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Ad #6683268
MLS #5107309
Listing photo

A remarkable Middlebury home where thoughtful craftsmanship

40 South St, Middlebury, VT 05753
$1,250,000
5Beds
5Baths
3,997Sqft
0.44Acres

About this property

A remarkable Middlebury home where thoughtful craftsmanship, refined finishes, and effortless livability come together beautifully. Meticulously renovated in 2016/17, this distinctive home has been transformed into an elegant retreat designed equally well for gracious entertaining and comfortable everyday living. The main level offers beautifully proportioned spaces, including a spectacular dining room with custom built-in shelving, a generous living room with gas fireplace, and a sophisticated eat-in kitchen centered around a large island with seating. Quality details include a six-burner gas range, pot filler, two mudroom entrances, home work space and an inviting breakfast nook. Upstairs, the serene primary suite is a true delight, featuring a private porch with views toward the Green Mountains, an idyllic spot to welcome the sunrise. A walk-in closet and beautifully appointed custom-tile bath complete the suite, with dual vanities, a spacious walk-in shower, and luxurious soaking tub. Also on this level are a second bedroom, 3/4 bath, and charming den with a cozy trundle bed, perfect for guests or an afternoon escape. The third floor reveals yet another generously sized bedroom with its own private bath, offering flexibility and privacy for family or guests. The two-car garage adds another dimension to the property. Beyond vehicle storage, the main level includes a finished area ideal for a home gym, while the upper level offers a private two-bedroom guest suite with its own bathroom and second kitchen, perfect for extended stays, visitors, or additional living space. Outside, a handsome stone wall , pergola and beautiful patio create an inviting covered outdoor living area, while the expansive, level lawn provides ample room for games, entertaining, or simply enjoying the privacy of the fenced grounds. All of this, just a stroll from Middlebury's celebrated shops, restaurants, and college sport courts/fields. Timeless character meets exceptional craftsmanship.

Property Features

5 Beds
5 Baths
3,997 Sqft
Built in 1900
0.44 Acres
2 Stories
Open, Driveway, Garage
Siding: Wood Frame, Board and Batten Exterior, Clapboard Exterior, Wood Siding
Shingle Roof
Has Fireplace
Ductless (Heating), Fireplace(s), Electric (Heating), Heat Pump (Heating), Baseboard, Hot Water(Heating), Oil, Propane (Heating), Natural Gas
$12,354 / yr property tax
Addison County

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Amey Ryan

IPJ Real Estate

802-388-4242

Location

Map
Listing Agent: Amey Ryan 802-388-4242
Broker: IPJ Real Estate 802-388-4242 Listing Site
Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Aug 29, 2026

Photo Gallery

A remarkable Middlebury home where thoughtful craftsmanship - photo 1
A remarkable Middlebury home where thoughtful craftsmanship - photo 2
A remarkable Middlebury home where thoughtful craftsmanship - photo 3
A remarkable Middlebury home where thoughtful craftsmanship - photo 4
A remarkable Middlebury home where thoughtful craftsmanship - photo 5
A remarkable Middlebury home where thoughtful craftsmanship - photo 6
A remarkable Middlebury home where thoughtful craftsmanship - photo 7
A remarkable Middlebury home where thoughtful craftsmanship - photo 8
A remarkable Middlebury home where thoughtful craftsmanship - photo 9
A remarkable Middlebury home where thoughtful craftsmanship - photo 10
A remarkable Middlebury home where thoughtful craftsmanship - photo 11
A remarkable Middlebury home where thoughtful craftsmanship - photo 12
A remarkable Middlebury home where thoughtful craftsmanship - photo 13
A remarkable Middlebury home where thoughtful craftsmanship - photo 14
A remarkable Middlebury home where thoughtful craftsmanship - photo 15
A remarkable Middlebury home where thoughtful craftsmanship - photo 16
A remarkable Middlebury home where thoughtful craftsmanship - photo 17
A remarkable Middlebury home where thoughtful craftsmanship - photo 18
A remarkable Middlebury home where thoughtful craftsmanship - photo 19
A remarkable Middlebury home where thoughtful craftsmanship - photo 20
A remarkable Middlebury home where thoughtful craftsmanship - photo 21
A remarkable Middlebury home where thoughtful craftsmanship - photo 22
A remarkable Middlebury home where thoughtful craftsmanship - photo 23
A remarkable Middlebury home where thoughtful craftsmanship - photo 24
A remarkable Middlebury home where thoughtful craftsmanship - photo 25
A remarkable Middlebury home where thoughtful craftsmanship - photo 26
A remarkable Middlebury home where thoughtful craftsmanship - photo 27
A remarkable Middlebury home where thoughtful craftsmanship - photo 28
A remarkable Middlebury home where thoughtful craftsmanship - photo 29
A remarkable Middlebury home where thoughtful craftsmanship - photo 30
A remarkable Middlebury home where thoughtful craftsmanship - photo 31
A remarkable Middlebury home where thoughtful craftsmanship - photo 32
A remarkable Middlebury home where thoughtful craftsmanship - photo 33
A remarkable Middlebury home where thoughtful craftsmanship - photo 34
A remarkable Middlebury home where thoughtful craftsmanship - photo 35
A remarkable Middlebury home where thoughtful craftsmanship - photo 36
A remarkable Middlebury home where thoughtful craftsmanship - photo 37
A remarkable Middlebury home where thoughtful craftsmanship - photo 38
A remarkable Middlebury home where thoughtful craftsmanship - photo 39
A remarkable Middlebury home where thoughtful craftsmanship - photo 40
A remarkable Middlebury home where thoughtful craftsmanship - photo 41
A remarkable Middlebury home where thoughtful craftsmanship - photo 42
A remarkable Middlebury home where thoughtful craftsmanship - photo 43
A remarkable Middlebury home where thoughtful craftsmanship - photo 44
A remarkable Middlebury home where thoughtful craftsmanship - photo 45
A remarkable Middlebury home where thoughtful craftsmanship - photo 46
A remarkable Middlebury home where thoughtful craftsmanship - photo 47
A remarkable Middlebury home where thoughtful craftsmanship - photo 48
A remarkable Middlebury home where thoughtful craftsmanship - photo 49
A remarkable Middlebury home where thoughtful craftsmanship - photo 50

$1,250,000

5
Beds
5
Baths
3,997
Sqft

40 South St, Middlebury, VT 05753

By contacting this agent you agree to these Terms and Conditions.
Home Vermont Middlebury
A remarkable Middlebury home where thoughtful craftsmanship - photo 1
A remarkable Middlebury home where thoughtful craftsmanship - photo 2
A remarkable Middlebury home where thoughtful craftsmanship - photo 3
A remarkable Middlebury home where thoughtful craftsmanship - photo 4
A remarkable Middlebury home where thoughtful craftsmanship - photo 5
MLS# 5107309
Home For Sale
$1,250,000

40 South St, Middlebury, VT 05753

5
Beds
5
Baths
3,997
Sqft
0.44
Acres
$1,250,000

40 South St, Middlebury, VT 05753

5 Beds
5 Baths
3,997 Sqft
0.44 Acres
Accessibility Features
Accessible Approach with Ramp

A remarkable Middlebury home where thoughtful craftsmanship

A remarkable Middlebury home where thoughtful craftsmanship, refined finishes, and effortless livability come together beautifully. Meticulously renovated in 2016/17, this distinctive home has been transformed into an elegant retreat designed equally well for gracious entertaining and comfortable everyday living. The main level offers beautifully proportioned spaces, including a spectacular dining room with custom built-in shelving, a generous living room with gas fireplace, and a sophisticated eat-in kitchen centered around a large island with seating. Quality details include a six-burner gas range, pot filler, two mudroom entrances, home work space and an inviting breakfast nook. Upstairs, the serene primary suite is a true delight, featuring a private porch with views toward the Green Mountains, an idyllic spot to welcome the sunrise. A walk-in closet and beautifully appointed custom-tile bath complete the suite, with dual vanities, a spacious walk-in shower, and luxurious soaking tub. Also on this level are a second bedroom, 3/4 bath, and charming den with a cozy trundle bed, perfect for guests or an afternoon escape. The third floor reveals yet another generously sized bedroom with its own private bath, offering flexibility and privacy for family or guests. The two-car garage adds another dimension to the property. Beyond vehicle storage, the main level includes a finished area ideal for a home gym, while the upper level offers a private two-bedroom guest suite with its own bathroom and second kitchen, perfect for extended stays, visitors, or additional living space. Outside, a handsome stone wall , pergola and beautiful patio create an inviting covered outdoor living area, while the expansive, level lawn provides ample room for games, entertaining, or simply enjoying the privacy of the fenced grounds. All of this, just a stroll from Middlebury's celebrated shops, restaurants, and college sport courts/fields. Timeless character meets exceptional craftsmanship.
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Property Details

HOME DETAILS

5 Beds
5 Baths
3,997 Sqft
Built in 1900
0.44 Acres
2 Stories

EXTERIOR

Open, Driveway, Garage
Siding: Wood Frame, Board and Batten Exterior, Clapboard Exterior, Wood Siding
Shingle Roof

INTERIOR

Has Fireplace
Ductless (Heating), Fireplace(s), Electric (Heating), Heat Pump (Heating), Baseboard, Hot Water(Heating), Oil, Propane (Heating), Natural Gas

FINANCIAL & COMMUNITY

$12,354 / yr property tax
Addison County
See More Details

Location

Map
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Ad Statistics

Ad Number
6683268
Viewed
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Listing Status
Active
Added
Aug 29, 2026
Last Refreshed
Aug 29, 2026 07:56:15 AM

Listing Information

Data Source
PrimeMLS
Source Property ID
5107309
Listing Agent: Amey Ryan 802-388-4242
Broker: IPJ Real Estate 802-388-4242 Listing Site
Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.
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SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com BeachHouse.com GolfHomes.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
Facebook YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.08.29
Terms & Policy