Old Town Historic District, OR homes for sale & real estate

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3D WALKTHROUGH

342 NW Florida Ave, Bend, OR 97703
342 NW Florida Ave, Bend, OR 97703
342 NW Florida Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Welcome to this delightful 1925 bungalow, a blend of historic charm and contemporary living. 1,108 square feet offers two bedrooms and one bathroom providing a welcoming retreat for anyone seeking character and comfort. The living room features a striking fireplace that adds warmth and style while the larger bedroom offers a walk-in closet with abundant storage. Throughout, there are original touches that capture the essence of this home's era. Start your day on the covered porch swing and then enjoy the spacious backyard for evening gardening or gathering with friends. Alley access to parking and a detached shop offers convenience and development opportunity. Nestled in the heart of Bend's

$675,000

2 beds1 bath1,108 sq ft

342 NW Florida Ave, Bend, OR 97703

Covered porch swing • Spacious backyard • Detached shop

237 NW Florida Ave, Bend, OR 97703
237 NW Florida Ave, Bend, OR 97703
237 NW Florida Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Embrace the ultimate Bend Vibe in this Mid-century Modern Gem! Perfectly situated between the Downtown scene and the Box Factory, this home is the epitome of cool living. Every corner of this meticulously care-for gem radiates style and character. The kitchen is a dream come true, with fresh cabinetry, butcher block countertops, and a sleep tile backsplash. Flow effortlessly from the dining room into the living area, where a gas fireplace with white tile and custom teak shelving sets the perfect mood. The primary bedroom is a private retreat featuring a luxe custom tile shower and a walk in cedar closet. Two more bedrooms at the back of the house, next to a revamped bathroom, provide ample

$1,195,000

3 beds2 baths2,153 sq ft

237 NW Florida Ave, Bend, OR 97703

Custom teak shelving • Fresh cabinetry • Gas fireplace

805 NW Georgia Ave, Bend, OR 97703
805 NW Georgia Ave, Bend, OR 97703
805 NW Georgia Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Priced to sell! Charming bungalow in the heart of Bend's Historic District, just blocks from downtown and the Deschutes River. Thoughtfully renovated with over $75K recently invested in a full foundation restoration, drainage, and new city water/sewer mains. Kitchen has been fully remodeled with new flooring, cabinetry, PEX plumbing, electrical, insulation, washer/dryer, and a gas tankless water heater. Beautiful tiled bath and new Landmark Committee-approved wood windows preserve the home's vintage appeal. Back porch and stairs are new. Seller addressed everything on a recent inspection — this home is truly move-in ready—no surprises for buyers. Room on lot for potential ADU

$650,000

2 beds1 bath957 sq ft

805 NW Georgia Ave, Bend, OR 97703

4,356 sq ft lot • Garage • Built 1920

620 NW Florida Ave, Bend, OR 97703
620 NW Florida Ave, Bend, OR 97703
620 NW Florida Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
A rare opportunity to own a piece of Bend's founding history in the heart of the Old Town Historic District, the city's first platted neighborhood and birthplace of its mill-town legacy. Situated between NW Bond and NW Staats Streets, just three blocks from the vibrant downtown core and steps from Drake Park. The original 1915 Craftsman bungalow is one of the few surviving residences from the mill boom era, built the same year as the lumber mills that would later form the Old Mill District. While currently uninhabitable, prior renovation plans were approved (an 18+ month process) by Historic Landmarks and City of Bend for three units: a restored 841-sf historic cottage and a new duplex with

$480,000

1 bed1 bath794 sq ft

620 NW Florida Ave, Bend, OR 97703

New duplex • 89 walk score • 4,356 sq ft lot

521 NW Florida Ave, Bend, OR 97703
521 NW Florida Ave, Bend, OR 97703
521 NW Florida Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Located in Bend's Historic District, this beautifully restored 1920s Craftsman blends timeless character with modern comfort. The single-level home offers 956 +/- sq ft of inviting living space, plus an additional 440 +/- sq ft basement with laundry and extra storage. Step inside to original Douglas Fir wood floors, high ceilings, crown molding, and vintage-inspired details throughout. The thoughtfully designed layout includes 2 beds and 2 baths, with the guest bath featuring an antique clawfoot tub for a touch of old-world charm. The kitchen is both stylish and functional, showcasing solid surface countertops, a floor-to-ceiling tile backsplash, and updated finishes that complement the hom

$749,000

2 beds2 baths1,396 sq ft

521 NW Florida Ave, Bend, OR 97703

Private deck • Antique clawfoot tub • 4,356 sq ft lot

Property at 621 NW Delaware Ave, Bend, OR 97703, 3 beds, 2 baths

$1,045,000

3 beds2 baths1,794 sq ft

621 NW Delaware Ave, Bend, OR 97703

Property at 530 NW Georgia Ave, Bend, OR 97703, 3 beds, 2 baths

$895,000

3 beds2 baths1,340 sq ft

530 NW Georgia Ave, Bend, OR 97703

Elizabeth Kellogg • Duncan Real Estate Group Inc

Property at 535 NW Florida Ave, Bend, OR 97703, 3 beds, 2.5 baths

$1,150,000

3 beds2.5 baths2,131 sq ft

535 NW Florida Ave, Bend, OR 97703

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Nearby homes that match your criteria

55 SW Wall St Unit 18, Bend, OR 97702
55 SW Wall St Unit 18, Bend, OR 97702
55 SW Wall St Unit 18, Bend, OR 97702
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
The best of Bend at your doorstep! This modern Basecamp townhome blends natural elements with contemporary design offering style, sustainability & an unbeatable location. Thoughtfully designed with flexible living spaces, the entry-level suite is perfect as a guest room, home office or private retreat. Upstairs, the open-concept main level features a sleek chef's kitchen with luxury appliances & clean, modern finishes. The cozy living area is anchored by a chic Scandinavian-style fireplace, while the sun-drenched dining room leads to a striking floating staircase and upper-level loft. The third floor offers two bedrooms & serene separation of space. The second-floor balcon

$1,097,500

3 beds3.5 baths1,747 sq ft

55 SW Wall St Unit 18, Bend, OR 97702

1,306 sq ft lot • $420 HOA • 2 garage spots

295 NW Jefferson Pl, Bend, OR 97703
295 NW Jefferson Pl, Bend, OR 97703
295 NW Jefferson Pl, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Incredible investment opportunity in the heart of Bend! This centrally located home features a rare, transferable short-term rental permit, offering a unique blend for personal use and income potential. Just steps to the Deschutes River, Old Mill District and Downtown Bend, this property is ideally situated for vacationers and owners alike. With a proven track record of strong rental income, this high-performing vacation rental offers excellent revenue with tremendous potential for growth thanks to Bend's year-round demand. As a bonus, the seller has plans for an Accessory Dwelling Unit (ADU) — opening the door to even more income or guest accommodations. Buyers are encouraged to perf

$899,000

2 beds1 bath1,092 sq ft

295 NW Jefferson Pl, Bend, OR 97703

4,356 sq ft lot • Garage • Very walkable

106 NW Colorado Ave, Bend, OR 97703
106 NW Colorado Ave, Bend, OR 97703
106 NW Colorado Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Charming Downtown Gem with Unique Character & Prime Location! Beautifully crafted to blend vintage charm with modern comfort and so close to the Box Factory, Old Mill, and Downtown. This solid built home offers extra thick walls for exceptional insulation and sound dampening, allowing you to be right in the middle of the action, while also able to enjoy peace and quiet at home. Stunning hardwood floors pulled directly from the original ''Old Mill'' add a rich and historic touch. The finished basement provides bonus space—perfect for an office, media room, or guest suite. Enjoy peekaboo mountain views from the upstairs balcony and bedrooms. The fully fenced yard is ideal for gard

$700,000

2 beds2 baths1,759 sq ft

106 NW Colorado Ave, Bend, OR 97703

5,227 sq ft lot • Garage • Very walkable

626 NW Arizona Ave, Bend, OR 97703
626 NW Arizona Ave, Bend, OR 97703
626 NW Arizona Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Unleash Your Vision: An extraordinary opportunity awaits in the vibrant heart of Bend's Box Factory district. Picture this: a building with street frontage that commands attention, nestled perfectly between downtown Bend and the Old Mill District. Step inside to discover an industrial-chic interior, bathed in natural light. Zoned CG, this property invites boundless opportunity from urban live/work to retail to restaurants and more! Plus, there's a bonus: the adjacent property at 616 NW Arizona Ave. is also available. Currently fully leased with variable rents and lease end dates. Call for more details!

$3,299,000

4 beds3 baths4,480 sq ft

626 NW Arizona Ave, Bend, OR 97703

4,356 sq ft lot • Very walkable

616 NW Arizona Ave, Bend, OR 97703
616 NW Arizona Ave, Bend, OR 97703
616 NW Arizona Ave, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
Unleash Your Vision: An extraordinary opportunity awaits in the vibrant heart of Bend's Box Factory district. Picture this: a building with street frontage that commands attention, nestled perfectly between downtown Bend and the Old Mill District. Step inside to discover an industrial-chic interior, bathed in natural light. Zoned CG, this property invites boundless opportunity from urban live/ work to retail to restaurants and more! Plus, there's a bonus: the adjacent property at 626 NW Arizona Ave. is also available. Fully rented with varying rents and lease end dates. Call for more details!

$2,999,000

3 beds2 baths2,736 sq ft

616 NW Arizona Ave, Bend, OR 97703

4,356 sq ft lot • 3 garage spots • Very walkable

0 NW Lava Rd Lot 6, Bend, OR 97703
0 NW Lava Rd Lot 6, Bend, OR 97703
0 NW Lava Rd Lot 6, Bend, OR 97703
ABOUT THIS HOME
Old Town Historic District, OR Homes for Sale
This 0.10-acre corner lot offers a rare infill opportunity in Bend's Old Town Historic District, ideally located across from Market of Choice and a block from the Box Factory. Enjoy exceptional walkability - 10 minutes in either direction to downtown or the Old Mill - with a Walk Score of 84 and Bike Score of 87. Zoned RM (Residential Medium Density), the lot supports multiple middle housing types under Bend's updated code, including duplexes, triplexes, townhomes, and cottage clusters. A Middle Housing Land Division (MHLD) could allow up to three lots with separate utilities, subject to City approval. The City has indicated a duplex or triplex is feasible, but new construction must meet Hi

$325,000

— beds— baths— sq ft

0 NW Lava Rd Lot 6, Bend, OR 97703

4,356 sq ft lot • Very walkable

Average home prices near Old Town Historic District, OR

Cities

Three Rivers homes for sale
$667,250
Bend homes for sale
$778,500
Black Butte Ranch homes for sale
$1,149,000
Pronghorn homes for sale
$2,175,000
Tetherow homes for sale
$2,574,500
Crooked River Ranch homes for sale
$645,000
Terrebonne homes for sale
$589,000
Redmond homes for sale
$530,000
Sunriver homes for sale
$852,000
Deschutes River Woods homes for sale
$775,000
Eagle Crest homes for sale
$679,500
Seventh Mountain homes for sale
$294,750
Tumalo homes for sale
$1,975,000
Sisters homes for sale
$744,000

Neighborhoods

Summit West homes for sale
$1,075,000
Aubrey Butte homes for sale
$1,500,000
Southwest Bend homes for sale
$760,950
Northwest Crossing homes for sale
$943,900
Old Mill District homes for sale
$1,514,875
Boyd Acres homes for sale
$619,900
River West homes for sale
$1,249,000
Mount Bachelor Village homes for sale
$389,000
Awbrey Butte homes for sale
$1,500,000
Old Bend homes for sale
$860,000

Old Town Historic District, OR real estate trends

$625K

Sale price

-30.6%
since last year

$1.03K

Sale $/sq ft

+34.3%
since last year

Under list price

3.8%

Days on market

Down payment

—

Total homes sold

See more Old Town Historic District, OR market insights

More to explore in Old Town Historic District, OR

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How to buy a house in 10 steps

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Popular Markets in Oregon

All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Redfin are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2025 RMLS, Portland, Oregon. Data Last Updated Tue Sep 16 2025

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