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Cliff Estates Homes

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    • 65 Audubon Rd, Wellesley Hills, MA 02481
      65 Audubon Rd, Wellesley Hills, MA 02481
      65 Audubon Rd, Wellesley Hills, MA 02481
      /33

      Est $1,830,255 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,388 Sq Ft

      65 Audubon Rd, Wellesley Hills, MA 02481

      65 Audubon Rd, Wellesley Hills, MA 02481
  • 24 Arnold Rd, Wellesley Hills, MA 02481
    24 Arnold Rd, Wellesley Hills, MA 02481
    24 Arnold Rd, Wellesley Hills, MA 02481
    /41

    $2,535,000 Sold Feb 27, 2025

    • 3,691 Sq Ft
    • $687/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1940

    24 Arnold Rd, Wellesley Hills, MA 02481

    Nestled in the picturesque Cliff Estates a highly sought-after neighborhood, this sun-filled colonial is a true gem. From the moment you arrive, you will be captivated by its charming curb appeal and manicured landscaping.The natural light pours through oversized windows, illuminating the gleaming hardwood floors and highlighting the thoughtful design of every room. The spacious living room with

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    24 Arnold Rd, Wellesley Hills, MA 02481
    • 77 Audubon Rd, Wellesley Hills, MA 02481
      77 Audubon Rd, Wellesley Hills, MA 02481
      77 Audubon Rd, Wellesley Hills, MA 02481
      /42

      Est $2,675,524 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,679 Sq Ft

      77 Audubon Rd, Wellesley Hills, MA 02481

      77 Audubon Rd, Wellesley Hills, MA 02481
  • 679 Worcester St, Wellesley, MA 02481
    679 Worcester St, Wellesley, MA 02481
    679 Worcester St, Wellesley, MA 02481
    /40

    $1,300,000 Sold Jan 31, 2025

    • 3,291 Sq Ft
    • $395/SF
    • 79 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1870

    679 Worcester St, Wellesley, MA 02481

    Stately Mansard Colonial sits on oversized 3/4 acre lot. This home is perfect for entertaining with its updated eat in kitchen with granite counters & gas cooking that leads to a large deck for summer pleasure. A formal dining room with gas fireplace & a living room with wood burning fire place and a 1st floor office or bedroom, most with glistening hardwood floors, plus an updated bath w/ 1st

    Cammy Bille J. Barrett & Company

    679 Worcester St, Wellesley, MA 02481
    • 66 Audubon Rd, Wellesley Hills, MA 02481
      66 Audubon Rd, Wellesley Hills, MA 02481
      66 Audubon Rd, Wellesley Hills, MA 02481
      /22

      Est $1,828,942 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,360 Sq Ft

      66 Audubon Rd, Wellesley Hills, MA 02481

      66 Audubon Rd, Wellesley Hills, MA 02481
  • 721 Worcester St, Wellesley Hills, MA 02481
    721 Worcester St, Wellesley Hills, MA 02481
    721 Worcester St, Wellesley Hills, MA 02481
    /39

    $1,085,000 Sold Jan 17, 2025

    • 2,416 Sq Ft
    • $449/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1960

    721 Worcester St, Wellesley Hills, MA 02481

    Introducing a charming 4-bedroom, 2.5-bath Colonial in Wellesley. This well-maintained home offers a versatile floor plan designed for both comfort and functionality. The sunlit living room featuring a cozy fireplace, flows seamlessly into the formal dining room, perfect for hosting gatherings. The kitchen boasts ample cabinet space, a breakfast nook, and direct access to the side entry. A

    Peter Giannikopoulos Coldwell Banker Realty - Boston

    721 Worcester St, Wellesley Hills, MA 02481
    • 40 Audubon Rd, Wellesley Hills, MA 02481
      40 Audubon Rd, Wellesley Hills, MA 02481
      40 Audubon Rd, Wellesley Hills, MA 02481
      /21

      Est $2,169,471 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,810 Sq Ft

      40 Audubon Rd, Wellesley Hills, MA 02481

      40 Audubon Rd, Wellesley Hills, MA 02481
  • 66 Suffolk Rd, Wellesley Hills, MA 02481
    66 Suffolk Rd, Wellesley Hills, MA 02481
    66 Suffolk Rd, Wellesley Hills, MA 02481
    /29

    $2,251,000 Sold Jan 08, 2025

    • 3,546 Sq Ft
    • $635/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1956

    66 Suffolk Rd, Wellesley Hills, MA 02481

    This welcoming colonial home offers a spacious and comfortable retreat with features designed for both comfort and style. The main floor features a sunlit kitchen w/ granite countertops, a large family room w/ a cozy fireplace ideal for gatherings w/access to the private deck & yard, a formal living w/fireplace and formal dining room w/built in cabinet, powder room & direct access to the two car

    Adriano Varano Keller Williams Realty

    66 Suffolk Rd, Wellesley Hills, MA 02481
    • 47 Audubon Rd, Wellesley Hills, MA 02481
      47 Audubon Rd, Wellesley Hills, MA 02481
      47 Audubon Rd, Wellesley Hills, MA 02481
      /30

      Est $2,786,019 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,140 Sq Ft

      47 Audubon Rd, Wellesley Hills, MA 02481

      47 Audubon Rd, Wellesley Hills, MA 02481
  • 45 Old Colony Rd, Wellesley Hills, MA 02481
    45 Old Colony Rd, Wellesley Hills, MA 02481
    45 Old Colony Rd, Wellesley Hills, MA 02481
    /34

    $2,995,000 Sold Dec 06, 2024

    • 5,195 Sq Ft
    • $577/SF
    • 19 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1936

    45 Old Colony Rd, Wellesley Hills, MA 02481

    Stately center entrance colonial set in the heart of the Cliff Estates with park-like grounds. This is a truly special home that embraces light and has airy interior design. The open family room is inviting with clean lines and serves as a welcoming gathering space. There is a classic white eat-in kitchen that is clean and fresh with quartz counters and stainless appliances. A front to back

    Teri Adler MGS Group Real Estate LTD - Wellesley

    45 Old Colony Rd, Wellesley Hills, MA 02481
    • 201 Lowell Rd, Wellesley Hills, MA 02481
      201 Lowell Rd, Wellesley Hills, MA 02481
      /2

      Est $4,258,320 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,576 Sq Ft

      201 Lowell Rd, Wellesley Hills, MA 02481

      201 Lowell Rd, Wellesley Hills, MA 02481
  • 182 Bristol Rd, Wellesley Hills, MA 02481
    182 Bristol Rd, Wellesley Hills, MA 02481
    182 Bristol Rd, Wellesley Hills, MA 02481
    /38

    $5,285,000 Sold Nov 08, 2024

    • 8,200 Sq Ft
    • $645/SF
    • 91 Days On Market
    • 7 Beds
    • 6.5 Baths
    • Built 2024

    182 Bristol Rd, Wellesley Hills, MA 02481

    Magnificent 7-bedroom home in Wellesley's Cliff Estates blends transitional design, custom craftsmanship, and state-of-the-art systems. Thoughtfully designed with soaring ceilings, oversized windows, and curated stone and wood accents, this home is filled with warmth and light. The first floor features a dramatic foyer, entertainment-sized living and dining rooms, a custom kitchen with 2 islands,

    Donahue Maley & Burns Team Compass

    182 Bristol Rd, Wellesley Hills, MA 02481
    • 17 Roberts Rd, Wellesley Hills, MA 02481
      17 Roberts Rd, Wellesley Hills, MA 02481
      17 Roberts Rd, Wellesley Hills, MA 02481
      /34

      Est $1,406,670 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,559 Sq Ft

      17 Roberts Rd, Wellesley Hills, MA 02481

      17 Roberts Rd, Wellesley Hills, MA 02481
  • 30 Audubon Rd, Wellesley Hills, MA 02481
    30 Audubon Rd, Wellesley Hills, MA 02481
    /2

    $2,225,000 Sold Jun 12, 2025

    • 3,045 Sq Ft
    • $731/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1940

    30 Audubon Rd, Wellesley Hills, MA 02481

    Located in the coveted Cliff Estates, this well-maintained 4-bed, 2.5-bath home presents a rare opportunity to live in one of Wellesley’s most desirable tree-lined neighborhoods. First floor offers warm & inviting living spaces, including two fireplaces—one of which is double-sided, connecting living room & office. Chef’s kitchen features an exquisite concrete countertop, 48” Wolf cooktop w/6

    O & C Homes Team William Raveis R.E. & Home Services

    30 Audubon Rd, Wellesley Hills, MA 02481
    • 76 Bristol Rd, Wellesley Hills, MA 02481
      76 Bristol Rd, Wellesley Hills, MA 02481
      76 Bristol Rd, Wellesley Hills, MA 02481
      /36

      Est $5,549,821 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 7,800 Sq Ft

      76 Bristol Rd, Wellesley Hills, MA 02481

      76 Bristol Rd, Wellesley Hills, MA 02481
  • 12 Cypress Rd, Wellesley Hills, MA 02481
    12 Cypress Rd, Wellesley Hills, MA 02481
    /2

    $2,610,000 Sold Jun 02, 2025

    • 3,390 Sq Ft
    • $770/SF
    • 3 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1927

    12 Cypress Rd, Wellesley Hills, MA 02481

    Elegant 10-room brick Colonial Revival-style residence in Old Cliff Estates. This lovely home features a welcoming entryway, a front-to-back living room w/fireplace and adjacent sunroom, dining room with custom built-in cabinets, and a chef’s kitchen with marble and stone countertops with stainless steel appliances including a wine chiller. A sunny family room, a large mudroom, and half bathroom

    Susan Evans Hammond Residential Real Estate

    12 Cypress Rd, Wellesley Hills, MA 02481
    • 93 Sagamore Rd, Wellesley Hills, MA 02481
      93 Sagamore Rd, Wellesley Hills, MA 02481
      93 Sagamore Rd, Wellesley Hills, MA 02481
      /32

      Est $3,408,413 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,679 Sq Ft

      93 Sagamore Rd, Wellesley Hills, MA 02481

      93 Sagamore Rd, Wellesley Hills, MA 02481
    • 17 Suffolk Rd, Wellesley Hills, MA 02481
      17 Suffolk Rd, Wellesley Hills, MA 02481
      17 Suffolk Rd, Wellesley Hills, MA 02481
      /6

      Est $2,405,280 Not Listed For Sale

      • 3 Beds

      17 Suffolk Rd, Wellesley Hills, MA 02481

      17 Suffolk Rd, Wellesley Hills, MA 02481
    • 96 Bristol Rd, Wellesley Hills, MA 02481
      96 Bristol Rd, Wellesley Hills, MA 02481
      96 Bristol Rd, Wellesley Hills, MA 02481
      /31

      Est $2,261,016 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,422 Sq Ft

      96 Bristol Rd, Wellesley Hills, MA 02481

      96 Bristol Rd, Wellesley Hills, MA 02481
    • 153 Lowell Rd, Wellesley Hills, MA 02481
      153 Lowell Rd, Wellesley Hills, MA 02481
      153 Lowell Rd, Wellesley Hills, MA 02481
      /37

      Est $2,976,205 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,912 Sq Ft

      153 Lowell Rd, Wellesley Hills, MA 02481

      153 Lowell Rd, Wellesley Hills, MA 02481
    • 603 Worcester St, Wellesley Hills, MA 02481
      603 Worcester St, Wellesley Hills, MA 02481
      603 Worcester St, Wellesley Hills, MA 02481
      /18

      Est $1,377,057 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,188 Sq Ft

      603 Worcester St, Wellesley Hills, MA 02481

      603 Worcester St, Wellesley Hills, MA 02481
    • 33 Chatham Cir, Wellesley Hills, MA 02481
      33 Chatham Cir, Wellesley Hills, MA 02481
      33 Chatham Cir, Wellesley Hills, MA 02481
      /36

      Est $2,725,485 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,964 Sq Ft

      33 Chatham Cir, Wellesley Hills, MA 02481

      33 Chatham Cir, Wellesley Hills, MA 02481
    • 8 Hampshire Rd, Wellesley Hills, MA 02481
      8 Hampshire Rd, Wellesley Hills, MA 02481
      8 Hampshire Rd, Wellesley Hills, MA 02481
      /39

      Est $4,877,106 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 6,850 Sq Ft

      8 Hampshire Rd, Wellesley Hills, MA 02481

      8 Hampshire Rd, Wellesley Hills, MA 02481
    • 14 Audubon Rd, Wellesley Hills, MA 02481
      14 Audubon Rd, Wellesley Hills, MA 02481
      14 Audubon Rd, Wellesley Hills, MA 02481
      /21

      Est $1,730,694 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,400 Sq Ft

      14 Audubon Rd, Wellesley Hills, MA 02481

      14 Audubon Rd, Wellesley Hills, MA 02481
    • 68 Old Colony Rd, Wellesley Hills, MA 02481
      68 Old Colony Rd, Wellesley Hills, MA 02481
      68 Old Colony Rd, Wellesley Hills, MA 02481
      /25

      Est $3,427,274 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,338 Sq Ft

      68 Old Colony Rd, Wellesley Hills, MA 02481

      68 Old Colony Rd, Wellesley Hills, MA 02481
    • 42 Old Colony Rd, Wellesley Hills, MA 02481
      42 Old Colony Rd, Wellesley Hills, MA 02481
      42 Old Colony Rd, Wellesley Hills, MA 02481
      /36

      Est $4,427,185 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 7,103 Sq Ft

      42 Old Colony Rd, Wellesley Hills, MA 02481

      42 Old Colony Rd, Wellesley Hills, MA 02481
    • 78 Arnold Rd, Wellesley Hills, MA 02481
      78 Arnold Rd, Wellesley Hills, MA 02481
      78 Arnold Rd, Wellesley Hills, MA 02481
      /42

      Est $5,912,706 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 9,215 Sq Ft

      78 Arnold Rd, Wellesley Hills, MA 02481

      78 Arnold Rd, Wellesley Hills, MA 02481
    • 112 Lowell Rd, Wellesley Hills, MA 02481
      112 Lowell Rd, Wellesley Hills, MA 02481
      112 Lowell Rd, Wellesley Hills, MA 02481
      /42

      Est $3,450,139 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,849 Sq Ft

      112 Lowell Rd, Wellesley Hills, MA 02481

      112 Lowell Rd, Wellesley Hills, MA 02481
    • 91 Old Colony Rd, Wellesley Hills, MA 02481
      91 Old Colony Rd, Wellesley Hills, MA 02481
      91 Old Colony Rd, Wellesley Hills, MA 02481
      /35

      Est $2,952,265 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,138 Sq Ft

      91 Old Colony Rd, Wellesley Hills, MA 02481

      91 Old Colony Rd, Wellesley Hills, MA 02481
    • 29 Woodcliff Rd, Wellesley Hills, MA 02481
      29 Woodcliff Rd, Wellesley Hills, MA 02481
      29 Woodcliff Rd, Wellesley Hills, MA 02481
      /31

      Est $3,620,325 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,665 Sq Ft

      29 Woodcliff Rd, Wellesley Hills, MA 02481

      29 Woodcliff Rd, Wellesley Hills, MA 02481
    • 88 Albion Rd, Wellesley Hills, MA 02481
      88 Albion Rd, Wellesley Hills, MA 02481
      88 Albion Rd, Wellesley Hills, MA 02481
      /27

      Est $2,870,410 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,050 Sq Ft

      88 Albion Rd, Wellesley Hills, MA 02481

      88 Albion Rd, Wellesley Hills, MA 02481
    • 92 Old Colony Rd, Wellesley Hills, MA 02481
      92 Old Colony Rd, Wellesley Hills, MA 02481
      92 Old Colony Rd, Wellesley Hills, MA 02481
      /28

      Est $4,129,850 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,694 Sq Ft

      92 Old Colony Rd, Wellesley Hills, MA 02481

      92 Old Colony Rd, Wellesley Hills, MA 02481
    • 55 Edmunds Rd, Wellesley Hills, MA 02481
      55 Edmunds Rd, Wellesley Hills, MA 02481
      55 Edmunds Rd, Wellesley Hills, MA 02481
      /40

      Est $5,116,581 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 7,719 Sq Ft

      55 Edmunds Rd, Wellesley Hills, MA 02481

      55 Edmunds Rd, Wellesley Hills, MA 02481
    • 14 Plymouth Rd, Wellesley Hills, MA 02481
      14 Plymouth Rd, Wellesley Hills, MA 02481
      14 Plymouth Rd, Wellesley Hills, MA 02481
      /35

      Est $4,060,485 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,000 Sq Ft

      14 Plymouth Rd, Wellesley Hills, MA 02481

      14 Plymouth Rd, Wellesley Hills, MA 02481
    • 55 Arnold Rd, Wellesley Hills, MA 02481
      55 Arnold Rd, Wellesley Hills, MA 02481
      55 Arnold Rd, Wellesley Hills, MA 02481
      /42

      Est $2,196,981 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,958 Sq Ft

      55 Arnold Rd, Wellesley Hills, MA 02481

      55 Arnold Rd, Wellesley Hills, MA 02481
    • 11 Cypress Rd, Wellesley Hills, MA 02481
      11 Cypress Rd, Wellesley Hills, MA 02481
      11 Cypress Rd, Wellesley Hills, MA 02481
      /41

      Est $3,182,870 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 4,665 Sq Ft

      11 Cypress Rd, Wellesley Hills, MA 02481

      11 Cypress Rd, Wellesley Hills, MA 02481
    • 47 Cypress Rd, Wellesley Hills, MA 02481
      47 Cypress Rd, Wellesley Hills, MA 02481
      47 Cypress Rd, Wellesley Hills, MA 02481
      /36

      Est $3,939,258 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 7,300 Sq Ft

      47 Cypress Rd, Wellesley Hills, MA 02481

      47 Cypress Rd, Wellesley Hills, MA 02481
    • 15 Woodcliff Rd, Wellesley Hills, MA 02481
      15 Woodcliff Rd, Wellesley Hills, MA 02481
      15 Woodcliff Rd, Wellesley Hills, MA 02481
      /31

      Est $5,607,010 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 8,430 Sq Ft

      15 Woodcliff Rd, Wellesley Hills, MA 02481

      15 Woodcliff Rd, Wellesley Hills, MA 02481
    • 34 Bradford Rd, Wellesley Hills, MA 02481
      34 Bradford Rd, Wellesley Hills, MA 02481
      34 Bradford Rd, Wellesley Hills, MA 02481
      /35

      Est $2,721,178 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,954 Sq Ft

      34 Bradford Rd, Wellesley Hills, MA 02481

      34 Bradford Rd, Wellesley Hills, MA 02481
    • 41 Sawyer Rd, Wellesley Hills, MA 02481
      41 Sawyer Rd, Wellesley Hills, MA 02481
      41 Sawyer Rd, Wellesley Hills, MA 02481
      /28

      Est $1,895,136 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,032 Sq Ft

      41 Sawyer Rd, Wellesley Hills, MA 02481

      41 Sawyer Rd, Wellesley Hills, MA 02481

Showing Results 41 - 80, Page 2 of 18

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