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rental property in 20 Pine Grove Road
Mid Island
House for Sale

20 Pine Grove Road

Nantucket MA, 02554
Great opportunity for investment or employee housing all new shingles side and roof and new windows. gas heat all metered separate both electric and gas. This is a side by side duplex. Both sides have a first floor bedroom, kitchen, dining and living room.full bath/laundry room. Second floor has two bedrooms and a hall full bath. Both duplexes have separate full lower level living areas and full baths. Need 24 hr show clause.
6 beds6 Beds6 bathrooms6 Baths

$2,700,000
rental property in 15 Nancy Ann Lane
Mid Island
Land for Sale

15 Nancy Ann Lane

Nantucket MA, 02554
This rare half acre CTEC zoned lot is currently leased and has an excellent cash flow, making it ideal to an investor who wants to continue to lease it as raw land or recognizes the value for future development. Utilities; town water, sewer, cable and electric are available at the street. The lot is 118x210, is flat and open and is subdividable. CTEC allows for 40% ground cover. There are no structures on the property. The current tenant uses it to store construction equipment and material. Currently leased until September 30, 2027 with Favorable terms to an investor. See broker for details.

$3,250,000
rental property in 12 & 13 Shimmo Pond Road
Shimmo
House for Sale

12 & 13 Shimmo Pond Road

Nantucket MA, 02554
SHIMMO: Charming 4-Bedroom Home with 2-Bedroom Cottage on expansive grounds in the coveted Shimmo locale. Shimmo Pond Road, where sandy paths wind beneath leafy canopies and Nantucket Harbor beckons in the distance- this exceptional property captures the timeless charm of a countryside residence. Set on an oversized and private parcel, the beautifully proportioned 4-bedroom main house is complemented by a delightful 2-bedroom guest cottage, both surrounded by lush gardens and mature trees that create a serene sense of seclusion. Included in this offering is 13 Shimmo Pond Road, located directly across the street, adding to the estate's privacy and potential. Perfectly suited for hosting family and friends or enjoying private retreat spaces, the property offers peace, comfort, and enduring character. Meandering garden paths, sunny terraces, and shady nooks lend a sense of magic, while the thoughtful layout allows for both quiet solitude and welcoming gatherings. Just a stone’s throw from the shimmering waters of Nantucket Harbor and a short drive from the cobblestone streets of Nantucket Town, this rare offering marries countryside calm with coastal refinement. With over 2,000 square feet of allowable ground cover, the possibilities for expansion are plentiful. A true treasure in one of the island's most desirable enclaves
8 beds8 Beds8 bathrooms8 Baths

$5,800,000
rental property in 1 Little Neck Way
Madaket
House for Sale

1 Little Neck Way

Nantucket MA, 02554
Quintessential Nantucket Cottage on Madaket Harbor. Escape to the edge of the island in this classic 4-bedroom, 3-bath cottage perched directly on the tranquil shores of Madaket Harbor. Offering panoramic, unobstructed water views and direct access to a sandy beach, this is a rare coastal retreat where you can savor the very best of Nantucket's natural beauty and maritime lifestyle. An ideal haven for boaters and outdoor enthusiasts, the property is a gateway to sailing, fishing, clamming, scalloping, and windsurfing - right from your doorstep. The harbor's calm waters are perfect for daily adventures or quiet sunset paddles. Inside, the cottage is brimming with nautical character and timeless island charm. Thoughtful details throughout, weathered wood accents, built-ins, and vintage maritime touches - celebrate the spirit of Nantucket's seafaring heritage while offering all the comforts of home. Whether you're hosting summer gatherings on the deck, watching the boats drift by from the living room, or enjoying the harbor breezes and sunsets in a hammock, this is a place where memories are made - and where the ocean feels like part of the family.
4 beds4 Beds3 bathrooms3 Baths

$7,895,000
rental property in 3 & 3B Wyers Way
West of Town
House for Sale

3 & 3B Wyers Way

Nantucket MA, 02554
Two adjacent lots with building permits in hand. The site has an existing cottage and separate garage and is located down a private lane, with proximity to Town and the Cliff area. The site has versatility and can be developed as a single home site with ample space, or as two home sites. The two-lot scenario benefits from Botticelli & Pohl-approved house plans, including pools. This offering provides a rare opportunity for a multitude of options and is ideal for buyers looking for an in-town compound.
3 beds3 Beds1 bathrooms1 Baths

$4,400,000
rental property in 4 Crown Court
Town
House for Sale

4 Crown Court

Nantucket MA, 02554
Perched on highly sought after Academy Hill, one of Nantucket's most desirable and historic neighborhoods. 4 Crown Court is a gracious 5 bedroom, 6.5 bath home offering timeless island living just steps from Main Street. Thoughtfully designed for both comfort and function, the home features 3 fireplaces-One in the cozy den, the dining room and the primary suite's private living room with private deck. Additional highlights include a dedicated office and a full kitchen. A breakfast nook perfect for casual morning gatherings. The spacious primary suite is a retreat of it's own complete with two bathrooms and ample room to unwind. Rare off street parking for three vehicles in this prime location.
5 beds5 Beds6 bathrooms6 Baths

$6,595,000
rental property in 2 Old Mill Court
South of Town
House for Sale

2 Old Mill Court

Nantucket MA, 02554
Experience the best of summer living on Nantucket with this custom-built five-bedroom home, completely turnkey, close to Town, and available for immediate occupancy. Thoughtfully designed and offered fully furnished, in part by Nantucket Looms, this home features five bedrooms and over 4,300 square feet of living space on three levels. Featuring open concept living/dining/kitchen, as well as a private den/office and a finished lower level. Outside offers an expansive outdoor area, including a spacious deck for outdoor dining and lounging, a blue stone patio with an outdoor kitchen, gas grill, fire pit, and a 12' x 25' heated pool. There is also a fully equipped pool house with a full bathroom and a wet bar with an ice maker.
5 beds5 Beds7 bathrooms7 Baths

$7,200,000

From cottages to compounds, we have the vacation home for you!

There are plenty of luxurious vacation rentals available across the island that will help make your vacation unique. Whether you are looking for a cozy family getaway or a luxurious home that will transport you into another life, there is something available for everyone. Browse our rental listings today and find the dream property that will have you coming back to explore the island every chance you get.
rental property in 6 White Street
Surfside
Vacation Rental

6 White Street

Nantucket MA, 02554
33 beds
11 bathrooms
Sleeps 8

Up to $5,500/Wk
rental property in 13R Evergreen Way
Surfside
Vacation Rental

13R Evergreen Way

Nantucket MA, 02554
66 beds
77 bathrooms
Sleeps 12

Up to $22,000/Wk
rental property in 2A Winn Street
Town
Vacation Rental

2A Winn Street

Nantucket MA, 02554
44 beds
44 bathrooms
Sleeps 10

Up to $23,500/Wk
rental property in 284 Madaket Rd.
Madaket
Vacation Rental

284 Madaket Rd.

Nantucket MA, 02554
33 beds
22 bathrooms
Sleeps 8

Up to $4,800/Wk
rental property in 18 Wood Hollow Road
Tom Nevers
Vacation Rental

18 Wood Hollow Road

Nantucket MA, 02554
44 beds
22 bathrooms
Sleeps 9
5

Up to $19,000/Wk

News and Notes from the Congdon & Coleman Blog

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Jul 25, 2025
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C & C

A Guide to Nantucket’s Best Beaches

Finally, it’s July! What if we told you that before you know it, that crazy-making traffic will be gone, as will the crowds at the grocery store, and the line at your favorite coffee shop? Before we all know it, this season will be over, so drop whatever plans you have and head straight for […]

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Jul 03, 2025
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Nantucket Striper Fishing – The Official Mark of Summer

Every year, from the middle of May until late June, striper fish make their migration through Nantucket’s waters. For some, this fish is not only a trophy of skill but a delicacy; you can find it wedged within a corn tortilla all season long at Millie’s Restaurant, and highlighted on menus all across town for […]

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Jul 03, 2025
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A Chat with Nantucket Flower Box Gardener

If you’ve ever had the pleasure of a stroll through downtown Nantucket, chances are you’ve seen the work of Virginia Cruz, window box garden designer and owner of Cruz Gardens. This spring, we sat down with Virginia to chat about this creative job and her successful career on Nantucket for the last 13 years. Congdon […]

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Jul 03, 2025
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An Elin Hilderbrand Guide to Nantucket

As the saying goes, you’d have to be living under a rock lately to not hear all the juicy gossip and appraise over the recently released Netflix series The Perfect Couple, adapted from Elin Hilderbrand’s novel of the same name. If you haven’t yet watched it, stop whatever you’re doing and turn it on now! […]

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Jul 06, 2024
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Instagram-Worthy Backgrounds on Nantucket

It can easily be said that pointing a camera nearly anywhere on Nantucket will take a pretty picture, but all jokes aside, we at Congdon & Coleman Real Estate have come up with a list of not-to-miss “insta-worthy” backgrounds for the perfect photo opportunity that is only missing one key component: you. So, snap away […]

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Jun 08, 2024
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Gardening Tips for Your Best Nantucket Garden

  Spring on Nantucket is questionable at best – our beloved Grey Lady loves to toy with sudden peaks and dips in temperature, high winds and lots and lots of rain, but that doesn’t mean it’s too early to start thinking about the mighty possibilities of your summer garden. In fact, it’s just the right […]

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