Orlando & Kissimmee · 28.33° N
Windsor at Westside
Lazy river luxury on the corridor’s west side
Living in Windsor at Westside
Windsor at Westside carries the Windsor brand’s amenity playbook — a huge zero-entry pool, lazy river, tiki bar, and sports courts — into a newer gated community of spacious pool villas minutes from ChampionsGate and the Disney parks.
Why buyers choose it
- Zero-entry resort pool & lazy river
- Six- to nine-bedroom entertainment villas
- Gated, short-term rental zoned
- Minutes to ChampionsGate & Disney
Live inventory
On the market in Windsor at Westside

$430,000
5 bd4.5 ba2,263 sqft
8907 Sydney Avenue
Windsor At Westside Ph 3 · Kissimmee, FL 34747

$655,000
8 bd6 ba4,041 sqft
1610 Lima Avenue
Windsor At Westside Ph 2b · Kissimmee, FL 34747

$695,000
8 bd6 ba4,041 sqft
2137 Malta Terrace
Windsor At Westside Ph1 · Kissimmee, FL 34747

$495,000
5 bd4.5 ba2,263 sqft
2417 Dubai Street
Windsor At Westside Ph 3 · Kissimmee, FL 34747

$415,000
5 bd4.5 ba2,263 sqft
9025 Rhodes Street
Windsor At Westside Ph 1 · Kissimmee, FL 34747

$525,000
5 bd4 ba2,492 sqft
2440 Tangier Drive
Windsor At Westside · Kissimmee, FL 34747

$680,000
8 bd6 ba4,041 sqft
8812 Macapa Drive
Windsor At Westside · Kissimmee, FL 34747

$549,990
5 bd4 ba2,492 sqft
1917 Nice Court
Windsor At Westside Ph 2a · Kissimmee, FL 34747

$515,000
5 bd4 ba2,492 sqft
8904 Prague Way
Windsor At Westside · Kissimmee, FL 34747

$450,000
5 bd4.5 ba2,265 sqft
2070 Rome Drive
Windsor At Westside Ph 1 · Kissimmee, FL 34747

$409,900
4 bd3.5 ba2,102 sqft
8899 Geneve Ct
Windsor At Westside · Kissimmee, FL 34747

$519,900
6 bd4.5 ba3,142 sqft
1888 Gobi Drive
Windsor At Westside Ph 2a · Kissimmee, FL 34747