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20 Shaw Rd, Wellesley
$1,575,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73590895 MLS ⋅ 2,212 SqFt.
Sunday (10/18) Open House Cancelled - Accepted Offer. Ideally situated on a picturesque, tree-lined street in the heart of Wellesley, this beautifully appointed home pairs timeless style with effortless everyday living. Sun-filled rooms and hardwood floors create a warm, inviting backdrop, while the spacious family room with fireplace and custom built-ins flows seamlessly to a private home office. The chef’s kitchen features custom cabinetry, a Wolf gas 6 burner range + premium appliances, wine refrigerator, breakfast bar and a generous dining area with French doors opening to an expansive deck – perfect for outdoor dining and entertaining. A charming sunroom offers additional flexibility for work or relaxation, while a thoughtfully designed mudroom with custom cubbies adds everyday functionality. Elegant 1st floor powder room. Upstairs, the serene primary suite features a marble bath with radiant heated floors, complemented by two additional bedrooms and an updated full bath with a double vanity. The finished lower level provides flexible space for recreation, fitness or play. Just minutes from Linden Square and within easy walking distance of Sprague Elementary, Wellesley Middle School, shops, restaurants and the Wellesley Hills commuter rail, this exceptional home offers the best of in-town Wellesley living. The walk up, unfinished 3rd floor offers expansion opportunities. 2020 Burnham Boiler; 2019 lower level renovation with French drain, sump pump with backup battery; high-end integrated sound system on 1st floor & deck; 2013 roof. Assumable VA loan: buyer may qualify to assume seller's below market rate VA mortgage, subject to lender approval and buyer's creditworthiness. See listing agents for details.

20 Shaw Rd, Wellesley
57 Benvenue Street, Wellesley
$1,595,000
6 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585944 MLS ⋅ 4,032 SqFt.
Timeless and stately classic white center entrance colonial. Incredible bones and ready to bring back to its original splendor! 3 full floors of living. High ceilings! Kitchen connected to dining room with a butler's pantry. Large living room with fireplace. Family room/den plus a large screen porch. Front and back stairwells. 2nd floor with 5 bedrooms and 2 full baths. Large 25' x 9' sleeping porch/sitting room on the 2nd floor. Very special 3rd floor with 2 more large rooms and a full bathroom plus great storage space. 2 car detached garage. Back up generator. Large flat yard. Super close to town, train, schools ... Make this your dream home or rebuild! A fabulous opportunity!

57 Benvenue Street, Wellesley
12 Grantland Rd, Wellesley
$1,475,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585006 MLS ⋅ 2,494 SqFt.
Wonderful opportunity in a fabulous Wellesley Hills location! Traditional 1929 Classic Center Entrance Colonial with high ceilings, period details, shiny wood floors, plenty of sunshine and a natural open flow. Big first floor with front to back living room with fireplace, dining room adjacent to eat in kitchen, family room with cathedral ceiling and gorgeous stone fire place, and a sunroom/office. 3 good size bedrooms on the second floor. The Primary Bedroom sets up perfectly for easily adding a primary bath. Walk up attic with amazing potential to finish. Terrific as is / tons of upside and expansion potential. Tremendous flat lot with gorgeous stone work and plantings… plenty of room for all kinds of fun. Short walk to the shops, restaurants, and commuter rail in Wellesley Hills.

12 Grantland Rd, Wellesley
37 Wall St, Wellesley
$2,895,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584741 MLS ⋅ 4,800 SqFt.
Fabulous young Colonial in one of the most coveted locations in town! Brimming with natural light; it has an open, incredibly spacious interior, tall ceilings, rich appointments throughout and gorgeous hardwood floors. It's perfect for entertaining, relaxing in comfort or working from home. A beautifully designed kitchen with expansive island and custom cabinetry opens to a sensational family room with soaring ceilings, fireplace and walls of windows. You can host the holidays in style in the generous and elegant dining room. Sliders from the kitchen lead to a handsome raised stone terrace. There is an excellent office on both the first floor and the lower level. The primary suite has fine details, double walk-in closets and a luxurious marble bath. All bedrooms are exceptionally spacious and a second bedroom is also ensuite. There is an ideal second story laundry room. The lower level also provides an outstanding playroom, exercise room, additional bedroom, and full bath. All this plus storage galore. This very special home is set on a peaceful road in a beloved neighborhood, just a short stroll to schools, shops, train station, library and downtown.

37 Wall St, Wellesley
22 Glen Brook Rd, Wellesley
$2,300,000
UNDER AGREEMENT Status ⋅ 73584059 MLS
Fantastic property at the end of a dead end street adjacent to Carisbrooke Reservation. Walking/Jogging trails are right outside this property. This is an SR20 zone. No demolition delay. All utilities at the street. Incredible opportunity to get into Wellesley near all major routes and walking distance to the train. Many possibilities.

22 Glen Brook Rd, Wellesley
12 Lowell Rd, Wellesley
$6,850,000
7 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582637 MLS ⋅ 7,652 SqFt.
12 Lowell Road offers the best of new construction with the timeless character of classic New England architecture. Thoughtfully designed with high ceilings, gracious proportions, and spacious, light-filled rooms, the home combines a sense of grandeur with an inviting warmth. Distinguished finishes and exceptional attention to detail elevate every space, while the generous floor plan is designed for both everyday living and effortless entertaining. Surrounded by beautiful grounds and offering an unusual sense of privacy, this is a truly special opportunity to enjoy the comfort and craftsmanship of a new home in a setting with enduring Wellesley appeal.

12 Lowell Rd, Wellesley
580 Washington St Unit 406, Wellesley
$4,999,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582563 MLS ⋅ 2,357 SqFt.
A truly rare opportunity to own a custom-designed, elegantly appointed three-bedroom penthouse condominium at The Belclare, in the heart of Wellesley Square. Bathed in natural light, this exceptional residence features a private terrace spanning the entire unit, offering sweeping views of Wellesley Center and an idyllic setting for outdoor entertaining, dining, or simply enjoying the beautiful fall colors & magnificent sunsets. Daylight from the expansive deck floods the kitchen, dining, and living spaces. Thoughtfully curated design details are showcased throughout, including coffered ceilings, custom built-ins, rich hardwood flooring, lush designer décor, and window treatments at every turn. A built-in, temperature controlled, 300 bottle floor-to-ceiling wine cabinet of burled mahogany creates a striking and elegant focal point at the entry. Nicely situated at the end of the hall, you will find a built-in office/3rd bedroom that adds valuable flexibility, making the space ideal for guests, a home office, or additional living needs. Also, easy to navigate in & out 2 side-by- side assigned parking spaces in The Belclare garage. For added convenience, there is a large storage closet on the same level. With its exceptional scale, sophisticated interiors, abundant natural light, and enviable location, a penthouse of this size and caliber is rarely available in Wellesley. An extraordinary residence and an opportunity not to be missed!

580 Washington St Unit 406, Wellesley
296 Linden St., Wellesley
$1,149,998
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582251 MLS ⋅ 1,813 SqFt.
Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large, updated half bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally, there is a flexible bonus room located on the third floor that can be used as an office/playroom or fourth bedroom. This home is ideally situated just minutes from Linden Square, local shops, restaurants, schools, commuter rail, and Wellesley town center, with easy access to major routes and highways.

296 Linden St., Wellesley
118 Benvenue St, Wellesley
$2,450,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73581385 MLS ⋅ 5,268 SqFt.
Stunning 5 plus bedroom Colonial in Dana Hall on half acre lot with great backyard! The sun drenched, open and flexible floor plan will delight from the inviting front porch all the way through to the charming patio. Main floor has great flow with well connected spaces inc living room with a fireplace, a great dining, ample family room, sophisticated kitchen with beautiful white shaker cabinets, stainless appliances, expansive island, stone countertops, lots of storage, lots of windows and irresistible sun room. A work from home office which can double as an additional bedroom with a full bath finishes out main level. Five bedrooms and three bathrooms on the second floor including great primary suite with delux dressing rooms. Finished lower level has plenty of space for play, guests and exercise. 2 car garage with mudroom entrance. On the first block of scenic Benvenue Rd with a sidewalk to Grove St, enjoy an easy walk to Wellesley Center shops, train, Brook Path, the new Hunnewell School, as well as Tenacre and Dana Hall Schools.

118 Benvenue St, Wellesley
17 Midland Road, Wellesley
$3,995,000
5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73580978 MLS ⋅ 5,210 SqFt.
Coveted in town/Dana Hall location! Photos are of work in progress. Almost at finish line! Incredible opportunity to live in a beautiful colonial with a complete renovation/addition. Over 5000 sq ft on 4 full floors. Large open floor plan for kitchen family room. Coffered ceilings, built-in banquette and walk-in pantry are just a few design features in this space. Formal living and dining room with private study and large mudroom with built-ins complete the first floor. Main suite with large walk-in closet and vaulted ceiling. 4 additional bedrooms and 3 full baths with laundry room. Oversized 3rd floor perfect for 2nd home office or bonus space. Lower level with room for guests with full bath plus exercise room and large playroom along with great storage. Your opportunity to customize now. Large flat yard! Block party neighborhood just short distance to Brook Path, Wellesley Center, Wellesley College, Nehoiden Golf Course and Hunnewell School.

17 Midland Road, Wellesley
4 Woodlawn Oval, Wellesley
$2,095,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73579024 MLS ⋅ 2,721 SqFt.
OFFER DEADLINE MONDAY AT 6PM. Please make all offers good for 24 hours and attached in 1 PDF. Set on a coveted, quiet cul-de-sac in Wellesley Farms, this beautifully appointed Colonial has been extensively renovated and is perfectly located—just minutes from the commuter rail and moments from nature trails and neighborhood shops. The owners worked with one of the area’s premier builders to thoughtfully remodel the home while preserving its original character, with careful attention paid to every detail. The fully renovated kitchen features custom beaded-inset cabinetry, super white quartzite countertops, a large island with custom woodworking, and a suite of top-of-the-line Wolf and Bosch appliances. Filled with natural light from a large skylight, the kitchen opens to a sun-filled family room with a custom wood-paneled cathedral ceiling and a wall of windows overlooking the large private backyard and patio.An elegant living room with a handsome fireplace and original built-in bookcases, and a dining room featuring classic wainscoting, designer wallpaper, and built-in cabinetry, complete the main living spaces. A fully renovated powder room includes a custom vanity and quartzite countertop that complement the kitchen. A convenient mudroom and laundry with custom cabinetry and washer and dryer add to the ease of everyday living.On the second floor, three generous bedrooms are equipped with custom closets, and a fully renovated full bath features custom cabinetry, quartzite countertops, nonslip tile floors, and Kohler bathtub, shower, and fixtures. The finished lower level provides flexible additional living space, including an oversized bedroom suite with a full bath, a large recreation room, and additional storage, offering flexibility for guests, work, play, and more.Outside, the expansive yard was thoughtfully redesigned by an award-winning landscape architect, with new plantings, a spacious bluestone patio, Wi-Fi-controlled irrigation, and a new cedar fence. Additional improvements include a brick-and-bluestone front entrance, new exterior doors, new lighting, a new boiler, new basement flooring, a reverse osmosis water filter, copper downspouts, French drains, smart thermostats, smart locks, and an EV charger.

4 Woodlawn Oval, Wellesley
39 River Glen Rd, Wellesley
$1,995,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578347 MLS ⋅ 2,820 SqFt.
Tucked away on an idyllic side street in a charming Wellesley Farms neighborhood, this beautifully maintained Colonial offers classic character, stylish updates, sun-filled spaces, and an exceptional location. Inside, thoughtful updates blend seamlessly with the home’s timeless appeal, including a beautifully updated kitchen with custom cabinetry and brass hardware that flows effortlessly into a sky-light lit eat-in area and oversized family room with built-ins. A formal dining room and living room offer flexibility for both everyday living and entertaining. Upstairs, you have four generous bedrooms, including a spacious primary suite with sparkling en-suite bath, along with a newly renovated family bath. The lower level provides versatile space for a playroom, home office, or gym, and your outside space is lush with a beautiful patio, grassy yard, and deck . Ideally located for the best of Wellesley living, with easy access to the Farms commuter rail, Lower Falls, walking trails, and major commuter routes. With no through-traffic, this closed loop neighborhood fosters the perfect balance of privacy and community. A bright, happy home in a truly special setting.

39 River Glen Rd, Wellesley
9 Eisenhower Circle, Wellesley
$2,395,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577996 MLS ⋅ 4,546 SqFt.
Tucked at the end of an idyllic cul-de-sac in one of Wellesley’s most sought after neighborhoods, this classic brick Colonial offers timeless style and exceptional space. The custom chef’s kitchen opens to a sun filled breakfast nook and a deck ideal for entertaining large parties. A large dining room with a wood burning fireplace provides a warm and inviting setting for gatherings and holiday dinners. The dramatic great room features soaring ceilings, walls of windows, a gas fireplace, and access to a second expansive deck. All bedrooms are generously sized and thoughtfully designed, including an expansive primary suite on it's own wing of the house with a soaking tub, private sitting room and oversized walk-in closet. The finished basement level offers two flexible large rooms and a full bath, while thoughtfully designed storage throughout keeps everything organized and within easy reach. A two-car garage, central air, new whole-home generator, water filtration system and an irrigation system add everyday comfort and convenience. Ideally located near town, the Sudbury aqueduct, top-rated schools, and the commuter rail this is the perfect place to call home.

9 Eisenhower Circle, Wellesley
15 Wedgwood Rd, Wellesley
$2,649,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577889 MLS ⋅ 4,181 SqFt.
Fully renovated Colonial on a Bates cul-de-sac near school and conservation trails. A 2016 whole-home renovation by a renowned architect and builder opened the first floor into one bright, column-free kitchen, family room and breakfast nook. The kitchen has a large center island with raised bar, 48" refrigerator, 36" rangetop, double wall ovens, microwave drawer and coffee bar, plus a built-in banquette and media cabinet. A large Andersen slider leads to the party-size deck. Mudroom with bench, powder room, study nook and a fireplaced living room complete the main level. Upstairs, five bedrooms include a primary suite with soaking tub, glass-walled tile shower, double vanity and fitted walk-in closet. Two more full baths were redone and a true second-floor laundry added. Walk-out lower level with rec room and gym. Andersen windows, spray foam insulation, gas heat and central air. Roof and paint 2024; steps, walkway and driveway 2026. Tesla Charger. Move-in ready, magazine-worthy, and waiting for you.

15 Wedgwood Rd, Wellesley
35 Forest Street, Wellesley
$1,885,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73575263 MLS ⋅ 3,093 SqFt.
An inviting front porch welcomes you to this traditional New England Colonial, steeped in local history and timeless charm. Step inside the lovely foyer and gracious center hall, where a thoughtful floor plan offers effortless living and entertaining. An abundance of windows fills the home with natural light. The custom-designed kitchen is a chef’s delight, featuring two sinks, two ovens, and generous counter and cabinet space. It opens to the formal dining room with its walk-in bay and the cozy family room, complete with built-ins. Pocket doors lead to the elegant living room, where a gas fireplace and window seat create the perfect setting for relaxing or enjoying a quiet read. Upstairs, the primary bedroom features two closets, a charming bay window, and an en suite bath with a large shower, double vanity and laundry. Two additional generously sized bedrooms and a full bath complete the second floor. The tree-top third-floor retreat, surrounded by a bank of windows, offers a peaceful and inspiring space for an office or studio, along with a fourth bedroom, full bath, and abundant storage. Designed by a Beacon Hill landscape architect, the beautifully landscaped grounds invite you to enjoy the brick patio and thoughtfully designed gardens. Two driveways provide parking for four cars.Ideally located near the Brook Path, Wellesley Hills commuter rail to Boston, restaurants, and cafés, with easy access to major commuting routes, this exceptional home offers the perfect blend of character, comfort, and convenience—an unbeatable offering for your next home.

35 Forest Street, Wellesley
30 Pleasant Street Unit 30, Wellesley
$1,295,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73575259 MLS ⋅ 2,348 SqFt.
Move-in ready and beautifully appointed, this sophisticated Wellesley home combines refined interiors, private outdoor space, and an enviable location just moments from Linden Square, Wellesley Square, and the commuter rail. The main level features a stylish kitchen with quality finishes flowing to the dining area and inviting family room with gas fireplace. Sliders open to a private, fenced-in patio, an ideal setting for outdoor dining, entertaining, and relaxing. Upstairs are two spacious bedrooms and two full baths, including a beautifully appointed primary suite with a spa-inspired bath featuring double vanities and radiant heat, plus a generous walk-in closet. The skylit third-floor retreat offers exceptional flexibility as a home office, guest suite, or additional living space, complemented by custom California Closets built-in desk and cabinetry. Direct entry from the two-car tandem garage, abundant storage, and an additional deeded outdoor parking space add a level of convenience rarely found this close to Wellesley Square. Recent condominium improvements include a new roof and skylights in 2025 and exterior painting in 2026.

30 Pleasant Street Unit 30, Wellesley
21 Westerly St Unit 6, Wellesley
$799,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73574584 MLS ⋅ 1,440 SqFt.
This bright, spacious, and beautifully updated townhouse is set on a private courtyard, just steps to the Linden Street shops, train, and schools. The spacious and light-filled living room has tasteful luxury vinyl plank flooring and newer windows. The kitchen/dining room has access to the private deck, ideal for morning coffee and an idyllic spot to enjoy summer breezes. Amenities include a beautifully updated full bath on the first floor and a full bath on the second. The two bedrooms have ample storage and generous closets. The washer/dryer is conveniently located in the second-floor laundry closet. The lower level is unfinished and opens directly to the oversized garage. There is an EV charger, and a second parking space available. Move right in and enjoy!

21 Westerly St Unit 6, Wellesley
8 Cypress Rd, Wellesley
$1,799,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73574530 MLS ⋅ 2,714 SqFt.
Perched atop Wellesley's prestigious Cliff Estates, this beautifully renovated Victorian blends timeless architectural charm with modern comfort. Offering 4 bedrooms and 3.5 baths, the home has been thoughtfully updated while preserving its original character and period details. The sun-filled kitchen features a breakfast nook overlooking the landscaped backyard, while elegant living, dining, and music rooms provide ideal spaces for everyday living and entertaining. The second floor includes three spacious bedrooms, including a serene primary suite. The third level offers an additional bedroom, full bath, and a flexible bonus room perfect for a family room, home office, gym, or playroom. Enjoy a private patio, oversized detached two-car garage, and a picturesque setting in one of Wellesley's most sought-after area. A rare opportunity to own a home where historic elegance meets modern living.

8 Cypress Rd, Wellesley
6 Intervale Rd, Wellesley
$2,095,000
5 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573935 MLS ⋅ 3,200 SqFt.
Completely gut-renovated from top to bottom, this stunning 5-bedroom, 3-bath home offers modern design and exceptional craftsmanship throughout. Renovated by a premier builder using top-quality materials, the home features a bright open-concept layout ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting central gathering space. A first-floor en-suite bedroom provides flexibility for guests, multigenerational living, or a private home office. Upstairs, additional bedrooms offer generous space and comfort. Located in a highly desirable neighborhood with convenient access to major routes, this home offers an easy commute to Boston while providing the comfort of a beautifully renovated residence ready for you to move right in.

6 Intervale Rd, Wellesley
1 Kenilworth Circle, Wellesley
$3,195,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573834 MLS ⋅ 6,034 SqFt.
Nestled on a quiet, tree-lined street just moments from Wellesley Town Center and the highly regarded Hunnewell Elementary School, this stunning six-bedroom home offers the perfect blend of luxury, comfort, and convenience. Thoughtfully designed with today’s lifestyle in mind, the expansive open floor plan seamlessly connects elegant living spaces, creating an inviting atmosphere for both everyday living and entertaining. Sun-drenched interiors showcase beautiful craftsmanship, generous proportions, and sophisticated finishes throughout. The chef’s kitchen flows effortlessly into the spacious family room, while formal and informal gathering spaces provide flexibility for every occasion. Six well-appointed bedrooms offer ample room for family, guests, and home offices. Outside, beautifully landscaped grounds provide a private retreat for relaxation and play. Ideally located near shops, restaurants, parks, schools and commuter routes.

1 Kenilworth Circle, Wellesley
90 Parker Road, Wellesley
$3,550,000
5 Beds ⋅ 6 Baths ⋅ UNDER AGREEMENT Status ⋅ 73573676 MLS ⋅ 4,743 SqFt.
At 90 Parker Road, in one of Wellesley's most sought-after neighborhoods, this newly constructed single-family residence offers expansive, light-filled living space. Built with the care and craftsmanship of a custom home rather than a typical spec house, every detail was thoughtfully selected. The first floor offers an open-concept layout flowing from the living room into the kitchen, which features a large center island and a Thermador appliance package, along with a slider out to a patio finished in blue mist granite. The mudroom includes closet space, a pantry, a half bathroom, and a counter with mirror just before you head out the door, and connects directly to the porch. The dining room is spacious and elegant, offering plenty of room for family gatherings. This home offers five well-proportioned bedrooms, five full bathrooms, and an additional half bath. All four bedrooms on the second floor feature private en-suite bathrooms, and the lower level adds a fifth bedroom and bathroom, an office, an entertainment room, and a laundry room. The patio is accessible directly from the kitchen, while the porch sits on the other side of the home, and the property includes a two-car garage. Ideally located near Hardy School, downtown Wellesley, and major highways for an easy commute, this distinguished property invites a closer look to fully appreciate its caliber as a premier Wellesley address. Photos are renderings and closely represent the finished home. Construction is nearing completion. Please reach out to arrange a showing appointment.

90 Parker Road, Wellesley
7 Dexter Road, Wellesley
$1,375,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73572680 MLS ⋅ 1,570 SqFt.
Ideally located at the end of a quiet cul-de-sac, this inviting Colonial is just a short distance from town center, the commuter train, and schools. A welcoming living room with a gas fireplace and custom cabinetry sets the tone as you enter. The spacious, open-concept kitchen and dining area is bright and sunny, with a thoughtfully designed kitchen featuring a center island with seating—perfectly suited for everyday living and entertaining. A French door leads to a versatile den or home office, offering a tucked-away space for work or relaxation. The second and third floors provide flexible bedroom options, with access to an expanded third floor offering additional possibilities. Outside, the fantastic backyard adjacent to the Brook Path, features lush foliage and a level lawn ideal for outdoor fun and games. A wonderful home with space to grow, personalize, and enjoy for years to come!

7 Dexter Road, Wellesley
186 Oakland Street, Wellesley
$1,995,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73570070 MLS ⋅ 3,216 SqFt.
This thoughtfully designed Cape-style home offers first floor living with a master bedroom and full bath, large custom designed kitchen with an eat-in area and adjoining pantry. There is a lovely dining room with built-in cabinets that is connected to a fireplaced living room with a stunning bay window. A first floor den has extensive built-in cabinetry and a half bath. Each season can be enjoyed from the screened in porch overlooking a large and professionally maintained yard with mature plantings and total privacy. The lower level is spacious with a finished family room, full bath, and walkout to the backyard. On the 2nd floor are three bedrooms, an office area, a full bath, and large walk-in closet, plus a walk-in attic for extra storage area. Ideally located across from the Wellesley Country Club, town gardens, Centennial Park, and Longfellow Pond, this property has easy access to commuting routes.

186 Oakland Street, Wellesley
151 Oakland Street, Wellesley
$3,595,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73569459 MLS ⋅ 6,525 SqFt.
Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a family room with gas fireplace, wet bar, and french doors to patio while the adjoining breakfast room/sunroom opens to a deck with sunrise views. A spacious great room with beamed ceilings and fireplace provides exceptional entertaining space. A first-floor office with separate entrance and full bath offers potential for an in-law/nanny suite. A wood paneled library with built-ins and a well-appointed dining room round out the first floor. Upstairs are five bedrooms, a sitting room/nursery, and four renovated baths. The third floor features a game room. The expansive lower level includes a recreation room, exercise room, workshop, mudroom, storage, and access to the two-car garage. A historic barn with electricity and water adds character and offers potential for an ADU. Convenient to Wellesley Hills shops, restaurants, commuter rail, and major routes, this exceptional property combines privacy, character, style, and remarkable views.

151 Oakland Street, Wellesley
43 Atwood St, Wellesley
$1,525,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73556625 MLS ⋅ 2,148 SqFt.
Charming English Cottage ideally situated to support easy walking access to Wellesley amenities: shopping, Commuter Rail, library, schools, sports fields, and the idyllic Brook Path. Meticulously maintained, this treasured home's entrance invites you into a fireplace-focused living room, a bright new kitchen, and a spacious family room which can provide a flexible floor plan to support aging in place. A full bathroom and laundry are on the first level, and three bedrooms and a shared full bath are on the 2nd floor. Home includes a full basement for play, work, exercise and storage. Its recently-finished space features bright windows, tall ceilings, and interior and exterior access. Parking for three vehicles. A yard with lovely mature plantings and a patio complete the offering. Enjoy the convenience and lifestyle of this sought-after neighborhood of Wellesley!

43 Atwood St, Wellesley
25 Hundreds Cir, Wellesley
$3,250,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73551561 MLS ⋅ 3,712 SqFt.
Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell.

25 Hundreds Cir, Wellesley
38 Upwey Rd, Wellesley
$2,295,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73546333 MLS ⋅ 3,776 SqFt.
Welcome to 38 Upwey Road, offering generous living space, a flexible floor plan and an unbeatable Wellesley location. Built in 1993, this 4-bedroom, 3.5 bath home offers three finished levels, an oversized 2-car garage and a bright, open-concept floor plan. Newly refreshed, the kitchen features brand-new countertops and appliances, while recent roof and system updates offer added peace of mind. A dedicated home office provides the perfect work-from-home space. The walk-out lower level adds tremendous versatility with a spacious recreation area, full bath and wine storage room. Enjoy a private backyard while being just moments from Linden Square, Wellesley’s commuter rail, schools and major commuting routes. A wonderful opportunity to enjoy space, convenience and a prime Wellesley location.

38 Upwey Rd, Wellesley
10 Wilde Rd, Wellesley
$1,250,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73545066 MLS ⋅ 1,320 SqFt.
**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room, three season porch and kitchen. Hardwood floors and period details. One car garage and lovely private yard with mature plantings. Very close proximity to The Bates School, Kelly Memorial Park and fields, Boulder Brook Reservation, Fells Market and all that Wellesley has to offer.

10 Wilde Rd, Wellesley
40 Kimlo Rd, Wellesley
$1,895,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73533550 MLS ⋅ 2,896 SqFt.
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
46 Royalston Road, 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

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