Portfolio Homes

Portfolio homes give your custom inclinations a head start. Choose a home site you love, then select your favorite floor plan from the distinctive portfolios of The Pinehills carefully selected builders. Pick colors, options and upgrades you adore. Then watch this beautiful new house turn into your beautiful new home.

New Portfolio Home Neighborhoods

9 L4 A5369

Birdsong

A New 55+ Bungalow Neighborhood by Barefoot Cottage Company in the heart of The Pinehills Village Green.

 Whitman Signature 4 Flagstone Front Elevation

Flagstone

A neighborhood of 5 finely-crafted homes, designed and sited to highlight beautiful surroundings and golf views.

 Toll Brothers at The Pinehills Owls Nest Preserve Winchester Great Room 1

Owls Nest

Elegant one- and two-story home designs from Toll Brothers

Portfolio Home Builders

Hickorywood by Barefoot Cottage at The Pinehills

Barefoot Cottage Company

Single Family Homes

 Toll Brothers at The Pinehills Owls Nest Preserve Winchester Great Room 1

Toll Brothers

Portfolio Homes

 6 Flagstone Whitman Signature

Whitman Signature

Portfolio Homes

Portfolio Homes for Sale

50 Kestrel Heights | Move-in Oct 2024 at The Pinehills main photo Open
House

50 Kestrel Heights | Move-in Oct 2024

$1,059,995  

By Toll Brothers
Owls Nest Neighborhood
2 bd   |   2 ba   |   2,804 sq ft
21 Kestrel Heights | Move-in Fall 2024 at The Pinehills main photo

21 Kestrel Heights | Move-in Fall 2024

$959,995  

By Toll Brothers
Owls Nest Neighborhood
2 bd   |   2 ba   |   1,913 sq ft
29 Owls Nest at The Pinehills main photo Open
House

29 Owls Nest

$799,995  

By Toll Brothers
Owls Nest Neighborhood
2 bd   |   2 ba   |   1,889 sq ft
7 Birdsong | Move-in Fall 2024 at The Pinehills main photo

7 Birdsong | Move-in Fall 2024

$720,000  

By Barefoot Cottage Company
Birdsong Neighborhood
2 bd   |   2 ba   |   1,265 sq ft

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New Build Home Types

The Pinehills offers a variety of new home styles. Because helping you find a home that fits your personal style is personal to us.

Home Type Custom Custom Homes and Land Home Type Cottage Cottage Homes Portfolio Home at Hitching Post Portfolio Homes Townhomes Townhomes
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Start Your Tour at the Summerhouse

Stop by the Summerhouse for a warm welcome, plus lots of tasty tidbits about life at The Pinehills.

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View The Pinehills Model Home Tour Map

Choose from a wide range of award-winning homes and builders. Take a look at our detailed tour map with info on the various model homes, and stop in to tour them all!

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Custom Homes Among the Hills and Ponds in Ryecroft

Custom Homes & Land

Work with a hand-picked custom builder to create the home you've always wanted right down to the views, or simply buy a piece of land to call your own and start imagining the possibilities.

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The Summerhouse

33 Summerhouse Drive   •   Plymouth, MA 02360
Open by appointment Wednesday–Sunday, 10am–4pm
888.209.8880

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