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Windsor County VT Homes for Sale

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  • /40

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

    Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in.Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
  • /49

    $810,000

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

    37 South St, Woodstock, VT 05091

    Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    37 South St, Woodstock, VT 05091
  • /43

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1514 South Rd, Woodstock, VT 05091

    This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car

    Danny Kogut Williamson Group Sothebys Intl. Realty

    1514 South Rd, Woodstock, VT 05091
  • /40

    $725,000

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

    2 Trout Club Rd, Weston, VT 05161

    Looking for a classic Vermont farmhouse with attention to historic detail and all the amenities for modern living? Perched above Weston's picturesque village center, Apple Croft offers a comfortable and cozy two floors complemented by a front porch with rockers, a screened porch for al fresco dining, and a large private deck for outdoor living. Curl up with a book by the wood burning fireplace in

    Steve Stettler Four Seasons Sotheby's Int'l Realty

    2 Trout Club Rd, Weston, VT 05161
  • /40

    $685,000

    • 3 Beds
    • 3 Baths
    • 3,589 Sq Ft

    152 Parkview Rd, Springfield, VT 05156

    This beautiful Cape offers a wonderful blend of seclusion and privacy with distant mountain views, to include Okemo Mountain 30 minutes away. The property includes 31.72 acres of lovely meadowlands, woods and a private pond. The woods have several walking paths perfect for casual summer strolls and Winter fun for cross country skiing and snow shoeing. Featuring three bedrooms, one full bath and

    Gale Alger Alger Real Estate Agency

    152 Parkview Rd, Springfield, VT 05156
  • /42

    $345,000

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    99 Latham Works Ln Unit B, White River Junction, VT 05001

    Newer Construction built in 2022! Energy efficient Vermod home located in the vibrant downtown area of White River Junction. This sleek contemporary style home features crisp new living space with 2 bedrooms and 1.5 baths, a large open concept main floor, upscale kitchen with plenty of shelves and cabinets for storage and an ultramodern stair and railing concept make this a truly unique home.

    Alex DeFelice The Clerkin Agency, P.C.

    99 Latham Works Ln Unit B, White River Junction, VT 05001
  • /33

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,555 Sq Ft

    35 Mountain Ave, Woodstock, VT 05091

    Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and

    Danny Kogut Williamson Group Sothebys Intl. Realty

    35 Mountain Ave, Woodstock, VT 05091
  • /30

    $395,000

    • 1 Bed
    • 1 Bath
    • 638 Sq Ft

    109 Okemo Ridge Rd Unit C301, Ludlow, VT 05149

    A true gem at Okemo Mountain Lodge! Enjoy one of only two units in the entire complex configured with two private sleeping rooms: a primary queen bedroom and a bunk room, making it ideal for families or hosting guests. Sleeps 7. This is truly the most desirable unit in the much sought after C building renowned for its unbeatable location and private parking right at the base of the mountain.

    Diane Rousseau Four Seasons Sotheby's Int'l Realty

    109 Okemo Ridge Rd Unit C301, Ludlow, VT 05149
  • /60

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,254 Sq Ft

    18 High St, Ludlow, VT 05149

    Okemo Village home located at the base of Okemo Mountain. This charming village farmhouse is a must-see! Nestled on desirable High Street, the welcoming sunroom/mudroom entry opens into a bright and cheerful kitchen. The formal dining room off the kitchen flows seamlessly into the living room, creating an inviting space for gatherings. The main level features two bedrooms, two spacious 3/4

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    18 High St, Ludlow, VT 05149
  • /34

    $728,000 Open House 10/04

    • 3 Beds
    • 2.5 Baths
    • 2,606 Sq Ft

    21 Turner Rd, Weston, VT 05161

    Secluded Vermont escape to enjoy through the seasons. This private 5-acre woodland retreat tucked just beyond Wantastiquet Trout Club Pond is a lovingly maintained 3BR/3BA home blending comfort, energy efficiency, and Vermont charm. The open layout features locally milled wood floors, Jotul wood stove, sunroom, and screened porch perfect for summer evenings. The custom kitchen is outfitted with a

    Kim Prins Four Seasons Sotheby's Int'l Realty

    21 Turner Rd, Weston, VT 05161
  • /55

    $799,000

    • 6 Beds
    • 5 Baths
    • 3,000 Sq Ft

    221 Grout Rd, Perkinsville, VT 05151

    The VT property that you have been waiting for! 49 acres with mature sugar maples and stone walls, a substantial converted barn and a lovely updated and expanded C. 1790 residence. Former home of the Weathersfield Rod and Gun Club, it has been thoroughly renovated into a grand residence. Five bedrooms and five baths, including a guest space with separate entry. Gracious country kitchen with built

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    221 Grout Rd, Perkinsville, VT 05151
  • /41

    $675,000

    • 4 Beds
    • 4.5 Baths
    • 5,396 Sq Ft

    3525 Beaver Meadow Rd, Sharon, VT 05065

    Contemporary 4 bedroom / 5 bath home on 2.2+/- acres. Less than 6 miles from both downtown Norwich and I-89, this home is conveniently located to DHMC, Dartmouth College and all the Upper Valley has to offer. Originally built and designed by architect Roger Guernsey, this house was once featured in Better Homes and Gardens as “A High-Rise House with Natural Assets.” Since its original

    Lisa Baldwin Coldwell Banker LIFESTYLES - Hanover

    3525 Beaver Meadow Rd, Sharon, VT 05065
  • /30

    $385,000

    • 1 Bed
    • 1 Bath
    • 884 Sq Ft

    162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149

    Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities.Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing

    Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149
  • /48

    $847,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156

    Lovely 1778 center chimney cape, antique charm remains after many thoughtful renovations to allow for comfortable modern living. Enjoy the views from the deck over the 40+- acres of rolling fields and forest. Most recently a horse farm this property offers abundant possibilities. Kitchen, sunroom, dining, living rooms 2 baths, laundry and primary bedroom on the first floor, 2 bedrooms upstairs

    Paula Waters Dark Horse Realty

    303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156
  • /50

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    162 Campbell Rd, Rochester, VT 05767

    This classic Vermont farmhouse has been lovingly renewed from the studs out, preserving its 19th-century charm while adding the comfort and convenience of modern living. Step inside and you’ll find warm hardwood floors crafted from ash, birch and cherry harvested right from the property, exposed beams, and a central brick hearth with a soapstone woodstove that invites you to gather around on

    Kyle Kershner Killington Pico Realty

    162 Campbell Rd, Rochester, VT 05767
  • /44

    $795,000

    • 4 Beds
    • 2 Baths
    • 2,496 Sq Ft

    410 Upper Rd, Bridgewater Corners, VT 05035

    This 1892 Farmhouse offers two fully furnished and equipped 2-bedroom residences and is superbly located midway between historic Woodstock Vermont and the Killington and Okemo Mt. ski areas, just 15- and 30-minutes' drive away, respectively. The current owners work from home but travel frequently and very successfully (see attached income statement) leased both units on a short-term basis. The

    Laird Bradley Williamson Group Sothebys Intl. Realty

    410 Upper Rd, Bridgewater Corners, VT 05035
  • /60

    $825,000

    • 7 Beds
    • 4.5 Baths
    • 4,733 Sq Ft

    107 Baker Rd, Springfield, VT 05156

    Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

    Jeremy Collins Ridgeline Real Estate

    107 Baker Rd, Springfield, VT 05156
  • /43

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft

    9 Pierce Rd, North Springfield, VT 05150

    Set on a neighborhood spacious lot, this property features classic New England character inside and out. The home includes a light-filled living room with a brick hearth and wood stove insert, bedrooms with unique built-ins and nooks, and a sunny three-season room overlooking the backyard. A basement workshop and ample storage add practical value.While the home is in need of some updates, it

    Frank Provance Diamond Realty

    9 Pierce Rd, North Springfield, VT 05150
  • /19

    $128,200

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    1500 Brownsville-Hartland Rd, West Windsor, VT 05089

    Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

    Ann Jacques Century 21 Highview Realty

    1500 Brownsville-Hartland Rd, West Windsor, VT 05089
  • /51

    $215,000

    • 2 Beds
    • 1 Bath
    • 892 Sq Ft

    145 Main St Unit 210, Ludlow, VT 05149

    Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    145 Main St Unit 210, Ludlow, VT 05149
  • /25

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    646 Old Connecticut River Rd, Springfield, VT 05156

    A sweet home in a treasured location on 2.96+/- level acres with scenic views of the Connecticut River just across the street! The buyer of this lovely property has the use of land across the street for boat docking, cabana use, sunning, cookouts, etc.! Featuring 3 bedrooms, 2 baths, family room in lower level, and one car attached garage. Beautiful lot for gardening and flower foliage.

    Roselyn Caplan Century 21 Highview Realty

    646 Old Connecticut River Rd, Springfield, VT 05156
  • /9

    $150,000

    • Land
    • 7.5 Acres
    • $20,000 per Acre

    00 Howe Hill Rd, Sharon, VT 05065

    Vermont Retreat Awaits. Newly subdivided 7.5 acre wooded parcel with spectacular mountain view potential and five bedroom state waste water permit is ready for your vision. Located off town-maintained Howe Hill Road in Sharon, Vermont, via right of way from lower parcel. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89.

    Joanne Kent Four Seasons Sotheby's Int'l Realty

    00 Howe Hill Rd, Sharon, VT 05065
  • /9

    $250,000

    • Land
    • 15.4 Acres
    • $16,234 per Acre

    00 Howe Hill Rd, Sharon, VT 05065

    Pristine Wooded Parcel. A new subdivision with easy access from a small clearing off town-maintained Howe Hill Road in Sharon, Vermont. Lot 1 has 15.4 acres, a three-bedroom approved waste water permit with plenty of room for gardens, trails, or your private retreat. Convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street, just one mile from I-89 for easy

    Joanne Kent Four Seasons Sotheby's Int'l Realty

    00 Howe Hill Rd, Sharon, VT 05065
  • /9

    $300,000

    • Land
    • 22.4 Acres
    • $13,393 per Acre

    00 Howe Hill Rd, Sharon, VT 05065

    Build Your Vermont Dream in Sharon. Nestled along scenic Howe Hill Road, these two approved building parcels offer the perfect mix of convenience, privacy, and possibility. The lower 15.4 acre parcel has three-bedroom waste water permit and direct access from a small clearing off Howe Hill Road. The upper 7.5 acre parcel has spectacular mountain view potential with five-bedroom waste water

    Joanne Kent Four Seasons Sotheby's Int'l Realty

    00 Howe Hill Rd, Sharon, VT 05065
  • /24

    $535,000 Open House 10/11

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    111 Lakeland Dr Unit 2B, Quechee, VT 05059

    Location, location, location! This 3BR, 2BA townhouse is located in the Lakeland Village Condo Association which is the nearest Village within proximity to the Quechee Club, Lake Pinneo, Golf Courses and XC ski trails all in your back yard. The condo offers an updated kitchen, first floor bedroom/bathroom, an open floor plan and a bonus enclosed sun room on the main level. Upstairs are two more

    Herb Hart Quechee Lakes Real Estate Center

    111 Lakeland Dr Unit 2B, Quechee, VT 05059
  • /41

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft

    1093 Middle Hollow Rd, Rochester, VT 05767

    Tucked away in the quiet hollows of Rochester, this charming chalet offers the perfect balance of comfort, character, and convenience. Thoughtfully designed, the main level features a welcoming mudroom entry, a bright and airy kitchen, and an open living/dining area highlighted by vaulted ceilings and a stunning floor-to-ceiling fieldstone fireplace—ideal for cozy evenings after a day of

    Kyle Kershner Killington Pico Realty

    1093 Middle Hollow Rd, Rochester, VT 05767
  • /14

    $215,000

    • Land
    • 22.29 Acres
    • $9,646 per Acre

    0 Jericho St Unit 5062382, Hartford, VT 05001

    Discover 22.29+/- acres on Jericho Street in Hartford, VT. This wooded parcel offers a peaceful mix of trees and natural beauty—perfect for building your dream home, creating your own trail system, or simply enjoying the quiet serenity of the outdoors. Embrace the Vermont lifestyle surrounded by nature, while being just minutes from Quechee, Woodstock, Dartmouth, and all the shopping, dining, and

    Heather Ashline BHHS Verani Upper Valley

    0 Jericho St Unit 5062382, Hartford, VT 05001
  • /18

    $499,000

    • Land
    • 56.25 Acres
    • $8,871 per Acre

    0 Dothan Rd, White River Junction, VT 05001

    Discover ±56 acres at 0 Dothan Lane in Hartford, VT—an exceptional parcel offering unmatched flexibility, natural beauty, and convenience. Enjoy sweeping views over the White River Junction valley, multiple ideal building sites, and the option to subdivide into individual lots with a shared driveway access from Meadow Lane or Dorothy Road. A Right of Way will be granted at closing to provide

    Randy Snelling KW Coastal and Lakes & Mountains Realty/Hanover

    0 Dothan Rd, White River Junction, VT 05001
  • /18

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    803 Malagash Rd, Reading, VT 05062

    Tucked away on a quiet dirt road, this classic Vermont log cabin offers charm, privacy with 10 beautiful acres to call your own. The home radiates warmth with pine floors and wood fire place in an open kitchen/diner into the living area. Plenty of room for gardens, trails or just a peaceful retreat, this property blends the simple joys of country living with comfort for year-round residence or a

    Ara Cardew BHG Masiello Keene

    803 Malagash Rd, Reading, VT 05062
  • /45

    $530,000

    • 6 Beds
    • 3 Baths
    • 2,950 Sq Ft

    48 Fairview Terrace, White River Junction, VT 05001

    This Wonderful Victorian 3-unit home sits just above downtown WRJ on a dead-end street. Current owners did extensive renovations with an eye toward maintaining the original details and character. All new kitchens & bathrooms; new windows, plumbing and wiring, restored ceilings and woodwork, new roofing, insulation and more. Excellent opportunity to invest! Live in one unit and earn income from

    Tambrey Vutech KW Vermont Woodstock

    48 Fairview Terrace, White River Junction, VT 05001
  • /33

    $249,000

    • 2 Beds
    • 1.5 Baths
    • 1,063 Sq Ft

    253 Old Quechee Rd Unit 6D, Hartford, VT 05001

    Welcome to Mill Run at Quechee Lakes, a premier resort community in the heart of Vermont’s Upper Valley. This inviting four-room, two-bedroom, two-bathroom condo combines comfort and convenience with a touch of Vermont charm. The spacious living and dining area is enhanced by vaulted ceilings and a skylight that fills the space with natural light. A second skylight brightens the kitchen, while

    Sandy Reavill Real Broker LLC

    253 Old Quechee Rd Unit 6D, Hartford, VT 05001
  • /54

    $2,599,000

    • 9 Beds
    • 11 Baths
    • 5,993 Sq Ft

    41 Pleasant St, Woodstock, VT 05091

    This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with

    Jennifer Falvey KW Vermont Woodstock

    41 Pleasant St, Woodstock, VT 05091
  • /16

    $329,000

    • 4 Beds
    • 2 Baths
    • 1,373 Sq Ft

    40 Union St, White River Junction, VT 05001

    Good Cash Flow! Possibilty of Commercial business aspect exists with this property as its in the CB zone / Central Business district. This fully leased two unit property is an excellent chance for investors to add a consistent cash flowing building to their portfolio or for an onsite owner to occupy one unit and let the extra additional rent help pay for your housing. A fairly low maintenance

    Alex DeFelice The Clerkin Agency, P.C.

    40 Union St, White River Junction, VT 05001
  • /41

    $210,000

    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    133 Colonial Dr Unit 407, White River Junction, VT 05001

    Superb Location! Very nice 2 bedroom Wilder Townhouse / Condo unit located in the Oak Knoll Community. Being only minutes from the Dartmouth College campus, Dartmouth Hitchcock Medical Center and VA. Hospital make this property a prime investment opportunity! Featuring stylish black and stainless steel kitchen appliances with over the range microwave oven, dishwasher, glass cleantop oven range,

    Alex DeFelice The Clerkin Agency, P.C.

    133 Colonial Dr Unit 407, White River Junction, VT 05001
  • /13

    $399,900

    • Land
    • 108 Acres
    • $3,703 per Acre

    1928 Vermont 131, Ascutney, VT 05030

    This 108 Acres +/- boasts one of the most beautiful and plentiful sugarbush in the state, that can easily accommodate over 4500 sugar taps. Matured stately maple timber with enough cord word available for a lifetime. Well maintained wood trails traverse the acreage. Several building sites with spectacular Mt. Ascutney views with clearing. This secluded hillside is just 5 minutes to Exit 8, 30

    Don Chabot Town and Country Realty

    1928 Vermont 131, Ascutney, VT 05030
  • /22

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    690 Route 106, Reading, VT 05062

    Very inviting renovated 1850 Cape on .22a in Reading Village. This home offers the charm only found in a vintage home. Nice kitchen, open to dining room with Jotul woodstove, living room, first floor primary bedroom with balcony, full bath and laundry room. Upstairs you'll find 2 additional bedrooms and a 3/4 bath. Tile & hardwood flooring throughout. Many updates starting in 2017 including

    Dana Waters Dark Horse Realty

    690 Route 106, Reading, VT 05062
  • /28

    $449,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 2 Baths
    • 1,296 Sq Ft

    1668 Hartford Ave, Hartford, VT 05001

    Desirable Wilder location! Within walking distance to Kilowatt and Frost Parks, this charming home offers 4 bedrooms and 2 bathrooms with plenty of space for comfortable living. The recently remodeled kitchen opens seamlessly to the dining room, filling the main living area with natural light. Beautiful hardwood flooring runs throughout, and a spacious walk-up attic provides exciting potential

    Gerry Stark RE/MAX Upper Valley

    1668 Hartford Ave, Hartford, VT 05001
  • /51

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    246 Putnam Hill Rd, Chester, VT 05143

    Discover the perfect balance of privacy, convenience, and sustainable living in this artisan-designed post and beam home. Thoughtfully sited on 10 acres at the end of a country road, this 3 bedroom, 3.5 bath farmhouse offers a rare sanctuary just a short stroll from the charming village center. Designed for today's lifestyle, the home is equipped with solar power and battery backup, ensuring

    Geralyn Donohue Engel & Völkers Okemo

    246 Putnam Hill Rd, Chester, VT 05143
  • /37

    $459,000

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    1979 N Hill Rd, Chester, VT 05143

    Welcome to this attractive Andover Contemporary home, perfectly suited for year-round living or as a Vermont vacation retreat. Built in 2005, this 3 bedroom, 2 bath residence offers modern comfort in a peaceful country setting on 2.1 acres while being just minutes from Okemo Mountain Resort and close to scenic snowmobile trails—ideal for outdoor enthusiasts in every season. The inviting

    Geralyn Donohue Engel & Völkers Okemo

    1979 N Hill Rd, Chester, VT 05143
  • /29

    $299,000

    • Land
    • 3.05 Acres
    • $98,033 per Acre

    5268 Willard Rd, Hartford, VT 05059

    A stunning long-range view at the top of Willard Road in Quechee Lakes is what distinguishes this 3-acre parcel from many others. Cleared over a decade ago, the view is still available to the east and south, making this one unique for its location. Steeper topography will necessitate some creativity in access and construction details, but the location and neighborhood support the effort. A great

    Richard Higgerson Higgerson & Company

    5268 Willard Rd, Hartford, VT 05059

Showing Results 41 - 80, Page 2 of 14

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