You are viewing all listings Homes between $500000 and $1000000 dollars.
Under Contract
$950,000 $433 per sq.ft. Wolfeboro NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2196 | Acres: 1.85Listed on Wednesday Aug 6, 2025
Description: Gracefully perched on 1.85 acres in a quiet, sought-after enclave just five minutes from downtown Wolfeboro, this impeccably maintained home offers refined living with sweeping views of the Belknap Range, including the iconic Gunstock Mountain. Granite light posts and a paver walkway lead to a residence where thoughtful design and elevated finishes converge. Inside, vaulted ceilings and a dramatic stone fireplace anchor the open-concept living space. The kitchen features a central island, tile backsplash, under-cabinet lighting, and mountain views from the kitchen window. A screened porch overlooks the manicured backyard, stone patio, and fire pit--an ideal setting for outdoor relaxation. The primary suite is a private retreat with large windows, a custom walk-in closet, and a spa-like bath with dual vanities and a tiled shower. Two guest bedrooms, a full bath, and laundry complete the main level. Above the garage, a bonus room offers space for a home office or lounge. The walkout lower level is insulated, heated and cooled by mini-splits, and filled with natural light from multiple front-facing windows--offering 1,800± sq ft of finish-ready potential. Additional features include a whole-house generator, water filtration system, and radon mitigation. A rare blend of mountain beauty and modern comfort. Open House Sat. 8/9 11:00-1:00. See Listing Details & 54 images. Includes a Virtual Tour
$519,000 $324 per sq.ft. Woodstock NH Home »
Price Change! Reduced by $20,000 down 4% on April 7th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1600 | Acres: 1.14
Listed on Sunday Jan 11, 2026
Description: This property enjoys all four seasons in the White Mountains.Snowmobile to corridor 11 just outside the door , Loon and Cannon , Waterville Valley just a short ride . Summertime fun walk to the river with your kayak or just take a swim in the Pemi river ; again just up the street less than 5 minute walk. The home has had updated electric , newer septic, on town water in lower Woodstock . Recent timbertech deck and new roofing on rear of the house. Beautiful local views and a 3 bedroom home with 1.5 baths. two nice garages to store your toys and a small cabin on just over an acre make this your next primary home or vacation spot in the heart of the White Mountains . See Listing Details & 44 images.
$599,900 $391 per sq.ft. Woodstock NH Home »
Price Change! Reduced by $20,000 down 3% on April 2nd 2026
4 Beds | 2 Baths | Total Sq. Ft. 1536 | Acres: 1.2
Listed on Thursday Jan 15, 2026
Description: Price Improvement to $599,900 -- Don't Miss This Opportunity in North Woodstock! Welcome to 69 Grandview -- a beautifully renovated mountain retreat set on 1.2 acres in one of North Woodstock's most desirable neighborhoods. With 4 bedrooms, 2 full baths, and over 1,500 square feet, this home offers the perfect balance of comfort, charm, and modern updates. Step inside to find a thoughtfully updated interior with upgraded plumbing, electrical, and finishes throughout -- giving you the feel of a newer home while maintaining its classic character. Natural light fills the living spaces, and the layout offers flexibility for full-time living, a vacation getaway, or a high-demand rental. Outside is where this property really shines. Take in peaceful mountain views from the expansive wrap-around deck -- partially covered so you can grill, relax, or entertain in any weather. The generous lot offers privacy, space to expand, and even potential for a garage or future additions. Located just a short drive to Loon and Cannon Mountain, and close to hiking, biking, and everything the White Mountains have to offer, this home puts four-season recreation right at your doorstep. The Grandview neighborhood also takes care of water, roads, and common areas--making ownership that much easier. Whether you're looking for a primary home, second home, or investment property, this is a smart move at a newly improved price. See Listing Details & 60 images.
Under Contract
$639,000 $293 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2183 | Acres: 1.32Listed on Friday Mar 20, 2026
Description: You know that feeling when you walk through a door and you can already see future memories being made? That's what you feel as you turn every corner of this gem. This thoughtfully updated raised ranch blends comfort, style, and convenience seamlessly with plenty of natural light filling much of the home. Recent improvements include beautifully renovated bathrooms, gleaming hardwood floors, a new roof and central air for year-round comfort. The kitchen is the heart of the home, perfectly positioned for cooking, gathering and listening to laughter fill the living room just steps away. The exercise room and sitting room offer flexible spaces for hosting family and friends or for escaping to a quiet space to work from home. The expansive deck provides a perfect setting for relaxing or entertaining as it overlooks the front yard while the backyard features a fenced-in space ideal for your four-legged companions to enjoy. Just minutes from Woodstock Union High School and the charming shops, restaurants, and amenities of downtown Woodstock, this home is ready to begin its next chapter with you! See Listing Details & 27 images. Includes a Virtual Tour
$675,000 $212 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $14,000 down 2% on March 26th 2026
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94
Listed on Friday Feb 20, 2026
Description: Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont's most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations).Inside, you'll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home's classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed--complete with electricity and a heater--offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you'll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont's natural beauty surrounds you--world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock. See Listing Details & 45 images.
Under Contract
$695,000 $194 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $30,000 down 4% on March 2nd 2026
4 Beds | 3 Baths | Total Sq. Ft. 3584 | Acres: 5.1
Listed on Saturday Oct 25, 2025
Description: This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont's changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The lower walk-out level of the home has two bedrooms, a shared bath, laundry and workshop. The elevated second floor is dedicated to gathering spaces including a great room with cathedral ceilings, eat in kitchen and family room that opens out on to a broad deck with overlooking the brook as it flows to the nearby Woodstock golf course and Athletic Club. The spacious primary bedroom offers an ensuite bathroom and abundant closet space. The main floor guest bedroom with loft is served by an adjacent bathroom. The two-stall multi-purpose barn opens to a small pasture and a fence yard for pets. A home for all seasons and reasons. See Listing Details & 40 images.
Under Contract
$725,000 $239 per sq.ft. Woodstock VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 3028 | Acres: 1.18Listed on Wednesday Jan 21, 2026
Description: Charming property located just minutes from historic Woodstock Green. The main house first floor features 3 bedrooms/ 1bath with formal dining room, living room and kitchen on first level anchored by an expansive deck for entertaining or enjoying the afternoon sun. Handsome hardwood floors throughout, stainless appliances in the kitchen accented with granite countertops. The lower level is walk out and includes a very large family room with a 3/4 bathroom and 4th bedroom. Bonus!- there is a wonderful apt located on the ground level for easy access. This apt features a one bedroom, 1bath with living room , dining and kitchen along with its own washer and dryer. It is completely independent from the main house except for water and sewer. Lower level is a 2 bay garage. This apt has been used for both long term and short term rentals with very good rental history. This property is in wonderful condition and close to all of towns amenities including restaurants, shopping, skiing, championship golf and fly fishing. The back of property is abutted by conservation land, located on a dead end road for lots of privacy. Come take a look! See Listing Details & 45 images.
$749,000 $451 per sq.ft. Woodstock VT Home »
3 Beds | 4 Baths | Total Sq. Ft. 1660 | Acres: 0.19Listed on Saturday Mar 28, 2026
Description: 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 pickleball courts. The homeowners have meticulously updated the property, featuring a stunning new kitchen and a refreshed second-floor bath, blending modern comfort with timeless charm. Unwind on the covered porch with a favorite drink while soaking in the serene surroundings. The inviting living room has a cozy gas fireplace, perfect for cool evenings. The spacious dining area opens to the expanded kitchen, boasting elegant cabinetry, sleek quartz countertops, and top-quality appliances. Newly installed pine flooring adds sophistication throughout. With three spacious bedrooms and two updated bathrooms, each room is designed for comfort. A versatile sitting room off the primary bedroom is perfect as a playroom or quiet study. Additional features include a new boiler, new dining room windows, and upgraded wiring with 200 AMP service. The property also offers a two-stall garage with partially finished space above, presenting endless customization possibilities. Whether you're seeking a forever home or a peaceful retreat, this move-in-ready gem is a must-see! See Listing Details & 39 images.
Under Contract
$817,000 $296 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2760 | Acres: 10.1Listed on Thursday Jul 3, 2025
Description: This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment. See Listing Details & 57 images.
Under Contract
$825,000 $212 per sq.ft. Woodstock VT Home »
5 Beds | 5 Baths | Total Sq. Ft. 3886 | Acres: 2.36Listed on Saturday Sep 6, 2025
Description: NEW PRICE! This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting less than a mile to village shopping, schools, dining and recreation. Updated with modern finishes to enhance accessibility and one level living-while maintaining the warm, country charm. First floor features a kitchen with granite countertops, island with seating & storage, double pantry and all new appliances; dining room with fireplace, an all season sun room w/gas fireplace and deck access, a wonderful new laundry room with half bath, lovely primary bedroom and bath with soaking tub, tiled zero step shower(roll-in), & double sinks, & living room w/fireplace. Lots of light and warm wood floors throughout. Two bedrooms with sitting areas and lots of storage and full bath upstairs. The connected 2 bedroom apartment lends flexibility-it can be used as additional living space, overflow for guests or for extra income as a rental. Full kitchen,first floor bedroom and bath,second floor bedroom & storage loft and one car garage with second driveway, private entrance, deck and laundry.The back of the property slopes down to a babbling brook and then up to meet direct trail access to Mount Peg.Expansive deck,generator,attached two car garage & partially finished walk out basement with tons of storage, a recreation room or office and powder room too. So many possibilities! Easy to show and move-in ready! See Listing Details & 60 images.
$845,000 $1,408 per sq.ft. Woodstock VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 600 | Acres: 6.07Listed on Monday Jun 6, 2022
Description: Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See Listing Details & 14 images.
Under Contract
$895,000 $466 per sq.ft. Woodstock VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1920 | Acres: 6.02Listed on Tuesday Jul 1, 2025
Description: PRIME LOCATION! Tucked away at the end of a peaceful dead-end road in the Westerdale neighborhood is this Vermont Cape Cod home offers the perfect blend of privacy and convenience on just over 6 acres. Surrounded by mature trees and set on a wooded lot overlooking a tranquil pond, you'll enjoy the calm of nature right outside your doorstep. The freshly installed deck provides a serene spot. Well-planned interior space, inside you will find a warm and inviting atmosphere, offering an eat-in kitchen enhanced by the heat from the wood stove or relax by the fireplace in the living room open to the dining room. The primary bedroom with a full bath featuring a jacuzzi tub, while the remaining rooms provide flexible options for guests. Recent updates like a new oil tanks, freshly painted interior, and a new water pressure tank ensure reliable modern living. Located just minutes from the heart of Woodstock, this home gives you easy access to local favorites like the Billings Farm and year-round fun at Okemo Mountain Resort. Whether you're into skiing, hiking, or something entirely more relaxed, there's something nearby for everyone. The neighborhood boasts a strong sense of an upscale community while maintaining a rural, secluded vibe. It's that rare find that feels remote but keeps you close to all the essentials. Ideal for year-round living or a seasonal getaway, this property invites you to experience the best of Vermont in a setting that's equal parts comfort and character. See Listing Details & 45 images.
Under Contract
$915,000 $426 per sq.ft. Woodstock VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2150 | Acres: 1.49Listed on Thursday Jun 5, 2025
Description: Enjoy in-town ease of living combined with Vermont country charm. This well maintained , efficient home provides first floor living with an additional lower floor ensuite bedroom /sitting area with direct access to lovely grounds and gardens. The light filled home is in excellent condition and is surrounded by fabulous perennial gardens, mature maple trees, raspberry and blueberry bushes , stone patio and 2 decks offering plenty of spaces for outdoor living and entertaining. The open floor plan provides easy flow and the large windows and glass doors bring the out of doors in. A big bonus is central air conditioning ! The detached 2 car garage provides lots of storage and work space area . Enjoy the charm and various amenities of Woodstock Village that consistently is named one of the prettiest small towns in America . Easy access to sports for every season.. Twenty minutes to the Upper Valley , two and a half hours to Boston and 5 hours to NYC. Call today for an appointment . See Listing Details & 55 images.
$985,000 $354 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2785 | Acres: 5.01Listed on Monday Jul 21, 2025
Description: This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See Listing Details & 37 images.
