Are yards well-kept in Williston, VT?

As of early 2026, 90% of users say yards are well-kept

Is a car needed in Williston, VT?

As of early 2026, 88% of users say car is needed

Is parking easy in Williston, VT?

As of early 2026, 85% of users say parking is easy

Does Williston, VT show holiday spirit?

As of early 2026, 84% of users say there's holiday spirit

Is Williston, VT quiet?

As of early 2026, 80% of users say it's quiet

Would people walk alone at night in Williston, VT?

As of early 2026, 79% of users say people would walk alone at night

Is Williston, VT dog-friendly?

As of early 2026, 77% of users say it's dog friendly

Is there wildlife in Williston, VT?

As of early 2026, 73% of users say there's wildlife

Does Williston, VT have sidewalks?

As of early 2026, 63% of users say there are sidewalks

Do kids play outside in Williston, VT?

As of early 2026, 57% of users say kids play outside

Do residents of Williston, VT plan to stay at least 5 years?

As of early 2026, 56% of users say they plan to stay for at least 5 years

Are neighbors friendly in Williston, VT?

As of early 2026, 53% of users say neighbors are friendly

Is Williston, VT walkable to grocery stores?

As of early 2026, 40% of users say it's walkable to grocery stores

Are the streets well-lit in Williston, VT?

As of early 2026, 38% of users say streets are well-lit

Are there community events in Williston, VT?

As of early 2026, 33% of users say there are community events

Is Williston, VT walkable to restaurants?

As of early 2026, 26% of users say it's walkable to restaurants

PENDING

2.49 ACRES

Listed by Alicia Fleming, Rise Realty, (802) 525-7261

248 Highlands Drive
Williston, VT 05495

3 Beds
2.5 Baths
2,909 sqft (on 2.49 acres)

$989,000

3 Beds

2.5 Baths

2,909 sqft

(on 2.49 acres)

Local Information

-- mins to

Commute Destination

Last check for updates: about 4 hours ago

Listing courtesy of Alicia Fleming

Rise Realty, (802) 525-7261

Source: PrimeMLS, MLS#5093126

Also Listed on PrimeMLS.

Description

Welcome to 248 Highlands Drive, an exceptional executive residence set on 2.49 private acres in one of Williston's most desirable locations. Offering more than 3,000 square feet of thoughtfully designed living space, this distinguished home combines timeless elegance, comfort, and breathtaking natural beauty. Enjoy stunning lake and mountain views from the privacy of your own property, creating a remarkable backdrop for everyday living and entertaining alike. The spacious floor plan is highlighted by a sought-after first-floor primary suite featuring an expanded ensuite bath, providing a luxurious retreat with comfort and convenience at its core. Designed for both relaxation and gathering, the home boasts two wood-burning fireplaces that add warmth and character to the living spaces. Expansive windows fill the home with natural light, while sliding glass doors open to a beautiful deck overlooking a meticulously landscaped, tree-lined backyard. This private outdoor sanctuary provides the perfect setting for morning coffee, al fresco dining, entertaining guests, or simply enjoying the peaceful surroundings. In addition to the generous main living areas, the home offers versatile bonus spaces ideal for a home office, fitness room, media room, or guest accommodations. A vast basement presents exceptional opportunities for storage, hobbies, workshop space, or future expansion, allowing the next owner to tailor the property to their lifestyle. Additional features include a three-car garage, generous living and entertaining areas, and a private setting that offers tranquility without sacrificing accessibility. Conveniently located just minutes from shopping, dining, schools, recreation, and major commuting routes, this property delivers the perfect balance of privacy and convenience. A rare opportunity to own an executive-level home with spectacular lake and mountain views, exceptional amenities, beautifully maintained grounds, and an unparalleled Williston location.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

$340

Listed

14 days ago

Home Details for 248 Highlands Drive

Active Status
MLS Status: Pending

Interior Features
Interior Details Basement: Concrete,Concrete Floor,Exterior Stairs,Interior Stairs,Unfinished,Interior Access,Exterior Entry,Basement Stairs,Interior EntryNumber of Rooms: 9
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2909 Square Feet
Appliances & Utilities Utilities: Cable Available, Phone AvailableAppliances: Dishwasher, Disposal, Dryer, Microwave, Electric Range, Refrigerator, Electric Stove, Water HeaterDishwasherDisposalDryerLaundry: 1st Floor LaundryMicrowaveRefrigerator
Heating & Cooling Heating: Baseboard,RadiantNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa Number of Fireplaces: 2Fireplace: Wood Burning, 2 FireplacesSpa: BathHas a FireplaceHas a Spa
Gas & Electric Electric: 200+ Amp Service
Windows, Doors, Floors & Walls Window: Blinds, DrapesFlooring: Carpet, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Bathroom w/Step-in Shower, Paved Parking, 1st Floor LaundryFloors: Carpet, Ceramic Tile, Hardwood
View Has a ViewView: Water, Lake, Mountain(s)

Exterior Features
Exterior Home Features Roof: Asphalt ShingleExterior: Deck, ShedFoundation: Concrete, Poured Concrete
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas Open ParkingParking Spaces: 3Parking: Paved,Auto Open,Driveway,Garage,Parking Spaces 1 - 10
Frontage Road Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Community, Shared SepticWater Body: Lake Champlain
Farm & Range Frontage Length: Road frontage: 251
Finished Area Finished Area (above surface): 2909 Square Feet

Days on Market
Days on Market: 14

Property Information
Year Built Year Built: 1995
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction

Price & Status
Price List Price: $989,000Price Per Sqft: $340
Status Change & Dates Possession Timing: Close Of Escrow

Location
Direction & Address City: WillistonCommunity: Oak Hill Estates
School Information Elementary School: Allen Brook Elementary SchoolElementary School District: Williston School DistrictJr High / Middle School: Williston Central SchoolJr High / Middle School District: Williston School DistrictHigh School: Champlain Valley UHSD #15High School District: Williston School District

Agent Information
Listing Agent Listing ID: 5093126

Building
Building Area Building Area: 5782 Square Feet

HOA
HOA Fee Includes: Sewer, HOA FeeHas an HOA

Lot Information
Lot Area: 2.49 Acres

Miscellaneous
BasementMls Number: 5093126Water ViewWater View: Water, LakeAdditional Fee Info: Fee: $650Above Grade Unfinished Area: 2909Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1857Below Grade Unfinished Area Source: EstimatedBelow Grade Unfinished Area Units: Square Feet

Market trends in Williston

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

Price History for 248 Highlands Drive

Date	Price	Event	Source
06/19/2026	$989,000	Pending	PrimeMLS #5093126

06/12/2026	$989,000	Listed For Sale	PrimeMLS #5093126

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Property Tax and Assessment

Year	2017
Tax
Assessment	$495,950

Home facts updated by county records

Comparable Sales for 248 Highlands Drive

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
263 Highlands Drive, Williston, VT	0.05	Single-Family Home	$915,000	10/31/25	3	2.5	3,402
318 Oak Knoll Road, Williston, VT	0.19	Single-Family Home	$525,000	04/30/26	3	2	1,498
3257 St. George Road, Williston, VT	0.52	Single-Family Home	$471,000	05/01/26	3	2.5	2,368
4196 St George Road, Williston, VT	0.73	Single-Family Home	$535,000	05/20/26	2	2	1,621
4367 St. George Road, Williston, VT	0.81	Single-Family Home	$722,500	08/05/25	5	2.5	2,518
4494 St. George Road, Williston, VT	0.93	Single-Family Home	$910,000	11/20/25	4	3	3,124
1782 Old Creamery Road, Williston, VT	1.36	Single-Family Home	$710,000	09/12/25	3	2.5	2,972
100 Ridge Road, Williston, VT	1.74	Single-Family Home	$650,000	07/16/25	3	2.5	2,106
1506 Oak Hill Road, Williston, VT	1.58	Single-Family Home	$850,000	06/05/26	3	2.5	2,115
5479 St George Road, Williston, VT	1.82	Single-Family Home	$660,000	08/21/25	4	2	2,240

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
OCT 31, 2025
$915,000
3 bd
2.5 ba
3,402 sqft
263 Highlands Drive,
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Est. $1,048,300
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179 Highlands Drive,
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102 Highlands Drive,
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3.05 ACRES
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SOLD
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 248 Highlands Drive.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Williston

At least 25 Trulia users voted on each feature.

90 % Say yards are well-kept
88 % Say car is needed
85 % Say parking is easy
84 % Say there's holiday spirit
80 % Say it's quiet
79 % Say people would walk alone at night
77 % Say it's dog friendly
73 % Say there's wildlife
63 % Say there are sidewalks
57 % Say kids play outside
56 % Say they plan to stay for at least 5 years
53 % Say neighbors are friendly
40 % Say it's walkable to grocery stores
38 % Say streets are well-lit
33 % Say there are community events
26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Matthew Dufresne
Resident
1w ago
"It feels like home but at the same time feels like a major upgrade being here. Anything you can want in the state is here but doesn’t feel like big city. "
0
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Mary
11y ago
"Great views! Close enough to big stores but not in traffic path fantastic school system and access to highway ease. There's a piece of ease up here that is what living in Vermont is meant to be.Farms close enough but not in your backyard! Come and check it out! "
1
Flag
Jamie L.
12y ago
"Chatham Woods area is close to Williston Golf, Taft Corners Shopping & excellent schools. Easy access to I89, IBM & General Dynamics. You can enjoy VT country living feel with the convenience of suburbia. I highly recommend Williston to raise your family."
0
Flag
Deborah K.
13y ago
"Cost of living is much higher than the stats available on the Internet. Salaries are low and employees are expendable. VT has a caste system, where there are millionaires and a huge welfare population who flourish. The middle class struggles to hang on, paying for e erroneous else. The place is scenic, but I wouldn't recommend moving there. We are thankful that we made it out of there. "
0
Flag

LGBTQ Local Legal Protections

Alicia Fleming, Rise Realty, (802) 525-7261

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-06-19 19:58:44 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

248 Highlands Drive, Williston, VT 05495 is a 3 bedroom, 3 bathroom, 2,909 sqft single-family home built in 1995. This property is currently available for sale and was listed by PrimeMLS on Jun 5, 2026. The MLS # for this home is MLS# 5093126.

248 Highlands Drive
Williston, VT 05495

$989,000

$989,000

Local Information