Cayman Islands Sotheby's International Realty

What Cayman Islands Sotheby's International Realty does

Cayman Islands Sotheby's International Realty is a privately-held luxury real estate brokerage headquartered at Governor's Square, Seven Mile Beach, Grand Cayman, operating as a franchisee of the Sotheby's International Realty global network. Founded in 1998 and led by CEO/Broker Owner Sheena Conolly, the firm employs a team of approximately 15+ sales professionals serving high-net-worth buyers, sellers, and investors across Grand Cayman, Cayman Brac, and Little Cayman. Featured listings span a price band from KYD $379,000 to KYD $41,625,000, covering beachfront estates, waterfront condominiums, vacation homes, and investment properties. The company also offers rental and property management services, with disclosed income properties such as Cayman Reef Resort generating approximately $125K in annual gross rental income.

The firm's commercial platform consists of a property search and listings portal integrated with the CIREBA Multiple Listing Service, supplemented by Matterport-powered 3D virtual tours and Brightcove-hosted video tours for remote viewing. Beyond the transaction platform, the company operates an owned media footprint including the '80 Degrees Today' lifestyle blog and the most-watched YouTube real estate channel in the Cayman Islands (approximately 4.2 million cumulative views and 11,600 subscribers), plus a 6,760-follower Instagram account under the handle @caymanislandsrealestate. Distribution leverages the parent Sotheby's International Realty network of 26,000 sales associates across 1,075+ offices in 81+ countries, with cross-border exposure through placements in James Edition, Mansion Global, Architectural Digest, the New York Times, Financial Times, and the Wall Street Journal.

The revenue model is transaction-fee driven, with commissions on luxury residential sales and rentals split between listing and selling agents and the brokerage taking a portion, consistent with Caribbean luxury real estate norms. Customer segments are primarily international high-net-worth individuals (from the US, Canada, the UK, and Europe), real estate investors seeking income-producing assets, and relocating families and expatriates. The firm does not disclose financials, hold any external private equity or institutional investment, and has no subsidiaries, M&A activity, or funding rounds on record.

Name

Cayman Islands Sotheby's International Realty

Legal name

Cayman Islands Sotheby's International Realty

Website

https://sothebysrealty.ky

Company type

Private

Founded year

1998

Operating status

Operating

Headcount range

11–50 employees

Short description

Cayman Islands Sotheby's International Realty is a privately-held, franchisee-operated luxury real estate brokerage in Grand Cayman, Cayman Islands, employing 15+ sales professionals under CEO Sheena Conolly to serve high-net-worth international buyers, sellers, investors, and relocating expatriates across the Cayman Islands luxury market.

Ownership category

akta.pro rank

Product category

Luxury Real Estate Brokerage

NAICS

Offices of Real Estate Agents and Brokers (53121), Offices of Real Estate Agents and Brokers (5312), Offices of Real Estate Agents and Brokers (531210)

SIC

Real Estate Agents & Managers (For Others) (6531), Real Estate (6500)

akta.pro primary industry

Luxury & High-End Residential Brokerage (BPAJAAAC)

akta.pro secondary industry

Commercial Real Estate Brokerage (Leasing & Sales) (FSAEAJAB)

Keywords

• Luxury real estate brokerage
• Residential property sales
• Property rental services
• Relocation real estate services
• Caribbean luxury homes

Headquarters

HQ city

Grand Cayman

HQ country

Cayman Islands

Offices2 records

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Marketing or Sales, Operations, Technology or R&D, Others

Revenue model

1. Real Estate Sales Commission: Traditional real estate commission on property sales, typically representing both buyers and sellers in transactions. Individual agents including Christina Moxam have generated over $100 million in sales revenues.
2. Rental Property Services: Property management and rental services for investment properties, including short-term vacation rentals. Cayman Reef Resort generates approximately $125K gross income per year.

Pricing tiers

Go-to-market motion1 record

Distribution channels3 records

Marketing channels7 records

Core offering

Cayman Islands Sotheby's International Realty is a luxury residential real estate brokerage that represents buyers, sellers, and landlords/tenants of premium properties across Grand Cayman, Cayman Brac, and Little Cayman. It operates as a franchise of Sotheby's International Realty, providing property search, marketing, transaction representation, rental services, and access to a global referral network. The brokerage specializes in beachfront estates, condominiums, waterfront homes, vacation properties, and investment real estate.

Product overview

Cayman Islands Sotheby's International Realty operates as a luxury real estate brokerage offering a comprehensive platform for property buying, selling, and renting in the Cayman Islands. The core offering consists of the Property Search & Listings Platform integrated with CIREBA/MLS, supported by buyer and seller services, rental assistance, and global referral network access through the Sotheby's International Realty brand. Technology features include 3D Property Tours (Matterport) and Video Property Tours (Brightcove) for remote property viewing. The company also maintains a lifestyle content platform through its blog '80 Degrees Today' and leverages YouTube for property marketing.

Differentiator

Problem solved

Functional benefit

Products and services

• Property Search & Listings Platform Online property search platform allowing users to browse and filter residential and commercial listings across the Cayman Islands, including exclusive, LDX, waterfront, beachfront, open house, and land listings.
• Buyer Representation Services
• Seller Representation Services
• Rental Services
• Global Referral Network

Named customers1 record

Segments3 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature3 records

Partnerships

Five partnerships are on record, tiered core and minor.

• Sotheby's International RealtycoreChannel Partner/ Reseller/ DistributorParent brand providing global franchise network, brand licensing, international marketing platforms, and referral system connecting to 26,000 sales associates across 1,075+ offices in 81+ countries.
• CIREBA (Cayman Islands Real Estate Brokers Association)coreChannel Partner/ Reseller/ DistributorMember of the Cayman Islands Real Estate Brokers Association MLS system, providing access to comprehensive property listings and inter-broker referrals within the Cayman market.
• Sotheby's Auction HouseminorGTM or Marketing PartnerAffiliated with Sotheby's auction house for luxury asset services and potential property auctions.
• James EditionminorGTM or Marketing PartnerLuxury lifestyle platform partnership for premium property listings exposure.
• Mansion GlobalminorGTM or Marketing PartnerReal estate media partnership with The Wall Street Journal's luxury property platform.

Scale indicators6 records

Recent moves6 records

Expansion highlights5 records

Others

• James Edition: Luxury property listing platform and media partner of the firm. Comparable as an ecosystem participant — surfaces high-end properties to global HNW audiences but does not act as a brokerage itself.
• Mansion Global: WSJ-affiliated luxury property media platform that lists and markets high-end real estate. Comparable as a marketing/distribution partner reaching international HNW buyers.

Direct peers

• Engel & Völkers Caribbean: International luxury brokerage franchise with Caribbean presence serving HNW residential buyers. Comparable in franchise-led luxury model, premium commission structure, and resort-market focus.
• Coldwell Banker Cayman Islands: Direct competitor in the Cayman Islands luxury residential brokerage market. Comparable local market focus, MLS participation, and HNW buyer base.
• RE/MAX Cayman Islands: Competing international franchise with local Cayman presence. Comparable in franchise-led brokerage model and residential transaction focus, though typically less luxury-skewed.
• Bermuda Sotheby's International Realty: Sister Sotheby's franchise serving another small-island luxury market. Comparable in scale, premium positioning, and reliance on international HNW buyers for high-end residential transactions.
• Christie's International Real Estate Caribbean: Competing global luxury real estate brand with established Caribbean affiliate network. Comparable brand-led approach, HNWI targeting, and high-ticket transaction model.
• Bahamas Sotheby's International Realty: Direct sister franchise operating under the same Sotheby's International Realty brand in another Caribbean luxury market. Highly comparable in business model, customer base (HNWI), and listing economics.

Emerging players

• One Caribbean Estates: Regional luxury Caribbean real estate platform with multi-island coverage. Comparable in luxury HNWI Caribbean residential focus, with a more digital-native operating model.

Broad incumbents

• Knight Frank Caribbean: Global real estate advisory with significant Caribbean presence offering residential brokerage and broader investment advisory. Comparable in luxury HNWI residential transactions; broader portfolio reduces direct overlap.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat4 records

Key risks5 records

Key highlights6 records

Customer concentration

• YouTubeyoutube.com/c/CaymanSothebysRealty
• Facebookfacebook.com/caymanislandsrealestate
• Instagraminstagram.com/caymanislandsrealestate
• LinkedInlinkedin.com/company/cayman-islands-sotheby's-int'l-realty

Revenue estimate

Valuation estimate

Number of profiles

Profiles15 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Cayman Islands Sotheby's International Realty