4,501

Windsor, VT Homes in ZIP Code 05149

Section Image
  • /55

    $1,090,000

    • 5 Beds
    • 3.5 Baths
    • 2,434 Sq Ft

    80 Mountain View Dr, Ludlow, VT 05149

    Experience modern mountain living in this exceptional 5-bedroom, 4-bathroom contemporary home, perfectly situated in a prestigious Okemo Mountain neighborhood.The main level boasts an open-concept design with gleaming hardwood floors, encompassing a gourmet kitchen, dining area, and a striking living room featuring a floor-to-ceiling stone fireplace. Sliding glass doors open to a private

    Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

    80 Mountain View Dr, Ludlow, VT 05149
  • /20

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    50 Pleasant St Unit 2, Ludlow, VT 05149

    Property Id: 1266323 Bedroom 2 Bath 2nd floor Apartment. Very bright and open. New dishwasher, washer and dryer.Fully furnished. Close to shopping and restaurants.This is a spring and summer vacation rental.

    50 Pleasant St Unit 2, Ludlow, VT 05149
  • /41

    $755,000 Sold Aug 01, 2025

    • 1,694 Sq Ft
    • $446/SF
    • 360 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149

    Trailside Village on Okemo, Trailside 30B. Escape to your dream mountain getaway with this stunning 3-bedroom, 2.5-bathroom condo, nestled in the heart of the picturesque mountains. The open-concept living and dining area provides ample room for relaxation and entertainment. Large windows flood the space with natural light, offering breathtaking views. The kitchen offers a large counter space and

    Joseph Karl William Raveis Real Estate Vermont Properties

    281 Okemo Trailside Extension Unit 30B, Ludlow, VT 05149
    • /29

      Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,248 Sq Ft

      140 Lodge Rd Unit 13-A, Ludlow, VT 05149

      140 Lodge Rd Unit 13-A, Ludlow, VT 05149
  • /58

    $1,400,000

    • 5 Beds
    • 5.5 Baths
    • 3,750 Sq Ft

    620 Old Weston Mountain Rd, Ludlow, VT 05149

    Refined Mountain Living Meets Timeless Craftsmanship. Conveniently located on coveted Old Weston Mt Road with huge long-distance views and an incredible, well-thought-out floor plan! A home where artisan details and design come together to create a warm, rustic luxury retreat. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings, a grand stone fireplace and a

    Joseph Karl William Raveis Real Estate Vermont Properties

    620 Old Weston Mountain Rd, Ludlow, VT 05149
  • /40

    $20,000 per month

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Townhouse for Rent

    71 Lakeview Rd Unit 20, Plymouth, VT 05056

    Enjoy Your Ski Season In Comfort and Style!Get ready to elevate your ski season experience with this stunning 3 bedroom, 3 bath, townhouse for rent in Plymouth, Vermont! This gem features a cozy wood burning fireplace, atrium windows for natural light, vaulted ceilings for a spacious feel, a charming loft area with extra sleeping space, Echo Lake views, and a serene back deck. Located in a

    Frank Provance Diamond Realty

    71 Lakeview Rd Unit 20, Plymouth, VT 05056
  • /26

    $965,000 Sold Jul 31, 2025

    • 2,990 Sq Ft
    • $323/SF
    • 196 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    874 Vermont Route 100, Ludlow, VT 05149

    Best of both worlds! Is this a ski house on a lake or is it a lake house that's less than 5 minutes from a ski resort? Either way, you are sure to enjoy this 3+ bedroom, 3 bath home with about 300' of lake frontage all four seasons. You can check off the most sought-after attributes like: main floor primary en suite with private balcony, 2 separate living rooms, fireplace, lake frontage, fire

    Kevin Barnes William Raveis Real Estate Vermont Properties

    874 Vermont Route 100, Ludlow, VT 05149
    • /40

      Est $844,028 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,082 Sq Ft

      43 Bear Ridge Rd, Ludlow, VT 05149

      43 Bear Ridge Rd, Ludlow, VT 05149
  • /58

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,585 Sq Ft

    117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149

    Ledgewood on Okemo, a spacious condominium located in one of the most sought-after communities on Okemo Mountain. This property offers an abundance of space, featuring two en-suites and two additional bedrooms. The expansive great room opens to a large family kitchen with two breakfast bars, providing ample seating for the whole family. You'll also appreciate the private ski-in/ski-out access and

    Katherine Burns William Raveis Real Estate Vermont Properties

    117 Ledgewood Rd Unit F3 w/F4 Garage, Ludlow, VT 05149
  • /20

    $2,500 per month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Condo for Rent

    50 Pleasant St, Ludlow, VT 05149

    Property Id: 1266254 Bedroom 3Bath fully furnished 1st floor apartment. .This is a unique property unlike any other.Walk to Ludlow shops and restaurants.Furnished with antique furniture.SORRY NO PETS OR SMOKING ALLOWEDThis is a spring and summer vacation rental.

    50 Pleasant St, Ludlow, VT 05149
  • /29

    $205,000 Sold Jul 29, 2025

    • 840 Sq Ft
    • $244/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    30 Pond St Unit 6, Ludlow, VT 05149

    This fully renovated condominium is a fantastic corner unit with two bedrooms and two full bathrooms, ideally located in the Village of Ludlow. One of the great features of this home is its flexibility: you can lock out one bedroom and bathroom for rental income or rent the entire unit as a two-bedroom, or keep it all for yourself for your getaway enjoyment. The property also includes off-street

    Katherine Burns William Raveis Real Estate Vermont Properties

    30 Pond St Unit 6, Ludlow, VT 05149
    • /40

      Est $3,404,422 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,900 Sq Ft

      147 N Village Rd, Ludlow, VT 05149

      147 N Village Rd, Ludlow, VT 05149
  • /22

    $275,000

    • 2 Beds
    • 2 Baths
    • 790 Sq Ft

    32 Pond St Unit 2, Ludlow, VT 05149

    This is a versatile remodeled and completely move-in ready condo. This two bedroom, two bath condominium is within walking distance to Main Street. The condo has an interior privacy door that can close off a bedroom with private bath and a kitchenette allowing both sides to be used/rented separately as two -1 bedrooms condos spaces. There are two exterior ski lockers and two parking spaces. This

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    32 Pond St Unit 2, Ludlow, VT 05149
  • /26

    $40,000 per month

    • 6 Beds
    • 3.5 Baths
    • 3,557 Sq Ft
    • House for Rent

    55 Wallis View Ln, Ludlow, VT 05149

    Winter Seasonal Rental available November 1, 2025 through April 15, 2026. Price is $40,000 plus $7000 for utility deposit and $5000 security deposit. All funds due prior to rental start. Beautiful views from this large cape-style home. Open kitchen to living room with stone fireplace. Comfortable, warm and spacious. Fully-equipped kitchen for the chef. All linens provided. Hot tub. Bed

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    55 Wallis View Ln, Ludlow, VT 05149
  • /46

    $356,000 Sold Jul 25, 2025

    • 1,264 Sq Ft
    • $282/SF
    • 63 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    43 Andover St, Ludlow, VT 05149

    Embracing Life in a Charming Vermont Village Home.Village life is where time seems to slow down, watching the birds, listening to the brook from your deck while sipping your morning coffee or your evening glass of wine. A sanctuary that captures charm and character in every corner, this sweet and warm home invites you to live at a slower pace, allowing you to savor the small joys that often

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    43 Andover St, Ludlow, VT 05149
    • /25

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,025 Sq Ft

      338 Qtr II Jackson Gore Inn, Ludlow, VT 05149

      338 Qtr II Jackson Gore Inn, Ludlow, VT 05149
  • /52

    $785,000

    • 4 Beds
    • 3.5 Baths
    • 2,828 Sq Ft

    119 Pine Hill Rd, Ludlow, VT 05149

    Nestled in the desirable Okemo Pines community, this 4-bedroom, 3.5-bath home offers the perfect blend of comfort, charm, and convenience, only minutes from Okemo Mountain Resort. Thoughtfully designed for year-round enjoyment, the home features multiple seasonal living areas, including a large deck with Okemo views, a sunroom, and a covered porch with mountain views. The house offers privacy

    Joseph Karl William Raveis Real Estate Vermont Properties

    119 Pine Hill Rd, Ludlow, VT 05149
  • /16

    $1,500 per month

    • 1 Bath
    • 936 Sq Ft
    • House for Rent

    1 Parker Ave, Ludlow, VT 05149

    Looking for a distinctive office setting with personality and practicality? This beautifully maintained 1900s building offers a professional space unlike any other. Featuring elegant marble accents, rich woodwork, and high ceilings, it blends vintage charm with everyday functionality. Plenty of built-in storage and multiple flexible-use rooms make it ideal for small businesses, creative

    Frank Provance Diamond Realty

    1 Parker Ave, Ludlow, VT 05149
  • /46

    $925,000 Sold Jul 22, 2025

    • 3,200 Sq Ft
    • $289/SF
    • 111 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2019

    32 High St, Ludlow, VT 05149

    Welcome to your dream home. Enjoy the ease of a quality custom design and low maintenance energy efficient home within blocks of Ludlow Village Main St and vibrant restaurants, galleries and shops. Construction was completed in 2019 and built to Vermont energy codes with 2x8 construction and R30 insulation. You will enjoy the open floorplan highlighting a gorgeous kitchen with convection

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    32 High St, Ludlow, VT 05149
    • /14

      Est $386,438 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,116 Sq Ft

      32 Route 103 S Unit C8, Ludlow, VT 05149

      32 Route 103 S Unit C8, Ludlow, VT 05149
  • /54

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    182 Okemo Trailside Extension Unit 42 D, Ludlow, VT 05149

    This nicely updated 3 bedroom plus family room townhome has stunning views to the east in a mid- mountain setting.Enjoy the large updated kitchen with wood cabinetry, stone countertops, and wood crafted breakfast bar. The open living area with cathedral ceiling centered by a woodburning fireplace, leads out to a covered deck and hot tub offering spectacular mountain views. The private primary

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    182 Okemo Trailside Extension Unit 42 D, Ludlow, VT 05149
  • /8

    $16,000 per month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    113 Trailside Rd Unit 123, Ludlow, VT 05149

    This is an adorable-y re done 1 bedroom as far up Magic Mtn as you can get... essentially ski on ski off from your back deck. Great views up Mtn.. and 1 of only 3 units to have a wood burning fireplace.. so nice after a long day of skiing to have your own warm fire... total Vt charm. The Magic skiing and community is legendary... so fun, so friendly... and such an awesome Mtn to ski.. no lines,

    Wilkie Bushby TPW Real Estate

    113 Trailside Rd Unit 123, Ludlow, VT 05149
  • /45

    $750,000 Sold Jul 18, 2025

    • 1,360 Sq Ft
    • $551/SF
    • 132 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    145 Ledgewood Rd Unit D4, Ludlow, VT 05149

    Ledgewood On Okemo! Unit D4. This nicely updated 3 bedroom/2 bath condominium is conveniently located directly on the ski trail and on ground level so you can ski to your door! From your car, walk into a warm foyer that leads to your front door, which opens up into the mudroom and kitchen area. The kitchen has been tastefully updated with stainless appliances, tile backsplash and flooring, along

    Joseph Karl William Raveis Real Estate Vermont Properties

    145 Ledgewood Rd Unit D4, Ludlow, VT 05149
    • /17

      Not Listed For Sale

      00 Hemlock Hill Dr, Ludlow, VT 05149

      00 Hemlock Hill Dr, Ludlow, VT 05149
  • /34

    $550,000

    • 1 Bed
    • 2 Baths
    • 1,112 Sq Ft

    193 Jackson Gore Unit 639/641, Ludlow, VT 05149

    Escape to mountain luxury with this fully furnished 1-bedroom, 2-bathroom condo located in the heart of the premier Okemo ski resort at Jackson Gore. Perfectly positioned just steps from the slopes, this stylish retreat offers the ultimate blend of comfort, convenience and year round adventure. The open-concept living space features a cozy gas fireplace and large windows with mountains views.

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    193 Jackson Gore Unit 639/641, Ludlow, VT 05149
  • /25

    $45,000 per month

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Townhouse for Rent

    100 Kettlebrook Rd Unit E2, Ludlow, VT 05149

    Come enjoy your ski season at this 3 bedroom 2 full bath Kettlebrook Condo. Located just steps to Bull Run with direct access to the Sunburst Six Pack. You'll never have to hassle with the base area. Enjoy two wood burning fireplaces. One in the living room to get cozy with the family and the other in the intimate setting of the primary suite located in the lower walk/out level, which

    Frank Provance Diamond Realty

    100 Kettlebrook Rd Unit E2, Ludlow, VT 05149
  • /28

    $565,000 Sold Jul 14, 2025

    • 1,881 Sq Ft
    • $300/SF
    • 48 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1954

    211 Preedom Hill Rd S, Ludlow, VT 05149

    Ideally located and beautifully maintained, this well-appointed 4-bedroom, 2-bath home offers nearly 2,000 sq ft of comfortable living space on 2.19 peaceful acres with mountain views. With many recent updates and true move-in-ready condition, this Vermont gem is perfect for year-round living or a weekend retreat. The spacious kitchen features a convenient breakfast bar and flows seamlessly into

    Gary Coger Four Seasons Sotheby's Int'l Realty

    211 Preedom Hill Rd S, Ludlow, VT 05149
    • /34

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,790 Sq Ft

      13 Daybreak Dr Unit 301, Ludlow, VT 05149

      13 Daybreak Dr Unit 301, Ludlow, VT 05149
  • /35

    $245,000

    • 2 Beds
    • 1 Bath
    • 1,012 Sq Ft

    145 Main St Unit 303, Ludlow, VT 05149

    Beautiful condo in the heart of downtown Ludlow. Village vibes, unbeatable convenience—The Mill offers walk-to-everything access and a front-row seat to shopping, restaurants, golfing, with the Okemo shuttle just steps away. Perfect as a year-round home or your go-to landing pad after carving turns on the mountain. With exposed beams, original brickwork, and wide plank wood ceilings, this sweet

    Frank Provance Diamond Realty

    145 Main St Unit 303, Ludlow, VT 05149
  • /40

    $40,000 per month

    • 3 Beds
    • 2.5 Baths
    • 4,007 Sq Ft
    • House for Rent

    975 S Hill Rd, Ludlow, VT 05149

    Come enjoy your ski season at this exceptional home located on prestigious South Hill. Pull right into the heated attached garage (no need for cleaning off the car on powder days!) then step into the big mudroom where you can store all of your gear, with washer/dryer and powder room. Now into the eat in kitchen with beautiful wood cabinetry and floors. The formal dining room is perfect for a nice

    Frank Provance Diamond Realty

    975 S Hill Rd, Ludlow, VT 05149
  • /42

    $77,000 Sold Jul 10, 2025

    • 775 Sq Ft
    • $99/SF
    • 69 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 2003

    211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149

    Welcome to effortless mountain living in this spacious 1-bedroom, 2-bathroom unit at the premier Jackson Gore Inn at Okemo Mountain Resort. Boasting slope views, a lockout design, and room to comfortably sleep up to 8 guests, this is the perfect blend of personal getaway with rental opportunities.The well-designed floor plan features a full kitchen, dining area, and cozy living room with a gas

    Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

    211/213 Qtr I Jackson Gore Inn, Ludlow, VT 05149
    • /39

      Est $679,604 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      28 Fowler Rd Unit N103, Ludlow, VT 05149

      28 Fowler Rd Unit N103, Ludlow, VT 05149
  • /56

    $750,000

    • 6 Beds
    • 4 Baths
    • 3,127 Sq Ft

    8 Pond St, Ludlow, VT 05149

    Village Charmer - Experience the allure of village living in the heart of Ludlow with this recently renovated 6-bedroom, 4-bathroom residence. Ideal for your comfort and convenience, the property is within walking distance of Ludlow's shopping and dining amenities and just a short drive (a few minutes) to the base of Okemo. Boasting not one, but two mudrooms, it provides ample space for all your

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    8 Pond St, Ludlow, VT 05149
  • /17

    $120,000 Sold Jul 10, 2025

    • Land
    • 4.44 Acres
    • $27,027 per Acre
    • 472 Days On Market

    Lot #6 Southern Pines Ln, Ludlow, VT 05149

    Fully permited 4.44+/- acre lot located just minutes from the village of Ludlow and Okemo. Underground power, telephone, cable and internet available. Drilled well and sewage disposal by purchaser.

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    Lot #6 Southern Pines Ln, Ludlow, VT 05149
    • /4

      Est $904,713 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft

      160 Solitude Rd Unit L104, Ludlow, VT 05149

      160 Solitude Rd Unit L104, Ludlow, VT 05149
  • /41

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,663 Sq Ft

    490 W Hill Rd, Ludlow, VT 05149

    From mountain views to apres-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this

    Frank Provance Diamond Realty

    490 W Hill Rd, Ludlow, VT 05149
  • /60

    $2,775,000 Sold Jul 08, 2025

    • 5,742 Sq Ft
    • $483/SF
    • 151 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2007

    1199 Okemo Ridge Rd Unit S-32, Ludlow, VT 05149

    Within the picturesque landscape of Solitude Village at Okemo, this three-level home offers a blend of comfort and style with easy ski/on ski/off access. As you enter, you are greeted by an open concept living space that exudes warmth and sophistication. The living area features a beautiful stone fireplace, perfect for gathering around after a day on the slopes, while large windows flood the

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    1199 Okemo Ridge Rd Unit S-32, Ludlow, VT 05149
    • /36

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,660 Sq Ft

      267 Okemo Trailside Unit 29 B, Ludlow, VT 05149

      267 Okemo Trailside Unit 29 B, Ludlow, VT 05149
  • /46

    $820,000

    • 3 Beds
    • 3 Baths
    • 2,288 Sq Ft

    26 Country Crossing, Ludlow, VT 05149

    I'm excited to share details about a truly special property that I believe you'll find incredibly appealing. This tastefully appointed home offers multi-level entertainment spaces, three plus comfortable bedrooms, and three baths, making it perfectly suited for both relaxation and entertaining. The location is truly ideal for anyone looking to embrace the Okemo Valley lifestyle. Situated just

    Kevin Barnes William Raveis Real Estate Vermont Properties

    26 Country Crossing, Ludlow, VT 05149
  • /42

    $950,000 Sold Jul 03, 2025

    • 2,898 Sq Ft
    • $328/SF
    • 417 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1898

    9 Scott Terrace, Plymouth, VT 05149

    Welcome to Lakeview Retreat! Nestled on the shores of Echo Lake with stunning views of Okemo Ski Mountain, this exceptional property offers the perfect blend of natural beauty and recreational opportunities. Situated on two acres of land, this estate boasts not one, but two charming houses, making it ideal for hosting guests or having a family compound.Additionally, the small garden plot

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    9 Scott Terrace, Plymouth, VT 05149

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home