Ashley Killian Realtor - Portfolio Properties Martha’s Vineyard

06/24/2026

06/19/2026

If vacation homes vs. year-round housing is a topic of conversation for you, I'm pleased to announce that another homeowner has crossed over to the year-round side.

I'm proud to represent a beautiful 4-bedroom home with a pool in Vineyard Haven that is now seeking a year-round tenant.

For this homeowner, making the transition from vacation rentals means a significant reduction in annual income potential, but it also means less turnover, less day-to-day management, and the opportunity to provide housing for someone who calls Martha's Vineyard home.

As someone who works in both vacation rentals and year-round housing, I understand the value each brings to our island community. But I'll admit there's something especially rewarding about helping a family find stability and put down roots here.

If you or someone you know is looking for a year-round rental opportunity on Martha's Vineyard, please reach out for more information.

06/07/2026

My beautiful daughter

Wrapping up last year's boomiest of baby booms in the month of May, happy birthday to you!

05/31/2026

On Martha’s Vineyard, the market moves fast — and cash buyers are changing the game.
Having an agent who understands not just the homes, but the timing, relationships, neighborhoods, seasonal shifts, and off-market opportunities can make all the difference.
I help buyers navigate the island beyond the listing photos — from understanding ferry logistics and rental potential to knowing which areas fit your lifestyle year-round or seasonally. In a competitive market, strategy matters just as much as budget.
Whether you’re searching for a summer retreat, investment property, or full-time island home, I’m here to be a resource every step of the way.
Ashley Killian | Portfolio Properties Martha’s Vineyard
Ashleykillianmv.com

05/26/2026

Escape to the quiet side of Martha’s Vineyard on Chappaquiddick 🌾 Just a short ferry ride from Edgartown, this private retreat offers the perfect blend of relaxation, space, and island charm for late summer and fall getaways.
Available August 16 – October 31 for 7-night stays.
✨ 4 Bedrooms | 4 Bathrooms
✨ Indoor lap pool
✨ Expansive gathering living room
✨ Dedicated home office
✨ Peaceful Chappy setting near beaches, trails & nature
Whether you’re planning a family retreat, remote work escape, fall wedding accommodations, or a slower season island stay, this home offers room to unwind and reconnect with island life.
Message me for rates & availability.

05/24/2026

Booking June & July! Let me help you plan your Martha’s Vineyard Vacation

05/23/2026

Classic Chappy Retreats available June, July, & our favorite time of the year ~ September!

05/20/2026

Take a walk with me around Vineyard
Haven! It's the second weekend in May & if we blink the cherry trees will be done blooming, the maples will be fully foliated, & the spring bulbs will have dropped their last petals.
But don't worry there's always something beautiful to see here on the vineyard and I'm excited to serve you up what June has to offer!

05/13/2026

People don’t just buy homes here… they buy the summers they’ll never forget. ✨🏡🌊
Sunsets on the porch, sandy feet through the front door, laughter after long beach days, and memories that last a lifetime.
Some places are more than real estate — they’re a feeling.
May 18, 2017 🤍

05/10/2026

Two bedrooms right on the water, moments away from Main st Vineyard Haven. The heart of the vineyard, our year round hub, there isn’t a bad time to visit Vineyard Haven!

We are accepting 2026-27 bookings now

Contact me at ashley@portfolio properties mv.com

Coffee & a kayak anyone?