Caribbean MLSReal Estate
Gated community

Caribbean gated community homes for sale

Gated stock is the region's deepest category, spanning walled estates beside resorts and secure condo buildings in town. What they share is a managed envelope rather than a single architecture.

3,174 gated community listings, from $119.9K to $7.5M, median $650K.

House60 photos
Bahamas

5 Bedroom Beachfront Home for Sale, Ocean Addition West, Bahama Sound, Exuma, Bahamas

  • 5 beds
  • 3 baths
  • 2,368 ft²
$2.1M$887/ft² floor
Villa12 photos
Turks and Caicos

Wellington Estates - 7 Bedrooms

Wellington Estates

  • 7 beds
  • 7 baths
  • 11,733 ft²
$12.8M$1,093/ft² floor
Apartment5 photos
Cayman Islands

Two-bedroom South Sound residence

  • 2 beds
  • 1 bath
  • 1,496 ft²
$761.3KBuilt 1998
House4 photos
Trinidad and Tobago

Spacious Family Home in Tunapuna, No. 8 St. John's Road, Off Tunapuna Road, Tunapuna

  • 3 beds
  • 2 baths
  • 2,497 ft²
$242.6K$97/ft² floor
Apartment5 photos
Jamaica

Modern Apartments for Sale in Kingston 8

  • 1 bed
  • 1 bath
  • 872 ft²
$234.6KBuilt 2026
Apartment4 photos
Jamaica

2 Bedroom Ground Floor Apartment for Sale

  • 2 beds
  • 1 bath
  • 904 ft²
$234.6K
Condo7 photos
Turks and Caicos

SAPHORA GRACE BAY 402

  • 2 beds
  • 2 baths
  • 1,711 ft²
$1.2M$712/ft² floor
Condo41 photos
Turks and Caicos

The Park at Grace Bay

  • 3 beds
  • 3 baths
  • 2,443 ft²
$1.2M$499/ft² floor
Townhouse27 photos
Turks and Caicos

YACHT CLUB Townhome

  • 3 beds
  • 4 baths
  • 2,013 ft²
$1.2M$609/ft² floor
Apartment42 photos
Turks and Caicos

The Park in Grace Bay

  • 4 beds
  • 4 baths
  • 2,616 ft²
$1.3M$486/ft² floor
Apartment23 photos
Turks and Caicos

THE YACHT CLUB

  • 2 beds
  • 2 baths
  • 1,841 ft²
$1.3M$704/ft² floor
Condo17 photos
Turks and Caicos

One-Bedroom Residence at Seven Stars Resort

  • 1 bed
  • 1 bath
  • 1,378 ft²
$1.5M$1,052/ft² floor
Villa27 photos
Turks and Caicos

HOPE STREET

  • 8 beds
  • 5 baths
  • 5,038 ft²
$1.5M$298/ft² floor
Apartment32 photos
Turks and Caicos

SAPHORA GRACE BAY-109

  • 3 beds
  • 3 baths
  • 2,734 ft²
$1.5M$549/ft² floor
Villa40 photos
Turks and Caicos

3 Bedroom Villa with 4.5 Bathrooms in The Bight, Providenciales

  • 3 beds
  • 5 baths
  • 3,498 ft²
$1.6M$457/ft² floor
Villa10 photos
Turks and Caicos

The Reserve in Leeward

THE RESERVE IN LEEWARD

  • 2 beds
  • 3 baths
  • 3,401 ft²
$1.6M$478/ft² floor
Condo33 photos
Turks and Caicos

H2O LIFE STYLE RESORT

  • 2 beds
  • 2 baths
  • 1,798 ft²
$1.7M$918/ft² floor
Villa37 photos
Turks and Caicos

399 The Reserve in Leeward

THE RESERVE IN LEEWARD

  • 3 beds
  • 4 baths
  • 4,026 ft²
$1.7M$410/ft² floor
Condo40 photos
Turks and Caicos

SAPHORA GRACE BAY 408

  • 3 beds
  • 3 baths
  • 2,734 ft²
$1.6M$598/ft² floor
Villa52 photos
Turks and Caicos

45 Nightjar Road, Leeward, Providenciales, Turks and Caicos Islands

  • 4 beds
  • 4 baths
  • 2,400 ft²
$1.8M$748/ft² floor
Villa17 photos
Turks and Caicos

Bay Road Beachfront

  • 4 beds
  • 4 baths
  • 2,497 ft²
$1.8M$721/ft² floor
Villa37 photos
Turks and Caicos

235 Pelican Beach Villa

  • 3 beds
  • 3 baths
  • 2,702 ft²
$1.8M$666/ft² floor
Villa17 photos
Turks and Caicos

KITECLAVE VILLAS

  • 4 beds
  • 5 baths
  • 3,617 ft²
$2M$539/ft² floor
Villa20 photos
Turks and Caicos

GUEST TURTLE TAIL DRIVE

  • 2 beds
  • 2 baths
  • 2,573 ft²
$2M$777/ft² floor
Villa58 photos
Turks and Caicos

4 Bed, 5 Bath Villa in Turtle Tail, Providenciales

  • 4 beds
  • 5 baths
  • 5,899 ft²
$2.2M$364/ft² floor
Condo38 photos
Turks and Caicos

Kempinski Grace Bay

The Kempinski Grace Bay

  • 2 beds
  • 2 baths
  • 1,711 ft²
$2.2M$1,285/ft² floor
Villa41 photos
Turks and Caicos

Villa Morgana on Oceanfront Cliffs in Grand Turk

  • 5 beds
  • 5 baths
  • 6,491 ft²
$2.3M$347/ft² floor
Condo17 photos
Turks and Caicos

KEMPINSKI GRACE BAY

  • 2 beds
  • 2 baths
  • 1,798 ft²
$2.4M$1,307/ft² floor
Condo18 photos
Turks and Caicos

Le Vele Resort Condominium in Grace Bay, Providenciales, Turks and Caicos Islands

  • 3 beds
  • 3 baths
  • 2,659 ft²
$2.9M$1,081/ft² floor
Villa18 photos
Turks and Caicos

Wild Orchid Villa - 5 Bedroom Beachfront Property in North Caicos

  • 5 beds
  • 4 baths
  • 4,381 ft²
$3M$684/ft² floor
Villa3 photos
Turks and Caicos

Three Bedroom Villas in Grace Bay

  • 3 beds
  • 6 baths
  • 4,876 ft²
$3M$615/ft² floor
Villa43 photos
Turks and Caicos

Villa Cecilia NC

  • 3 beds
  • 4 baths
  • 3,498 ft²
$3.2M$915/ft² floor
Condo17 photos
Turks and Caicos

2 The Andaz Residences

The Andaz Residences

  • 3 beds
  • 4 baths
  • 2,583 ft²
$3.3M$1,258/ft² floor
Villa60 photos
Turks and Caicos

LIVE LOVE LAUGH

  • 6 beds
  • 6 baths
  • 4,499 ft²
$3.5M$778/ft² floor
Villa40 photos
Turks and Caicos

Villa 4 Bed 4 Bath on Turtle Tail Drive, Providenciales, Turks and Caicos Islands

  • 4 beds
  • 4 baths
  • 4,553 ft²
$3.3M$725/ft² floor
Villa52 photos
Turks and Caicos

Villa Macy - Silly Creek

  • 4 beds
  • 4 baths
  • 5,522 ft²
$3.3M$598/ft² floor

See all 3,174 listings

Behind the gate the Caribbean sells two different things. One is a low-density estate, often sharing a road and sometimes a beach club with a resort next door. The other is a strata building — apartments and condos with a manager, a reserve fund and a rule book. Both exist because the region’s owners are frequently elsewhere, and a property that is not watched in this climate deteriorates fast.

Who buys here

Second-home owners from North America and Europe, retirees, and people already working on an island who want a title with fewer obligations than a standalone house. Lock-and-leave is the actual product: arrive, open the shutters, and leave again without arranging a caretaker.

The trade-off

Monthly charges are normal and not small, and they rise — insurance in this region has been the sharpest line. Hurricane season runs roughly June to November, and premiums, shutters and reserve levies follow from it; the far southern islands — Aruba, Bonaire, Curaçao, Trinidad — sit largely outside the belt. Each island is its own jurisdiction with its own currency and rules, so the community you buy into is also a system you did not choose.