27 Longwood Dr, Nantucket, MA For Sale $3,750,000 - listed by Debbie Willett — For Sale $3,750,000

Section Image — For Sale $3,750,000

Debbie Willett listing agent for 47 Morey Ln, Nantucket, MA - sold for $3,500,000 — Sold $3,500,000

Debbie Willett buyer's agent for 40 Shell St, Nantucket, MA - sold for $3,150,000 — Sold $3,150,000

Debbie Willett listing agent for 7 Lily St, Nantucket, MA - sold for $5,025,000 — Sold $5,025,000

Debbie Willett buyer's agent for 7 Comeau Ln, Nantucket, MA - sold for $3,625,000 — Sold $3,625,000

Debbie Willett listing agent for 72 Baxter Rd, Nantucket, MA - sold for $4,050,000 — Sold $4,050,000

Debbie Willett buyer's agent for 25 Broadway, Siasconset, MA - sold for $3,900,000 — Sold $3,900,000

Debbie Willett listing agent for 34 Baxter Rd, Nantucket, MA - sold for $3,900,000 — Sold $3,900,000

Debbie Willett

Great Point Properties

10 Closed Sales

$34.9M Total Value

$2.3M - $5M Price Range

$3.5M Average Price

Prior 5 years

About Debbie

Home Types: House, MultiFamily

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	3
Total Value	$12,575,000
Average Sale Price	$4,191,667
Price Range	$3.5M - $5M

Buyer Deals
Total Deals	2
Total Value	$7,050,000
Average Sale Price	$3,525,000
Price Range	$3.2M - $3.9M

Seller Deals
Total Deals	4
Total Value	$16,475,000
Average Sale Price	$4,118,750
Price Range	$3.5M - $5M

Buyer Deals
Total Deals	3
Total Value	$10,675,000
Average Sale Price	$3,558,333
Price Range	$3.2M - $3.9M

Seller Deals
Total Deals	7
Total Value	$24,219,000
Average Sale Price	$3,459,857
Price Range	$2.3M - $5M

Buyer Deals
Total Deals	3
Total Value	$10,675,000
Average Sale Price	$3,558,333
Price Range	$3.2M - $3.9M

Debbie's Active Listings

$3,750,000
- 5 Beds
- 4.5 Baths
- 3,472 Sq Ft
27 Longwood Dr

Nantucket, MA
27 Longwood Drive is nestled on a sprawling 2.75-acre lot offering the ultimate in privacy and refined living. The generous foyer features a dramatic curved staircase leading to the second floor. This light-filled, charming, upside-down home features five bedrooms, three full bathrooms, and one half bathroom. The 2nd-floor open living space features a custom fireplace, a cathedral ceiling, a

Debbie Willett Great Point Properties

Recently Sold

$3,500,000

Sold Jul 17, 2026
- 6 Beds
- 3 Baths
- 2,493 Sq Ft
47 Morey Ln

Nantucket, MA
- 26% Below List
- $1,404/SF
- 225 Days On Market
Debbie Willett Great Point Properties

$5,025,000

Sold Sep 25, 2025
- 4 Beds
- 4.5 Baths
- 2,672 Sq Ft
7 Lily St

Nantucket, MA
- 2% Below List
- $1,881/SF
- 42 Days On Market
- Current Est. Value $4M
Debbie Willett Great Point Properties

$4,050,000

Sold Aug 15, 2025
- 4 Beds
- 3 Baths
- 1,835 Sq Ft
72 Baxter Rd

Nantucket, MA
- 6% Below List
- $2,207/SF
- 17 Days On Market
Debbie Willett Great Point Properties

$3,900,000

Sold Apr 18, 2025
- 4 Beds
- 2.5 Baths
- 1,872 Sq Ft
34 Baxter Rd

Nantucket, MA
- 2% Below List
- $2,083/SF
- 99 Days On Market
- Current Est. Value $4M
Debbie Willett Great Point Properties

$2,300,000

Sold Dec 28, 2023
- 3 Beds
- 2 Baths
- 1,338 Sq Ft
3 Towaddy Rd

Siasconset, MA
- 7% Above List
- $1,719/SF
- 261 Days On Market
Debbie Willett Great Point Properties

$2,950,000

Sold Oct 14, 2021
- 4 Beds
- 2.5 Baths
- 1,852 Sq Ft
34 Baxter Rd

Nantucket, MA
- 2% Below List
- $1,593/SF
- 16 Days On Market
- Current Est. Value $4M
Debbie Willett Great Point Properties

$2,494,000

Sold Oct 1, 2021
- 4 Beds
- 3.5 Baths
- 1,423 Sq Ft
15 Clifton St

Nantucket, MA
- $1,753/SF
- 60 Days On Market
- Current Est. Value $4M
Debbie Willett Great Point Properties

Debbie Willett

(508) 901-2569

Great Point Properties

(508) 901-2569

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