Join Our Team

Join the maine street property Management team.

At Maine Street Property Management we work hard to meet and exceed our clients’ goals and demands. Consider joining us today!

 

 Our Current Job Opportunities:

Leasing Specialist

Join Maine Street Property Management as a Leasing Specialist and help connect residents with quality homes. This role supports our Senior Property Manager, and focuses on property showings, leasing coordination, and tenant communication for our growing long-term rental portfolio.

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Vacation Rental Cleaner – Part Time – Seasonal

Maine Street Property Management is hiring seasonal vacation rental cleaners for summer 2025! We’re looking for detail-oriented individuals to clean luxury properties, with required Saturday shifts and optional weekday opportunities. Supplies, training, and growth opportunities are provided.

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Skye Ouellette

Owner / CEO

Skye is the CEO of Maine Street Property Management. She founded the company after leaving the corporate world, where she built a successful career as a consultant and project manager. Under her leadership, Maine Street has grown into a leading property management firm, known for its expertise and commitment to excellence.

Skye and her husband, Joe, are passionate about real estate, and experienced property investors, actively expanding their extensive portfolio of residential and commercial rental properties in the Wells area. From hands-on, sweat equity renovations in their investing early days to now having a full maintenance staff and overseeing multi-million dollar renovation projects, Skye and Joe have built a reputation as industry experts in real estate investment, property rehabilitation, and large-scale renovations. Skye has made it Maine Street’s mission to help real estate investors tap into this wealth of knowledge and continue building their portfolios with confidence.
 

As a licensed Real Estate Broker with Anne Erwin Sotheby’s International Realty in York, Skye is a real estate expert.  Her focus is 100% on running Maine Street, so she rarely is active in the sales world these days, however she strongly collaborates with her colleagues at Anne Erwin to provide comprehensive real estate services—from deal analysis and negotiation to purchase—seamlessly transitioning into full-service property management.

Outside of work, Skye enjoys spending time with her family and their dog, Charlie. She has a passion for flower gardening and loves taking in the beauty of Maine’s beaches.