Wayland

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6 Steepletree Lane Wayland MA 01778

MLS Number 73406787

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,800

Stoneridge Village at Mainstone Farm. Highly sought after one floor living offers a king-size primary bedroom suite with walk-in closet plus a rare main floor den and 3 new sliders to a private 23ft grade level deck, nestled on an ended way with leafy nature views. A spacious bright living room has a soaring double height window and fireplace. Updated kitchen with hardwood floors has ample cabinetry space, eat-in breakfast area and convenient laundry nook. The formal dining room and foyer has warm parquet flooring. Private second floor guest bedroom suite with bath. Large basement for storage has extra shelving. Oversized direct access 2-garage plus guest parking on driveway. Ideal convenient southeast Wayland location near the Route 30 Weston/Natick line offers easy Mass Turnpike access to Boston and major commuting routes.

Listed by Maria Ackmakian of REMAX Executive Realty

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Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31-33 Mathews Drive Wayland MA 01778

Wayland, MA31-33 Mathews Drive

Price$849,000

Est. Mortgage: $/month

MLS Number 73394818

  • MultiFamily
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,400
  • Parking Spaces 6

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 leasing with the main house for a couple of those years and generated 10k per month while only listing on the 2 major sites and not allowing pets! Must see outdoor landscaping includes waterfall koi pond, outdoor kitchen grilling areas, in ground mini pool with filter, private cabana area and fire pit. Inside has gas heat and cooking, central ac, automated blinds and modern updated improvements. Buyer responsible for Title 5. The studio is rented every night but was quoted 20k to update 2 tanks into one.

Listed by Lisa Berry of Simply Sell Realty

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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156 Boston Post Road Wayland MA 01778

Wayland, MA156 Boston Post Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 73415082

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,414
  • High School Wayland High

WOW! RENOVATED & EXPANDED blending modern amenities with timeless charm, this expansive home as practically been rebuilt and doubled in size over the last 15 years with new windows, roofing, insulation, wood floors, structural beams, new doors, kitchen & baths. It is a perfect mix of classic appeal & contemporary comfort & also has low utility rates due to Solar panels & ductless mini-splits. 1st Floor features a Remodeled Kitchen (2015) & Dining Room that flows to the Living Room, Family Room with Fireplace, Powder Room, Laundry Closet, Den, and new Mudroom connecting a new Covered Patio and Spacious 2-car Garage. Upstairs, the Primary Bedroom offers a luxurious retreat with soaring ceilings & newly added Bath with large soaking tub (2025). Completing the 2nd Floor are 3 more Bedrooms, an office & 2 renovated baths. Other upgrades: New 4 Bedroom Septic System/ Drain Field, Gutters, Re-surfaced Driveway, paint inside & out, 2nd Floor Laundry hook-up & more! HOME WARRANTY INCLUDED.

Listed by Rachel E. Bodner of Coldwell Banker Realty - Sudbury

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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136 Commonwealth Road Wayland MA 01778

Wayland, MA136 Commonwealth Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 73456437

  • MultiFamily
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 3,300
  • Parking Spaces 4

Presenting 136 Commonwealth Road, Wayland, Massachusetts - a rare opportunity to own a fully renovated multi-family residence in one of Wayland's most desirable locations. This exceptional property combines timeless charm with modern updates, offering nearly 5,000 sq. ft. of living space on a generous ½-acre lot. The home features two spacious units, each thoughtfully designed with light-filled interiors and contemporary finishes. With two full bathrooms and tenants-at-will in place, this income-generating property is ideal for investors or owner-occupants seeking flexibility and value. Enjoy the convenience of a prime location just steps from Starbucks, Walgreens, grocery stores, banks, and restaurants, and minutes from Route 9, the Mass Pike, and the premier shopping and dining at Natick Collection. This is a truly unique opportunity to own a modernized multi-family home in an exceptional Wayland setting. Don't miss out on this blend of comfort, convenience, and investment potential!

Listed by John McHugh Real Estate Group of Coldwell Banker Realty - Wellesley

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Glezen Lane Wayland MA 01778

Wayland, MA17 Glezen Lane

Price$1,500,000

Est. Mortgage: $/month

MLS Number 73441060

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,342
  • High School Wayland Hs

Rare 6.03-acre private parcel in a premier Wayland location offers endless opportunities for buyers, builders, and contractors. The existing four-bedroom Colonial features a fireplaced living room, dining room, screened porch, three-car garage, and updated systems, making it an excellent candidate to renovate and enhance. With substantial acreage, there is potential to expand the current home into a larger estate with space for gardens, pool, or outdoor living (buyer to perform all due diligence). Alternatively, remove the structure and rebuild a custom dream residence designed with today's lifestyle in mind. For developers, the lot presents a rare chance to subdivide and create multiple homes with town approval, meeting strong demand for new construction in Wayland. Tucked away yet convenient to top-rated schools, bike path, commuter rail, and major routes, and less than 20 minutes to Boston, this property blends privacy, convenience, and long-term value.

Listed by Hans Brings RESULTS and Lisa Garrity of Coldwell Banker Realty - Waltham

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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186 Main Street Wayland MA 01778

Wayland, MA186 Main Street

Price$1,690,000

Est. Mortgage: $/month

MLS Number 73427993

  • MultiFamily
  • Bedrooms 8
  • Bathroom 3
  • Square Feet 3,201
  • Parking Spaces 6

Welcome to a fully gut-renovated multi-family gem in the heart of Wayland- This dramatically transformed two-family (8bd/3ba, 3,201 sq ft) retains its 19th-century charm while offering today's modern comforts. Inside, discover sleek, contemporary finishes across both units, with open layouts, new kitchens featuring stainless appliances and designer cabinetry, spa-like bathrooms, updated electrical, plumbing, and ductless HVAC systems for year-round comfort. Ideal for owner-occupants or investors alike, this property boasts flexible unit configurations-first floor offering 3 beds with in-unit laundry and pantry access to a bright living area; second/third floor offers a capacious eat-in kitchen, separate living and dining areas, an office, plus multiple bedrooms and baths. Set on an expansive 0.72-acre lot (30,000+sq ft), enjoy ample off-street parking for up to 8 vehicles, a shared deck, large yard, and abundant basement storage. Unit # 2 currently in a lease till 8/31/2026 for $5500.

Listed by Jacob Rosenberg of Red Tree Real Estate

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$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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186 Main Street Wayland MA 01778

Wayland, MA186 Main Street

Price$1,849,000

Est. Mortgage: $/month

MLS Number 73417669

  • MultiFamily
  • Bedrooms 8
  • Bathroom 3
  • Square Feet 3,201
  • Parking Spaces 6

Welcome to a fully gut-renovated multi-family gem in the heart of Wayland- This dramatically transformed two-family (8bd/3ba, 3,201 sq ft) retains its 19th-century charm while offering today's modern comforts. Inside, discover sleek, contemporary finishes across both units, with open layouts, new kitchens featuring stainless appliances and designer cabinetry, spa-like bathrooms, updated electrical, plumbing, and ductless HVAC systems for year-round comfort. Ideal for owner-occupants or investors alike, this property boasts flexible unit configurations-first floor offering 3 beds with in-unit laundry and pantry access to a bright living area; second/third floor offers a capacious eat-in kitchen, separate living and dining areas, an office, plus multiple bedrooms and baths. Set on an expansive 0.72-acre lot (30,000+sq ft), enjoy ample off-street parking for up to 8 vehicles, a shared deck, large yard, and abundant basement storage. A commuter's dream with easy access to everything.

Listed by Jacob Rosenberg of Red Tree Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Cole Road Wayland MA 01778

Wayland, MA1 Cole Road

Price$2,175,000

Est. Mortgage: $/month

MLS Number 73469106

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,819
  • High School Wayland

NEW CONSTRUCTION modern farmhouse offering the space, craftsmanship, and lifestyle discerning buyers seek, with an expansive open floor plan, soaring ceilings, premium finishes, and strong energy efficiency in a community known for outstanding schools and convenient access to Boston. The chef's kitchen features white cabinetry, quartz countertops, full-slab backsplash, an oversized island, and Thermador appliances including a 48" range, complemented by a Ruvati workstation sink, beverage center, and walk-in pantry with Costco door. Light-filled living and dining spaces showcase classic moldings, designer lighting, and an elegant fireplace. Designed for effortless single-level living with three bedrooms plus a versatile flex space ideal for office or guest use, three full baths, laundry, and seamless entertaining flow. A bonus room upstairs and a finished lower level provide flexible space for media, fitness, and recreation. Composite deck with gas grill hookup completes the home.

Listed by Peace Nguyen of Engel & Volkers Wellesley

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$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Old Connecticut Path Wayland MA 01778

Wayland, MA19 Old Connecticut Path

Price$3,195,000

Est. Mortgage: $/month

MLS Number 73437030

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 7,083
  • High School Wayland

Discover a balance of sophistication, comfort, and modern design in this exquisite 7,000+ square-foot modern farmhouse set on over 1 acre of serene land.Thoughtfully crafted across four levels, this home blends exceptional craftsmanship with smart-home innovation. Expansive windows bathe every room in natural light, highlighting a seamless open-concept layout designed for both family living & entertaining.At the heart of the home, the gourmet kitchen impresses with a generous island, Sub-Zero refrigerator, 48” Wolf range, and a butler's pantry, opening into the spacious great room. The 1st floor also includes a private office, mudroom, guest suite with ensuite bath, & laundry room.Upstairs, retreat to a luxurious primary suite featuring a spa-inspired bath & a large walk-in closet. Three additional bedroom,2 with private baths, a main bath, and a versatile bonus room The third floor includes a sixth bedroom, while the finished lower level includes a Game Room, Exercise Room & Full Bath

Listed by Laurie Henighan of Barber Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Jan 22, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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