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8 Wilson St, Wellesley
$2,108,000
4 Beds ⋅ 4 Baths ⋅ 73565625 MLS
Location! Location! Location! Ideally located in the popular Wellesley Square neighborhood, just steps to the Brook Path, library, commuter train, shops, dining, and highly regarded Wellesley schools. This bright and spacious Colonial offers 4 bedrooms and 4 full baths, with hardwood floors throughout. The impressive two-story foyer opens to an inviting floor plan ideal for comfortable living and entertaining. The extra-large updated kitchen features abundant cabinetry, granite countertops, modern finishes, and a 2025 Bosch stove. A major whole-house renovation and floor plan redesign was completed in 2014, including a spacious family room addition, main bedroom suite, and ductless heating/cooling with 7 units. Two heat-pump systems provide additional efficiency. New roof (2015). Recent updates include attic and crawl-space insulation (2025), driveway extension (2025), fresh interior paint (2026), and driveway recoating (2026). Enjoy a good-sized backyard and an exceptional location close to everything Wellesley has to offer.

8 Wilson St, Wellesley

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.
33 Linden Street, Wellesley
$2,100,000
5 Beds ⋅ 3 Baths ⋅ 73536258 MLS
Gracious Victorian w/an incredible Barn & workshop, a distinctive property zoned GR offering unmatched versatility. The inviting front porch sets the tone of warmth & charm of this beautifully renovated home brimming w/vintage details such as stain glass windows, turned staircase & 9' ceilings. Gorgeous chef's kitchen w/white shaker cabinetry, 2 copper sinks, high-end appliances, quartz & large center island for gathering. The expansive family & living rm w/cozy fireplace offers plenty of space for entertaining. 2nd floor has a home office and 3 bedrooms including a luxurious spa-like bath. The 3rd floor has a generous 4th bedroom or bonus room. Enjoy summer BBQs on the stone patio. There a garage plus extraordinary barn w/a heated workshop & room enough for 6 cars. Studio apartment at ground level w/a separate entrance & patio. Own a part of Wellesley's history. Conveniently located near the train, town center, schools, restaurants & more, all the best of Wellesley!

33 Linden Street, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.
30 Ivy Road, Wellesley
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 73502470 MLS
Beautifully updated home featuring highly desirable floor plan, just steps from Sprague Elementary! A welcoming foyer opens to front-to-back fireplaced living room & elegant dining room. The rear of the home showcases bright, sun-filled open-concept kitchen & family room. The kitchen is designed w/ quartz countertops, subway tile backsplash, pantry, eat-in dining area & peninsula w/ bar seating. The stunning family room boasts vaulted ceilings w/ skylights, fireplace & custom built-ins. A sunroom at back of the home overlooks a large, level yard w/ an expansive patio, perfect for outdoor living. Primary suite offers walk-in closet & modern bath w/ floating vanity. Three additional bedrooms & full bath complete the second floor. The finished lower level adds versatile living space w/ playroom, efficient exercise area, mudroom off two-car garage, laundry room & half bath. Fully renovated. This home is ideally located near schools, town & train w/ easy access to major routes. Must see!

30 Ivy Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
2 Woodlawn Oval, Wellesley
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 73491540 MLS
This charming 1937 Colonial is perfectly situated on a quiet cul-de-sac just moments from shops, restaurants, major highways, and the commuter rail, offering both convenience and neighborhood charm. With four finished levels of living space, this beautifully maintained home features nine spacious rooms, including four bedrooms, three full baths, and one half bath. The updated kitchen opens seamlessly to the living and dining areas, creating a bright and inviting layout ideal for everyday living and entertaining. A dedicated first-floor office provides the perfect space for working from home. The finished lower level offers additional flexible living space for a family room, gym, or playroom. Outside, enjoy a private fenced backyard with a patio, perfect for relaxing or hosting gatherings. Classic character blends effortlessly with modern updates in this warm and welcoming home, offering comfort, style, and a highly desirable location close to everything.

2 Woodlawn Oval, Wellesley

Listing courtesy of Listing Agent: The Madden David Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.
4 Fiske Rd, Wellesley
$2,090,000
4 Beds ⋅ 4 Baths ⋅ 73491833 MLS
An iconic stone and shingle home beautifully sited in coveted Poet’s Corner. This timeless residence blends classic architecture with gracious, well-proportioned living spaces. A signature porch/sunroom sets the tone which opens to a gracious fireplaced living room lined with a wall of windows. The elegant dining area is perfectly scaled for both everyday living and entertaining. A standout first-floor family room with an adjacent fully renovated bathroom provides exceptional flexibility for guests, work, or play.Upstairs, four well-sized bedrooms and two full baths complete this family home. A generous mudroom and an attached two-car garage make this property practical as well as charming. Don't miss this rare opportunity to own a truly special home in one of Wellesley's favorite neighborhoods.

4 Fiske Rd, Wellesley

Listing courtesy of Listing Agent: Betsy Kessler from Listing Office: Rutledge Properties.
100 Linden St Unit 205, Wellesley
$2,050,000
2 Beds ⋅ 2 Baths ⋅ 73541337 MLS ⋅ ['Terrazza'] BLDG.
This sophisticated 2-bedroom residence at Terrazza, is ideally located in the heart of Wellesley. A welcoming foyer opens to a beautifully appointed spacious chef’s kitchen featuring Wolf and Sub-Zero appliances, a center island with breakfast bar, and a seamless flow into sun-filled living areas. Floor-to-ceiling windows, a gas fireplace, and a covered balcony create an inviting setting for everyday living and entertaining. The thoughtfully designed 2 bedroom layout offers privacy, with a luxurious primary suite featuring a large walk-in closet and spa-like bath. The second bedroom includes its own custom closet and ensuite full bath. Additional highlights include in-unit laundry, storage, and 2 assigned garage spaces. Exceptional amenities include concierge, fitness center, pet spa, golf simulator, courtyard, and stylish club room, all moments from the commuter rail, shops, restaurants, and more! Do not miss this great opportunity to experience suburban luxury living at Terrazza!

100 Linden St Unit 205, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.
122 Great Plain Ave, Wellesley
$2,050,000
4 Beds ⋅ 4 Baths ⋅ 73494412 MLS
Step into a notable historic "Augustus Fuller" home-where timeless character meets modern living. This beautifully preserved and thoughtfully updated residence offers an exceptional opportunity to own a home rich in heritage while enjoying today's most sought after comforts.Historic charm is evident in every detail, with countless interior & exterior updates to ensure a lifestyle of ease & sophistication. The heart of the home features a newly renovated, sun-drenched kitchen that shines as a true centerpiece. Designed with both style & functionality in mind, it features bright finishes & ample cabinetry for an inviting atmosphere perfect for everyday living & entertaining alike. The second floor offers 4 beautiful bedrooms offering charming fireplaces, wood floors, 3 full bathrooms, a laundry area as well as spaces to be creative for your daily needs. The addition of a classic farmer's porch with fans & a copper roof graces the front of the home. WELCOME HOME!

122 Great Plain Ave, Wellesley

Listing courtesy of Listing Agent: Cara Rogers from Listing Office: NorthStar Real Estate, LLC.
100 Linden Street Unit Unit 103, Wellesley
$2,050,000
2 Beds ⋅ 2 Baths ⋅ 73460416 MLS ⋅ ['Terrazza'] BLDG.
Move In Ready, New Construction! Welcome to the new suburban luxury...Terrazza offers spacious, contemporary interiors in the heart of the jewel-box town center of Wellesley, and promises unparalleled sophistication and warmth in equal measure. Rich with amenities, the finest finishes, designer touches, parking, and more. This Two Bedroom residence is meticulously designed to maximize both style and function featuring open living spaces with a fireplace, a private balcony, and primary suite with large walk-in closet and laundry room. Residents will enjoy exclusive access to the amenities offered including: Concierge Service, Courtyard and Grills, Conference Room, Catering Kitchen, Fitness Center, Sports Simulator, Bike Storage, Pet Spa, EV Car Charging Stations, and Garage Parking, in addition to being steps to Linden Square and Wellesley Center offering Fine Dining, Shopping, Walking/Biking Trails, Parks, Public Transportation, and quick access to Boston and major highways.

100 Linden Street Unit Unit 103, Wellesley

Listing courtesy of Listing Agent: Janice Dumont from Listing Office: JD Advisors, Inc.
42 Temple Road, Wellesley
$2,040,000
4 Beds ⋅ 5 Baths ⋅ 73533506 MLS
Set on a naturalized landscaped oversized lot in a sought-after Wellesley location, this sun-filled Arts and Crafts residence blends timeless character with refined versatility. Thoughtfully expanded with custom architectural details, the home offers primary suites on both the first and second floors, generous additional bedrooms and baths, and flexible spaces for work, guests, or quiet retreats. Skylights, fireplaces, and vaulted ceilings bring warmth, light, and scale throughout, and the landscaped grounds and specimen plantings complete the setting.•4 bedrooms, including primary suites on both the first and second floors•3 full baths and 2 half baths•Skylights, fireplaces, and vaulted ceilings throughout•Thoughtful expansion featuring custom architectural details•Spacious two-car garage with attached workroom•Lower level provides generous storage and oversized playroom •Outdoor patio. Plant lovers paradise . Near Town center/Dana Hall, Hunnewell School, library. West facing sunsets.

42 Temple Road, Wellesley

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.
170 Benvenue St, Wellesley
$2,040,000
5 Beds ⋅ 3 Baths ⋅ 73485455 MLS
Beautifully updated and move-in ready, this 5 bedroom Cape sits on nearly 1/2 acre in Wellesley’s desirable Dana Hall neighborhood. The 1st floor features a fireplace anchored living room with an oversized picture window that fills the space with natural light. From there, the layout flows into a thoughtfully updated kitchen with leathered quartzite countertops, a waterfall island, and new Bosch and Wolf appliances. A 5th bedroom and full bath on the main level offer flexibility for guests, a home office, or additional living needs, while a stone tiled den opens directly to the patio for seamless indoor-outdoor living. Upstairs, the primary suite, 3 additional bedrooms, a bonus room, and a newly renovated bathroom complete the 2nd floor. The finished lower level features a playroom w/ a fireplace. Outside, the fenced yard is beautifully landscaped with a patio, gas fire pit, sport court, and mature plantings ideal for entertaining or relaxing outdoors. Minutes from Wellesley Center

170 Benvenue St, Wellesley

Listing courtesy of Listing Agent: Sneha Patel from Listing Office: Gibson Sotheby's International Realty.
5 Wilde Rd, Wellesley
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 73476457 MLS
Nestled on a quiet circle in the sought-after Bates School neighborhood, this classic Center Hall Colonial blends traditional elegance with modern living. At the heart of the home is an amazing 27' kitchen featuring custom cabinetry, a massive center island, and a sun-drenched breakfast area with a built-in banquette. For entertaining there is a lovely dining room with charming built-in, along with the grand piano-sized living room with a cozy fireplace and French doors to the private patio. The bright den could be used as the ideal home office. Upstairs, the private primary retreat is a sanctuary of its own, boasting a walk-in closet, beautifully remodeled bathroom, and a sun-filled sitting room with outdoor balcony. There are three more generously sized bedrooms and a 2nd floor laundry. The first floor mudroom is especially handy at this time of the year and the versatile lower level includes a large play area and separate gym or office. All in a quiet neighborhood setting!

5 Wilde Rd, Wellesley

Listing courtesy of Listing Agent: Kathy Kelley from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.
32 Kingsbury Unit A, Wellesley
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 73442331 MLS
Don’t miss your last opportunity to own a brand-new luxury townhome in the sought-after Linden Square area of Wellesley! This exceptional attached home offers over 3,272sf of thoughtfully designed living space, featuring 4+ bedrooms & 4.5 baths across three spacious levels. Enjoy a modern open-concept layout perfect for today’s lifestyle, highlighted by a custom designed kitchen & a welcoming family room with a cozy fireplace. Step outside to your private yard and expansive patio, ideal for relaxing or entertaining. Upstairs, the luxurious primary suite boasts a generous walk-in closet & a beautifully appointed bath; 3 additional bedrooms, 2 full baths & a convenient laundry rm complete the 2nd floor. The finished lower level includes a full bath, perfect for additional living space or guest accommodations. Nestled in a premier location, this residence seamlessly combines sophistication and comfort, with top-rated schools.

32 Kingsbury Unit A, Wellesley

Listing courtesy of Listing Agent: Patrice Clunan from Listing Office: Coldwell Banker Realty - Brookline.
7 Crescent Street, Wellesley
$1,975,000
4 Beds ⋅ 3 Baths ⋅ 73431936 MLS
Nestled atop a hill in desirable Wellesley Farms, this impeccably restored 1873 Victorian Italianate blends historic charm w/ modern updates. Every element, from rich millwork to restored hardwood floors, have been thoughtfully considered to reflect the home’s classic architecture. The main floor w/ soaring 11’ ceilings, features beautiful living spaces equipped w/ in-ceiling speakers ready for relaxation & entertaining. A spacious dining room ideal for hosting and family meals. The fabulous contemporary kitchen is a chef’s dream, equipped w/ modern appliances & ample counter space. Upstairs, you will find 4 bedrooms & 2 new bathrooms, ensuring comfortable living. Enjoy period details all around house, including wrap around porch, & floor-to-ceiling windows boasting tranquil views of lush gardens set back from the road. Fun rock wall for kids in LL plus a form-meets-function pantry. Minutes to train, restaurants, shopping, Warren Park & routes to Boston. Incredible improvement list.

7 Crescent Street, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
8 Old Town Rd, Wellesley
$1,975,000
5 Beds ⋅ 5 Baths ⋅ 73429057 MLS
Welcome to this Wellesley Farms Colonial, brimming with charm and maintained in excellent condition. Spacious dining and living rooms greet you on the first floor, flanked by an updated kitchen and bright sun room, respectively. In addition to the large primary and two additional bedrooms, the second floor boasts charming built-in bookshelves and a cozy office overlooking the front yard. Fourth and fifth bedrooms and a sizable bathroom on the third floor. The fenced-in backyard offers level play space, stone patios, and tree-lined privacy. A short drive to major highways and an easy walk/drive to Commuter Rail. An outstanding combination of Wellesley Farms serenity, classic character, and can't-miss convenience. Come make it yours!

8 Old Town Rd, Wellesley

Listing courtesy of Listing Agent: Brian McMahon from Listing Office: Rutledge Properties.
17 Atwood St, Wellesley
$1,965,000
4 Beds ⋅ 3 Baths ⋅ 73435120 MLS
Beautiful and bright 1920’s brick & shingle colonial in a prime central Wellesley location near the town center, train, and Brook Path, and within the rare “school triangle” – close to the elementary, middle, and high schools. This classic home sits on a professionally landscaped lot with a fenced yard, expansive deck, and two-car garage. Inside, charming period details blend seamlessly with modern updates, including a sun-filled kitchen with breakfast nook, elegant formal rooms, a partially finished lower level, and a finished attic office (bonus 642 sq.ft. in attic: office/and 5th bedroom). Key features include central air, 200-amp electrical service, an in-ground sprinkler system, and a cobble-lined driveway, high-efficiency Burnham boiler, custom whole-home networking and AV systems, and custom closet installations in all bedrooms. Handsome details, thoughtful improvements, and a superb location make this home truly move-in ready. List of Improvements, Matterport & video attached.

17 Atwood St, Wellesley

Listing courtesy of Listing Agent: Elke Cardella from Listing Office: Compass.
100 Linden Street Unit 105, Wellesley
$1,960,000
2 Beds ⋅ 2 Baths ⋅ 73425006 MLS ⋅ ['Terrazza'] BLDG.
RARE OPPORTUNITY... sophisticated & contemporary design w/priv balcony. 2-bed 2-bath residence meticulously cared for by owners who live in MA for 6 mos/yr. Wolf/Sub-Zero appliances, LG W&D, white cabinetry, honed granite countertops, porcelain tile backsplash. New wood floors: Villa Borghese Aged French Oak. Open living, 9’ ceilings, gas f/p, floor to ceiling windows offering an abundance of light, retractable screens & Hunter Douglas automatic window treatments. Primary suite includes lg walk-in closet & 2nd closet, all by CA Closets. Primary bathroom features white tiled walk-in shower w/glass door, radiant heated tile floor, double vanity. 2nd bedroom is en suite & walk-in closet by CA Closets. Amenities: Concierge, Prop Mgr, Courtyard w/gas fireplace & gas grills, Club Room, Conf Rms, Fitness Ctr w/Flex Studio, Golf Simulator, Bike Storage, Pet Spa, EV Charging Stations & Garage Parking for 2 cars. 5 min walk to Linden & Wellesley Squares & Wellesley Square Commuter Rail Station.

100 Linden Street Unit 105, Wellesley

Listing courtesy of Listing Agent: Mary McAvoy Canova from Listing Office: JD Advisors, Inc.
92 Woodlawn Ave, Wellesley
$1,953,000
4 Beds ⋅ 3 Baths ⋅ 73498393 MLS
Bright and inviting 4 BR, 2.5 BA Wellesley Farms Colonial blends today’s conveniences with yesterday’s charm. Every detail has been carefully curated for a seamless combination of style and function. The welcoming foyer leads to a spacious living room with a fireplace and built-ins; a sun-drenched den opens to a professionally landscaped backyard ideal for entertaining and play. The thoughtfully-designed kitchen incorporates the laundry area and connects to a mudroom and 2-car garage. The second floor features 4 generously-sized bedrooms, 2 renovated full baths, and walk-up attic with expansion potential. Extensive hardwood flooring and central a/c—always in demand—add to the home’s comfort and appeal. The finished basement is the perfect family room or playroom, and includes a fireplace and dedicated wine/storage area. Sought-after neighborhood mere minutes from commuter rail, Rts. 90/95/9, playgrounds, daycare, schools, shops & restaurants. Open House Saturday 1-3 and Sunday 12-2

92 Woodlawn Ave, Wellesley

Listing courtesy of Listing Agent: Heather Costa from Listing Office: ERA Key Realty Services- Fram.
18 Fisher Ave, Wellesley
$1,930,000
4 Beds ⋅ 3 Baths ⋅ 73535541 MLS
Welcome to 18 Fisher Ave! Nestled on a quiet cul-de-sac near the new Hardy School, this expansive home has been meticulously maintained. This home features a sun splashed formal living room and dining room, both with gleaming hardwood floors. Large eat in kitchen, with granite countertops and stainless appliances, enormous great room with stone fireplace and exquisite cherry flooring. Laundry room and 1/2 bath round out the first floor. The second level boasts a serene primary suite and bath. Three additional ample bedrooms and a full bath complete the upstairs. Flexible, finished lower level could act as a gym, office or playroom. Private yard and lovely deck provide a perfect backdrop for relaxing and entertaining. Very Close proximity to the highly sought after Hardy school, Morse Pond, Fells Market, public transportation, The Fells Branch Library and all that Wellesley has to offer. Welcome home.

18 Fisher Ave, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.
42 Calvin Road, Wellesley
$1,930,000
5 Beds ⋅ 4 Baths ⋅ 73438196 MLS
Worthy of a picture perfect postcard, this beautifully renovated Village Colonial blends timeless charm & character w fresh modern comfort! Sunlight pours thru the expansive windows highlighting the elegant architectural details: high ceilings, rich moldings,& gleaming hardwood floors. The stunning gourmet kitchen combines beauty & function featuring high end stainless steel appliances, custom cabinetry, luxurious marble countertops, & expansive island perfect for family living. This home offers 5 spacious light filled bedrms, including a serene master retreat, & 4 crisp updated baths. Brimming with family friendly spaces including 2 mudrms, w space for all the family gear, a playrm & the delightful front porch,a perfect place to relax! The lush yard is enclosed w a white picket fence creating a private & picturesque setting ideal for play or entertaining. Located just steps to schools, playground, shops and restaurants. This exceptional property is a rare find, truly a forever home!

42 Calvin Road, Wellesley

Listing courtesy of Listing Agent: Laura A. Daunis from Listing Office: Coldwell Banker Realty - Wellesley.
78 Hunnewell St, Wellesley
$1,930,000
5 Beds ⋅ 5 Baths ⋅ 73424991 MLS
Your dream home awaits! This beautiful, 2013-built colonial sits on over half an acre abutting Sudbury Path and offers an expansive, timeless layout with 3 levels of living. The first floor features a dramatic entryway, front-to-back formal living & dining spaces, half bath, and a chef’s kitchen with breakfast nook that opens to a gracious step-down family room with gas fireplace – all overlooking the fully-fenced tree-covered backyard that truly feels like your own oasis. Upstairs find 5 full bedrooms including a primary en-suite with a walk-in closet and soaking tub, and 2 additional full baths. Plus, an entire fully finished walk-out lower level with entertainment space, flexible office/room, full bath, and a gym. Central air, excellent storage, 2-car garage w/ EV charger, patio, and an outdoor shed. All of this in a convenient Wellesley location in the Fiske school district, minutes to Rt 9, shopping & Volante Farms, highways and much more. Must see!

78 Hunnewell St, Wellesley

Listing courtesy of Listing Agent: Fleet Homes Group from Listing Office: Keller Williams Realty.
58 Leighton Rd, Wellesley
$1,925,000
3 Beds ⋅ 3 Baths ⋅ 73529584 MLS
Nestled in one of Wellesley’s most sought-after neighborhoods, this charming brick Colonial blends timeless character with thoughtful updates and an unbeatable location near the Brook Path, town center, shops, restaurants, and commuter rail. Offering 9 inviting rooms, the home features 3 bedrooms, a first-floor office, and a finished lower-level playroom. Beautiful architectural details, hardwood floors, and sun-filled living spaces create warmth and charm throughout. Recent improvements include renovated primary and hall baths, a new roof and extensive window replacements. The fully fenced backyard provides wonderful space for play, entertaining, and gardening. A rare opportunity to enjoy classic Wellesley living in a everyone's favorite Dana Hall neighborhood.

58 Leighton Rd, Wellesley

Listing courtesy of Listing Agent: Betsy Kessler from Listing Office: Rutledge Properties.
6 Boulder Brook Rd, Wellesley
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 73482568 MLS
Beautifully expanded Cape set in the highly sought-after Bates neighborhood, offering a perfect blend of comfort and style. The chef’s kitchen opens seamlessly to a spacious family room featuring tray ceilings, custom built-in bookcases, a granite bar with wine refrigerator, and a gas fireplace—ideal for everyday living and entertaining. A sun-filled dining room and inviting living room with wood-burning fireplace provide wonderful gathering spaces. Tucked away on the main level is a private en suite bedroom, perfect for guests or a home office. Upstairs, the spacious primary suite includes a walk-in closet and spa-like bath with whirlpool tub, along with two additional bedrooms, a full bath, and laundry. The finished lower level offers a playroom, second laundry, and abundant storage. Step outside to a deck overlooking the in-ground pool and private backyard—an exceptional retreat for outdoor enjoyment.

6 Boulder Brook Rd, Wellesley

Listing courtesy of Listing Agent: The Madden David Real Estate Group from Listing Office: Coldwell Banker Realty - Wellesley.
39 Twitchell St, Wellesley
$1,920,000
4 Beds ⋅ 3 Baths ⋅ 73428834 MLS
Truly unique home in fabulous walk to everything location! Wonderful 1930’s Victorian Farmhouse loaded with charm and potential. Welcoming and large front porch, terrific high ceilings, original fir hardwood floors, plenty of sunshine and a natural open flow connecting all the living areas. Lovely entrance hall, wide open dining room and great room, and white eat-in kitchen. 4 bedrooms - with 3 beds, 1 bath, and laundry on the 2nd floor and glorious Primary Suite on the 3rd floor with bath, closet and office. There is also a charming Guest House on the property with kitchen, family room, 2 bedrooms, bath, laundry and separate utilities. Use the guest house for visitors, family, private work from home space, or income source as legal rental property. Move in ready with tons of upside potential. Detached 1 car garage with second Porte cochere spot. Level fenced yard. Easy walk to the new Hunnewell School, WHS, WMS, Brook Path Commuter Rail, Whole Foods and Wellesley Center.

39 Twitchell St, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.
45 Kingsbury St, Wellesley
$1,913,000
6 Beds ⋅ 3 Baths ⋅ 73486000 MLS
Picture-perfect 10-room Colonial nestled in the heart of town, offering the perfect blend of timeless charm and modern comfort. Thoughtfully renovated and beautifully maintained, this home boasts 6 flexible bedrooms and 3 full baths across two bright levels with hardwood floors and high ceilings. The elegant main level features impressive living and family rooms with 9’ ceilings, tall windows, and a marble fireplace, flowing into a sun-filled breakfast nook and an open kitchen with island, custom cabinets, and granite countertops. A formal dining room and an office/guest room with full bath complete the first floor. Upstairs includes a luxurious primary suite with spa bath and walk-in closet, three generous bedrooms, a full bath, laundry, and a large flex room w/ French doors. Extensively remodeled in 2012 with quality craftsmanship, plus a bonus finished lower-level and an oversized two-car garage. Close to top-rated schools, shopping, parks & more—an expectational place to call home!

45 Kingsbury St, Wellesley

Listing courtesy of Listing Agent: Connie Uhm from Listing Office: Coldwell Banker Realty - Weston.
90 Elmwood Rd, Wellesley
$1,902,500
4 Beds ⋅ 4 Baths ⋅ 73484665 MLS
In a wonderful Bates School neighborhood, step inside & discover this thoughtfully expanded, well designed home w/ generous rooms, great flow, & exceptional living space. Versatile first-floor primary suite boasts an updated, stylish bath, great closet space & bonus room for exercise, nursery or study. Three generously sized second floor bedrooms accommodate family & guests. Sun-drenched living room w/ hardwood floors & stunning gas fireplace opens directly to the dining room & custom kitchen w/ high end appliances, abundant cabinetry & pantry. The kitchen flows into a warm, welcoming family room & treetop screened porch overlooking a private, fenced-in yard—perfect for indoor-outdoor living & relaxation. The first-floor study/sitting room offers a quiet spot for work or reading.The huge lower level is perfect for family activities & work from home. Oversized 2-car garage ensures plenty of storage. Access from your own backyard to Bates School, Kelly Field & Boulder Brook Reservation!

90 Elmwood Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.
10 Fieldstone Way Unit 10, Wellesley
$1,900,000
3 Beds ⋅ 4 Baths ⋅ 73390360 MLS ⋅ ['Fieldstone'] BLDG.
Welcome to a rare opportunity in the sought-after Fieldstone community. The Dana model at 10 Fieldstone Way blends timeless design with modern comfort, offering a spacious interior filled with elegant touches. The main level features a luxurious primary suite with two generous walk-in closets and a spa-like bath. A chef’s kitchen with white cabinetry, quartz countertops with a large island, and high-end finishes flows seamlessly into the open dining and living areas, accented by high ceilings, crown molding, and hardwood floors. Upstairs, you’ll find two additional bedrooms, a full bath, and a loft ideal for an office or retreat. The sunlit lower level adds valuable bonus space with a second half bath, perfect for entertaining, workouts or storage. Outdoor living includes a private back porch/patio and a charming courtyard leading to a two-car garage. All this in a peaceful, nature-filled setting with convenient access to everything Wellesley has to offer.

10 Fieldstone Way Unit 10, Wellesley

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.
25 Riverdale Rd, Wellesley
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 73546822 MLS
Timeless charm meets modern comfort in this beautifully maintained 1912 Colonial, offering 8 well-proportioned rooms, including 4 bedrooms and 4 baths (2 full, 2 half). The heart of the home is a beautifully renovated eat-in kitchen with stone counters, custom cabinetry, and stainless appliances, flowing effortlessly out to a generous patio that opens onto a private outdoor space with plenty of room to play and a magnificent beech tree as its centerpiece. Upstairs, the main bedroom features walk-in closets and full bath, alongside three additional bedrooms and a beautifully renovated family bath. The finished lower level adds flexible living space ideal for a playroom, home office, or bonus TV room, complete with a wet bar and half bath. Additional highlights include central air conditioning, an attached garage, and an unbeatable location with easy access to the commuter rail, the Mass Pike, and Rte 95—keeping you close to everything while making commuting a breeze.

25 Riverdale Rd, Wellesley

Listing courtesy of Listing Agent: Betsy Kessler from Listing Office: Rutledge Properties.
23 Thackeray Road, Wellesley
$1,880,000
4 Beds ⋅ 3 Baths ⋅ 73509036 MLS
A quintessential sun-filled Colonial in the coveted Poets Corner neighborhood blends timeless New England charm with effortless everyday living. Set along a tree-lined street this beautifully maintained home welcomes you with classic symmetry, hardwood floors, and abundant natural light streaming through. Gracious formal rooms flow seamlessly into a bright kitchen with breakfast nook and cozy den. Upstairs, well-proportioned bedrooms offer comfort and flexibility. The home’s enduring character is showcased by a stunning center entrance stairway and picture window. Fabulous screened in porch overlooks a private yard framed by mature plantings provides a serene retreat. Known for its close-knit, friendly feel, the neighborhood is prized for its charming Colonials, beloved Warren Park, and proximity to top schools and commuter routes. This is classic Wellesley living at its finest in a dream location!

23 Thackeray Road, Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
1 Sunnyside Ave, Wellesley
$1,865,000
4 Beds ⋅ 5 Baths ⋅ 73480081 MLS
Welcome to 1 Sunnyside Ave, a beautifully built newer construction home tucked on a quiet cul-de-sac in Wellesley’s desirable Hardy School district. Set on a private 0.45-acre lot, this light-filled residence blends timeless design with modern functionality. The open floor plan features a spacious living area that flows seamlessly into a chef’s kitchen with quartz countertops, oversized island, and premium appliances—ideal for both daily living and entertaining. Upstairs, the primary suite offers dual closets and a spa-inspired bath, complemented by three additional bedrooms and convenient second-floor laundry. A finished lower level provides flexible space for a gym, media room, or guest suite. With a two-car garage, patio, and close proximity to town and commuting routes, this home delivers the best of Wellesley living.

1 Sunnyside Ave, Wellesley

Listing courtesy of Listing Agent: Steve & Nicole Connolly Group from Listing Office: Coldwell Banker Realty - Wellesley.
7 Cliff Rd, Wellesley
$1,865,000
5 Beds ⋅ 4 Baths ⋅ 73450756 MLS
Beautifully renovated home on one of Wellesley’s most prestigious streets. This beautiful carriage house residence offers ten rooms, including five bedrooms and three and a half bathrooms. The sought after first-floor primary bedroom provides convenience and comfort. An amazing kitchen any chef would envy, all stainless steel appliances and generous counter space. Three full baths and one half bath beautifully redone showcase the quality finishes throughout. The walk out lower level is a highlight, featuring a secondary kitchen, a bedroom and full bath, and ample flexible living space ideal for guests or recreation. Move-in ready and thoughtfully updated, this home combines character with modern living in an exceptional location.

7 Cliff Rd, Wellesley

Listing courtesy of Listing Agent: Liza Adib from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

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