Luxury listings for rent in Winter Park

2228 Winter Woods Blvd Blvd, Winter Park, FL

88,268 sf

Listing Courtesy of RS EQUITY SERVICE LLC, RADHA RAMBILAS - 347-557-4113

$158,700

1740 STATE ROAD 436, Winter Park, FL

15,042 sf

Listing Courtesy of THE OUTLIER GROUP, JOYCE TEIXEIRA - 813-312-4231

Interior, Living room, Wood Texture Flooring

Interior, Living room, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Wood Texture Flooring

Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Fireplace, Home Office, Interior, Recessed Lighting

Home Office, Interior, Recessed Lighting

$56,028

1095 W MORSE Blvd 101, Winter Park, FL

5,282 sf

Listing Courtesy of DEBORAH E GARSON PA, DEBORAH GARSON - 407-361-3475

$29,943

2250 LEE Rd 206, Winter Park, FL

17,600 sf

Listing Courtesy of INNOVATIVE REALTY, LLC, JUSTIN RECCA - 407-772-5555

Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Home Office, Interior, Wood Texture Flooring

Interior, Kitchen, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Living room, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Interior, Recessed Lighting, Wood Texture Flooring

Interior, Recessed Lighting, Wooden Beams, Wooden Ceilings, Wood Texture Flooring

Bathroom, Free Standing Baths, Glass Shower, Interior, Recessed Lighting, Wood Texture Flooring

Bedroom, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Recessed Lighting, Walk-in Closets, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Wooden Ceilings, Wood Texture Flooring

Empty room, Interior, Wood Texture Flooring

Empty room, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Wood Texture Flooring

Interior, Walk-in Closets, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Glass Shower, Interior, Wood Texture Flooring

Fireplace, Interior, Living room, Recessed Lighting, Wood Texture Flooring

$19,000

1742 TEMPLE Dr, Winter Park, FL

4 br5 BA3,658 sf

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, NATHALIE BATES - 407-509-6820

Attached, Backyard, Exterior, Facade, Modern

Backyard, Exterior, Facade, Spanish Mediterranean

Dining room, Interior, Living room, Marble Walls, Pendant Lights

Interior, Kitchen, Marble Walls, Pendant Lights

Dining room, Interior, Kitchen, Marble Walls, Pendant Lights

Interior, Kitchen, Pendant Lights, Piano

Bedroom, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Pendant Lights, Recessed Lighting

Bedroom, Interior, Pendant Lights, Wood Texture Flooring

Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Recessed Lighting

Bathroom, Glass Shower, Interior, Marble Walls

Bedroom, Interior, Wood Texture Flooring

Exterior, Living room, Pool, Recessed Lighting

Interior, Kitchen, Marble Walls, Recessed Lighting, Wooden Ceilings

$19,000

5 br5 BA, 1 HALF BA5,164 sf

1221 RICHMOND Rd, Winter Park, FL

Listing Courtesy of LA ROSA REALTY LLC, CHRISTOPHER SALHAB - 716-725-3311

Attached, Exterior, Facade, French Provincial

Backyard, Exterior, Facade, French Provincial

Attached, Backyard, Exterior, Facade, Queen Anne Victorian

Glass Ceilings, Interior, Pool, Sun Room

Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Dining room, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Stainless Steel Appliances

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Chandelier, Dining room, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Marble Walls, Recessed Lighting

Bathroom, Dual Sink Vanities, Free Standing Baths, Glass Shower, Interior, Marble, Marble Walls, Recessed Lighting

Bathroom, Free Standing Baths, Interior, Marble, Marble Walls, Pendant Lights

Bathroom, Glass Shower, Interior, Marble, Marble Walls, Recessed Lighting

Bathroom, Free Standing Baths, Interior, Marble, Marble Walls

Bathroom, Bedroom, Glass Shower, Interior, Marble Walls, Recessed Lighting, Wood Texture Flooring

Bathroom, Bedroom, Dual Sink Vanities, Glass Shower, Interior, Marble, Marble Walls, Recessed Lighting, Wood Texture Flooring

Bedroom, Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Interior, Marble, Marble Walls, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Interior, Marble, Marble Walls

Interior, Living room, Marble, Pendant Lights, Recessed Lighting

Dining room, Interior, Living room, Marble, Pendant Lights, Recessed Lighting

Dining room, Interior, Kitchen, Living room, Marble, Pendant Lights, Recessed Lighting

Interior, Living room, Marble, Recessed Lighting

Dining room, Interior, Kitchen, Marble, Pendant Lights, Recessed Lighting

Interior, Kitchen, Marble, Pendant Lights, Recessed Lighting

Empty room, Interior, Marble, Recessed Lighting

Bathroom, Glass Shower, Interior, Recessed Lighting

Bedroom, Interior, Marble, Recessed Lighting

Billiard Table, Game Room, Interior, Marble, Pendant Lights, Recessed Lighting

$16,550

1860 VIA CONTESSA, Winter Park, FL

8 br6 BA7,000 sf

Listing Courtesy of SIERRA REALTY GROUP LLC, SYLVESTER HARDING - 407-557-3119

Interior, Kitchen, Wood Texture Flooring

$15,588

1436 MINNESOTA Ave, Winter Park, FL

805 sf

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE, RUTH HARRIS - 407-443-6349

Attached, Backyard, Exterior, Facade, Ranch

Chandelier, Dining room, Fireplace, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Chandelier, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Interior, Wood Texture Flooring

Chandelier, Dining room, Fireplace, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting

Chandelier, Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Bedroom, Dual Sink Vanities, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Interior, Wood Texture Flooring

Interior, Marble, Recessed Lighting, Washer

$10,950

2220 VIA TUSCANY, Winter Park, FL

4 br3 BA2,918 sf

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, MICK NIGHT - 407-629-4446

Attached, Exterior, Facade, Mediterranean

Empty room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Chandelier, Empty room, Interior, Wood Texture Flooring

Interior, Kitchen, Marble, Recessed Lighting, Stainless Steel Appliances

Empty room, Interior, Marble, Pendant Lights, Recessed Lighting

Empty room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Bathroom, Interior, Marble Walls, Recessed Lighting

Empty room, Fireplace, Interior, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Interior, Recessed Lighting

Attached, Backyard, Exterior, Facade, Solar Panels, Mediterranean

$9,000

4 br3 BA, 1 HALF BA3,341 sf

1530 VIA TUSCANY, Winter Park, FL

Listing Courtesy of CORCORAN PREMIER REALTY, DAN HABER - 321-624-0966

Fireplace, Interior, Stone Walls, Wooden Ceilings

Fireplace, Interior, Living room, Recessed Lighting, Stone Walls

Fireplace, Interior, Living room, Recessed Lighting, Stone Walls, Wooden Walls

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Fireplace, Interior, Pendant Lights, Recessed Lighting, Stone Walls

Empty room, Interior, Pendant Lights, Recessed Lighting

Empty room, Interior, Water, Wooden Ceilings, Wooden Walls

Empty room, Interior, Sun Room, Wooden Ceilings, Wood Texture Flooring

$8,990

4 br3 BA, 1 HALF BA4,188 sf

2020 VENETIAN Way, Winter Park, FL

Listing Courtesy of PALMANO GROUP RE BROKERAGE LLC, NADIA MOAYERI - 310-877-2839

Interior, Living room, Pendant Lights, Recessed Lighting

Bathroom, Empty room, Glass Shower, Interior, Recessed Lighting

Dining room, Interior, Pendant Lights, Recessed Lighting

Dining room, Interior, Kitchen, Pendant Lights

Chandelier, Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting

Interior, Kitchen, Pendant Lights, Recessed Lighting

Interior, Pendant Lights, Wood Texture Flooring

Bathroom, Empty room, Interior, Wood Texture Flooring

Bathroom, Empty room, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Living room, Wood Texture Flooring

$8,900

1442 PALM Ave, Winter Park, FL

4 br5 BA3,611 sf

Listing Courtesy of RE/MAX ASSURED, BIANCA BOTELHO, PA - 407-709-4975

Interior, Living room, Recessed Lighting, Water, Wood Texture Flooring

Chandelier, Dining room, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Recessed Lighting

Dining room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Fireplace, Interior, Living room, Recessed Lighting

Interior, Kitchen, Living room, Recessed Lighting

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Tile Countertops

Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Dining room, Fireplace, Interior, Kitchen, Living room, Recessed Lighting, Stainless Steel Appliances

Fireplace, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Bathroom, Dual Sink Vanities, Glass Shower, Interior, Recessed Lighting

Glass Ceilings, Interior, Pool, Recessed Lighting, Sun Room

$8,500

4 br3 BA, 2 HALF BA3,478 sf

1350 LYNDALE Blvd, Winter Park, FL

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES, JACKIE O'LEARY - 407-718-0887

Fireplace, Interior, Living room, Pendant Lights, Wood Texture Flooring

Fireplace, Interior, Kitchen, Living room, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Dining room, Interior, Pendant Lights, Wood Texture Flooring

Dining room, Fireplace, Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

$8,500

300 KILLARNEY Dr, Winter Park, FL

4 br3 BA2,476 sf

Listing Courtesy of KELLY PRICE & COMPANY LLC, KELLY PRICE - 407-645-4321

Dining room, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting

Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances

Interior, Kitchen, Marble Walls, Pendant Lights, Recessed Lighting, Stainless Steel Appliances

Fireplace, Interior, Living room, Recessed Lighting, Wooden Beams

$7,000

1400 S PENNSYLVANIA Ave, Winter Park, FL

4 br3 BA2,310 sf

Listing Courtesy of JACK KELLER INC, JOHN KELLER - 727-586-1497

Chandelier, Empty room, Interior, Recessed Lighting

Chandelier, Empty room, Interior, Recessed Lighting, Wood Texture Flooring

Chandelier, Empty room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Chandelier, Empty room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Empty room, Interior, Recessed Lighting, Walk-in Closets, Wood Texture Flooring

$7,000

4 br3 BA, 2 HALF BA3,302 sf

519 PARK NORTH Ct, Winter Park, FL

Listing Courtesy of KELLY PRICE & COMPANY LLC, KELLY PRICE - 407-645-4321

lease signed

$5,400

1309 BRIDGEPORT Dr, Winter Park, FL

4 br3 BA2,582 sf

Listing Courtesy of CHARLES RUTENBERG REALTY ORLANDO, MANUEL MULET - 407-718-6970

Backyard, Exterior, Facade, Queen Anne Victorian

Chandelier, Empty room, Interior, Pendant Lights, Wood Texture Flooring

Empty room, Fireplace, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

$4,950