Real Estate in Town

Results 1 - 50 of 57
15 North Water Street & 10 Sea Street
Town

TWO FOR ONE.


6
BEDROOMS
6/2
BATHROOMS
$13,500,000
USD
15 North Water Street
Town

WELCOME HOME!


6
BEDROOMS
6/2
BATHROOMS
$10,995,000
USD
9 Pleasant Street
Town

Stunning and meticulously maintained five-bedroom home on a significantly oversized lot just off Main Street.


5
BEDROOMS
4/1
BATHROOMS
$10,995,000
USD
85 Orange Street - Compound
Town

An exceptional in-town compound with limitless possibilities. Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new....


9
BEDROOMS
7/1
BATHROOMS
$10,995,000
USD
6 Union Street
Town

Location, Location, Location.


8
BEDROOMS
10/1
BATHROOMS
$9,995,000
USD
32 India Street
Town

Originally built in the 1800s, this exceptional property has been masterfully reimagined through the collaborative efforts of Main Street Construction and Mark Cutone Architecture.


5
BEDROOMS
6/2
BATHROOMS
$9,500,000
USD
4 Gay Street
Town

Tucked between the pulse of downtown and the calm of a neighboring park, 4 Gay Street is a rare in-town jewel that pairs historic authenticity with thoughtful, high-quality renovation.


4
BEDROOMS
5/1
BATHROOMS
$8,950,000
USD
15 Gingy Lane
Town

Very unique property located West of Town in a Cliff location this property boasts two homes on one parcel with a swimming pool and hot tub.


10
BEDROOMS
9/4
BATHROOMS
$8,650,000
USD
Pending Sale
8 Ash Street
Town

Spectacularly reimagined, meticulously renovated, and thoughtfully expanded, this circa-1765 five-bay antique home in the heart of Town has been transformed into a modern masterpiece.


5
BEDROOMS
4/2
BATHROOMS
$8,500,000
USD
Pending Sale
13 Orange Street
Town

13 Orange Street is a rare in-town opportunity that blends historic character with modern comfort.


5
BEDROOMS
4/1
BATHROOMS
$8,250,000
USD
20 Liberty Street
Town

Experience the perfect harmony of timeless elegance and modern luxury in this distinguished historic Nantucket residence.


5
BEDROOMS
4/1
BATHROOMS
$8,250,000
USD
36 West Chester Street
Town

Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living.


5
BEDROOMS
5/2
BATHROOMS
$7,795,000
USD
1 Chester Street
Town

One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury.


6
BEDROOMS
5/1
BATHROOMS
$7,750,000
USD
85 Orange Street - Main House
Town

85 Orange Street Main House- Perfectly situated on one of Nantucket’s most beautiful and historic streets, this gracious home blends timeless character with modern comforts and thoughtful....


6
BEDROOMS
5/1
BATHROOMS
$7,695,000
USD
18 Mill Street
Town

An exceptional in-town opportunity, this home combines space, style, and convenience in a way rarely found downtown.


6
BEDROOMS
5/1
BATHROOMS
$7,495,000
USD
21.5 Hussey Street
Town

Just moments from the core of downtown Nantucket, "Watercolors" delivers what so many in-town buyers want but so few properties can offer: the timeless character of historic Nantucket paired with....


5
BEDROOMS
5
BATHROOMS
$7,295,000
USD
4 Red Mill Lane
Town

Less than a mile from town with a pool, hot tub and cabana, this newer construction five-bedroom home offers the complete Nantucket lifestyle.


5
BEDROOMS
5/2
BATHROOMS
$7,095,000
USD
10 Silver Street
Town

Modern Elegance in the Heart of Town- 10 Silver Street presents a rare opportunity to own a newly constructed retreat in one of Nantucket’s most coveted neighborhoods.


8
BEDROOMS
8/2
BATHROOMS
$6,995,000
USD
26 Milk Street
Town

A rare opportunity to own two lots in Town: a 4 BR Main House and 3 BR Garden Cottage, each on their own separate conforming lot with ample remaining ground cover.


7
BEDROOMS
5/1
BATHROOMS
$6,850,000
USD
20 Straight Wharf
Town

Penthouse with Iconic Harbor Views.


3
BEDROOMS
3/1
BATHROOMS
$6,499,900
USD
12 Academy Lane
Town

Step into timeless Nantucket charm at 12 Academy Lane, a beautifully renovated 1843 home steeped in history and thoughtfully modernized for today’s living.


4
BEDROOMS
4/1
BATHROOMS
$6,295,000
USD
4 Crown Court
Town

Perched on highly sought after Academy Hill, one of Nantucket's most desirable and historic neighborhoods.


5
BEDROOMS
6/1
BATHROOMS
$5,995,000
USD
Contingent
2 Shore Road
Town

A truly rare opportunity to own a harbor-view property with unmatched development potential — 2 Shore Rd lot is 11,484 ft, 50% ground cover by right for 5 years from purchase (grandfathered....


5
BEDROOMS
4/1
BATHROOMS
$5,995,000
USD
6 Mariner Way
Town

Last Chance!


5
BEDROOMS
5/1
BATHROOMS
$5,895,000
USD
2 Mariner Way
Town

End of Season Sale!


4
BEDROOMS
4/1
BATHROOMS
$5,795,000
USD
45 Pleasant Street
Town

Discover a rare opportunity in the heart of Town: TWO beautifully renovated homes on a single property, offering timeless charm, modern comforts, and unmatched versatility.


11
BEDROOMS
8/1
BATHROOMS
$5,750,000
USD
10 Milk Street
Town

Nestled in the heart of Nantucket, 10 Milk Street was built in 1788 and meticulously restored, preserving its blend of historic charm and roots.


6
BEDROOMS
5/1
BATHROOMS
$5,495,000
USD
4 Sunset Hill Lane
Town

Nestled on an elevated site at the edge of Town, Four Sunset Hill has been thoughtfully reimagined through a full-scale renovation, blending history and modern sophistication in perfect harmony....


5
BEDROOMS
5/1
BATHROOMS
$5,495,000
USD
Pending Sale
22 Vestal Street
Town

This newly constructed home at 22 Vestal Street is perfectly positioned in town proper, just a short distance from historic downtown Nantucket and the island’s pristine beaches.


6
BEDROOMS
4/1
BATHROOMS
$5,490,000
USD
Pending Sale
32A&B West Chester Street
Town

Incredible opportunity on West Chester Street!


4
BEDROOMS
2/1
BATHROOMS
$5,395,000
USD
25C Pine Street
Town

Situated on historic Pine Street, just off the cobblestones of Main, offering the opportunity to live in the heart of downtown Nantucket.


4
BEDROOMS
4
BATHROOMS
$5,195,000
USD
27 North Liberty Street
Town

A masterful 2024 restoration by renowned Kolb Architects has transformed this 1790 gem into a sophisticated in-town retreat, blending historic charm with modern luxury.


4
BEDROOMS
4
BATHROOMS
$4,995,000
USD
19 Orange Street
Town

Built in 1831 by Philip Folger, 19 Orange Street is the gracious center residence in the Folger Row House Block.


4
BEDROOMS
3/1
BATHROOMS
$4,695,000
USD
35 West Chester Street
Town

Three bedroom antique home and garage nestled between West Chester Street and Sunset Hill Road.


3
BEDROOMS
1/1
BATHROOMS
$4,400,000
USD
20 Straight Wharf
Town

Step into this stunning open-concept residence where oversized windows frame breathtaking harbor views and the vibrant marina life beyond.


2
BEDROOMS
2/1
BATHROOMS
$4,299,900
USD
37 Union Street
Town

Just minutes from Main Street, this antique 1800 home offers timeless charm with modern comforts.


4
BEDROOMS
4/1
BATHROOMS
$4,295,000
USD
26M Milk Street Main House (Lot 1)
Town

A rare opportunity to own an oversized lot in Town with a 4 BR 3.


4
BEDROOMS
4/1
BATHROOMS
$3,900,000
USD
33 Pine Street
Town

Charming Two-Family Home in the Heart of Downtown Nantucket.


5
BEDROOMS
4/1
BATHROOMS
$3,900,000
USD
6 Gay Street
Town

Tucked away on a quiet side street just moments from the heart of downtown Nantucket, this well maintained four-bedroom, three-bath Federal style home blends historic charm with modern comfort....


4
BEDROOMS
3
BATHROOMS
$3,500,000
USD
Pending Sale
5 Chester Street
Town

Antique house located in the Residential Old Historic District of Town with four+ bedrooms and 3.


5
BEDROOMS
3/1
BATHROOMS
$3,495,000
USD
85R Orange Street
Town

Three-Bedroom Home with Studio Cottage. This inviting three-bedroom, two-and-a-half bath home offers a flexible layout designed for both everyday living and entertaining.


4
BEDROOMS
3/1
BATHROOMS
$3,395,000
USD
26C Milk Street Cottage (Lot 2)
Town

Originally built in 1900, the Garden Cottage was newly renovated in summer 2025 with interiors by Melanie Gowen Design, blending a fresh, garden-inspired aesthetic with the charm of preserved....


3
BEDROOMS
2
BATHROOMS
$3,250,000
USD
6 Straight Wharf
Town

Located in one of Nantucket’s most sought-after areas, this exceptional commercial unit offers unmatched visibility and foot traffic in the heart of the island’s vibrant downtown. The unit....


0
BEDROOMS
0/1
BATHROOMS
$3,159,000
USD
17 Milk Street
Town

Ideally located just moments from the heart of Downtown, 17 Milk Street blends timeless Nantucket charm with modern updates.


3
BEDROOMS
2
BATHROOMS
$2,995,000
USD
Contingent
29 Fair Street
Town

Originally built in 1709 for the George Bunker family.


9
BEDROOMS
6/1
BATHROOMS
$2,950,000
USD
10 Sea Street
Town

Rare and conforming flat lot located in the Residential Old Historic District with architectural plans by Norman Residential Design, approved by the HDC, for a three story, 4,300 s.


0
BEDROOMS
0
BATHROOMS
$2,950,000
USD
26 Easy Street, # B
Town

Prime Commercial/Residential Lot with Stunning Water Views.


0
BEDROOMS
0
BATHROOMS
$2,850,000
USD
26 Easy Street, # B
Town

Prime Commercial/Residential Lot with Stunning Water Views.


0
BEDROOMS
0
BATHROOMS
$2,850,000
USD
Pending Sale
51 North Liberty Street
Town

This beautiful, antique six-bedroom, three-bathroom home is ideally situated on North Liberty Street in a highly desirable, central neighborhood.


6
BEDROOMS
3
BATHROOMS
$2,750,000
USD
34 Pine Street
Town

A charming antique gem located in the heart of downtown Nantucket.


3
BEDROOMS
4
BATHROOMS
$2,695,000
USD