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Oak Knoll Homes for Sale

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  • 527 Sutton Place, Ashland, OR 97520
    527 Sutton Place, Ashland, OR 97520
    527 Sutton Place, Ashland, OR 97520
    /56

    $745,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    527 Sutton Place, Ashland, OR 97520

    Delightful and lovingly maintained 3-bedroom, 2.5-bath home nestled in a desirable neighborhood with minimal through traffic. This inviting property features a covered front porch entry, an open great room- dining area designed for comfortable living and entertaining, a convenient guest bath, and a bright, sunny kitchen with a breakfast nook, abundant natural light, and direct access to a covered

    Agent Photo

    Marie Lange

    Ashland Homes Real Estate Inc.

    527 Sutton Place, Ashland, OR 97520
  • 775 Oak Knoll Dr, Ashland, OR 97520
    775 Oak Knoll Dr, Ashland, OR 97520
    775 Oak Knoll Dr, Ashland, OR 97520
    /26

    $565,000

    $24K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    775 Oak Knoll Dr, Ashland, OR 97520

    Welcome home to this wonderful 3 bedroom 2.5 bath property in the delightful Oak Knoll Neighborhood! Upon arrival, the beautifully landscaped front yard welcomes you in. The main level is perfect for entertaining with an updated kitchen, separate dining room and living room, cozy wood-burning fireplace and family room that looks out over the seasonal creek and oak trees. Upstairs you will find

    Kristin McKean Morninglight Properties

    775 Oak Knoll Dr, Ashland, OR 97520
  • 854 Twin Pines Cir Unit 7, Ashland, OR 97520
    854 Twin Pines Cir Unit 7, Ashland, OR 97520
    854 Twin Pines Cir Unit 7, Ashland, OR 97520
    /24

    $229,900

    $45K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    854 Twin Pines Cir Unit 7, Ashland, OR 97520

    BEAUTIFUL LIGHT AND BRIGHT END UNIT with views of the golf course. Don't miss this opportunity! This 2-bedroom, 1-bath condo is located in the Oak Knolls neighborhood of Ashland. The kitchen is bright with plenty of cabinet space, a garden window and a pass-through to the dining room. The living room and primary bedroom open up onto a spacious, covered private outdoor patio. This unit boasts

    Tom Bernhart John L Scott Real Estate Grants Pass

    854 Twin Pines Cir Unit 7, Ashland, OR 97520
  • 738 Fairway Ct, Ashland, OR 97520
    738 Fairway Ct, Ashland, OR 97520
    738 Fairway Ct, Ashland, OR 97520
    /45

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 1,995 Sq Ft

    738 Fairway Ct, Ashland, OR 97520

    Enjoy expansive views of the 9th fairway at Oak Knoll Golf Course, Grizzly Peak, and surrounding vineyards from this inviting 3-bedroom, 2.5-bath home. Located on a quiet cul-de-sac, the 1,995 sq.ft. residence offers peaceful golf course living with direct cart access. This well-maintained home features a new roof (January 2026), a large deck perfect for entertaining, and RV parking. Inside,

    The Rasmussen Group John L. Scott Medford

    738 Fairway Ct, Ashland, OR 97520
  • 1057 Oak Knoll Dr, Ashland, OR 97520
    1057 Oak Knoll Dr, Ashland, OR 97520
    1057 Oak Knoll Dr, Ashland, OR 97520
    /46

    $585,000

    $9K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    1057 Oak Knoll Dr, Ashland, OR 97520

    The minute you enter this one level home you will say WOW! Gorgeous light & bright remodel w/prefinished hardwood floors, open living concept w/gourmet all new kitchen featuring island & room for bistro table w/chairs. Open floor plan including vaulted ceilings in living, kitchen & dining. Gas fireplace. Primary suite w/walk in closet, double sinks, amazing shower. A bonus sunroom/family room. 2

    Susie Brown Absolute Realty

    1057 Oak Knoll Dr, Ashland, OR 97520
  • 30 Knoll Crest Dr, Ashland, OR 97520
    30 Knoll Crest Dr, Ashland, OR 97520
    30 Knoll Crest Dr, Ashland, OR 97520
    /25

    $459,000

    $391K PRICE DROP
    • Land
    • 3.9 Acres
    • $117,692 per Acre

    30 Knoll Crest Dr, Ashland, OR 97520

    Exclusively presented for sale - 30 Knoll Crest Drive, a rare public offering of flexible development land in Ashland of size (the ''Site''). Spanning 3.90-acres with additional land available to the North, the Site provides the opportunity for an entrepreneurial developer to create their vision on a stunning parcel of land. While currently zoned C-1, the Site lends itself to a mixed-use or

    Caspian Hoehne Merit Commercial RE, LLC

    30 Knoll Crest Dr, Ashland, OR 97520
  • 938 Cypress Point Loop, Ashland, OR 97520
    938 Cypress Point Loop, Ashland, OR 97520
    938 Cypress Point Loop, Ashland, OR 97520
    /35

    $525,000

    Open Sat 12PM - 2PM $125K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,351 Sq Ft

    938 Cypress Point Loop, Ashland, OR 97520

    Gracious, single-level 3 bed, 2 bath home located in the charming and peaceful Oak Knoll Subdivision. Updates and features throughout including hardwood floors in the main living areas, multiple spaces for living and dining, a full wall of built-in storage cabinetry, dedicated laundry/mud room plus a generous enclosed sunroom ideal for a home office, craft space or multipurpose room. Convenient

    Dixie Hackstedde John L. Scott Medford

    938 Cypress Point Loop, Ashland, OR 97520
  • 935 Cypress Point Loop, Ashland, OR 97520
    935 Cypress Point Loop, Ashland, OR 97520
    935 Cypress Point Loop, Ashland, OR 97520
    /35

    $499,000

    Open Sun 12PM - 1:30PM $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft

    935 Cypress Point Loop, Ashland, OR 97520

    Lovely single level home within the Oak Knoll Meadows subdivision, also known as ''Ashland's Hidden Gem'' a wonderful neighborhood at the southeast end of town. Home has three bedrooms, two bathrooms with approx. 1741 SF of living space. Light filled kitchen has lots of cabinetry and surface space with a cozy breakfast nook area and window seat. Kitchen opens to the dining area and great room.

    Justin Donovan Ashland Homes Real Estate Inc.

    935 Cypress Point Loop, Ashland, OR 97520
Oregon Jackson County Ashland

Real Estate & Homes for Sale in Oak Knoll, Ashland

Why Live in Oak Knoll
Oak Knoll in Ashland, Oregon, is a neighborhood characterized by its mix of contemporary Craftsman and traditional-style single-family homes, including ranch-style dwellings and residences with unique architectural features like bay windows and hipped terracotta roofs. The homes are often surrounded by mature oak trees, trimmed hedges, and drought-tolerant plants such as California poppies and catmint. The neighborhood is car-dependent, with convenient access to Interstate 5 and Green Springs Highway 66, though parts of Oak Knoll experience moderately elevated noise levels due to the proximity to these highways. The Oak Knoll Golf Course, established in 1927, is a notable feature, offering a 9-hole course, a covered driving range, and a clubhouse open to the public. Nearby, the Ashland Family YMCA provides fitness classes, youth programs, and an indoor aquatic center. Dining options include Oak Tree Northwest Bar & Grill, the Little Espresso Shop, El Paraiso, and Caldera Brewery & Restaurant, all located near the northwestern edge of the neighborhood. For grocery shopping, residents can visit Albertsons supermarket, just 1 mile away. The neighborhood is served by highly rated schools, including Bellview Elementary School, Ashland Middle School, Ashland High School, and TRAILS Outdoor School, which focuses on nature and the arts. The Oregon Shakespeare Festival in downtown Ashland and the Britt Festival in Jacksonville are popular local events. Oak Knoll is safer than the national average, making it a practical choice for families.
Learn more about living in Oak Knoll

Oak Knoll, Ashland, OR Home Prices vs. Nearby Neighborhoods

Oak Knoll Cottage District Croman Mill South Ashland
Median Home Price
$549,500
$497,000
$425,000
$500,000
Median Sale Price
$490,000
-5% YoY
$482,375
-3% YoY
$423,250
+1% YoY
$497,500
-11% YoY
Avg. Price per Square Foot
$282
$326
$288
$302
Median Single Family Price
$507,500
$512,375
$410,000
$485,500
Total Active Listings
8 listings
8 listings
13 listings
13 listings
Market Conditions
4 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
8 Months of Supply
Buyer's Market
4 Months of Supply
Seller's Market

Frequently Asked Questions

Is Oak Knoll a good place to live?
Oak Knoll is a good place to live. Oak Knoll is considered car-dependent and somewhat bikeable. It has a median age of 52. The average household income is $165,086 which is above the national average. College graduates make up 63.8% of residents. A majority of residents in Oak Knoll are home owners, with 18% of residents renting and 82% of residents owning their home. A local real estate agent serving Oak Knoll can help you decide if this neighborhood is the right one for you. Learn more on our Oak Knoll neighborhood guide.
How much do you need to make to afford a house in Oak Knoll?
The median home price in Oak Knoll is $549,500. If you put a 20% down payment of $109,900 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $2,850 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $122K a year to afford the median home price in Oak Knoll. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oak Knoll is $165K.
What are the best public schools in Oak Knoll?
The best public schools that serve Oak Knoll are:
What are the best private schools in Oak Knoll?
The best private schools that serve Oak Knoll are:
What are the most popular zip codes in Oak Knoll, Ashland, OR?
The most popular zip codes in Oak Knoll, Ashland, OR include 97520, 97540, 97504, 97535 and 97524.
What are the most popular neighborhoods near Oak Knoll, Ashland, OR?
The most popular neighborhoods near Oak Knoll, Ashland, OR are Croman Mill, South Ashland, University District, Central Ashland and Mill Pond.
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