Wellesley, MA Homes

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  /42

  $3,195,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,364 Sq Ft

  49 Whittier Rd, Wellesley Hills, MA 02481

  Magnificent Tudor set on an oversized lot in the coveted Poet’s Neighborhood. Thoughtfully reimagined and expanded, this home seamlessly blends timeless architectural detail with modern luxury. An impeccably designed kitchen serves as a true centerpiece featuring a handsome island, custom cabinetry, and an ideal layout for everyday living and entertaining. A sun-filled family room with walls of

  Susan Sullivan Coldwell Banker Realty - Wellesley

  49 Whittier Rd, Wellesley Hills, MA 02481
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  /29

  $12,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,071 Sq Ft
  • Condo for Rent

  15 Waban St Unit n/a, Wellesley, MA 02482

  Available for long-term or short term rental, fully furnished.Available May 1st. No Pets.

  Donna Scott Group Coldwell Banker Realty - Wellesley

  15 Waban St Unit n/a, Wellesley, MA 02482
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  /19

  $1,608,010 Sold Dec 02, 2025

  23 Cottonwood Rd, Wellesley, MA 02482

  • 4 Beds
  • 3 Baths
  • 2,396 Sq Ft
  • Built 1960

  Last Sold Summary

  • 15% Above List Price
  • $671/SF
  • 2 Days On Market

  Current Estimated Value $1,571,921

  Last Listing Agent Donahue Maley & Burns Team Compass

  23 Cottonwood Rd, Wellesley, MA 02482
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  /30

  Est $2,365,182 Not Listed For Sale

  40 Wildon Rd, Wellesley, MA 02482

  • 5 Beds
  • 3.5 Baths
  • 3,996 Sq Ft
  • Built 1973

  40 Wildon Rd, Wellesley, MA 02482

  Last Sold Summary

  • 5% Above List Price
  • $562/SF
  • 6 Days On Market

  • Last Sold Price $2,245,000
  • May 06, 2025

  Last Listing Agent Amy Caffrey Compass
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  /37

  $3,350,000

  • 5 Beds
  • 6 Baths
  • 5,073 Sq Ft

  8 Oakdale Ave, Wellesley, MA 02482

  Experience the epitome of luxury in this stunning new Colonial masterpiece in Wellesley, nestled on a serene dead-end street. With 5 bedrooms and 5 baths sprawled over 5,000 sq. ft., every inch exudes elegance. Experience gleaming hardwood floors beneath soaring 9’ ceilings, embraced by sunlit spaces. The first floor boasts refined living and dining areas, a chef’s eat-in kitchen with bespoke

  Donahue Maley & Burns Team Compass

  8 Oakdale Ave, Wellesley, MA 02482
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  /12

  $2,695

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  15 Bemis Rd Unit 4, Wellesley, MA 02481

  Charming multifamily property with rich history. All units have hardwood floors, eat-in kitchens, a bonus year-round sunroom, and access to laundry facilities. Off street parking is available and you are walking distance to shops, banks, restaurants, commuter rail to Boston, and a walking/biking trail that runs throughout the town. Very convenient access to routes 135, 9, 128, and the Mass

  15 Bemis Rd Unit 4, Wellesley, MA 02481
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  /2

  $2,895,000 Sold Nov 17, 2025

  28 Wall St, Wellesley Hills, MA 02481

  • 5 Beds
  • 4.5 Baths
  • 3,706 Sq Ft
  • Built 1941

  Last Sold Summary

  • $781/SF
  • 2 Days On Market

  Current Estimated Value $2,760,068

  Last Listing Agent Steve & Nicole Connolly Group Coldwell Banker Realty - Wellesley

  28 Wall St, Wellesley Hills, MA 02481
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  /38

  Est $2,528,767 Not Listed For Sale

  106 Wellesley Ave, Wellesley Hills, MA 02481

  • 5 Beds
  • 3.5 Baths
  • 5,048 Sq Ft
  • Built 2005

  106 Wellesley Ave, Wellesley Hills, MA 02481

  Last Sold Summary

  • 3% Above List Price
  • $485/SF
  • 2 Days On Market

  • Last Sold Price $2,450,000
  • May 01, 2025

  Last Listing Agent Jennifer Madden Coldwell Banker Realty - Wellesley
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  /42

  $2,899,000

  • 6 Beds
  • 6 Baths
  • 5,806 Sq Ft

  42 Edmunds Rd, Wellesley Hills, MA 02481

  Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms (including primary suite) are located on the second

  Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

  42 Edmunds Rd, Wellesley Hills, MA 02481
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  /26

  $13,000 Per Month

  • 5 Beds
  • 4.5 Baths
  • 4,700 Sq Ft
  • House for Rent

  65 Denton Rd, Wellesley, MA 02482

  AVAILABLE 8/1/2026! LOCATION! LOCATION! LOCATION! Built in 2009, this beautifully maintained colonial is located in highly desirable Wellesley Hills near Brook Path and is walkable to town center shops and restaurants.Offering 5 bedrooms, 4 full baths, and 1 half bath, the home features a bright, open layout with high-end finishes throughout. The first floor includes a welcoming foyer, elegant

  Tian Xia Hickory Brook Realty, LLC

  65 Denton Rd, Wellesley, MA 02482
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  /33

  $1,568,000 Sold Jun 06, 2025

  85 Grove St Unit 408, Wellesley, MA 02482

  • 2 Beds
  • 2 Baths
  • 1,564 Sq Ft
  • Built 1973

  Last Sold Summary

  • 21% Above List Price
  • $1,003/SF
  • 2 Days On Market

  Current Estimated Value $1,473,701

  Last Listing Agent Shari Goldin Gibson Sotheby's International Realty

  85 Grove St Unit 408, Wellesley, MA 02482
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  /5

  Not Listed For Sale

  24 Edgemoor Rd, Wellesley, MA 02482

  • 2 Beds
  • 1 Bath
  • 1,317 Sq Ft
  • Built 1935

  24 Edgemoor Rd, Wellesley, MA 02482

  Last Sold Summary

  • 5% Below List Price
  • $651/SF
  • 3 Days On Market

  • Last Sold Price $857,000
  • Apr 30, 2025

  Last Listing Agent Christine Lawrence Rutledge Properties
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  /42

  $3,150,000

  • 6 Beds
  • 5.5 Baths
  • 5,999 Sq Ft

  41 Chesterton Rd, Wellesley Hills, MA 02481

  Beautifully sited in one of Wellesley’s most coveted neighborhoods, this exceptional Colonial offers over 5,500 sq ft of refined living space, defined by elegance and timeless detail. Designed for elevated living, the home features a gracious foyer, sophisticated living room with fireplace, formal dining room, and a private first-floor office. The spacious white chef’s kitchen, with expansive

  Debi Benoit William Raveis R.E. & Home Services

  41 Chesterton Rd, Wellesley Hills, MA 02481
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  /6

  $2,775

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 899 Sq Ft
  • Condo for Rent

  70 Church St Unit 2, Wellesley, MA 02482

  NO FEE! Low Move In Costs! Sunny and Bright 2 Bedroom on side street right in Wellesley Center. Close to restaurants, shopping, train and Starbucks! Short walk to Wellesley College campus and Linden Street. Hardwood Floors. Utilities not included: Gas & Electric.

  70 Church St Unit 2, Wellesley, MA 02482
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  /39

  $2,625,000 Sold Aug 20, 2025

  54 Fiske Rd, Wellesley Hills, MA 02481

  • 4 Beds
  • 3.5 Baths
  • 3,060 Sq Ft
  • Built 1936

  Last Sold Summary

  • 5% Above List Price
  • $858/SF
  • 2 Days On Market

  Current Estimated Value $2,568,011

  Last Listing Agent The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  54 Fiske Rd, Wellesley Hills, MA 02481
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  /41

  Est $4,052,596 Not Listed For Sale

  78 Hundreds Rd, Wellesley, MA 02481

  • 6 Beds
  • 7.5 Baths
  • 6,310 Sq Ft
  • Built 2024

  78 Hundreds Rd, Wellesley, MA 02481

  Last Sold Summary

  • 7% Above List Price
  • $599/SF
  • 15 Days On Market

  • Last Sold Price $3,780,000
  • May 09, 2025

  Last Listing Agent Michael Quinn Realty Associates
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  /42

  $2,890,000

  • 5 Beds
  • 5.5 Baths
  • 5,172 Sq Ft

  265 Weston Rd, Wellesley, MA 02482

  Exquisite 2024 built 5BR home in highly convenient location just steps to Hardy Elementary, scenic Morse’s Pond & short stroll to Wellesley Center w/ shops, restaurants & commuter rail. Sun-drenched w/ soaring ceilings & meticulously crafted living spaces, the open 1st floor plan is ideal for both everyday living & entertaining. Chef’s kitchen w/ huge island & high-end appliances flows seamlessly

  Petrone-Hunter Realty Group Coldwell Banker Realty - Wellesley

  265 Weston Rd, Wellesley, MA 02482
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  /23

  $8,600 Per Month

  • 5 Beds
  • 3 Baths
  • 2,875 Sq Ft
  • House for Rent

  20 Donizetti St, Wellesley, MA 02482

  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,

  Donahue Maley & Burns Team Compass

  20 Donizetti St, Wellesley, MA 02482
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  /26

  $1,730,000 Sold Jun 26, 2025

  14 Curve St, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • Built 1915

  Last Sold Summary

  • 16% Above List Price
  • $626/SF
  • 5 Days On Market

  Current Estimated Value $1,717,954

  Last Listing Agent Melissa Dailey Coldwell Banker Realty - Wellesley

  14 Curve St, Wellesley, MA 02482
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  /17

  Not Listed For Sale

  100 Linden St Unit 205, Wellesley, MA 02482

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 2024

  100 Linden St Unit 205, Wellesley, MA 02482

  Last Sold Summary

  • $1,434/SF
  • 177 Days On Market

  • Last Sold Price $1,970,000
  • May 09, 2025

  Last Listing Agent Montgomery Carroll Group Compass
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  /42

  $3,295,000

  • 5 Beds
  • 4.5 Baths
  • 4,416 Sq Ft

  38 Parker Rd, Wellesley, MA 02482

  Incredible new construction opportunity in one of Wellesley’s most sought-after neighborhoods, ideally located within walking distance to the newly built John D. Hardy Elementary School and nearby Perrin Park. This exceptional home offers a fabulous floor plan featuring soaring ceilings, exquisite millwork, abundant natural light, and designer fixtures and finishes throughout. The first floor

  William Natoli Compass

  38 Parker Rd, Wellesley, MA 02482
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  /37

  $12,500 Per Month

  • 5 Beds
  • 4.5 Baths
  • 4,790 Sq Ft
  • House for Rent

  11 Wachusett Rd, Wellesley Hills, MA 02481

  Set on a sprawling 28,000 sq. ft. lot, this home truly has it all—formal dining and living rooms, a spacious kitchen, family room, and 6 bedrooms across 5,000 sq. ft. of living space. Step outside to a beautifully landscaped backyard complete with a sport court—ideal for play, entertaining, or just enjoying a peaceful afternoon. Major system updates to HVAC and hot water have been done. Available

  Jonathan Russell Columbus and Over Group, LLC

  11 Wachusett Rd, Wellesley Hills, MA 02481
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  /42

  $4,400,000 Sold Jul 10, 2025

  10 Lanark Rd, Wellesley Hills, MA 02481

  • 6 Beds
  • 3.5 Baths
  • 6,996 Sq Ft
  • Built 1932

  Last Sold Summary

  • 2% Above List Price
  • $629/SF
  • 1 Day On Market

  Current Estimated Value $4,768,294

  Last Listing Agent The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

  10 Lanark Rd, Wellesley Hills, MA 02481
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  /13

  Est $796,626 Not Listed For Sale

  11 Oak St Unit 59, Wellesley, MA 02482

  • 2 Beds
  • 1.5 Baths
  • 1,171 Sq Ft
  • Built 1967

  11 Oak St Unit 59, Wellesley, MA 02482

  Last Sold Summary

  • 3% Above List Price
  • $662/SF
  • 2 Days On Market

  • Last Sold Price $775,000
  • May 07, 2025

  Last Listing Agent Donahue Maley & Burns Team Compass
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  /21

  $3,195,000

  • 5 Beds
  • 4.5 Baths
  • 4,010 Sq Ft

  101 Edmunds Rd, Wellesley, MA 02481

  Set in prestigious Cliff Estates, this timeless 1933 Colonial blends classic charm with thoughtful modern updates. Offering 10 spacious rooms, 5 bedrooms, and 41⁄2 baths, the home is designed for both elegant entertaining and comfortable everyday living. The updated kitchen features granite countertops and opens seamlessly to a warm, fireplaced family room—creating the heart of the home. Gracious

  Betsy Kessler Rutledge Properties

  101 Edmunds Rd, Wellesley, MA 02481
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  /5

  $4,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  205 Grove St Unit 205, Wellesley, MA 02482

  This is FURNISHED ROOM RENTAL.You will be living with the owners in a 6 bedroom house with plenty of space. You will have the full third floor which has two rooms , dedicated bathroom, and counter space for dedicated cooktop and are fro fridge.You also get access to use other common bathrooms , kitchen, dining, living space, yard, patio, and laundry.The house is very close to Wellesley College

  BELLA x Blue Ocean Realty, LLC

  205 Grove St Unit 205, Wellesley, MA 02482
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  /28

  $2,175,000 Sold Jun 25, 2025

  58 Cottage St, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 2,873 Sq Ft
  • Built 1856

  Last Sold Summary

  • 1% Below List Price
  • $757/SF
  • 4 Days On Market

  Current Estimated Value $2,183,449

  Last Listing Agent Rob Ramsdell Gibson Sotheby's International Realty

  58 Cottage St, Wellesley, MA 02482
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  /34

  Est $4,862,884 Not Listed For Sale

  19 Longmeadow Rd, Wellesley, MA 02482

  • 6 Beds
  • 9 Baths
  • 8,748 Sq Ft
  • Built 2017

  19 Longmeadow Rd, Wellesley, MA 02482

  Last Sold Summary

  • 15% Above List Price
  • $482/SF
  • 112 Days On Market

  • Last Sold Price $4,216,875
  • Sep 08, 2023

  Last Listing Agent Donahue Maley & Burns Team Compass
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  /2

  $3,500,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,800 Sq Ft

  144 Washington St, Wellesley Hills, MA 02481

  Beautiful New Construction in desirable Wellesley Hills near Warren Park. The inviting front porch & enhanced driveway w/cobblestones sets the tone of the home's warmth & craftsmanship. It's 5,800 sq.ft. of living over 4 levels. No detail has been overlooked, from the layout, custom built-ins, coffered ceiling & shiplap accents. The Chef's kitchen has Thermador appliances, large center island and

  Patricia Bradley Rutledge Properties

  144 Washington St, Wellesley Hills, MA 02481
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  /18

  $4,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Apartment for Rent

  64 Cedar St Unit 2, Wellesley Hills, MA 02481

  Fully renovated and move-in ready! This bright 3-bed, 2-bath unit features brand-new windows, stylish hardwood flooring, and beautifully updated baths. The modern kitchen shines with granite countertops, new cabinetry, and all-new appliances. Enjoy the convenience of an in-unit stackable washer/dryer. Ideally located with easy access to Rt 9, Rt 16, I-90, and I-95, plus a nearby commuter rail for

  John Saleh Centre Realty Group

  64 Cedar St Unit 2, Wellesley Hills, MA 02481
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  /5

  $2,800,000 Sold Jan 27, 2026

  35 Albion Rd, Wellesley Hills, MA 02481

  • Land
  • 34,848 Sq Ft
  • $3,500,000 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 187 Days On Market

  Current Estimated Value $3,015,407

  Last Listing Agent Christine Lawrence Rutledge Properties

  35 Albion Rd, Wellesley Hills, MA 02481
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  /29

  Est $2,009,346 Not Listed For Sale

  29 Oak St Unit B, Wellesley, MA 02482

  • 4 Beds
  • 4 Baths
  • 3,442 Sq Ft
  • Built 2009

  29 Oak St Unit B, Wellesley, MA 02482

  Last Sold Summary

  • 5% Above List Price
  • $558/SF
  • 2 Days On Market

  • Last Sold Price $1,920,000
  • Jun 07, 2023

  Last Listing Agent Christine Lawrence Rutledge Properties
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  /24

  $6,980,000

  • 6 Beds
  • 9 Baths
  • 10,197 Sq Ft

  14 Greylock Rd, Wellesley Hills, MA 02481

  Exceptional Peirce Estates residence offering over 10,000 sq ft of refined living on a level 0.85-acre lot with room for a pool. Renovated and expanded in 2006–07, the home features 16 rooms, including 6 ensuite bedrooms and 3 half baths. The expansive chef’s kitchen with dual refrigerators and dishwashers, walk-in pantry and breakfast area opens to a sun-filled family room with double-sided

  Bobby Morgenstern Gibson Sotheby's International Realty

  14 Greylock Rd, Wellesley Hills, MA 02481
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  /16

  $5,800 Per Month

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • House for Rent

  11 Ashmont Rd Unit 11, Wellesley Hills, MA 02481

  Pets are negotiable. Multi-level home has an open floor plan with first floor family room adjacent to bistro style kitchen with granite counters and SS appliances, 3 bedrooms including a king-sized Main bedroom, 2 full bathrooms, laundry, 2 wood burning fireplaces and a 1 car garage. New floors on 1st and 2nd floors. 1 car garage and almost a half-acre yard to enjoy. Over 2400 sq ft of living

  Mary Ann Figoni Centre Realty Group

  11 Ashmont Rd Unit 11, Wellesley Hills, MA 02481
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  /4

  $2,211,302 Sold Jun 10, 2025

  53 Prospect St, Wellesley Hills, MA 02481

  • 4 Beds
  • 3.5 Baths
  • 3,503 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $631/SF
  • 24 Days On Market

  Current Estimated Value $1,752,742

  Last Listing Agent Lynn Cohen eXp Realty

  53 Prospect St, Wellesley Hills, MA 02481
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  /42

  Est $1,954,984 Not Listed For Sale

  345 Cartwright Rd, Wellesley, MA 02482

  • 4 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 1986

  345 Cartwright Rd, Wellesley, MA 02482

  Last Sold Summary

  • $906/SF
  • 0 Days On Market

  • Last Sold Price $1,950,000
  • Aug 13, 2024

  Last Listing Agent Alissa Phelan Engel & Volkers By the Sea
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  /15

  $1,420,575

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft

  16 Stearns Rd Unit 207, Wellesley, MA 02482

  2 garage spots included if offers by 5/31!!! New Construction! Stunning 3-bedroom, 2-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

  Bartlett Albion Group Hammond Residential Real Estate

  16 Stearns Rd Unit 207, Wellesley, MA 02482
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  /17

  $5,700 Per Month

  • 4 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • House for Rent

  749 Worcester St, Wellesley Hills, MA 02481

  Charming fully furnished split-level 4 bedroom, 2 bath beautifully maintained property features 2 distinct living levels. Upper floor offers spacious open layout, a modern kitchen equipped with granite countertops, stainless steel appliances, and a built-in wall oven, along with numerous windows that bring in plenty of natural light. The bathroom has been tastefully renovated with dual sinks and

  Miro Fitkova Fitkova Realty Group

  749 Worcester St, Wellesley Hills, MA 02481
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  /30

  $2,015,000 Sold Jul 31, 2025

  234 Lowell Rd, Wellesley Hills, MA 02481

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Below List Price
  • $660/SF
  • 29 Days On Market

  Current Estimated Value $2,032,517

  Last Listing Agent Berkowitz Team Keller Williams Boston MetroWest

  234 Lowell Rd, Wellesley Hills, MA 02481
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  /14

  Est $1,085,085 Not Listed For Sale

  8 Edgemoor Cir, Wellesley, MA 02482

  • 3 Beds
  • 2.5 Baths
  • 1,738 Sq Ft
  • Built 2003

  8 Edgemoor Cir, Wellesley, MA 02482

  Last Sold Summary

  • 12% Above List Price
  • $555/SF
  • 5 Days On Market

  • Last Sold Price $965,000
  • Jun 28, 2024

  Last Listing Agent Dream Team Dreamega International Realty LLC

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