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 - 407-676-4776

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

$11,900,000

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

contract signed

Home Office, Interior, Recessed Lighting, Wood Texture Flooring

Fitness Equipment, Home Office, Interior

Fireplace, Interior, Living room, Recessed Lighting

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

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

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

Bathroom, Glass Shower, Interior, Stone Walls

Bathroom, Chandelier, Dual Sink Vanities, Interior

Billiard Table, Game Room, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Billiard Table, Game Room, Interior, Pendant Lights, Wood Texture Flooring

Bathroom, Interior, Wood Texture Flooring

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

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

Fitness Equipment, Interior, Recessed Lighting

Interior, Pendant Lights, Recessed Lighting

Interior, Living room, Recessed Lighting, Wooden Ceilings

Dining room, Interior, Recessed Lighting, Wooden Ceilings

Bathroom, Interior, Living room, Recessed Lighting

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

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

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

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

$8,995,000

2001 BETT MAR Ln, Winter Park, FL

8 br8 ba, 1 half ba8,583 sf

virtual tour

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE, BRIAN TEACH - 407-923-9313

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

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, Empty room, Interior, Recessed Lighting

Bathroom, Glass Shower, Interior, Wood Texture Flooring

Interior, Pendant Lights, Wood Texture Flooring

$8,799,000

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

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

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

Bathroom, Chandelier, Glass Shower, Interior

Bedroom, Chandelier, Interior, Pendant Lights, Recessed Lighting

Bathroom, Dual Sink Vanities, Glass Shower, Interior

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

price reduced

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

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

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

Interior, Recessed Lighting, Wine Storage

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

Backyard, Exterior, Facade, French Provincial

Attached, Backyard, Exterior, Facade, French Provincial

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

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

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

Bedroom, Chandelier, Fireplace, Interior

Bathroom, Chandelier, Free Standing Baths, Interior, Marble

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

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

Chandelier, Dining room, Interior, Wood Texture Flooring

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

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

Chandelier, Interior, Recessed Lighting, Walk-in Closets

Bedroom, Home Office, Interior, Pendant Lights, Recessed Lighting

Dining room, Interior, Living room, Wooden Ceilings

$5,400,000

2228 AZALEA Pl, Winter Park, FL

5 br5 ba, 1 half ba5,072 sf

virtual tour

Listing Courtesy of COMPASS FLORIDA LLC, QUENTIN GREEN, II - 773-418-5359

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

Attached, Backyard, Exterior, Facade, Modern

Backyard, Exterior, Facade, Pool, Modern

Chandelier, Interior, Pendant Lights, Recessed Lighting

Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

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

Interior, Kitchen, Marble Walls, Pendant Lights, Recessed Lighting

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

Interior, Marble, Recessed Lighting, Wood Texture Flooring

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

Bathroom, Free Standing Baths, Interior, Recessed Lighting, Walk-in Closets, Wood Texture Flooring

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

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

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

Empty room, Interior, Wood Texture Flooring

Interior, Walk-in Closets, Wood Texture Flooring

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

$4,985,000

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

contract signed

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

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

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

Exterior, Wooden Ceilings, Wood Texture Flooring

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

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

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

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

Interior, Living room, Water, Wooden Ceilings, Wood Texture Flooring

Bedroom, Home Office, Interior, Recessed Lighting

$4,600,000

2118 LAKE Dr, Winter Park, FL

6 br5 ba, 1 half ba6,000 sf

virtual tour

Listing Courtesy of COMPASS FLORIDA LLC, QUENTIN GREEN, II - 773-418-5359

contract signed | 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

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

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

Attached, Exterior, Facade, Brick Facade, Brick Traditional

Exterior, Facade, Brick Facade, Brick Traditional

Attached, Exterior, Facade, Brick Facade, Tudor Revival

Attached, Exterior, Facade, Brick Facade, French Provincial

Exterior, Facade, Pool, Solar Panels, Farmhouse

$4,500,000

702 VIA BELLA, Winter Park, FL

5 br5 ba, 1 half ba3,720 sf

virtual tour

Listing Courtesy of FLORIDIAN REALTY GROUP LLC, DILLON MUTO - 407-637-7085

contract signed

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

Fireplace, Interior, Living room, Wood Texture Flooring

Bedroom, Interior, Pendant Lights, Wood Texture Flooring

Bedroom, Interior, Wood Texture Flooring

$4,500,000

1336 COLLEGE Pt, Winter Park, FL

4 br3 ba, 2 half ba3,181 sf

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

price reduced

Interior, Recessed Lighting, Stone Walls, Wood Texture Flooring

Interior, Pool, Recessed Lighting, Sun Room, Wood Texture Flooring

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

Dining room, Interior, Recessed Lighting, Stone Walls, Wood Texture Flooring

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

Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Pool, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Recessed Lighting, Stone Walls, Wood Texture Flooring

Game Room, Interior, Living room, Recessed Lighting, Stone Walls, Wood Texture Flooring

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

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

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

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

Interior, Kitchen, Marble, Stainless Steel Appliances

Bathroom, Dual Sink Vanities, Interior, Marble, Marble Walls, Recessed Lighting, Walk-in Closets

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

Bathroom, Interior, Marble, Marble Walls

Home Office, Interior, Wood Texture Flooring

Fitness Equipment, Interior, Wood Texture Flooring

$4,395,000

229 ALEXANDER Pl, Winter Park, FL

4 br4 ba, 2 half ba4,431 sf

virtual tour

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, JULIE BOMBARDO - 407-230-6696

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

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

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

$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

$4,200,000

571 LAKE FRONT Blvd, Winter Park, FL

7 br5 ba5,500 sf

virtual tour

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

$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

YOUR NEXT HOME IS WAITING

FOR SALE

VIEW: MAP AND LIST

Luxury listings for sale in Winter Park

FEATURED IMAGE: DEFAULT

SORT BY: DE EXCLUSIVES

restricted address, Winter Park, FL

570 Manor Rd, Maitland, Winter Park, FL

1120 Preserve Point Dr, Winter Park, FL

2001 BETT MAR Ln, Winter Park, FL

2661 VIA TUSCANY, Winter Park, FL

1400 ALABAMA Dr, Winter Park, FL

541 VIRGINIA Dr, Winter Park, FL

2228 AZALEA Pl, Winter Park, FL

1660 PALMER Ave, Winter Park, FL

2161 Sharon Rd, Winter Park, FL

2118 LAKE Dr, Winter Park, FL

421 LAKEWOOD Dr, Winter Park, FL

702 VIA BELLA, Winter Park, FL

1336 COLLEGE Pt, Winter Park, FL

229 ALEXANDER Pl, Winter Park, FL

1840 W FAWSETT Rd, Winter Park, FL

571 LAKE FRONT Blvd, Winter Park, FL

1782 PINE Ave, Winter Park, FL