The picturesque town of Middlebury is where you can find a friendly blend of small-town warmth and cultural depth., and is home to the prestigious Middlebury College. Dine, shop, or attend the theater in Middlebury's downtown. Burlington is just a short drive away, but you will never feel forced to make the trip with all of the services, shopping, and entertainment you need just minutes away.

The mountains, forests, and lakes invite you to pack a picnic, jump into a swimming hole, hike trails, or go camping. In the summer golf, tennis, and biking are popular pastimes, as well as enjoying nearby Lake Champlain. In the winter cross-country skiing or downhill skiing at the Middlebury College Snow Bowl are just a few ways to enjoy the snow.

Search our complete listing of homes & real estate for sale in Middlebury, Vermont.

 

42 Currently Available
6 High Street, Middlebury
Residential
5
2
2,451
0.2700
1830
$5,710

Listed Jan 8th, 2020

MLS# 4789741

By Jeff Olson of Addison County Real Estate

5 BEDROOM 2 BATH MIDDLEBURY HOUSE IN A GREAT LOCATION. Set in a Middlebury historic district with numerous elegant houses nearby, this 1830 Colonial has ample room for those who need it. Numerous recent upgrades include energy efficiency work, new chimney flue, new electrical system, two new bathrooms, some refurbished/upgraded windows, new paint and flooring, and more. Come live where the action is! The owner is a licensed real estate broker.

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20 Stonegate Drive, Middlebury
Residential
3
1
1,288
0.3500
1967
$5,346

Listed Dec 18th, 2019

MLS# 4788327

By Elizabeth Marino of Four Seasons Sotheby\'s Int\'l Realty

Affordable Middlebury home! Well maintained, three bedroom, light filled ranch in the Stonegate development. Spacious living room, dining room, oak floors throughout. The walkout basement offers future space for rec room, exercise, workshop. Bring your imagination. Common land with playground and open space. Close to town.

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75 Court Street, Middlebury
Multi-Family
2
4
3
2,000
0.1800
1973
$5,243

Listed Nov 26th, 2019

MLS# 4786718

By Ray Fortier of KW Vermont

Well maintained multi family with two two bedroom apartments. Turn key move in. Great in town location walking distance to all of downtown amenities. Recently renovated in last couple of years. Great rent history. currently the main floor is vacant---move in and have the upstairs tenant pay part of your mortgage. Annual operating expenses run $9905 per year with fully rented income of $25,000. Fire and Saftey and EMP inspections up to date and fully compliant.

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3 Twin Circles Circle, Middlebury
Condo
2
2
1,232
1986
$5,325

Listed Nov 16th, 2019

MLS# 4785654

By George Brewer of Addison County Real Estate

One of Middlebury's most popular Condominium groups. This spacious and well appointed unit is replete with amenities such as a brand spanking new stainless refrigerator, a chef's stove, microwave, and dishwasher--all stainless. Bountiful kitchen cabinets. Brazilian cherry floors in kitchen and living room. Central vac. Spacious attic storage. New wall to wall carpeting in bedrooms. And this handsome unit comes with a garage. All of this in our shire town of Middlebury.

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0 Pratt Road, Middlebury
Land
rural residential
215.0000

Listed Nov 6th, 2019

MLS# 4784476

By Michael Tragner of Fountains Land Inc.

Middle Plains Forest is located minutes from the Green Mountain National Forest just off Vermont Route 125. Just north of the property, Route 125 follows boulder-strewn Middlebury River upstream to the higher elevations of the national forest, where Middlebury College’s Breadloaf summer campus is just 7 miles away. Two miles further to the southeast, just below Middlebury Gap, is the college’s Snow Bowl Ski Area. Minutes to the west of Middle Plains Forest is East Middlebury...

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250 Halladay Road, Middlebury
Residential
3
2
1,161
1.6000
1962
$5,381

Listed Nov 4th, 2019

MLS# 4784184

By Mark Duchaine Jr. of C21 Jack Associates/S. Burlington

Check out this Raised Ranch in a quiet country setting but close to town. This home has three bedrooms and two bathrooms on a large 1.6 acre lot. And has cathedral ceilings in living room. Yard is partially fenced in and has a storage shed in the back. Basement has both a walk out and interior stairs and property has a nice apple tree in the yard. Plenty of storage and a great country setting. Seller and Agency have no knowledge of systems, buyer responsible to verify all data, property sold...

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4 Little Pond Road, Middlebury
Condo
2
3
1,516
1989
$8,473

Listed Nov 4th, 2019

MLS# 4784137

By Courtney Houston DeBisschop of IPJ Real Estate

Be the first to buy one of the completely renovated units at Battell Hill. The condo is perfect in so many ways, custom kitchen cabinetry Vermont verde counter tops make the kitchen so light, bright and functional. Open living area and den with a half wall, adding so many potential uses for the space. Living area has lovely custom built ins, a propane fireplace, wood floors and a slider to the southern facing deck complete this room. Deck has been redone with composite decking and has a...

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TBD Case Street, Middlebury
Land
Forest District
19.0000

Listed Oct 29th, 2019

MLS# 4783751

By Margo Casco of Greentree Real Estate

Wooded, secluded, interior lot. The lot is very level and private with a stream running through it. Abutting Green Mountain National Forest, this lot is perfect for recreational purposes.

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55 Monroe Street, Middlebury
Residential
2
1
1,264
0.1700
2005
$5,496

Listed Oct 11th, 2019

MLS# 4781077

By Sarah Peluso of IPJ Real Estate

Beautifully designed, meticulously crafted home in a great neighborhood location! Architect designed and built in 2005, this energy efficient home is just what you have been looking for. Well built, not too big, and in town! Radiant floor heat throughout, Marvin clad windows with solar window shades, new standing seam roof, and freshly painted inside and out! The open concept floor plan includes a custom kitchen with maple cabinetry and stainless steel appliances. This flows to the eating...

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466 Mead Lane, Middlebury
Residential
3
2
1,536
2.8000
2010
$6,291

Listed Oct 6th, 2019

MLS# 4780054

By Jill Fraga of The Real Estate Company of Vermont, LLC

Perfectly situated on 2.8 acres at the end of a private drive, this 3 bedroom modern farmhouse offers an ideal mix of indoor and outdoor spaces in a quiet country neighborhood. Once inside you will find an inviting entry, tasteful half bath, and a light-filled open layout. The first floor is highlighted by warm cherry cabinetry in the kitchen, which is anchored by a large island offering storage and a great work space, stainless appliances, and a south-facing triple bay of windows above the...

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1299 Quarry Road, Middlebury
Residential
4
3
3,296
5.0000
1813
$10,570

Listed Sep 24th, 2019

MLS# 4778019

By John & George Black Team of Coldwell Banker Hickok and Boardman

This four bedroom, three bathroom Farmhouse blends vintage Vermont charm with updated modern finishes. The newer main home is full of light with an open floor plan. Kitchen with large island flows to the dining area - perfect for entertaining. A large living room features new flooring, a gas fireplace, and built ins creating a warm living environment. Bonus living space with a sunroom that flows to the back deck overlooking the large landscaped backyard. The upstairs landing offers options...

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1890 North Branch Road, Middlebury
Residential
3
3
2,112
5.1600
2000
$8,361

Listed Sep 19th, 2019

MLS# 4777370

By Amey Ryan of IPJ Real Estate

Idyllic location with incredible views of the Green Mountains and the Middlebury College Snow Bowl, this house is just minutes (less than 10) from everything that the college town of Middlebury offers. It's a very private, edge of town location with the convenience of being close to the ski areas, hiking, fishing, biking. House is sited perfectly to take advantage of mountain views and borders a tributary to the North Branch of the Middlebury River. Wide pine floor boards, acid-stained...

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36 Seymour Street, Middlebury
Multi-Family
2
6
2
2,048
0.3400
1875
$4,819

Listed Sep 16th, 2019

MLS# 4776797

By Ray Fortier of KW Vermont

It's all about the location---walking distance to all the amenities downtown Middlebury has to offer. Excellent Investor returns----- Live in one unit and collect rent on the other to help pay your mortgage --- Collect both rents totaling $27,600 plus per year. - The current operating expenses are $9000 which includes property taxes, water, sewage, lawn care, snow removal and trash pickup. Tenants pay for all other utilities and services. Owner currently does a lot of the small maintenance...

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220 Peterson Terrace, Middlebury
Residential
4
2
1,248
0.2500
1976
$3,938

Listed Sep 16th, 2019

MLS# 4776706

By Mark Duchaine Jr. of C21 Jack Associates/S. Burlington

Come check out this great Middlebury home bordering Means Woods. It has recently had a new roof put on and is ready for your finishing touches. Has a nice semi-private corner lot and carport to store your car. And its just one mile from downtown Middlebury. This property is eligible under the Freddie Mac First Look Initiative through 10/06/2019. Seller and agency have no knowledge of systems, buyer responsible to verify all data, property sold as-is.

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8 Forbes Circle, Middlebury
Residential
4
2
2,244
0.6000
1960
$6,324

Listed Sep 6th, 2019

MLS# 4775224

By Amey Ryan of IPJ Real Estate

Quiet, end-of-the-road location yet walking distance to the center of town! You'll appreciate the care that has gone into this lovely home. In the last few years the exterior has been painted, boiler and hot water heater replaced, new chimney cap and liner for boiler flue. There is a great back yard with tons of flat play space, good sun for gardens and even a small cement pad for a playhouse or picnic table! On the first floor you'll find an enclosed entry porch, a den with beautiful...

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377 East Main Street, Middlebury
Residential
3
2
1,964
1.1900
1986
$5,552

Listed Sep 3rd, 2019

MLS# 4774386

By Nancy Foster of Champlain Valley Properties

A private lot in the middle of a village is a hard thing to find! This lovely sun-filled home is on over an acre of land with very nice walking paths through the woods behind the house, a large garden area, and spacious lawn for any other activity you might like. The 3 bedroom, 2 bath home also has lots of living space--a very nice living room with wood stove and beautiful sun room on the main level, as well as spacious family room on the lower level. A really nice home in a good price...

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14 Maecliff Court, Middlebury
Land
MDR
0.3400

Listed Aug 27th, 2019

MLS# 4773238

By Nancy Foster of Champlain Valley Properties

This lot is very affordable because it has town water and sewer, as well as natural gas and electricity right at the edge of the lot. It is a lovely level lot with mature trees on one side and is part of a very nice small development. Located at the end of a town maintained dead end road, your new home will have access to all Middlebury has to offer!

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209 Happy Valley Road, Middlebury
Residential
4
3
2,632
0.6100
2000
$6,457

Listed Aug 16th, 2019

MLS# 4771305

By Hergenrother Realty Group of KW Vermont

Searching for a single-family residence, with an attached inlaw apartment for additional income? Look no further! Head into the main residence from the deck, into the open concept floor plan that leads from the dining area, towards the bright and airy kitchen featuring overhead skylights, overflowing with natural light. Easily entertain guests from the convenient layout, that offers ample cabinet and counter space! Cozy up to the beautiful brick fireplace in the winter months in the spacious...

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20 Kings Row, Middlebury
Residential
3
2
1,922
0.4500
1958
$4,658

Listed Aug 15th, 2019

MLS# 4771123

By Amey Ryan of IPJ Real Estate

Enjoy the simplicity of living on 1 level in an open and airy space with light pouring into just about every rm! The large living rm extends from the front door to the back patio, making it easy to grab wood for the woodstove. The living room's cathedral ceiling and high windows make for great views of the sunrise and moonrise. The newly remodeled kitchen has lots of extra storage, newer stainless steel appliances, and provides another access to the back patio. An open dining room sits...

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17 Forest Ridge, Middlebury
Residential
2
2
1,844
2.2100
1986
$5,427

Listed Aug 9th, 2019

MLS# 4769949

By Deborah Hillman of Four Seasons Sotheby\'s Int\'l Realty

Comfy, cozy 2 bedroom 2 bath home. Nicely tucked away in a quiet woodland neighborhood. Move in ready with fresh paint, new flooring, a new kitchen range, and partially finished basement. WELL PRICED, BELOW NEW MIDDLEBURY ASSESSMENT!

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46 Washington Street, Middlebury
Residential
3
2
1,890
0.3100
1840
$7,529

Listed Aug 5th, 2019

MLS# 4769200

By Amey Ryan of IPJ Real Estate

Classic Vermont home! Sit out on the front porch and visit with your neighbors as they go by OR head out to the back porch for some privacy and grilling! On the main floor you'll find a laundry room, 3/4 bath (shower stall/no tub), kitchen, large living room, large family room (was previously a porch but has been insulated and contains a woodstove!) and a bedroom option - this room is currently being used as an office. Two bedrooms on the second floor and another 3/4 bath (this one with...

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907 Halladay Road, Middlebury
Residential
4
3
2,592
6.0000
1973
$7,567

Listed Jul 16th, 2019

MLS# 4765003

By John & George Black Team of Coldwell Banker Hickok and Boardman

Quaint, private & well-maintained 4 bedroom Chalet-style Ranch with an in-law suite on the walk-out lower level. This is a great opportunity to owner-occupy and gain supplemental income in a country setting on 6 acres of sub-dividable land. Easily entertain from the bright kitchen with an island, butcher block counter tops and sliding glass doors to the massive wrap around deck. Cozy up & entertain indoors during the cooler months in the inviting & spacious living area with beamed ceilings...

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62 Otterside Court, Middlebury
Condo
2
2
1,420
1974
$3,478

Listed Jul 8th, 2019

MLS# 4763648

By Bonnie Gridley of RE/MAX North Professionals, Middlebury

Freshly painted, with new carpet & tile, this 3 story townhouse condo has enjoyed many recent upgrades making it ready to move right into & enjoy. Beautiful swimming pool, expansive lawn area for family enjoyment & Frisbee with the dog & garden area with a path down to Otter Creek and the Marbleworks & town. Open first floor living with upgraded kitchen cabinets & beautiful tiled back-splash. 3rd floor loft with stairs. All appliances remain, lovely propane stove in the living room &...

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1917 Case Street, Middlebury
Residential
3
3
1,719
0.6400
1968
$5,626

Listed Jun 17th, 2019

MLS# 4758985

By Heather Morse of Greentree Real Estate

This immaculately maintained home is full of surprises, and has a little something for everyone. The exterior of the home well disguises the 60' by 20' two story garage perfect for a mechanic, hobbyist, or someone who just needs a lot of storage or RV space. There is additional two story storage space attached to the shop perfect for bikes, motor cycles, atvs and all your other toys and equipment. All this is accessible from the mudroom in the home you never have to go outside! There is...

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1138 Case Street, Middlebury
Residential
3
1
1,248
0.4900
1966
$4,611

Listed Jun 3rd, 2019

MLS# 4755762

By Courtney Houston DeBisschop of IPJ Real Estate

Lovely well maintained 3-bedroom ranch with lots of storage. A new kitchen was completed in (2017), and a new hot water heating system and storage tank installed in (2018). One of the three bedrooms has been converted to a convenient laundry/ sewing room (new wiring and plumbing), which could easily be relocated back into the spacious clean basement if desired. The three bedrooms have hardwood floors, as does the large living room which currently has carpeting over the hardwood. There...

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3408 Case Street, Middlebury
Land
AR/FOR
45.0200

Listed May 29th, 2019

MLS# 4754694

By Margo Casco of Greentree Real Estate

This large level lot has it all! Enjoy privacy, with the convenience of being located on a publicly maintained road. Thirty five acres of wooded land and eleven acres of meadow make this property great for pasture, farming or recreation. Located near Green Mountain National Forest and hiking trails. To be a residential building lot, buyer would need to obtain septic permits. Partial driveway completed, municipal water and electric located at street. This property has endless possibilities!

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49 Seymour Street, Middlebury
Multi-Family
2
4
3
2,169
0.3900
1860
$4,379

Listed May 17th, 2019

MLS# 4752489

By Nancy Foster of Champlain Valley Properties

Spacious 2 unit in-town apartment building. Nice garage/barn in the back. Easy walk to town and schools. Lovely yard and nice size apartments!

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Page 2
153 Wildflower Lane, Middlebury
Residential
4
4
4,671
4.4800
1984
$12,653

Listed Oct 16th, 2018

MLS# 4723868

By John Nelson of Emilo Real Estate, LLC

This gracious, four bedroom home on four and a half a very private acres is five minutes from Middlebury, yet feels like a world apart. The spacious, art-filled interiors flow out from a three-story, light-filled atrium with a magnificent, custom-designed, circular oak staircase, providing multi-purpose living, office, and entertainment or studio spaces with functionality for every member of the household. The two-floor, "in-law" apartment includes an elevator and presents possibilities...

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0 Route 7 Route, Middlebury
Land
Multiple
178.0000

Listed Sep 20th, 2018

MLS# 4719512

By Michael Tragner of Fountains Land Inc.

This forestland parcel holds gently rolling terrain situated on a hill between nearby Green Mountain National Forest lands and the Lake Champlain Valley to the west. Direct access to Route 7 offers a minute’s drive to East Middlebury Village, with downtown Middlebury just 4.5 miles to the north. This location of Vermont is one of the more desirable areas to live with its healthy jobs market and diverse outdoor recreational options. The property also offers an outstanding, managed...

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00 Painter Road Highway, Middlebury
Land
Ag
100.0000

Listed Aug 14th, 2018

MLS# 4713068

By Nancy Foster of Champlain Valley Properties

Beautiful rolling farmland with some nice woods. Lovely mountain views. Very close to village of Middlebury, but totally private. Perfect setting for a fabulous new home, family retreat, horse farm, or whatever is perfect for a new Owner.

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TBD Route 7 South, Middlebury
Land
AR
111.3000

Listed Jun 9th, 2017

MLS# 4639868

By Amey Ryan of IPJ Real Estate

Gorgeous views of the mountains to the south from this property. Build your dream home, have a farm, estate, house & guest house, you name it! This large parcel is suitable for residential development per zoning regulations and preliminary site investigations by a Site Tech Jeff Kelley. Access will be across other lands owned by seller and is currently being permitted for curb cut. Land is divided by old Middle Road which was redirected a few years ago so older maps may not reflect actual...

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208 Mead, Middlebury

$235,000

208 Mead


Middlebury

Residential
5
2
2,800
0.9600
1965
$6,072

Listed Apr 29th, 2016

MLS# 4487058

By Bonnie Gridley of RE/MAX North Professionals, Middlebury

Mountain views & a versatile floor plan! All rooms in this home are generous for lots of family & friends. Lower level has a walk out apartment or can be used as family rooms and offices. Both living levels enjoy a woodstove insert in the Panton Stone fireplace adding ambiance and each has a kitchen and separate entrances. NEW roof in 2018!! The screened-in porch, deck & patio invite you to enjoy the outdoors. This is in a country neighborhood to Middlebury on almost an acre of land with...

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 South Ridge, Middlebury
Land
MDR
22.2400

Listed Sep 11th, 2015

MLS# 4450390

By Amey Ryan of IPJ Real Estate

This is currently a wooded parcel with a larger building envelope. Room to clear out a lovely building site and tons of privacy, yet not isolated from other people. It's the best of both worlds! South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will...

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 South Ridge, Middlebury
Land
MDR
4.9000

Listed Sep 11th, 2015

MLS# 4450389

By Amey Ryan of IPJ Real Estate

this is a wooded parcel with a larger building envelope. tons of privacy, yet not isolated from other people. It's the best of both worlds! South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape!...

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277 Meadow Glen, Middlebury
Land
MDR
1.9700

Listed Sep 11th, 2015

MLS# 4450385

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite.This lot is quite open and feels very pastoral. Views and exposure to the south! You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape! Please ask about other lots that are available.

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239 Meadow Glen, Middlebury
Land
MDR
2.9400

Listed Sep 11th, 2015

MLS# 4450384

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite.This lot is quite open and feels very pastoral. Views and exposure to the south! You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape! Please ask about other lots that are available.

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411 South Ridge, Middlebury
Land
MDR
1.0100

Listed Sep 11th, 2015

MLS# 4450379

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. If you appreciate privacy, but want to be close to town and still have a few neighbors, this wooded lot could be the best of both worlds! You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape!...

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376 South Ridge, Middlebury
Land
MDR
0.6000

Listed Sep 11th, 2015

MLS# 4450375

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. The access is across the eastern edge of lot #30. This house site slopes gently east so you could have a walkout basement and some nice views to the east and south! You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and...

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34 Meadow Glen, Middlebury
Land
MDR
1.2800

Listed Sep 11th, 2015

MLS# 4450365

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape! Please ask about other lots that are available.

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234 South Ridge, Middlebury
Land
MDR
0.7800

Listed Sep 11th, 2015

MLS# 4450362

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape! Please ask about other lots that are available.

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192 South Ridge, Middlebury
Land
MDR
0.8800

Listed Sep 11th, 2015

MLS# 4450361

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. You can choose to purchase a lot for construction in the future, or build now. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape! Please ask about other lots that are available.

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92 South Ridge, Middlebury
Land
MDR
0.5200

Listed Sep 3rd, 2013

MLS# 4313244

By Amey Ryan of IPJ Real Estate

South Ridge is a growing community, conveniently located near Middlebury Union Middle School. The lot is ready to build on - town water & sewer & electrical access onsite. You can choose to purchase a lot for construction in the future, or build now. Affordable building options are available. Come and explore this neighborhood and you will be amazed by the expanse and beauty of the landscape! Please ask about other lots that are available.

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