Gary Kittredge | Coastal Maine and Island Properties

Gary Kittredge, Dwelling in Maine Real Estate

Based out of Thomaston, Maine, and serving clients seeking luxury primary residences and second homes throughout Knox, Lincoln, and Cumberland counties.

Gary brings his skills of leadership, effective communication, and skillful negotiations from his executive level career in printing and publishing to his role as REALTOR® with Dwelling In Maine. Following years as a corporate nomad with travels throughout the U.S., Europe and Southeast Asia, Gary has returned to his Maine roots and now calls Thomaston his home.

Whether searching for a new home in Maine for retirement or those interested in a second home along the coast or one of the many inland lakes, Gary enjoys sharing his own experiences with clients settling in this beautiful and healthy environment.

 

What I like most about Maine:

  • Architecture I enjoy the range of residential architectural styles, from the Gilded Age shingle-style cottages along the rugged coast of Penobscot Bay to the stunning and sleek contemporary homes of Casco Bay.
  • Food Being a self professed foodie, I love the fresh local seafood, grilled scallops, Muscongus Bay oysters, and of course, a seemingly endless supply of lobster. And, there’s not much better than working the tide to dig a hod of fresh clams.
  • Gardening For the gardening geek in me, MidCoast Maine has the perfect climate for cultivating native conifers such as pinus banksiana “Schoodic”, and other Zone 5 plants.
  • Photography As a lifelong photographer, I’m drawn to the dramatic landscapes of Coastal Maine and its people. With our proximity to Acadia National Park, this is the perfect setting for large format photography or shooting the night sky.

Waterfront Homes in Maine

$995,000
4 Beds ⋅ 2 Baths
Extremely private, sprawling Maine cabin on the North east side of of Islesboro on 8.1 acres. A wonderful getaway for both people and pets with secure fencing for stress free exploration. The property gently slopes to the shoreline making it unusually simple for boat launching, swimming, beach combing and even harvesting mussels and clams. This house is fully winterized so you can getaway from it all any time of year, or stay forever. Plenty of room for friends and family, with an outdoor porch overlooking the bay, 10 rooms, four bedrooms, a bunk-room with 4 built in bunkbeds, all on a single level. There is a glass mudroom/ entryway, new washer dryer, and ever important high speed internet. Gather together by the stone patio and fire pit along the 120' seawall and soak in the views. Included is a substantial outbuilding boat house with hoists to keep kayaks and small boats safely out of the way near the ceiling, saving space for other cherished items. Recent improvements include an improved driveway that splits further back from the house, and a well that is no longer shared with the neighbor. This home is currently an Airbnb favorite and is booked from late May through October. Bookings can be transferred to the new owner, or cancelled.

1578 Pripet Wood Lane, Islesboro

Listing courtesy of The New England Real Estate Company, LLC.

$950,000
On an island in Maine sits this sweet cottage with room to expand or build on the elevated point looking West over Penobscot Bay. Explore 14 acres and approximately 1,300 feet of shore front and beach. Additional land available. Additionally listed as MLS #1552457 (Residential)

1317 Trim Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$950,000
2 Beds ⋅ 1 Baths
On an island in Maine sits this sweet cottage with room to expand or build on the elevated point looking West over Penobscot Bay. Explore 14 acres and approximately 1,300 feet of shore front and beach. Additional land available. Additionally listed as MLS # 1552458 (land)

1317 Trim Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,350,000
5 Beds ⋅ 2 Baths
This classic home and guest cottage are set on nearly seven acres, toward the end of a private road on the western shore of Islesboro, boasting spectacular sunsets and 355 feet of shore frontage. The property is a perfect island getaway! The main home features an open concept living area opening up to an expansive porch and deck, with retractable awning, overlooking established perennial gardens out to the bay. On the first floor is the living room with fireplace, dining room, kitchen, and breakfast area. There are two bedrooms with potential for a third bedroom in a room that is currently set up as an office and craft room. There is a full bath and laundry closet. The first floor is approximately 1,566 sf. There is also an attached 2-car garage with unfinished storage space above. The second floor has approximately 1,292 sf of unfinished space with insulation and electricity, and is ready for your finishing! Across the lawn, there is a self-sufficient two story guest cottage which has a deck overlooking the water. It's just right for guest overflow or rental income. 2 bedrooms, 1 full bath. Enjoy this property's sprawling lawn, or head off over a little bridge over the creek and explore the woods. The beach is perfect for strolling, beach combing, wading. Boaters will love this home as it is an ideal spot for sailors and motor boaters. Bay Shore Lane is a private road with almost no traffic. This property has 1GB fiber optic broadband internet with booster for good coverage in both home and cottage, wired for phone (land line), TV antenna for local channels and Direct TV dish. Some accessibility features too.

246 Bay Shore Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,495,000
4 Beds ⋅ 5 Baths
This terrific waterfront home features expansive views of Penobscot Bay and the Camden Hills. Great privacy with 4.4 acres of land including 280 feet of private ocean frontage, and gorgeous artfully designed terraced gardens cascading to the water's edge. The home offers easy single-level living which makes this the first choice for the next lucky owners. The extensive list of updates includes floor to ceiling windows, remodeled kitchen featuring Viking appliances and a large kitchen island with granite countertops as well a wood burning fireplace. Spectacular living room with cathedral ceilings, a beautiful wood burning fireplace, and bay windows fronting the ocean to take in the views of the ships coming in and out of Rockland Harbor, and cruising through Penobscot Bay. First floor Primary bedroom suite with gas fireplace and a screen porch, plus a guest wing with two additional bedrooms and a full bathroom, and a lower level walk-out office and bedroom with full bath. The Owls Head location is near hiking paths, conservation land, local light house, and private airport for commuters. Enjoy shopping in nearby Rockland/ Rockport/ Camden with many restaurants, museums, coffee shops, specialty stores. Spectacular sunsets, and a wonderful ocean front home.

92 Weeks Road, Owls Head

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,575,000
4 Beds ⋅ 2 Baths
Make your dream of living on one of Maine's picturesque islands a reality with this one-of-a-kind waterfront property overlooking Bartlett's Harbor and Penobscot Bay. With stunning views of the Camden Hills and incredible sunsets, this property has it all! A short walk to your own private beach, 1,000 +/- feet of private shoreline, potential for a deep-water dock, all on 4.85+/- sun drenched acres. The 4-bedroom home and an 'Island Camp' can be renovated or use one of the other beautiful building sites on the property to build your dream home from the ground up as there is an additional 5-bedroom septic design available. The potential is limitless! Arrival on North Haven Island is made easy by the frequent daily ferries from Rockland, Maine. Please be my guest and allow me to show you this beautiful property and its spectacular opportunities.

14 Thomas Road, North Haven

Listing courtesy of William Raveis Real Estate.

$1,200,000
3 Beds ⋅ 2 Baths
Private waterfront home on Ryders Cove with stunning views out to Penobscot Bay and over Islesboro to the Camden Hills. Spectacular sunsets. This custom built Cape style home is suitable for year round living. There are 3 to 4 bedrooms, 1.5 baths, many windows and doors facing the water, private decks on two levels, outdoor shower, cherry floors, stained glass windows, and exposed wood beams. 6.5 acres. 438 feet of deep water ocean frontage in protected cove. This home has rental income potential as well!

293 Drexel Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$625,000
3 Beds ⋅ 1 Baths
This sweet little cottage on Hinds Cove overlooking Wheelers Bay is in need of some TLC. This waterfront property is the true definition of quintessential Maine. Sit on the waters edge watching a lobster boat return from a days catch or tie your boat up to your own wharf! Drive to town in 15 minutes to enjoy Rockland's fine dining, local shopping, art museums and more. Local beaches are nearby.

142 Cline Road, Saint George

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$1,300,000
3 Beds ⋅ 4 Baths
This thoughtfully designed custom home is located within Eastward on the Ocean, a private community on more than 60 park-like acres. 85 Eastward abuts the 14th fairway of Samoset Resort's 18-hole championship golf course. Spacious and filled with light, the great room and kitchen offer a comfortable and easy lifestyle. The main floor includes two bedrooms with adjoining bathrooms. A third bedroom and bathroom are accessible both from inside the home and through a separate entrance. This home is being offered fully furnished except for personal items, artwork, and certain items in the workshop. The kitchen includes SCANPAN and copper cookware, Henkel knives, Portmeirion Botanic Garden dinnerware and Ralph Lauren flatware. A Big Green Egg is also included for those who love to grill. Established plantings and trees adorn the exterior of this lovely home. Eastward residents enjoy shared access to a path along the ocean's edge, tennis courts and pool. An idyllic neighborhood only minutes from Rockport, Rockland and Camden.

85 Eastward, Rockport

Listing courtesy of RE/MAX JARET & COHN. rockland@jaretcohn.com
$825,000
5 Beds ⋅ 2 Baths
Enjoy your morning coffee on the wrap around porch in seclusion with 300 feet of water frontage and water views to take in. This Gambrel is situated on 4.65 magical acres on the Weskeag River. It's the perfect combination of newer construction from 1998 in the quintessential Maine setting. There is a primary first floor bedroom with four more bedrooms on the second floor and a finished butler's pantry in the walkout basement. Set up your artist studio or an Airbnb in the detached workshop. The existing wharf is in need of repair.

19 Ames Terrace, South Thomaston

Listing courtesy of RE/MAX JARET & COHN. camden@jaretcohn.com
$1,795,000
3 Beds ⋅ 2 Baths
Starboard Rock is an idyllic waterfront property on Vinalhaven with 3.71+/- acres and 297+/- feet of shorefront on Winter Harbor and stunning views towards East Penobscot Bay looking onto Stonington and Acadia National Park. The property includes a Mid-Century Modern home originally built in 1969 and designed by architect Norman Klein of Skidmore, Owings & Merrill. The three-bedroom house has been thoughtfully renovated and features mahogany windows, cherry paneled walls and floors, a walnut entry door and cabinets, and a 60' Lacanche entertaining range. The home is sited on smooth granite cliffs with areas of lawn and gardens, moss-covered ledge and mature trees. The property includes a small island, a private pocket beach framed by dramatic granite outcroppings, and access to a shared deep-water dock in the warm waters of Murch's Cove. The property is surrounded by conserved land and is a short walk to the Starboard Rock Sanctuary.

52 Starboard Rock Road, Vinalhaven

Listing courtesy of LandVest, Inc..

$1,195,000
3 Beds ⋅ 4 Baths
Seaside serenity resides at this beautifully landscaped .93 acres with 102 ft. of private waterfront overlooking Little Island and out to the Mussel Ridge Channel. The morning sunrises wash this 1,600 sq. ft. completely renovated 1960's cottage with morning light and the promise of a momentous day. Nearly every inch of this home has been renovated to capture the authentic feel of a fond family oceanside camp with all the modern conveniences including year-round heating, internet, updated lighting, modern appliances, new bathrooms, and a chef's kitchen. The interior features pickled pine walls and beadboard wood ceilings in every room and an abundance of windows to capture the spectacular ocean views from nearly every room. There is plenty of room for friends and family with three ensuite bedrooms, plus a half bath. The kitchen's old-fashioned decor is balanced with a layout that any serious cook will be unable to resist including a large pantry, large farmers sink with windows overlooking the waterfront, a gas range and leathered granite counters. Your kitchen ''spectators'' will have plenty of room to participate around the soap stone island or chill out at the dining table. The front sitting room boasts a spectacularly large window to enjoy the views in any weather, any season especially with the comfort of the robust gas, fireplace to keep you cozy. Best of all - you are only a few granite steps away from an expansive rocky beach. The majority of the furniture will convey with the sale.

76 Bayview Terrace, Owls Head

Listing courtesy of Camden Coast Real Estate.

$4,995,000
5 Beds ⋅ 5 Baths
Bluff Point is a spectacular waterfront estate on Islesboro occupying a 37.9+/- acre peninsula with stunning views of Penobscot Bay and the islands to the south and east and overlooking the more intimate Ryder Cove and Sabbathday Harbor to the west. Originally part of the George W.C. Drexel Estate, the property features a winding, scenic approach through forest, open meadow and blueberry fields. The architect-designed main residence, built in 2001, is an aesthetically pleasing contemporary representation of the Arts & Crafts movement that is in perfect keeping with its surrounding natural environment. Two bedrooms and comfortable living spaces are enhanced by custom interior woodwork, large windows and elegant light fixtures that combine to create an informal and sophisticated interior. Historic outbuildings set within the estate-style grounds complete the property including a three-bedroom guest house, a charming tea house, a small barn, a water's edge boathouse and a recently constructed two-level studio/workshop. The private peninsula includes 3,700+/- feet of dramatic rocky shorefront with stretches of pebble beach and a deep-water dock with ramp, floats and mooring on the protected Ryder Cove. Islesboro, located three miles off the coast in Maine's Penobscot Bay, is readily accessed by car ferry, or by private aircraft landing on the island's 2,400-foot airstrip.

383 & 362 Drexel Lane, Islesboro

Listing courtesy of LandVest, Inc..

$689,000
3 Beds ⋅ 1 Baths
Custom built year-round home on Carvers Cove. Architect designed, this 3 bedroom/1 bathroom home is situated on 8.5 acres with 297 ft of tidal shorefront. The property is a mix of mature trees, ferns and fruit trees, providing a serene and peaceful environment. The shoreline is easily navigable and perfect for putting in a kayak or swimming at high tide. **Update 1/25/22*- tree work in front of the home has been done to improve view from house. Come check it out!**The house was fully renovated with a new roof, well, heat pump system, all new plumbing, electrical, septic system and appliances in 2019. The first floor has an open concept with combined kitchen, living and dining room, bathroom and a large multi-use room that could be converted into a first floor bedroom or family room. Upstairs there are 3 large bedrooms, all with cathedral ceilings. A cleared orchard, closer to the water, was to be the site of a matching larger home. The architect design along with 4 additional soil tests are available to a new buyer. Close to town, yet very private. This house and property has many possibilities and is ready for your personal touches!

17 Pequot Road, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$5,999,000
7 Beds ⋅ 10 Baths
A rare opportunity to own a breathtakingly beautiful 230 acre property with over a mile of shorefront on Long Cove and Hurricane Sound. Two stunning year-round homes, a deepwater dock, large barn, multiple accessory buildings, several walking paths, and a varied terrain of open fields, woods, and dramatic granite outcroppings for exploring. The ''Water House'' has a beautiful great room with a large granite fireplace, dining room with fireplace, a chef's kitchen with Aga Stove and high end appliances, dining area with wood stove, first floor powder room, first floor en suite bedroom and 3 ensuite bedrooms on the second level. Outside is a wrap around porch with granite steps to the boathouse and deepwater dock. The ''Red Barn'' is privately sited at a higher elevation and is a Timber Frame built with wood from the property. It includes the same attention to detail as the ''Water House'' and also has radiant heat on both levels. Inside is a gracious entry, first floor ensuite bedroom, cherry kitchen with Aga stove and high end appliances, dining area, living room with large granite fireplace, office area, powder room and laundry room. Upstairs is a library and two ensuite bedrooms. The property is currently used as a sheep farm and has two wells, a water collection system, 2 frost-free filed faucets, 2 generators, small pond, apple trees, and 2 soil tested lots for future development. Transferring with the sale are all appliances, a ramp and float, several Merino sheep, 32-HP tractor, John Deere gator, tow behind mower, and various sheep handling equipment. This is a once in a life time opportunity to own one of the largest estates on the Fox Islands.

137&187 Long Cove Road, Vinalhaven

Listing courtesy of Davidson Realty.

$799,000
4 Beds ⋅ 2 Baths
Beautiful home in-town Lincolnville with sweeping views to the Beach! Come see this 4 BR, 2 BA and consider the opportunities. Including a guest suite, this property provides convenience in its Route 1 location, as well as gorgeous frontage on the Frohock Stream which feeds into the bay across the street. Enjoy peaceful views of the beach from your deck, or hop on the ferry to explore the beautiful island of Islesboro, about a 20 minute boat ride away. Looking for a work from home situation? Bring your plans to the commercial building next door, also to convey. Once used as a 125 seat restaurant, this commercial space boasts panoramic views of the ocean and includes parking for 40+ cars. Minutes to downtown Camden and Belfast, this SFR and commercial building provide the perfect location for your next home and business venture. Total square footage of both buildings is 6,822 sf, the restaurant is 4,350sf and the house is 2,472sf. Septic for SFR is 3 BR plan. Call today!

2536&2530 Atlantic Highway, Lincolnville

Listing courtesy of Cates Real Estate.

$2,250,000
5 Beds ⋅ 5 Baths
This picturesque, year-round waterfront home is nestled on the sought after island of Islesboro. It is privately set on 7+ acres, with over 600 feet of varied shorefront, a deep water dock in protected Seal Harbor, and thoughtful landscaping with views across Penobscot Bay to the Camden Hills. This architect-designed home was custom-built to the highest standards, and exemplifies exquisite form and function, allowing for smooth transitions among the gracious formal and casual informal living and entertaining spaces, indoors and out.This home offers a generous master bedroom suite plus 4 additional bedrooms - some with windows seats - and a sitting room with balcony, a covered porch and screened porch, greenhouse, a library and living room both with wood burning fireplaces, formal dining room, and an English-style eat-in kitchen with an AGA heat and cook stove, abutting a sunlit sitting room. Additional amenities include a home office, mud and laundry room, generator and 2-car garage.

134 Big Tree Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,275,000
3 Beds ⋅ 4 Baths
Conceptualized by a renowned ship builder, this true post and beam home was crafted from timbers that were felled and milled from the property. The beams have chamfered edges and are one example of the care that was taken in every detail of the house. Set on 1.52+/- acres with 150 ft+/- of waterfront, with protected views of west Penobscot Bay, the protected lands of Turtle Head and Sears Island, this 3-bedroom, 3.5 bath home has space and elegance and comfort. The open floor plan includes a chef's kitchen, large hearth and chimney built from local island stones and offers multiple sitting areas all with water views. Radiant heat throughout the house warms the Brazilian slate floors on the first floor and wood floors of the second floor. The large deck is perfect for entertaining and offers the opportunity to watch both the sunrise and sunset. The grounds have been cared for and there is a walking path that leads you down to a pebble and stone beach.Plenty of privacy is offered by the up-island location and the thoughtfully crafted protective easements for view and vegetation. The northern side of the property abuts 24 acres of conservation land. The private dirt roads that lead you to the property are well maintained.Stay connected with fiber optic broadband internet with 1 gibibyte connection speeds.Used as a successful seasonal and year round rental in previous years, consider the opportunities. Islesboro is a 20-minute ride from the mainland town of Lincolnville, accessed by a public car ferry, water taxi or private boat or small airplane.No drive by please.

195 Beach Drive, Islesboro

Listing courtesy of Cates Real Estate.

$849,000
3 Beds ⋅ 3 Baths
800 feet of waterfront with views of Vinalhaven's Eastern bay. Lovely 3 bedroom home situated on a protected cove. Open floor plan. Granite countertops, wood burning stove, very efficient electric from solar, and a new additional space as a sunroom with bay views. Approx. 8 acres.

29 Hamilton Drive, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$1,900,000
6 Beds ⋅ 4 Baths
Spectacular ocean and island views! Four fully separate year-round cabins on 6 acres with 456' of accessible ocean frontage via stairs to a rocky beach. This property is comprised of two, 2BR cabins each with woodburning fireplaces and a luxurious full bath with jetted tub and separate shower PLUS two additional 1BR/1B cabins. All built between 1996-2001 to high and exacting standards. Each water view cabin has a deck to enjoy the expansive views from. The two-bedroom cabins have a first-floor master bedroom plus an additional loft guest bedroom. The two one-bedroom cabins are entirely on one floor. 6+ beautifully landscaped acres to be divided from a larger parcel. The 6 acre subject property is accessed via a ROW driveway. Taxes listed are for larger parcel -- Taxes for smaller 6 acre parcel to be determined.

2159 Atlantic Highway, Lincolnville

Listing courtesy of Legacy Properties Sotheby's International Realty.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2023 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.