Waterside Group LLC develops and manages a broad range of private real estate, lifestyle, and entertainment companies.

With a team of seasoned professionals and partners, we leverage industry knowledge with insight and innovation to create vibrant communities and elevated experiences.

Committed to the highest quality in everything we do, Waterside Group specializes in sustainable, long-term results that maintain a high value. Our development and management staff provide an extraordinary mix of expertise, creativity, enthusiasm, and talent to ensure the success of our holdings.

Featured Brands & Holdings

Longfellow Design Build

One-stop design-build company with showrooms in Falmouth, Osterville, Sandwich, Boston’s South End, and Lincoln, NH. Services include architectural design & building construction for new homes, renovations, and additions.

South Peak Resort

360-acre mountain-side homeowner development community & village on Loon Mountain. Single-family home lots, condos, townhomes, and proposed restaurants, shopping, and amenities.

Falmouth Tides Hotel

29-room beachfront boutique hotel on Vineyard Sound at the mouth of Falmouth’s Inner Harbor

Lighthouse Station

An extraordinary opportunity to own a luxury, ocean-view residence in the vibrant, year-round village of Woods Hole. Thirty-nine unique residences will feature a variety of floor plans, including single-floor flats and two-level townhomes.

TIMBER Axe Bar & Bowl

Axe-throwing, candlepin bowling, a delicious menu of bar bites, creative cocktails, & live entertainment at Town Hall Square in Falmouth, MA. Open 7 Days.

Flying Bridge Marina

Full-service, 30-slip marina in Falmouth’s inner harbor with adjoining bar & restaurant. Services include boat storage and inflatable boat sales.

Flying Bridge Restaurant

Newly renovated water-view restaurant and bar on Falmouth’s Harbor serving lunch and dinner. Live music weekly and function space for weddings and events.

The Village Shops

Shops, restaurants, and office space located in a historic paper mill building on Main Street in Lincoln, NH, walkable to South Peak Resort on Loon Mountain.

Rick's Outboard Marine

Well-established marine maintenance and repair shop in Fairhaven, MA. Services include repowers, electrical, engine sales, and storage.

Fireside Slope-side Townhomes
Fireside Townhomes

Forty-Two stylish slopeside townhomes in a walkable neighborhood with proposed ski in/out access to Loon Mountain’s newly expanded lifts and trails.

Fireside Slope-side Townhomes
The Rapids

50 stylish townhomes along the Pemi river and walkable to Loon Mountain’s newly expanded lifts and trails.

Captiva Drive

2365 sf single-family waterfront rental home with boat access on Pine Island Sound. Captiva Island, Florida.

Maple Lodge Cabins Lincoln, NH

Rental cabins nestled in the White Mountains of New Hampshire

New Hampshire Restaurant Group

Restaurant & Apres ski bar at South Peak Resort in Lincoln, NH.


Services provided by our development team include:

  • Real Estate Development

  • Architectural Design

  • Building Construction

  • Engineering

  • Property Management

  • Business Strategy

  • Team Development

  • Core Business Operations

  • Accounting & Internal Controls

  • Marketing & Branding

  • Marketing Content Development


To contact The Waterside Group, please call (774) 255-1709 or use the form below.