85 Orange Street • $6,495,000

Town, Nantucket, MA 02554

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Perfectly situated on one of Nantucket's most beautiful and historic streets — the street where the island's sea Captains built their homes — this gracious Nantucket house, dating to 1834 and completely rebuilt from the frame in 2025, blends timeless character with modern comforts and thoughtful design. The Historic District Commission holds it a contributing historic resource within the National Historic Landmark district.
The home's front presents two doors, a detail rooted in its own history rather than a later conversion. On 31 March 1847, the Nantucket Inquirer recorded the stock of dry goods of Captain Joseph Congdon — master of the whale ships Pacific, Alpha, and James Loper — at this address. The plainer of the two doors was his shop's entrance, and it opens, as it always did, directly into the front room where the shop once stood — a rare and tangible link to Nantucket's whaling-era commerce still preserved within a private residence.
Spanning approximately 4,200 square feet across three finished floors, the spacious first floor offers an open-concept kitchen, dining, and living area ideal for gathering and entertaining. A cozy family room provides additional space to relax, while a study with a wet bar opens onto a private bluestone patio, perfect for outdoor dining or quiet mornings. The first-floor ensuite bedroom offers flexibility for guests, and a well-appointed mudroom with laundry and a pantry adds everyday convenience.
Upstairs, the second floor features four bedrooms, including two ensuite bedrooms. The inviting primary suite boasts vaulted cathedral ceilings, a generous walk-in closet, and a large, spa-like bathroom. Two of the bedrooms share a Jack and Jill bath, while another bedroom is served by a hall bath. A bonus family room and a second-floor laundry add ease and functionality.
The finished third floor offers additional overflow sleeping space and access to the widow's walk, where sweeping views of Nantucket Harbor and the rooftops of the old town create a truly memorable setting.
This classic in-town residence combines refined interiors, modern amenities, and captivating outdoor spaces, all within easy reach — just four blocks — of Main Street and the island's finest dining, shopping, and beaches. A full provenance record, documenting the house's history and Captain Congdon's voyages from the federal whaling register, is available to prospective buyers.

Floor 1: Enter through the front door into a thoughtfully designed first floor where every space flows effortlessly into the next. To the left, a private ensuite bedroom offers an ideal guest retreat or the ease of one-level living. Straight ahead, a handsome study with wet bar opens to a secluded bluestone patio, creating an inviting extension for quiet relaxation or effortless outdoor entertaining. To the right, a generous family room provides a comfortable setting for everyday living, while a discreetly tucked powder room sits beneath the staircase. Beyond, the home unfolds into a spacious living, dining, and kitchen area—the natural heart of the residence and an exceptional gathering space. A well-appointed mudroom with laundry and adjoining pantry completes this beautiful first floor.

Floor 2: The second floor presents four inviting bedrooms, thoughtfully designed for comfort and privacy, including two elegant ensuite suites. The spacious primary suite offers a serene retreat with vaulted cathedral ceilings, a generous walk-in closet, and a beautifully appointed private bath. Two guest bedrooms share a convenient Jack-and-Jill bath, while an additional bedroom enjoys easy access to a hall bath. A versatile bonus room with its own hall bath adapts effortlessly to your lifestyle, offering an ideal setting for overnight guests, a playroom, family room, or den. A conveniently located second-floor laundry enhances everyday living, completing a level that is as functional as it is refined.

Floor 3: The finished third floor provides versatile space for guests, recreation, a home office, or a private retreat. A stairway ascends to the roof walk, where panoramic views of Nantucket Harbor create an unforgettable vantage point over the island.

Basement: Excellent high and dry storage area with 6' ceilings. Great for bikes, outdoor furniture, surfboards, fishing rods, coolers etc...

Parking: 2 cars

Listed by J Pepper Frazier Co.

85 Orange Street Location
Property Code: #93514
Bedrooms:
5 beds
Bathrooms:
5 and 1 half
Lot:
5,038 sq ft
Year Built:
1834
Heating Type:
Electric
Listed:
1 ago
Assessed Value:
$1,682,700
J Pepper Frazier II
Listing Agent
J Pepper Frazier II
P: 508.680.6676

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Property Information for 85 Orange Street
Property Summary

Type: 1 Family

Rooms: 10

Year Built: 1834

Remodeled: 2025

Water View:

Other View: D/Hbr, Res

Zoning: ROH

Lot Size(SF): 4221

Furnished: Unfurnished

2nd Dwelling: None

Water: Town

Sewer: Twn

Lot Size(A): 0.1156

Beds/Baths: 5/5

Wtr Frontage:

Total SqFt(GLA): 5038

Amenities

First Floor Bedrooms: 1

Heating: Electric

Fireplaces: No

Floors: Oak

Yard: Yes

Parking: 2 cars

Foundation: Block/Poured Concrete

Lead Paint:

Recreation and Outdoor Spaces: Patio, Garden

Amenities:

Taxes and Fees

Building Assessment: 0

Land Assessment: 1682700

Total Assessment: 1682700

Tax Year: 2026

Property History for 85 Orange Street
Oct 3, 2026
Active
85 Orange Street :: Town
$6,495,000
1 Family
1 Days on Market
Listed by: J Pepper Frazier Co.
Sep 29, 2026
Off Market
85 Orange Street - Town
$6,895,000
1 Family
165 Days on Market
Listed by: William Raveis Nantucket
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