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$550,000
1 Beds ⋅ 2 Baths ⋅ 26-1748 MLS

3 & 3A Bethany CRUZ Bethany Condos, St. John

Listing courtesy of EMERALD ISLANDS REAL ESTATE LLC.

$900,000
3 Beds ⋅ 1 Baths ⋅ 26-1503 MLS
This unit is an unfinished unit being sold in ''as is'' condition. A rare beachfront condominium on St. John. Contact listing agent for further details.

F4 Chocolate Hole Pond Bay, St. John

Listing courtesy of David Jones Real Estate.

$900,000
3 Beds ⋅ 1 Baths ⋅ 26-1502 MLS
This unit is an unfinished unit being sold in ''as is'' condition. A rare beachfront condominium on St. John. Contact listing agent for further details.

F3 Chocolate Hole Pond Bay, St. John

Listing courtesy of David Jones Real Estate.

$1,600,000
3 Beds ⋅ 1 Baths ⋅ 26-1422 MLS
Offering all the luxury accommodations you need for your island home, Villa Frangipani is recently refreshed: new kitchen, updated bathroom vanities, fresh paint throughout, and a refinished pool! Property is being sold fully furnished and provides ample amounts of space for families and friends to stay with plenty of privacy. This 3 bedroom, 3.5 bathroom unit was designed for island comfort and is completely functional. This condo has a private pool and is a perfect St. John vacation rental. The development features an onsite gym, clubhouse, and professional landscaping. The evening sunsets over St. Thomas will take your breath away. Listing agent is a licensed Virgin Islands real estate agent.

1CD 101 Enighed CRUZ The Hills Saint John, St. John

Listing courtesy of Sea Glass Properties.

$495,000
1 Baths ⋅ 26-134 MLS
BATTERY HILL studio unit has been beautifully renovated, is just steps from the pool, and features stunning views of Cruz Bay Harbor. Impressive renovations include new tile flooring, new Sea glass countertops in kitchenette and bathroom, new toilet and sinks, new furnishings both interior and exterior, new Trex decking and so much more - see supplement. Affordably priced, attractive rental income and within walking distance to restaurants and shopping in Cruz Bay Town.

3ad-1 Cruz Bay Twn Unit O, St John

Listing courtesy of American Paradise Real Estate, Inc..

$1,350,000
4 Beds ⋅ 5 Baths ⋅ 26-133 MLS
Tucked away in Privateer Estates, this lush and private residence offers a rare blend of tranquility, flexibility, and breathtaking natural beauty. The property features two distinct villas thoughtfully connected by a stunning pool terrace, creating a seamless indoor-outdoor living experience while maintaining privacy between each home.Enjoy sweeping, unobstructed views of the Caribbean Sea and unforgettable sunsets from multiple vantage points throughout the property.With two separate residences, the opportunities are as compelling as the views. Live in one villa while generating income from the other, host extended family, or create a private guest retreat.Ownership also includes deeded access to nearby beaches, allowing you to fully embrace the island lifestyle just moments away.

6-O-H Hansen Bay, St John

Listing courtesy of Islandia | Christie's International Real Estate.

$1,600,000
4 Beds ⋅ 4 Baths ⋅ 26-132 MLS
A rare opportunity to own two successful and well maintained short-term rental homes with sweeping views from Coral Bay Harbor to Virgin Gorda and beyond. Nestled at the end of a private road and separated by lush tropical landscaping, Coconut Hill Cottage and Tropical Tree House offer Caribbean charm, exceptional privacy and guest appeal. The upper masonry home features 2 bedrooms, a sleeping loft, 3 baths, full A/C, screened living and dining areas, and a pool. The lower cottage offers a sleeping loft, bath, A/C, and screened porch. Solar panels and two Tesla Powerwalls provide reliable comfort year-round. Enjoy cooling trade winds, spectacular sunrises, and easy access to the amenities of Coral Bay, the North Shore beaches, restaurants, and shops.

10-32ab-7 Carolina, St John

Listing courtesy of Cruz Bay Realty.

$249,000
1 Beds ⋅ 1 Baths ⋅ 26-130 MLS
PRICE REDUCED. MUST SELL. Handyman needed to bring this home to its full potential. Creatively built with 14-foot ceilings, 8-foot entry, and french doors make this cozy home feel grand. Beautiful mountain views of Bordeaux Mountain offers a unique perspective of St John's lush hillsides. Rich in wildlife, sounds of birds, and goats as they pass by, local iguanas live in the mature tree off the deck. This is pure island living. Located on the bus route and walking distance to Coral Bay allows for easy access to local amenities and public transportation. Owner is motivated; all reasonable offers will be considered. OWNER FINANCING AVAILABLE.

6-2-2-B Carolina, St John

Listing courtesy of At Home Real Estate.

$1,795,000
2 Beds ⋅ 2 Baths ⋅ 26-127 MLS
Charming 2-bedroom, 2-bathroom Caribbean beach bungalow offering rare shoreline access and a true private retreat setting. Designed for relaxed indoor-outdoor living, the home features a main-level great room with kitchen and dining, plus a lower-level bedroom suite with sitting area. A private pool with spacious deck, creating an intimate setting ideal. 10' walking path to the shoreline make this the ultimate retreat for water lovers looking to access their boat in the bay! Recent upgrades include a new generator and driveway improvements. Jeep Gladiator and boat available for a total package.

300-63 Chocolate Hole, St John

Listing courtesy of Holiday Homes of St. John.

$1,395,000
1 Beds ⋅ 1 Baths ⋅ 26-122 MLS
Tucked along the waterfront, this nearly completed island cottage offers a rare opportunity to step directly into St. John living with minimal work remaining. Designed as a 20x20 masonry pod, the structure is already in place with a thoughtful two-level layout: an upper level planned for a kitchenette, bedroom, and bath, and a lower level with a pump room (utility) and an additional room for flexible use. Custom mahogany shutters and tile are already on site, allowing the next owner to bring the vision to completion with doors, windows, and septic. The solid masonry construction and stonework throughout the property provide a strong, enduring foundation. A stone path leads to a private pocket beach and vibrant reef just offshore, ideal for snorkeling and quiet enjoyment.

3-1 Hansen Bay, St John

Listing courtesy of Holiday Homes of St. John.

$1,999,999
5 Beds ⋅ 4 Baths ⋅ 26-117 MLS
Rare opportunity! ''Skyridge'' offers stunning panoramic NORTH SHORE VIEWS of the Sir Frances Drake channel, BVI's and beyond from the top ridge of the Upper Carolina neighborhood enjoying cooling trade wind breezes and spectacular sunrise & moonrise views. Situated on .52 acre, the floor plan allows options with a 2bd x 2bath main upper level and 3bd x 2bath lower level apartment and a private pool setting; a perfect family retreat! Or live in one & rent out the other or rent out whole house. Fully renovated in 2019 and in turnkey condition. ''Skyridge'' has previously been a popular short term rental villa. *Buyer and Seller shall equally split the costs of the transfer stamp tax. Buyer to verify square footages and cistern capacity. Association dues are voluntary.

6-3-1a Carolina, St John

Listing courtesy of Islandia | Christie's International Real Estate.

$1,295,000
3 Beds ⋅ 2 Baths ⋅ 26-115 MLS
A charming Caribbean style residence which offers sweeping views of St. John's South Shore and is situated in a quiet neighborhood setting in Rendezvous Heights. This secluded masonry hideaway features a light and airy main level with two bedrooms and a tasteful living/dining/kitchen area plus spacious front deck. The ample lower-level studio apartment, with large front deck, can generate great rental income to help pay the mortgage. This island retreat is being sold furnished and is affordably priced.

15a-1-4 Rendezvous & Ditleff, St John

Listing courtesy of American Paradise Real Estate, Inc..

$1,499,000
3 Beds ⋅ 4 Baths ⋅ 26-107 MLS
A one-of-a-kind tropical paradise! Extremely rare Beachfront Condo situated in Chocolate Hole Bay, only minutes to dining & shops in Cruz Bay Town, and only a few steps to blue waters at Chocolate Hole Beach! ''Neptune's Retreat'' is a luxuriously appointed condo with 3 spacious king size bedrooms all with en suite baths, a well-appointed gourmet kitchen and large great room perfect for entertaining! This unique beachfront location is already becoming popular with vacationers and receiving great reviews! Truly a ''must see'' to experience what all the buzz is about! Buyer and Seller shall equally split the transfer stamp tax. Buyer to honor future reservations. *No artwork or the entry mirror will convey.

126 Rem Chocolate Hole Unit G-4, St John

Listing courtesy of Islandia | Christie's International Real Estate.

$595,000
26-105 MLS
Exceptional opportunity to own a beautiful hurricane damaged property; perfectly positioned on a scenic crest just minutes from Cruz Bay. Enjoy breathtaking sunset views and sweeping panoramic ocean vistas overlooking St Thomas and surrounding islands. This rare offering includes fully permitted architectural plans, allowing you to fast-track construction and bring a thoughtfully designed island residence to life. With gentle topography, ideal orientation, and close proximity to dining, beaches, and amenities, this property combines convenience with elevated privacy and world-class views--an outstanding canvas for your St. John dream home or investment property. Property consists of an existing pool, foundation, and two cisterns. Seller is a licensed real estate broker

10-16 &, St John

Listing courtesy of Holiday Homes of St. John.

$5,350,000
4 Beds ⋅ 5 Baths ⋅ 26-101 MLS
There are views, and then there is this. High above Cruz Bay, St John Great House holds one of the most extraordinary positions in the Caribbean, with sweeping 270 degree views from Rams Head to St Thomas. The horizon feels limitless, the sea ever changing, & the setting entirely private. Reimagined & rebuilt in 2020, the four ensuite bedrooms sleeps 12 & reflect exceptional craftsmanship, with bespoke elements influenced by Thos. Moser, across two levels of wraparound decks, a chef's kitchen, & a stunning shaped cliffside pool. Recognized as Best Villa in the USVI by Conde Nast Traveler in 2024, it is among the island's most sought after, hosting over 40 weeks annually. Minutes from Cruz Bay and the beaches of VI National Park. This is not simply a vilIa. It is St John's great house

15a-2-8 Rendezvous & Ditleff, St John

Listing courtesy of Cruz Bay Realty.

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 26-100 MLS
Southern Breeze is a 4-bedroom, 4-bathroom villa positioned above St. John's south shore with expansive views of Cocolobo Bay and Rendezvous Bay. Offering 2,184 sq. ft. of interior space and over 1,700 sq. ft. of decking, the property features a private pool, landscaped grounds, and multiple outdoor living areas. Recent upgrades include impact-rated windows and doors, full air conditioning, generator backup, as well as other interior and exterior improvements. Conveniently located just minutes from Cruz Bay. 2022 Ford Bronco negotiable.

15a-8-B-21 Rendezvous & Ditleff, St John

Listing courtesy of Holiday Homes of St. John.

$1,600,000
3 Beds ⋅ 2 Baths ⋅ 26-88 MLS
Architect-designed and owned by the same family since the early 1970s, this traditional Caribbean-style home was the island's first of its kind. Inspired by Danish plantation great houses, the single-level, ground-floor layout offers open-air living. Entry through a garden gate leads to a covered living and dining pavilion of hand-laid stone, cooled by island trade winds. An adjoining tiled patio and landscaped garden of native trees and flowers create a peaceful private setting. The Kitchen features a pass-through to the main living area, ideal for entertaining. Two air-conditioned bedrooms with en-suite bathrooms are separated by the great room for privacy. A third air-conditioned bedroom adjoins the primary suite and opens to a secluded patio with hot tub and pool patio

67 Chocolate Hole, St John

Listing courtesy of Holiday Homes of St. John.

$944,000
2 Beds ⋅ 2 Baths ⋅ 26-82 MLS
Little Palm is a solid masonry home w) a large covered screened porch that perfectly frames the Coral Harbor water views, the boats at anchor and enjoys the easterly breezes. 1 bedroom upstairs off the kitchen, full bath and great room. An interior staircase leads down to the lower bedroom / bathroom w) it's own covered porch. Minutes away from Coral Bay w) multiple grocery stores, shops and restaurants at Isola Shoppes. Maho & Francis Bays are a 10 minute drive & 25 minutes to Cruz Bay.All paved road access to the house w) a paved driveway w) easy turnaround area. Ample room to add a pool. The natural habitat is maintained w) landscaping near the house w) fencing. Roll down hurricane shutters on all the large arches for easy closing up for weather & solar & 2) batteries back 4 up power

6-3-146 Carolina, St John

Listing courtesy of 340 Real Estate Company LLC..

$475,000
2 Beds ⋅ 2 Baths ⋅ 26-80 MLS
A rare opportunity to own two half-acre hillside parcels just minutes from Cruz Bay. One parcel features two rustic wooden cottages, a one-bedroom and a studio, both open-air and full of island character. The cottages require some work but offer a great opportunity for a handy buyer to restore and create a live-in and rental setup. The second half-acre parcel is vacant, providing additional space for expansion, gardens, or future development. Peaceful hillside setting with plenty of room for parking and flexibility to create your own island retreat.

4 &, St John

Listing courtesy of Islandia | Christie's International Real Estate.

$1,150,000
3 Beds ⋅ 4 Baths ⋅ 26-79 MLS
A one-of-a-kind tropical paradise! Extremely rare Beachfront Condo situated in Chocolate Hole Bay, only minutes to dining & shops in Cruz Bay Town, and only a few steps to blue waters at Chocolate Hole Beach! ''Neptune's Retreat'' is a luxuriously appointed condo with 3 spacious king size bedrooms all with en suite baths, a well-appointed gourmet kitchen and large great room perfect for entertaining! This unique beachfront location is already becoming popular with vacationers and receiving great reviews! Truly a ''must see'' to experience what all the buzz is about! Buyer and Seller shall equally split the transfer stamp tax. Buyer to honor future reservations. *No artwork or the entry mirror will convey.

126 Rem Chocolate Hole Unit G-1, St John

Listing courtesy of Islandia | Christie's International Real Estate.

$13,475,000
5 Beds ⋅ 6 Baths ⋅ 26-71 MLS
One of the most extraordinary waterfront estates ever offered on St John, this iconic private point commands over 800 feet of pristine shoreline and unrivaled access to the Caribbean Sea. A private dock provides effortless access to the sea, while views extend across the pristine VI National Park to the British Virgin Islands, capturing sunrise and sunset. The residence offers four king suites, an expansive bunk room and elegant indoor and outdoor living spaces designed for grand entertaining and luxury island living. A professional chef's kitchen and butler's pantry supports catered gatherings and celebrations. Two secluded beaches, a lush lawn, and a panoramic pool complete this iconic estate where privacy, beauty and adventure meet. A rare opportunity to own a Caribbean legacy property!

6P REM+ 6p Rem Ben Runnels Gut, St John

Listing courtesy of Cruz Bay Realty.

$9,500,000
4 Beds ⋅ 4 Baths ⋅ 26-54 MLS
Villa Sol Mate feels as though it was dreamed up by the sea itself. Set along the sparkling shoreline of Great Cruz Bay, this four-bedroom waterfront retreat pairs playful coastal charm with striking architecture that frames the horizon at every turn.A gentle path leads to your own sandy beach where mornings invite paddle boards and snorkeling adventures, while evenings deliver front-row seats to dazzling Caribbean sunsets.

300-67 Chocolate Hole, St John

Listing courtesy of Islandia | Christie's International Real Estate.

$995,000
5 Beds ⋅ 2 Baths ⋅ 26-64 MLS
Two unit Cruz Bay home sited on private and lush 1/2 acre lot. Upper level consists of 3 bedrooms/1 bath, full kitchen and covered porch. Lower level consists of 2 bedrooms/1 bath , a second full kitchen and another covered porch. Separate electric meters, two laundry rooms, off street parking, lush valley views and south shore sea views. Masonry cisterns and foundation. Close to town and amenities. Flexibility to configure the property to your liking. Long term tenant requires 90 days notice to vacate. Buyer and Seller to split stamp tax.

2-F Beverhoudtsberg, St John

Listing courtesy of American Paradise Real Estate, Inc..

$1,425,000
5 Beds ⋅ 4 Baths ⋅ 26-60 MLS
Perched gracefully into the hillside of coveted Chocolate Hole, 109A is a refined multi-unit estate offering exceptional sunset views, strong rental performance, and an extraordinary level of mechanical modernization -- a rarity in the St. John market.Framed by one of the island's most expansive and nearly level lawns, this property captures the essence of Caribbean luxury living. From the rooftop terrace, watch golden sunsets melt into the horizon while ducks drift peacefully across the pond below. Gentle tradewinds and the serene location provide both privacy and a peaceful atmosphere -- all less than five minutes from the vibrant heart of Cruz Bay.

109a Chocolate Hole, St John

Listing courtesy of Holiday Homes of St. John.

$595,000
1 Beds ⋅ 1 Baths ⋅ 26-59 MLS
Welcome to Cruz Bay Coastal Cottage, a designer appointed island sanctuary in one of Cruz Bay's most coveted locations--just moments from the ferry dock and an easy stroll to dining, shopping, and nightlife. Artfully renovated and offered fully furnished, this refined retreat showcases bespoke custom furnishings and curated local artwork, creating a sophisticated coastal aesthetic throughout. Tranquil water views and seamless indoor outdoor living unfold from the private screened porch, an idyllic setting for breezy mornings and sunset evenings.

214 Ontant/Enighed Unit C, St John

Listing courtesy of Holiday Homes of St. John.

$9,445,000
4 Beds ⋅ 4 Baths ⋅ 26-57 MLS
With mostly level land at the end of a gated drive, this property offers endless possibilities as a private retreat. Sunset Villa is sited on one lot and the adjacent lot offers room for expansion or as privacy. A traditional Caribbean style home constructed of local stone, modernized and updated. The great room functions beautifully with a huge, central cook's kitchen with pantry, bar and dining area, comfortable living and TV area and convenient full bath. Three fully air-conditioned bedrooms are situated on either side of the great room with a 4th located on the lower pool level. An inviting pool & expansive patio area are surrounded by stone walls, pathways and extensive landscaping.

300-6 Chocolate Hole, St John

Listing courtesy of Holiday Homes of St. John.

$695,000
2 Beds ⋅ 1 Baths ⋅ 26-58 MLS
Welcome to Chic Beach Retreat, an island sanctuary in a coveted Cruz Bay location just moments from the ferry dock and within easy walking distance of shops and restaurants. This artfully renovated two bedroom, one bath residence is offered fully furnished with custom furniture and curated local artwork, creating a sophisticated coastal aesthetic throughout. Enjoy tranquil water views and seamless indoor outdoor living from the private screened porch--ideal for relaxed island mornings and sunset evenings. Whether enjoyed as a private tropical retreat or leveraged as a proven income producing property, Chic Beach Retreat delivers an effortless Caribbean lifestyle with an exceptional rental pedigree and consistent 5 star guest reviews.

214 Contant/Enighe Unit D, St John

Listing courtesy of Holiday Homes of St. John.

$649,000
1 Beds ⋅ 1 Baths ⋅ 26-48 MLS
Turn-key, bright, and breezy, Sunshine Cottage overlooks Coral Bay Harbor, with cooling trade winds and sunrise views. The property, with lush landscaping offers privacy with a shared gated, paved drive serving just one neighboring home, and is located just up the hill from Coral Bay's restaurants and grocery stores. Beach access is only 10 minutes away. Thoughtful updates make this comfortable and efficient space an easy full-time residence or a continued short-term rental, including eucalyptus cabinetry, granite countertops, composite decking, pergola and sunshade, grill, stainless cable railings, A/C, and added interior and lower-level storage.Well maintained, conveniently located, and with a history of five-star reviews, this property offers a great opportunity for its next owner.

10-27-4b Carolina, St John

Listing courtesy of Cruz Bay Realty.

$1,550,000
5 Beds ⋅ 4 Baths ⋅ 26-47 MLS
A rare opportunity to acquire a fully occupied, four-unit apartment complex offering immediate income and long-term upside in the St. John rental market. This stabilized asset features permanent tenants and provides much-needed long-term housing. Each apartment includes a private entrance and designated parking. A shared swimming pool, two common laundry areas, and great views--an uncommon combination for long-term rentals--enhance livability and ease of management. The property offers space to add up to three additional rental units, creating a compelling value-add opportunity. Located within walking distance to the town center. Approximate 5% cap rate. Financials and video tour available upon request prior to showings.

15 & Enighed, St John

Listing courtesy of Holiday Homes of St. John.

$1,875,000
3 Beds ⋅ 3 Baths ⋅ 26-43 MLS
Welcome to Seawind, a serene hillside retreat with stunning south-southwest views. Just a 5-minute drive to Cruz Bay's restaurants, groceries, and nightlife. Seawind features traditional Caribbean architecture with three buildings connected by decks, walkways, and patios. Enjoy an expansive deck for sunbathing, entertaining, or stargazing. The air-conditioned great house has a vaulted 25-foot beamed ceiling, a great room, dining area, loft bedroom, and a unique bathroom with a full-sized bathtub. The kitchen, with white quartz countertops and new appliances, is a chef's dream. Two air-conditioned en suite bedrooms with exposed beam ceilings and ceiling fans create a relaxing atmosphere. Seawind offers solar and battery backup, blending classic Caribbean charm with grid independence.

407 Chocolate Hole, St John

Listing courtesy of Christies International Real Estate USVI.