Jon Tsakis Sales Associate



Office: (540) 836-9211
Mobile: (540) 836-9211


Wintergreen Resort Premier Properties
39 Mountain Inn Loop
Wintergreen Resort, VA 22967


Jon Tsakis was eager to relocate to the beautiful Shenandoah Valley from Long Island, NY, after he spotted his dream home in a Real Estate magazine. Soon, he was in Virginia working on his pre-civil war, c.1790 Federal style home overlooking the Middle River in Augusta County, and began restoring it to its’ former glory. A Dowling College graduate with a BBA in Business and a minor in Accounting, Jon has been building custom homes with luxury features in beautiful settings for over 25 years. His 2 sons; Cole and Ford are native Virginians and attend college and middle school in the area. They are active in sports, clubs and other outdoor activities. Jon has a contagious enthusiasm for Wintergreen Resort saying “Wintergreen is a rare gem that will never be duplicated. The forever vistas, natural beauty of streams, mature trees and rock formations amaze me daily. I instantly fell in love with the beauty of the Blue Ridge Mountains and the history in this area.”

Jon sees the untapped potential of Wintergreen resort and says “There is no other place that is an easy 3 hour drive to North Carolina, Northern Virginia and the Tidewater area that offers such natural beauty.”

Jon embraces the future and the changes that will happen at Wintergreen Resort. These will benefit the community and will in turn increase property values. He believes this so strongly that he has invested his own resources by building large luxury custom homes with his company Shenandoah Valley Construction Company, he also owns a number of lots at the resort and will continue to invest in the future of Wintergreen. Spend a minute with Jon and you will understand the advantages of owning at Wintergreen. Give him a call today to explore your future at Wintergreen Resort.

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1475 Jefferson Hwy Fishersville, VA 22939

-- SqFt
85,377 Sqft Lot
Status Active
MLS # 555553
Property Type Commercial Sales
One of the last large commercial tracts of land fronting route 250 in the center of Fishersville Business District. Located at a traffic light directly across from the entrance to the Food Lion Shopping Center. Ideal location for retail drugstore, bank, fast food, strip center.

37 Grassy Ovlk Wintergreen, VA 22958

2,592 SqFt
40,946 Sqft Lot
Status Active
MLS # 559473
Property Type Detached
The most amazing unobstructed views of the Blue Ridge Mountains and beyond, on a 1 acre lot. Newly renovated by Shenandoah Valley Construction with custom built cabinetry, new roof, gutters, skylights, Evergrain decks, granite countertops, new waterlines, hot water heater, light fixtures, new hardwood flooring, carpeting, custom Turkish mosaic tile work, flatscreens, 50'wide main deck, 4 Stone fireplaces. Freshly painted inside & out. 3 zone heating/air conditioning. Don't miss this opportunity!

458 Stoney Creek East Nellysford, VA 22958

2,718 SqFt
41,382 Sqft Lot
Status Active
MLS # 553398
Property Type Detached
This 5 bedroom, 4.5 Bath home is a great investment property. Use, enjoy, and have rental income. Gross annual rent of approximately $40,000. Three owner suites, large screened porch, hardwood floors, stone patio and hot tub. Large covered deck. All rooms wired for TV and internet. Custom kitchen with granite countertops.

11 Dripping Rock Ln Wintergreen, VA 22967

2,960 SqFt
15,681 Sqft Lot
Status Active
MLS # 553403
Property Type Detached
Custom built five bedroom home on private cut-de-sac setting with beautiful natural stone outcroppings. Natural stone fireplace, two living areas, hardwood floors, and custom ceramic tile. Vaulted ceilings, top of the line Andersen windows, and three zones of heating/cooling. Large, expansive decks. Great rental potential. Constructed by Shenandoah Valley Construction Company. Like new condition, built in 2011.

11 Shenandoah Ridge Ct Wintergreen, VA 22967

2,180 SqFt
-- Sqft Lot
Status Active
MLS # 547885
Property Type Attached
This amazing 4 bedroom, 4.5 bath unit comes fully furnished and boasts fantastic views of the Shenandoah and Rockfish valleys. Close to everything this unit is ideally located to experience all that Wintergreen Resort has to offer! This property is part of the Wintergreen Homes and Villas Rental program and frequently rented.

672 Fawn Ridge Dr Wintergreen, VA 22958

-- SqFt
23,086 Sqft Lot
Status Active
MLS # 556129
Property Type Building Lots
One of the last Golf front lots at Wintergreen with Mountain and Valley views! Corner lot #42 on the resort map is a great location! Adjoins the 2nd hole on the Devils Knob Golf Course. Walk to the Devils Knob Golf and Tennis Center. Don't miss this incredible opportunity. Have Shenandoah Valley Construction build your custom dream home on the second hole & fairway with mountain views.

1445 Beacon Hill Ln Afton, VA 22920

-- SqFt
169,448 Sqft Lot
Status Active
MLS # 556128
Property Type Building Lots
WESTERN ALBEMARLE SCHOOLS - So hard to find! 3.89A mostly wooded-level lot in Signal Hill- an attractive, established small development ..Convenient to Crozet and to Waynesboro/Fishersville. BOARD YOUR HORSE - Community covenants allow for the boarding of 1 horse on your property! Select your own builder or work with HIGH QUALITY builder -Shenandoah Valley Construction - to build a CUSTOM RESIDENCE of your choice.

16 Powderhorn Dr Wintergreen, VA 22958

-- SqFt
27,878 Sqft Lot
Status Active
MLS # 560219
Property Type Building Lots
One of the last lots fronting the Appalachian Trail and the Shamokin Springs Nature Preserve with seasonal Rockfish Valley Views. This large lot #46 on the map, is a true nature lovers' paradise. Private setting with no one building behind you. Located on a quiet cul-de-sac with mature hardwood trees. Have Shenandoah Valley Construction build your custom dream home on the Appalachian Trail.

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