The Vias Luxury Homes for Sale

Every luxury home currently for sale in The Vias — pulled live from the Stellar MLS and updated continuously. Pair this with the free The Vias market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.

The Vias Market ReportCall 321.373.3536

24+ Luxury Homes in the The Vias area

1398 Grove Ter, FL1398 Grove Ter, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,949,000

1398 Grove Ter

Winter Park, FL 32789

4 bd · 4 ba · 3,450 sqft

Sylvan Lake Shores

MLS ID #O6454512, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

2430 Chantilly Ave, FL2430 Chantilly Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,550,000

2430 Chantilly Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,916 sqft

Winter Park Village

MLS ID #O6436367, KELLY PRICE & COMPANY LLC.

Listing provided by Stellar MLS

1441 Grove Ter, FL1441 Grove Ter, FL
Stellar MLS
ActiveSingle Family Residence360°

$5,950,000

1441 Grove Ter

Winter Park, FL 32789

5 bd · 6 ba · 5,796 sqft

Sylvan Lake Shores

MLS ID #O6450422, ONE LUXURY INTERNATIONAL LLC.

Listing provided by Stellar MLS

2613 Lafayette Ave, FL2613 Lafayette Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,699,900

2613 Lafayette Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,661 sqft

Charmont

MLS ID #O6447662, CORCORAN PREMIER REALTY.

Listing provided by Stellar MLS

240 N Phelps Ave, FL240 N Phelps Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,999,900

240 N Phelps Ave

Winter Park, FL 32789

5 bd · 5 ba · 2,889 sqft

Sylvan Heights

MLS ID #O6415360, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

857 Brock St, FL857 Brock St, FL
Stellar MLS
ActiveSingle Family Residence360°

$4,350,000

857 Brock St

Winter Park, FL 32789

5 bd · 6 ba · 4,827 sqft

Park Grove

MLS ID #O6432219, ONE LUXURY INTERNATIONAL LLC.

Listing provided by Stellar MLS

620 Virginia Dr, FL620 Virginia Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,890,000

620 Virginia Dr

Winter Park, FL 32789

6 bd · 5 ba · 4,677 sqft

Timberlane Shores

MLS ID #O6432790, ONE LUXURY INTERNATIONAL LLC.

Listing provided by Stellar MLS

1742 Temple Dr, FL1742 Temple Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,395,995

1742 Temple Dr

Winter Park, FL 32789

4 bd · 5 ba · 3,658 sqft

Lake Knowles Terrace Add 02

MLS ID #O6443437, ROI AVE LLC.

Listing provided by Stellar MLS

1260 Alabama Dr, FL1260 Alabama Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$6,900,000

1260 Alabama Dr

Winter Park, FL 32789

6 bd · 7 ba · 6,396 sqft

J Kronenberger Sub

MLS ID #O6387200, KELLY PRICE & COMPANY LLC.

Listing provided by Stellar MLS

1350 Lyndale Blvd, FL
Stellar MLS
ActiveSingle Family Residence

$1,499,000

1350 Lyndale Blvd

Winter Park, FL 32789

4 bd · 4 ba · 3,478 sqft

Dixie Terrace

MLS ID #O6453655, PREMIER BROKERS INTERNATIONAL.

Listing provided by Stellar MLS

1761 Legion Dr, FL1761 Legion Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,265,000

1761 Legion Dr

Winter Park, FL 32789

5 bd · 6 ba · 4,949 sqft

Green Oaks Rep 02

MLS ID #O6435967, COLDWELL BANKER REALTY.

Listing provided by Stellar MLS

555 E Lake Sue Ave, FL555 E Lake Sue Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$2,000,000

555 E Lake Sue Ave

Winter Park, FL 32789

4 bd · 4 ba · 3,776 sqft

Lake Virgina Shores

MLS ID #O6442775, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

1355 Hibiscus Ave, FL1355 Hibiscus Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$2,100,000

1355 Hibiscus Ave

Winter Park, FL 32789

5 bd · 6 ba · 4,155 sqft

Lake Knowles Terrace Add 02

MLS ID #O6450044, PALMANO GROUP RE BROKERAGE LLC.

Listing provided by Stellar MLS

2207 Kindel Ave, FL2207 Kindel Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,575,000

2207 Kindel Ave

Winter Park, FL 32789

3 bd · 3 ba · 2,733 sqft

Albert Lee Ridge Annex

MLS ID #O6436815, THE SIMON SIMAAN GROUP.

Listing provided by Stellar MLS

1751 Glencoe Rd, FL1751 Glencoe Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,390,000

1751 Glencoe Rd

Winter Park, FL 32789

5 bd · 7 ba · 4,520 sqft

Forest Hills

MLS ID #O6442410, ONE LUXURY INTERNATIONAL LLC.

Listing provided by Stellar MLS

533 Country Club Dr, FL533 Country Club Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,599,000

533 Country Club Dr

Winter Park, FL 32789

4 bd · 4 ba · 2,942 sqft

Lake Killarney Shores

MLS ID #O6440841, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

2343 Versailles Ave, FL2343 Versailles Ave, FL
Stellar MLS
ActiveSingle Family Residence

$1,675,000

2343 Versailles Ave

Winter Park, FL 32789

4 bd · 4 ba · 3,307 sqft

Fontainebleau

MLS ID #O6432029, FANNIE HILLMAN & ASSOCIATES.

Listing provided by Stellar MLS

2823 Parkland Circle, FL2823 Parkland Circle, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,250,000

2823 Parkland Circle

Winter Park, FL 32789

5 bd · 6 ba · 4,459 sqft

Lake Forest Park

MLS ID #O6444919, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

1825 Whitehall Dr, FL1825 Whitehall Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$3,195,000

1825 Whitehall Dr

Winter Park, FL 32789

4 bd · 6 ba · 4,311 sqft

Kenilworth Shores Sec 06

MLS ID #O6450811, COMPASS FLORIDA LLC.

Listing provided by Stellar MLS

1546 Miller Ave, FL1546 Miller Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,429,900

1546 Miller Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,984 sqft

Lawndale

MLS ID #O6428019, RE/MAX EXCLUSIVE COLLECTION.

Listing provided by Stellar MLS

150 E Reading Way, FL150 E Reading Way, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,349,000

150 E Reading Way

Winter Park, FL 32789

3 bd · 3 ba · 2,080 sqft

Charmont

MLS ID #O6435809, FANNIE HILLMAN & ASSOCIATES.

Listing provided by Stellar MLS

150 E Reading Way, FL150 E Reading Way, FL
Stellar MLS
Active360°

$1,349,000

150 E Reading Way

Winter Park, FL 32789

0.29 acres

Charmont

MLS ID #O6430223, FANNIE HILLMAN & ASSOCIATES.

Listing provided by Stellar MLS

1773 Walnut Ave, FL1773 Walnut Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$2,725,000

1773 Walnut Ave

Winter Park, FL 32789

5 bd · 5 ba · 3,784 sqft

Conwill Estates

MLS ID #O6437159, ONE LUXURY INTERNATIONAL LLC.

Listing provided by Stellar MLS

281 Brewer Ave, FL281 Brewer Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,800,000

281 Brewer Ave

Winter Park, FL 32789

5 bd · 5 ba · 4,029 sqft

Osceola Shores Sec 02

MLS ID #O6424364, HENTHORN REAL ESTATE.

Listing provided by Stellar MLS

More The Vias Homes for Sale

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of November 5, 2026 at 3:43 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA