Grace Hagerty Real Estate Inc.

08/06/2026

27 Leslies Ln, Oak Bluffs — $1,400,000 (3bd/3ba, 1,632 sqft) — SOLD 11/7/2024

Five minutes to town. Five seconds to quiet. Someone built this right and then spent eighteen years proving they meant it. Three bedrooms, vaulted ceilings, a yard that looks like someone actually loved it.

This is what happens when the care was real.

Hagerty & Co. could never let our folks miss out on the ones that matter.

08/06/2026

32 Harthaven Rd, Oak Bluffs — $2,450,000 (4bd/5ba, 2,991 sqft) — SOLD 5/23/2024

Oak Bluffs has a secret, and it’s been here the whole time. Conservation land as your neighbor—basically the real estate equivalent of getting exactly what you wanted without negotiating it.

This place already knows what it’s supposed to be.

Hagerty & Co just brought it to who it belongs to.

08/05/2026

146 Edgartown Rd, Tisbury — $1,060,000 (2bd/2ba, 1,214 sqft) — SOLD 4/12/2024

Two bedrooms, two bathrooms, 1,214 square feet, closed at $1,060,000 — proof the smallest houses on this island still play in the big leagues.

Hagerty & Co. represented the buyer, and if there's a lesson here it's the one your grandfather muttered every Thanksgiving: good land holds its value no matter the size of the house on it & performance matters infinitely more than the spec sheet.

08/05/2026

36 Music St, West Tisbury — $1,775,000 (3bd/3ba, 1,688 sqft) — SOLD 10/17/2023

A house on a street called Music St deserves a caption with rhythm, so here it is: three beds, three baths, 1,688 square feet, $1,775,000, closed clean.

West Tisbury doesn't do flashy, it does 'you'll understand once you live here.'

Hagerty & Co. got to hand over the keys to that particular kind of understanding.

08/02/2026

3 Mayhew Way, Oak bluffs — SOLD 3/8/2022 — $1,675,000 (4bd/4ba, 2,364 sqft)

Single story, three-quarters of an acre in Tower Ridge. Heated garage, outdoor shower, three-season porch — the Vineyard trinity.

The primary in one wing. Guest rooms in the other — a seating plan we knew would age nicely.

Closed at $1,675,000 in March 2022, back when a house this well kept didn’t sit on the market long enough to get its picture taken twice.

Grandma always said the secret to a full house is knowing when to close a door.

Hagerty & Co. just knew someone who'd appreciate the foresight.

07/30/2026

146 Quenames Rd, Chilmark — $25,000,000 (8bd/8ba, 6,841 sqft)

Full circle moment: back in 2021, Hagerty & Co. brought the buyer to this one-of-a-kind Chilmark estate and watched it close at $25,000,000. Eight bedrooms, eight bathrooms, 6,841 square feet, and a view the Atlantic clearly worked hard on.

Fast forward to now, and we're the ones with the sign back out front — this time asking $35,000,000. Same house, same team, different chapter.

Our elders always said the best investment is the one you understand well enough to sell twice. We're just following instructions.

04/16/2026

03/28/2026

🌿 Martha’s Vineyard Real Estate | Luxury Rentals & Sales

At Grace Hagerty Real Estate, we specialize in luxury homes, vacation rentals, and off-market opportunities across Martha’s Vineyard—including Chilmark, Edgartown, and West Chop.

Our approach is highly personalized, connecting clients with exceptional properties that reflect the Vineyard lifestyle—whether you’re buying, selling, or securing a summer rental.

With deep local knowledge and a curated portfolio of high-end homes, we help you navigate the island market with discretion, insight, and ease.

📍 Martha’s Vineyard
🏡 Luxury Real Estate | Vacation Rentals | Off-Market Listings

— Grace Hagerty
Principal Broker, Grace Hagerty Real Estate