Silliman Homes CitySide
Silliman Homes CitySide is a privately held Orlando-based luxury custom home builder that constructs new semi-custom and custom homes ($600K–$1.5M) in Central Florida's established, previously built-out neighborhoods such as Winter Park, Maitland, Windermere, College Park, and Dr. Phillips, serving high-net-worth professionals, downsizing baby boomers, and young professionals.
- Company typePrivate
- Founded1983
- HeadquartersFlushing, United States
- Headcount11–50
- GTM typeB2C
- OfferingServices
What Silliman Homes CitySide does
Silliman Homes CitySide is a privately held luxury custom and semi-custom home builder operating as a focused division of Silliman Homes, headquartered in Orlando, Florida. Founded by Bill Silliman in the early 1980s and formalized as the CitySide division in 2013 alongside partner Jeff Schnellmann, the company specializes in building new homes in Central Florida's mature, previously built-out neighborhoods — including Winter Park, Maitland, Windermere, College Park, Dr. Phillips, and downtown Orlando — by acquiring overlooked homesites and demolishing older properties to enable new construction in prestigious zip codes where no other builders operate. Home prices range from $600,000 to approximately $1.5 million, with floor plans adaptable to lot sizes from 50-foot lots to estate-size lots, and premium options including Wolf ranges, Sub-Zero refrigerators, and Niles sound systems.
The company's core products include the CitySide home line, the Silliman Dream Planner (a proprietary web-based configurator launched in 2014 that lets buyers select plans, neighborhoods, and calculate monthly payments), an extensive catalog of home plans hosted at sillimanhomeplans.com, and a 2,600 sq ft design studio on North Orange Avenue in downtown Orlando. Construction technology emphasizes state-of-the-art building and energy codes designed to deliver modern efficiency that older homes in the same neighborhoods cannot match.
Silliman CitySide generates revenue through one-time home sales, with approximately $5 million banked in the first 12 months of CitySide operations and 15 homes under construction at that time. The model is asset-intensive, requiring roughly $10 million in land acquisition to underwrite the build pipeline. Customers are high-net-worth professionals (physicians, dentists, CPAs, lawyers, business owners) seeking new construction in prestigious established neighborhoods, with a discount Professional Loan Program (90% LTV up to $1M) offered through four approved lender partners. The go-to-market motion is enterprise-field sales via dedicated luxury home consultants, supported by the Dream Planner online tool, a Windermere model home, and the Orlando design center.
Silliman Homes CitySide firmographics
Firmographics- Name
- Silliman Homes CitySide
- Legal name
- Silliman Homes CitySide
- Website
- https://sillimanhomes.com
- Company type
- Private
- Founded year
- 1983
- Operating status
- Operating
- Headcount range
- 11–50 employees
- Short description
- Silliman Homes CitySide is a privately held Orlando-based luxury custom home builder that constructs new semi-custom and custom homes ($600K–$1.5M) in Central Florida's established, previously built-out neighborhoods such as Winter Park, Maitland, Windermere, College Park, and Dr. Phillips, serving high-net-worth professionals, downsizing baby boomers, and young professionals.
- Ownership category
- akta.pro rank
Silliman Homes CitySide industry classification
Industry- Product category
- Luxury Custom Home Building
- NAICS
- New Single-Family Housing Construction (except For-Sale Builders) (236115), New Housing For-Sale Builders (236117)
- SIC
- General Bldg Contractors - Residential Bldgs (1520)
- akta.pro primary industry
- Custom Home Building (IMAFABAC)
Keywords
Where Silliman Homes CitySide is headquartered
LocationHeadquarters
- HQ city
- Flushing
- HQ country
- United States
- HQ region
- North America
Offices1 record
Markets served
Silliman Homes CitySide business model
Business model- GTM type
- B2C
- Offering type
- Services
- Cost components
- Supply Chain, Personnel, Operations, Marketing or Sales, Technology or R&D, Infrastructure
Revenue model
- Custom and Semi-Custom Home Sales: One-time sales of luxury custom and semi-custom homes in Central Florida's established neighborhoods. Home prices range from $600,000 to approximately $1.5 million. The company builds on their own acquired lots as well as customer-owned lots, offering extensive customization options including floor plans, gourmet kitchens, flooring, pool areas, home entertainment, security, plumbing fixtures, interior appointments, and energy options.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| One time/ perpetual license | Pay-as-you-go | Entry-level luxury homes |
| One time/ perpetual license | Pay-as-you-go | Premium luxury homes |
Go-to-market motion1 record
Distribution channels3 records
Marketing channels6 records
Silliman Homes CitySide product offering
Product offeringCore offering
Silliman Homes CitySide designs and builds luxury custom and semi-custom homes in Central Florida's established, previously built-out neighborhoods such as Winter Park, Maitland, Windermere, College Park, and Dr. Phillips. The company finds overlooked homesites and older homes ready for demolition, then constructs brand-new homes built to modern building and energy codes, with home prices ranging from $600,000 to approximately $1.5 million.
Product overview
Silliman CitySide is a luxury custom home builder operating as a division of Silliman Homes, specializing exclusively in constructing new homes in Central Florida's mature, built-out neighborhoods. The company's core offering is its Silliman CitySide brand of semi-custom homes, which come in a variety of floor plans designed to fit lot sizes ranging from 50-foot lots typical of older neighborhoods to estate-sized lots. The product portfolio includes the Silliman Dream Planner (a web-based technology tool for buyers to explore plans, locations, and calculate payments), the Silliman CitySide Design Center (a physical studio for finish selections), and an extensive collection of home plans available through a separate website. Home prices range from $600,000 to $1.5 million. The company builds in prestigious locations including Winter Park, Maitland, Windermere, College Park, and Dr. Phillips (Bay Hill), and offers options for both build-on-your-lot and inventory homes already under construction.
Differentiator
Problem solved
Functional benefit
Products and services
- Silliman CitySide Custom Homes Luxury custom and semi-custom homes built in Central Florida's established, previously built-out neighborhoods for individual homebuyers, with prices ranging from $600,000 to approximately $1.5 million.
- Silliman Dream Planner A web-based planning tool that allows prospective home buyers to select a home plan and neighborhood location, calculate monthly mortgage payments based on down payment, and generate a preliminary worksheet with final home price and monthly P&I.
- Silliman CitySide Design Center A 2,600 square-foot design studio located on North Orange Avenue in downtown Orlando where buyers can view and select finishes, fixtures, and appointment packages for their custom homes.
Quantifiable outcome
- Central Florida's prime zip codes (Winter Park, Maitland, Windermere, College Park, Dr. Phillips) are brought back in play for new home construction
- +2 more outcomes
Companies that use Silliman Homes CitySide
Customer profileNamed customers6 records
Segments3 records
Ideal customer profiles3 records
Silliman Homes CitySide technology and API
TechnologyTechnology focussed No
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Feature1 record
Silliman Homes CitySide partnerships and signals
Strategic signalPartnerships
Four partnerships are on record, tiered minor and core.
- Florida Hospital for ChildrenminorCharitable recipient of 'House of Hugs' initiative proceeds. The home was built and sold at fair market value, with proceeds distributed among three local nonprofit organizations including Florida Hospital for Children which serves almost one in every two children that need care in the community.
- Boys & Girls Clubs of Central FloridaminorCharitable recipient of 'House of Hugs' initiative proceeds. One of three local nonprofit organizations to receive proceeds from the sale of the donated home.
- Greater Orlando Builders Association's FoundationminorCharitable recipient of 'House of Hugs' initiative proceeds. GOBA Foundation received proceeds from the sale of the donated custom home.
- Vergason Sojourner & McWaterscoreOrlando advertising agency providing marketing expertise for Silliman's companies. Partner Mark Vergason serves as marketing partner and advertising executive.
Scale indicators7 records
Recent moves7 records
Expansion highlights4 records
Silliman Homes CitySide competitors and assessment
Company assessmentBroad incumbents
- ICI Homes: Florida-focused homebuilder with significant Orlando-area operations offering semi-custom and luxury homes in desirable master-planned and infill locations. Comparable in product offering and Florida-centric footprint, though at much larger scale.
- David Weekley Homes: Large private national homebuilder with Florida operations including Orlando. Comparable as a custom-feel production builder serving similar professional buyer segments, though at substantially larger scale.
- Toll Brothers: National luxury homebuilder with active Florida operations including Orlando. Comparable as a luxury single-family builder targeting HNW buyers with extensive customization, though Toll operates at vastly greater scale and across many geographies rather than the niche infill approach.
- Zillow / New Construction Partners (e.g., Tri Pointe Homes): Tri Pointe Homes and similar tech-enabled or design-focused national builders represent the broader competitive set in luxury new construction; Tri Pointe operates Maracay and other brands in Florida competing for the same HNW professional buyers.
Regional players
- Park Square Homes: Regional homebuilder active in Central Florida offering luxury and move-up homes. Comparable in price band and Florida geography, though primarily a production builder with less customization than Silliman.
Direct peers
- Goehring & Morgan Custom Homes: Central Florida custom luxury homebuilder serving established neighborhoods. Comparable direct competitor with similar bespoke product positioning in the Orlando market.
- Phil Kean Design Group: Orlando-based luxury custom home builder and architect with strong design-driven brand. Most direct comparable in the Central Florida luxury custom niche, with overlapping customer base and similar price points and prestige positioning.
- Bella Custom Homes: Orlando-area luxury custom home builder specializing in upscale residences. Direct competitor for the same HNW buyers in the same Central Florida established neighborhoods.
- Hartwood Homes by LandResource: Central Florida luxury custom home builder serving Winter Garden, Windermere, and surrounding prestige neighborhoods. Comparable as a luxury semi-custom builder targeting HNW families in the same greater Orlando corridor.
- Derrick Builders: Long-established Central Florida custom home builder serving Orlando's upscale neighborhoods. Comparable custom/semi-custom luxury builder operating in the same metropolitan area with similar clientele.
Market position
Strengths4 records
Weaknesses4 records
Competitive moat4 records
Key risks5 records
Key highlights6 records
Customer concentration
Silliman Homes CitySide social profiles
Digital presenceSilliman Homes CitySide financial estimates
Financial estimateRevenue estimate
Valuation estimate
Silliman Homes CitySide leadership team
Management profileNumber of profiles
Profiles3 records
Silliman Homes CitySide funding detail
Funding detailFunding overview
Funding rounds
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Silliman Homes CitySide M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about Silliman Homes CitySide
What does Silliman Homes CitySide do?
Silliman Homes CitySide designs and builds luxury custom and semi-custom homes in Central Florida's established, previously built-out neighborhoods such as Winter Park, Maitland, Windermere, College Park, and Dr. Phillips. The company finds overlooked homesites and older homes ready for demolition, then constructs brand-new homes built to modern building and energy codes, with home prices ranging from $600,000 to approximately $1.5 million.
Is Silliman Homes CitySide a public or private company?
Silliman Homes CitySide is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was Silliman Homes CitySide founded?
Silliman Homes CitySide was founded in 1983. It employs 11 to 50 people.
Where is Silliman Homes CitySide based?
Silliman Homes CitySide is headquartered in Flushing, United States, in the North America region.
How does Silliman Homes CitySide make money?
One revenue line is on record: custom and Semi-Custom Home Sales.
Who are Silliman Homes CitySide's main competitors?
Broad incumbents on record are ICI Homes, David Weekley Homes, Toll Brothers and Zillow / New Construction Partners (e.g., Tri Pointe Homes). Park Square Homes is listed as a regional player. Direct peers are Goehring & Morgan Custom Homes, Phil Kean Design Group, Bella Custom Homes, Hartwood Homes by LandResource and Derrick Builders.
Does Silliman Homes CitySide have an API?
No public API is recorded for Silliman Homes CitySide.
What industry is Silliman Homes CitySide in?
Silliman Homes CitySide's product category is Luxury Custom Home Building. Its primary akta.pro industry code is IMAFABAC, Custom Home Building. Its NAICS code is 236115 and its SIC code is 1520.