on more than 10 breathtaking acres overlooking Lake Waban, this historic residence dating to 1732 offers an extraordinary combination of privacy, natural beauty, and timeless New England charm that is rarely available. With nearly 4,000 square feet of living space, the residence features a large open kitchen with French doors leading to the patio, pantry, large living room, formal dining room, library, 4 bedrooms, 3 full baths, 2 half baths and 8 fireplaces. Rich in period detail throughout, the home showcases craftsmanship and charm of a bygone era while modern updates throughout create spaces for everyday living and entertaining. Outside, beautifully landscaped gardens, an inviting stone patio and walking paths create a peaceful retreat. Stroll through the grounds, enjoy the changing seasons, or follow the trails around Lake Waban. Surrounded by natural beauty yet just minutes from Wellesley Center, top-rated schools, commuter rail service, and Boston, this remarkable property is a rare offering that blends history, elegance, and an exceptional lifestyle in one of Wellesley's most coveted locations.

99 Pond Road Unit 99, Wellesley

Listing courtesy of Listing Agent: Eleanor Bright from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

21 Elmwood Rd, Wellesley
$2,395,000
5 Beds ⋅ 4 Baths ⋅ 73576607 MLS
Bates Elementary is on this street. Start there, then walk the half acre. Level, fenced and private, reworked in 2020 under a plan by Duckham Architecture and Interiors with a new fieldstone wall, walkways on both sides, irrigation, underground water management and expanded driveway. The house is a 1940 colonial that was expanded and re-sided the same year by Duckham Architecture and Interiors. New siding, windows and gutters on every side. An extra-large farmer's porch across the front. A new side entry where the bulkhead used to be. And a four-season room with a cathedral ceiling and glass on three sides, opening to a landing deck and bluestone patio. Inside, a twenty five foot eat-in kitchen with a Wolf range, double wall ovens, Sub-Zero wine refrigeration, custom cabinetry and a built-in banquette that seats eight. The living room has a fireplace and a wall of built-ins. The family room has a brick fireplace and a bay window. Upstairs, the primary suite occupies its own wing, with a fireplace, a step-up sitting room that doubles as an office, a walk-in closet, and a bath with a double vanity and a tiled walk-in shower. The lower level was rebuilt in 2014 and extended in 2020. Daylight windows, its own heating and cooling, a fifth bedroom, a second sitting room, a full bath, laundry, and an exercise room with direct outside access. Ideal for guests, an au pair, a parent, or a teenager who wants a floor of their own. New roof 2014. Fresh interior paint 2026. Gas heat, central air, 200-amp service. A short walk to the commuter rail and Linden Square.

21 Elmwood Rd, Wellesley

Listing courtesy of Listing Agent: Declan O'Toole from Listing Office: SelectRE Boston.

20 Donizetti St, Wellesley
$7,900
5 Beds ⋅ 3 Baths ⋅ 73576786 MLS
Centrally located in the heart of Wellesley Center. This once upon a time farmhouse has been thoughtfully renovated and expanded to maximize open concept living space. The charming front porch invites you home. Upon entering you will immediately notice high ceilings, beautiful custom millwork, and an abundance of natural light. The formal spaces allow for a front-to-back living room, dining room, or a combination of both. The large kitchen and breakfast room lead to a stunning oversize family room with a fireplace, cathedral ceiling, and built-ins with access to a large deck overlooking beautiful ample grounds. A convenient side entrance with a mudroom completes the first floor. The second floor has 3 bedrooms with a full bath, the third floor offers a private primary suite option or can accommodate two separate bedrooms with a full bath. Close to schools, town, & train - all the most desired amenities Wellesley has to offer. Large lot with 2 car garage.

20 Donizetti St, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

41-A Hunnewell Street, Wellesley
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 73575899 MLS
Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous primary suite provides a peaceful retreat, while central air conditioning and a two-car garage with EV charger add everyday convenience.Outdoor living is equally inviting with a stone patio and expansive deck designed for entertaining or simply unwinding in the tranquil setting. Rarely does a property offer such a serene and private atmosphere while remaining so well connected to everything Wellesley has to offer.

41-A Hunnewell Street, Wellesley

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

56 Curve Street, Wellesley
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 73575416 MLS
Welcome to College Heights. This classic home offers an unbeatable in-town lifestyle, just blocks from Wellesley's shops, restaurants, and commuter rail—your chance to enjoy effortless access to everything, all from a charming, established neighborhood. You are greeted by a covered portico, and inside tall ceilings, hardwood floors, and an easy, open flow set the tone throughout. The updated kitchen impresses with a substantial island, quartz countertops, and generous cooking space, while the sun-filled breakfast area just beyond makes for a bright, welcoming spot to gather. A living room next to the kitchen offers a relaxed retreat for everyday living. Upstairs, you'll find three bedrooms plus a versatile office nook—ideal for remote work or study. A renovated mudroom leads outside to a private yard framed by mature plantings, creating a peaceful outdoor escape. An excellent opportunity to start your next chapter.

56 Curve Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

32 Lantern Ln, Wellesley
$2,150,000
5 Beds ⋅ 5 Baths ⋅ 73574792 MLS
Better than new construction, this 2022 custom-build pairs modern ease and sophistication with mature, lush landscaping in idyllic Wellesley. Offering 4,400+ square feet of thoughtfully designed living space, incredible natural light pours through expansive windows, highlighting 9.5-foot ceilings and an ideal floor plan for effortless everyday living and entertaining. At the heart of the home, the chef’s kitchen with oversized island, and luxury appliances (including double ovens), opens seamlessly to the fire-placed family room, where large sliders invite you out to the patio and private backyard. The dining area transitions beautifully from everyday meals to more formal gatherings, while a dedicated office, powder room, and mudroom off the two-car garage complete the main level. Upstairs, the serene primary suite features an incredible walk-in closet and spa-like bath with double vanity and separate freestanding tub + walk-in shower, is joined by generously sized guest bedrooms and sparkling baths. The finished lower level, with a spacious playroom, fifth bedroom, and full bath, offers exceptional flexibility for guests, recreation, or extended family.Thoughtfully designed, beautifully finished, and truly turnkey, 32 Lantern Lane offers the best of a newer home with warmth and privacy—all moments from Wellesley’s shops, dining, recreation, commuter routes, and highly regarded public schools.

32 Lantern Ln, Wellesley

Listing courtesy of Listing Agent: Bell Petrini Group from Listing Office: Coldwell Banker Realty - Wellesley.

12 Mellon Road, Wellesley
$3,395,000
5 Beds ⋅ 5 Baths ⋅ 73574615 MLS
Exceptional new construction in one of Wellesley’s most beloved neighborhoods, set on an oversized .43-acre lot abutting the newly built Hardy Elementary School. Thoughtfully designed for modern living, this beautifully crafted five-bedroom, four-and-a-half-bath residence blends timeless architectural character with sophisticated finishes and a light-filled, highly functional floor plan. The main level unfolds through generously proportioned living spaces designed to transition effortlessly from everyday life to entertaining. At the heart of the home, the open-concept kitchen and family room create a warm and inviting gathering place, with an easy connection to the outdoors. A distinctive three-season porch with a wood-burning fireplace offers an exceptional extension of the living space—perfect for relaxed evenings, intimate gatherings, or simply enjoying the peaceful setting throughout much of the year. Upstairs, four beautifully appointed bedrooms are complemented by luxurious baths, a dedicated laundry room, and thoughtful details that reflect the home’s exceptional craftsmanship. The walk-out lower level adds remarkable versatility, featuring an expansive recreation space, a private fifth bedroom and full bath, storage, and direct access to the two-car garage. With its generous lot, refined interiors, flexible living spaces, and coveted location, this distinctive new residence offers a rare opportunity to enjoy the very best of Wellesley living—moments from top-rated schools, vibrant shops and restaurants, and convenient commuting routes.

12 Mellon Road, Wellesley

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

16 Stearns Rd Unit 108, Wellesley
$1,675,000
2 Beds ⋅ 3 Baths ⋅ 73574540 MLS ⋅ ['The Albion'] BLDG.
Welcome to the ALBION! New Construction Wellesley’s newest luxury condominium building. This stunning 2-bedroom, den/office and 2.5-bath residence featuring soaring 9' ceilings and beautiful open views overlooking Sprague Field. The open-concept floor plan, showcases a high-end chef’s kitchen with center island, premium finishes, and all the bells and whistles—perfect for everyday living and entertaining. The warm and inviting living room is highlighted by a cozy fireplace. The spacious primary suite offers a walk-in closet and a spa-like bath designed for relaxation. The 2nd bedroom has outdoor access to a private balcony. In-unit laundry. Exercise & game rooms on 2nd & 3rd level. Within close proximity to vibrant Linden Square amenities including shopping and restaurants, & tennis & pickle ball courts at Sprague Field. Easy highway access. Please ask listing agent about the possibility of a second parking space.

16 Stearns Rd Unit 108, Wellesley

Listing courtesy of Listing Agent: Bartlett Albion Group from Listing Office: Hammond Residential Real Estate.

41 Longmeadow Road, Wellesley
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73573823 MLS
Enjoy the beauty and serenity of the picturesque Longmeadow setting in this stunning Colonial! Offering an exceptional open-concept layout, streaming with natural light & thoughtfully designed, renovated & expanded for today’s modern living- this home has it all! The expansive gathering spaces seamlessly connect the chef’s kitchen, sun-filled family room & elegant dining areas, creating the perfect backdrop for everyday living & entertaining alike. Walls of windows frame sweeping view of the gorgeous grounds & patios. A luxurious primary suite provides a peaceful retreat, while four additional bedrooms offer flexibility for family and guests. Across multiple levels, the home blends timeless architectural detail with contemporary comfort, including a gracious foyer, home office, mudroom and a fabulous lower level with a playroom and exercise area. Set in one of Wellesley's most admired neighborhoods this property offers rare proximity to walking trails, the new Hunnewell school & town.

41 Longmeadow Road, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

39 Fairbanks Ave, Wellesley
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 73573659 MLS
Nestled in one of the area's most coveted neighborhoods with a seamless commute to Boston, this exceptional residence offers the perfect balance of luxury, privacy, and convenience. Thoughtfully gut-renovated with the finest materials and craftsmanship, the home showcases an open-concept floor plan designed for both elegant entertaining and everyday living. Expansive windows flood the interiors with natural light, creating bright, inviting spaces even on the gloomiest days. At the heart of the home is a stunning designer kitchen complemented by a fully equipped catering butler's pantry. A spacious three-car garage and custom mudroom provide exceptional functionality for modern living. Flexible living spaces include two private offices, while generously sized bedrooms each enjoy their own dedicated bathrooms. The finished walkout lower level is bathed in natural light and offers abundant additional and flexible living space. Professionally landscaped grounds provide remarkable privacy .

39 Fairbanks Ave, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

9 Fells Circle, Wellesley
$1,730,000
5 Beds ⋅ 4 Baths ⋅ 73573624 MLS
Welcome to 9 Fells Circle, a beautifully updated home offering bright, spacious, and flexible living in a desirable Wellesley neighborhood. Featuring hardwood floors, a fireplaced living room, formal dining room, spacious family room, updated kitchen and baths, and central air. The unique multi-level layout provides comfortable separation between living and sleeping spaces.The spacious primary bedroom features a finished bonus/flex space just a few steps up, perfect for a private home office, fitness area, sitting room, or additional flexible living space. Generously sized bedrooms, a beautiful yard, and an attached garage complete the home. Conveniently located near Wellesley schools, shopping, dining, and major routes. First showings at the Open Houses this Saturday and Sunday!

9 Fells Circle, Wellesley

Listing courtesy of Listing Agent: Qian Han from Listing Office: JW Real Estate Services, LLC.

25 Mansfield Road, Wellesley
$3,650,000
5 Beds ⋅ 5 Baths ⋅ 73573386 MLS
Be home for the holidays! Late 2026 completion and your time to customize now! Incredible opportunity to live in a gorgeous high quality new home! Open floor plan with kitchen family room along the entire back looking out to an oversized yard. Breakfast nook filled with windows. Large food pantry. Mudroom with excellent walk-in closet.. Both living room and dining room with stunning oversized signature windows. Butler's pantry connects dining room and kitchen. Main bedroom with spa-like bath and great walk-in closet. 3 additional bedrooms all with fabulous closets and 2 full baths. Laundry room completes the 2nd floor. Incredible lower level with 5th bedroom plus bath, home office, oversized playroom and exercise room. Wonderful neighborhood close to schools and Boston.

25 Mansfield Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

55 Ridge Hill Farm Rd, Wellesley
$5,350,000
5 Beds ⋅ 8 Baths ⋅ 73573262 MLS
Set within Wellesley’s coveted Dana Hall neighborhood, this exceptional Colonial has been transformed into a secluded retreat where architecture, craftsmanship, and livability come together beautifully. Renovated by Flavin Architects and Ken Vona Construction, the home showcases an exacting level of design and detail. A gracious two-story foyer introduces interiors filled with natural light, while quarter-sawn oak floors lead to the formal dining room, where floor-to-ceiling windows and glass doors open to a secluded patio. A bright solarium and inviting screened-in porch offer additional spaces to unwind and take in the surrounding landscape.At the heart of the home, the Bulthaup kitchen features premium appliances, a butler’s pantry, double ovens, a full-size wine cooler, and an expansive island that flows into the family room with vaulted ceilings, custom built-ins, and a stone gas fireplace. Five bedrooms and six full baths include a serene primary suite with soaring ceilings, a spa-inspired bath, and a private balcony overlooking the grounds. The finished lower level provides a gym, playroom, wet bar, wine cellar, media room, full bath, and entertainment area. Meticulously landscaped grounds complete this distinctive residence, offering an extraordinary setting for both everyday living and entertaining.

55 Ridge Hill Farm Rd, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

3 Burke Lane Unit 203, Wellesley
$3,800
2 Beds ⋅ 3 Baths ⋅ 73571693 MLS
Sun-drenched 2 floor unit in the prime Wellesley location! Welcome to this beautifully appointed unit at 3 Burke Lane, offering a seamless open-concept layout that perfectly blends comfort and style. The spacious living, dining, and kitchen areas are bathed in natural light, creating an inviting space ideal for both everyday living and entertaining. The chef’s kitchen features pristine quartz countertops, high-end stainless steel appliances, and ample cabinetry for all your culinary needs. Each of the two generously sized bedrooms includes ensuite bathrooms and custom walk-in closets with built-in shelving, providing exceptional storage and organization. Additional highlights include in-unit laundry, one assigned parking space plus guest parking, and professionally maintained landscaping and snow removal. Conveniently located near Wellesley’s Fiske Elementary School, local parks, and playgrounds, with easy access to Routes 9, 128, and the Mass Pike. Reach out for a showing now!

3 Burke Lane Unit 203, Wellesley

Listing courtesy of Listing Agent: Kristel Stavri from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

39 Twitchell Unit R, Wellesley
$4,650
2 Beds ⋅ 1 Baths ⋅ 73571678 MLS
Charming 2-Bedroom, 1-Bath on a Quiet Street — Walk to Schools, Train & Downtown Tucked away on a quiet street, this welcoming 2-bedroom, 1-bath guest house combines comfort, charm, and an incredible convenience in one location. The home sits on a large yard that offers plenty of space to relax, play, garden, or simply enjoy the outdoors.Inside, you’ll find a bright and easy-flowing layout with a cozy living area, kitchen, dining room and large mudroom.  The oversized master bedroom is cozy and welcoming, and having laundry in the basement makes day-to-day life a little easier.A detached garage provides extra storage or parking, adding to the home's overall ease and functionality.What truly sets this property apart is its location: you can walk to Wellesley High School, Wellesley Middle School, the commuter rail, and downtown Wellesley. Everything you need—from morning coffee to easy commuting—is just steps away. Open to short or long term lease options, can be provided furnished.

39 Twitchell Unit R, Wellesley

Listing courtesy of Listing Agent: Kristen DiBella from Listing Office: Boom Realty.

560 Worcester St, Wellesley
$1,349,000
4 Beds ⋅ 3 Baths ⋅ 73566903 MLS
Welcome to this inviting 4 bedroom, 2.5 bath home featuring a desirable open floor plan. The updated kitchen with high end appliances, showcases quartz countertops, a spacious island, and a seamless connection to the living areas, creating an ideal space for both daily living and entertaining. A generous dining room sits just off the kitchen and family room, offering an easy layout for gatherings with friends and family. Upstairs, you’ll find three well-sized bedrooms and two full baths, including a serene primary suite with marble bath. The expansive backyard provides a private outdoor retreat with ample space for recreation, dining, and relaxation. The landscaped setting enhances the outdoor experience while maintaining a sense of privacy. Thoughtfully designed and move-in ready, this home blends comfort, versatility and indoor-outdoor living. Conveniently located near shops, restaurants, commuter rail, and major highways for an easy commute into Boston! Come see all this home has to offer and discover this great opportunity to make it your own.

560 Worcester St, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

23 Wareland Rd, Wellesley
$3,050,000
5 Beds ⋅ 5 Baths ⋅ 73563790 MLS
Rarely does a new construction opportunity of this scale arise in Wellesley Hills. Spanning an impressive 6,000 square feet, this 5-bedroom, 5-bathroom residence offers a level of space and volume that is nearly impossible to find at this price point. The sun-drenched interior features exquisite millwork and a thoughtful, modern floor plan. The first floor is designed for effortless living, boasting a formal living and dining room, a dedicated office or guest bedroom with a full bath, and a stunning chef’s kitchen equipped with Thermador appliances that flows into an inviting fireplaced family room that overlooks the very private grounds. Upstairs, you’ll find four generous bedrooms with large finished closets, including a sumptuous primary suite featuring three closets and a spa-like bathroom. The lower level has a play room, mud room, and full bath. Outside, a beautiful, secluded patio offers a private oasis for alfresco dining. If you’ve been searching for a high-design new build that doesn’t compromise on square footage, this is the one. Experience the luxury of extra space in a premier Wellesley location.

23 Wareland Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

29 Cottage Street, Wellesley
$1,650,000
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.

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.

86 Parker Rd, Wellesley
$17,000
5 Beds ⋅ 5 Baths ⋅ 73560504 MLS
Experience luxury living in this like-new fully furnished single-family home, ideally situated on a beautifully landscaped oversized lot with a private fenced backyard in one of Wellesley's most sought-after neighborhoods. Filled with natural light, this exceptional home showcases Craftsman-inspired details, premium finishes, and an open-concept layout designed for comfortable everyday living and effortless entertaining. The stunning gourmet kitchen is the heart of the home, featuring a massive center island, elegant countertops, custom cabinetry, and a top-of-the-line Wolf and Sub-Zero appliance package. A cozy breakfast area, abundant storage, and thoughtfully designed living spaces add to the home's appeal. The beautifully finished basement offers 9-foot ceilings and versatile space. Bright, airy interiors and quality craftsmanship create a warm and inviting atmosphere throughout. Enjoy peaceful outdoor living in the spacious fenced backyard—ideal for relaxing, entertaining, or play. No smoking. Good credit required. Minimum 12-month lease. This is a rare opportunity to lease an exceptional home that combines luxury, privacy, and convenience in a premier Wellesley location. Available 9/1/2026.

86 Parker Rd, Wellesley

Listing courtesy of Listing Agent: Julie Cremin from Listing Office: William Raveis R.E. & Home Services.

12 Russell Rd Unit 103, Wellesley
$675,000
2 Beds ⋅ 2 Baths ⋅ 73556257 MLS ⋅ ['Wellesley Hollow'] BLDG.
Wellesley Hollow is a professionally managed 55+ condominium community offering comfortable, low-maintenance living in an exceptional commuter location. This beautifully maintained first-floor, 2-bedroom, 2-bath residence, which was gut renovated 2 years ago, features an open-concept floor plan designed for both everyday living and entertaining. The well-appointed kitchen offers granite countertops, abundant cabinetry, good counter space, which flows seamlessly into the bright and inviting living and dining areas. The spacious primary suite offers a walk-in closet and a private bath, while the second bedroom and full guest bath provide flexibility for visitors, a home office, or hobbies. Additional conveniences include in-unit washer and dryer and newer appliances. Residents enjoy amenities with a reasonable condo fee that include heat, air conditioning, elevator, fitness room, and a club room with a full kitchen for social gatherings and private events. Just moments away are the Wellesley Sports Center with its indoor pool, ice rinks, fitness facilities, and walking track, Morse's Pond, Overbrook Reservation, scenic nature trails, the Fells Library, Linden Square, restaurants, shopping, downtown Wellesley, and convenient access to the Mass Pike, I-95, and Route 128. Enjoy the perfect blend of comfort, convenience, and an active lifestyle in Wellesley at an affordable price!

12 Russell Rd Unit 103, Wellesley

Listing courtesy of Listing Agent: David Gordon from Listing Office: Coldwell Banker Realty - Newton.

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.

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.

How much is your home worth?

Get instant property value now!