Drew McCulloch Real Estate Agent - Windermere Realty Trust

4200 SW 53rd Ave, Portland, OR For Sale $1,135,000 - listed by Drew McCulloch — For Sale $1,135,000

Drew McCulloch co-listing agent for 3724 SW Shattuck Rd, Portland, OR - sold for $2,975,000 — Sold $2,975,000 • Co-Listing Agent

15592 Waluga Dr, Lake Oswego, OR For Sale $1,890,000 - listed by Drew McCulloch — For Sale $1,890,000

Drew McCulloch buyer's agent for 2946 NE 8th Ave, Portland, OR - sold for $639,900 — Sold $639,900

3731 U S 101, Gearhart, OR For Sale $2,620,000 - listed by Drew McCulloch — For Sale $2,620,000

Drew McCulloch

Portland OR

Windermere Realty Trust

136 Closed Sales

$133.7M Total Value

$139K - $10.8M Price Range

$983.4K Average Price

Prior 5 years

About Drew

Drew has been a full-time real estate broker for 20 years, is a member of the Portland Metropolitan Association of Realtors and the National Association of Realtors. He chose to partner with Windermere because of their similar business ideals; excellence in client service and satisfaction. Having seen both good markets and bad, put Drew's depth of knowledge, experience, and resources to work for you and see why his past clients have been so happy.

As a third generation born and raised in Portland, Drew attended both Lincoln and Jesuit High Schools and later the University of Oregon earning a BS degree in economics, then returning home to raise his own family. Priding himself as a true client advocate, whether it is representing a purchase or creating the most exposure possible with the highest quality content for a sale. Moving his clients one home, one estate, and one investment at a time and the only way he knows how: with your best interests at heart.

Home Types: House, Multifamily, Condo, Townhouse, Other, Lot/Land

Years of Experience: 19

Education: University of Oregon - BS, Economics

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	16
Total Value	$14,478,650
Average Sale Price	$904,916
Price Range	$202K - $3M

Buyer Deals
Total Deals	18
Total Value	$13,609,357
Average Sale Price	$756,075
Price Range	$290K - $1.6M

1 Year View by Quarter

Seller Deals
Total Deals	22
Total Value	$19,029,650
Average Sale Price	$864,984
Price Range	$202K - $3M

Buyer Deals
Total Deals	24
Total Value	$16,782,857
Average Sale Price	$699,286
Price Range	$139K - $1.6M

2 Year View by Quarter

Seller Deals
Total Deals	76
Total Value	$93,853,269
Average Sale Price	$1,234,911
Price Range	$202K - $10.8M

Buyer Deals
Total Deals	60
Total Value	$39,895,567
Average Sale Price	$664,926
Price Range	$139K - $1.6M

5 Year View

Neighborhoods Drew is Experienced In

Drew's Listings and Deals

Drew's Open Houses

Co-Listing Agent

$1,598,000

Open Sun 12PM - 2PM
- 5 Beds
- 4.5 Baths
- 5,827 Sq Ft
745 NW Culpepper Terrace

Portland, OR
OPEN Sun 8/16 from 12-2PM. Welcome to one of Portland's popular, premier neighborhoods Kings Heights! Gracious 1920's Traditional proudly nestled into the hillside overlooking the City, offering the homeowner amazing 4 Mountain View's, Willamette River, Cascade Foothills, and City's from almost every room w/amazing "ever changing" Vistas Day & Night. Period architecture greets you featuring

Drew McCulloch Windermere Realty Trust

Co-Listing Agent

$559,900

Open Sat 12PM - 2PM
- 3 Beds
- 3.5 Baths
- 1,905 Sq Ft
7306 SW 13th Dr

Portland, OR
OPEN Sat 8/15 FROM 12pm to 2PM. Buyers enjoy this unique opportunity to buy below replacement cost and appraised value of these custom-built Townhomes. Situated on elevated lot providing abundance of natural daylight and views. Completion date August 1, 2026. Location is a 10 close into SW city corridor. Immerse yourself in uniquely designed architecture that blends contemporary cutting edge

Drew McCulloch Windermere Realty Trust

Drew's Recent Active Listings

$1,135,000
- 4 Beds
- 3 Baths
- 3,328 Sq Ft
4200 SW 53rd Ave

Portland, OR
Stunning Mid-Century Remod in Close-In SW Portland with over 100k in recent updates located on quiet cul de sac on almost a 1/3rd acre! Excellent location, near so much in SW! As you enter the home through the oversized front door, youll find vaulted living room with lots of windows to view your mature garden and trees. Soak up the family room off kitchen ideal for todays lifestyle. Primary suite

Drew McCulloch Windermere Realty Trust

$1,890,000
- 5 Beds
- 4 Baths
- 3,400 Sq Ft
15592 Waluga Dr

Lake Oswego, OR
15592 SW Waluga - Butler Redevelopments latest project in Lake Oswego! Spanning 3400 square feet across two floors, this new modern build sits just across from West Waluga Park and down the road from Kruse Village shops! The main floor is home to over 1400 square feet that includes a stunning gourmet kitchen, dining room and expansive great room with a multi-panel slider to the outside patio.

Drew McCulloch Windermere Realty Trust

$2,620,000
- 4 Beds
- 2.5 Baths
- 3,700 Sq Ft
3731 U S 101

Gearhart, OR
Looking for space on the North coast!? Look no further. This custom built new construction home sits on two lots at 2.39 acres. Two out buildings for all the toys and shop for work. 4 bedrooms upstairs, plus a bonus/media room. Office on the main floor. And what everyone wants, family room off the kitchen. The seller also worked with local officials so the property could be potentially split up

Drew McCulloch Windermere Realty Trust

$985,000
- 5 Beds
- 3.5 Baths
- 4,032 Sq Ft
3322 SW Evergreen Terrace

Portland, OR
Welcome home to this pristine 90s built home situated on a quiet cul de sac nestled in the Hoyt Arboretum and backing to Washington Park on a large almost third acre lot. Ideal for a private and quiet location. Enjoy the proximity of city living, while being steps to all that nature has to offer; walking trails abound with the Oregon Zoo, International Rose Test Garden, and Pittock Mansion hiking

Drew McCulloch Windermere Realty Trust

Co-Listing Agent

$2,100,000
- 6 Beds
- 4.5 Baths
- 6,075 Sq Ft
1505 Country Club Rd

Lake Oswego, OR
Set back on a beautifully landscaped lot with a newer garden design and circular driveway, this impressive traditional residence offers timeless style and modern comfort. Nestled on 1.03 acres, the home features an attached 3-car garage and a serene, park-like backyard with a sparkling pool—perfect for entertaining or quiet relaxation. The expansive grounds provide ample room for play or

Drew McCulloch Windermere Realty Trust

Co-Listing Agent

$699,900
- 2 Beds
- 2 Baths
- 1,211 Sq Ft
1255 NW 9th Ave

Unit 1110

Portland, OR
Your search is over. Welcome home to the Pearl District and one of the best buildings in town, the Pinnacle. This 11th floor unit really is a one of a kind; prime SW corner with amazing city and West hill views, and also overlooking both Tanner Spring and the Fields parks. Step out on the oversized deck and enjoy! Ideal floor plan with views from every room. Soak up the wall of windows in your

Drew McCulloch Windermere Realty Trust

Co-Listing Agent

$3,875,000
- 5 Beds
- 4.5 Baths
- 10,564 Sq Ft
465 NW Royal Blvd

Portland, OR
OPEN SUN 7/12 FROM 1-3PM. One-of-a-Kind luxury home celebrating the pacific NW lifestyle over looking Forest Park, Columbia river gorge, city and partial Mt. Hood and Mt St Helens views. An architectural masterpiece with circular driveway and hand chosen selected NW materials and design features. The magnificent, quietly elegant updated and renovated lodge home is ideal for the most discerning

Drew McCulloch Windermere Realty Trust

Co-Listing Agent

$1,475,000
- 4 Beds
- 5.5 Baths
- 5,466 Sq Ft
1776 SW Montgomery Dr

Portland, OR
OPEN Sat 7/18 FROM 1-3PM. Rare opportunity to own a mid-century modern classic with stunning city views and ideally situated in Portland Heights. Thoughtfully designed for privacy, enter through the gated front-entry atrium and experience the unmistakable feeling of home from the moment you step into the 5,000+ sq ft residence. The main level welcomes you with a spacious open floor plan, high

Drew McCulloch Windermere Realty Trust

Co-Listing Agent

$869,000
- 5 Beds
- 3.5 Baths
- 3,102 Sq Ft
6024 SW 18th Dr

Portland, OR
OPEN Sun 8/2 FROM 11am TO 1PM. THIS WEEK ONLY SPECIAL BUILDER INCENTIVES AT OPEN HOUSE INQUIRE WITH AGENT. tunning Contemporary Model Home facing South filled with light – Tehran Exclusive by Main Street Development. Model close-out opportunity with 2/1 interest rate buy-down! Designed by renowned Portland architect Ralph Tahran, this home offers high-end finishes, 9' ceilings, and abundant

Drew McCulloch Windermere Realty Trust

Recently Sold

$915,000

Sold May 15, 2026
- 3 Beds
- 2 Baths
- 2,184 Sq Ft
892 NW Chelsea Loop

Bend, OR
- 3% Below List
- 5 Days On Market
- $419/SF
- Current Est. Value $938K
Drew McCulloch Windermere Realty Trust

$745,000

Sold May 4, 2026
- 2 Beds
- 2.5 Baths
- 1,523 Sq Ft
2438 NW Thurman St

Portland, OR
- 5% Below List
- 224 Days On Market
- $489/SF
- Current Est. Value $751K
Drew McCulloch Windermere Realty Trust

$512,000

Sold Feb 20, 2026
- 3 Beds
- 2 Baths
- 1,237 Sq Ft
7033 SW 99th Place

Beaverton, OR
- 2% Above List
- 1 Day On Market
- $414/SF
- Current Est. Value $517K
Drew McCulloch Windermere Realty Trust

$550,000

Sold Jan 22, 2026
- 3 Beds
- 2.5 Baths
- 1,627 Sq Ft
8420 SW Norfolk Ct

Portland, OR
- 8% Below List
- 102 Days On Market
- $338/SF
- Current Est. Value $564K
Drew McCulloch Windermere Realty Trust

$202,000

Sold Nov 21, 2025
- 1 Bed
- 1 Bath
- 598 Sq Ft
1030 NW 12th Ave

Unit 122

Portland, OR
- 19% Below List
- 351 Days On Market
- $338/SF
- Current Est. Value $233K
Drew McCulloch Windermere Realty Trust

$1,349,000

Sold Nov 3, 2025
- 4 Beds
- 4 Baths
- 4,577 Sq Ft
2423 NW Northrup St

Portland, OR
- 25% Below List
- 275 Days On Market
- $295/SF
- Current Est. Value $1M
Drew McCulloch Windermere Realty Trust

$670,000

Sold Oct 17, 2025
- 4 Beds
- 2.5 Baths
- 3,002 Sq Ft
10909 SW Adele Dr

Portland, OR
- 16% Below List
- 290 Days On Market
- $223/SF
- Current Est. Value $707K
Drew McCulloch Windermere Realty Trust

$485,000

Sold Oct 9, 2025
- 2 Beds
- 2.5 Baths
- 1,800 Sq Ft
236 S Sweeney St

Portland, OR
- 8% Below List
- 45 Days On Market
- $269/SF
- Current Est. Value $515K
Drew McCulloch Windermere Realty Trust

$820,000

Sold Sep 26, 2025
- 3 Beds
- 2.5 Baths
- 3,116 Sq Ft
2952 NW Verde Vista Terrace

Portland, OR
- 4% Below List
- 35 Days On Market
- $263/SF
- Current Est. Value $853K
Drew McCulloch Windermere Realty Trust

Awards and Designations

Portland Metropolitan Association of Realtors
NAR - National Association of Realtors

Agent License: Oregon 200206062

Drew McCulloch

(833) 916-3758

Homes for Sale by City

Drew McCulloch

About Drew

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Drew is Experienced In

Drew's Listings and Deals

Drew's Open Houses

Drew's Recent Active Listings

Recently Sold

Awards and Designations