The right home should be able to evolve alongside the people who call it home. That idea is gaining traction among buyers considering the long term, with flexibility and longevity becoming increasingly important considerations in luxury real estate. According to Sotheby’s International Realty’s 2026 Mid-Year Luxury Outlook, nearly 38% of real estate professionals working in the luxury segment say aging in place has become a growing factor for homebuyers.
For families planning well beyond the present, properties with flexible layouts, private living areas, guest suites, first-floor bedrooms, and spaces designed for gathering can provide the foundation for multigenerational living. The trend extends beyond the luxury market as well. According to the National Association of REALTORS® 2026 Home Buyers and Sellers Generational Trends Report, nearly one in five U.S. homes purchased by buyers ages 46 to 60 between July 2024 and June 2025 was a multigenerational residence.
These properties can bring generations together while preserving the privacy, independence, and convenience that make everyday life comfortable. Whether accommodating aging parents, adult children, extended family, or visiting guests, thoughtful design and the right setting can give a property the flexibility to serve a family through different stages of life.
Our curated selection brings together properties that approach multigenerational living in different ways. From private properties with room for family to homes designed for aging in place, amenity rich estates, and communities that offer convenience and shared amenities, each demonstrates how thoughtful choices can support life across generations.
Explore the properties below and discover homes designed to bring family together while giving everyone room to live comfortably.
Space for Generations in a Family Compound
True luxury lies in having space to bring generations together while honoring personal privacy. A family compound offers the ideal sanctuary, combining generous acreage, sprawling living spaces, and independent suites that naturally adapt as your family’s story unfolds over time.
26 Martin Road, Alna, ME 04535
Offered at $1,675,000 | Represented by David Hagan
Private Net-Zero Country Estate on the Sheepscot River. A rare opportunity to own an extraordinary private family compound set on 18 pristine acres with 950 feet of frontage along the historic Sheepscot River and the charming village of Sheepscot Village. Designed for both comfort and sustainability, the centerpiece of the property is a beautifully crafted 2,465-square-foot residence featuring authentic rough-hewn post-and-beam construction, soaring cathedral ceilings, exposed rafters, and a spacious 625-square-foot addition.
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33 Sunshine Farm Road, Litchfield, ME 04350
Offered at $975,000 | Represented by Dennis Duggan
Classic Maine camp on Pleasant Pond in Litchfield with 2 guest cottages, a 3 car garage, and a barn with 1-car garage set on a private 8.45 acres with wooded trails, two beaches, deepwater dock, and 610 ft of shoreline. This remarkable family compound known as Sunshine Farm centers around Heron House, built in 1864. Updated, well-maintained, move-in ready and offering year-round enjoyment. Outside living offers 2 terraces for entertaining, a play area, a beach, an expansive lawn (including moss lawns and a wildflower meadow with active bluebird nesting boxes), 3 sculptures by distinguished Maine artist John Bisbee, and an edible landscape of apples, cherries, pears, various berries, grapes, hazelnuts, and walnuts.
Designed for Aging in Place with First-Floor Bedroom Suites
Long-term comfort requires foresight, ensuring that a home remains welcoming and accessible through every chapter of life. Properties featuring first-floor bedroom suites provide effortless daily convenience, offering primary main-level accommodations that eliminate unnecessary stairs without sacrificing elegance or style.
133 Western Avenue, Boothbay Harbor, ME 04538
Offered at $1,950,000 | Represented by Dennis Gleason
Inside, the original 1845 home and the 1990 addition flow seamlessly together. A first-floor bedroom suite offers single-level living, while the primary suite occupies its own wing upstairs. Two full baths and a half bath serve the main level; upstairs are three more baths. A large, screened sunroom opens to a backyard deck overlooking the extensive lawn island gardens. Climb to the widow's walk for a sweeping vantage out to sea. A detached 1868 barn provides versatile space for storage, a studio, a workshop, or garage. The attached 1845 barn is a typical Maine artifact, full of antique ladders and early farm implements.
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115 Pirates Cove Road, Stockton Springs, ME 04981
Offered at $899,999 | Represented by Brian Wickenden & Kristin Heal
This exceptional waterfront property showcases quality craftsmanship and thoughtful design throughout. Set along the shores of Penobscot Bay, the custom modern farmhouse is designed for convenient one-level living, featuring a first-floor primary bedroom and full bathroom. There is also an inviting loft, and a spacious finished lower-level. Distinctive interior details, beautiful sunlight filled living spaces, and sweeping ocean views from throughout.
Single-Level Residences
For those prioritizing absolute ease of movement, single-level residences offer an uncompromised layout where every living area, suite, and outdoor terrace flows on one continuous plane, ensuring seamless accessibility for residents at any stage of life.
101 Cow Point, Roque Bluffs, ME 04654
Offered at $2,100,000 | Represented by Laura Pellerano
This contemporary Hugh Jacobsen inspired residence at 101 Cow Point Road, Roque Bluffs, ME, offers 2140 sq. ft. of thoughtfully designed living space. The single-story layout includes three bedrooms, two bathrooms, and an open-concept kitchen and living area. The primary bedroom is generously sized at 420 sq. ft., providing ample space for relaxation. The interior showcases a sleek, modern aesthetic with crisp white walls and warm wood flooring throughout. Large windows in the living area frame picturesque views of the surrounding forest, allowing natural light to flood the space.
Independent Community Living in Planned Associations
Multigenerational living does not always mean everyone needs to share the same household. Residences within established HOA communities offer an ideal balance, granting family members complete privacy in their own home while providing access to shared amenities, maintained grounds, and natural opportunities to connect nearby.
31 Eastward on the Ocean, Rockport, ME 04856
Offered at $1,650,000 | Represented by Michael Lynch
Experience coastal living at its finest in the highly sought-after Eastward on the Ocean waterfront community. Residents enjoy exceptional amenities including tennis courts, a heated outdoor swimming pool, scenic walking trails along 2,500 feet of shoreline, and shared access to the Manor House for private gatherings and events. Perfectly positioned with east-southeast exposure, this beautifully maintained home captures stunning water views from nearly every room. From the moment you enter, the expansive views create a striking first impression.
Versatile Amenities for Every Generation
Properties that feature a wide variety of dedicated spaces showcase just how effortless multi-generational living can be. Whether it is a quiet library for study, a private wellness studio, or broad outdoor terraces for evening gatherings, thoughtful amenities allow each family member to follow their own daily rhythm while naturally bringing everyone together.
3 Canter Lane, Cape Elizabeth, ME 04107
Offered at $3,390,000 | Represented by Alexa Oestreicher & Reed Oestreicher
The home unfolds with a gourmet kitchen, refined library, living and sitting rooms, four bars, six bedrooms, two offices, a gym, sauna, steam room, and a private movie theater. Thoughtfully appointed baths, multiple fireplaces, and a detached carriage house complete the estate. Outside, curated grounds feature exquisite hardscaping, fountains, and lush landscaping, along with deeded access to a peaceful pond. Canter Lane connects directly to sidewalks leading to village shops, schools, dining and abutting preservation land trails bring you to the Atlantic Ocean.
Low-Maintenance Living in Condominiums
Condominiums offer a seamless approach to multi-generational living, ideal for households seeking to minimize upkeep while remaining steps from everyday conveniences. Proximity to fine dining, boutique shopping, healthcare, and culture ensures a vibrant lifestyle across every phase of life, whether utilized as a primary residence, a seasonal coastal getaway, or an effortless right-sizing opportunity.
Live Life at the Wyeth
267 US Route 1 308, Falmouth, ME 04105 - Offered at $945,000 | Represented by Will and Ally Fuller
267 US Route 1 401, Falmouth, ME 04105 - Offered at $900,000 | Represented by Will and Ally Fuller
267 US Route 1 310, Falmouth, ME 04105 - Offered at $875,000 | Represented by Will and Ally Fuller
267 US Route 1 305, Falmouth, ME 04105 - Offered at $849,000 | Represented by Will and Ally Fuller
603 Chandler's Wharf 603, Portland, ME 04101
Offered at $3,390,000 | Represented by Lois Lengyel
Live the luxury oceanfront life-style of your dreams. Experience the most magnificent views from your private balcony of Portland's working water front with lobster boats, yachts, and sailboats for entertainment. Located in the Old Port which is widely acclaimed for its specialty restaurants, boutiques, and art galleries. This gracious 3-level townhouse sets the stage for the casual lifestyle with efficiently designed use of space. Warm toned hardwood floors on both levels lighten the space and welcome your personal decor.
Explore our selection of listings across Maine and New Hampshire here.
