







About James
He loves meeting new clients and is as comfortable handling the sale of oceanfront estates as he is helping buyers navigate today's competitive market and find the perfect property. Recent notable transactions include the sale of the iconic Keeper's House on Isle au Haut and the magnificent Breakwater estate in Bar Harbor. Jamie's listings have been featured in editorial pieces in The New York Times, Boston Magazine, Soundings Magazine, Yankee and The Week.
Jamie moved from Connecticut to coastal Maine in 2003 and feels fortunate to live and work in one of the most beautiful places on Earth. He serves on the Board of the Society for the Prevention of Cruelty to Animals of Hancock County and co-chairs the organization's benefit Wine & Whiskers gala, held each summer on Mount Desert Island.
Jamie previously served on the family selection committee of Habitat for Humanity and as president of the Hancock-Washington Board of Realtors. In his spare time, Jamie enjoys running, snowboarding, surfing, and working on his vintage Porsche 911.
Transaction History
- 1 Year
- 2 Year
- 5 Year
Seller Deals
Buyer Deals
Production Over Time
1 Year View by Quarter
Seller Deals
Buyer Deals
Production Over Time
2 Year View by Quarter
Seller Deals
Buyer Deals
Production Over Time
5 Year View
James' Listings and Deals
James's Recent Active Listings
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$1,395,000
- 5 Beds
- 4.5 Baths
- 5,500 Sq Ft
- 65 Grange Hall Rd
- Sullivan, ME
Gracious, custom-built oceanfront home with sweeping views of Flanders Bay, islands and the mountains of Acadia National Park. The five-bedroom, four-and-one-half bathroom shingle-style cottage has large windows that fill the home with natural light and frame the incredible views. An open concept floor plan is ideal for entertaining and large gatherings. The large living and dining areas are
James O'Keefe LandVest, Inc.
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$1,475,000
- 5 Beds
- 3 Baths
- 1,900 Sq Ft
- 157 Craig Pond Trail
- Orland, ME
magine the possibilities with this kingdom waterfront property on pristine Craig Pond in East Orland. Operated for decades as a popular sleepaway camp for boys, the Flying Moose Lodge property includes two seasonal cottages, the historic lodge, dining hall and kitchen, former infirmary, workshop and a handful of lean-tos with sleeping areas. The 64± acre parcel boasts a seasonal dock and 3,000±
James O'Keefe LandVest, Inc.
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$1,495,000
- 4 Beds
- 3.5 Baths
- 2,804 Sq Ft
- 41 Hamilton Hill Way
- Bar Harbor, ME
Sited in a private hillside neighborhood above downtown Bar Harbor, this recently-built, custom home is the perfect year-round retreat or summer getaway. The residence offers an open concept living area with cathedral ceiling, skylights, large windows that fill the home with wonderful natural light. The chef's kitchen boasts custom cabinetry, quartz countertops, a large island and designer
James O'Keefe LandVest, Inc.
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$899,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- 82 Wilderness Way
- Lakeville, ME
Prepare to bathe in the serenity and privacy of Loon Haven - a stunning lakeside retreat perfect for boating, fishing and enjoying nature. Sited on 54 acres with 920 feet of pristine waterfront on 10-mile-long Sysladobsis Lake (affectionately known as ''Dobsie''), this meticulously-maintained, 3 bedroom, 2 bathroom Ward cedar log home boasts gardens and natural landscaping perfectly complementing
James O'Keefe LandVest, Inc.
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$2,695,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- 1047 Boot Cove Rd
- Lubec, ME
Located on Maine's spectacular Bold Coast, Beach Rose Preserve is quintessential Downeast Maine. Sited on more than 300 acres, the historic saltwater farm offers an exquisitely renovated and rebuilt antique farmhouse, an iconic post and beam barn, a gardening shed/studio building and a 2-story workshop. Enjoy views of lobster boats and the Atlantic Ocean with 710-feet of frontage on Bailey's
James O'Keefe LandVest, Inc.
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$395,000
- Land
- 2.85 Acres
- $138,596 per Acre
- 792 Tremont Rd
- Seal Cove, ME
Build your dream home on Mount Desert Island's Quiet Side. Picturesque, level lot in Seal Cove with frontage on tidal Tinker Brook. Wonderful location close to the ocean public boat launch, Seal Cove Pond and hiking in Acadia National Park. Existing driveway, electric, drilled well and septic on site. Additional acreage is available.
James O'Keefe LandVest, Inc.
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Co-Listing Agent
$16,250,000
- 10 Beds
- 11 Baths
- 10,918 Sq Ft
- 93 Cooksey Dr
- Mount Desert, ME
Wanakiwin blends the best of classic shingle-style architectural features with the contemporary needs of a modern family, resulting in a very sophisticated style with a casual elegance. The gracious, efficient residence easily accommodates a large extended family with staff or a quiet oceanfront respite from a busy city. Views from every room are of the dramatic oceanfront with pink granite
James O'Keefe LandVest, Inc.
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$549,000
- 4 Beds
- 3.5 Baths
- 1,943 Sq Ft
- 9 Sally Cove Ln
- Deer Isle, ME
Bright and sunny coastal Cape on Little Deer Isle with seasonal ocean views and a deeded access to a sandy beach on Eggemoggin Reach. The main house offers 3 bedrooms, 2 Â bathrooms with a separate 1-bedroom apartment with kitchenette and full bathroom above the attached 2-bay garage. The first floor layout includes a living room with hardwood flooring that is open to the dining area and chef's
James O'Keefe LandVest, Inc.
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Co-Listing Agent
$7,800,000
- 13 Beds
- 6.5 Baths
- 5,197 Sq Ft
- 62 Sargeant Dr
- Mount Desert, ME
Pearson Cottage is classic, waterfront summer home with a dock located in a wonderfully private setting on desirable Sargeant Drive close to clubs and all village amenities. Sited on 4 acres with 272 feet of frontage on Somes Sound and offering commanding views of the ocean and Acadia National Park, this property personifies what buyers search for in a gracious summer residence. Built in 1920,
James O'Keefe LandVest, Inc.

