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Very Cool Houses

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661 Ripley Road Waterbury VT 05677

Waterbury, VT661 Ripley Road, Unit 2

Price$1,818,000

Est. Mortgage: $/month

MLS Number 5041467

  • Residential Single Family
  • Full Bath 3
  • Address 661 Ripley Road
  • Construction Existing
  • Bedrooms 4

Enjoy breathtaking panoramic vistas from Camel's Hump to Mt. Mansfield through nearly every window in this fabulous, newly renovated home. Sip your morning coffee in the hot tub as the sun climbs, then step inside to discover an interior that's as breathtaking as the scenery. On the main level you will find a kitchen equipped with high end appliances and stunning quartz countertops, a spacious living room warmed by a sleek, wall-mounted, gas fireplace and Brazilian cherry floors, all showcasing spectacular mountain views through oversized windows. The main floor also includes a generous dining area ideal for entertaining and a den for work-from-home days. Upstairs, the luxurious primary suite offers awe-inspiring views and a spa-like bathroom. Three additional bedrooms on this level provide ample space for family and guests. The walk-out lower level is designed for comfort and versatility, with a cozy TV room that opens to the outdoors, an office, and two bonus rooms. Located on a beautifully landscaped lot with an outbuilding for lawn and garden storage. Modern conveniences abound: a high-efficiency boiler, A/C throughout, on-demand hot water, and an advanced security system that lets you unlock doors, adjust temperatures, and silence alarms from anywhere. This home is a rare blend of luxury, comfort, and nature's beauty designed for those who appreciate fine living and unparalleled views. A must-see property that offers proven rental income.

Listed by Pall Spera of Pall Spera Company Realtors-Stowe (Phone: 561-762-8188), Susan ORourke of Pall Spera Company Realtors-Stowe Village

$
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$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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95 Middletown Road Londonderry VT 05155

Londonderry, VT95 Middletown Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 5087347

  • Residential Single Family
  • Full Bath 2
  • Village So. Londonderry
  • Address 95 Middletown Road
  • Construction Existing

One-of-a-Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home-rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property's versatility is the space currently home to the nationally recognized SoLo Farm & Table-an award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture-or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting.

Listed by Eric Nathan of Nathan Auction & Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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187 Morgan Drive Shelburne VT 05482

Shelburne, VT187 Morgan Drive

Price$1,800,000

Est. Mortgage: $/month

Pending

MLS Number 5090459

  • Residential Single Family
  • Full Bath 2
  • Address 187 Morgan Drive
  • Construction Existing
  • Bedrooms 3

Situated on one of Shelburne Point's most beautiful parcels, this exceptional 1.5-acre property offers a rare combination of elevation, privacy and 180 degrees of dramatic Lake Champlain frontage. Perched high on a level lot that gently wraps around a small point, the existing three-bedroom home serves as the perfect canvas for your custom design ideas. The true crown jewel of this property is the spectacular private beach-complete with smooth skipping stones and panoramic views of the Adirondack peaks that frame unforgettable Vermont sunsets. Surrounded by mature trees and serene nature, the property includes a detached garage and storage shed. Cherished by the same family for over 60 years, this irreplaceable piece of Vermont history is located just five minutes from Shelburne Village, with easy bike access to Shelburne Farms, marina, and LYCC. Shelburne Point is an easy 15 minute commute to UVM and Downtown Burlington.

Listed by Dana Valentine of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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1204 Bailey Road Shrewsbury VT 05738

Shrewsbury, VT1204 Bailey Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 5059018

  • Residential Single Family
  • Full Bath 5
  • Address 1204 Bailey Road
  • Construction Existing
  • Bedrooms 6

Welcome to Salt Ash Farm, a treasured retreat in the hills of Vermont on 97 +/- acres. This incredible 6 bedroom, 5 bath home has been thoughtfully expanded and updated over the years and offers a unique blend of classic, rustic and contemporary features. Peace and tranquility resonate throughout. The spacious well-appointed kitchen has floor to ceiling windows with a majestic view. Just off the kitchen is a cozy “keeping” room with a large fireplace perfect for relaxing after a day of skiing, swimming or traversing the grounds. A calming sunroom leads to a light-filled great room overlooking the pasture, woodlands and beyond. The second floor features a primary bedroom with exposed brick hearth and walk-in closets. Additional bedrooms and baths, a study and a sauna, accommodate family and guests superbly. Across the gravel road, a tiny house, artfully fashioned from a former milk house is a rental or caretaker abode. The gambrel-style two-story pre-war barn has been used as a private event space for weddings and gatherings for all occasions! The inviting spring fed-pond has a dock for swimming or a lively game of ball with the dogs. Stone walls, open vistas and space to meditate all renew the soul. Okemo/Jackson Gore is a stress-free 12 min. drive away. High speed fiber optics allow you to work remotely while enjoying the best of both worlds. The future stewards of this property will enjoy discovering the many aspects and possibilities of this special Vermont retreat.

Listed by Gail Beardmore of Engel & Volkers Okemo

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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2167 Myers Road Shaftsbury VT 05262

Shaftsbury, VT2167 Myers Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 5078597

  • Residential Single Family
  • Full Bath 1
  • Address 2167 Myers Road
  • Construction Existing
  • Bedrooms 3

Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the landscape, framing two picturesque ponds and twin orchards that offer seasonal beauty and fresh harvests. The outdoor amenities elevate this property into a private resort: an inviting in-ground pool, hot tub, propane fire pit, and an impressive 90-foot deck with retractable awning, ideal for effortless entertaining and long summer evenings under the Vermont sky. For collectors, hobbyists, or outdoor enthusiasts, the property offers exceptional versatility. A detached four-bay garage with second-story loft provides abundant storage, while an additional outbuilding easily accommodates a large Class A motor home or boat. Separate pump houses serve both the pond and pool, ensuring functionality meets convenience. A dramatic post-and-beam great room addition, completed in 1997, creates a striking focal point within the home. Anchored by a soaring floor-to-ceiling stone fireplace, this grand yet welcoming space captures the essence of rustic elegance. Above, a charming loft offers the perfect reading nook, studio, or private office retreat. The renovated kitchen blends contemporary appliances and thoughtful design with the warmth and character of the original barn structure. Three spacious bedrooms and three beautifully updated bathrooms, including one featuring a luxurious steam shower, provide comfort and privacy for family and guests. Hidden Ponds Farm is a rare and remarkable offering, a timeless estate where history, natural beauty, and modern living come together in one unforgettable property.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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144 Taconic Road Manchester VT 05254

Manchester, VT144 Taconic Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 5086670

  • Residential Single Family
  • Full Bath 5
  • Address 144 Taconic Road
  • Construction Existing
  • Bedrooms 6

“The Colonial” - Queen of Taconic Avenue One of the original summer “cottages” gracing historic Taconic Avenue, The Colonial is a crown jewel of Manchester Village. Painstakingly renovated, this stately home perfectly balances old-world charm with modern sophistication. The heart of the home is a stunning new chef's kitchen, seamlessly blending timeless design with today's comforts. All-new windows, updated electrical and plumbing, and thoughtful improvements throughout breathe new life into this historic residence while preserving its character and grace. The first floor offers multiple inviting sitting areas, a formal dining room ideal for gatherings, and elegant spaces for entertaining. Upstairs, the second floor features four beautifully appointed bedrooms and three fully renovated bathrooms, including twin en-suites. The master suite is highlighted by a spa-inspired bath, complete with a soaking tub overlooking the majestic slopes of Mount Equinox. A versatile third floor offers additional guest rooms or flexible living space. Outdoors, the wraparound porch-often called the finest sitting porch in Manchester Village-sets the stage for warm summer evenings, conversation, and al fresco dining. A detached carriage house provides further opportunity as a private in-law apartment or a spacious work-from-home retreat. Steeped in history yet fully renewed for modern living, The Colonial is a true gem in the heart of Manchester Village. Homes of this caliber rarely come to

Listed by Sara Buckley and Thomas Deck of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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421 Stagecoach Road Fayston VT 05673

Fayston, VT421 Stagecoach Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 5087657

  • Residential Single Family
  • Full Bath 3
  • Address 421 Stagecoach Road
  • Construction Existing
  • Bedrooms 4

Welcome to the Mad River Valley, where mountain vistas, four-season adventure, and Vermont charm converge. Only 8 minutes from Sugarbush Resort, this property offers one of the most panoramic views in the entire valley. Set on 10 private acres with a heated inground pool, this hillside retreat is designed for year-round enjoyment. The beautifully updated log-style home features a new two-level mountain-facing deck, fresh cedar shake siding, handsome porticos, custom stained glass lighting and two newer ¾ baths on the lower level. Inside, the open layout is warm and inviting. The great room with its soaring ceiling and stone hearth is the heart of the home, ideal for cozy fireside gatherings. A chef’s kitchen with granite counters, stainless appliances, and a walk-in pantry opens to the dining area for effortless entertaining. A quiet den offers views of the ski trails, while the essential Vermont mudroom keeps gear organized. The private primary suite sits in a loft with a balcony overlooking the great room and mountains. The lower level includes three bedrooms and two updated ¾ baths, giving family and guests plenty of space to unwind. Step outside to the expansive new deck and take in the panoramic vistas. Grab your Binoculars and watch your family friends ski down Mount Ellen. There’s no better spot to enjoy Aprs ski time on the deck after a fun ski day. Watch the shooting stars light up the sky overlooking Mount Ellen, Mad River Glen and Sugarbush. Make memories here. Recent updates include: new garage doors, refinished hardwood flooring, 3 new skylights with remote control shades, interior paint and chimney work. Ready for it's new owners.

Listed by Mary Palmer of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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196 Cowdrey Outlook Barnard VT 05032

Barnard, VT196 Cowdrey Outlook

Price$1,790,000

Est. Mortgage: $/month

MLS Number 5076865

  • Residential Single Family
  • Full Bath 1
  • Address 196 Cowdrey Outlook
  • Construction Existing
  • Bedrooms 3

For the first time in over half a century, this extraordinary 100+ acre estate-level property in Barnard is being offered for sale. Cherished by the same family for generations, the property presents a rare opportunity to own one of Vermont's most scenic and versatile landscapes. Commanding long-range mountain views define the setting, while several picturesque spring-fed ponds, rolling meadows, and a network of maintained trails create a private sanctuary for recreation and relaxation. Acres of mature maple trees could support maple syrup production, and an expansive blueberry patch and apple tree collection offers a seasonal bounty. Every detail of the land reflects thoughtful stewardship and a deep connection to Vermont's natural beauty. Anchoring the property is a charming 3-bedroom, 1-bath residence-cozy and welcoming in its simplicity-along with several outbuildings providing flexible space for storage, farming, or future vision. Whether preserved as a generational retreat, developed into a grand country estate, or enjoyed as it is, the property embodies both history and possibility. A true legacy offering, this unique Barnard property captures the essence of Vermont living at its most timeless and refined. Please, no drive-by's.

Listed by Susan Hickey of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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1295 Lime Kiln Road Charlotte VT 05445

Charlotte, VT1295 Lime Kiln Road

Price$1,790,000

Est. Mortgage: $/month

MLS Number 5077994

  • Residential Single Family
  • Full Bath 6
  • Address 1295 Lime Kiln Road
  • Construction Existing
  • Bedrooms 8

Discover Hearthwood, a truly unique Vermont property offering the rare opportunity to enjoy an exceptional lifestyle while generating substantial income. Beyond its success as an Airbnb, Hearthwood is ideally suited for multigenerational living, offering abundant space and privacy for extended family members, aging parents, adult children, or guests. The flexible floor plan allows family members to live together while maintaining independent living areas, making it an increasingly valuable option in today's market. The spacious owner's quarters occupy the east side of the residence and feature a large, well-appointed kitchen, open living and dining spaces, two main-floor offices, a second-floor primary ensuite, two additional bedrooms, three bathrooms, a family room, and a craft room. Filled with natural light and creative design elements, these inviting spaces provide comfortable everyday living with room for everyone. On the guest side of the home, six private upscale ensuite rooms and a separate group living room offer tremendous flexibility. New owners may choose to continue operating all six guest suites or scale the Airbnb operation to fit their lifestyle, preserving a portion of the business and its strong revenue stream while creating even more living space for family and friends. The property's thoughtful layout makes it easy to balance private living with income-producing accommodations. Since 2013, Hearthwood has undergone extensive renovations and improvements, blending comfort, functionality, and timeless Vermont charm. Set on 8 private acres, the property features beautiful gardens and lawns, mature woodlands, pergolas, patios, and a relaxing outdoor sauna. Ideally located just minutes from Charlotte Beach, Mt. Philo State Park, Shelburne Farms, and Shelburne Village Dropbox link with photos and walk-through video available upon request.

Listed by Kathleen OBrien and Patrick O'Connell of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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11 Fishing Access Road Ludlow VT 05149

Ludlow, VT11 Fishing Access Road

Price$1,790,000

Est. Mortgage: $/month

MLS Number 5092477

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

A rare Lake Rescue opportunity awaits on the highly coveted east side of the lake. This exceptional, year-round three-bedroom, three-bath waterfront home is perfectly positioned to capture breathtaking afternoon sunsets over the water with Okemo Mountain painting the background. The main level features a thoughtfully designed open layout, highlighted by a dining area and a spectacular great room with vaulted ceilings and a dramatic wall of windows that seamlessly brings the outdoors in. The chef's kitchen is beautifully equipped with premium cherry cabinetry, granite countertops, a social breakfast island, stainless steel appliances, and a professional six-burner range with a grill. Also on the main level, you will find a convenient guest bedroom, a full bath, and a luxurious primary bedroom suite complete with a four-clawfoot jetted tub and a steam shower. The finished lower level expands your living space with a generous family room and a private guest bedroom suite with its own full bath. High-end indoor comforts abound, including exquisite, Vermont-made Hubbardton Forge lighting and a brand-new, high-efficiency furnace. Outside, your private oasis boasts 50 feet of pristine water frontage, a private dock, beautifully landscaped stone walkways, a lakeside slate patio, and a hot tub. An oversized, heated garage provides abundant space to store all your recreational equipment. This remarkable property delivers luxury, comfort, and four-season adventure.

Listed by Boris Lavanovich of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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173-179 South Prospect Street Burlington VT 05401

MLS Number 5089979

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5

So much to love in this unique and historic character-filled home. Originally built for a member of Vermont's founding Ethan Allen family, this exceptional Burlington property is beautifully maintained with modern updates. Situated on over a half acre, the backyard is a private oasis with mature shade trees, ample perennial gardens, patios, and artisanal stone walls. With three complete renter-ready units, the property could be owner-occupied, a dedicated income property, or easily restored to a stately single residence. A great setup for multi-generational living with three distinct living spaces, all with internal and exterior access. The central residence, with a brand-new kitchen, offers over 2,500 square feet with 3+ bedrooms brimming with unique features. Its third-floor balcony offers stunning sunset views of the Adirondack Mountains. Two-story kitchen windows face west over the backyard and illuminate the heart of the home. On the south end of the structure, a lovely two-bedroom apartment was recently updated and is flooded with natural light. This two-story unit with two bedrooms has a separate designated driveway and exterior entrance, lending it added privacy. Interior access to this unit from the central residence allows it to be incorporated into the main residence or used as an in-law suite, caretaker or overflow space for family and guests. The “artist's studio” on the north side of the structure was architecturally designed and built in 2009, with a kitchen added in 2018. A spacious two-bedroom apartment, it is connected to the central residence by a delightful sky bridge. It also enjoys direct and private access to the driveway and garden from the ground floor. A barn-style two-car garage with gambrel roofs and unique siding offers second-floor loft space waiting for the next buyer's vision! Easy access to Downtown Burlington, the waterfront, the University of Vermont, the UVM Medical Center, and Champlain College.

Listed by Brian M. Boardman of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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215 & 221 Vt Route 30 Dorset VT 05251

Dorset, VT215 & 221 Vt Route 30

Price$1,750,000

Est. Mortgage: $/month

MLS Number 5064340

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 6
  • Bathroom 3

Two homes, multiple barns and outbuildings on 60 +/- incredible acres in Dorset, VT. Nestled in the Green Mountains, 215 Route 30 the 1780s farmhouse featuring 3 bedrooms, 2 baths with 1645 finished sqft. The second building, nestled away from the road is 221 Route 30 built in 1940 with 3 bedrooms and 2 baths. 1800 sqft. The property offers pastoral venues, mature forest, and scenic mountain views. Stone walls border the south edge of the property. The extraordinary 60-acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta-location, natural beauty, and limitless potential. Featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont's most sought-after areas. Held in the same family for generations, the property is ready for new owners to bring their vision to life. The open fields invite cattle to graze, gardens to flourish, and dreams to take shape. With three convenient access points off Route 30 and an unrestricted deed, the possibilities are endless-whether you envision a private country estate, a residential subdivision, or even a condominium development. The property straddles Manchester/Dorset, known for its historic village charm, quaint shops, and outdoor recreation. The area offers privacy and easy access to Manchester, making it ideal for both full-time living and weekend escapes.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* 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.

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Broker Reciprocity 

Copyright 2026 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 June 8, 2026 10:23 PM EDT