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Wayland, MA Homes for Sale with Pool

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  • /32

    $1,848,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4 Baths
    • 4,507 Sq Ft

    37 Pequot Rd, Wayland, MA 01778

    Stunning Architect-Designed Estate Home in south Wayland. Experience luxury in this 2004 fully renovated and expanded estate home on 29,800 sq ft of landscaped grounds. Enjoy a walk-to-everything lifestyle in a sought-after neighborhood. With over 4,500 sq ft of living space, including 2,700 sq ft on the main level, this home features 5 bedrooms, 4 bathrooms, and 5 fireplaces. Flexible living

    Leah Hart Coldwell Banker Realty - Weston

    37 Pequot Rd, Wayland, MA 01778
  • /41

    $2,525,000

    • 5 Beds
    • 5.5 Baths
    • 6,044 Sq Ft

    2 Forest Hill Rd, Wayland, MA 01778

    This extraordinary modern masterpiece is truly one-of-a-kind. Relish breathtaking vistas of rolling fields from multiple patios, an expansive deck, and walls of picture windows that flood the home with natural light. The exterior combines stone, mahogany, and cedar siding complemented by elegant landscaping including privacy grasses surrounding the recently added large saltwater pool. Inside,

    Mizner+ Montero Gibson Sotheby's International Realty

    2 Forest Hill Rd, Wayland, MA 01778
  • /40

    $2,575,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 7 Baths
    • 6,344 Sq Ft

    15 Lewis Path, Wayland, MA 01778

    Welcome to this exceptional custom built Colonial nestled on a cul-de-sac in north Wayland. Timeless in design with incredible millwork & many recent updates, this home offers 4 finished levels..The heart of the home is a stunning open-concept layout anchored by a gourmet kitchen featuring premium finishes, high end appliances, and a spacious layout that flows seamlessly into the vaulted

    Tanimoto Owens Team Advisors Living - Weston

    15 Lewis Path, Wayland, MA 01778
  • /39

    $3,395,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 7,600 Sq Ft

    74 Old Connecticut Path, Wayland, MA 01778

    Located on a scenic country road, this magnificent home offers over 7k sq ft of luxurious living. This residence is sited on one of Wayland’s most exquisite lots w/ views of Mainstone Farm. Inside you will find an open floor plan w/ a grand 2 story foyer/turned staircase, a 1st floor office & a front to back LR & DR that flows into a sunroom. A newly renovated European kitchen complete w/ a large

    Sheryl Simon Gibson Sotheby's International Realty

    74 Old Connecticut Path, Wayland, MA 01778
  • /30

    $2,249,000 Open Sun 2:30PM - 4PM

    • 3 Beds
    • 3 Baths
    • 4,819 Sq Ft

    1 Cole Rd, Wayland, MA 01778

    Welcome to 1 Cole Road—refined new construction in one of Wayland’s most desirable neighborhoods. This 4,800+ sq ft home combines elegant single-level living with exceptional energy efficiency, achieving 74% better airtightness than code (HERS 41). Premium materials include Hardie Plank siding, triple-glazed windows, and composite decking. Interior highlights: 9’ ceilings, wide-plank European Oak

    Peace Nguyen Engel & Völkers Wellesley

    1 Cole Rd, Wayland, MA 01778
  • /17

    $985,000

    • 2 Beds
    • 3.5 Baths
    • 2,602 Sq Ft

    12 Cutting Cross Way, Wayland, MA 01778

    MOVE IN CONDITION! Welcome to The Hill's at Mainstone, a lovely 146-unit townhouse community conveniently located on the southside of Wayland btwn Routes 20 & 30 w/ easy access to Routes 9,16, 95, & 90. This bright & sunny east facing open floor plan "C" unit features 2 bedrooms that live like 3, 3.5 baths & 2 car garage. 1st floor layout includes an open kitchen w/ bar & custom builtins, a

    Peter Hill MGS Group Real Estate LTD - Wellesley

    12 Cutting Cross Way, Wayland, MA 01778
  • /25

    $1,095,000 Open Sun 10:30AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    1605 Wisteria Way, Wayland, MA 01778

    Welcome to The Meadows, one of Wayland’s most desirable communities, nestled in a serene woodland setting. This elegant townhome blends comfort with low-maintenance living and an opportunity to create your dream space. Inside, soaring ceilings, skylights, built-ins, and a cozy fireplace create a warm, inviting living room—perfect for entertaining or everyday life. The formal dining room opens to

    Peace Nguyen Engel & Völkers Wellesley

    1605 Wisteria Way, Wayland, MA 01778
  • /42

    $648,777

    • 2 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    12 Astra, Wayland, MA 01778

    Nestled in a serene, country-like setting yet just minutes from daily conveniences, this end-unit townhome offers the privacy and feel of a single-family home. Thoughtfully designed and well-maintained, the complex enhances your lifestyle with a sparkling inground pool, tennis and pickleball courts, perfect for both relaxation and recreation. Inside, you’ll discover two spacious bedrooms, 21⁄2

    The Good Life Real Estate Group Realty One Group Nest

    12 Astra, Wayland, MA 01778
  • /28

    $850,000 Open Sun 11AM - 12:30PM

    • 2 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    16 Coltsway Unit 16CW, Wayland, MA 01778

    Rarely available D-style townhouse at Stoneridge Village, this move-in ready home has been beautifully updated so you can simply settle in and enjoy. Offering over 2,200 sq. ft. of stylish living space, the kitchen features quartz counters, newer appliances, updated fixtures, and new doors opening to a private deck overlooking conservation land. A front-to-back living room with an elegant

    The Donna Scott Group Advisors Living - Wellesley

    16 Coltsway Unit 16CW, Wayland, MA 01778
  • /25

    $1,275,000 Open Sun 12:30PM - 2PM

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

    5 Brook Trail Rd, Wayland, MA 01778

    Imagine waking up each morning surrounded by the quiet rustle of trees, light streaming through walls of glass, and the sense that you’re tucked away in your own private retreat. Life at 5 Brook Trail Road feels like living in a modern treehouse—soaring ceilings and dramatic architecture frame every view of nature. Spacious and thoughtfully designed, the home flows effortlessly from room to room,

    Peace Nguyen Engel & Völkers Wellesley

    5 Brook Trail Rd, Wayland, MA 01778
  • /29

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 2,745 Sq Ft

    260 Cochituate Rd, Wayland, MA 01778

    Discover this stunning contemporary home located in the heart of Wayland! The 1st floor features a spectacular great room with walls of windows, soaring ceilings, skylights, and a cozy fireplace, filling the space with natural light. The renovated kitchen with granite counters, modern cabinets, & SS appliances opens to the formal dining room—perfect for entertaining. The spacious primary bedroom

    Emily Gan Boston Value Realty

    260 Cochituate Rd, Wayland, MA 01778
  • /27

    $735,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    6 Steepletree Ln, Wayland, MA 01778

    Welcome to 6 Steepletree Lane in Wayland at Stoneridge Village. Highly desirable one floor living with first floor primary suite, separate den, large private outdoor area in back with 3 sliders to the 23ft deck where you'll enjoy beautiful leafy green views and sounds of joyful birds celebrating the day. Large bright living room with a soaring double heiight window and fireplace. Eat-in kitchen

    Maria Ackmakian RE/MAX Executive Realty

    6 Steepletree Ln, Wayland, MA 01778
  • /40

    $849,999 Open Sun 12:30PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    44 Dean Rd, Wayland, MA 01778

    Beautifully updated home in 2025, located in one of the most desirable neighborhoods in Wayland. The front entrance welcomes you into the spacious open floor plan with oak hardwood floor. The kitchen is a modern dream with shaker cabinets, quartz countertops, a backsplash, new stainless steel appliances, and peninsula with a breakfast bar. The modern dining space is perfect for gatherings with a

    Sam Takla Coldwell Banker Realty - Framingham

    44 Dean Rd, Wayland, MA 01778
  • /42

    $875,000

    • 3 Beds
    • 4 Baths
    • 3,584 Sq Ft

    2 Hillside Dr, Wayland, MA 01778

    NEW PRICE! Huge 3+ bed 4 bath 3,584 sq ft townhome w/2 car garage. So much potential for buyer ready to renovate! Rare opportunity to invest in oversized D-style unit w/open, bright & flexible floorplan w/3 levels of living space in desirable "The Hills" community. Bring your vision to transform it into your dream home or high-end flip! Many upgrades have already been done-HVAC (2018) as well as

    Ryan Wilson Keller Williams Realty

    2 Hillside Dr, Wayland, MA 01778
  • /33

    $599,900 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    1 Astra Unit 1, Wayland, MA 01778

    GAME CHANGER: NOW $100 GRAND OFF the original price! The holidays came early and this seller is in the giving spirit! With these savings, you get the gift of creating the home you’ve always envisioned. New floors? Fresh paint? Updates? They were on your list, and now you can have them. The oversized great room is a blank canvas—set it up as a spacious living/dining combo, or design it to fit your

    Jody Troderman ERA Key Realty Services- Fram

    1 Astra Unit 1, Wayland, MA 01778
  • /31

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,202 Sq Ft

    35 Wallace Rd, Wayland, MA 01778

    Major price reduction! Located at the end of a cul de sac with scenic natural views, this home offers a flexible floor plan for individual needs. The updated kitchen boasts loads of storage. A pocket door encloses an office/guest room with bookcases, sky light and bay windows. The dining room leads to the expansive family room addition with loads of natural light. A sliding glass door opens to a

    Joanne Berry Coldwell Banker Realty - Weston

    35 Wallace Rd, Wayland, MA 01778
  • /30

    $4,950,000

    • 6 Beds
    • 4.5 Baths
    • 6,880 Sq Ft

    93 Old Sudbury Rd, Lincoln, MA 01773

    Rarely does a home of such elegance & quality come to market. Set back on a scenic road w/just under 2 acres, the adjoining conservation land on 2 sides allows for privacy & beautiful vistas. This 6,880 sf home combines historic charm w/contemporary amenities. Ideal for both entertaining & intimate family gatherings, it features spacious living room with window seats, a fireplace & abundant

    Melinda Mitchell Shumway William Raveis R.E. & Home Services

    93 Old Sudbury Rd, Lincoln, MA 01773

Home Trends in Wayland, MA

Housing Trends

Median Sale Price
$1,057,500
Median Single Family Sale Price
$1,175,000
Median Townhouse Sale Price
$975,000
Median 2 Bedroom Sale Price
$825,000
Median 1 Bedroom Sale Price
$586,350
Average Price Per Sq Ft
$453
Number of Homes for Sale
37
Last 12 months Home Sales
162
Months of Supply
2.70
Median List Price
$1,092,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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