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

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NEW 9 HRS AGO

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Excellent investment opportunity near downtown Ashland! This fully rented 4-plex is nestled in a quiet, desirable neighborhood. Each spacious unit features a main level living room, dining area, kitchen, laundry closet, and half bath. Upstairs includes two generously sized bedrooms and a full bath. Sliding doors lead from the dining area to private patios and small outside green space. Convenient alley access with paved off-street parking. Individually metered, tenants pay electric and water, owner pays some trash. Each unit has central heat/air. Great for 1031 exchange, small investment property. Fee appraisal in hand at asking price. Close to downtown, shops, restaurants, and all that Ash

$749,900

8 beds6 baths4,032 sq ft

330 High St Unit 1-4, Ashland, OR 97520

Alley access • Dining area • Private patios

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Fully renovated historic home and detached cottage on a corner lot with alley access in the Skidmore Academy Historic District - just three blocks from Ashland's downtown plaza or one block to Briscoe Park! New foundation, roofing, sewer line, and utility services - including all electrical, gas, and plumbing. Single-level home with high ceilings, living room with crown molding, dining area with built-in china cabinet, kitchen with granite counters, stainless appliances including gas range with convection oven, two bedrooms with closet and built-in wardrobe - each with access to full ensuite bathroom with marble vanity and tiled tub shower. Charming period fixtures and vintage hardware thro

$600,000

3 beds2 baths1,088 sq ft

155 Central Ave, Ashland, OR 97520

Alley access • Detached cottage • New foundation

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Exceptionally refined Craftsman home with unparalleled amenities - just steps from Lithia Park, and three blocks from Ashland's downtown plaza. Solid wide-plank eucalyptus floors, fir-paneled walls and ceilings, meticulous tilework, designer lighting, remote-operated shades, integrated speakers and entertainment systems, wood-burning fireplaces, and intimate gathering spaces throughout. Tranquil main-level primary with two full ensuite bathrooms, gourmet kitchen with stainless Viking appliances, butler's pantry, spacious formal and informal dining, three guest bedrooms with full ensuite bathrooms, professional-grade spa with massage shower and infrared sauna, in-home theatre with seating fo

$4,000,000

4 beds8 baths6,903 sq ft

99 Granite St, Ashland, OR 97520

Craftsman home • Meticulous tilework • Designer lighting

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Updated end-unit condo with lovely mountain views and abundant natural light — steps from community gardens, picnic tables, walking paths, and playgrounds of dog-friendly Scenic Park! Solid oak hardwood entry, living room with mounted flat screen and sound bar, gas fireplace, window bench, and half bath with washer and dryer. Kitchen with new stainless GE range oven and counter-depth Samsung refrigerator; dining area with sliding glass door to fully-fenced private backyard. Vaulted primary suite with walk-in closet and ull ensuite bath with double vanity and tub shower, two guest bedrooms with closets, and full guest bath with tub shower. All new ceiling fans, carpets, and large-forma

$450,000

3 beds2.5 baths1,680 sq ft

581 Scenic Dr, Ashland, OR 97520

Mounted flat screen • Natural light • Gas fireplace

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Spacious, inviting home in the heart of Ashland on peaceful Almond Street, just a short jaunt to town, this 2,698 sq ft home offers space to gather, room to retreat, and a layout that adapts to many seasons of life. Built in 1992 and lovingly maintained by its original owners, it's on the market for the first time. With 4 bedrooms and 4 full baths and a north-facing room used as an art studio with plumbing in place, it suits visiting family, creative work, or everyday ease. The main-floor primary suite opens to the back yard, while an upstairs suite features a balcony with far-reaching views over town and hills. Hardwood floors, coffered ceilings, and stained-glass windows add quiet charm.

$849,000

5 beds4 baths2,698 sq ft

185 Almond St, Ashland, OR 97520

Breakfast nook • Balcony with views • 19-acre garden

Property at 111 Nursery St, Ashland, OR 97520, 4 beds, 3 baths

$1,250,000

4 beds3 baths3,020 sq ft

111 Nursery St, Ashland, OR 97520

Property at 166 Nob Hill St, Ashland, OR 97520, 2 beds, 2 baths

$495,000

2 beds2 baths1,827 sq ft

166 Nob Hill St, Ashland, OR 97520

Property at 173 Helman St, Ashland, OR 97520, 3 beds, 2 baths

$549,900

3 beds2 baths1,488 sq ft

173 Helman St, Ashland, OR 97520

Property at 451 N Main St, Ashland, OR 97520

$1,249,000

— beds— baths3,302 sq ft

451 N Main St, Ashland, OR 97520

Property at 67 Woolen Way, Ashland, OR 97520, 8 beds, 8.5 baths

$1,250,000

8 beds8.5 baths5,247 sq ft

67 Woolen Way, Ashland, OR 97520

Property at 165 Water St, Ashland, OR 97520

$4,000,000

— beds— baths— sq ft

165 Water St, Ashland, OR 97520

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NEW 12 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Highly desirable, top-floor, corner unit in Ashland Creek Condominiums overlooking lush green gardens and tranquil Ashland Creek! This light-filled 2-bedroom, 2-bath home is just blocks away from the Ashland Plaza, Oregon Shakespeare Festival, restaurants, and shopping. Enjoy stunning creek and mountain views, 9-foot ceilings, expansive great-room with separate sitting area or office, gas fireplace, two private decks, and a spacious primary suite with walk-in closet, generous bath with double vanity and jetted tub. Second bedroom works perfectly as an office or guest space. Recent updates include all new Anderson windows, newer HVAC, updated granite kitchen with new appliances, and fresh i

$785,000

2 beds2 baths1,786 sq ft

71 Water St #301, Ashland, OR 97520

$525 HOA • Garage • Walker's paradise

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Excellent proximity to The Plaza and downtown from this PRICED TO SELL condo! Upgrades from the past couple of years include; new HVAC, new flooring throughout, new double pane vinyl windows in front, stainless steel appliances, new vanity in upstairs bathroom and decomposed granite in garden area. This condo has been lovingly cared for and is ready for its new owner. Near Helman Elementary, the hospital, restaurants and just a hop skip and a jump from Shakespeare, shops, and Lithia Park. $250 per/mo HOA covers water, sewer and trash. Wonderful opportunity for first time homebuyer, investment property or second home!

$257,000

2 beds1.5 baths952 sq ft

311 Glenn St, Ashland, OR 97520

$250 HOA • Somewhat walkable

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Tasteful and lovingly updated Ashland townhome with pride of ownership in every detail. Expansive, light-filled entryway and great room flow seamlessly into an open concept kitchen and dining with quartz counters, updated appliances and custom hardwood soft-close cabinetry. 3 fully remodeled bathrooms and oversize tile-surround shower in primary. Spacious, high ceilings, solar tubes, coffered ceiling in primary. Enjoy peace and quiet by the cozy wood burning fireplace. Updated, 2-stage HVAC provides additional comfort and efficiency. Porches extended an extra 2ft. Power awning on back deck. New hot water heater. Ample single car garage. Plenty of storage. Views of Grizzly Peak. Entertain gu

$459,000

3 beds2.5 baths1,807 sq ft

384 Glenn St, Ashland, OR 97520

1,742 sq ft lot • $399 HOA • Garage

3D WALKTHROUGH

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Experience the best of Craftsman charm and modern living in this stunning home. Situated on a private cul-de-sac, this residence offers a serene escape with great views from multiple vantage points. The open floor plan creates a seamless flow between the living room, dining area, and a gourmet kitchen. The kitchen is a chef's dream, featuring high-end stainless steel appliances and a sleek induction range. The home boasts a generous primary bedroom with an ensuite bath, providing a luxurious retreat. A comfortable guest room ensures visitors feel right at home. The third room, currently used as an office, can easily be converted back into a bedroom to suit your needs. Upstairs, you'll find

$1,595,000

3 beds3 baths3,173 sq ft

180 Logan Dr, Ashland, OR 97520

0.23 acre lot • $10 HOA • 2 garage spots

ABOUT THIS HOME
Skidmore Academy Historic District, OR Homes for Sale
Rare ten-unit investment available within the Hillview Condominium development near parks, downtown entertainment, and Asante Ashland Community Hospital. Seller financing available with variable interest rates starting at 2.5% for terms of 5 and 10 years. Units range from 1,034 to 1,174 SqFt - each with two bedrooms and one full bathroom, open living and dining area, high ceilings, kitchen with granite tile counters, and all appliances included. Ground-level units with fully fenced private backyard and poured concrete patio. Average tenant occupancy of four years with current rent amount of $1,460. Association dues cover all exterior building maintenance - including roof, siding, and paint

$3,000,000

8 beds4 baths11,208 sq ft

230 Grant St, Ashland, OR 97520

$240 HOA • Car-dependent

OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH

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

$704,900

3 beds2 baths1,600 sq ft

356 Randy St, Ashland, OR 97520

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

Property at 595 Elizabeth Ave, Ashland, OR 97520, 3 beds, 2 baths

$499,000

3 beds2 baths1,451 sq ft

595 Elizabeth Ave, Ashland, OR 97520

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

$569,000

2 beds2 baths913 sq ft

220 Nutley 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 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

$275,000

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

$410,000

2 beds1 bath768 sq ft

166 Mountain View Dr, Ashland, OR 97520

Property at 364 Randy St, Ashland, OR 97520, 3 beds, 2 baths

$774,900

3 beds2 baths1,736 sq ft

364 Randy 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

$95,000

— 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
$375,000
Railroad Historic District homes for sale
$1,050,500
Central Ashland homes for sale
$525,000
Northwest Ashland homes for sale
$1,029,450
3 Tiers of Ashland homes for sale
$739,000
North Ashland homes for sale
$399,000
Mountain Meadows homes for sale
$317,500
Railroad District homes for sale
$725,000
Lithia Park homes for sale
$1,297,250
Cottage District homes for sale
$574,950

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)

$727,500

+4.7% YoY | Jul 2025

1 year
3 year
5 year

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

Location

Data

Jul 2025

Growth

% YoY

Skidmore Academy Historic District, OR

$727,500

+4.7%

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