Skidmore Academy Historic District, OR homes for sale & real estate

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451 N Main St, Ashland, OR 97520
451 N Main St, Ashland, OR 97520
451 N Main St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Just blocks from downtown, this beautifully updated Bed & Breakfast offers charm, flexibility, and income potential. Ideal for home buyers or investors, the property can function as a 3, 4 or 6-unit rental or spacious multi-generational home. Original woodwork, high ceilings, and natural light pair with modern upgrades throughout. Enjoy the welcoming lawn, pollinator garden, and large covered porch. The main level includes a generous living area, kitchen and front porch, with four ensuite bedrooms upstairs. A separate rear suite with exterior access could easily convert into a rented studio. The current 1-bedroom owner's suite features a private entrance, full kitchen, bath, and laund

$1,249,000

— beds— baths3,302 sq ft

451 N Main St, Ashland, OR 97520

0.3 acre lot • Very walkable

166 Nob Hill St, Ashland, OR 97520
166 Nob Hill St, Ashland, OR 97520
166 Nob Hill St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Fantastic opportunity on a . 35 acre lot with incredible views & just blocks to the Ashland Plaza. This three-bedroom, two-bathroom home is at the corner of Nob Hill and Scenic, making it a prime location. The 1827 sq ft home is in need of a renovation that will complement this wonderful location. The oversized lot has development potential as there is plenty of space for an ADU, a garage, or even a potential lot split (buyer to do due diligence with the City of Ashland). In a neighborhood of many high-end homes, this is a rare opportunity to customize your dream home & take advantage of the expansive views on this large lot in this prime location. Investing in improving this pr

$495,000

2 beds2 baths1,827 sq ft

166 Nob Hill St, Ashland, OR 97520

0.35 acre lot • Very walkable

OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

173 Helman St, Ashland, OR 97520
173 Helman St, Ashland, OR 97520
173 Helman St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Location, location, location - just a few blocks from Ashland's downtown Plaza, zoned R-3, is this charming 3 bedroom, 2 bathroom home with history and modern amenities. The main level has a functional open floor plan with living room, eating area that has a freestanding wood stove and kitchen with lots storage, laundry/mud area, bedroom and 2 bathrooms (one with a traditional steam sauna). The upper level has 2 bedrooms plus a balcony off the hall providing exceptional views. The private, gated carport and fenced back yard has the detached, oversized single car garage with workshop. Roof, hot water heater, heating and air conditioning all new within the past 5 years. Don't miss this one!

$549,900

3 beds2 baths1,488 sq ft

173 Helman St, Ashland, OR 97520

4,791 sq ft lot • Garage • Walker's paradise

67 Woolen Way, Ashland, OR 97520
67 Woolen Way, Ashland, OR 97520
67 Woolen Way, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Hard to find 4 plex plus separate home on large R-2 lot. Walking distance to downtown. The units have been updated and are well maintained. Fully rented. One unit is rented fully furnished . The main home was remodeled 4 years ago. All units have private rear yards that are newly fenced. One of the apartments is complimented with a tile shower plus separate bathtub. Washers and dryers included in all units. Ample parking for tenants. Rents for 4 of the units are scheduled to be increased on July 1,2025.

$1,250,000

8 beds8.5 baths5,247 sq ft

67 Woolen Way, Ashland, OR 97520

0.41 acre lot • Very walkable

165 Water St, Ashland, OR 97520
165 Water St, Ashland, OR 97520
165 Water St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Discover the unique opportunity to own ''The Last of Its Kind'' in Ashland's bustling Downtown Corridor! These 3 prime undeveloped parcels span approximately 1.18 acres, presenting an exceptional chance for progressive developers. Envision a vibrant community with 8 mixed-use buildings, perfectly aligned with Ashland's Comprehensive Plan & nestled within the Employment Zoning District. 8 mixed-use buildings featuring ground-floor commercial spaces with 2 luxurious residential units above. Comprehensive architectural, engineering, landscaping, and utility designs are complete, with permits and approvals secured for effortless development. Surface and garage parking ensures convenience,

$4,000,000

— beds— baths— sq ft

165 Water St, Ashland, OR 97520

1.18 acre lot • Walker's paradise

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Nearby homes that match your criteria

495 Lori Ln, Ashland, OR 97520
495 Lori Ln, Ashland, OR 97520
495 Lori Ln, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Enjoy breathtaking mountain views from this multi-level townhome just blocks from the downtown plaza. The spacious primary suite features a private balcony, large closets, and a spa-like bath. The second bedroom also enjoys views, while the third bedroom/office is open to the staircase. The main level includes a bright living room with a view-facing balcony, a semi-formal dining area, and a sunlit kitchen with access to a back deck and fenced patio. A half bath with laundry is conveniently located off the kitchen. The ground level offers a double garage, workspace, and large bonus room ideal for storage, hobbies, or fitness. One of only five units with a low HOA and not part of Glenn Vista&

$435,000

3 beds2.5 baths1,804 sq ft

495 Lori Ln, Ashland, OR 97520

2,178 sq ft lot • $80 HOA • 2 garage spots

OPEN SAT, 2PM TO 4PM3D WALKTHROUGH

356 Randy St, Ashland, OR 97520
356 Randy St, Ashland, OR 97520
356 Randy St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Come see this newly completed home by Taylored Elements Construction just a few minutes from downtown Ashland. It is single level, with 3 beds, 2 baths, has an open floor plan, gas fireplace in the living room, vaulted ceiling, lots of windows for abundant natural light, engineered hardwood floors in main living areas, carpet in bedrooms, tile floors in bathrooms & laundry room, quartz countertops and custom cabinets with soft close drawers throughout. The farmhouse sink in the kitchen island, full tile backsplash, stainless steel appliances and pantry cabinet add to the luxurious feel. A primary suite bedroom wall has a special treatment for extra character, walk-in closet, dual sink

$739,900

3 beds2 baths1,600 sq ft

356 Randy St, Ashland, OR 97520

4,791 sq ft lot • $70 HOA • 2 garage spots

166 Hargadine St, Ashland, OR 97520
166 Hargadine St, Ashland, OR 97520
166 Hargadine St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Location. .. location. .. location!!! This property is truly a rare find, blending residential and commercial opportunities. It is located in the Hargadine historic district just steps from the Oregon Shakespeare Festival and downtown Ashland. The lot is over 1/3 of an acre with expansive views of the mountains and Grizzly Peak in the distance and the historic Ashland Springs Hotel in the foreground. The turn of the century main house is 1450 sq ft with a large 950 sq ft basement. . The approximately 1100 sq ft commercial/retail space on Hargadine St. is a rare opportunity to blend a work and live opportunity on one lot. The lot could also accommodate additional homes or ADU. So renovate, b

$599,000

2 beds2 baths2,400 sq ft

166 Hargadine St, Ashland, OR 97520

0.36 acre lot • Walker's paradise

595 Elizabeth Ave, Ashland, OR 97520
595 Elizabeth Ave, Ashland, OR 97520
595 Elizabeth Ave, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Well-kept home with a great location just a short distance to beautiful downtown Ashland and within the sought-after Helman Elementary School zone. Three bedrooms, two bathrooms with approx. 1450 SF. Oak flooring throughout the living room, kitchen and dining areas. Spacious kitchen with center island, built-in desk and newer appliances. A couple stair treads from the kitchen/ dining area to the living room provide an open floor plan, yet with a sense of separation. Low maintenance side yard patio area and backyard are fully fenced in and are a blank slate awaiting the next owner's creative touch. Attached garage and off-street parking. Wonderful neighborhood to call home, a mixture of newe

$519,000

3 beds2 baths1,451 sq ft

595 Elizabeth Ave, Ashland, OR 97520

4,356 sq ft lot • 2 garage spots • Car-dependent

330 Glenn St, Ashland, OR 97520
330 Glenn St, Ashland, OR 97520
330 Glenn St, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Charming well maintained 2 bed 2 bath end unit in GlennVista Estates. This townhome boasts updated laminate flooring, vaulted ceilings, private, fenced backyard and a attached 1 car garage. The monthly association fees cover exterior building maintenance, trash removal, front yard landscaping & irrigation, access to the pool, hot-tub, exercise/event room and onsite manager.

$325,000

2 beds2 baths1,104 sq ft

330 Glenn St, Ashland, OR 97520

1,742 sq ft lot • $399 HOA • Garage

583 Coffee Ln, Ashland, OR 97520
583 Coffee Ln, Ashland, OR 97520
583 Coffee Ln, Ashland, OR 97520
ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Discover the beauty of simple, sustainable living in this modern Earth Advantage-certified cottage, perfectly designed for a minimalist lifestyle. Built in 2022, this charming two-bedroom, one-bath home offers an airy open floor plan with vaulted ceilings, stylish finishes, and an abundance of natural light. The sleek kitchen features quartz counters, stainless appliances, and a breakfast bar, ideal for easy everyday living or casual entertaining. What truly sets this home apart is the outdoor space: a rare find for cottages and townhomes. Enjoy a fully fenced yard with a private patio and room to garden, relax, or entertain, offering a true extension of your living space and stunning mount

$409,900

2 beds1 bath752 sq ft

583 Coffee Ln, Ashland, OR 97520

1,306 sq ft lot • $95 HOA • Car-dependent

Property at 242 Grant St, Ashland, OR 97520, 2 beds, 1 bath

$300,000

2 beds1 bath1,174 sq ft

242 Grant St, Ashland, OR 97520

Property at 220 Nutley St, Ashland, OR 97520, 2 beds, 2 baths

$625,000

2 beds2 baths913 sq ft

220 Nutley St, Ashland, OR 97520

Property at 332 Randy St, Ashland, OR 97520, 3 beds, 2 baths

$709,900

3 beds2 baths1,513 sq ft

332 Randy St, Ashland, OR 97520

Property at 444 Willow St, Ashland, OR 97520, 4 beds, 3 baths

$585,000

4 beds3 baths1,892 sq ft

444 Willow St, Ashland, OR 97520

Property at 566 Coffee Ln, Ashland, OR 97520, 3 beds, 2 baths

$859,900

3 beds2 baths1,796 sq ft

566 Coffee Ln, Ashland, OR 97520

Property at 158 Mountain View Dr, Ashland, OR 97520, 2 beds, 1 bath

$399,000

2 beds1 bath769 sq ft

158 Mountain View Dr, Ashland, OR 97520

Property at 189 Ohio St, Ashland, OR 97520, 2 beds, 1 bath

$499,999

2 beds1 bath732 sq ft

189 Ohio St, Ashland, OR 97520

Property at 345 Alta St, Ashland, OR 97520, 4 beds, 3 baths

$720,000

4 beds3 baths2,411 sq ft

345 Alta St, Ashland, OR 97520

Property at 323 Glenn St, Ashland, OR 97520, 2 beds, 2 baths

$303,000

2 beds2 baths952 sq ft

323 Glenn St, Ashland, OR 97520

Niki Murphy • MORE Realty

Property at 166 Mountain View Dr, Ashland, OR 97520, 2 beds, 1 bath

$425,000

2 beds1 bath768 sq ft

166 Mountain View Dr, Ashland, OR 97520

Property at 165 Orange Ave, Ashland, OR 97520, 4 beds, 2 baths

$840,000

4 beds2 baths2,512 sq ft

165 Orange Ave, Ashland, OR 97520

Property at 393 N Laurel St, Ashland, OR 97520, 4 beds, 3.5 baths

$700,000

4 beds3.5 baths1,900 sq ft

393 N Laurel St, Ashland, OR 97520

Property at 390 Strawberry Ln, Ashland, OR 97520

$259,777

— beds— baths— sq ft

390 Strawberry Ln, Ashland, OR 97520

Property at 319 West St, Ashland, OR 97520

$175,000

— beds— baths— sq ft

319 West St, Ashland, OR 97520

Patricia Millen • Millen Property Group

Average home prices near Skidmore Academy Historic District, OR

Cities

Neighborhoods

East Ashland homes for sale
$454,000
Central Ashland homes for sale
$545,450
South Ashland homes for sale
$585,000
3 Tiers of Ashland homes for sale
$698,000
North Ashland homes for sale
$399,000
Mountain Meadows homes for sale
$340,000
Railroad District homes for sale
$817,750
Quiet Village homes for sale
$585,000
Lithia Park homes for sale
$964,000
Cottage District homes for sale
$587,200

Skidmore Academy Historic District, OR real estate trends

All Home Types trends in Skidmore Academy Historic District, OR

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$735,000

-3.3% YoY | May 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

May 2025

Growth

% YoY

Skidmore Academy Historic District, OR

$735,000

-3.3%

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