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rental property in 39 Orange Street

39 Orange Street

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 8.5 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 6,000 square feet of living space in the Main House and 460 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 highly sought after 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.
8 beds8 Beds8 bathrooms8 Baths

rental property in 334 Madaket Road

334 Madaket Road

Fabulous beach house with sweeping, uninterrupted ocean vistas. Immerse yourself with the best sunsets on the East Coast from the upper and lower wrap-around decks. This spacious home features an inviting open-concept living area, complete with three generously sized bedrooms, three full baths, and a private office with deck access and captivating ocean panoramas. Convenient one-car garage. Experience coastal living, where every sunset is a masterpiece.
3 beds3 Beds3 bathrooms3 Baths

rental property in 10 Old Westmoor Farm Road

10 Old Westmoor Farm Road

Private Cliff compound surrounded by nature. Filled with natural light, the open concept floor plan and mature landscaping blend the outside with the inside seamlessly integrating multiple living areas and the well appointed kitchen. The thoughtfully designed outdoor space with pool, fire pit, outdoor kitchen and dining area make this the perfect spot for entertaining. The fully equipped two bedroom cottage rewards the property by acting as an additional entertaining space and pool cabana. There is a second shelled driveway off Pilgrim road with access to the over-sized garage.
9 beds9 Beds10 bathrooms10 Baths

rental property in 51B Pleasant Street

51B Pleasant Street

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.
2 beds2 Beds2 bathrooms2 Baths

rental property in 30 Bosworth Road
Tom Nevers

30 Bosworth Road

Enjoy the sense of leaving the world behind as you turn down Bosworth Road, a private dirt road flanked by high brush that transports you to your happy place. Park in the white clamshell driveway and open the wooden gate to a brick path that leads you to the large covered porch. An open floor plan welcomes you into the living room with a wood burning fireplace and first floor water views of the Atlantic Ocean. A large kitchen island will be the gathering place for family and friends and a large dining room table is begging for lobster bakes in the summer and Thanksgiving dinners in the fall. Strong water views from nearly every window ensures a constant reminder that you’re home at the beach.
4 beds4 Beds4 bathrooms4 Baths

rental property in 35 Essex Road

35 Essex Road

Well maintained 4 bedroom home on attractive corner lot, a stones throw from public walking trails and park. Nice open layout on 1st floor, including spacious kitchen and large deck off living room. 1 bedroom suite w full bath in the lower level w separate access directly to driveway. Additional ground cover left for possible expansion. Tenants in residence until 3/31/24. Sellers require a 2023 closing.
4 beds4 Beds3 bathrooms3 Baths

rental property in 10A Delaney Road

10A Delaney Road

This five-bedroom home is located off Cliff on a private shell lane and boasts easy access to nearby Steps Beach and Town. The home enjoys an upscale casual feeling with open living areas on three floors. The finishes and details, including shiplap walls and beamed ceilings, help make this an exceptional property. The outdoor deck and terrace adjacent to the pool and hot tub offer additional living space in the summer months. The property was rented in 2023 and generated excellent revenue. Offered fully furnished. The seller requires a 2024 closing.
5 beds5 Beds4 bathrooms4 Baths

rental property in 23 Goldfinch Drive

23 Goldfinch Drive

The well maintained two story home is situated on an expansive fenced parcel, in a desirable Naushop location, featuring Maine Post and Beam ceilings and soring vaulted entry and dining areas. The open first floor layout affords many opportunities for adaption to one's personalized lifestyles. Beautiful pine floors extend from front to rear entry, thru French doors and the bright, sunny 2018 expansion, Master Suite with private living area, to the deck and oversized backyard. The kitchen has stainless steel Frigidaire and Bosch Appliances, and a spacious adjacent pantry. The front living area enjoys a working brick fireplace and provides a versatile array of additional possible use. Adding to the properties unique attributes is the large laundry/mud room with outdoor access. Throughout the home are ample closets, in addition to the 4.5' high insulated crawl space and outdoor shed.
4 beds4 Beds3 bathrooms3 Baths


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

6 White Street

33 beds11 bathroomsSleeps 8

Up to $5,000/Wk
rental property in 5 Kings Way

5 Kings Way

33 beds22 bathroomsSleeps 6

Up to $4,500/Wk
rental property in 21 Goldfinch Drive

21 Goldfinch Drive

44 beds11 bathroomsSleeps 10

Up to $5,800/Wk
rental property in 2A Winn Street

2A Winn Street

44 beds44 bathroomsSleeps 8

Up to $25,000/Wk
rental property in 16 Berkeley Street
Tom Nevers

16 Berkeley Street

33 beds22 bathroomsSleeps 5

Up to $3,600/Wk

News and Notes from the Congdon & Coleman Blog

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Unveiling Nantucket’s Hidden Havens: A Journey into Tranquility

When you envision a vacation, does Nantucket come to mind? And when you contemplate a retreat destination, imagine having both experiences in a single place. Join us as we delve into the realm of retreats versus vacations and explore Nantucket’s offerings that fulfill both needs while also addressing other considerations on your list. In exploring […]

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Hydrangeas and Honey-Beekeeping on Nantucket: The Buzz about Island Beekeeping The Local Honey Difference

When visiting Nantucket, travelers often find their favorite spots on the island, each with its unique charm. Nantucket, an idyllic island off the coast of Massachusetts, is not only renowned for its picturesque landscapes and quaint charm but also for its delightful local honey. But have you ever wondered if bees have their preferred areas […]

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Nantucket Cycling Studio: Invigorating Workout Classes

Location: 25 Youngs Way, Nantucket, MA 02554, US Social Media: Facebook, Instagram Contact: 508-901-5230 Website: Working out on vacation can help keep your energy levels up and enhance your mood, ensuring you have the best time ever. Nantucket Cycling Studio is one of the best places to work out in Nantucket. They offer a […]

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South Shore Gunite (SSG) Pools and Spas

Social Media: Instagram, Facebook Contact: 800-649-8080 Website: SSG is a family-owned company dealing with gunite swimming pool construction in New England.  Unlike most builders, this company does not outsource any pool and spa building phase. The builder handles the whole construction process and also offers maintenance services to private and commercial properties. The company […]

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Nantucket Fencing: Remarkable Fencing and Gate Installations

Location: 1 Teasdale Cir # A, Nantucket, MA 02554, US Social Media: Instagram, Houzz Contact: 508-325-4086 Website: Nantucket has a welcoming aura attributed to its oceanic background, weather, and, most notably, home décor. You will notice the uniformity of the houses in the residential areas, with standout designs reminiscent of the island’s culture. Nantucket […]

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Final Touch Construction, Nantucket 

Location: 20 Sparks Ave, Nantucket, MA 02554, US Social Media: Facebook Contact: 508-228-4062 Website: For the island community of Nantucket, where rain is perennial, the landscape construction services offered by Final Touch Construction are some of the most essential. The three-decade-old family-owned business boasts some of the most comprehensive range of outdoor services in Nantucket, […]

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