Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,075,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,713 Sq. Ft.
  • 3 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 8/30 1:00 PM - 3:00 PM

3729 Old Highway 99 S,Ashland, OR 97520

3729 Old Highway 99 SAshlandOR97520

Get directions
See This Home
Save This Home
See This Home
Save This Home
Enjoy spectacular views of Emigrant Lake & the surrounding mountains from this exceptional 3,713 sf custom 3 bd 3.5 ba home on over 30 acres, just 10 min from Ashland. From the moment you enter thru the stunning mahogany door from your new deck, you are welcomed into a great room with vaulted ceilings, a floor-to-ceiling rock fireplace, & high-end crank windows that fill the home with natural light. Living space blends seamlessly into your gorgeous chef's kitchen & formal dining. An office w/ custom built-ins, bonus family room, & a guest half bath round out the living space alongside an impressive primary suite, which features a private balcony, fireplace, & newly remodeled luxurious bathroom getting its final touches. Downstairs, you will find a guest ensuite, another guest bedroom, full bathroom, & laundry room. A 3-car garage provides plenty of space for cars & toys. Seller has done extensive tree work & paved the driveway to create defensible space, making this property insurable.

Full Property Details for 3729 Old Hwy 99 S

General

  • Price: $1,075,000
  • Taxes: $11,952 (2025)
  • Status: Active
  • Type: Single Family
  • Source: ODS
  • MLS ID: 220224770
  • Updated: 8/17/2026
  • Added to Site: 15 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Family Room, Laundry, Kitchen, Office, Primary Room
  • Interior Features: Bidet, Built-in Features, Ceiling Fan(s), Double Vanity, Granite Counters, Kitchen Island, Linen Closet, Open Floorplan, Shower/Tub Combo, Soaking Tub, Vaulted Ceiling(s), Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Dishwasher, Disposal, Double Oven, Dryer, Microwave, Oven, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Heater
  • Flooring: Carpet, Laminate, Stone, Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Security/Safety: Carbon Monoxide Detector(s), Smoke Detector(s)

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Attached, Concrete, Garage Door Opener
  • Parking: Attached, Concrete, Garage Door Opener

Location

  • Area: 3713
  • County: Jackson
  • Subdivision: N/A
  • Driving Directions: Hwy 66 to Old 99 S Hwy, look for sign around 3 mile marker.

School Information

  • Elementary School: Bellview Elem
  • Middle School: Ashland Middle
  • High School: Ashland High

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Heat Pump
  • Heating Type: Electric, Heat Pump, Wood

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Well: Yes

Structural Information

  • Architectural Style: Colonial
  • Construction: Concrete
  • Basement Desc.: Finished
  • Foundation: Concrete Perimeter
  • Roof: Composition
  • Common Walls: No Common Walls
  • Windows: Double Pane Windows, Vinyl Frames
  • Stories/Levels: 2
  • Square Feet: 3,713
  • Sq. Ft. Source: Assessor
  • Living Area: 3,713 Sq. Ft.
  • Year Built: 2001

Lot Features

  • Property View: Forest, Lake, Mountain(s)
  • Mountain views: Yes
  • Lot Size (Acres): 32.44
  • Lot Size (Sq. Ft.): 1.41309e+006
  • Frontage: Shared Access
  • Street/Road Desc.: Paved
  • Lot Features: Sloped, Wooded
  • Zoning: WR

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $11,952.01
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: Standard
  • APN: 10108900
  • Section: Not Applicable

Listed by John L. Scott Medford (541) 779-3611, Michele Fleisher (541) 538-8554

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 3729 Old Hwy 99 S —

  • Michele Fleisher

    John L. Scott Medford

    541-779-3611

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Get a Great Insurance Rate

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 3729 Old Hwy 99 S

School District:Ashland School District 5
NameGradesDistance
Bellview Elementary School
1070 Tolman Creek Road, Ashland, OR 97520
K-56.9 mi
Ashland Middle School
100 Walker Avenue, Ashland, OR 97520
6-88.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3729 Old Hwy 99 S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/22/2026
Listed
$1,075,000
59.26%
MLS
10/24/2019
Sold
$675,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3729 Old Hwy 99 S

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,952
—
$874,560
3%
2025
$11,952
4%
$849,090
3%
2024
$11,524
1%
$824,360
3%
2023
$11,443
4%
$800,350
3%
2022
$11,044
8%
$777,040
3%
2021
$10,209
7%
$754,410
6%
2019
$9,529
8%
$711,110
3%
2018
$8,801
1%
$690,400
3%
2017
$8,730
7%
$670,300
6%
2016
$8,174
-3%
$633,420
-3%
2015
$8,418
3%
$650,780
3%
2014
$8,183
8%
$631,830
2%
2013
$7,598
—
$618,410
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 3729 Old Hwy 99 S

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by John L. Scott Medford (541) 779-3611, Michele Fleisher (541) 538-8554

Just Listed near 3729 Old Hwy 99 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1630 Summer Pl, Talent, OR 97540 - Photo 1 Just Listed
$625,000

1630 Summer Pl  Talent, OR 97540

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,036
    Sq. Ft.
Listed by EXP Realty LLC, Brittny Whitney and EXP Realty LLC, Clason Whitney
202 Pleasant View Rd, Talent, OR 97540 - Photo 1 Just Listed
$995,000

202 Pleasant View Rd  Talent, OR 97540

  • Single Family
  • Active
  • Updated 17 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 3,547
    Sq. Ft.
Listed by John L. Scott Medford, Martin Outdoor Property Group and John L. Scott Ashland, Anna A Houppermans
355 Colver Rd, Talent, OR 97540 - Photo 1 Just Listed
$115,000

355 Colver Rd  #25  Talent, OR 97540

  • Manufactured Home
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,296
    Sq. Ft.
Listed by John L. Scott Ashland, DeAnna & Dyan
1513 Lithia Way, Talent, OR 97540 - Photo 1 Just Listed
$457,000

1513 Lithia Way  Talent, OR 97540

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,698
    Sq. Ft.
Listed by Millen Property Group, Patricia Millen

Price Reduced near 3729 Old Hwy 99 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4624 S Pacific Hwy, Phoenix, OR 97535 - Photo 1 Price Reduced
-$4,900 (-4.09%)
$115,000

4624 S Pacific Hwy  #UNIT 61  Phoenix, OR 97535

  • Manufactured Home
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,512
    Sq. Ft.
Listed by eXp Realty, LLC, The Moncus Group and eXp Realty, LLC, Ruth Moncus
1570 S Peach St, Medford, OR 97501 - Photo 1 Price Reduced
-$7,000 (-6.84%)
$95,400

1570 S Peach St  #SPC 100  Medford, OR 97501

  • Manufactured Home
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,144
    Sq. Ft.
Listed by More Realty, Johnny Mansfield
3250 Annapolis Dr, Medford, OR 97504 - Photo 1 Price Reduced
-$5,000 (-0.5%)
$995,000

3250 Annapolis Dr  Medford, OR 97504

  • Single Family
  • Active
  • Updated 19 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,597
    Sq. Ft.
Listed by Home Quest Realty, Ellie George and Home Quest Realty, Heather Wolf
1057 Brookdale Ave, Medford, OR 97504 - Photo 1 Price Reduced
-$14,000 (-3.19%)
$424,808

1057 Brookdale Ave  Medford, OR 97504

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,555
    Sq. Ft.
Listed by John L. Scott Medford, Douglas E Morse

Recent Sales near 3729 Old Hwy 99 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1999 Tolman Creek Rd, Ashland, OR 97520 - Photo 1 Sold
$1,160,000

1999 Tolman Creek Rd  Ashland, OR 97520

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,189
    Sq. Ft.
Listed by eXp Realty, LLC, Steve M Thomas
Sold by Home Quest Realty, Arron Waldron
1369 Tolman Creek Rd, Ashland, OR 97520 - Photo 1 Sold
$1,065,000

1369 Tolman Creek Rd  Ashland, OR 97520

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,720
    Sq. Ft.
Listed by Ashland Homes Real Estate Inc., Justin B Donovan and Ashland Homes Real Estate Inc., Michaela M Donovan
Sold by Ashland Homes Real Estate Inc., Marie Lange
1625 Peachey Rd, Ashland, OR 97520 - Photo 1 Sold
$980,000

1625 Peachey Rd  Ashland, OR 97520

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 2,595
    Sq. Ft.
Listed by Cascade Hasson Sotheby's International Realty, Hunter Blackwell and Cascade Hasson Sotheby's International Realty, Ryan Lamanna
Sold by Full Circle Real Estate, Molly Mullane and Full Circle Real Estate, Colin P Mullane
1005 Timberline Terrace, Ashland, OR 97520 - Photo 1 Sold
$1,150,000

1005 Timberline Terrace  Ashland, OR 97520

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,132
    Sq. Ft.
Listed by Full Circle Real Estate, Mark E Philhower and Full Circle Real Estate, Eric Poole
Sold by Full Circle Real Estate, Jinnee Joos

3729 Old Highway 99 S, Ashland, OR 97520 (MLS# 220224770) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 3729 Old Highway 99 S is currently listed for $1,075,000 and was received on August 13, 2026. Want to learn more about 3729 Old Highway 99 S? Do you have questions about finding other Single Family real estate for sale in Ashland? You can browse all Ashland real estate or contact a Coldwell Banker agent to request more information.

Tour this property