Convertible office space available at this impeccably landscaped Freeport property.

The grounds are ideal for guests of any age, for days and days of play. Detailed information available.

  10 guests
  5 bedrooms
  5 bathrooms
  3000 sq. ft.

Instant Quote

Property Features

Sleeping Arrangement

Bedroom 1
1 King
Bedroom 2
1 Queen
Bedroom 3
1 Queen, 1 Twin
Bedroom 4
1 Queen
Bedroom 5
1 Queen


Note that per Executive Order No. 34 FY 19/20, until at least 5/31/20, lodging may be provided only for the following purposes: Housing vulnerable populations, including children in emergency placements, persons at risk of domestic violence, and homeless individuals as permitted by the State; providing accommodations for health care workers, or other workers deemed necessary to support public health, public safety or critical infrastructure; use of lodging properties as self-quarantine or self-isolation facilities as arranged by the State; and limited verifiable extenuating circumstances for the care and safety of residents as otherwise approved by the State. Please call 207-370-5479 to reserve a property if your situation is included in one of the above listed categories.

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

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. High speed Wi-Fi and central air-conditioning are throughout the house.
Groups of 8 can comfortably use the main floor and 2nd floor bedroom while still having two separate offices.  As needed, the lower level bunkroom comfortably sleeps additional guests  with an adjacent game and TV room.  
Bedrooms and offices open onto a deck that wraps two sides of the house and one opens to a private balcony.  The master bath features a 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, with adjacent TV. For dining, the large table seats 12, larger groups accommodated using the adjacent table. The well-equipped open kitchen includes counter seating.  The generous open space the length of the room, four doors to the outside deck and lawn provides comfort for both small and large groups. A spacious deck off the grand room features a large grill and two tables with umbrellas. A private chef can stock your fridge and pantry prior to arrival, host cooking classes, a dinner party, or make meals during the week.


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




May - 2020
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
Jun - 2020
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30
Jul - 2020
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31
Aug - 2020
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31
Sep - 2020
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30
Oct - 2020
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
Nov - 2020
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30
Dec - 2020
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31


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,