The Vias Homes $1M–$2M for Sale

Every home priced $1M–$2M 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+ Homes $1M–$2M 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

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

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

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

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

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

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

101 S New York Ave #311, FL101 S New York Ave #311, FL
Stellar MLS
ActiveCondominium360°

$1,775,000

101 S New York Ave #311

Winter Park, FL 32789

3 bd · 4 ba · 3,112 sqft

Winter Park Residential

MLS ID #O6416927, KELLY PRICE & COMPANY 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

1473 Berkshire Ave, FL1473 Berkshire Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,369,000

1473 Berkshire Ave

Winter Park, FL 32789

5 bd · 4 ba · 2,446 sqft

Orwin Manor Westminster Sec

MLS ID #O6415098, KARDOSH REALTY.

Listing provided by Stellar MLS

1534 Miller Ave, FL1534 Miller Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,379,900

1534 Miller Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,984 sqft

Lawndale

MLS ID #O6454003, RE/MAX EXCLUSIVE COLLECTION.

Listing provided by Stellar MLS

641 Northwood Circle, FL641 Northwood Circle, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,499,000

641 Northwood Circle

Winter Park, FL 32789

3 bd · 5 ba · 2,756 sqft

Winter Park Oasis

MLS ID #O6412554, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

1735 Demetree Dr, FL1735 Demetree Dr, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,050,000

1735 Demetree Dr

Winter Park, FL 32789

4 bd · 3 ba · 2,787 sqft

Waterbridge

MLS ID #O6451727, EXP REALTY LLC.

Listing provided by Stellar MLS

1951 Winter Park Rd, FL1951 Winter Park Rd, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,949,000

1951 Winter Park Rd

Winter Park, FL 32789

4 bd · 4 ba · 3,479 sqft

Charmont

MLS ID #O6441816, KELLER WILLIAMS WINTER PARK.

Listing provided by Stellar MLS

100 S Virginia Ave #201, FL100 S Virginia Ave #201, FL
Stellar MLS
ActiveCondominium360°

$1,450,000

100 S Virginia Ave #201

Winter Park, FL 32789

3 bd · 3 ba · 2,756 sqft

Winter Park Residential

MLS ID #O6442678, KELLY PRICE & COMPANY LLC.

Listing provided by Stellar MLS

1737 Indiana Ave, FL1737 Indiana Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,399,900

1737 Indiana Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,984 sqft

Lawndale

MLS ID #S5158760, LOKATION.

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

1517 Harmon Ave, FL1517 Harmon Ave, FL
Stellar MLS
ActiveSingle Family Residence

$1,049,000

1517 Harmon Ave

Winter Park, FL 32789

4 bd · 4 ba · 2,135 sqft

Lawndale

MLS ID #O6443217, BEYCOME OF FLORIDA LLC.

Listing provided by Stellar MLS

446 Melrose Ave, FL446 Melrose Ave, FL
Stellar MLS
ActiveSingle Family Residence

$1,495,000

446 Melrose Ave

Winter Park, FL 32789

4 bd · 2 ba · 2,640 sqft

Virginia Heights Rep

MLS ID #O6402113, PREMIER SOTHEBY'S INTL. REALTY.

Listing provided by Stellar MLS

345 Beloit Ave, FL345 Beloit Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,625,000

345 Beloit Ave

Winter Park, FL 32789

3 bd · 3 ba · 2,884 sqft

Morseland Sub

MLS ID #O6448919, KELLER WILLIAMS ADVANTAGE III.

Listing provided by Stellar MLS

922 N Pennsylvania Ave, FL922 N Pennsylvania Ave, FL
Stellar MLS
ActiveSingle Family Residence360°

$1,795,000

922 N Pennsylvania Ave

Winter Park, FL 32789

4 bd · 4 ba · 3,440 sqft

Tantum Add

MLS ID #O6424685, PREMIER SOTHEBY'S INTL. REALTY.

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 6:48 AM 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