Windermere

Ridgewater

A mid-size gated Windermere community with resort amenities.

Live the MaxLife.

$1.1M

Median Price

$750K$1.6M

260

Homes

$200–$325

Monthly HOA

2000

Established

Windermere Elementary

School Zone

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Background

A brief history

Ridgewater was developed starting in 2000 on a large parcel on the west side of Windermere, part of the wave of gated mid-price family communities that filled in behind Keene's Pointe's success. The developer released roughly 260 lots and delivered homes through regional production builders, with build-out running from 2000 through 2008. Most homes were delivered in traditional and Mediterranean-lean production plans — brick and stucco exteriors, hip-roof profiles, two-car garages. A wave of kitchen and bath renovations has moved through the community since 2016 as original buyers sized up, moved out of state, or retired.

The feel

What it's like to live here

Ridgewater sits in the mid-price tier of Windermere gated communities — below Keene's Pointe and Tildens Grove on price, above older non-gated neighborhoods like Hollister on amenity and security. The community has a resort amenity center (pool, tennis courts, fitness room, clubhouse) that gets real daily use, and an active community event calendar. Streets are wide with sidewalks on both sides, which makes the interior walkable. Lots run 0.15 to 0.3 acre. Architecture is production traditional with a Mediterranean lean — visually cohesive rather than varied. The resident base skews family-heavy, drawn by Windermere school zoning at a more attainable price point.

The details

What to expect

Architecture & Lots

Production traditional with a Mediterranean lean — brick and stucco, hip-roof profiles, two-car garages. Main homes 2,600–4,200 square feet, 3–5 bedrooms. Lots 0.15 to 0.3 acre. Built 2000–2008.

Lifestyle & Amenities

Staffed gate during peak hours (keypad after), resort amenity center with pool, tennis courts, fitness room, clubhouse, and event lawn. Sidewalks on both sides of every street. Active community event calendar (holiday gatherings, food trucks, fitness classes).

HOA Rules & Fees

Monthly dues $200–$325 including amenity center, gate, and common-area maintenance. Moderate architectural review for major exterior changes. Short-term rentals prohibited; 6-month minimum lease.

Schools

Zoned for Windermere Elementary, Bridgewater Middle (STEM magnet), and Olympia High.

Access & Commute

Six minutes to Windermere downtown, 10 minutes to the 429, 15 minutes to Disney, 20 minutes to Restaurant Row, 30 minutes to MCO.

Community

Amenities

  • Staffed gated entrance (peak hours)
  • Resort amenity center: pool, tennis, fitness, clubhouse
  • Sidewalks on both sides of every street
  • Active community event calendar
  • Mid-price entry into Windermere gated inventory

Know Before You Buy

HOA rules worth knowing

  • Monthly HOA $200–$325 (includes amenity center)
  • Short-term rentals prohibited; 6-month minimum lease
  • Major exterior changes require architectural review

Education

School assignments

  • Windermere Elementary
  • Bridgewater Middle (STEM magnet)
  • Olympia High School

School zone assignments change. Verify with Orange County Public Schools before purchase.

Market Commentary

What the market is doing

Current median trades in the $1.0M–$1.15M band. Smaller 3–4 bedroom plans move $750K–$950K. Larger 5-bedroom estate plans with renovations trade $1.2M–$1.6M. Price-per-square-foot runs $260 for dated originals to $315 for renovated. Renovation status and lot position are the primary value drivers. Days-on-market has averaged 30–45 days.

— Ryan Solberg, Broker · MaxLife Realty · License #BK3354351

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 6, 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA