Homes with Tennis Courts

MLS Number 5081695

• Residential Single Family
• Full Bath 1
• Address 25 Hilltop Drive
• Bedrooms 3
• Bathroom 2

PRICED TO MOVE AT $469,999! Experience the ultimate treetop retreat in Sunapee Hills. Tucked away for total peace and privacy on a wooded 0.6-acre lot, this fully remodeled chalet offers effortless, low-maintenance living with private community beach and kayak access to Chalk Pond. Step inside to find a sun-drenched, open-concept upper level featuring soaring vaulted cathedral ceilings, a brick wood-burning fireplace, and an updated kitchen with island seating. Walk directly out onto your expansive elevated deck with a covered overhang-the perfect spot to watch the seasons change right in the tree canopy! Enjoy plenty of parking options with both an upper and lower driveway setup. Nestled in a quiet, nature-filled neighborhood with fantastic private community amenities-including a private beach area, swim raft, tennis courts, and kayak put-ins-this remodeled deck-house is ready for year-round memories. The hillside positioning creates an incredibly private, treehouse-like atmosphere with views over the woods. Complete with mini-splits, a pellet stove, a newer septic system, and a standing seam metal roof, everything has been done for you. Agent/Broker Interest.

Listed by Kelsey Nippe of NH Home Team

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5089806

• Residential Single Family
• Full Bath 2
• Bedrooms 3
• Bathroom 4
• Square Feet 3,153

It is a rare property that manages to feel both expansive and intensely private, providing a sanctuary where the deliberate rustic charms create a sense of timelessness. This is a place for gathering, or quiet reflection, all from the comfort of a home that is as sturdy as it is beautiful. Imagine a place where the morning alarm is replaced by the soft lap of the Connecticut River against the shore. The back of the house is practically one giant viewing platform, featuring a full-length deck and enclosed porch that runs the entire length of the home. First-floor living features a large primary ensuite and living spaces that draw your eyes straight to the water. Downstairs, a fully finished walkout basement apartment offers independent, handicapped-accessible living with wide doors, an open kitchenette, and a roll-in shower. Whether hosting holidays or lounging on a Tuesday, the River is your backdrop. While the home leans into its historic aesthetic with four brick fireplaces perfect for snowy New England nights, it doesn't skimp on modern life; central air keeps things crisp and cool all summer long. With your own private River frontage (335ft), keep the kayaks ready for a sunrise paddle, head out for a day of boating, or cast a line right from your backyard. The best part? You aren't just buying a house; you're joining the Waterford Springs community. Beyond your private yard, you get access to over 600 common acres of beautiful terrain to explore. Whether you're looking to hit the beach, challenge neighbors to a game of pickleball, tennis, or basketball, or host an event at the clubhouse, the amenities are top-notch. It's private, it's peaceful, and it's waiting for someone who knows that the best luxury in life is a little bit of character in your home and a lot of water in your view. Waterford is at the intersections of interstates 91 and 93, is minutes away from St. Johnsbury, Vermont and Littleton, New Hampshire. View the 3D tour accompanying the listing.

Listed by Robin Migdelany of Four Seasons Sotheby's Int'l Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Your Questions & Comments I have a question about the property at 4499 Lower Waterford Road Waterford VT 05819 (#5089806).

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MLS Number 5086116

• Residential Single Family
• Full Bath 4
• Address 80 Lefebvre Road
• Bedrooms 7
• Bathroom 7

This extravagant estate has direct views of Killington and Pico and would make an awesome AirBnB! Set on 20.6 acres, this 7-bedroom, 5.5-bath Craftsman delivers the kind of space, privacy, and amenities buyers don't see everyday. Designed for hosting, the home features a chef's kitchen with island, expansive living areas with fireplaces, natural light throughout, multiple en-suite bedrooms, and flexible spaces for guests, remote work, or extended stays. There is an apartment over the garage that has a full kitchen, dining area, laundry room, bedroom, full bath and storage room. Outside, the heated in-ground pool, tennis court, and nearby trails create a true retreat setting. With its scale, layout, and destination-style features, this property offers exciting short-term rental or investment potential, subject to local rules and approvals. A rare Vermont opportunity built for comfort, entertaining, and unforgettable stays!

Listed by Chris Lawrence of Trillionaire Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5011880

• Residential Single Family
• Full Bath 1
• Address 527 Benson Road
• Bedrooms 5
• Bathroom 4

Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould Pleissner lived at the Plaza in New York City and summered here while her husband, celebrated artist Ogden Pleissner, used the barn as his studio-his works now hang at the Met, Shelburne Museum and in private collections. The 1790s farmhouse and 1820s barn underwent extensive renovations by Boston architects Judge, Skelton, Smith. The farmhouse was thoughtfully restored, while the barn was transformed into two living spaces. Modern updates, including new utilities and underground infrastructure, were discreetly integrated to preserve the pristine vistas. The Great Room of the Barn have seen many lively gatherings over the years. Today, this multi-generational sanctuary remains a tranquil retreat, bordered by Bourn Brook and encircled by the GMNF's Lye Brook Wilderness Area. The property retains its pastoral allure with goats grazing the fields and timeless pleasures like fly fishing, hiking and swimming. Currently serving as a family compound and wedding venue, the property holds an Act 250 permit for up to 43 cabins. For more details, refer to the commercial listing.

Listed by T Story Jenks of LandVest, Inc/Woodstock, Wade Weathers of LandVest, Inc-Burlington

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5063499

• Residential Single Family
• Full Bath 5
• Bedrooms 9
• Bathroom 10
• Square Feet 7,900

Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker's cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30' x 60' seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5089015

• Residential Single Family
• Full Bath 6
• Address 740 Edson Hill Road
• Bedrooms 8
• Bathroom 8

Set in one of Stowe's most sought-after locations, Eden is a remarkable 22± acre mountain estate offering privacy, recreation, and breathtaking natural beauty. Surrounded by lush landscapes with views of Mount Mansfield and the Worcester Range, the property features beautifully maintained gardens, twin ponds, a tennis court, heated pool, and two hot tubs, creating an exceptional setting for both relaxation and entertaining. The residence offers eight bedrooms and eight baths with soaring vaulted ceilings and thoughtfully designed living spaces throughout. Just minutes from Stowe Mountain Resort, the property also enjoys direct access to Wiessner Woods for hiking, snowshoeing, and cross-country skiing. Paired with close proximity to some of Stowe's best dining and amenities, Eden presents a rare opportunity to experience elevated Vermont mountain living in an extraordinary setting.

Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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MLS Number 5070706

• Residential Single Family
• Full Bath 2
• Address 64 Needle Leaf Lane
• Bedrooms 4
• Bathroom 8

“Tansy Hill Farm” is the quintessential Stowe, Vermont breathtaking, timeless, and meticulously crafted home. This exceptional farmhouse was designed and built by the current owners with an uncompromising eye for quality and detail. Offering over 8000 sq. ft. of beautifully appointed living space, the floor plan is both expansive and exceptionally functional. The main level features a grand living room with French doors opening to a gracious stone patio; an inviting library warmed by a gas fireplace; and a gourmet kitchen overlooking the circular cobblestone drive. The adjoining dining area, also with a gas fireplace, leads seamlessly into a stunning four-season sunroom equipped with a built-in gas grill. A spa-like primary suite with vaulted ceilings and office. A second bedroom offers vaulted ceilings and an extraordinary architectural centerpiece: a partial 20-foot faux oak tree with custom walnut stairs. Second floor offers 2 more spacious bedrooms complete with baths, a comfortable/family area with 1/2 bath, dining table and built in sleeping area. A spiral staircase leading to view the property completes the second floor. Finished basement with exercise room and hot tub. Three car attached garage. Charming one bedroom 2 bath cottage, a 4 stall barn complete with fully fenced area for your animals. Pole barn for equipment and toys. Over 28 acres of fields, woods, ponds and completely private bordering Sterling Brook!!

Listed by Angela Dodge and Nancy Durand of Pall Spera Company Realtors-Morrisville

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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