Residential Architecture · Winter Park
Interior Designer in Winter Park, FL
Park Avenue and Chain of Lakes homeowners trust us with their most important investment. We design custom homes in Winter Park that are built to last, built to budget, and built around how you live.
About Winter Park
Winter Park is a Luxury residential market in Orange County, Florida. Homeowners here build with intention — brick streets, a live-oak canopy, and lakefront estates. Custom architecture in Winter Park requires expertise in Park Avenue's permit processes and a design sensibility that suits the local character. We've worked in markets like this and we know what exceptional residential architecture means here.
Services
Residential Architecture in Winter Park
Custom New Construction
Designing homes from the ground up — tailored to how you live, the site you own, and the budget you're working with.
Full Home Renovation
Transforming existing homes through architecture — structural changes, additions, and complete reconfiguration of space.
Additions & Expansions
Adding square footage that integrates seamlessly with the existing structure. Permitted, documented, and built to last.
Interior Architecture
The fixed elements that make an interior work — built-ins, millwork, ceiling design, material palettes that age well.
What Sets Us Apart
Why Aleskovsky
You work with the principal. Always.
At a lot of firms, the principal you meet at the pitch disappears once you sign — and you're handed to junior staff you never interviewed. Here, Nathan leads your project from first call to final walkthrough: he designs your home, walks your job site, and hands you the keys, with our full team behind him. You get the principal and the bench.
You'll walk through your home before it exists.
Photorealistic 3D walkthroughs — not sketches you have to squint at. You'll know exactly what you're building before a shovel touches the ground.
A ridiculous paper trail.
Every decision, selection, and conversation gets documented, from first sketch through final walkthrough. It sounds unglamorous. It's also why our projects have no 'I thought we agreed...' moments — and why our bids come in accurate.
Dates mean dates.
The schedule we give you is a promise, not an estimate. You'll always know where things stand and what happens next.
First call to first night.
Site selection, budgeting, design, permitting, construction, move-in — even relocation logistics if you're coming from out of state. We don't hand you off at any step, because there is no step we're not part of.
The truth, especially when it's inconvenient.
If the budget and the wishlist are fighting, you'll hear it from us early — with options — not from a contractor's change order later.
Designing a home in Winter Park?
Book a free 30-minute conversation — no pitch, no pressure.
Our Process
How It Works
Three phases. Zero surprises.
Discovery
We learn how you live.
Design
We build it in 3D before a shovel touches the ground.
Documentation
Thorough enough that contractors bid accurately the first time.
Client Words
From Our Residential Clients
"We had the opportunity to work with the amazing team at Aleskovsky for designing an outdoor living space. At our very first meeting, we knew this was the firm who would not only bring our dream to fruition, but bring added expertise to design something more than we could ever imagine! They listened (a very critical component), were professional, personable and super knowledgeable. While our project got put on-hold for personal reasons, we can't say enough about Aleskovsky Architecture and Interiors. If you are looking for a design-firm, look nowhere else! They have what it takes to make your dream a reality!"
Susan Hathcock
Custom Addition
"We live in a community where every home is the same, yet EVERYONE that walks into our home is in awe! "WOW…wow, is this the same house?" This unexpected reaction is a result of the customized renovations we made to this "cookie cutter" home in South Florida. From the exterior, no one would know we changed a thing and due to the HOA rules we cannot, but it has become our DREAM HOME! We never envisioned what could be done with the guidance of a talented architectural designer, but Nathan believed he could transform this home into our dream home, and he did just that! We are so pleased that we selected him and couldn't be more satisfied with the outcome!"
Debra Love
FAQ
Common Questions
Ready to design the home you've always imagined?
Every great project starts with a conversation. No pressure, no sales pitch — just two people talking about what's possible.
Book a Conversation