Transforming Homes,
Creating Wealth, &
Designing Luxury Experiences
Based in Toronto, Summit Sky Properties specializes in identifying prime real estate opportunities and crafting stunning interior designs that elevate every space.
From real estate investing to exquisite interior design, we deliver profitable, beautiful, & unforgettable spaces.
SUMMIT SKY
SUMMIT SKY
leverage our experience
expertise & insight to help investors navigate hurdles in the real estate market, including:
Close Market Knowledge Gaps: Our expert analysis and insights illuminate market trends, ensuring you make informed decisions without the guesswork.
Time Management: We manage the day-to-day operations of your investments, from property maintenance to tenant interactions, freeing you to focus on what matters most.
Access to Opportunities: With our extensive network and market research, we uncover investment opportunities that might otherwise be out of reach, securing deals that maximize your returns.
Risk Mitigation: We strategize to minimize your exposure to market fluctuations and tenant issues, offering peace of mind through comprehensive risk management.
OUR SERVICES
OUR LATEST FLIP
Summit Sky Properties expertly transformed a dated 1950’s 1.5-story single-family home into a breathtaking & legal duplex.
The renovation featured complete upgrades to the electrical, plumbing, & HVAC systems, including a new water main & custom ductwork.
We opened up the layout to create a bright, modern, and functional living space. Every detail was meticulously curated, from the carefully chosen finishes to the final in-house staging.
The result: two beautifully reimagined spaces ready for new tenants to call home.
Our Luxury SHORT & MID-TERM RENTALS
Hassle-Free Process: From sourcing and acquiring the property to design, renovation, and full-service management, we handle every step so you can enjoy a seamless, stress-free investment.
Luxury Short & Mid-Term Rentals: We focus on creating high-end rental experiences that attract quality guests and generate strong returns, while also elevating the long-term value of your property.
Maximize Investment Potential
We find prime properties and transform them into luxury short and mid-term rentals that attract high-quality guests & deliver strong, consistent returns.
elevated home staging
Home staging isn’t just about making a house look nice; it’s about making it unforgettable. At Summit Sky Properties, we specialize in luxury home staging that transforms properties into exquisite, market-ready homes.
With our expertise in both real estate and interior design, we craft spaces that are not only inviting but also aspirational, ensuring your property stands out in a competitive market.
Whether you’re selling a luxury estate, a newly renovated home, or an investment property, our staging enhances perceived value, maximizes selling potential, and helps buyers instantly connect with the space.
By creating an aspirational yet welcoming atmosphere, we make sure your property captures attention and creates lasting impressions.
Elevating interior designs
Rapid Turnaround: Time is of the essence in real estate. We offer quick and efficient staging services, from consultation to completion, so your property can hit the market without delay.
Increased Sale Value: Our goal is not just to make your home visually appealing, but to elevate its perceived worth, increasing your chances of meeting and even surpassing your listing price.
Maximize Investment Returns
Modern elegance meets timeless sophistication with sleek finishes, curated furnishings, and a refined palette designed to attract discerning buyers.
property investments
We actively seek strategic partnerships for high-potential investment opportunities in the real estate sector, including multifamily properties and short- to mid-term luxury rental assets.
We work in the United States and internationally, offering the potential for significant returns in both established and emerging markets.
We are committed to collaborating with like-minded investors to identify & capitalize on opportunities that drive value, enhance portfolio growth, & deliver exceptional results.
Partner with summit sky
Risk Mitigation Strategies: We help minimize potential risks by focusing on properties with strong growth potential and solid long-term returns.
Maximized Returns: Our strategies are designed to optimize your investment, helping you achieve both short-term gains and long-term wealth.
Long-Term Financial Success
Tailored strategies, expert guidance, and exclusive opportunities to build a profitable, diversified real estate portfolio.
KIND WORDS
KIND WORDS
Jayn is an exceptional partner
I have had the pleasure of working with Jayn as her lender in our ongoing business project, and I can confidently say that she is an exceptional partner. Her communication is outstanding—she consistently keeps me updated on every aspect of our project, ensuring transparency and trust throughout the process.
Jayn has also demonstrated impeccable financial responsibility. She has never been late on a single payment and always honors her commitments on time. Her reliability and professionalism have made our collaboration smooth and successful.
I have only positive feedback about Jayn and highly recommend her to anyone considering working with her in a business capacity.
Cyvone & Steven, Private Lenders
Working with Jayn has been a pleasure
Working with Jayn has been a pleasure. She has great taste in design. Everybody who walked through her project has had nothing but positive feedback on the finishes and design.
Danish Abassi, Realtor at EXP Realty
Jayn ensures quality in every aspect
Working with Jayn Simpson has been a smooth experience. Their professionalism and clear vision make each project efficient and enjoyable. They consistently bring a keen eye for design, transforming spaces into something unique that balances functionality and style. Their ability to keep projects organized, on schedule, and on budget is invaluable for any renovation or flip.
Jayn ensures quality in every aspect, from selecting materials to finishing details, always maintaining high standards. They focus on the end-user experience, ensuring the finished space aligns well with the target buyer or renter. They communicate effectively, providing clarity on timelines and expectations, making the collaboration feel like a partnership.
Omar Muhammad, CEO, HMH Construction, Inc.
Jayn is a wonderful partner to work with
Jayn is a wonderful partner to work with. She consistently provides prompt updates on project progress, keeping everything clear and on track. Her reliability and communication make collaboration smooth and efficient.
Justin Nguyen, Owner, Call It Home Investments

how we’re different
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At Summit Sky Properties, our dynamic team possess years of experience in real estate investing, project management, and staging and design. We have an in-depth understanding of our markets, leveraging our knowledge to pinpoint high-potential properties and consistently deliver outstanding results for both our clients and partners.
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Summit Sky Properties creates successful property transactions and value-enhancing transformations as we endeavor to consistently exceed expectations. We focus on strategic investments that generate solid returns, ensuring that every project we take on is a step toward long-term success.
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No two properties are the same, which is why we offer customized solutions for each project. From personalized staging to investment opportunities that align with your goals, Summit Sky Properties provides flexible services designed to meet your unique needs and maximize your real estate potential.
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We’re committed to the highest standards of quality in everything we do. Whether it’s in the acquisition of a rental property, a flawless staging setup, or delivering a profitable investment opportunity, excellence is the foundation of our approach. We aim for perfection in every detail, ensuring that our clients and partners always receive the results beyond their expectations.
MEET JAYN sIMPSON
With 25 years of experience in the design industry and a strong background in fashion, Jayn launched her clothing line in 2003, which was featured in high-end boutiques across Canada and the U.S. Midwest. She also owned a couture bridal boutique in Toronto’s upscale Yorkville district and showcased her collections at both Toronto and L'Oréal Fashion Weeks.
For more than a decade, Jayn led corporate interior design projects in cities like New York, Boston, Chicago, and Miami as a business development executive for a renowned design and fabrication firm.
Jayn’s true passion lies in real estate investing and design. She specializes in flipping houses, staging properties, and exploring opportunities in multifamily developments across the U.S. and luxury destination vacation rental properties.
Her extensive expertise in design, business, and project management empowers her to craft high-value, beautifully curated spaces while creating profitable opportunities for her esteemed partners.