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Wayland, MA Homes for Sale with Pool

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  • /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
  • /30

    $2,249,000 Open Sun 12PM - 1:30PM

    • 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

    $3,600,000

    • 6 Beds
    • 9 Baths
    • 9,544 Sq Ft

    4 Ellen Mary Way, Wayland, MA 01778

    Sited on a private 1.74 acre lot with breathtaking views abutting conservation land, this exquisitely designed home is built with impeccable exterior & interior finishes with endless amenities. This captivating home has been meticulously cared for with many new enhancements, providing a luxury experience for all. Chef’s Dream Kitchen equipped with custom cabinetry, oversized island, 2

    Kara Apostolica Coldwell Banker Realty - Newton

    4 Ellen Mary Way, Wayland, MA 01778
  • /30

    $3,100,000

    • 5 Beds
    • 2.5 Baths
    • 4,403 Sq Ft

    117 Deer Path Ln, Weston, MA 02493

    This timeless Colonial home has been beautifully updated and meticulously maintained, offering exceptional indoor-outdoor living and entertaining. Ideally sited on 1.4 acres in one of Weston's most coveted south side neighborhoods, this five-bedroom home provides privacy yet is close to town, schools, and the Mass Pike. More than $800,000 was invested in renovations include stunning landscaping

    Dean Poritzky Engel & Völkers Wellesley

    117 Deer Path Ln, Weston, MA 02493
  • /29

    $1,195,000

    • 4 Beds
    • 3 Baths
    • 2,790 Sq Ft

    27 Alden Rd, Wayland, MA 01778

    Retreat to this elegantly updated 4-bedroom, 3-bath split-level nestled on a private, 1.16-acre wooded sanctuary in Wayland. Sun-splashed, open-concept living and dining spaces rise beneath cathedral ceilings, creating an airy backdrop for everyday comfort and memorable gatherings. The secluded primary suite offers welcome privacy, while flexible secondary bedrooms and bonus spaces accommodate

    Adams & Co. Team Real Broker MA, LLC

    27 Alden Rd, Wayland, MA 01778
  • /27

    $750,000 Open Sun 12PM - 1:30PM

    • 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
  • /29

    $715,000

    • 2 Beds
    • 2 Baths
    • 2,254 Sq Ft

    10 Steepletree Ln, Wayland, MA 01778

    Sought-after End Unit in Stone Ridge Village at Mainstone Farm. Enjoy easy, one-level living in this beautifully maintained two-bedroom, two-bath condominium, ideally located in a peaceful, natural setting. This desirable end unit offers an updated kitchen, a rare three-season porch, Hardwood floors, an entertainment size dining room, fireplace in living room and a partially finished basement for

    Tanimoto Owens Team Advisors Living - Weston

    10 Steepletree Ln, Wayland, MA 01778
  • /20

    $1,188,888

    • Land
    • 1.15 Acres
    • $1,033,816 per Acre

    50 Barney Hill Rd, Wayland, MA 01778

    Exceptional opportunity for savvy builders and developers! Bring new life to this classic expansive 1960s Mid-Century Modern home, offering four levels of living space—ideal for a high-end renovation or a brand-new custom build. With no demolition delay, this is a rare chance to move quickly. Nestled in the highly sought-after and established Country Corners neighborhood, this property sits on

    Kerry Sullivan William Raveis R.E. & Home Services

    50 Barney Hill Rd, Wayland, MA 01778
  • /41

    $1,340,000

    • 4 Beds
    • 3 Baths
    • 3,249 Sq Ft

    14 Joyce Rd, Wayland, MA 01778

    Nestled in a quiet neighborhood within a top-rated school district, this beautiful contemporary home offers the perfect blend of modern luxury and convenience. Transformed in 2006, the house features an open-concept layout. Recent (2024) upgrades include insulation, vent hood, wall-mount tankless boiler for hot water and hydro air heat, HW floor in bedrooms, microwave oven, curtains, etc. The

    Hui Zou StartPoint Realty

    14 Joyce Rd, 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
  • /26

    $865,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    31 Mathews Dr, Wayland, MA 01778

    Rare opportunity with 2 houses steps from the water in beautiful Wayland MA! 31 Mathews Dr is an updated 2 bed 1 bath and 33 Mathews is a separate house with its own driveway and lawn sitting on the same .44 acres of gorgeous landscape. Investors look no further the studio house alone has consistently averaged over 6k per month over the past 10 plus years on its own! Owner also did short term

    Lisa Berry Simply Sell Realty

    31 Mathews Dr, Wayland, MA 01778
  • /41

    $739,000

    • 2 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    10 Fox Hollow, Wayland, MA 01778

    Welcome to Turkey Hill Village at Mainstone Farm, where tranquil living meets modern comfort! This gorgeous townhouse offers the best of both worlds: the privacy & feel of a single-family home with the ease of condo living. Featuring 2 spacious bedrooms & 2.5 baths, including a sun-filled primary suite with walk-in closet & ensuite bath, plus a flexible downstairs room ideal for a home office or

    Ana Sanabria StartPoint Realty

    10 Fox Hollow, 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

    $675,000

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

    1 Astra Unit 1, Wayland, MA 01778

    $25,000 PRICE ADJUSTMENT! Not vibing with the blue carpet or wallpaper? We feel you. So we knocked $25K off the price—consider it your renovation budget starter pack. 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 combo. A den with an adjacent eat-in kitchen was

    Jody Troderman ERA Key Realty Services- Fram

    1 Astra Unit 1, Wayland, MA 01778
  • /37

    $1,249,000

    • 3 Beds
    • 1.5 Baths
    • 2,310 Sq Ft

    38 Lakeshore Dr, Wayland, MA 01778

    Waterfront on beautiful Dudley Pond! Rare opportunity to own a waterfront peninsula with private dock in Wayland. The Bungalow home features stunning views with walls of windows and a spacious deck to enjoy the pond and its wildlife. Featuring a flexible floor plan, including a large sun room & family room with water views and convenient first floor home office. The sunny breakfast nook flanks a

    Gordon Smith Northstar Properties Group, LLC

    38 Lakeshore Dr, 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
  • /28

    $769,900

    • 4 Beds
    • 2.5 Baths
    • 2,041 Sq Ft

    9 Larnis Rd, Framingham, MA 01701

    This beautifully updated four-bedroom, 2.5-bath ranch with farmers porch nestled on quiet street on the Wayland line offers 2,000+ sq ft of comfortable, open-concept living. Featuring engineered hardwood floors throughout, this home welcomes you with a spacious and light-filled layout perfect for modern living. The heart of the home is the large wonderful family room with charming exposed brick,

    Diane B. Sullivan Coldwell Banker Realty - Framingham

    9 Larnis Rd, Framingham, MA 01701
  • /30

    $5,500,000

    • 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
$1,715,000
Median Single Family Sale Price
$1,715,000
Median 2 Bedroom Sale Price
$749,900
Average Price Per Sq Ft
$429
Number of Homes for Sale
2
Last 12 months Home Sales
41
Months of Supply
0.60
Median List Price
$1,650,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
52%
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