PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
---|---|---|---|
106 Glenwood AvenueMiddlebury, CTCharming and tranquil "in town" two family home in walking distance to restaurants, shops,... |
5 beds | 2 baths | 1,724 sq.ft. |
$445,000 |
Airbnb cash on cash: N/A
|
7 East Farm RoadMiddlebury, CTCome enjoy a unique, elegant, old-world experience designed with artful accents and archit... |
4 beds | 7 baths | 9,981 sq.ft. |
$1,500,000 |
Airbnb cash on cash: N/A
|
103 Periwinkle Drive #103Middlebury, CTWelcome to Benson Woods' pristine model home that is now available for purchase. With top ... |
2 beds | 3 baths | 2,940 sq.ft. |
$599,900 |
Airbnb cash on cash: -0.34%
|
106 Periwinkle Drive #17Middlebury, CTDebating between a house or a condo? Benson Woods (over 55 community) offers the best of b... |
2 beds | 2 baths | 1,854 sq.ft. |
$459,000 |
Airbnb cash on cash: 2%
|
108 Periwinkle Drive #18Middlebury, CTDebating between a house or a condo? Benson Woods (over 55 community) offers the best of b... |
2 beds | 2 baths | 2,384 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.76%
|
110 Periwinkle Drive #19Middlebury, CTDebating between a house or a condo? Benson Woods (over 55 community) offers the best of b... |
2 beds | 2 baths | 1,762 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.76%
|
429 Mirey Dam RoadMiddlebury, CTA seamless blend of sophistication and tranquility in this exquisite home. The curb appeal... |
4 beds | 4 baths | 5,312 sq.ft. |
$950,000 |
Airbnb cash on cash: N/A
|
315 Hemlock Lane #74Middlebury, CTQuick delivery Simsbury Elite with loads of upgrades in Phase 1! Upgrades include full bat... |
2 beds | 3 baths | 2,292 sq.ft. |
$629,000 |
Airbnb cash on cash: 1.2%
|
3 Hunting Ridge RoadMiddlebury, CTWelcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 3 Hunting Ri... |
3 beds | 2 baths | 1,700 sq.ft. |
$674,900 |
Airbnb cash on cash: 0.59%
|
7 Hunting Ridge RoadMiddlebury, CTWelcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 7 Hunting Ri... |
4 beds | 3 baths | 2,700 sq.ft. |
$774,900 |
Airbnb cash on cash: N/A
|
40 Winthrop DriveMiddlebury, CTStunning all brick home w/ heated in-ground pool, covered outdoor dining/entertaining spac... |
4 beds | 6 baths | 6,024 sq.ft. |
$2,000,000 |
Airbnb cash on cash: N/A
|
588 Charcoal AvenueMiddlebury, CTREDUCED!! Ultimate privacy in this 8 room, 4 bedroom, 4098 SF Middlebury colonial with a c... |
4 beds | 4 baths | 4,098 sq.ft. |
$749,900 |
Airbnb cash on cash: N/A
|
28 Hunting Ridge RoadMiddlebury, CTWelcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 28 Hunting R... |
4 beds | 3 baths | 2,466 sq.ft. |
$779,900 |
Airbnb cash on cash: N/A
|
401 Chestnut Circle #75Middlebury, CTWelcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a priva... |
2 beds | 2 baths | 2,292 sq.ft. |
$660,500 |
Airbnb cash on cash: -0.93%
|
403 Chestnut Circle #76Middlebury, CTWelcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a priva... |
2 beds | 2 baths | 2,292 sq.ft. |
$665,600 |
Airbnb cash on cash: -0.95%
|
54 Falcon Crest RoadMiddlebury, CTStunning Colonial design with three floors of idyllic living space. Gorgeous five bedroom,... |
5 beds | 7 baths | 7,300 sq.ft. |
$1,050,000 |
Airbnb cash on cash: N/A
|
405 Chestnut Circle #77Middlebury, CTWelcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a priva... |
2 beds | 2 baths | 2,292 sq.ft. |
$649,500 |
Airbnb cash on cash: -0.89%
|
409 Chestnut Circle #79Middlebury, CTWelcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a priva... |
2 beds | 2 baths | 2,292 sq.ft. |
$669,500 |
Airbnb cash on cash: -0.96%
|
407 Chestnut Circle #78Middlebury, CTWelcome to our next phase!!! Chestnut Circle consists of 5 Simsbury Elite homes on a priva... |
2 beds | 2 baths | 2,292 sq.ft. |
$655,500 |
Airbnb cash on cash: -0.91%
|
397 White Deer Rock RoadMiddlebury, CTThis custom arts and crafts bungalow, designed and built for its current owners, is perfec... |
3 beds | 3 baths | 3,363 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -1.65%
|
783 Whittemore RoadMiddlebury, CTDo you like nice things? Do you collect cars? Have a big boat-or a few boats? Are you self... |
5 beds | 3 baths | 3,728 sq.ft. |
$699,900 |
Airbnb cash on cash: N/A
|
135 North Farm RoadMiddlebury, CTImagine being right outside your front door, and only hearing the birds chirping or trees ... |
4 beds | 4 baths | 3,252 sq.ft. |
$694,900 |
Airbnb cash on cash: N/A
|
43 Christian RoadMiddlebury, CTWelcome to Christian Road in Middlebury. One-level country living at its finest, come see ... |
3 beds | 2 baths | 1,532 sq.ft. |
$419,000 |
Airbnb cash on cash: 2.57%
|
530 Whittemore RoadMiddlebury, CTBack on Market. Buyer got cold feet and backed out. Fully Renovated, gorgeous 3 bed 3 bath... |
3 beds | 3 baths | 2,973 sq.ft. |
$469,000 |
Airbnb cash on cash: 2.21%
|
2 Deer Run RoadMiddlebury, CTWelcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run R... |
3 beds | 3 baths | 2,190 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.46%
|
36 Richardson DriveMiddlebury, CTCome and visit this charming cape style home with a country flair. Greeted by the large mu... |
3 beds | 2 baths | 1,398 sq.ft. |
$350,000 |
Airbnb cash on cash: 4%
|
17 Deer Run RoadMiddlebury, CTWelcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 17 Deer Run ... |
4 beds | 3 baths | 2,700 sq.ft. |
$779,900 |
Airbnb cash on cash: N/A
|
23 Hunting Ridge RoadMiddlebury, CTWelcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates.23 Hunting Ri... |
4 beds | 3 baths | 2,700 sq.ft. |
$799,900 |
Airbnb cash on cash: N/A
|
69 Ridgewood Drive #69Middlebury, CTWelcome to a RARE turn key stunning home w/ all the luxury & comfort! Boasting 4200+ Sqft,... |
3 beds | 4 baths | 4,200 sq.ft. |
$680,000 |
Airbnb cash on cash: -0.29%
|
71 Acme DriveMiddlebury, CTWelcome home to 71 Acme Dr. Don't miss the opportunity to live in the sought after town of... |
2 beds | 2 baths | 1,630 sq.ft. |
$479,000 |
Airbnb cash on cash: 1.16%
|
There are 30 properties for sale in the city of Middlebury . The median list price in Middlebury is $672,200 and the average price per square foot is $215. In March 2024, the average monthly cash on cash return in Middlebury is 2.00%. The average monthly rental income in Middlebury is $3,137.