255 E Simpson Ave, Jackson, WY 83001
Property image
Property image
FOR SALE

$4,100,000

Original price: $5,000,000
  • 1 Bed
  • 1.5 Baths
  • 2,604 sqft

255 E Simpson Ave, Jackson, WY 83001

Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1992
$1,575/sqft

Local Information

  • Map ViewExplore the area around 255 E Simpson Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Conference roomFully built-out office building
A rare downtown Jackson opportunity with significant redevelopment upside. Located directly across from the Teton County Courthouse, this 2,600 SF property sits on Office/Residential zoned land -- one of the most flexible and valuable zoning designations in a market where buildable, centrally located parcels are exceptionally scarce.

The current improvement is a fully built-out office building (7 offices, conference room, kitchen/breakroom, 2 bathrooms, 7 parking spaces), generating immediate utility or lease income while a redevelopment plan is finalized. But the real value lies in what the zoning permits: attached dwellings/apartments, accessory residential units, retail, service, day care, education, and home occupation uses, in addition to office. This creates multiple paths to maximize return, including:

Mixed-use conversion -- combining ground-floor retail or service space with residential units above
Multifamily/attached dwelling development -- adding density in a housing-constrained market where residential demand consistently outpaces supply
Live-work product -- pairing office or retail with accessory residential units, an increasingly sought-after model in Jackson
Continued/expanded commercial use -- leveraging the courthouse-adjacent location for legal, professional, or service tenants

With Jackson's persistent land scarcity, strict zoning limitations elsewhere in town, and strong underlying demand for both housing and commercial space, this Office/Residential-zoned parcel represents a strategic hold or a near-term redevelopment play for investors looking to capitalize on downtown Jackson's long-term growth trajectory.
Last check for updates: about 12 hours ago
Listing courtesy of Colleen Maestas, (949) 690-8900
Century 21 Jackson Hole
Source: TBOR, MLS#26-2370
Also Listed on TBOR.

Home Details for 255 E Simpson Ave

Interior Features

Interior Details
Basement: Finished
Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2604 Square Feet
Appliances & Utilities
Utilities: Cable Available
Fireplace & Spa
No Spa
Gas & Electric
Has Electric on Property
View
No View

Exterior Features

Exterior Home Features
No Private Pool
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (below surface): 1302 Square Feet

Days on Market

Days on Market: 45

Property Information

Year Built
Year Built: 1992
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, Residential
Building
Construction Materials: Wood Siding, Stick Built On Site
Property Information
Parcel Number: 22411634208010

Price & Status

Price
List Price: $4,100,000Price Per Sqft: $1,575
Status Change & Dates
Possession Timing: Upon Recording

Active Status

MLS Status: Active

Location

Direction & Address
City: JacksonCommunity: Cache Creek Addition

Agent Information

Listing Agent
Listing ID: 26-2370

Building

Building Area
Building Area: 2604 Square Feet

Community

Not Senior Community

HOA

No HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 7405.2 sqft

Miscellaneous

BasementMls Number: 26-2370

Price and Tax history

DateEventPrice
Oct 19, 2026
Source: TBOR #26-2370
PriceChange
$4,100,000
Price decreased by 18%
Sep 13, 2026
Source: TBOR #26-2370
Listed For Sale
$5,000,000

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Jackson

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 68% say there's holiday spirit
  • 55% say neighbors are friendly
  • 49% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 67 Trulia users voted on each feature.

  • 91 % Say there's wildlife

  • 91 % Say it's dog friendly

  • 89 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 77 % Say car is needed

  • 77 % Say parking is easy

  • 74 % Say yards are well-kept

  • 69 % Say it's quiet

  • 68 % Say there's holiday spirit

  • 60 % Say they plan to stay for at least 5 years

  • 56 % Say it's walkable to restaurants

  • 55 % Say neighbors are friendly

  • 49 % Say there are community events

  • 48 % Say streets are well-lit

  • 46 % Say there are sidewalks

  • 42 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Ss197477
    "Safe area for children, most people are middle class and up, great schools, awesome outdoor, superb skiing and good example of what we call a winter wonderland...."
    0
    Flag
  • Pictures.shoot
    "it's beautiful and quiet. it does need more stores like a Target and appliance store. you have to order what you want or go to Idaho and that's hard when you're handicapped. love the town but they really don't cater to the handicapped. "
    0
    Flag
  • Pictures.shoot
    "the beautiful view of the Tetons are close and awesome! a photographer 's dream I highly recommend visiting here. It's very expensive so be prepared to spend some bucks!"
    0
    Flag
  • Ashley C.
    "I know nearly everyone on my street. Very friendly place and neighborly community. Some people don’t pick up after their dogs. "
    0
    Flag
  • Chris
    "We’ve lived here for 4 or 5 years and it’s a great neighborhood. The people are great and it’s really close to down town. We walk everywhere to avoid the traffic in summer, it’s nice to live in a place where you can walk to your office, dinner and friends houses."
    0
    Flag
  • Gerard K
    "been in Jackson for 45 years and skyline ranch is by far the best subdivision. Safe, quiet, and in close proximity to town the village and teton pass"
    9
    Flag
  • Chad C.
    "Phenomenal community here for kids and parents alike. Wonderful proximity to nature and wildlife, just a remarkable place to be able to call home. "
    1
    Flag
  • Denise M.
    "Depending on the month or time of year, it is mostly easy from our location, but the 3 months of good weather is rough."
    0
    Flag
  • Kathleen
    "It’s a dog friendly neighborhood, lots of sidewalks and open areas for dogs to play. Everyone is responsible for scooping their poop:)"
    0
    Flag
  • Carrkatiejh
    "Everyone likes each other, and enjoyed spending time with one another. We are not just neighbors we are all friends."
    0
    Flag
  • Fred W.
    "One of prime locations in Rafter J, in quiet and safe neighborhood, with great views, next to paths for walking, dog-walking, cross-country skiing. Close to pond and creeks."
    0
    Flag
  • Meredith L. J. T.
    "This is a wonderfully located neighborhood close to everything you want in Jackson Hole. It's quiet Plus has hiking and biking trails right out your front door. "
    0
    Flag
  • Darlene
    "I have lived close to downtown Jackson for 18 months and truly love it! The city is working on this part of Broadway right now but the improvements will be worth it. Better traffic flow and bikes lanes!"
    0
    Flag

Market trends in Jackson

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
118
14MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$3.77M
Since last month
Decreased$957K (-20.2%)
Since last year
Decreased$957K (-20.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -20% in the last 10 years
MonthEstimated value
2026
October 2026$3.77M
September 2026$4.73M

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
360 E Pearl Ave, Jackson, WY
0.11
Single-Family Home
-
03/10/26
5
4
2,344
50 E Karns Ave, Jackson, WY
0.31
Single-Family Home
-
06/26/26
3
1.5
1,310
80 Stormy Cir, Jackson, WY
0.37
Single-Family Home
-
11/07/25
3
2
2,007
365 E Broadway Ave, Jackson, WY
0.20
Single-Family Home
-
08/21/26
4
3
4,310
355 W Karns Ave, Jackson, WY
0.51
Single-Family Home
-
02/26/26
2
1
1,260
645 S Glenwood St, Jackson, WY
0.46
Single-Family Home
-
10/26/26
2
2
1,729
75 W Aspen Dr, Jackson, WY
0.49
Single-Family Home
-
07/07/26
1
1
1,036
700 E Pearl Ave, Jackson, WY
0.54
Single-Family Home
-
03/10/26
5
2
2,529
365 Flat Creek Dr, Jackson, WY
0.63
Single-Family Home
-
06/17/26
3
2
2,112
420 W Kelly Ave, Jackson, WY
0.55
Single-Family Home
-
12/01/25
3
2
2,610

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
505 & 515 E Simpson Ave, Jackson, WY 83001
0.02
-
-
-
-
Off Market
225 E Simpson Ave, Jackson, WY 83001
0.02
$2,927,300
Studio
2
1,284
Off Market
285 E Simpson Ave, Jackson, WY 83001
0.03
$3,769,900
Studio
2
1,178
Off Market
230 E Pearl Ave, Jackson, WY 83001
0.03
$2,886,700
Studio
1
296
Off Market
212-234 E Pearl Ave, Jackson, WY 83001
0.03
-
Studio
-
4,369
Off Market
260 E Pearl Ave, Jackson, WY 83001
0.04
$3,803,500
Studio
1
919
Off Market
215 E Simpson Ave, Jackson, WY 83001
0.04
-
Studio
-
6,720
Off Market
295 E Simpson Ave, Jackson, WY 83001
0.04
$1,581,800
Studio
1
860
Off Market
750 Ferrin Ct #N10, Jackson, WY 83001
0.04
-
Studio
1
850
Off Market
4-A Ferrin Ct, Jackson, WY 83001
0.04
$331,700
Studio
2
700
Off Market
Ferrin Ct, Jackson, WY 83001
0.04
$350,500
Studio
1
1,140
Off Market
Ferrin Ct, Jackson, WY 83001
0.04
$298,700
Studio
1
672
Off Market
254 E Simpson Ave, Jackson, WY 83001
0.04
-
-
-
-
Off Market
Ferrin Ct, Jackson, WY 83001
0.04
$285,100
Studio
-
468
Off Market
220 E Pearl Ave, Jackson, WY 83001
0.04
-
-
-
-
Off Market
252 E Simpson Ave, Jackson, WY 83001
0.04
-
Studio
-
618
Off Market
282 E Pearl Ave, Jackson, WY 83001
0.04
$2,427,500
2
1
1,474
Off Market
212 E Pearl Ave, Jackson, WY 83001
0.05
$1,950,900
Studio
1
527
Off Market
292 E Pearl Ave, Jackson, WY 83001
0.05
$2,238,600
Studio
2
1,117
Off Market
300 E Simpson Ave #1, Jackson, WY 83001
0.06
$1,268,200
Studio
2
900
Off Market

LGBTQ Local Legal Protections

Colleen Maestas, Century 21 Jackson Hole
Agent Phone: (949) 690-8900
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 255 E Simpson Ave

Skip to last item
Skip to first item

Frequently asked questions about 255 E Simpson Ave

  • What is the estimated monthly payment for 255 E Simpson Ave?
    Based on a $4,100,000 list price with 20% down at today's rates, the estimated monthly payment for 255 E Simpson Ave in Jackson, WY is approximately $24,157 (about $22,715 principal & interest, $1,367 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Jackson?
    Residents describe Jackson, WY as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Jackson, WY.
  • What are the closest schools to 255 E Simpson Ave?
    The closest schools to 255 E Simpson Ave in Jackson, WY are Jackson Elementary School (Pre-K, rated 4/10), Jackson Hole High School (rated 7/10), Jackson Hole Middle School (rated 6/10).
  • What is 255 E Simpson Ave estimated to be worth?
    Trulia's estimated value for 255 E Simpson Ave in Jackson, WY is $3,773,900.
  • How big is the lot at 255 E Simpson Ave?
    The lot at 255 E Simpson Ave in Jackson, WY is about 0.17 acres (7,405 sq ft).
255 E Simpson Ave, Jackson, WY 83001 is a 1 bedroom, 2 bathroom, 2,604 sqft single-family home built in 1992. This property is currently available for sale and was listed by TBOR on Sep 13, 2026. The MLS # for this home is MLS# 26-2370.