Wellesley, MA Homes

/35
$3,295,000
- 8 Beds
- 7.5 Baths
- 7,000 Sq Ft
20 Oakland Street Front, Wellesley, MA 02481

This magnificent brick-front classic New England colonial is part of a 3-home subdivision located at 20 Oakland St in Wellesley, new construction! You are greeted by a grand entrance, stunning staircase, huge windows & soaring ceilings, closets galore. Luxurious, Spacious, Affordable - this pre construction 2025 built home checks all the boxes: a family room with a wall of large windows brings

Shahani Real Estate Team Compass

20 Oakland Street Front, Wellesley, MA 02481
/19
$5,150 total monthly price
- 3 Beds
- 2 Baths
- 1,340 Sq Ft
- Apartment for Rent
680 Worcester St Unit 201, Wellesley, MA 02482

New construction apartments! Highland Park offers a refined community where sophistication meets modern comfort. Our residences provide an exclusive living experience with only 20 units in the building ensuring an intimate and elegant atmosphere. Light and bright units with 9' ceilings, open concept living, contemporary design with clean lines. The kitchen has stainless steel appliances, soft

Stephanie Parkhurst J. Derenzo & Associates, LLC

680 Worcester St Unit 201, Wellesley, MA 02482
/19
$1,340,000 Sold Aug 28, 2025
- 3,257 Sq Ft
- $411/SF
- 23 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1913
500 Worcester St, Wellesley Hills, MA 02481

A truly special shingle style New England home blends charm with great flow and flexible living spaces! Nestled off a peaceful side street, this inviting property features a welcoming front porch that offers extended outdoor living space. Inside, enjoy a formal fireplaced living room and dining room perfect for entertaining. The impressive family room- like no other- boasts dramatic wooden beams

Teri Adler MGS Group Real Estate LTD - Wellesley

500 Worcester St, Wellesley Hills, MA 02481

/35
Est $1,908,594 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,056 Sq Ft
38 Garrison Rd, Wellesley, MA 02482

38 Garrison Rd, Wellesley, MA 02482

/30
$2,249,900
- 2 Beds
- 2 Baths
- 1,420 Sq Ft
100 Linden St Unit 103, Wellesley, MA 02482

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

Janice Dumont JD Advisors, Inc

100 Linden St Unit 103, Wellesley, MA 02482
/2
$2,926 total monthly price
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Apartment for Rent
978 Worcester St Unit 303, Wellesley, MA 02482

AFFORDABLE HOUSING- Experience boutique living in this modern, elevator building in a spacious two-bedroom, two-bathroom apartment. Thoughtfully designed, enjoy the comfort of central air conditioning and the convenience of in-unit laundry. Step outside onto your private balcony, perfect for relaxing or entertaining. Each apartment includes one assigned indoor parking garage space, with heat and

Donna Scott Group Coldwell Banker Realty - Wellesley

978 Worcester St Unit 303, Wellesley, MA 02482
/30
$1,125,000 Sold Aug 27, 2025
- 1,065 Sq Ft
- $1,056/SF
- 1 Day On Market
- 1 Bed
- 1.5 Baths
- Built 2024
100 Linden St Unit 102, Wellesley, MA 02482

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 light-filled, one bedroom residence is meticulously designed to

Janice Dumont JD Advisors, Inc

100 Linden St Unit 102, Wellesley, MA 02482

/32
Est $2,038,560 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,790 Sq Ft
24 Garrison Rd, Wellesley, MA 02482

24 Garrison Rd, Wellesley, MA 02482

/42
$5,895,000
- 5 Beds
- 8 Baths
- 8,700 Sq Ft
55 Ridge Hill Farm Rd, Wellesley, MA 02482

Situated in the desirable Dana Hall neighborhood, this stunning colonial home has been reimagined into a true oasis. Renovated by Flavin Architects and Ken Vona Construction, this property has been elevated to the highest standards of craftsmanship. The bright two-story foyer greets you with walls of windows which stream sunlight. The quarter-sawn oak floors lead to a formal dining room with

Debi Benoit William Raveis R.E. & Home Services

55 Ridge Hill Farm Rd, Wellesley, MA 02482
/18
$1,300,000 Sold Aug 26, 2025
- 1,697 Sq Ft
- $766/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1890
36 Donizetti St, Wellesley, MA 02482

Wonderful 1900 Village Colonial with high ceilings, shiny wood floors, plenty of sunshine and a natural open flow. Great room addition with gas fireplace connects with sunny white kitchen, dining room, and charming front entrance hall. 3 bedrooms on the second floor including terrific primary suite with own bath and walk in closet. Unfinished, dry lower level ready for easy expansion. Private

Christine Lawrence Rutledge Properties

36 Donizetti St, Wellesley, MA 02482

/33
Est $2,446,039 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,286 Sq Ft
61 Beechwood Rd, Wellesley, MA 02482

61 Beechwood Rd, Wellesley, MA 02482

/32
$4,398,000
- 5 Beds
- 6.5 Baths
- 7,461 Sq Ft
39 Audubon Rd, Wellesley, MA 02481

Fantastic New Construction, thoughtfully designed & beautifully appointed, this home offers modern luxury w/timeless elegance. A gracious, sun-filled two-story foyer opens to a formal living room w/fireplace & banquet-size dining room complete w/butler's pantry. The sleek chef's kitchen features high-end appliances, a quartz waterfall island, walk-in pantry, sunny breakfast nook, & stylish wet

Patricia Bradley Rutledge Properties

39 Audubon Rd, Wellesley, MA 02481
/39
$1,800,000 Sold Aug 26, 2025
- 2,654 Sq Ft
- $678/SF
- 6 Days On Market
- 4 Beds
- 2 Baths
- Built 1953
21 Hickory Rd, Wellesley, MA 02482

Welcome to this beautifully updated, expanded Cape situated in a quiet Wellesley cul-de-sac. This home seamlessly blends classic New England charm with modern comfort, offering four bedrooms and two full bathrooms, ideal for both family living and entertaining. The first floor features an open kitchen with new appliances and large island, a stone fireplace family room with cathedral ceilings and

Samantha Jason Lehman Donnelly + Co.

21 Hickory Rd, Wellesley, MA 02482

/34
Est $1,397,108 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,024 Sq Ft
27 Lexington Rd, Wellesley, MA 02482

27 Lexington Rd, Wellesley, MA 02482

/27
$1,129,000
- 2 Beds
- 2 Baths
- 1,739 Sq Ft
26B Pleasant St Unit B, Wellesley, MA 02482

This bright end-unit townhouse offers four levels of comfortable living in a prime location, just a short stroll to Linden Square’s shops, dining, and the train to Boston. The home features hardwood floors throughout, central AC and heating, two bedrooms, two bathrooms, and a versatile bonus room on the third floor. The modern granite kitchen flows into a dining area that opens to a private

Zhen Guo Coldwell Banker Realty - Brookline

26B Pleasant St Unit B, Wellesley, MA 02482
/32
$2,780,000 Sold Aug 25, 2025
- 4,134 Sq Ft
- $672/SF
- 4 Days On Market
- 6 Beds
- 6 Baths
- Built 1915
7 Atwood St, Wellesley, MA 02482

Welcome to this immaculately renovated 1900 colonial in outstanding walk to everything location! The open floor plan is flooded with natural light, highlighting the home’s high ceilings, gorgeous finishes and connected spaces. Designed for family living and entertaining, the stunning custom kitchen boasts a large island, plenty of prep and pantry space, coffee bar, breakfast nook, SubZero, Wolf,&

Christine Lawrence Rutledge Properties

7 Atwood St, Wellesley, MA 02482

/42
Est $2,505,760 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,184 Sq Ft
19 Brookdale Ave, Wellesley, MA 02482

19 Brookdale Ave, Wellesley, MA 02482

/28
$3,445,000
- 6 Beds
- 4.5 Baths
- 4,424 Sq Ft
209 Bristol Rd, Wellesley Hills, MA 02481

Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025 renovation and expansion of a classic New England Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware.

Elisabeth Preis Compass

209 Bristol Rd, Wellesley Hills, MA 02481
/38
$6,200,000 Sold Aug 22, 2025
- 7,569 Sq Ft
- $819/SF
- 66 Days On Market
- 6 Beds
- 6.5 Baths
- Built 2025
9 Bellevue Rd, Wellesley, MA 02481

Crafted with the utmost precision, the finest materials & finishes enhance every element of this new construction, trendsetting ARCO designer residence. This exceptional property is nestled on a ~0.60 acre lot in in Wellesley’s desirable Cliff Estates. The main level includes a sophisticated designer kitchen, complete with an oversized island, butler’s pantry, seamlessly flowing into the dining &

Antonio Khoury Compass

9 Bellevue Rd, Wellesley, MA 02481

/18
Est $1,478,320 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,965 Sq Ft
12 Durant Rd, Wellesley, MA 02482

12 Durant Rd, Wellesley, MA 02482

/40
$5,895,000
- 6 Beds
- 8 Baths
- 9,848 Sq Ft
182 Winding River Rd, Wellesley, MA 02482

Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island,

Melissa Dailey Coldwell Banker Realty - Wellesley

182 Winding River Rd, Wellesley, MA 02482
/17
$2,600,000 Sold Aug 21, 2025
- 3,620 Sq Ft
- $718/SF
- 57 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1994
194 Grove St, Wellesley, MA 02482

Much admired property set in the heart of the Dana Hall neighborhood. This one of a kind custom built home was crafted with impeccable attention to detail. From the two story foyer to the soaring ceilings, beauty and warmth marry here. An impressive light filled living room boasts a wood burning fireplace, decorative boxed beams and tall windows. There is a stunning wood paneled library, and a

Teri Adler MGS Group Real Estate LTD - Wellesley

194 Grove St, Wellesley, MA 02482

/26
Est $1,793,892 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,568 Sq Ft
20 Bryn Mawr Rd, Wellesley, MA 02482

20 Bryn Mawr Rd, Wellesley, MA 02482

/32
$1,899,000
- 4 Beds
- 3.5 Baths
- 2,664 Sq Ft
2 Longfellow Rd, Wellesley Hills, MA 02481

Welcome to 2 Longfellow Road, this move-in ready gem is an exceptional opportunity to enjoy Wellesley living at its best. The newly renovated kitchen is the heart of the home, featuring white cabinetry, quartz countertops, and stainless steel appliances. With seamless flow into the dining room and direct access to the deck and private grounds, this space is perfect for entertaining family and

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

2 Longfellow Rd, Wellesley Hills, MA 02481
/39
$2,625,000 Sold Aug 20, 2025
- 3,060 Sq Ft
- $858/SF
- 2 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1936
54 Fiske Rd, Wellesley Hills, MA 02481

Nestled in a picturesque, tree-lined neighborhood, this classic Colonial exudes timeless elegance & notable curb appeal. Sun-filled rooms, rich hardwood floors and thoughtful architectural details create a warm & inviting atmosphere throughout the home. The beautifully appointed living room, centered around an elegant fireplace opens to a bright & cheery sunroom with walls of windows. The

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

54 Fiske Rd, Wellesley Hills, MA 02481

/22
Est $1,260,362 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,108 Sq Ft
11 Bryn Mawr Rd, Wellesley, MA 02482

11 Bryn Mawr Rd, Wellesley, MA 02482

/13
$1,650,000
- Land
- 0.35 Acre
- $4,714,286 per Acre
39 College Rd, Wellesley, MA 02482

Build your dream waterfront home in Wellesley's coveted Hunnewell neighborhood. Building plans by renowned AD Design 100 architect, Michael Kim is designed for a sophisticated 4/5 bedroom home. Set on a cul-de-sac, this rare property offers stunning views of Morses Pond,100 acres of natural beauty with a swimming beach. Enjoy a private boat launch and easy access to Lake Waban walking trails.

Mizner+ Montero Gibson Sotheby's International Realty

39 College Rd, Wellesley, MA 02482
/27
$3,200,000 Sold Aug 19, 2025
- 4,073 Sq Ft
- $786/SF
- 2 Days On Market
- 6 Beds
- 4.5 Baths
- Built 2010
24 Summit Rd, Wellesley, MA 02482

A stylish and fresh young colonial is set in the heart of College Heights. The home flows effortlessly with a floor plan everyone wants. Gorgeous finishes in the living room are enhanced by a wood burning fireplace. Adjacent is the formal dining room. The center of the home is the light filled kitchen with a breakfast bar, stainless appliances and banquette area. The kitchen flows into a stunning

Teri Adler MGS Group Real Estate LTD - Wellesley

24 Summit Rd, Wellesley, MA 02482

/76
Est $1,447,827 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,420 Sq Ft
2 Brookdale Ave, Wellesley, MA 02482

2 Brookdale Ave, Wellesley, MA 02482

/33
$5,495,000
- 5 Beds
- 8 Baths
- 7,720 Sq Ft
3 Ravine Rd, Wellesley Hills, MA 02481

Nestled in the heart of coveted Wellesley Farms, this chic sun-filled brick colonial seamlessly blends timeless elegance with modern comfort. Set on a beautifully landscaped private lot, the home welcomes with classic curb appeal and a gracious entry. Sunlight pours into the well-appointed formal living and dining rooms, creating inviting spaces ideal for entertaining. The thoughtful layout flows

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

3 Ravine Rd, Wellesley Hills, MA 02481
/34
$2,325,000 Sold Aug 18, 2025
- 4,072 Sq Ft
- $571/SF
- 1 Day On Market
- 5 Beds
- 3.5 Baths
- Built 2015
25 Bryn Mawr Rd, Wellesley, MA 02482

WOW! Beautiful Modern Colonial in wonderful family friendly neighborhood! So much to love about this LOCATION - ended way, Perrin Park is your back yard, and an easy walk to the NEW HARDY SCHOOL. So much to love about this HOUSE - built in 2015, excellent open floor plan, beautiful finishes,5 bedrooms, 3 1/2 baths. Open 1st floor layout with sunny white kitchen featuring stone counter tops, high

Christine Lawrence Rutledge Properties

25 Bryn Mawr Rd, Wellesley, MA 02482

/32
Est $2,558,334 Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,743 Sq Ft
20 Manor Ave, Wellesley, MA 02482

20 Manor Ave, Wellesley, MA 02482

/25
$3,475,000
- 3 Beds
- 2.5 Baths
- 2,310 Sq Ft
148 Weston Rd Unit 207, Wellesley, MA 02482

The Bristol sets a new standard for elite concierge condominium living, offering discerning residents a rare blend of sophistication, style, and ease located in the heart of Wellesley. These thoughtfully designed residences showcase a truly carefree lifestyle, combining modern design with the charm of Wellesley offering a sophisticated lifestyle just moments from the vibrant town center. Inside,

Debi Benoit William Raveis R.E. & Home Services

148 Weston Rd Unit 207, Wellesley, MA 02482
/41
$6,000,000 Sold Aug 18, 2025
- 8,012 Sq Ft
- $749/SF
- 5 Days On Market
- 6 Beds
- 7.5 Baths
- Built 2016
11 Falmouth Rd, Wellesley Hills, MA 02481

Custom-built by an award-winning local builder, this 8,012 SF home showcases refined craft w/ coffered ceilings, rich millwork, & designer finishes. Chef’s kitchen boasts 2 Quartzite islands, Sub-Zero fridge/freezer drawers, wine fridge, & custom cabinetry, opening to a fireplaced FR. Enjoy a sun-drenched 4-season rm w/ views of the landscaped grounds ideal for year-round relaxing or

Lisa Aron Williams Coldwell Banker Realty - Sudbury

11 Falmouth Rd, Wellesley Hills, MA 02481

/26
Est $1,732,212 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,646 Sq Ft
31 Woodfield Rd, Wellesley, MA 02482

31 Woodfield Rd, Wellesley, MA 02482

/42
$2,150,000 Open Sat 11:30AM - 1PM
- 5 Beds
- 4.5 Baths
- 4,043 Sq Ft
78 Hunnewell St, Wellesley Hills, MA 02481

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

Fleet Homes Group Keller Williams Realty

78 Hunnewell St, Wellesley Hills, MA 02481
/17
$1,385,000 Sold Aug 15, 2025
- 2,081 Sq Ft
- $666/SF
- 18 Days On Market
- 3 Beds
- 3 Baths
- Built 1968
109 Elmwood Rd, Wellesley Hills, MA 02481

Located directly across from the well known Katherine Lee Bates elementary school & playgrounds! Gorgeous recent renovations throughout this lovely 3+ Bedroom 3 Full Bath home! Gourmet kitchen offers stainless steel appliances, a center granite island overlooking the dining and living area with fireplace. Finished lower level with family area, full bathroom, laundry room w storage, an

Jodie Zinna Coldwell Banker Realty - Wellesley

109 Elmwood Rd, Wellesley Hills, MA 02481

/39
Est $1,216,209 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,648 Sq Ft
63 Russell Rd, Wellesley, MA 02482

63 Russell Rd, Wellesley, MA 02482

/15
$1,195,000
- 2 Beds
- 2.5 Baths
- 1,906 Sq Ft
286 Linden St Unit 286, Wellesley, MA 02482

Updated townhome in Linden Square offering energy-efficient systems and a convenient Wellesley location. Recent improvements include a high-efficiency HVAC with hyper-heat (2025), upgraded electrical, and smart-home features with switches, thermostats, locks, shades, and a universal EV charger. Ethernet wiring and multiple Wi-Fi access points provide strong connectivity throughout the home. The

Teri Adler MGS Group Real Estate LTD - Wellesley

286 Linden St Unit 286, Wellesley, MA 02482
/27
$1,730,000 Sold Aug 15, 2025
- 2,405 Sq Ft
- $719/SF
- 42 Days On Market
- 4 Beds
- 3 Baths
- Built 1965
29 Brook St, Wellesley, MA 02482

Nestled along the scenic Brook Path, this stunning home blends fresh, modern design with effortless stylish living. Offering two levels of spacious, light-filled interiors, the main floor features open living and dining with a gas fireplace and oversized bay window, an all-season sunroom, and a bright eat-in kitchen. The serene primary BR offers irresistible views of the lush yard and a luxurious

Laura Daunis Coldwell Banker Realty - Wellesley

29 Brook St, Wellesley, MA 02482

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