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The buying timeline

Afford it

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How much can I afford?
Get pre-approved

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Closing costs, itemized
Find a buyer's agent

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Commercial

28 listings

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Luxury Homes in Ashland, OR

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24 of 28 Listings

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28 listings

Luxury Homes in Ashland, OR

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24 of 28 Listings

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Luxury Homes in Ashland, OR

24 of 28 Listings

Your local brokerage

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey

Active

$26,000,000

7 bd · 19 ba · 19,908 sqft

200 Belle Fiore Lane, Ashland, OR

Hunter Blackwell · Cascade Hasson Sotheby's International Realty

38Active

$3,250,000

4 bd · 6 ba · 5,233 sqft

786 Pompadour Drive, Ashland, OR

Rowe Real Estate Team · John L Scott Ashland

6Active

$1,400,000

4 bd · 4 ba · 6,860 sqft

1120 S Mountain Avenue, Ashland, OR

Eric J Calhoun · eXp Realty, LLC

57Active

$2,999,000

4 bd · 2 ba · 1,644 sqft

1200 Buckhorn Springs Road, Ashland, OR

Julia Oliansky · Windermere Van Vleet & Associates

60Active

$2,500,000

5 bd · 7 ba · 6,033 sqft

500 Ashland Loop Road, Ashland, OR

Douglas E Morse · John L. Scott Medford

11Active

$1,295,000

4 bd · 3 ba · 2,959 sqft

210 Alicia Street, Ashland, OR

The Gibson Group · John L Scott Ashland

Price Reduced86Active

$1,295,000

4 bd · 3 ba · 2,750 sqft

852 Oak Street, Ashland, OR

Patricia Millen · Millen Property Group

Price Reduced71Active

$1,175,000

5 bd · 4 ba · 3,270 sqft

1650 Neil Creek Road, Ashland, OR

Steve Thomas Group · eXp Realty, LLC

60Active

$1,395,000

4 bd · 5 ba · 5,133 sqft

2200 Lupine Drive, Ashland, OR

Michael O'Coyne · RE/MAX Integrity Grants Pass

107Active

$1,100,000

3 bd · 2 ba · 3,427 sqft

164 162 & 164 1/2 5th Street, Ashland, OR

Justin B Donovan · Ashland Homes Real Estate Inc.

42Active

$14,000,000

3 bd · 2 ba · 1,464 sqft

100 Belle Fiore Lane, Ashland, OR

Hunter Blackwell · Cascade Hasson Sotheby's International Realty

Price Reduced77Active

$1,150,000

5 bd · 3 ba · 3,092 sqft

1068 E Main Street, Ashland, OR

Israel Hunter · RE/MAX Platinum

78Active

$1,350,000

3 bd · 4 ba · 2,412 sqft

119 Pine Street, Ashland, OR

Greg Goebelt · John L. Scott Ashland

57Active

$1,035,000

3 bd · 3 ba · 2,204 sqft

145 Normal Avenue, Ashland, OR

Patricia Millen · Millen Property Group

18Active

$2,800,000

3 bd · 6 ba · 2,892 sqft

1320 N Mountain Avenue, Ashland, OR

Rowe Real Estate Team · John L Scott Ashland

50Active

$2,400,000

3 bd · 2 ba · 2,778 sqft

312 Sky Ridge Road, Ashland, OR

Martin Outdoor Property Group · John L. Scott Medford

Price Reduced57Active

$1,100,000

2 bd · 3 ba · 1,987 sqft

400 Allison Street, Ashland, OR

Molly Mullane · Full Circle Real Estate

Price Reduced76Active

$1,650,000

4 bd · 4 ba · 4,979 sqft

40 Ashland Acres Road, Ashland, OR

CheyAnne Boen · Windermere Van Vleet & Assoc.

Price Reduced64Active

$1,175,000

5 bd · 3 ba · 4,918 sqft

4567 Old Highway 99 S, Ashland, OR

Jordan Kramer · John L. Scott Medford

44Active

$12,000,000

7 bd · 19 ba · 19,908 sqft

200 Belle Fiore Lane, Ashland, OR

Hunter Blackwell · Cascade Hasson Sotheby's International Realty

56Active

$2,140,000

5 bd · 5 ba · 7,468 sqft

22494 Jefferson Road, Ashland, OR

Martin Outdoor Property Group · John L. Scott Medford

Price Reduced142Active

$3,750,000

5 bd · 5 ba · 5,002 sqft

1440 E Nevada Street, Ashland, OR

Lisa Norvell · Ashland Homes Real Estate Inc.

73Active

$1,250,000

2 bd · 2 ba · 2,224 sqft

1969 Colestin Road, Ashland, OR

Matthew W Cook · Cascade Hasson Sotheby's International Realty

Price Reduced65Active

$1,195,000

3 bd · 3 ba · 3,108 sqft

545 Ashland Creek Drive, Ashland, OR

Douglas E Morse · John L. Scott Medford

1 2

Listing data & MLS disclosures

MLS of Central Oregon: ©2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Realty.com Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-11-05 20:39:45 UTC

About Luxury Homes in Ashland, OR

Luxury Homes in Ashland, OR: 28 active listings as of November 6, 2026, 17:07 UTC.

Luxury Homes in nearby cities

Luxury Homes in Medford

Ashland housing market

October 2026 · This period is still settling

Selling at 98.5% of asking price

Buyers here are paying below asking. MLS · 37 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 20, 2026

Median sale price: $599,000$454,875–$900,000 typical range
Price per sq. ft.: $343
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

Median list price: $640,500

Ashland, OR community profile

Population: 21,420
Median income: $66,206
Housing units: 11,380
People per sq. mi.: 40.3
Area: 532.1 sq. mi.

Source: HJN community data

Explore Ashland homes

By price

Homes Under $400K
Homes Under $500K
Homes Under $600K
Homes Under $700K
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Homes Under $900K
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Homes Under $1.25M
Luxury Homes

By bedrooms

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

By type

Single-Family Homes

By feature

Waterfront Homes

Your local brokerage

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey

Your local brokerage

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey

Listing data & MLS disclosures

MLS of Central Oregon: ©2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Realty.com Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. This content has last been updated on 2026-11-05 20:39:45 UTC

Ashland, OR community profile

Population: 21,420
Median income: $66,206
Housing units: 11,380
People per sq. mi.: 40.3
Area: 532.1 sq. mi.

Source: HJN community data

Ashland housing market

October 2026 · This period is still settling

Selling at 98.5% of asking price

Buyers here are paying below asking. MLS · 37 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 20, 2026

Median sale price: $599,000$454,875–$900,000 typical range
Price per sq. ft.: $343
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

Median list price: $640,500

Homes for sale

156

Median days on market

40 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: 19.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,658 sq. ft.

Luxury Homes in Ashland, OR