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Homes for Sale near Wayland High School

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  • /42

    $1,780,000 Open Fri 3PM - 4:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    8 Sandy Hill Rd, Wayland, MA 01778

    Nestled in one of Wayland’s most desirable neighborhoods at the end of a quiet cul-de-sac, this beautifully maintained Colonial offers timeless design and practical functionality. The sun-filled main level features a spacious living room, a family room with a gas fireplace opening to a large deck and wooded backyard, plus a classic kitchen, formal dining room, and half bath. Upstairs are four

    Loftus & Glynn Team William Raveis R.E. & Home Services

    8 Sandy Hill Rd, Wayland, MA 01778
  • /18

    $2,585,000

    • 4 Beds
    • 4 Baths
    • 4,563 Sq Ft

    23 Covered Bridge Ln, Wayland, MA 01778

    Welcomed by a beautifully restored covered bridge, this custom-built home blends timeless design with modern comfort, featuring sun-filled living spaces, hardwood floors, and a flexible floor plan ideal for today’s lifestyle. The kitchen flows into an inviting family room with a fireplace—perfect for casual gatherings or cozy evenings. Upstairs, spacious bedrooms provide peaceful retreats,

    Gina Anderson MGS Group Real Estate LTD - Wellesley

    23 Covered Bridge Ln, Wayland, MA 01778
  • /17

    $2,195,000

    • 5 Beds
    • 4.5 Baths
    • 3,992 Sq Ft

    125 W Plain St, Wayland, MA 01778

    This stunning brand-new custom home to be built by MORRELL CONSTRUCTION boasts 3,992 sq ft of meticulously designed living space. The open-concept layout seamlessly blends style & functionality, offering the ideal setting for both everyday living & effortless entertaining. High-end materials & expert craftsmanship are showcased throughout—from the spacious gourmet kitchen to the refined living &

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    125 W Plain St, Wayland, MA 01778
  • /35

    $1,749,000

    • 4 Beds
    • 3.5 Baths
    • 3,857 Sq Ft

    21 Highland Cir, Wayland, MA 01778

    Welcome to the tree top oasis! Nestled in one of Wayland’s most desirable neighborhoods, just .2 miles away from the expansive walking trails in the Jericho Town Forest. This beautifully maintained Colonial with recent updates offers the perfect blend of peaceful living and unbeatable convenience. A classic Farmer’s Porch welcomes you into a thoughtfully designed home with a sun-drenched living

    Ben Resnicow Commonwealth Standard Realty Advisors

    21 Highland Cir, Wayland, MA 01778
  • /30

    $2,249,000 Open Sun 12PM - 2PM

    • 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
  • /41

    $1,475,000

    • 2 Beds
    • 1.5 Baths
    • 1,707 Sq Ft

    96 Lakeshore Dr, Wayland, MA 01778

    Experience the rare opportunity to own your own island on beautiful Dudley Pond! This stunning post-and-beam bungalow offers 360 water views and an unmatched sense of privacy. Enter via a cobblestone driveway featuring an antique millstone centerpiece. Inside you'll discover wide-plank pine floors and yellow pine beams dating from the 1700s. The chef's kitchen boasts an oversized quartz island,

    Jane Miller BURNHAM GOLD REAL ESTATE, LLC

    96 Lakeshore Dr, Wayland, MA 01778
  • /42

    $1,475,000

    • 2 Beds
    • 1.5 Baths
    • 1,707 Sq Ft

    96 Lake Shore Dr, Wayland, MA 01778

    Experience the rare opportunity to own your own island on beautiful Dudley Pond! This stunning post-and-beam bungalow offers 360 water views and an unmatched sense of privacy. Enter via a cobblestone driveway featuring an antique millstone centerpiece. Inside you’ll discover wide-plank pine floors and yellow pine beams dating from the 1700s. The chef’s kitchen boasts an oversized quartz island,

    Jane Miller Burnham Gold Real Estate, LLC

    96 Lake Shore Dr, Wayland, MA 01778
  • /40

    $1,139,000 Open Sat 11:30AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 2,742 Sq Ft

    177 Main St, Wayland, MA 01778

    Location, Location, Location Don't miss this amazing opportunity to live in the heart of it all! Conveniently Located close to grocery stores, shopping, and all essential amenities. This recently renovated home is move-in ready featuring fresh paint throughout, a brand-new dryer, and a new stove top. New carpet in the lower-level family room as well as the attic, which is currently used as an

    Liza Adib Berkshire Hathaway HomeServices Town and Country Real Estate

    177 Main St, Wayland, MA 01778
  • /35

    $1,345,000

    • 4 Beds
    • 3.5 Baths
    • 4,414 Sq Ft

    156 Boston Post Rd, Wayland, MA 01778

    Amazing Value! Renovated & Expanded Home blending modern amenities with timeless charm. Practically rebuilt and doubled in size over the last 15 years with new windows, roofing, insulation, wood floors, new doors, kitchen and baths. It is a perfect mix of classic appeal & contemporary comfort. The 1st Floor features a Remodeled Kitchen (2015) & Dining Room that flows to the Living Room, Family

    Rachel Bodner Coldwell Banker Realty - Sudbury

    156 Boston Post Rd, Wayland, MA 01778
  • /42

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 2,948 Sq Ft

    1004 Wisteria Way, Wayland, MA 01778

    Welcome home to Wayland! Rarely available “Magnolia” style townhome in The Meadows, set in a quiet, private location with peaceful backyard views. This open layout features a vaulted living room with skylights, custom built-ins, and a double-sided gas fireplace flowing into a formal dining room with a tray ceiling. The kitchen offers a gas cooktop, double oven, dishwasher, and sunny breakfast

    John Fitzgerald Fitzgerald Real Estate

    1004 Wisteria Way, 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

    $750,000

    • 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
  • /39

    $3,395,000

    • 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
  • /40

    $879,999

    • 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
  • /38

    $749,900

    • 2 Beds
    • 2.5 Baths
    • 3,535 Sq Ft

    106 Willow Brook Dr Unit 106, Wayland, MA 01778

    This exquisite home seamlessly blends luxury, comfort & convenience with an open floor plan, soaring ceilings & over-sized triple pane windows that bathe the interior in natural light*The chef's kitchen boasts a center island, breakfast nook & high-end appliances ideal for culinary creativity*The sumptuous primary suite offers a private retreat complimented by a sparkling spa-like bath*The

    Debbie Chase Coldwell Banker Realty - Framingham

    106 Willow Brook Dr Unit 106, Wayland, MA 01778
  • /42

    $899,900

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

    2 Hillside Dr, Wayland, MA 01778

    Expansive 3+ bed 4 bath 3,584 sq ft townhouse w/2 car garage offers incredible potential for buyers ready to renovate! Rare opportunity to invest in an oversized D-style unit w/open, bright & flexible floorplan spread over 3 levels of living space in desirable "The Hills" community. Bring your vision to transform it into your dream home or high-end flip! Costly upgrades have already been done

    Ryan Wilson Keller Williams Realty

    2 Hillside Dr, Wayland, MA 01778
  • /33

    $650,000

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

    1 Astra Unit 1, Wayland, MA 01778

    ANOTHER $25,000 PRICE IMPROVEMENT — that’s $50K in total savings to renovate as you wish! New floors? Fresh paint? Your vision, your way. Just like back-to-school savings, it’s the perfect time to make your move! If you are looking to get into Wayland for the schools, right sizing, or are relocating, this is a great townhouse with space for everyone. Oversized great room can be a living/dining

    Jody Troderman ERA Key Realty Services- Fram

    1 Astra Unit 1, Wayland, MA 01778
  • /18

    $635,000

    • Land
    • 0.85 Acre
    • $747,059 per Acre

    108 Dudley Rd, Wayland, MA 01778

    Approved .85 ACRE buildable lot(s) overlooking Dudley Pond. Spectacular 360 degree sweeping water views, with deeded direct water access and private dock rights. Made up of 12 original building lots from the original Dudley Pond subdivision. Approval for one home, although potential exists for additional development or possibly condos. Deeded rights to build a storage building to store all your

    Michael Gurtler Pendleton Properties

    108 Dudley Rd, Wayland, MA 01778
  • /31

    $865,000

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

    35 Wallace Rd, Wayland, MA 01778

    Motivated Sellers! 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
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