Properties
Discover Your Perfect
CAPE COD RETREAT
Whether you’re looking for a year-round residence to put down roots, a second home where you can make your summer escape, or a luxurious rental for an immersive Cape Cod vacation, discover your ideal fit here. Come experience life in a vibrant and connected community where every day is filled with play and all are welcome.
Properties
70E Simons Rd.
$2,995,000
Single-Family Homes, The Village Townhomes & Villas
Incredible opportunity to own a one of a kind luxury penthouse in the heart of Willowbend within close proximity to all of the club’s first class amenities!
226 Dunrobin Rd.
$2,895,000
Single-Family Homes
Truly remarkable new construction situated at the end of a cul-de sac on one of the last remaining golf front lots at Willowbend.
14 Willow Circle
$2,849,000
Single-Family Homes
OPEN HOUSE: Sunday August 24th from 1-3pm. This stunning and meticulously crafted gambrel style home is majestically situated on a quiet cul de sac with manicured grounds and great street appeal!
6 Willow Cir.
$2,799,000
Single-Family Homes
Incredible opportunity to purchase the LAST brand new single family home at Willow Cir, a beautiful new 6 lot subdivision with easy access to the club amenities!
15 Willow Circle
$2,725,000
Single-Family Homes
SOLD! Incredible opportunity to purchase a brand new single family home majestically situated on a quiet cul-de-sac at Willowbend. Located in Willow Circle, a beautiful new 6 lot subdivision with easy access to the clubhouse and fitness center, 15 Willow Circle is a spacious 4 bedroom 3.5 bath contemporary gambrel being built with impeccable craftsmanship and high end finishes. Purchase now to be able to customize and choose all of your designer finishes!
16 Willow Circle
$2,695,000
Single-Family Homes
SOLD! Located in Willow Circle, a beautiful new 6-lot subdivision with easy access to the clubhouse and fitness center, 16 Willow Circle is a contemporary gambrel being built with impeccable craftsmanship and high end finishes. It’s an incredible opportunity to purchase a brand new single family home majestically situated on a quiet cul de sac at Willowbend!
10 Herring Gull Rd.
$2,650,000
Single-Family Homes
UNDER OFFER! This architectural masterpiece offers 25′ ceilings with reclaimed wood beams, 3 fireplaces (2 interior, 1 exterior), Sawyer Mason wide plank floors, a partially finished walk-out lower level, as well as a top of the line kitchen with Wolf range, Sub Zero refrigerator, Quartz counters and a spacious, walk-in pantry.
68 The Heights
$2,499,000
Single-Family Homes
Open House- Friday, August 29th from 2pm-4pm
59 Eagle Dr.
$2,395,000
Single-Family Homes
UNDER OFFER- Saturday, June 14th from 1-3pm-Set majestically on a cul-de-sac road, 59 Eagle Drive offers a quiet respite while still being close to all of Willowbend’s first class club amenities including golf, tennis, pickle-ball, fitness, pool, dining & social events!
326 Willowbend Dr.
$2,295,000
Single-Family Homes
UNDER OFFER- This wonderful, meticulously maintained family home with a lovely pond view overlooking the golf course, features an open floor plan with hardwood floors throughout, soaring ceilings and beautiful western facing sunlight, provides an abundance of space for entertaining and hosting guests.
77 The Heights
$1,995,000
Single-Family Homes
OPEN HOUSE- SATURDAY, AUGUST 23rd FROM 1-3PM- Incredible opportunity to own a bright and airy golf front home in the gated community of Westgate with spectacular golf and pond views of Willowbend’s premiere 27 hole golf course.
28B Clayton Cir.
$1,895,000
Riverbend Townhomes, Single-Family Homes
UNDER OFFER-This is the townhome you have been waiting for! Move in ready, this 2800 sq. ft. townhome offers plenty of room for your summer guests but is manageable in size and maintenance free when you are enjoying it yourself!
66A Simons Rd.
$1,595,000
Single-Family Homes, The Village Townhomes & Villas
UNDER OFFER
24 Grand Vista
$16,000/week
Home Rentals
Rented Summer 2025! This spectacular custom home is situated on a quiet cul-de-sac and overlooks Willowbend’s 7th hole of the Bay course and picturesque Shoestring Bay. Designed by architect Doreve Nicholaeff of Osterville, no detail was spared in this high-end home, including a Chef’s kitchen with Wolf range and Sub Zero refrigerator, curved 3-floor custom staircase, built-ins throughout, European doors and windows, wide oak floors, beautiful custom paint colors and lots of glass looking out to the saltwater pool with automatic cover, golf course, and bay.
244 Willowbend Drive
$15,000/week
Home Rentals
Rented Summer 2025! This high-end home offers NanaWalls that open up the great room to the backyard with brand new salt water pool and hot tub as well as sun deck with views of Willowbend’s 2nd hole. A spacious, open floor plan, Chef’s kitchen and great outdoor space make this home ideal for entertaining. A first floor primary suite with luxurious bathroom, plus three guest bedrooms and two full baths on the second floor provide plenty of space for family and friends to visit.
4 Persimmon Way
$10,000/week
Home Rentals
Rented Summer 2025! Beautiful home in the gated community of The Glen. This 4 bedroom, 3 1/2 bath contemporary cape style home features a beautiful large kitchen with center granite island open to a fireplaced great room with maple floors. A cozy study off the center foyer, a dining room, a mud room/laundry room and lovely master suite overlooking spacious and private backyard with in-ground pool complete the first floor.
68 The Heights
$10,000/week
Home Rentals
Available for rent EITHER July OR August 2026! Situated on one of the premiere lots in Willowbend, tucked back off the street w/ plenty of privacy and lush landscaping is this lovely home on the golf course. 68 The Heights offers beautiful architectural details, custom made cabinetry, an open and bright floor plan perfect for entertaining, first floor primary suite, office and laundry room. 3 generous guest suites and den space on the second floor. The screened porch overlooks the large outdoor living space!
5 Hidden Oaks
$10,000/week
Home Rentals
Rented Summer 2025! 32 day minimum rental period. This spacious home with 4 bedrooms, 4.5 bathrooms plus finished lower level is available for rent this August! There is plenty of room to entertain your family and friends this summer! A massive backyard is perfect for all of your summer lawn games and this home includes full golf membership privileges at the club (to include golf, tennis, fitness, pool, social and dining).
53 The Heights
$10,000/week
Home Rentals
Rented Summer 2025! The courtyard house provides the ideal setting for entertaining both inside and out. From every vantage point, views of the pool, golf course, cranberry bogs, and pond abound making 53 The Heights a private enclave for relaxation and fun with nature all around you. A private front courtyard with pool and cabana greet you upon entry while the main house provides a fabulous floor plan with high ceilings, crown moldings and views galore.
55 Pleasant Park
$8,000/week
Home Rentals
Available after August 9th, 2025! Beautiful, spacious colonial within walking distance to the golf course and club amenities. Beautiful new kitchen with marble countertops, tile backsplash, and Wolf range. A first-floor office, dining room, kitchen/eat-in dining area and great room complete the first floor, while a master suite, 2 guest bedrooms and a bonus room/additional bedroom over the garage provide ample space for family and friends upstairs.
16 Treasure Lane
$8,000/week
Home Rentals
Available July 2025- Renovated 4 bedroom, 3 bath home in the charming waterfront neighborhood of Pirates Cove in Mashpee, MA. Located 5 minutes from Willowbend, Popponesset Bay and Bosuns Marina, this gem of a home provides plenty of space for entertaining family and friends with 2 great rooms, walls of glass, cathedral ceiling kitchen, large decks and gorgeous natural light coming in from every angle.
32 Eagle Dr.
$8000/week
Home Rentals
32 Eagle Dr. is available Summer 2025!
66D Simons Rd.
$8000 per week
Home Rentals
Rented Summer 2025!
217 Dunrobin Road
$6,800/week
Home Rentals
Available May, June and after August 9th! This beautiful townhome is situated in a quiet setting overlooking the golf course. With spacious living areas and a beautifully landscaped patio for gathering on summer evenings, this townhome is ideal for entertaining friends and family. Two bedrooms and two full bathrooms on the second floor as well as a finished lower level with a full bathroom and guest overflow with two queen beds and a trundle provides ample space for guests.
219 Dunrobin Road
$6,800/week
Home Rentals
Rented Summer 2025! This end-unit townhome offers the utmost privacy and light, as well as a first floor master suite, brand new kitchen, 2nd floor en suite guest bedroom and finished lower level with king bed and full bath for guest overflow. The townhome also has a one car garage, golf cart garage and beautiful Fairway golf course views. The rental comes with a pool membership to use Willowbend’s pool and restaurants with access to social events & activities for the whole family.
74C Simon’s Road
$5,000/week
Home Rentals
Available Summer 2025!! If you are looking for the perfect pied-a-terre to spend your summer, you have found it! Enjoy all Willowbend and Cape Cod has to offer in this gorgeous one-floor, renovated villa condominium.
74B Simon’s Road
$3,500/week
Home Rentals
Available Summer 2025 with a 32 day minimum for $3500 per week! Also available as a winter rental (October-May) for $3,500 month. This one bedroom, 1.5 bathroom, first floor condo is in prime location within walking distance of all of Willowbend’s first-class club amenities. This newly furnished, renovated condo offers first floor convenience with an open kitchen/living room area overlooking fabulous views from your large, private stone patio of Willowbend’s 18th Fairway and working cranberry bogs.
74D Simon’s Road
$3,200/week
Home Rentals
Available Summer 2025! Within walking distance to Willowbend’s golf course, pool, fitness and tennis center, and 5-star dining. The deck overlooks Willowbend’s 18th fairway, cranberry bogs, ponds, and signature red barn. 74D is available during the summer for $3200 per week with a 32 day minimum. Available for a winter rental also. Membership privileges at the club can be purchased separately.
Villa Suite
$625/night
Home Rentals
The spacious Willowbend villa suites surround you with luxury and comfort. Overlooking the 18th fairway of our championship golf course and the colorful Cape Cod cranberry bogs, our king and double suites offer private patios, luxurious whirlpool baths, intimate fireplaces, and a full wet bar/mini fridge. Like everything at Willowbend, they are the epitome of stylish elegance.
Clubrooms
$500/night
Home Rentals
The Willowbend Clubrooms offer everything you need to make a vacation truly special. Overlooking the 18th fairway of our championship golf course and the colorful Cape Cod cranberry bogs, our clubrooms offer a queen size bed, wet bar, and mini fridge. They have been designed and furnished to provide the highest level of comfort. You will find all the personal amenities you need in your clubroom to make your stay at Willowbend just as comfortable as home.
GET IN TOUCH
With Our Real Estate Team
Willowbend is a private club community reserved exclusively for our homeowners and members. If you would like to experience all Willowbend has to offer—an unparalleled level of personalized service, luxurious amenities and incredible attention to detail, we invite you to connect with a member of our sales team.
GET IN TOUCH
With Our Real Estate Team
Willowbend is a private club community reserved exclusively for our homeowners and members. If you would like to experience all Willowbend has to offer—an unparalleled level of personalized service, luxurious amenities and incredible attention to detail, we invite you to connect with a member of our sales team.