Est. $1,270/mo
2 Beds2 Baths1,493 Sqft

5299 Vermont Route 30, Jamaica, VT 05343

Listed by Mary Kate Grey
1493 SqFt House In Jamaica

Cute country cabin nestled off of Route 30 just minutes to Stratton Mountain Resort! The house has 2 bedrooms plus a loft area with 1 full bath. There is also a two car garage with a spacious studio apartment. Live in one and rent out the other or rent out one and come visit when Vermont calls you! Nature awaits you with the Ball Mountain Dam across the street where you can hike and enjoy a picnic while taking in views of Stratton and Bromley. Come check it out!

See Less
Interested in this home?
Schedule a Tour
5299 Vermont Route 30
Compare Similar Homes
Currently Viewing This Home
2 Bedrooms
2 Bathrooms
1493 Sqft
2 Acre(s)
Built 1942
2 Bedrooms
3 Bathrooms
1296 Sqft
1.5 Acre(s)
Built 1969
4 Bedrooms
2 Bathrooms
1421 Sqft
1.4 Acre(s)
Built 1986
Contact one of our agents for a more detailed home comparison!
Listing provided by
Mary Kate GreyListing Agent(802) 297-9405
Continue Your Search
    1584 SqFt House In Jamaica
    $375,000Est. Payment
    3 Beds | 2 Baths | 1,584 Sqft
    591 Edie Lane, Jamaica, VT 05343
    House For Sale

    If you're searching for a home in Vermont, come take a look at this one. Located 4 miles from the Stratton Resort Access road and a mile to Jamaica Village, you'll instantly feel the warm, relaxing vibe! Built in 1988 by noted local builders, D&L Builders, the floor plan works - open kithen, dining and living room with fireplace and cathedral ceiling, main floor master with ensuite bath and walk in closet.Upstairs bonus loft, 2 bedrooms and full bathroom. We both know, you cannot build a home this size for $375,000 today. All systems have been updated - roof, boiler, hot water heater. You'll spend less time maintaining and more time enjoying! The setting is lovely, grounds are level and have a fire pit with clever seats made out of timber harvested from the property. The deck is perfect for laying out in the sun with a great book and later grilling and enjoying dinner alfresco with friends. The full basement is dry and can store all your VT toys - paddleboards,canoes, bikes, skis, snowshoes. Live your best life at 591 in the 802.

    Lot In Jamaica
    $95,000Est. Payment
    28 Acres
    Cole Pond Road, Jamaica, VT 05343
    Lots Land For Sale

    Driveway is in, 4 bedroom septic is approved by the state, located a short drive from Stratton Mountain. With clearing this lot can have some beautiful views. Land known as Lot "A" on attached survey, is located on both sides of Cole Pond Road. Larger 19.1 acre parcel is on the left side with new driveway directly across from Timber Landing, this is the building site location with approved Wastewater Permit. Additional 8.9 acre parcel is located on opposite side of Cole Pond Road where dual set of power lines intersect. Nice quiet spot to take in all the nature this area has to offer.

    Lot In Jamaica
    $149,000Est. Payment
    32055 Acres
    00 Diers Street, Jamaica, VT 05343
    Lots Land For Sale

    32 acres set on a private, end of road location. The site is partially cleared and ready to build the home of your dreams. The lot is just 3 minutes to the Stratton access road. Please call if you like a tour of this desirable homesite.

    1296 SqFt House In Jamaica
    $239,000Est. Payment
    2 Beds | 3 Baths | 1,296 Sqft
    6217 Route 30, Jamaica, VT 05343
    House For Sale

    Great location to Stratton Mountain! This two bedroom two bath home has lots of charm and great outdoor space. Contact list agent to schedule a showing - Jessica Citera 802-236-1118 or by email [email protected]

    2348 SqFt House In Jamaica
    $395,000Est. Payment
    4 Beds | 2 Baths | 2,348 Sqft
    164 Route 100 North, Jamaica, VT 05155
    House For Sale

    You are in the GOLDEN TRIANGLE! One mile away from STRATTON- 10 minutes to BROMLEY- 13 minutes to MAGIC MOUNTAIN. A skier's paradise! Incredibly well maintained farmhouse built in 1850. Situated on 6 acres with beautiful lawns running along 795 feet on the Winhall River. Four bedroom home with the primary bedroom suite on the ground level. New roof installed in 2019 and furnace replaced within the past 5 years. A large barn adjoins the main house consisting of a work shop/storage facility as well as a 2 bedroom guest cottage. A great opportunity for rental income.

    Updated 7-Bedroom House In Jamaica
    $625,000Est. Payment
    7 Beds | 8 Baths | 6,417 Sqft
    3849 Vt Route 30, Jamaica, VT 05343
    House For Sale

    Once a popular restaurant frequented by tourists and locals alike, the Jamaica House has been updated and has become an expansive residence. Used for a Bed and Breakfast in the early 2000's, this fully furnished 7 bedroom house has a tremendous number of possibilities. The current owners have made many capitol improvements in the past 10 plus years including renovating bathrooms, replacing the commercial kitchen, new flooring, a ADA compliant en-suite bedroom, new windows, the list goes on! The third floor was owners quarters in recent past and in the long ago past it was a ballroom! Easily converted back to an apartment or more living space. Close proximity to Stratton, Bromley, Magic and Mount Snow makes this a super location for a vacation home, income and rental property or business. Truly a gem in excellent condition. Lots going on in Jamaica right now, be a part of it by coming to see this great home!

    896 SqFt House In Jamaica
    $175,000Est. Payment
    2 Beds | 1 Bath | 896 Sqft
    3261 West Jamaica Road, Jamaica, VT 05360
    House For Sale

    This cozy 2 bedroom 3/4 bath cottage is peacefully situated on a quiet publicly maintained road only 6 miles to Stratton Mountain. This property offers a large front room with a wood burning stove, large Livingroom, a separate eat-in kitchen and a deck with a flat yard and woodshed. New septic as installed in 2018. Enjoy the sounds of the brook as you sit on the deck. This house has been used year round and would be the perfect mountain getaway.

    Private House With Fireplace
    $795,000Est. Payment
    3 Beds | 4 Baths | 3,596 Sqft
    7280 Vt Route 30, Townshend, VT 05343
    House For Sale

    Within 20 minutes to Stratton, Magic and Mount Snow and all the summer and winter activities Southern VT has to offer - nestled on a private hillside with direct access to Route 30 - find this 3-bedroom, 4-bath architectually-designed, contemporary built in 2007 on 25+ acres, with a pond, hiking trails and subtle mountain views. There's over 3,500 square feet of living space including a finished 600 sq ft, sky-lit studio above the 3-car oversized, attached garage. The living space is an open-concept floor plan with high ceilings, recessed lighting, beautiful cherry floors, high-end appliances, stunning cabinets, enormous center island, floor-to-ceiling, field stone fireplace with pellet stove insert, custom carved woodwork, radiant heat throughout and lots of natural light. There's also a half bath, laundry and office on the first floor. Upstairs, there are 3 spacious bedrooms each with its own bath, including a master suite with large, walk-in closet, deep soaking tub and tiled shower. There's a 17'X13' screened-in porch and an "L" shaped deck spanning the entire length of the house as well as a small back deck. In addition, there's a walkout basement ready to be finished, garden beds, 4-stall horse barn with electric & water, tack room & large sand ring. There's a paved driveway, underground utilities, oil boiler with pellet backup and 8 heating zones.

    Private House With Fireplace
    $1,400,000Est. Payment
    5 Beds | 5 Baths | 5,028 Sqft
    106 & 108 Fawn Ledge Lane, Jamaica, VT 05343
    House For Sale

    This spacious home (5 BR) and guest house (3 BR) is tucked away on a dead end road between Mount Snow and Stratton, with expansive views of the Green Mountains! Main house boasts 5 spacious bedrooms (one currently used as an office,) presents an opportunity to personalize the space. This thoughtfully planned home has an open kitchen and dining area with an adjoining sunken style living room, perfect for entertaining large groups and families. Bonus family room in the basement for added space. A cathedral style timber-frame ceiling meets a massive top to bottom fireplace constructed with stones from the property. An impressive sized 4-season sun-room offers the perfect spot to appreciate the views from the comfort of your home. Unique details throughout separate this property from traditional homes-wrought iron railings, mid-century hardware, retro lighting etc. A separate guest house with a large garage/work shop has 3 bedrooms and 3.5 baths. It is currently used as a successful rental property. Other notable features include a a 5 bay wood/equipment shed, large storage barn, attached greenhouse, garden space, stonework throughout, private pond, multiple wood stoves, and an outdoor furnace. More then enough room for storage/toys-perfect for the 50 acres and conveniently close to snowmobile trails. Dont miss out on all the opportunities this property has to offer!

    1421 SqFt House In Jamaica
    $272,500Est. Payment
    4 Beds | 2 Baths | 1,421 Sqft
    62 Landman Lane, Jamaica, VT 05343
    House For Sale

    The Perfect little get away.. this house can be part time or full time.. easy access to all ski areas but tucked away in its own little nook, quiet and private. Cozy log cabin with 4 bedrooms/sleeps 10, but with easy living in a great room/living room/kitchen/dining area.. electric heat, a Rinnai heater and a wood stove and tall chimney.. this is an easily warmed house on cold winter days. Big deck in the summer makes for great BBQ'ing and relaxing outside and listening to birds chirp and bears rumble.. not many other noises to disturb you:). Low maintenance, easy access.. come have a look and see what easy living in Vt looks like. Contact Wilkie Bushby at 646-831-5647 c [email protected]

    2550 SqFt House In Winhall
    $349,000Est. Payment
    3 Beds | 3 Baths | 2,550 Sqft
    14 Benson Fuller Drive Z3, Winhall, VT 05343
    House For Sale

    A great opportunity to own a Stratton home! This Contemporary located just 3 miles from the base area and has great entertainment space and views! Contact list agent, Jessica Citera at 802-236-1118 or by email at [email protected]

    Lot In Jamaica
    $211,000Est. Payment
    14 Acres
    3104 West Hill Road, Jamaica, VT 05343
    Lots Land For Sale

    WOW....Come see this gorgeous location with beautiful views. Nice cleared flat access, drive right in to the sound of a small brook and hardwoods surrounding you. This is the place to enjoy however you see fit. Jamaica has no zoning, so the possibilities are great in this location. Easy access from Route 30, only 6 miles to the Stratton Access Road.

    Private House With Fireplace
    $1,875,000Est. Payment
    5 Beds | 6 Baths | 7,757 Sqft
    92 County Road, Stratton, VT 05343
    House For Sale

    A Vermont haven for those who value an alternative lifestyle as modern and convenient as anywhere. Breathtaking architectural features, superior craftsmanship, coveted location 5 min. to Stratton Resort highlight this remarkable 4-5 bedroom, 6 bath Mountain Home nestled within private 5.18 acres of woodlands, gardens, stonewalls, mountain view. Prepare to be amazed by masterly attention to details. Grand Living Room with dramatic vaulted ceiling showcases spectacular Douglas Fir timber frame beams and soaring stone fireplace. Gleaming Gourmet Kitchen with wine and coffee bar, center isle,5 work stations, windowed breakfast nook invites casual gatherings. Formal Dining Room, Library with coffered ceiling, expansive Family Room with full wet bar and game table area, spacious Guest Suites, Media Room with surround sound, Den or 5th bedroom, gym with golf simulator, grilling deck engage family and guests. Main level en suite Master bedroom provides repose with gas fireplace sitting area, spa bathroom and sauna. Artfully crafted features include Hubbardton Forge lighting fixtures,tigerwood floors,solid cherry woodwork,crown molding,plus slate,travertine,marble,onyx,granite surfaces. Intuitive and energy efficient mechanical systems provide effortless living. Solar panels for zero electric bills, Marvin windows and doors, heat-recovery air exchange ventilators, radiant heat, generator, intercom and security systems,on demand hot water ensure seasonal comfort. An opportune choice!

How To Finance

As a homebuyer, there are quite a few financing options to consider. Our interactive guide can help find which is right for you, and guide you through the paperwork.

Get Started


2 Beds2 Baths1,493 Sqft

5299 Vermont Route 30, Jamaica, VT 05343

Call to ask about this home today!

(833) 252-8033