A most comfortable home available at discounted multi week rates

Book a week in 2020 at the most spacious Freeport Maine vacation rental today!

  22 guests
  7 bedrooms
  5 bathrooms
  3706 sq. ft.

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Property Features

Sleeping Arrangement

Bedroom 1
1 King
Bedroom 2
1 Queen
Bedroom 3
1 Queen, 1 Twin
Bedroom 4
1 Double / Full
Bedroom 5
1 Queen
Bedroom 6
1 Queen
Bedroom 7
4 Queens, 1 Twin


Legacy Properties Sotheby’s International Reality is pleased to present to you 101 Lower Flying Point
Road in Freeport.

Spectacular grounds with gardens, woods, trails, pond, and ocean surround this mid-coast Maine
retreat on the northern edge of Casco Bay, 20 minutes from Portland’s award-winning foodie vibe.
Ocean views, breezes, and sunlight prevail in the elegant and spacious home built in 2014.
The refreshingly clean, innovative architecture reflects quiet modernism. A farmhouse aesthetic
sensitively integrates the coastal setting into the design and uncluttered décor. Oversized windows and
doors line a wall in every room. Wi-Fi and central air-conditioning are throughout the house.

Seven bedrooms and 12 beds on 3 floors provide flexibility. Groups of 8-11 can easily use main floor
bedrooms only, or add the tower bedroom for 13. The lower level bunkroom comfortably sleeps an
additional 9 with an adjacent game room. Bedrooms open onto a deck that wraps two sides of the
house and one opens to a private balcony. The master bath features sauna, shower with steam and a
massage bathtub.

An expansive oceanfront lawn features outdoor seating, hammocks, sand box, and swings. Stairs from
the lawn take you to a small, tidal pebble beach where four kayaks, seven beach chairs, and swimming
in the hours nearest high tide await. An outdoor games lawn with bocce, croquet, and horseshoes
overlooks prolific perennial, vegetable, and berry-picking gardens wrapping two sides of the home. An
aerated freshwater pond provides more swimming and nature exploration. Wooded trails circumscribe
the property and weave through the gardens, offering more exploration and quiet seating.

The gracious and friendly grand room embraces a sweeping view of Brickyard Cove. Three
contemporary couches surrounding a fireplace, dining for up to 22 on two generous tables, a well-
equipped open kitchen with additional counter seating, generous open space the length of the room,
and four doors to the outside lawn all provide comfort for both small and large groups. A spacious
deck off the grand room features a large grill and two tables with umbrellas for up to 22 guests. A
private chef can stock your fridge and pantry prior to arrival, host cooking classes, a dinner party, or
make meals during the week.

Nearby, L.L. Bean’s Paddle Center has kayak and paddleboard tours to small islands near the cove,
Wolfe’s Neck Farm offers children’s programs and daycare, Wolfe’s Neck State Park’s classic
shoreline trails on 244 acres traverse a narrow peninsula, and Freeport has top-grade shopping and
restaurants. The gourmet Bow Street Market is a six-minute drive for all your cooking requirements,
from basics to deli best, even a pre-cooked lobster dinner, for pick-up or delivery. Cruises and boat
rental information available.

This property is an ideal retreat for families or professional groups any time of the year. Inquire with
Legacy Properties Sotheby's International Realty for details, including the generous
and diverse kid-friendly features all over the property.


Pebble Beach access to Casco Bay , for swimming, kayaking and fishing

Fresh Water Pond, for children play and swimming

Amenities for children, including swings, geo dome climber and sand box

Detail list available upon request




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Reviewed: Nov 2, 2019
Our Gutsy Great Novelist retreat was the best! The people, the schedule, the house (with my own special room), and the food were all tops. I'm so lucky to have been a part of it.
Reviewed: Nov 2, 2019
It was quiet, peaceful and beautiful. The ideal location for the writer that needs to find inspiration or just time to themselves. I'll definitely return. Maine has good food, kind locals and spacious rentals.
Reviewed: Nov 2, 2019
I can't say enough good things about working with Scott Dobos and the property owners of 101 Lower Flying Point Road! I'm already booking dates in 2020 and can't wait to return to the house, which is perfect for a group or family; ample private space and glorious common spaces make for a comfortable place to either retreat and relax or mill around and connect. The house is lovely, modern, and uncluttered, with a Zen-like feel that relieves stress the minute you walk through the door. The kitchen is fully-equipped, with everything exactly where you want it to be, and you'd have to work darned hard to run out of dishes or silverware! The grounds are just as lovely, with a path running through the beautiful garden and around the small pond, and stairs down to the private beach on Brickyard Cove, where the sun rises each morning. A peaceful, rural neighborhood, yet close to Freeport, so you can get away from it all while still being able to zip out to Bow Street Market or LL Bean or somewhere to enjoy dinner. The owners really went the extra mile to make me and my group feel welcome, and to ensure that all we needed was available. We lacked for nothing! If you're looking for a luxurious retreat on the coast of Maine, look no further. I already think of it as my home away from home.
Reviewed: Jul 15, 2019
What a fabulous home! We treated our extended family of fifteen people (parents, four adult children and their spouses, five grandchildren aged 14 - 23) to a week here in early July, and unreservedly recommend it for a gathering such as ours. We expected it to be perfect based on the listing, but it exceeded our expectations. The house itself was perfect for our large group, accommodating five couples in private rooms and the grands in the bunkroom, which they loved! The lovely, open and bright main room offered us a space large enough to spread out, dine happily at two large tables, and spend evenings together catching up. The sauna was a real bonus for the ones who rarely have time for vacation and could de-stress. Simply and elegantly furnished, great care has been taken to ensure comfort and a feeling of home. The grounds in particular are gorgeous and lush, with perennials and herbs and a pond around the very large yard. We all had garden envy! We were thrilled that those who wanted quiet time had a place at any time of day, in the Adirondack chairs in the back garden, the chairs overlooking the cove in the morning, the large decks, and outdoor dining. Early evening had us playing combat croquet on the large lawn or throwing horseshoes in the back, all provided by the thoughtful owners. They provide all the amenities for group activities, even games and puzzles thats kept us happy for our two rainy nights. Everyone enjoyed kayaking and swimming in mid- afternoon at high tide. We were especially grateful for the array of herbs and spices (some fresh!) as well as basic pantry items. The kitchen is very well outfitted for cooking and serving for a large group, with all the cutlery, dishware and cookware required. Finally, thank you to the owners who shared their beautiful home with us and kudos to the Legacy team and Scott, who answered every question and provided useful information along the way. Our family could not be happier and will remember this week as one of our best gatherings ever,