MIDDLEBURY

Many consider Middlebury to be the heart of Addison County. The village is listed on the National Register of Historic Places, and offers a variety of residential neighborhoods as well as pastoral rural areas. A charming downtown is filled with independent retail shops, galleries, several restaurants, mainstay bakeries and coffee shops. In greater Middlebury you’ll find multiple grocery stores, a popular Co-op, hardware stores, and most of the services its residents might need to stay "local". It is the largest community in the county with a population of approximately 8,500 and covering 40 square miles. The town is also home to Middlebury College, a small liberal arts college with a global reputation.  Its idyllic campus has an international draw, with programming offering multi-cultural opportunities and sporting events for the greater community. Rikert Nordic Center is a quick 15 minute drive, while you'll find alpine skiing on the slopes of the Middlebury Snow Bowl just 20 minutes East.  Proximities:  North, you'll find Burlington International Airport an easy 50 minute drive, Montreal at 2.5 hrs North and Boston at 3.5 hrs South.

RECREATION: The Middlebury Parks and Recreation Department offers facilities and fields in multiple locations (tennis, basketball, an outdoor pool, and so much more), great programming for children and adults, summer camps, classes and events to connect you with your neighbors! Friends of Middlebury Youth Football League (MYFL) and Middlebury Youth Lacrosse Club (MYLC) are popular outlets for the enthusiastic pre-High School clan. Green Mountain Adventures (an offshoot of Middlebury Mountaineer on Main Street), has created a host of guided experiences, and incredibly popular summer camps for kids. Eddy Farm School for Horse & Rider on South Street Extension is known for boarding, training and horsemanship summer camps.  Aurora Learning Center supports Addison County children and their families with educational and recreational experiences in after-school programming, summer and vacation camps, and daytime learning opportunities. Middlebury Area Land Trust, better known as MALT, provides year-round youth programming and camps, as well as the Trail Around Middlebury (TAM), an incredible resource for all ages with 18 miles of footpath encircling the village and links to several hundred acres of town land, conserved properties and local landmarks. You’ll want to visit Frog Hollow Bikes for rentals, maps and recommendations for great local rides (as well as for maintenance, repair and sales!). And we cannot forget the Ralph Myhre Golf Course that offers the public incredible views from the edge of town on the Middlebury College campus from its beautiful 18-hole golf course.

RESOURCES/SERVICES/OPPORTUNITIES: Neighbors, Together is the local community action group comprised of reps from a cross-section of local businesses and organizations. Get involved! Mini Bury is a resource for parents offering info on events, activities, camps and classes in and around town. Elderly Services, Inc is a state-of-the-art adult day care facility offering a warm and safe place with abundant activities, services, meals and support and Eastview at Middlebury is our local 501c3 nonprofit corporation providing exceptional retirement living including cottage homes, apartments, residential care apartments and memory care studios all on 40 acres adjacent to Porter Medical Center. For local history and legend, visit the Henry Sheldon Museum of Vermont History and the Vermont Folklife Center. Musically inclined? The Middlebury Community Music Center has a fantastic line-up of classes, workshops, camps, lessons and opportunities for youth and adults. For music, stage performance, screenings, special events, a community gallery, lectures, classes, camps, look into the incredible offerings at the not-for-profit Town Hall Theater. Need child care? The Middlebury College website has links to several local resources you’ll want to look into including a comprehensive child care service provider page, or check in with the Addison County Parent/Child Center that provides great support and education to local families. Older children looking for a safe, alternative local hangout? Definitely check out Addison Central Teens! Want to take advantage of bus services/low cost transportation? Try the services of ACTR (Addison County Transit Resources), where you’ll benefit from bus routes around Middlebury, a Tri-Town Shuttle (Middlebury, Bristol, Vergennes), Snow Bowl shuttle, 116 Commuter, and Burlington and Rutland Link busses!

SCHOOLS/EDUCATION: The Addison Central School District (ACSD) is based in Middlebury and sees over Middlebury’s Elementary, Mary Hogan School, Middlebury Union Middle, and Middlebury Union High schools. The Patricia A. Hannaford Career Center provides personal and career enrichment programming for high school students, home-schooled students, as well as adults across the county. Bridge School offers an alternative private education in a converted barn on the outskirts of town for pre-schoolers through sixth grade. The Community College of Vermont offers satellite classrooms in the Battell Block in the center of town (one of 12 locations across the state), with classes for college credit across many disciplines. Of course we're also proud to have Middlebury College and all that it offers in our back yard.

For abundant general information covering all of Addison County, you’ll want to visit the Addison County Chamber of Commerce’s site. You’ll find info on many of the organizations and businesses mentioned here, and so many more; it’s member-centric but the Chamber’s website provides extensive and invaluable info nonetheless. Of course, if you’re setting up shop in the area, it’s a connection you’ll want to make for networking, referrals, classes and smart opportunities, so be sure to stop by the Chamber offices and introduce yourself! Of course, we’re proud to spread the word on all things local, so while you’re wandering through charming downtown of Middlebury please do stop by to see us at 34 Main Street. We’ll answer questions, provide recommendations for our favorite nearby hot spots, and connect you with our friends and neighbors who will be happy to get to know you!

View all current listings available in Middlebury, VT below. To learn more about the town of Middlebury, click here.

Area: 39.23 mi²

Population: 8,501

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5 Court Street Middlebury VT 05753

MLS Number 4922137

  • Commercial
  • Square Feet 8,553
  • Year Built 1880
  • Acreage 0.1

A prominent feature in downtown Middlebury since 1814, this structure was the replacement of the original courthouse in this location, and built in 1883.To quote Glen Andres in the Walking Tour of Middlebury, "This replacement, by Clinton Smith of Middlebury, was described in the Middlebury Register in 1883 as of "mixed architecture with Queen Anne features,"and declared the handsomest courthouse in the state. The facade is both picturesque and ordered. Its asymmetric massing and variety of detail in stone, brick, wood, slate, and glazing are held in line by articulating brick panels and "structure."This was very up-to-date design for Vermont. The panel-brick style (as it since has been dubbed) was just being popularized by leading architects in Boston, New York, and Philadelphia. Yet the courthouse is hardly a pure import. Its architect was local, and he has put the stamp of his personality and craftsmanship on its design. He also has maintained a sensitivity to its setting. Vigorous in its detail, the 1883 courthouse remains a good neighbor to the earlier structures on Court Square, prominent, but not too assertive for the good of its surroundings." Currently used for office space, many of the original architectural details are intact! The property includes an elevator, and is fully up to date with fire safety including a sprinkler system.Three floors of office space, and a full basement that has plenty of storage, and all the mechanicals. Own a piece of Middlebury history!

Listed by IPJ Real Estate

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Washington Street Middlebury VT 05753
Active With Contract

MLS Number 4949541

  • Commercial
  • Year Built 1794
  • Square Feet 3,000
  • Acreage 0.08

Seriously motivated sellers. Professional office building with space versatility, a highly visible downtown location and updated systems within walking distance to downtown restaurants, convenience of shopping and lovely green/park spaces. This building has long been a law office and is nicely compartmentalized for any number of future uses. On the main entry level (front steps and ramp access) you'll find a large and welcoming waiting room overseen by two admin spaces. The front of the building holds two large private offices with 2 entrance options to each. Two more private office spaces, a conference room, a copier room and a 1/2 bath round out the first floor. Upstairs are two more generously sized offices, a large storage closet, a smaller office and a 2nd conference room, a break room and a 3/4 bathroom. The building has had some winterization work, includes several heat pump units and an air exchange system located in the attic space. Parking is available directly in front of the building (public parking on paved road) as well as 6 designated spaces (during business hours) along the western edge of the Middlebury Natural Foods Coop building. Site is set up with cable internet, phone systems and many office furnishings. NOTE: Building is currently one unit but could be separated spaces, shared spaces, shared amenities. Owners have provided a list of items that can be negotiated in a sale.

Listed by IPJ Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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89 Seminary Street Extension Middlebury VT 05753
Active With Contract

MLS Number 4960560

  • Residential Single Family
  • Construction Existing
  • Square Feet 3,489
  • Bathroom 4
  • Bedrooms 5

This house has long been admired by folks passing by, and for good reason! It's a beautiful home, perched above the road with south facing views of farm fields and adorned by a large, historic barn and a grainery/shed just waiting for your imaginative use! While originally built in the early 1800's the house has seen many improvements over the years. Retaining much of the charm and character of the past, modern and convenient spaces like the kitchen and the baths have been brought up to speed. The main house is comprised of a mudroom, family/card/game room, 1/2 bath, eat-in kitchen, dining room, living room and a primary suite with built-in shelving, private bath and access to the screened porch on the rear of the house. Upstairs are three more bedrooms and another full bath. The attached 2 vehicle garage provides direct access into the main home. The adorable apartment is a single bedroom with a full bath and a kitchen/living area on the 2nd floor. There is town water and on-site septic (installed 2018, designed for 6BR) and 2+/- acres of gorgeous lawn and garden space! The nearby Battell and Means Woods host the eastern portion of the Trail Around Middlebury and are perfect for walking/jogging, biking and birding. Close to downtown Middlebury but far enough away to enjoy the peaceful beauty of country living!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Chipman Heights Middlebury VT 05753

Middlebury, VT9 Chipman Heights

Price$675,000

Est. Mortgage: $/month

Pending

MLS Number 4968667

  • Residential Single Family
  • Bathroom 3
  • Bedrooms 4
  • Construction Existing
  • Square Feet 2,196

Houses in this neighborhood rarely go on the market, so now is your chance! This four bedroom three bath home on .54 acres on Chipman Hill is steps away from the entrance to the trail around Middlebury. This in-town location is close to everything Middlebury has to offer; library, restaurants, museums, theaters, shops, etc... It features a large open kitchen that flows into the dining room and sunroom...perfect for morning coffee and reading your favorite book. Beyond the dining room is a 1/2 bath and office. The living room is big and bright with a wood stove to keep you warm all winter. A wrap around porch allows you to take in the beautiful back yard. Upstairs you will find a primary bedroom with attached full bath, a second bedroom with porch, and two more generous bedrooms. Laundry room with storage and another full bath round out the second level. There is a full walk up attic with yet another balcony. The basement has a sliding glass door to the backyard and plenty of space for a workshop and storage. A two car detached garage is just steps from the main entrance. This home is conveniently on town water and sewer service, and natural gas & high speed internet are both available on this street.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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70 Maple Street Middlebury VT 05753

MLS Number 4968254

  • Condo
  • Square Feet 1,330
  • Bedrooms 1
  • New Contruction Existing
  • Complex Marbleworks

Dreaming of living in town? Check out all the conveniences of this third floor Marbleworks corner Condo. This is a spacious and bright one bedroom one bath unit with a Den. The kitchen features beautiful cherry cabinets, stainless steel appliances with granite counter tops. Open floor plan lends views to town and the Green Mountains. Enjoy your favorite beverage on the South facing balcony while listening to the falls ! This Condo comes with a heated one car garage with storage, all while being close to shopping, restaurants, Middlebury College, Otter Creek and walking tails! Come and see for yourself what it would be like to live here! Schedule your appointment today!!

Listed by Bonnie Gridley and Judith Murdock of RE/MAX North Professionals,Middlebury

$
$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39 Evergreen Lane Middlebury VT 05753

Middlebury, VT39 Evergreen Lane

Price$649,000

Est. Mortgage: $/month

MLS Number 4958875

  • Condo
  • Bedrooms 2
  • New Contruction Existing
  • Square Feet 3,518
  • Complex Middlebury East

Designed to enjoy its private setting while providing easy condo living, this end-unit home overlooks a large tree-lined yard, enhanced by a fabulous three-season sunporch and deck. From the welcoming foyer, you will be drawn to the stately fireplace and built-ins which anchor the gracious open living space. The super-sized chef's kitchen is an entertainment delight with tons of counter and cupboard space while the sunporch is a step away. Snuggle into the cozy den with brick hearth for a quiet retreat. Two large sunny bedrooms, each with its own bath, complete a spacious second floor. Wide open lower level semi-finished space, including a bath, offers plenty of options for recreation, home office, studio, home gym, workshop. The convenience of an attached garage and dedicated laundry room add to the easy living. Perfect for multi-generational living, this thoughtful layout encompasses plenty of room for guests. You will feel like you are living in a single-family home while someone else takes care of the outside work. Easy access to Battell Woods walking paths right from the backyard. Quintessential New England college town of Middlebury with restaurants, culture, shops, recreation & Porter Medical. First time on the market!

Listed by Neil Mackey and Susan Mackey of BHHS Vermont Realty Group/Middlebury

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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193 Washington Street Extension Middlebury VT 05753
Pending

MLS Number 4966016

  • Residential Single Family
  • Square Feet 1,737
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing

If you're interested in moving to town, walking to all that this lovely village has to offer, consider this property. The efficient two-bedroom house with a full basement and large screened porch shares a .69+/- acre lot with a small apartment (fasioned from a former garage) that currently rents for $1200/mo. The main house has a nice kitchen, large living room with a woodburning fireplace and oak floors and two nice bathrooms. There is onsite laundry and storage space in the full basement. The detached apartment is two rooms: kitchen/living room and a bedroom with a full bath and laundry area within it. Just outside the sliding door is a deck where you can enjoy the outdoors and the lovely yard. A small garden shed, front porch and minimal maintenance yard round out the features of this property. Sidewalks will take you right into town, no need for a car but if you do have one, plenty of paved driveway for you!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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193 Washington Street Extension Middlebury VT 05753
Pending

MLS Number 4966019

  • Multifamily
  • Bathroom 1
  • Units 2
  • Acreage 0.69
  • Square Feet 1,737

If you're interested in moving to town, walking to all that this lovely village has to offer, consider this property. The efficient two-bedroom house with a full basement and large screened porch shares a .69+/- acre lot with a small apartment (fasioned from a former garage) that currently rents for $1200/mo. The main house has a nice kitchen, large living room with a woodburning fireplace and oak floors and two nice bathrooms. There is onsite laundry and storage space in the full basement. The detached apartment is two rooms: kitchen/living room and a bedroom with a full bath and laundry area within it. Just outside the sliding door is a deck where you can enjoy the outdoors and the lovely yard. A small garden shed, front porch and minimal maintenance yard round out the features of this property. Sidewalks will take you right into town, no need for a car but if you do have one, plenty of paved driveway for you!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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209 Danyow Drive Middlebury VT 05753

Middlebury, VT209 Danyow Drive

Price$425,000

Est. Mortgage: $/month

MLS Number 4969434

  • Residential Single Family
  • Square Feet 2,197
  • Bedrooms 3
  • Construction Existing
  • Bathroom 1

Introducing a charming ranch-style home nestled in the heart of Middlebury, Vermont. This in-town gem offers a perfect blend of comfort, convenience, and a peaceful setting, making it an ideal choice for those seeking a relaxed and low-maintenance lifestyle.Located in a desirable neighborhood, this ranch house is just minutes away from the vibrant downtown area, schools, and a variety of recreational activities. Enjoy the convenience of having shops, restaurants, and cultural attractions within easy reach, while still being able to retreat to the tranquility of your own private oasis. As you step inside, you are greeted by a warm and inviting atmosphere. The layout seamlessly connects the living, dining, and kitchen areas, creating a spacious and functional living space. Large windows throughout the home allow natural light to flood in, creating a bright and cheerful ambiance.The kitchen featuring modern appliances, ample counter space, and plenty of storage for all your culinary needs. The adjacent dining area provides the perfect setting for meals or entertaining guests.Outside, a well-maintained yard provides the perfect space for outdoor activities or relaxation. Enjoy the beauty of Vermont's seasons from the comfort of your own backyard, whether it's gardening, hosting a barbecue, or simply unwinding after a long day.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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86 Ossie Road Middlebury VT 05753

Middlebury, VT86 Ossie Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4970745

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,536
  • Bathroom 2

Charming house in the beautiful village of East Middlebury. Situated on a small, easy-to-maintain lot, this property is a dream come true for those seeking a low-maintenance lifestyle. Say goodbye to endless yard work and hello to more time spent enjoying the incredible outdoor activities that surround this area. This delightful home offers three second floor bedrooms and two baths (one on each floor), making it the perfect space for you and your loved ones to create lasting memories! A sweet kitchen and dining area, large living room and an office (or use this as a bedroom option) make up the first floor. You'll find a fantastic front porch that is just perfect for relaxing with a cup of coffee or catching up with friends and neighbors. The owners have recently converted to natural gas heating and replaced the boiler, the washer/dryer are both new, flooring in mudroom entry is new and they've replaced the kitchen plumbing and bathroom fan just recently. The sense of community in this area is truly heartwarming, and you'll quickly find yourself surrounded by friendly faces and welcoming smiles at the local swimming hole, on the neighborhood tennis courts or at the bakery down the road!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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990 Lower Foote Street Middlebury VT 05753
Active With Contract

MLS Number 4964945

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Square Feet 2,616
  • Bedrooms 3

Life is busy, why not buy a home that is very well cared for and requires minimal maintenance? This house fits the bill! The roof was replaced a few years ago, siding is vinyl, garage door is new and the lawn is flat! With a conventional floor plan and bonus finished space in the basement you'll find it easy to visualize yourself here. Let's start outside, a deck off the living room offers an outdoor casual hang-out and the 1/2 acre lot and trees along the boundary allows for enough privacy from neighbors. Drive into the oversized garage (plenty of storage for cut wood, yard tools, bikes, etc.) and enter right into the mudroom/laundry area with a convenient 1/2 bath. The kitchen overlooks the back yard and the dining room offers a window to the east with a view of the Green Mountains. Rounding out the main floor is a large living room complete with a centrally located woodstove. All three bedrooms are located on the 2nd floor with a shared full bath. The basement is partially finished and would make a super play room, office, tv/media room or just clean storage! Are you the owner of a condo in Middlebury? If so, and you're looking to switch things up for a single family home, let's talk about how best to make that work as these sellers are looking to downsize to a condo!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29 Court Street Middlebury VT 05753

Middlebury, VT29 Court Street

Price$399,500

Est. Mortgage: $/month

Pending

MLS Number 4937082

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 2,640

Prominently located along a main road in the center of the college town of Middlebury, Vermont, versatile building can provide many options. The building is currently set up with two units. A modest two-room (plus a 1/2 bath) unit at the back of the building, a main floor with 4 rooms and two 1/2 baths and a second floor with 4 rooms plus a kitchen and full bathroom in the original part of the main house/building. The two story section sits on a foundation with a basement that houses the utilities for that part of the building. The back unit has a propane heater and is currently separate from the rest. It could be all opened up quite easily if that is the need of the next owner. Plenty of parking behind the building and two Route 7 curb cuts on either side of the building. Exterior is in great shape, roof is slate, interior has been renovated over the years and is all ready to go. Be sure to check out the Virtual Tours (there are two, one for the main house, one for the ell in the back). Located in the new "Mixed Use" zoning district, bring your ideas and let's make it happen!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 22, 2023 9:09 PM EDT