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Luxury Estate, 35 acres of privacy yet near town! 1 Mile of waterfront!

Bedrooms 7
Half Baths1
Property type estate
Minimum Stay 2 - 7 nights

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Half Baths
Minimum Stay
2 - 7 nights

About the property

Estate, 8 Bedrooms + Other (See Description), 7.5 Baths, (Sleeps 17-21)

A 35-acre Island Retreat (but you can drive there!) on one MILE of Maine frontage. Stunning views from every window of this 6,000 square foot shingle style home. Designed by noted San Francisco Architect, Brooks Walker and the landscape architects Stroudwater Design, the property is tailored to bring people together to experience the Maine coast in an intimate setting.

The estate is as unique as it is spacious. There is probably not another property as close to Portland (40 min) that is as secluded and private as Dingley Island. Offering three floors, six large bedrooms, four with private baths (plus a large open plan 3rd floor with private bath, with lots of room for Aerobeds and overflow) as well as a carriage house with full amenities. Prepare meals in the gourmet kitchen or enjoy cocktails mixed at the wet bar in the timber frame Great Room with Steinway piano and a towering granite fireplace competing for attention with the all encompassing water views. Dine with your family and friends in a one of a kind dining room nestled between two walls of windows with french doors to bring the outdoors in and a table-side fire perfecting the atmosphere and warming you from the evening sea breeze..

A yachter's dream, there is a 120' floating dock with 10' of deep water at low tide as well as two moorings. A classic 'hurricane hole' of protected anchorage. The dock is sometimes shared with the owner when they are in town and staying at the second house on the vast property. If you are lucky enough to be staying at that time, do not be surprised if your offered a private water tour of the local area.

Watch the seals basking on the rocks from one of two private second floor balconies and be on the lookout for one of the numerous Bald Eagles who frequent the treetops surrounding the house. Explore the 35 acre estate; discovering beautifully landscaped gardens, private coves, swim float, fresh water pond, hot tub, swimming pool, basketball and tennis court, complete with pitching machine. If there are adventurers in your group they may choose to spend a night roughing it in the two story treehouse complete with electricity, kingsize bed, and two daybeds. Walk the numerous private nature trails including a full mile of scenic coastline while looking for local wildlife or paddle the rugged Maine coast while kayaking.

Located on the southern peninsula of Dingley Island, but connected to the mainland via bridge for a short drive to local dining, theaters, galleries, museums and shopping or catch the DownEaster Train to Boston for the day. Nearby Brunswick (according to the Smithsonian Magazine, one of America’s best small towns in 2012) and Bath are only 15 minutes away and historic Portland is only 40 minutes. Although one would wonder why you would ever want to leave.

**NOTE** There is a 2nd home on the estate, not available for rent, where the owner's long retired parents live year round. The two homes are nicely separated, not visible from each other, sharing only the same 3/4 mile long private driveway and the dock, so you might see my family members using the dock to take out our boats (holler and you might get a ride!).

Bedroom Details:

BEDROOM 1: 17x14 Master suite located on the first floor featuring King Size Bed, Master Bath, Whirlpool tub, double sinks, walk in shower, walk in closet, makeup counter and private entrance from wrap around porch, great water view. Wheel chair accessible.

BEDROOM 2: 20x15 2nd Floor Master suite featuring King Size Bed, Master Bath, double sink, cast iron soaking tub, private balcony, fireplace, incredible water views.

BEDROOM 3: 12x16, 2nd floor, King size bed, private ¾ bath, stunning water view, private balcony.

BEDROOM 4: 17x13, 2nd floor, King Size bed, private ¾ bath, water views.

BEDROOM 5: 15x16 2nd floor, Two twin beds, window seat/daybed, spectacular water view.

BEDROOM 6: 15x13, 2nd floor, Two twin beds, vaulted ceiling, spectacular water view.

3rd Floor overflow suite - Open concept, private ¾ bath, living room area with room for Aerobeds, TV and stereo, ping pong, upright Steinway piano. Skylights, water view

Tree House - Architecturally designed. King size bed in loft and two day beds.

KITCHEN: granite countertops, Viking range, double oven, large walk in pantry, two sinks, two dishwashers.

CARRIAGE HOUSE: furnished studio apartment with private deck, full kitchen, full bath, 1 bedroom w/queen bed, loft with two futon mattresses. Water view.

More links (VRBO wouldn't accept these in the 'Links' section, so you'll have to cut and paste the links into your browser :(

Brunswick Maine - Smithsonian article 'The 20 Best Small towns in America'.

Brunswick, Maine article in Boston Globe:

Brunswick, Maine article in the Associate Press

Keywords: Maine, luxury, estate, Island,Brunswick, Bowdoin College, Dingley Island, Waterfront, Oceanfront, , Harbor, Portland, Freeport, Vacation Home, private, Dock, kayaking, Weddings, Reunions, Bailey, Orrs, secluded, cottage, beachhouse, beach, shore, deep, water, mooring, pier, float, slip, yacht, graduation, Bowdoin

More Details

Property Manager
Mark Parker
Member since: 2012
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
January 7, 2017

About Mark Parker

Born in Maine, living in exile in San Francisco. 49 years old, two teenage children, married for 22 years

Keywords: Maine, luxury, estate, Island,Brunswick, Bowdoin College, Dingley Island, Waterfront, Oceanfront, , Harbor, Portland, Freeport, Vacation Home, private, Dock, kayaking, Weddings, Reunions, Bailey, Orrs, secluded, cottage, beachhouse, beach, shore, deep, water, mooring, pier, float, slip, yacht, graduation, Bowdoin

Mark Parker purchased this estate in 1994

Why Mark Parker chose Portland & Casco Bay

My wife and I were living and working long hours in NYC in 1993 and wanted a weekend getaway haven, kind of like the Hamptons or Martha’s Vineyard … but not filled with other New Yorkers. I grew up in Maine, my wife and I are alumni of Bowdoin College, so we both love Maine and Mainers particularly. We scouted real estate for two years. We wanted a place very easy to get to for a weekend, yet an authentic Maine experience. This property met both of those requirements. There is excellent air service to Portland – it’s less than a one hour flight (35 minutes in the air) from NYC and then a 45 minute drive. So in a couple of hours, suddenly you are not in Manhattan anymore; you are on an ISLAND IN MAINE, with your own private 35 acres and a hard-to-believe mile of your own coast line, complete with a dock, tennis court, and miles of nature trails. We would fly up Friday afternoon and catch a very early flight Monday morning in time to be back to work.

Once you are there, you’re on a very remote-feeling island, surrounded by other islands, but you can drive there (there’s a bridge). The minute we get out of the car, the unmistakable pine and salt water-scented Maine air suddenly envelopes us. I think this might be my favorite part of the whole experience. Instantly, you are really in Maine.

Our property is a narrow peninsula with a long private driveway. It’s the southern approximately 1/3 of beautiful Dingley Island with its dozen or so other mostly year round residents, including our neighbor, noted furniture maker Thos. Moser. Dingley Island is part of the town of Harpswell, which consists partially of some land contiguous with the mainland, but mostly an archipelago of connected (by bridges) and unconnected nearby islands. As a result, Harpswell has about 216 miles of coast, more than any other town in the United States.

Graduation, luxury, estate, Island,Brunswick, Bowdoin College, Waterfront, Oceanfront, Harbor, Portland, Freeport, bath, reunion

What makes this estate unique

Authentic Maine Experience. While there are seasonal residents on Dingley Island and in Harpswell, what we love is that our neighbors are mostly year-round residents, many of them fishermen, so it’s a fun to look out the window and regularly see lobster fisherman and clammers at work. So, it’s the real Maine experience, as opposed to a little more touristy experience you’d likely get if you were to go to the other many beautiful places in Maine like Bar Harbor or Camden. We spend a lot of time on the dock hanging out, swimming or fishing for striped bass (you can catch them right off the dock with a fly rod), exploring the coast with our sailboat, motor boats, or kayaks, and walking the beautiful trails. The trails are a mix of marked coastal and interior trails featuring beautiful water views and deep woods with old growth pine, spruce, cedars, and birches and a deep spongy carpet of lichen, moss, and pine needles.

If we decide to go “off island”, which is pretty rare, we enjoy driving or boating around Harpwell taking in the beautiful scenary, going to the 3-4 lobster restaurants, or hiking the land trust owned trails. Civilization is only 10-12 minutes away at Cook’ Corner with its Starbucks, bookstore, eight-plex movie theatre, supermarket, and hospital. Brunswick and Bath are only another 5 minutes away and Freeport another 10-15 minutes. Brunswick, home of Bowdoin, is a beautiful historic college town is overrepresented with nice restaurants, shops, galleries, wine bars, brew pubs, and services. We regularly go to the weekly farmers’ market on Brunswick’s village green. We are very lucky to have two independent art house movie theatres, the Eveningstar Cinema and Frontier Café (a groovy café, art gallery, exhibition space, and movie theatre), an independent record store, Bull Moose Records, and a great bakery, Wild Oats Bakery. Last year we went to an Edward Hopper exhibit at Bowdoin Art Museum which attracted international attention.


Exceptional! 5/5 -
(15 traveler reviews)

Luxury Estate, 35 acres of privacy yet near town! 1 Mile of waterfront!
average rating of 5.0 based on 15 reviews

An absolutely beautiful spot and house with space for everyone

  • 5 of 5

We just returned from a week at this beautiful home on Dingley Island in Harpswell, Maine. The vacation was planned around Bowdoin graduation, and we turned the week into a reunion for family and close friends. The house is beautiful and very comfortable, and the grounds are spectacular. The property manager was very helpful both in answering all questions as we planned our trip as well as helping with all our needs while we were there. We were fortunate with weather and used the tennis court, pool, hot tub, kayaks, paddle board and hobie cat. There was something for everyone and plenty of spaces for those who wanted to sneak off to read a book, get a little work done, or contemplate the beauty. We were all sad to leave and hope we can return again one day.

  • Submitted: Jun 3, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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0 0

Panoramic Beauty!

  • 5 of 5

Twelve of us from New England find a special place to spend a long weekend together and enjoy our long existing friendships each year. We have been all over New England and have been to some unique places ----but none has been as spectacular as this one! To have a beautiful home situated on a peninsula - water all around you - was just beautiful. The sunrises, the lobster boats coming close by checking their traps, walking the many paths that exist on the property and just have so many places to sit and try to take in the beauty - just breathtaking. Now for the home - the home was warm, inviting, comfortable, spacious, very nicely decorated which had everything we needed to have a great and enjoyable weekend. When we wanted to be all together in one room - there was plenty of choices - when we needed our own space - you could always find an indoor area to be alone or in small groups. The other important aspect of this home - Mark, the Manager of the property. From time of booking, to greeting us on arrival and being available (if needed) throughout our stay - he was awesome! Mark was quick to reply to any requests, attentive and resourceful with places to shop, get lobsters and clams and anything else we had questions about! Each year we go to another destination -----but after a stay here - we are all hoping to get another opportunity to come back here. We are very appreciative and fortunate to have found this Maine gem and have owners who would be so open to share their piece of heaven with us...thank you!

  • Submitted: May 16, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

Mark the caretaker was so professional and helpful. The house is extraordinary and a gift to be able to spend a few days there.

  • Submitted: May 8, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
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Boston, Massachusetts

Everything you wished it could be!!!!

  • 5 of 5

Everything we wished it would be!!!

  • Submitted: Jun 4, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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1 0

A Wonderful place to spend a 50th Anniversary Celebration!

  • 5 of 5

We rented this home for a week long celebration of my brother's 50th anniversary. It could not have been more perfect! At any given time there were 15-20 of us at the home and yet we never lacked privacy! The location was picture perfect and the home itself provided all of the comforts that we were looking for! It was very well stocked in the kitchen especially and had more than enough staples that one should really check out the inventory before you go shopping!

I know one review mentioned that the house seemed worn...yes it is lived in but certainly not run down...This is a New England home on the water so yes it is not pristine....but if you are looking for a relaxing vacation this is the place for you! The beds were comfortable and having individual bathrooms was a joy in itself! The caretaker Mark was very accessible and stopped by several times throughout the week to check on us! He was also gracious enough to recommend a local caterer that helped us to plan a memorable anniversary celebration at The Brunswick Inn in nearby Brunswick...Check out the review on Trip Advisor!

Overall the week could not have been more perfect...the setting, the house, the weather and the company! Thank you for sharing this incredible house with us! It was a vacation that we will never forget!

  • Submitted: Aug 1, 2014
  • Stayed: Jun 2014
  • Source: VRBO, from HomeAway
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Bowdoin Graduation

  • 5 of 5

We hesitate to write a review because we want to make sure the property is available in the future when we want to visit again!!!!! We hosted a Bowdoin graduation/vacation gathering that was awesome. It was especially wonderful hosting it in a beautiful environment that is the home of a Bowdoin alum- so the atmosphere was wonderful and full of supportive connections. Family and friends descended for a memorable visit of celebration, great food, kayaking, sports, conversation and yes- a jump off the dock in 52 degree water! The memories of this milestone in the lives of our son and his close friends graduating will be etched forever- thank you Dingley island! A special thank you to the manager Mark who shepherded us from the year prior making plans- to whatever we needed while staying- it made all the difference. We simply loved it.

  • Submitted: Jun 12, 2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your gracious review. It was an absolute pleasure getting to know you and your wonderful family over the past year. I hope you all do come back and stay again, perhaps when the water is above 52 degrees! Mark
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tennis practice board, tennis ball pitching machine, tennis ball mower, basketball half court, local wildlife, nesting bald eagles, seal watching, tide pools, hermit crabs, nesting bald eagles, nature trails throughout 33 acre property.


Rates & Availability

Harpswell Estate Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
off peak
Oct 1 2016 - May 13 2017
2 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Tax Rate 9.0%

Please contact us for special event pricing

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Enter dates for accurate pricing
Available arrival
Available stay (no arrival)


Harpswell Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
Location Type:
  • Ocean View ...
  • Oceanfront ...
  • Water View
  • Waterfront ...
  • Air Conditioning ...
  • Broadband Access ...
  • Clothes Dryer
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Mobile Phone ...
  • Parking
  • Parking Off Street
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • Wood Fireplace ...
  • Wood Stove ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Child's Highchair
  • Dining ...
  • Dining Room
  • seating for 12 people
  • 7 Bathrooms
  • 1 Half Bath
  • Frist Floor Master Suite - toilet , shower , jetted tub , 1st floor Master Suite, Handicap Accessable
    2nd Floor Master Suite - toilet , tub , shower
    Bathroom 4 - toilet , shower , Private
    Bathroom 3 - toilet , shower , Private
    2nd floor common bathroom - toilet , combination tub/shower , Hall bath shared by two twin bedrooms
    Third Floor - toilet , shower , Third floor commoon area
    1st fllor half bath - toilet , only common bathroom on first floor
    Carraige House - toilet , combination tub/shower , Common bath
  • 7.5
  • 7 Bedrooms, Sleeps 19
  • Bedroom 3 - 1 king , 2nd Floor- Private Balony, Private 3/4 bath
    Bedroom 4 - 1 king , 2nd Floor, Private 3/4 Bath
    Bedroom 5 - 3 twin/ single , 2nd Floor, Shares full bath in hallway
    Bedroom 6 - 2 twin/ single , 2nd Floor, Shares Full Hall bath
    Carraige House - 1 queen , 2 sleep sofa /futon , Full apartment above garage, . Not available Nov-March
    Tree House - 1 king , 2 twin/ single , Ladder to king bed, no ameneties, not avail in cold months
    First floor Master Suite - 1 king , Handicap accessable
    Second Floor Master Suite - 1 king , Fireplace, Private Balcony, Amazing water views
    Third Floor - 1 king , 3rd floor, king or 2 twins, private 3/4 bath,common area use
  • King size beds (5), Queen size Beds (1), Double Beds (1) Carriage house has a bedroom, bath, kitchen, lovely living area, deck, views, plus a sleeping loft for kids., Twin or Single Beds (2), Child Beds (1) Lots of extra room for kids. All of the bedrooms are oversized., Sleep Sofa or Futons (1)
  • Books ...
  • CD Player
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Ping Pong Table
  • Satellite / Cable ...
  • Stereo ...
  • Toys
  • VCR
  • Video Library ...
  • Balcony ...
  • Bicycles ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Outdoor Grill
  • Tennis ...
  • Water Sports Gear ...
  • 4 bicycles
  • children welcome
  • non smoking only ...
  • pets considered ...
  • wheelchair accessible
Pool / Spa:
  • Heated Pool
  • Hot Tub
  • Private Pool ...
  • jetted tub
  • cinemas
  • health/beauty spa
  • live theater
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • boating
  • miniature golf
  • shelling
  • shopping
  • sight seeing
  • wildlife viewing
Sports & Adventure Activities:
  • basketball court
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • sailing
  • snorkeling/diving
  • swimming
  • tennis
Extraordinary privacy. Tennis Court, Kayaks, private deep water dock, swim float, 3 fireplaces, firewood, telescope, binoculars, carriage house with full amenities, fire pit. trash removal,

Learn more about this vacation rental at the manager's website:

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