Winter Park | Luxury Homes for Sale & Real Estate

price reduced

Backyard, Exterior, Facade, Queen Anne Victorian

$15,000,000

restricted address, Winter Park, FL

Listing Courtesy of LOKATION, MANNY ALVAREZ - 407-583-9693

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

price reduced

Attached, Backyard, Exterior, Facade, Mediterranean

Backyard, Exterior, Facade, Spanish Mediterranean

Chandelier, Dining room, Interior, Recessed Lighting

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

Chandelier, Fireplace, Interior, Living room

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

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

Chandelier, Interior, Kitchen, Pendant Lights, Recessed Lighting

Chandelier, Interior, Kitchen, Pendant Lights

Interior, Kitchen, Stainless Steel Appliances

Chandelier, Dining room, Interior, Pendant Lights, Recessed Lighting, Wooden Beams

Fireplace, Interior, Living room, Sun Room

Interior, Living room, Pendant Lights, Wooden Beams

Chandelier, Interior, Pendant Lights, Wood Texture Flooring

Billiard Table, Chandelier, Game Room, Interior, Recessed Lighting, Wooden Beams, Wood Texture Flooring

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

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

Bathroom, Dual Sink Vanities, Interior, Recessed Lighting

Bathroom, Glass Shower, Interior, Recessed Lighting

Game Room, Interior, Living room, Recessed Lighting

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

Home Theatre Room, Interior, Recessed Lighting, Theatre Room

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

Elevator, Interior, Recessed Lighting, Wooden Ceilings, Wooden Walls

$10,900,000

1120 PRESERVE POINT Dr, Winter Park, FL

7 br9 ba, 2 half ba11,255 sf

virtual tour

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, HAL GEORGE - 407-832-8751

price reduced

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

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

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

Interior, Pendant Lights, Recessed Lighting

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

Dining room, Interior, Living room, Recessed Lighting

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

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

Interior, Kitchen, Pendant Lights, Recessed Lighting

Bathroom, Interior, Kitchen, Pendant Lights, Recessed Lighting

Interior, Kitchen, Marble Walls, 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

$8,500,000

2661 VIA TUSCANY, Winter Park, FL

4 br4 ba, 1 half ba4,564 sf

virtual tour

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

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, 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

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

Home Office, Interior, Living room, Recessed Lighting

Bedroom, Home Office, Interior, Recessed Lighting

Bathroom, Bedroom, Home Office, 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

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

Chandelier, Fireplace, Interior, Living room, Recessed Lighting

Chandelier, Dining room, Fireplace, Interior

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

Bedroom, Chandelier, Fireplace, Interior, Recessed Lighting

Bedroom, Chandelier, Interior, Recessed Lighting

Home Office, Interior, Recessed Lighting

Bathroom, Chandelier, Interior, Recessed Lighting

Chandelier, Interior, Living room, Recessed Lighting, Wooden Walls

Chandelier, Fireplace, Interior, Living room, Wooden Walls

Fireplace, Interior, Living room, Recessed Lighting

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

Bathroom, Chandelier, Glass Shower, Interior

Bedroom, Chandelier, Interior, Pendant Lights, Recessed Lighting

Bathroom, Glass Shower, Interior, Pendant Lights, Recessed Lighting

$6,500,000

1400 ALABAMA Dr, Winter Park, FL

5 br5 ba, 4 half ba7,916 sf

Listing Courtesy of THE AGENCY ORLANDO, RACHEL PETERS, LLC - 407-625-3227

Dining room, Interior, Recessed Lighting

Fireplace, Interior, Living room, Piano, Recessed Lighting

Interior, Recessed Lighting, Wine Storage

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

Billiard Table, Game Room, Interior, Recessed Lighting

Bedroom, Interior, Pendant Lights, Recessed Lighting

$6,180,000

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

Attached, Backyard, Exterior, Facade, Spanish Mediterranean

Attached, Exterior, Facade, Spanish Mediterranean

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

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

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

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

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

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

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

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

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

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

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

Exterior, Fireplace, Pool, Water, Wooden Beams

Fireplace, Interior, Living room, Wooden Beams

$5,800,000

541 VIRGINIA Dr, Winter Park, FL

4 br3 ba, 1 half ba4,725 sf

virtual tour

Listing Courtesy of HOMEVEST REALTY, KEITH MOORE - 407-446-8689

new

Interior, Kitchen, Pendant Lights, Stainless Steel Appliances

Bedroom, Interior, Pendant Lights, Wood Texture Flooring

Interior, Living room, Water, Wood Texture Flooring

Bathroom, Free Standing Baths, Interior, Wood Texture Flooring

Bedroom, Interior, Wood Texture Flooring

Backyard, Exterior, Facade, Pool, Modern

$5,750,000

1333 ALBERTA Dr, Winter Park, FL

3 br3 ba, 1 half ba3,738 sf

virtual tour

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

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

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

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

Interior, Kitchen, Recessed Lighting, 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

$5,200,000

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

price reduced

Attached, Backyard, Exterior, Facade, Modern

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

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

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

Empty room, Interior, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Interior, Recessed Lighting, Walk-in Closets, Wood Texture Flooring

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

$4,750,000

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

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

Bathroom, Bedroom, Home Office, Interior

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

$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

price reduced

Attached, Backyard, Exterior, Facade, Ranch

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

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

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

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

Bedroom, Chandelier, Fireplace, Interior

Interior, Sun Room, Wood Texture Flooring

$4,500,000

421 LAKEWOOD Dr, Winter Park, FL

5 br7 ba, 2 half ba5,847 sf

virtual tour

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

Backyard, Exterior, Facade, French Provincial

Fireplace, Interior, Living room, Wood Texture Flooring

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

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

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

Fireplace, Interior, Living room, 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, Recessed Lighting

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

$4,395,000

1840 W FAWSETT Rd, Winter Park, FL

5 br5 ba4,129 sf

Listing Courtesy of KELLY PRICE & COMPANY LLC, LEAH BONICH - 407-927-6995

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

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

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

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

Dining room, Interior, Pendant Lights, Wood Texture Flooring

Chandelier, Interior, Living room, Wood Texture Flooring

Dining room, Exterior, Interior, Living room

$4,175,000

1581 FOREST Ave, Winter Park, FL

4 br4 ba, 2 half ba4,683 sf

virtual tour

Listing Courtesy of BHHS FLORIDA REALTY, GLENDA MASSIE - 407-697-8796

$4,100,000

1782 PINE Ave, Winter Park, FL

5 br6 ba, 1 half ba4,782 sf

virtual tour

Listing Courtesy of EXP REALTY LLC, PRENTICE WILLIAMS - 321-438-8955

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

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

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

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

Interior, Wooden Ceilings, Wood Texture Flooring

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

$3,975,000

1742 TEMPLE Dr, Winter Park, FL

4 br5 ba3,658 sf

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

$3,960,000

ALOMA Ave, Winter Park, FL

Listing Courtesy of RUTH PRITCHARD RYAN, RUTH RYAN - 407-923-0566

YOUR NEXT HOME IS WAITING

FOR SALE

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Luxury listings for sale in Winter Park

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restricted address, Winter Park, FL

570 Manor Rd, Maitland, Winter Park, FL

1120 PRESERVE POINT Dr, Winter Park, FL

2661 VIA TUSCANY, Winter Park, FL

1112 PRESERVE POINT Dr, Winter Park, FL

1400 ALABAMA Dr, Winter Park, FL

2211 AZALEA Pl, Winter Park, FL

541 VIRGINIA Dr, Winter Park, FL

1333 ALBERTA Dr, Winter Park, FL

1660 PALMER Ave, Winter Park, FL

2161 SHARON Rd, Winter Park, FL

1150 VIA SALERNO, Winter Park, FL

421 LAKEWOOD Dr, Winter Park, FL

1840 W FAWSETT Rd, Winter Park, FL

1581 FOREST Ave, Winter Park, FL

1782 PINE Ave, Winter Park, FL

1742 TEMPLE Dr, Winter Park, FL

ALOMA Ave, Winter Park, FL