Flat Fee Real Estate logo

Windsor County Waterfront Real Estate

Browse the latest waterfront real estate for sale in Windsor County below.

Waterfront Homes in Windsor County

Tip - Create an account (it’s free) to save your favorite Vermont real estate listings and get notified when similar properties are posted.

Questions? Call Flat Fee Real Estate at 802-318-0833 or contact us online!

4945 South Road Woodstock VT 05091

Woodstock, VT4945 South Road

Price$2,865,000

Est. Mortgage: $/month

MLS Number 5013744

  • Residential Single Family
  • Full Bath 3
  • Address 4945 South Road
  • Construction Existing
  • Bedrooms 5

The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves just such a balance. The three bedroom two story brick Federal home, built in 1811, has a prominent position on the main street in South Woodstock hamlet. It's setting belies the unique qualities the 2.7 acres offers. A drive to the lower level two car garage separates the main house and the renovated Kingley Barn, a two bedroom with loft guest house with a deck overlooking the Kedron Brook. There is a timber bridge crossing the Kedron Brook which accesses the open field and meadow and the two bay barn. The 450 feet of frontage on the Kedron Brook is an ideal tranquil retreat to enjoy the water element, firepit and surrounding environment with complete privacy. The John Arnold Cottle House has been fully renovated/restored with all of the best systems and finishes. The newer addition on the rear of the house has a gourmet kitchen, large brick fireplace, and relaxed living space.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2394 Fletcher Hill Road Woodstock VT 05091

Woodstock, VT2394 Fletcher Hill Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 5012999

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,944

Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2067 Music Mountain Road Stockbridge VT 05772

MLS Number 5012157

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Known as a Home With A View, its charm begins inside with a comfortable interior and expanse of windows where you will enjoy the panoramic view of the countryside, flowers, meadows, mountains and sky. An Arts and Crafts House by design, it entertains a well-designed kitchen with Viking Range, butcher block island, marble countertops, and new fridge. Dining area features a stained-glass window and built in display shelves. Kitchen/Dining Area opens outside to a wraparound deck. The focal point of the living room is a stunning raised hearth stone fireplace, complimented by pine flooring and built-in cupboards. A hand-crafted chandelier completes the perfect setting for hosting your guests. A spacious master bedroom has a walk-in closet, master bath, deck and outside shower. The finished area of the basement could be a recreation room or a room for additional guests. The unfinished area has a new washer and dryer and room for exercise equipment or storage. Significant renovations done in 2024. Original portion of house built in 1969; remaining 2/3 built around 2004. The studio has electrical service, water and heat. Attached to it is a garden shed/workshop. The barn has two box stalls, an animal run-in area and a large work room plus hayloft on the second floor. For outdoor recreation, the property is surrounded by gravel roads and miles of trails. Two prior sales were between neighbors and not arm's length transfers.

Listed by Jason Saphire of www.HomeZu.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1583 Route 100 Plymouth VT 05056

Plymouth, VT1583 Route 100

Price$849,000

Est. Mortgage: $/month

MLS Number 5011742

  • Residential Single Family
  • Full Bath 2
  • Address 1583 Route 100
  • Construction Existing
  • Bedrooms 2

BREATHTAKING VIEWS! Beautiful Lake Amherst property with 200 feet of lake frontage and a great new dock. Prime location minutes to Killington, Okemo, and Woodstock. Enjoy panoramic lake and mountain views from the entire main level of this open concept 2 bedroom, 2 1/2 bath contemporary gem. The floor plan is ideal for entertaining family and friends. Spacious eat in kitchen with breakfast bar and dining area. Cozy living room with wood burning fireplace and a wall of glass to enjoy the views. Off the main level is a large primary suite with a full bath, and a walk-in closet. The lower level has one bedroom plus a den, full bath, and a new game room with pellet stove. Relax and chill after a day of outdoor play on the new wraparound cedar deck. Soak in the wonderful views! The home has central ac and is being sold furnished. Move in today and begin enjoying this special property minutes to world class skiing, golf, snowmobile, hiking, and mountain biking trails. Lake Amherst is a tranquil spot to enjoy kayaking, fishing, swimming, and boating. Schedule a tour of this sweet property today to appreciate all it offers.

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

75 Fishing Access Road Ludlow VT 05149

Ludlow, VT75 Fishing Access Road

Price$1,400,000

Est. Mortgage: $/month

MLS Number 5010530

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Lake Rescue, the best of lakeside living at this beautifully updated home with 120 feet of lake frontage. This amazing location is a must see! The front yard is open to the lake with a private dock and beautiful views. The front entryway welcomes you with glistening water views, setting the tone for the open-concept living space that's perfect for entertaining. The kitchen features a large wrap-around bar, ideal for gatherings, while the living room boasts a stone fireplace. Choose between two primary suites-one on the main floor and the other on the second floor above the garage-each offering stunning water views and access to a private deck or balcony. An additional bedroom provides versatile space, perfect for a second living area, home office, or mini theater. The spacious garage and convenient pantry/laundry room add to the home's generous storage, making it feel even larger than it is. With your boat docked outside your door, you'll truly appreciate the joys of lakeside living. Explore the area with Okemo Mountain nearby, Fox Run Golf Course in town, shopping, restaurants and more! Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

331 Route 100 North Plymouth VT 05056

Plymouth, VT331 Route 100 North

Price$1,495,000

Est. Mortgage: $/month

MLS Number 5010133

  • Residential Single Family
  • Full Bath 3
  • Address 331 Route 100 North
  • Construction Existing
  • Bedrooms 5

Discover the enchanting charm of this classic restored antique farmhouse, situated on a breathtaking 6.5-acre estate with mesmerizing lake views. This meticulously maintained four-season home offers expansive lake frontage, complete with a tiered dock on stunning Echo Lake, perfect for summer outings or peaceful evenings by the water. Step inside to find a heated, spacious mudroom with an airlock entry that welcomes you into a world of rustic elegance. The large custom kitchen features exquisite soapstone counters, a Viking kitchen grill, and a walk-in pantry - a culinary dream come true. Cozy up around the wood-burning stone fireplace in the inviting living area, or bask in the sun on the enclosed sunporch that invites nature indoors. With 5 generously sized bedrooms and 3.5 beautifully appointed baths, including an ensuite primary bedroom, boasting a steam and rainfall shower, this home is designed for comfort and relaxation. Step outside to discover a stunning bluestone private patio, surrounded by enchanting stone walls and a fenced garden area. With 4 beautiful barns and a 2-car garage, there's ample space for hobbies, storage, or creative endeavors. Nestled in the heart of Vermont, just minutes from Okemo Mountain Resort, this quintessential farmhouse is a must-see gem that perfectly blends historical character with modern convenience. Your dream home awaits!

Listed by Suzanne Garvey and Elissa Scully of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

188 Route 100 Stockbridge VT 05772

Stockbridge, VT188 Route 100

Price$699,000

Est. Mortgage: $/month

MLS Number 5010026

  • Residential Single Family
  • Full Bath 1
  • Address 188 Route 100
  • Construction Existing
  • Bedrooms 4

Nestled along one of Vermont's most scenic byways, this beautifully updated post and beam home sits majestically on 3.4 acres of pastoral land with frontage on the picturesque Tweed River. The property features mature landscaping, perennial beds bursting with seasonal color, a charming greenhouse for gardening endeavors, and a burgeoning Christmas tree farm that adds a festive touch year round. Inside, vaulted ceilings and exposed beams highlight the home's contemporary design, while natural log posts and wide plank floors add a touch of rustic charm. Spectacular open floating stairs lead to a cozy loft and generous primary bedroom suite, complete with a spacious walk-in closet and luxurious bathroom. The custom kitchen features stainless appliances, ample counter space, plentiful cabinets and a breakfast bar for casual dining, morning coffee or a quick meal. Originally a two-family, 8BR residence, the home has been transformed into a single-family masterpiece. The walkout level, once a separate living unit, has been converted into a craftsman's dream workshop, while an office and half bath offer additional flexibility. The four-bay, heated garage is as functional as it is handsome, with warm knotty pine walls and 10-foot ceilings, providing the perfect space for car collectors, hobbyists, or DIY enthusiasts. From its serene riverfront location to its meticulously designed interiors, this property provides a truly unique living experience. Schedule your showing today!

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2709 W Woodstock Road Woodstock VT 05091

Woodstock, VT2709 W Woodstock Road

Price$1,875,000

Est. Mortgage: $/month

MLS Number 4982843

  • Multifamily
  • Units 3
  • Bathroom 11
  • Acreage 5.5
  • Square Feet 7,769

INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities, perfect for creating lasting memories. Whether you're looking for a family compound or a multi-family investment opportunity, this property offers versatility like no other providing privacy while fostering a sense of togetherness. An ideal setting for gatherings and celebrations of all sizes. The Inn building includes a commercial kitchen, dining rooms, a tavern and six ensuite guest rooms- perfect for short term rentals. The residence is perfect for a more intimate gathering or apartment conversion with an open concept main level kitchen/living/dining experience with 3 ensuite bedrooms upstairs plus a separate ground level, king bed suite with kitchenette while the motorcoach can be used to generate income and/or offers a special glamping experience with stunning mountain and water views of its own. Snowmobile right from your backyard! All this along the Ottauquechee River on 5.5 acres in Woodstock VT! Unbelievable opportunity and location

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

0 Barnard Road Woodstock VT 05091

Woodstock, VT0 Barnard Road

Price$579,000

Est. Mortgage: $/month

MLS Number 4945272

  • Land
  • Address 0 Barnard Road
  • Acreage 6.46
  • Area VT-Windsor
  • PricePerSqFt 89628.48

A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant open area and then curves a short distance up through softwood trees. Opening from those trees is the unexpected surprise! A large sunny meadow is revealed that is bordered by a wide meandering brook! This totally private meadow is within walking distance of the center of Woodstock and yet is quite invisible to passers by! A septic system designer has conducted a "perc test" investigation and believes it can support construction of an in ground septic system. A building lot that simply can not be duplicated within Woodstock! Visually well separated from this 4 acres the 2nd component of the 6 acre parcel is a well known 2 acre level area that for many years hosted the Saturday Woodstock Farmer's Marketplace. A location that presents convenient level walking to access the numerous amenities of Woodstock Village as well as to the endless recreational opportunities of the Billings- Rockefeller National Historical Park! This level parcel of land benefits from COMMERCIAL ZONING! Excellent access, a large level surface, and high visibility! Commercially zoned land is scarce in Woodstock!

Listed by John Wetmore of Wetmore Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Nov 27, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

Copyright 2024 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 December 2, 2024 3:55 PM EST