THE KALMAN Co.
ListingsKnow NantucketAbout
Contact Sean
← All listings
MLS #93514
Town · Active · Listed October 3, 2026

85 Orange Street

$6,495,000
85 Orange Street, Nantucket — photo 1 85 Orange Street, Nantucket — photo 2 85 Orange Street, Nantucket — photo 3 85 Orange Street, Nantucket — photo 4 85 Orange Street, Nantucket — photo 5 85 Orange Street, Nantucket — photo 6 85 Orange Street, Nantucket — photo 7 85 Orange Street, Nantucket — photo 8 85 Orange Street, Nantucket — photo 9 85 Orange Street, Nantucket — photo 10 85 Orange Street, Nantucket — photo 11 85 Orange Street, Nantucket — photo 12 85 Orange Street, Nantucket — photo 13 85 Orange Street, Nantucket — photo 14 85 Orange Street, Nantucket — photo 15 85 Orange Street, Nantucket — photo 16 85 Orange Street, Nantucket — photo 17 85 Orange Street, Nantucket — photo 18 85 Orange Street, Nantucket — photo 19 85 Orange Street, Nantucket — photo 20 85 Orange Street, Nantucket — photo 21 85 Orange Street, Nantucket — photo 22 85 Orange Street, Nantucket — photo 23 85 Orange Street, Nantucket — photo 24 85 Orange Street, Nantucket — photo 25 85 Orange Street, Nantucket — photo 26 85 Orange Street, Nantucket — photo 27 85 Orange Street, Nantucket — photo 28 85 Orange Street, Nantucket — photo 29 85 Orange Street, Nantucket — photo 30 85 Orange Street, Nantucket — photo 31 85 Orange Street, Nantucket — photo 32 85 Orange Street, Nantucket — photo 33 85 Orange Street, Nantucket — photo 34 85 Orange Street, Nantucket — photo 35 85 Orange Street, Nantucket — photo 36 85 Orange Street, Nantucket — photo 37 85 Orange Street, Nantucket — photo 38 85 Orange Street, Nantucket — photo 39 85 Orange Street, Nantucket — photo 40 85 Orange Street, Nantucket — photo 41 85 Orange Street, Nantucket — photo 42 85 Orange Street, Nantucket — photo 43 85 Orange Street, Nantucket — photo 44 85 Orange Street, Nantucket — photo 45 85 Orange Street, Nantucket — photo 46 85 Orange Street, Nantucket — photo 47 85 Orange Street, Nantucket — photo 48 85 Orange Street, Nantucket — photo 49 85 Orange Street, Nantucket — photo 50 85 Orange Street, Nantucket — photo 51 85 Orange Street, Nantucket — photo 52 85 Orange Street, Nantucket — photo 53 85 Orange Street, Nantucket — photo 54 85 Orange Street, Nantucket — photo 55 85 Orange Street, Nantucket — photo 56 85 Orange Street, Nantucket — photo 57 85 Orange Street, Nantucket — photo 58 85 Orange Street, Nantucket — photo 59 85 Orange Street, Nantucket — photo 60 85 Orange Street, Nantucket — photo 61 85 Orange Street, Nantucket — photo 62 85 Orange Street, Nantucket — photo 63 85 Orange Street, Nantucket — photo 64 85 Orange Street, Nantucket — photo 65 85 Orange Street, Nantucket — photo 66 85 Orange Street, Nantucket — photo 67 85 Orange Street, Nantucket — photo 68
68 photos · select any photo to open it full screen
5Bedrooms
5.5Baths · 5 full, 1 half
4,221Square feet
0.1156Acres · 5,038 sq ft
1834Built · renovated 2025
$1,539Per square foot
The home

Five bedrooms, renovated in 2025.

Call 508-228-4578Call SeanText Sean

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 by floor

A walk through the rooms.

First floor

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.

Second floor

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.

Third floor

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.

Details

Everything on the record.

StatusActive
ListedOctober 3, 2026
Days on market1
MLS #93514

The house

TypeSingle Family Residence
Rooms10
Bedrooms5 · 1 on the main level
Bathrooms5 full, 1 half
Living area4,221 sq ft
Year built1834
Renovated2025
FurnishedUnfurnished
FlooringOak

Systems and exterior

HeatingElectric
AmenitiesA, A/C, Disposal, Insulation, Irrigation, Outdoor shower
BasementExcellent high and dry storage area with 6' ceilings. Great for bikes; outdoor furniture; surfboards; fishing rods; coolers etc...
FoundationBlock/Poured Concrete
ExteriorPatio, Garden
Parking2 cars
GarageNo
Private poolNo
ViewD/Hbr, Residential

Land, taxes and fees

Lot0.1156 acres (5,038 sq ft)
ZoningROH (Residential Old Historic)
SewerTown
WaterTown
UtilitiesCable
Annual tax$9 · tax year 2026

Want the honest read on this one?

Sean walks these streets. Call or text for the story behind the listing — value, history, and what the photos don't show.

Text SeanCall 508-228-4578
Location

Town, on the map.

Full island map →
This home is the navy pin · lighter pins are other current listings nearby
Town on the island guideThe streets, the market and what it is like to live there.Talking Nantucket, the blogWhat Sean is seeing on the island this month.What’s on Nantucket this weekEvents, openings and the market at a glance.

Near this one in price and place.

All listings →
20 Straight Wharf #D, Nantucket
Condo
$6,499,900
Town
20 Straight Wharf #D
3 beds3.5 baths0.07 acres
Listing: J Pepper Frazier Co.
33.5 Vesper Lane, Nantucket
$5,750,000
Town
33.5 Vesper Lane
6 beds5 baths0.1723 acres
Listing: J Pepper Frazier Co.
2 Brocks Court, Nantucket
$7,280,000
Town
2 Brocks Court
4 beds5.5 baths0.4199 acres
Listing: J Pepper Frazier Co.
3 Wyers Way, Nantucket
$7,500,000
Town
3 Wyers Way
5 beds5 baths0.1836 acres
Listing: Great Point Properties

Listing courtesy of J Pepper Frazier Co. · J Pepper Frazier II. Data from LINK (Listing Information Network, Inc.) as of October 5, 2026. Information believed correct but not guaranteed; buyers should verify all details independently.

Explore
HomeListingsOpen HousesNeighborhood Guides
Insights
Know NantucketTalking NantucketMarket Report
Guides
Buying GuideSelling GuideHome ValuationAll Island Guides
Company
About & TeamContact
THE KALMAN Co.
InstagramFacebookLinkedIn
Nantucket, MA 02554 · 508-228-4578 · sean@thekalmanco.com · Brokered by eXp Realty
© 2026 The Kalman Co. · Equal Housing Opportunity