Winter Park | Luxury Homes for Sale & Real Estate

Backyard, Exterior, Facade, Brick Facade, French Provincial

Chandelier, Dining room, Interior, Living room, Marble, Piano

Chandelier, Fireplace, Interior, Living room, Marble, Recessed Lighting

Dining room, Interior, Living room, Piano

Chandelier, Interior, Living room, Recessed Lighting

Chandelier, Dining room, Interior, Living room, Recessed Lighting

Chandelier, Interior, Living room, Marble

Interior, Living room, Recessed Lighting

Chandelier, Interior, Living room, Marble, Piano, Recessed Lighting

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

Chandelier, Dining room, Interior, Living room

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

Interior, Recessed Lighting, Wood Texture Flooring

Bedroom, Chandelier, Fireplace, Interior, Living room, Pendant Lights, Recessed Lighting

Fireplace, Interior, Kitchen, Living room, Marble Walls, Recessed Lighting, Wood Texture Flooring

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

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

Interior, Recessed Lighting, Walk-in Closets

Fitness Equipment, Interior, Recessed Lighting, Stone Walls

Chandelier, Dining room, Interior, Marble

Interior, Recessed Lighting, Wine Storage, Wood Texture Flooring

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

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

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

Chandelier, Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Recessed Lighting, Wood Texture Flooring

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

Bathroom, Glass Shower, Interior, Marble Walls

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

Bedroom, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Recessed Lighting, Stone Walls, Wooden Ceilings

Backyard, Exterior, Facade, Pool, Spanish Mediterranean

Exterior, Facade, Brick Facade, French Provincial

Exterior, Facade, Brick Facade, Mediterranean

Backyard, Exterior, Facade, Brick Facade, Spanish Mediterranean

Backyard, Exterior, Facade, Mediterranean

Attached, Exterior, Facade, Mediterranean

$12,500,000

570 Manor Rd, Maitland, Winter Park, FL

6 br7 BA, 3 HALF BA10,172 sf

Listing Courtesy of FORTUNE CHRISTIE'S INTERNATIONAL REAL ESTATE, MALGORZATA WALAS - 407-701-0144

Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Wine Storage, Wood Texture Flooring

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

Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

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

Chandelier, Interior, Living room, Recessed Lighting, Water

Chandelier, Fireplace, Interior, Living room, Water

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

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

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

Dining room, Interior, Kitchen, Pendant Lights

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

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

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

Chandelier, Dining room, Interior, Wood Texture Flooring

Chandelier, Dining room, Interior, Water

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

Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Interior, Recessed Lighting, Wood Texture Flooring

Fitness Equipment, Interior, Recessed Lighting

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

Bathroom, Chandelier, Dual Sink Vanities, Interior

Bathroom, Dual Sink Vanities, Glass Shower, Interior

Interior, Pendant Lights, Recessed Lighting

Home Office, Interior, Living room, Recessed Lighting

Bedroom, Home Office, Interior, Recessed Lighting

Bathroom, Bedroom, Home Office, Interior, Recessed Lighting

Bathroom, Glass Shower, Interior, Recessed Lighting

Interior, Living room, Recessed Lighting, Sun Room, Wooden Beams

Interior, Living room, Recessed Lighting, Wooden Beams

Exterior, Fireplace, Living room, Recessed Lighting, Water

Backyard, Exterior, Facade, Pool, French Provincial

$8,500,000

1112 PRESERVE POINT Dr, Winter Park, FL

5 br6 BA6,502 sf

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

price reduced

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

Interior, Kitchen, Marble, Pendant Lights, Stainless Steel Appliances

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

Dining room, Interior, Living room, Recessed Lighting

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

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

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

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

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

Bathroom, Dual Sink Vanities, Interior, Marble Walls

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

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

Bathroom, Interior, Kitchen, Pendant Lights, Recessed Lighting

Interior, Kitchen, Stainless Steel Appliances

Interior, Kitchen, Marble Walls, Recessed Lighting

Interior, Kitchen, Pendant Lights, Recessed Lighting, Water

Empty room, Interior, Recessed Lighting, Water

Bathroom, Free Standing Baths, Glass Shower, Interior, Recessed Lighting

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

Bathroom, Interior, Wood Texture Flooring

Bathroom, Empty room, Interior, Recessed Lighting

Bathroom, Glass Shower, Interior, Wood Texture Flooring

Interior, Pendant Lights, Wood Texture Flooring

Backyard, Exterior, Facade, Pool, Modern

Home Office, Interior, Recessed Lighting, Water

$6,600,000

2661 VIA TUSCANY, Winter Park, FL

4 br4 BA, 1 HALF BA4,636 sf

virtual tour

Listing Courtesy of PV LUXURY GROUP PA, PRESCILLA VAZQUEZ COSME - 407-861-0160

Interior, Wooden Beams, Wood Texture Flooring, Wooden Walls

Fireplace, Interior, Living room, Wooden Beams, Wood Texture Flooring

Fireplace, Interior, Living room, Wooden Beams, Wood Texture Flooring, Wooden Walls

Interior, Living room, Wooden Beams, Wood Texture Flooring

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

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

Interior, Kitchen, Living room, Recessed Lighting

Bedroom, Interior, Wood Texture Flooring

Fireplace, Interior, Living room, Wood Texture Flooring

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

Interior, Living room, Wood Texture Flooring

$6,500,000

887 GEORGIA Ave, Winter Park, FL

6 br5 BA, 1 HALF BA5,759 sf

virtual tour

Listing Courtesy of FANNIE HILLMAN & ASSOCIATES, KEVIN MCCLANAHAN - 407-491-8509

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

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

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

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

Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

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

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

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Interior, Recessed Lighting, Washer, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Marble, Recessed Lighting

Bedroom, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

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

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

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

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

Home Office, Interior, Wood Texture Flooring, Wooden Walls

$5,999,000

1240 HARDING St, Winter Park, FL

5 br5 BA, 1 HALF BA6,708 sf

virtual tour

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

Backyard, Exterior, Facade, French Provincial

Interior, Living room, Pendant Lights, Recessed Lighting, Wooden Beams, Wood Texture Flooring

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

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

Interior, Pendant Lights, Recessed Lighting, Wooden Beams, Wood Texture Flooring

Fireplace, Interior, Living room, Pendant Lights, Wooden Beams

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

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

Bathroom, Chandelier, Dual Sink Vanities, Free Standing Baths, Interior

Bathroom, Chandelier, Free Standing Baths, Interior, Marble Walls, Recessed Lighting

Bathroom, Chandelier, Free Standing Baths, Interior, Recessed Lighting

$5,950,000

1181 VIA CAPRI, Winter Park, FL

5 br5 BA, 1 HALF BA4,448 sf

Listing Courtesy of PHIL KEAN REAL ESTATE LLC, BRAD GROSBERG - 321-439-1494

price reduced

Attached, Backyard, Exterior, Facade, Modern

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

Interior, Kitchen, Pendant Lights, Piano, Stainless Steel Appliances

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

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

Exterior, Living room, Pool, Recessed Lighting

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

Bedroom, Interior, Pendant Lights, Wood Texture Flooring

Fitness Equipment, Interior, Wood Texture Flooring

Attached, Backyard, Exterior, Facade, Ranch

$5,575,000

1221 RICHMOND Rd, Winter Park, FL

5 br5 BA, 1 HALF BA5,164 sf

Listing Courtesy of KELLER WILLIAMS WINTER PARK, AUDRA WILKS - 407-252-8582

$5,549,000

698 N NEW YORK Ave, Winter Park, FL

5 br5 BA, 1 HALF BA5,096 sf

Listing Courtesy of CORCORAN PREMIER REALTY, LAURA EARL - 443-994-9441

price reduced

Attached, Backyard, Exterior, Facade, Mediterranean

Dining room, Interior, Recessed Lighting

Fireplace, Interior, Living room, Piano, Recessed Lighting

Interior, Recessed Lighting, Wine Storage

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

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

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

Dining room, Interior, Pendant Lights, Recessed Lighting

Chandelier, Fireplace, Interior, Kitchen, Living room, Recessed Lighting

Fireplace, Home Office, Interior, Wooden Ceilings, Wood Texture Flooring

Fireplace, Interior, Wood Texture Flooring

Home Theatre Room, Interior, Projection Screen, Recessed Lighting, Theatre Room

Home Theatre Room, Interior, Recessed Lighting, Theatre Room

Home Office, Interior, Recessed Lighting

Billiard Table, Game Room, Interior, Recessed Lighting

Bedroom, Interior, Pendant Lights, Recessed Lighting

$5,495,000

2211 AZALEA Pl, Winter Park, FL

5 br6 BA, 1 HALF BA7,278 sf

virtual tour

Listing Courtesy of FORTUNE INTERNATIONAL REALTY, MAGGIE WALAS - 407-701-0144

contract signed

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

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

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

Chandelier, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Chandelier, Interior, Marble, Recessed Lighting, Walk-in Closets

Bathroom, Chandelier, Interior, Marble, Walk-in Closets

Chandelier, Interior, Marble, Recessed Lighting, Walk-in Closets

Bathroom, Bedroom, Chandelier, Dual Sink Vanities, Free Standing Baths, Interior, Marble, Marble Walls, Recessed Lighting, Wood Texture Flooring

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

Home Office, Interior, Living room, Recessed Lighting, Wood Texture Flooring

$5,295,000

1155 WOODMERE Dr, Winter Park, FL

5 br5 BA, 1 HALF BA5,051 sf

virtual tour

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, HARIF HAZERA - 407-953-9098

$4,999,000

503 N INTERLACHEN Ave, Winter Park, FL

virtual tour

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

Dining room, Interior, Pendant Lights, Wood Texture Flooring

Chandelier, Fireplace, Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

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

Chandelier, Interior, Kitchen, Recessed Lighting

Billiard Table, Chandelier, Game Room, Interior, Recessed Lighting

Billiard Table, Interior, Kitchen, Recessed Lighting

Billiard Table, Chandelier, Fireplace, Game Room, Interior, Recessed Lighting

Bedroom, Chandelier, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Chandelier, Interior, Wood Texture Flooring

Bathroom, Chandelier, Free Standing Baths, Interior

$4,995,000

1760 VIA VENETIA, Winter Park, FL

4 br6 BA, 1 HALF BA6,242 sf

virtual tour

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

price reduced

Exterior, Facade, Solar Panels, French Provincial

Interior, Recessed Lighting, Wine Storage, Wood Texture Flooring, Wooden Walls

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

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

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

Empty room, Interior, Recessed Lighting, Wood Texture Flooring

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

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

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

$4,950,000

1660 PALMER Ave, Winter Park, FL

5 br6 BA, 1 HALF BA6,406 sf

virtual tour

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

contract signed

Attached, Backyard, Exterior, Facade, Farmhouse

Attached, Exterior, Facade, French Provincial

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

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

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

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

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

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

Interior, Kitchen, Stainless Steel Appliances, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Free Standing Baths, Interior, Recessed Lighting

Bathroom, Dual Sink Vanities, Interior, Marble, Recessed Lighting

Home Office, Interior, Wood Texture Flooring

Fitness Equipment, Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Interior, Pendant Lights

$4,795,000

765 VIA LUGANO, Winter Park, FL

4 br4 BA, 1 HALF BA4,319 sf

virtual tour

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

Backyard, Exterior, Facade, Spanish Mediterranean

Dining room, Fireplace, Interior, Living room, Pendant Lights

Dining room, Interior, Kitchen, Living room, Pendant Lights, Wood Texture Flooring

Fireplace, Interior, Living room, Pendant Lights

Dining room, Interior, Living room, Pendant Lights

Dining room, Fireplace, Interior, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting

Bathroom, Bedroom, Home Office, Interior

Bathroom, Dual Sink Vanities, Free Standing Baths, Interior, Pendant Lights

Empty room, Interior, Wood Texture Flooring

$4,750,000

1150 VIA SALERNO, Winter Park, FL

4 br5 BA, 1 HALF BA3,850 sf

virtual tour

Listing Courtesy of KELLY PRICE & COMPANY LLC, PADGETT MCCORMICK - 407-929-5604

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

Interior, Kitchen, Marble Walls, Pendant Lights, Wood Texture Flooring

Home Office, Interior, Pendant Lights, Wood Texture Flooring

$4,750,000

1525 GRANVILLE Dr, Winter Park, FL

5 br5 BA, 1 HALF BA5,211 sf

virtual tour

Listing Courtesy of COMPASS FLORIDA LLC, JULIE CHRISTENSEN - 407-592-2055

contract signed

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

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

Bathroom, Free Standing Baths, Interior, Marble

Interior, Walk-in Closets, Wood Texture Flooring

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

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

$4,650,000

2161 SHARON Rd, Winter Park, FL

5 br6 BA, 1 HALF BA6,338 sf

Listing Courtesy of LA ROSA REALTY HORIZONS LLC, MARCIO TANNUS - 786-251-6843

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

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

Interior, Living room, Pendant Lights, Recessed Lighting

Chandelier, Interior, Recessed Lighting, Sun Room

$4,650,000

1161 VALENCIA Ave, Winter Park, FL

4 br4 BA, 1 HALF BA4,181 sf

virtual tour

Listing Courtesy of THE REAL ESTATE COLLECTION LLC, LISA MAHJOUB - 321-217-9965

YOUR NEXT HOME IS WAITING

Luxury listings for sale in Winter Park

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570 Manor Rd, Maitland, Winter Park, FL

1112 PRESERVE POINT Dr, Winter Park, FL

2661 VIA TUSCANY, Winter Park, FL

887 GEORGIA Ave, Winter Park, FL

1240 HARDING St, Winter Park, FL

1181 VIA CAPRI, Winter Park, FL

1221 RICHMOND Rd, Winter Park, FL

698 N NEW YORK Ave, Winter Park, FL

2211 AZALEA Pl, Winter Park, FL

1155 WOODMERE Dr, Winter Park, FL

503 N INTERLACHEN Ave, Winter Park, FL

1760 VIA VENETIA, Winter Park, FL

1660 PALMER Ave, Winter Park, FL

765 VIA LUGANO, Winter Park, FL

1150 VIA SALERNO, Winter Park, FL

1525 GRANVILLE Dr, Winter Park, FL

2161 SHARON Rd, Winter Park, FL

1161 VALENCIA Ave, Winter Park, FL