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The Nantucket Life

Nantucket Homes For Sale With Virtual Tours

Browse all homes for sale with virtual tours in Town below. Save time and register/sign in to keep track of all your favorite properties and receive notifications when new listings hit the MLS. Any questions? Contact Jordan Real Estate to learn more about a listing or to schedule a private showing. 

Nantucket Homes For Sale In Town With Virtual Tours

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39 Orange Street Nantucket MA 02554

Nantucket, MA39 Orange Street

Price$14,750,000

Est. Mortgage: $/month

MLS Number 90685

  • Residential
  • Mls Status Active
  • Half Baths 2
  • Bedrooms 8
  • Bathroom 9

Welcome to 39 Orange Street, a masterclass in architectural ingenuity where stunning renovation seamlessly blends historic charm with modern luxury. This sun-drenched in-town lovingly cared for & maintained home showcases the elegance of a historic stately captain's home combined with the desired amenities of today's discerning buyers. With 7 bedrooms and 7.5 bathrooms in the Main House, along with a one-bedroom guest Cottage, this significant property is prominently situated on an oversized lot at the corner of Orange St. and Plumb Lane. Offering approximately 6,400 square feet of living space in the Main House and 550 square feet in the Private Cottage. The craftsmanship and attention to detail throughout the home are remarkable, with high ceilings, exquisite moldings, antique pine original floors, multiple fireplaces and a wine cellar among the features that add to its allure. The finished basement provides additional space for recreation or relaxation. Located in Nantucket's coveted Historic District, this property offers off-street parking and substantial room to grow with remaining ground cover. Its coveted location on upper Orange Street provides both privacy and proximity to downtown Nantucket - an opportunity that won't last.

Listed by Marybeth Gilmartin of Compass MA LLC

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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51b Pleasant Street Nantucket MA 02554

Nantucket, MA51b Pleasant Street

Price$2,095,000

Est. Mortgage: $/month

Pending

MLS Number 90468

  • Residential
  • Mls Status Pending
  • Half Baths 1
  • Bedrooms 2
  • Bathroom 2.5

This smartly renovated and designer decorated cottage lives large with 2 bedrooms, 2.5 bathrooms, 2 living areas, a fireplace, washer/dryer, and two parking spaces. Beautifully landscaped private yard and patio with outdoor dining, fire-pit and Adirondack chairs, and outdoor shower. Located a short distance to Town, the supermarket, and the beach. Successful rental history with >$85k gross annual rental income in 2022 and 2023.

Listed by Melanie Gowen of William Raveis Nantucket

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Back Street Nantucket MA 02554

Nantucket, MA7 Back Street

Price$1,795,000

Est. Mortgage: $/month

MLS Number 90683

  • Residential
  • Mls Status Active
  • Bedrooms 2
  • Bathroom 1

Nestled on a peaceful street on the south side of Nantucket Town, this lovingly maintained two-bedroom cottage, built in 1930, features the ease of first-floor living and a spacious private yard adorned with a pear tree. The home is on over 6,000 square feet (+/-) lot in the Residential Old Historic District, affording significant ground cover and expansion opportunities. This charming property, conveniently tucked away near downtown, the Harbor, and the Monomoy Creeks, presents exceptional opportunities for enjoying as it is or expanding to suit your preferences and needs.

Listed by Elizabeth Almodobar of Berkshire Hathaway HomeServices Island Properties

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Pine Street Nantucket MA 02554

Nantucket, MA21 Pine Street

Price$4,135,000

Est. Mortgage: $/month

MLS Number 90634

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 4.5

Darling Pine and Lil' Pine are a storybook house and cottage in the heart of the historic district, moments to Main Street, perfectly sited to enjoy the unobstructed vista down Darling Street. Surrounded by mature, flowering plantings within a white picket fence, this property has undoubted curb appeal. Both structures have their own patios and can be enjoyed separately or in conjunction with one another, offering four bedrooms between the two. While many historic characteristics have been carefully preserved, the property has all of the modern amenities to enjoy year round.

Listed by Laura Belair of Great Point Properties

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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18 Lily Street Nantucket MA 02554

Nantucket, MA18 Lily Street

Price$4,250,000

Est. Mortgage: $/month

MLS Number 90601

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 3.5

Location, location, location! This traditional 6 bedroom, 3.5 bathroom home is nestled on one of the most highly sought-after, In-Town streets within minutes of American Seasons, the Congregational Church, Land Bank’s Lily Pond Park, and all Town amenities. Situated on an oversized lot, this property offers you the chance to create your ideal space, providing ample room for expanding the current house. The unique elevation of the home allows for the first floor open living space to open out onto a second-story deck overlooking the lush backyard and the serene expanse of Lily Pond Park. A perfect place for sunsets over Town and acres of conservation land.

Listed by Michael O'Mara of Berkshire Hathaway HomeServices Island Properties

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Prospect Street Nantucket MA 02554

Nantucket, MA17 Prospect Street

Price$2,845,000

Est. Mortgage: $/month

Pending

MLS Number 90563

  • Residential
  • Mls Status Pending
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 3.5

This charming and thoughtfully renovated 1760's antique home sits on an oversized lot moments from Downtown Nantucket. The meticulously maintained home features four bedrooms, a bright open floor plan, central AC, wide antique pine floors and historic details throughout. A primary suite, added in 2003, is located in its own wing on the first floor and has a cathedral ceiling and French doors leading outside. A large custom kitchen with a cathedral ceiling was installed in 2011. A private side yard and an enclosed, brick courtyard provide plenty of outdoor living space for enjoying summer days. The manicured yard is surrounded by mature landscaping that includes dogwood trees, hydrangeas and trellises with abundant climbing roses. There are two shelled off-street parking spaces located on Joy Street. A convenient Town location with easy access to all Nantucket has to offer. This home has been recognized by the Nantucket Preservation Trust.

Listed by Sam Parsons of Great Point Properties

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Pleasant Street Nantucket MA 02554

Nantucket, MA11 Pleasant Street

Price$9,950,000

Est. Mortgage: $/month

MLS Number 90593

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 6.5

Located in downtown Nantucket, this historic treasure has been masterfully transformed into a contemporary masterpiece. Built in 1750, the home underwent a meticulous two-year renovation by Grey Lady Development, seamlessly merging historical charm with modern luxury. With 6 bedrooms and 6.5 bathrooms across three floors, this residence offers a perfect balance of elegance. The main level features a gourmet kitchen with an 11-foot marble island, a living room with a gas fireplace, and a guest bedroom with an en-suite bath. The second floor boasts 4 bedrooms,3 en-suites plus a home office. The primary bedroom includes a walk-in closet, a lavish bath, and a covered veranda. The third-floor surprises with an en-suite bedroom and a playful children's space. The lower level houses a gym with Peleton.Home complete with Sonos, central AC/heat, butler's pantry, and laundry room. Step outside to a deck, patio, and landscaped lot. Own a piece of reimagined Nantucket history at 11 Pleasant Street.

Listed by Michael Passaro of Douglas Elliman Nantucket

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 1/2 Eagle Lane Nantucket MA 02554

Nantucket, MA5 1/2 Eagle Lane

Price$2,595,000

Est. Mortgage: $/month

Pending

MLS Number 90573

  • Residential
  • Mls Status Pending
  • Half Baths 1
  • Bedrooms 3
  • Bathroom 3.5

Welcome to 5 1/2 Eagle Lane. This gem offers the perfect blend of historical charm with all the modern amenities. High-end custom built-ins, crafted millwork, oak floors, and central A/C on 3 floors of living. The living room has a propane fireplace and an archway leads to the kitchen and dining area with a French door to the bluestone patio. Enjoy this light and bright home located just moments from downtown and the beautiful Nantucket harbor. Offered Furnished.

Listed by Denise LaBombard of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 York Street Nantucket MA 02554

Nantucket, MA4 York Street

Price$2,450,000

Est. Mortgage: $/month

MLS Number 90501

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 2

Beautiful Nineteenth-Century home located in Nantucket Town with great walkability. This home has been updated over the years and has been lovingly maintained. The house enjoys a keen balance of antique charm including wide pine flooring and four wood-burning fireplaces along with modern comforts like an updated kitchen and a wonderful screened porch addition that takes full advantage of the gardens.

Listed by Bill Liddle of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Lyon Street Nantucket MA 02554

Nantucket, MA10 Lyon Street

Price$4,850,000

Est. Mortgage: $/month

MLS Number 90489

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 7
  • Bathroom 7.5

Idyllic town setting. A great family home located on a quiet street in the heart of downtown. A private yard with a large covered porch combined with the newly renovated house create a comfortable indoor and outdoor setting. The renovations include a new roof, siding, reglazed windows, AC system, kitchen and all new baths. Featuring high end appliances, ship lap walls, three fireplaces, attached garage and en suite bedrooms. The outdoor porch has two fire pits for relaxing and a large table for dining alfresco. A bright and cheerful property on one of Nantucket's quintessential streets with off street parking.

Listed by J Pepper Frazier II of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Hussey Street Nantucket MA 02554

Nantucket, MA12 Hussey Street

Price$4,595,000

Est. Mortgage: $/month

Pending

MLS Number 90408

  • Residential
  • Mls Status Pending
  • Half Baths 1
  • Bedrooms 4
  • Bathroom 3.5

A façade that is unique and recognizable by all, featuring a dramatic two-story window that brings light into this gracious two-story 1795 home. 12 Hussey Street was meticulously restored from 2020-2022 and boasts a renovated kitchen with quartz counters, new appliances, and a radiant heat ceramic floor. There are four bedrooms and three and a half bathrooms over three floors of living space. Three zone AC/Heat. This property is conveniently located close to Town and the harbor, offering an ideal location year-round. Delayed Closing Preferred.

Listed by Michele Lindstedt of Great Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Old Farm Road Nantucket MA 02554

Nantucket, MA3 Old Farm Road

Price$6,995,000

Est. Mortgage: $/month

MLS Number 90291

  • Residential
  • Mls Status Active
  • Half Baths 1
  • Bedrooms 6
  • Bathroom 7.5

Woodland Hill is an exclusive enclave of luxury homes in a serene location just under a mile from Historic Downtown Nantucket town and surrounded by 20 acres of dedicated open spaces. 3 Old Farm is a stunning 6 en-suite bedroom, 7 full and 1 half-bath home, with over 5000 square feet of finished living space and a 30 x 14 Gunite swimming pool, spa and cabana. The home has been impeccably designed, built, furnished, and decorated to please the most discerning Buyers. Property is offered fully furnished. Solid rental history in place.

Listed by Chris Kling of J Pepper Frazier Co.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Based on information submitted to MA_LINK as of September 22, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINK.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.