Legacy Properties Sotheby's International Realty

10/10/2026

Recent Sales from Milbridge to Greater Portland

This week’s recent sales are led by Erne Point, a private oceanfront peninsula in Milbridge that sold for $3.95 million. With nearly 2,200 feet of deepwater Atlantic frontage and two architect-designed residences, the property stands out among this week’s transactions. From Downeast Maine through the Midcoast and into Greater Portland, the latest closings also include a $1.225 million property in Sedgwick and buyer-side purchases of $1.8 million in Freeport and $1.625 million in Portland, with additional activity in South Thomaston, Stonington, Camden, and beyond.

Explore this week’s recent closings at the link below.
https://buff.ly/Q8R1I8y

10/09/2026

Private Waterfront Living with Western Views

Set on more than 2.5 acres with over 300 feet of private waterfront, 156 High Winds Drive captures westerly views across Broad Cove toward Casco Bay.

Located within the prestigious High Winds neighborhood, with walking trails and shared access to a dock and float, this exceptional setting offers the quintessential coastal Maine lifestyle-boating, fishing, swimming, and spectacular sunsets.

Coming soon!

156 High Winds Drive, Yarmouth, ME 04096

Offered at $4,250,000

Presented by Stacy Salvo

Explore exceptional waterfront living in Yarmouth: https://buff.ly/4tU2ijG

10/08/2026

An English Manor-Inspired Estate with Coastal Views

Set proudly at the highest elevation in Southern Maine, with far-reaching views of Casco Bay and the Calendar Islands, this brick Tudor estate possesses an architectural pedigree evocative of a distinguished English manor.

10 Fairwind Lane Extension, Cumberland, ME 04110

Offered at $3,150,000

Presented by Linda MacDonald Associates

Explore this remarkable Cumberland Foreside estate: https://buff.ly/7Dj844E

10/07/2026

A Newly Constructed Coastal Retreat in Cape Elizabeth

Ocean-facing bedrooms open to balconies and the coast becomes part of the experience. Spend an afternoon by the heated pool, take the Surfside Walking Path from the property, or stroll to Trundy Beach, just 10 minutes away.

Make Cape Elizabeth your next coastal escape and explore this magnificent vacation rental at the link below.
https://buff.ly/0rFMJdb

10/06/2026

An Architectural Tour-de-Force on the Maine Coast

Seldom, if ever, does a residence of this magnitude become available for acquisition. Designed by David Matero and artfully constructed by Spang Builders, this architectural tour-de-force embodies the finest curated components and quality of finishes available today.

4 Skipper Joes Point Road, Kennebunkport, ME 04046

Offered at $12,000,000

Presented by Bill Gaynor

Explore this extraordinary oceanfront residence in Kennebunkport: https://legacysir.com/properties/4-skipper-joes-point-road-kennebunkport-me-us-04046-73d73a9d63d57d80def58e848cb5b2dc

10/06/2026

Peaceful Riverside Living in Yarmouth, Maine

Set well back from the road on approximately 1.69 wooded acres, 17 Spar Circle offers a private retreat in Yarmouth. Mature trees screen neighboring homes, while a generous deck and level lawn invite outdoor dining, gatherings around the firepit, or quiet mornings surrounded by nature.

17 Spar Circle, Yarmouth, ME 04096

Offered at $1,450,000

Presented by Will Fuller and Ally Fuller

Explore this private Yarmouth home: https://buff.ly/ggkGZ6s

10/05/2026

Spacious Private Living in South Portland

Set in a private and peaceful setting just minutes from Portland, 133 Hawthorne Lane offers a rare combination of space, craftsmanship, and effortless Maine living.

Explore this private South Portland retreat just minutes from Portland: https://buff.ly/ev###t2

133 Hawthorne Lane, South Portland, ME 04106

Offered at $1,850,000

Presented by Samuel Michaud

10/04/2026

Waterfront Living Reimagined at Eventide Condominiums

Set along the Piscataqua River on historic Badger’s Island, Eventide offers a rare opportunity for waterfront living in the heart of the Seacoast. With expansive river views, private terraces, a deep-water dock, underground parking, a waterfront pool, and sophisticated interiors, Eventide brings together exceptional design, craftsmanship, and effortless coastal living.

Explore Eventide: https://buff.ly/FXaZ64X

Discover Eventide, a distinctive waterfront condominium on historic Badger’s Island in Kittery, Maine, offering private dock access, sophisticated residences, and views of the Piscataqua River, with…

10/04/2026

A Modern Home with Space to Gather

New construction in 2023, this exceptional property just outside Belfast offers the perfect blend of modern design, thoughtful spaces, and outdoor enjoyment. At the heart of the home is an incredible kitchen featuring a large island and walk-in pantry, opening seamlessly to a spacious great room anchored by a beautiful stone fireplace.

12 Banks Terrace, Searsport, ME 04974

Offered at $1,250,000

Presented by Aaron Crossman

Discover modern Maine living just outside Belfast: https://buff.ly/CYJHhRY

10/03/2026

October brings some of the best of Maine and New Hampshire together: brilliant fall foliage, crisp coastal air, harvest traditions, local food, art, and the annual events that bring communities together across both states.

From agricultural fairs and craft festivals to pumpkin regattas and coastal celebrations, there are plenty of ways to experience Maine and New Hampshire at their best this time of year.

Explore our guide to October events across Maine and New Hampshire and find something to enjoy this fall: https://buff.ly/ZXg1Jj4