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Wilmington VT Real Estate

The town of Wilmington is located in the Windham County of southern Vermont. Known for its plethora of boutique stores, Wilmington is a popular destination for shopping. Wilmington’s downtown area is vibrant with restaurants, art galleries, and historic buildings all among the Green Mountains. The town is surrounded by lakes and forests that offer outdoor recreation such as biking, camping, hiking, and swimming and is located 15 miles south of Mount Snow Ski Resort. Wilmington is home to a tight-knit community that embraces the unique charm of the town. 

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36 Woffenden Road Wilmington VT 05363

Wilmington, VT36 Woffenden Road

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971898

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 3
  • Square Feet 3,309

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better-this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or hobbies or envision more-the potential to transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

Listed by Melissa Ellis of Southern Vermont Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

20 Haystack Mountain Lane Wilmington VT 05363

Wilmington, VT20 Haystack Mountain Lane

Price$3,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4979466

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,057

Nestled slope-side at The Hermitage Club, this extraordinary five-bedroom custom timber-framed home offers a unique blend of rustic elegance and alpine luxury. Immerse yourself in the warmth of timber craftsmanship with a design that integrates into its natural surroundings. Step inside, and the open-concept living spaces, featuring soaring ceilings with exposed beams that accentuate the home's distinctive character. The gourmet kitchen, complete with top-of-the-line appliances and custom cabinetry, serves as the heart of the home. It flows seamlessly into a spacious dining area and a cozy living room, all bathed in natural light filtering through expansive windows that that frame stunning slope-side views.. Step outside onto the spacious deck, where you can revel in the crisp mountain air while enjoying panoramic views. The five bedrooms are thoughtfully laid out to offer both privacy and togetherness. Luxurious ensuite bathrooms with modern fixtures and well appointed tile. A highlight of this timber-framed haven is the grand stone fireplace in the living area, inviting you to unwind after a day on the slopes. The home also features a dedicated entertainment room, perfect for cozy movie nights or après-ski gatherings.For the ski enthusiast, the convenience of ski-in, ski-out access is a defining feature. Imagine the thrill of gliding directly from your doorstep.

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

442 Whites Road Wilmington VT 05363

Wilmington, VT442 Whites Road

Price$2,997,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4901528

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,000

Sunset Ridge, situated on 20+ acres with one of the most picturesque settings in our valley, with spectacular sunsets and mountain views. A custom Farmhouse built by The Wadsworth Company in 2017 with attached heated three car garage and detached two level timber framed barn with under ground tunnel connecting to the lower level of the home. Step directly from the garage into the spacious mudroom with antique brick floors and cubbies for everyone to keep their gear organized. Gourmet kitchen with Wolf stove and oversized island provides a great space for making warm waffles on a snowy weekend in Vermont. Wide plank, brushed oak floors and hand hewn beams in the ceilings give the home a mountain rustic feel but retaining the charm of the classic farmhouse. Warm up in front of the stone fireplace or retreat to the office/study for a great work - from- home space. Master bedroom and bath captures the magnificent mountain views. Two additional bedrooms are located on the second level. The finished lower level is a great space to escape and features the custom bunk room. Laundry is located on both the second level and full service laundry room on the basement level. Take your entertaining outside to the screened in porch with built in pizza oven and grilling station. The stone patio with fire-pit is enhanced with outdoor speakers and the best spot to capture the setting sun and the fireflies once the dark skies set in.

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Mountain Ridge Drive Wilmington VT 05363

Wilmington, VT29 Mountain Ridge Drive

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4980552

  • Residential Single Family
  • Bathroom 5
  • Square Feet 7,000
  • Bedrooms 5
  • Construction New Construction

Now with 38 acres! A unique opportunity to get into a spectacular newly built timberframe home almost complete, with a builder on board ready to finish, plus 4 separate gorgeous building sites. Come into this home and either use the fixtures and finishes already bought and paid for, or pick your own, and be moved in within 4 months according to the builder. This sits on a 5 acre parcel with stunning ski trail views and direct Haystack golf course access, just down from the Hermitage Club, and 3 miles from Mt Snow. The Mountain Ridge community is newly developed and this is the first opportunity to enter this new prestigious location. The home itself features utter privacy with a great buffer of trees, planned stone patio, large rear deck to take in the scenery, and breathtaking stone walls and planned landscaping. Inside you are treated to a gorgeous open concept floor plan with vaulted great room, exposed post and beam joinery throughout with a Davis Frame custom timber frame kit, a floor to ceiling stone fireplace, gorgeous kitchen dining area with great light, main floor primary suite, main floor mudroom, guest suite and/or office space, dual upstairs suites, a large loft den, lower level theater space, family room, bunk room with attached bath, and spacious bunk room or guest suite over the attached oversized 2 car garage, with large doors and rear door for toys and snowmobiles. No expense has been spared in this construction and now you can come in for the fun part.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

118 West Lake Road Wilmington VT 05363

Wilmington, VT118 West Lake Road

Price$2,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4986304

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,392

Rare Lakefront Opportunity! Welcome to a breathtaking lakeside retreat that offers the perfect blend of luxury and natural beauty. This meticulously landscaped property is a haven for those who appreciate fine living with a touch of outdoor splendor. The tri-level backyard is an oasis for relaxation, with multiple decks providing stunning views of the lake and a dock to ensure easy access for boating and lake activities. Enjoy the soothing warmth of a hot tub or gather around the stone patio with a firepit for cozy evenings under the stars. Location is key, and this property places you in close proximity to Mount Snow, Haystack Mountain, and the charming village of Wilmington. A true turn-key property, everything you need for both water and winter activities is included - from boats, water skis, and kayaks to snowshoes. Step into a home designed for entertaining, adorned with vaulted ceilings, a wine room, custom-built ins, a fieldstone fireplace, and a magnificent master suite that exudes comfort and style. The lower-level walkout adds an extra dimension to your living space, featuring a family room, bar, pool table, office, laundry room, and three bedrooms. The convenience of a two-car garage adds the final touch to this exceptional lakeside residence. Don't miss this rare opportunity to own a piece of paradise that seamlessly combines luxury, convenience, and the tranquility of lakeside living.

Listed by Richard Caplan of Deerfield Valley Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9 Powderhorn Lane Wilmington VT 05363

Wilmington, VT9 Powderhorn Lane, Unit 7B

Price$2,288,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4985254

  • Condo
  • Square Feet 4,500
  • Bedrooms 5
  • New Contruction Existing
  • Year Built 2017

Looking for that perfect home away from home? Look no further! Elegance awaits your arrival in this stunning home at the base of The Hermitage Club at Haystack Mountain. Boasting a cooks kitchen and bar area, a Viking Range and convection oven, a custom hood, and two Miele dishwashers. The kitchen also boasts high-end hardware, plumbing, fixtures, and beautiful quartz stone countertops. Moving to the dining room, you'll find a custom antler chandelier that creates a unique and eye-catching focal point. Inside the home are custom vanities in the first-floor powder rooms, designer tile, and radiant heat flooring in bathrooms and the mudroom. The bedrooms offer a variety of sleeping arrangements, including two bunk rooms, two bedrooms, and a master suite with a Juliet balcony. For entertainment, the home features a walk-out lower-level rec room, complete with foosball and air hockey tables. You'll find a two-car garage that also includes a second refrigerator. The home boasts a large wrap-around deck, beautifully landscaped with evergreen privacy screening, hydrangeas, and masonry in the home's front and back. Additionally, the home features a sunken Caldera 8-person hot tub, perfect for unwinding and enjoying the outdoors. Finally, a custom smokeless Breeo fire pit with an all-natural stone surround creates a cozy and inviting outdoor space. Professionally designed and decorated from fit to finish.

Listed by Richard Caplan of Deerfield Valley Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Garmisch Court Wilmington VT 05363

Wilmington, VT1 Garmisch Court, Unit 204

Price$1,998,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4982729

  • Condo
  • Square Feet 3,685
  • Bedrooms 5
  • New Contruction Existing
  • Complex Chamonix

This 5-bedroom, 5-bathroom townhome is nestled slope side at The Hermitage Club, offering a luxurious mountain living experience. The well-appointed living room provides a warm and open space to relax after a day on the slopes. The gourmet kitchen is equipped with top-of-the-line appliances, perfect for creating culinary delights. With its prime location, this townhome offers the convenience being just below the base lodge, allowing easy access to the resort's amenities and activities. The outdoor firepit provides a charming setting for gatherings, where you can unwind and enjoy the mountain view.The lower level includes a versatile playroom, offering an ideal space for entertainment and recreation. Whether it's family game nights or a kids' play area, this added feature contributes to the overall appeal of the property. The spacious mudroom provides practicality and convenience, ensuring a seamless transition from outdoor adventures to the comfort of your home. With ample storage and space to organize gear, this mudroom becomes a functional and stylish entry point.The townhome also features an ensuite primary bedroom, providing a private oasis within the home. This retreat is designed for comfort and relaxation, offering a luxurious space to unwind. This property combines the comfort of a spacious and beautifully designed interior with the allure of a slope side location, making it an ideal retreat at The Hermitage Club.

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4 N. Main Street Wilmington VT 05363

Wilmington, VT4 N. Main Street

Price$1,699,900The price has recently decreased

MLS Number 4911230

  • Commercial
  • Year Built 1934
  • Square Feet 5,340
  • Acreage 0.11
  • PricePerSqFt 318.33

At the Junction of Route 9 and Route 100 sits The original Parmalee & Howe building established in the early 1900s. This deeply historic Wilmington Village property is the crown jewel of the vibrant downtown and has been painstakingly restored to Respect the past while bringing the building and all its functions into the current times. Most recently this building has been home to the wildly popular restaurant The Cask & Kiln with a seating capacity of 100 and 2 levels of dining and cocktail service. The main entry greets you like an old friend with the entry and its grand staircase servicing as a beautiful tribute to the buildings past and its previous occupants. On the left you have the main dining area with white table cloth service and the classiest bar in town with every service amenity you can think of. The kitchen itself is a work of art with the stunning copper wood fired oven being a premier piece for any chef. The kitchen is also thoughtfully laid out for ease of service . Upstairs you will find another beautifully appointed dining and bar area with custom built in Wine coolers complete with a historic Library ladder purchased from the Brattleboro Library. All equipment, furnishings, accoutrements, the name and of course the building itself are included in this once in a lifetime opportunity.

Listed by Heidi Zizza of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

135 East Brook Crossing Wilmington VT 05363

Wilmington, VT135 East Brook Crossing

Price$1,649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4969668

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4
  • Square Feet 4,649

At the end of a quiet road, overlooking a babbling brook, sits this stunning contemporary Moosehead log home built in 2008. As you enter the home you are greeted by a soaring vaulted great room with floor to ceiling custom stone fireplace, beautiful reclaimed oak floors, radiant heat, custom Adirondack furnishings and light fixtures throughout, exposed woodwork, and a beautiful sunny exposure. Open to this space is the large open dining room and country kitchen with custom cabinetry, retro modern appliances, and granite counters. The main floor also has two spacious guest bedrooms with custom twin over full bunks, a large guest bath with claw foot tub, and pantry. Upstairs is a breathtaking master suite with high ceilings, tremendous storage, a comfortable loft with office space, and an expansive master bath also vaulted with dual tiled shower, soaking tub, and double vanity. The walkout lower level is designed to be a Speakeasy with second fireplace, full wet bar with integrated antique buffet, billiard table, darts area, steam shower, sauna, bunk room, full bath, and child's secret reading nook under the stairs. The true Vermont retreat experience continues with an exterior fireplace with built in grill, spacious deck, a hot tub overlooking the brook and stone patio. There is a barn with family room & great storage, snowmobile access, and amenities of pool, gym, tennis, clubhouse, and more. A great investment option as owners have 6 figure rentals per year.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

30 Not A Road Wilmington VT 05363

Wilmington, VT30 Not A Road

Price$1,597,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4961533

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 8,126

This is a truly special spot in Vermont, near to Lake Raponda and the village of Wilmington, a short drive to both Mount Snow and the Hermitage ski resorts, and with easy access. At the end of a private dead end road, sits this stunning country estate, on 12+ acres, with spring fed ponds, mountain views, extensive walking trails, mature stone walls, perennial gardens, and tremendous expansion potential. In the past it has operated as a single family home, a B&B, an art gallery, and art studio, but no matter the way it works for you, this 5 bedroom, 3 full and 3 half bath home is an opportunity to have a one of a kind retreat in Vermont. Features include custom Ted Benson oak post and beam construction in the main house, a floor to ceiling exposed brick chimney and wood burning fireplace, spacious country kitchen with island and walk in pantry, hardwood floors throughout, stunning solarium with passive solar design, main flood full suite, 2 bedrooms, laundry room, and a bath on the second floor, 2 bedrooms, full bath, and family room on the third floor, and stunning views and juliet balconys throughout. The lower level has a gardening room and finished basement, ideal for gym or rec room. Attached by way of breezeway is a two car garage, studio, workshop, gallery space, expansive additional storage, and more. Could be perfect as-is or may easily be converted into to guest quarters, and a great entertainment space. Septic sized for 3 bedrooms full time use. A must see!

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

54 East Dover Road Wilmington VT 05363

Wilmington, VT54 East Dover Road

Price$1,375,000The price has recently decreased

MLS Number 4902424

  • Commercial
  • Year Built 1893
  • Square Feet 10,924
  • Acreage 46
  • PricePerSqFt 125.87

Be a part of history! Bring the life back to the famous Sitzmark! The Sitzmark has had a long history of food, entertainment and lots of out door fun! Not only is there a restaurant set up, but indoor and outdoor bars, tennis courts, pool. disc golf (there was a traditional golf course) and so much fun, it was the center of a thriving ski community. Add in the snowmobile hub and you have a destination location! 46 acres of potential! A once thriving venue for bands, it could once again be the hang out after hours in the snow. The top 2 floors are gutted and ready for the new owner to make the best of it. With thinking about! Worth coming to view. Cash only please.

Listed by Christine Lewis of Brattleboro Area Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

153 Vt Route 9 W Wilmington VT 05363

Wilmington, VT153 Vt Route 9 W

Price$1,369,000The price has recently decreased

MLS Number 4966780

  • Commercial
  • Year Built 1777
  • Square Feet 8,000
  • Acreage 2.1
  • PricePerSqFt 171.13

Welcome to The Nutmeg Vermont, a charming country inn nestled in picturesque Wilmington, VT. Located just steps away from the vibrant village of Wilmington, where you can explore local shops, restaurants, and attractions. For nature enthusiasts, The Nutmeg Vermont is a dream come true. It is a short drive to the stunning Lake Whitingham, perfect for boating, fishing, and enjoying water activities. If you're a ski enthusiast, you'll love the proximity to Mount Snow and Haystack ski resorts. The Nutmeg is a haven of comfort and relaxation. With 11 guest rooms and 3 suites, each thoughtfully designed to provide a cozy and inviting atmosphere. The inn also features a commercial kitchen providing delicious country breakfasts as a classic B&B. With multiple cozy common rooms, your guests can relax, socialize, and enjoy the warm ambiance of this New England farmhouse. The spacious owners' quarters provide a comfortable living space for you and your family. If you're looking for a place that combines comfort, convenience, and natural beauty, The Nutmeg is the perfect choice. Offering a range of amenities to enhance your guests' experience. They can take a dip in the outdoor swimming pool, practice yoga in the yoga studio, or let their children have a blast at the playscape. Additional river frontage with a fire pit provides a perfect spot for evening gatherings. A well-known and highly regarded country inn in the spine of the Southern Green Mountains.

Listed by Richard Caplan of Deerfield Valley Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.94% last updated on 2024-02-29

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 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 March 3, 2024 9:08 PM EST

 

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