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Addison VT Single Family Real Estate

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1063 Whipple Hill Drive Lyndon VT 05851

Lyndon, VT1063 Whipple Hill Drive

Price$1,100,000

Est. Mortgage: $/month

MLS Number 5094604

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

Your dream come true! This 3 bedroom, 3 1/2 bath home is situated on top of hill offering a panoramic view of area and distant mountains with Willoughby Gap front and center. The home was built to capture the view from every room within. Or from the private front porch or screened in gazebo. Thoughtfully designed, the rooms flow from one to the other with private nooks and big gathering areas, hardwood floors and huge stone fireplace. The finished walkout basement includes a bedroom, 3/4 bath, exercise room, family room and custom wine celler. The carefully landscaped yard features a large firepit, apple, plum, cherry and American Chestnut trees and gorgeous perennials. Not to be overlooked there is a large studio apartment above the garage for family or AirBnB and the fifty plus acres offers recreation with trails and beaver ponds. Need to go for a bike or ski? The Kingdom Trails and Burke Mountain are just 10 minutes away.

Listed by Annie Guyer of Morrill & Guyer Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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158 Pinecrest Road Litchfield NH 03052

Litchfield, NH158 Pinecrest Road

Price$1,100,000

Est. Mortgage: $/month

Pending

MLS Number 5089144

  • Residential Single Family
  • Full Bath 3
  • Address 158 Pinecrest Road
  • Construction Existing
  • Bedrooms 4

This custom-renovated luxury residence offers a rare combination of timeless design, exceptional functionality, and elevated craftsmanship typically reserved for Southern New Hampshire's most sought-after communities. Thoughtfully curated with both comfort and sophistication in mind, every space within the home reflects quality, attention to detail, and pride of ownership. Anchored by a true chef's kitchen designed to impress even the most discerning culinary enthusiast, the heart of the home features dual islands, a Thermador 6-burner gas range with griddle, convection oven, steamer oven, warming drawer, and an oversized walk-in pantry, creating the perfect setting for both everyday living and elevated entertaining. The open and flowing layout allows guests to gather effortlessly while still maintaining warmth and functionality. The floor plan is exceptionally versatile, offering a luxurious first-floor primary suite complete with a walk-in closet and spa-inspired bath, while a second private primary suite on the upper level provides an ideal retreat for multigenerational living, extended family, or long-term guests. Rich hardwood flooring, custom millwork, and multiple fireplaces add warmth, character, and architectural elegance throughout the home, while oversized windows invite abundant natural light into every room. Expansive covered porches and a large rear deck seamlessly extend the living space outdoors, creating the perfect backdrop for relaxing mornings, summer gatherings, or quiet evenings overlooking the beautifully landscaped grounds. Designed for beauty and ease of maintenance, the professionally planned landscaping enhances curb appeal while allowing more time to enjoy the property. Additional features include a whole-house generator and a full unfinished basement offering exceptional future expansion potential. This remarkable home perfectly blends luxury, comfort, and timeless New England charm.

Listed by Christine Carey and Shannon DiPietro of DiPietro Group Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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1072 State Route 49 Thornton NH 03285

Thornton, NH1072 State Route 49

Price$1,100,000

Est. Mortgage: $/month

MLS Number 5072999

  • Residential Single Family
  • Full Bath 3
  • Address 1072 State Route 49
  • Construction Pre-Construction
  • Bedrooms 4

To be built, with construction planned to proceed regardless of buyer timing. This mountain-modern residence is thoughtfully designed for its 1.6-acre setting with views toward Welch and Dickey, offering a rare combination of architecture, flexibility, and setting in a new-construction home. The proposed home will feature approximately 2,582 square feet of finished living space above grade, plus a full unfinished basement offering future expansion potential. The layout includes four bedrooms and three and a half baths, with open, light-filled living spaces designed for everyday comfort and entertaining. A key highlight is the oversized three-car garage with finished space above, ideal for guest accommodations, a private office, or accessory dwelling use. This space is intentionally designed to function independently while remaining seamlessly integrated into the overall home design. Architectural plans reflect a refined mountain-modern aesthetic, incorporating strong gabled rooflines, dark modern siding, natural wood accents, black windows, and a stone foundation. The lot offers privacy, usable outdoor space, and seasonal mountain views that enhance the home's connection to its surroundings. Final permits are currently in process. Buyers may have the opportunity to influence select finishes depending on timing-a compelling chance to secure a design-forward new-construction home in a desirable White Mountains location. Renderings are conceptual and subject to change.

Listed by Tom DeMatteo of Owl's Nest Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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860 Briar Hill Road Hopkinton NH 03229

Hopkinton, NH860 Briar Hill Road

Price$1,100,000

Est. Mortgage: $/month

MLS Number 5092290

  • Residential Single Family
  • Full Bath 2
  • Address 860 Briar Hill Road
  • Construction Existing
  • Bedrooms 4

Privately situated on 3.6 acres of beautifully landscaped grounds, this exceptional residence offers a rare blend of sophistication, comfort, and tranquility. Surrounded by mature trees, thoughtfully curated gardens, and a stunning courtyard, the property feels like a secluded retreat while remaining perfectly suited for modern living. The home's beautifully updated kitchen serves as the centerpiece of daily life and entertaining, featuring a walk-in pantry, charming breakfast nook, and seamless flow into the surrounding living spaces. Sunlight fills the gracious living room, where a wood-burning fireplace creates warmth and character, while the family room with custom built-ins provides a refined setting for gathering, reading, or quiet relaxation. A highly sought-after feature, the main level offers two ensuite bedrooms, providing remarkable flexibility for guests, extended family, or a luxurious primary suite. Upstairs, two additional bedrooms and a full bath offer comfortable accommodations, thoughtfully arranged to provide privacy and functionality. Outdoor living is equally captivating. A picturesque courtyard creates a beautiful focal point, complemented by mature landscaping, raised garden beds, and peaceful outdoor spaces designed to celebrate the natural surroundings. The dipping pool and outdoor kitchen set the stage for memorable summer afternoons and evenings spent dining under the stars. Expansive grounds provide a sense of serenity and connection to nature at every turn.An attached three-car garage with direct entry enhances convenience, while the full basement offers exceptional potential for future expansion, recreation space, fitness area, or workshop. Further elevating the home's appeal, the solar panel system significantly offsets annual electric expenses. Offering a harmonious balance of privacy, versatility, and refined country living. OPEN HOUSE SATURDAY JUNE 20, 2026 10:00am-12:30pm

Listed by Sandy Heino of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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227 Birchstone Lane Dorset VT 05253

Dorset, VT227 Birchstone Lane

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5095814

  • Residential Single Family
  • Full Bath 3
  • Address 227 Birchstone Lane
  • Construction Existing
  • Bedrooms 3

Set on 8.7 private acres with unobstructed mountain views, this three-bedroom plus office home captures the natural beauty of Southern Vermont from nearly every room. The home features an open-concept floor plan designed to maximize light, views, and easy everyday living. Oak flooring extends throughout the main level, staircase, and second-floor hallway. The living room is centered around a wood-burning fireplace, while the dining area opens to a covered porch overlooking the surrounding landscaped gardens. The kitchen features cherry cabinetry, subway tile backsplash, and a breakfast area accented by wood beams. The main level includes a bedroom and full bath, offering the option for single-level living. Upstairs are two additional bedrooms, an office currently used as a bedroom, and access to a spacious unfinished attic that provides exceptional storage. The finished lower level room adds flexible living space with a media space or home gym, while still retaining substantial unfinished storage and utility space. In addition to the attached two-car garage, a post-and-beam barn offers tremendous versatility with a heated room featuring a propane fireplace and an upper loft ideal for storage, hobbies, or workspace. The home's exterior was freshly painted in 2026, making it move-in ready. A hot tub installed in 2021 provides a relaxing place to unwind while taking in the mountain views. If you've ever picked apples at nearby Mad Tom Orchard, you'll recognize the extraordinary sunlight, sweeping views, and peaceful setting that define this special Dorset location. This is a property where the landscape is as much a part of the experience as the home itself.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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60 Brookside Avenue Albany NH 03818

Albany, NH60 Brookside Avenue

Price$1,100,000

Est. Mortgage: $/month

MLS Number 5098723

  • Residential Single Family
  • Full Bath 3
  • Address 60 Brookside Avenue
  • Construction Existing
  • Bedrooms 6

Located on the Conway line about a mile to Conway Village. This 1.75 acre Pequawket Pond paradise has been run as a successful nearly 6 figure vacation rental since being extensively renovated in 2024, including a newly drilled deep well by Thomas and Son Artesian Well. With 170' of water frontage it is ideally situated atop a private lot on the reserve with gorgeous views of Pequawket Brook, Reserve and Pond beyond, perched with an expansive treetop vista through floor to ceiling windows. Take a 2 minute stroll to Pequawket Pond Reserve Trailhead, a peninsula with a 1.7 mile looped hiking trail that stretches between Pequawket Pond and Brook. Jump in your boat and enjoy a day on Pequawket Pond, known for bass fishing. This beautiful home has recently completed a thorough and thoughtful renovation boasting 6 bedrooms, 3 modern bathrooms and a charming modern-country kitchen. When you're away rest easy as the home has all the latest SMART technology. The lights,6 heat zones, door locks,4 exterior cameras, window sensors and even the new Jacuzzi hot tub are SMART. Easily control all of these devices from your phone. An oversized game room, dual living rooms and jumbo parking lot allow ample space to accommodate plenty of guests and vehicles. The yard is trimmed with granite block walls and walkways. Lake living at it's finest! Furnishings included. Closing must take place after September 8th as seller must honor summer bookings already in place. *EXTERIOR cameras on site*

Listed by Jason Saphire of www.HomeZu.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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65 Lower Taylor Hill Road Winhall VT 05340

Winhall, VT65 Lower Taylor Hill Road

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5094086

  • Residential Single Family
  • Full Bath 4
  • Construction New Construction
  • Bedrooms 3
  • Bathroom 4

Nestled on 10 private acres just off the Stratton Mountain Access Road, 65 Lower Taylor Hill Road offers a rare opportunity to own a beautifully renovated Vermont retreat ideally positioned between Stratton Mountain Resort and the area's endless four-season recreation. Surrounded by mature woodlands and exceptional privacy, this property offers a three-bedroom, three-bath main house along with a charming bunk house. The home combines refined craftsmanship, modern amenities, and timeless mountain charm. The thoughtfully redesigned interior is highlighted by a dramatic entryway featuring soaring ceilings with exposed beams and beautiful sight lines to the original great room and spacious dining area surrounded by spectacular forest views. French doors from the great room flow onto an expansive covered deck providing sweeping views of the gorgeous mountain surroundings – the perfect place to begin or end the day. Grounding the entry are heated slate tile floors and a convenient mudroom. The stunning all-new custom kitchen features hardwood shaker-style cabinetry, crown molding, elegant slate countertops and professional-grade stainless steel Caf appliances. The first-floor master suite includes custom wardrobes and large French doors leading to a private deck. The private en-suite bath features heated slate tile floors, walk-in tile shower, and Kohler finishes. Completing the main floor is a full bath with spacious walk-in tile shower and heated floors. The sunny second floor features two large bedrooms and loft area. The full bath also boasts heated slate tile floors as well as a curved basin tub, and Kohler finishes. The finished basement area includes family space and an adjacent laundry room with new full-sized washer and dryer. The “family favorite” bunk house provides a rustic studio-style flex space with kitchen, full bath, living area, and a roomy loft. Beautiful French doors provide treetop views and lead to a private outdoor sitting area.

Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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5 Hoyts Island Lane Kittery ME 03905

Kittery, ME5 Hoyts Island Lane

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5098328

  • Residential Single Family
  • Full Bath 2
  • Address 5 Hoyts Island Lane
  • Construction Existing
  • Bedrooms 3

Soak in the peaceful beauty of Chauncey Creek and Pepperrell Cove from this charming coastal home in coveted Kittery Point. Perfectly positioned on Hoyts Island Lane with water views on two sides of the property, this delightful three-bedroom, two-bath home has been a cherished family retreat for more than 50 years. Freshly painted with new front steps, an updated driveway, and thoughtfully refreshed landscaping, the home's inviting curb appeal sets the tone from the moment you arrive. The wrap-around covered porch offers the perfect place to relax and take in the scenic surroundings, with direct access from both the spacious living room and the dining area. Inside, high ceilings, hardwood floors, and timeless period details--including the original front staircase and classic trim work--create a warm, light-filled atmosphere. The well-appointed kitchen features Craftsman-style cabinetry, wood countertops, and updated stainless steel appliances, blending character with modern convenience. Just off the kitchen, a practical mudroom includes a full first-floor bath and opens to an expansive side and rear deck, ideal for entertaining family and friends. Upstairs, you'll find three comfortable bedrooms and a second full bath. Additional highlights include a newer roof, a full basement with ample storage and both interior stairs and exterior ''doghouse'' access. Launch your canoe, kayak, or paddleboard nearby and spend your days exploring the tranquil coastal waterways. Whether you're searching for a year-round residence or the perfect Seacoast getaway, this special property offers easy access to area beaches, charming shops, and exceptional dining. Conveniently located just over an hour from Boston and approximately 45 minutes from Portland, this is coastal Maine living at its finest.

Listed by Anne Erwin Real Estate of Anne Erwin Sothebys International Rlty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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1844 Halladay Road Middlebury VT 05753

Middlebury, VT1844 Halladay Road

Price$1,100,000

Est. Mortgage: $/month

MLS Number 5091765

  • Residential Single Family
  • Full Bath 2
  • Address 1844 Halladay Road
  • Construction Existing
  • Bedrooms 4

The classic Vermont farmhouse is on the market! This iconic property also enjoys classic Vermont mountain views- both of the Adirondacks and the Green mountains- that will complete the package. Nestled onto the landscape, the residence is perched up off the road looking west over conserved land to the Adirondacks. This property calls to you with its wrap around porch and handsome details, to come take a look inside! The adjacent barn is part garage, part barn, with a large finished room at the end that is a fully insulated, heated studio space- complete with bathroom! Used for years by the current owners who are artists, but could also be a wonderful music space, home office or even potential guest quarters. The main house has a true Vermont mudroom- big enough for all of your gear- and the way most will enter your home. Once inside you will enjoy the large, eat in kitchen with wood fireplace and built in cabinetry, that enjoys those western views. Butternut from the property was used for most of the trim in the home! The living room is adjacent, and features wood floors and a wood stove that can heat the downstairs. A front parlour serves as another living room, and currently hosts the piano for musical gatherings. An office, powder room and laundry are also on this floor. The living spaces open up to the fabulous wrap around porch where you can lounge day or night to your heart's content. The gracious stairs bring you up to four bedrooms and 2 1/2 baths- enough room for you and your guests! Located just minutes to downtown Middlebury, but your own private oasis and land for gardening or animals. Come check out this beautiful home and make it yours!

Listed by Sarah Peluso of IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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102 East Broadway Derry NH 03038

Derry, NH102 East Broadway

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5098781

  • Residential Single Family
  • Full Bath 3
  • Address 102 East Broadway
  • Construction Existing
  • Bedrooms 8

Classic New England charm, thoughtful updates, and everyday luxury come together in this beautifully maintained Colonial/Craftsman-style home with additional living space and income-producing potential. From the welcoming covered porch to the warm wood floors, wainscoting, custom built-ins, fireplace, and natural light, this home offers the kind of character that is hard to recreate. The main level is designed for both everyday living and gathering, with inviting formal and casual spaces, a bright kitchen, dining area, and comfortable flow for holidays, dinners, and time with friends. Heated kitchen floors add a touch of comfort, while the overall feel blends modern convenience with timeless detail. Upstairs, the primary bedroom includes an ensuite bath, while second-floor laundry adds everyday ease. The finished walk-up attic offers a special bonus space with built-ins, flexible living/play space, and two hidden rooms that add a little magic and fun. Outdoor living is just as inviting, with a spacious deck, open yard, mature surroundings, irrigation, and room to host events, summer cookouts, celebrations, or quiet evenings at home. Views toward the golf course and morning fog create a peaceful backdrop, while the location is just a short walk to downtown Derry, restaurants, parks, the Rail Trail, golf, ice cream, and local favorites, plus minutes to Beaver Lake. The converted carriage house/guest house is a standout feature, creating meaningful flexibility for the way people live today. Use it to welcome extended family while still giving everyone privacy and host visiting guests comfortably. It also offers options for work-from-home needs, independent living arrangements, or simply having room for life to change over time. A rare opportunity offering history, comfort, versatility, and a location that makes everyday living feel connected and convenient.

Listed by Amanda Plecinoga and Emily Shattuck of Keller Williams Realty-Metropolitan

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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383 Owl Street Campton NH 03223

Campton, NH383 Owl Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 5061316

  • Residential Single Family
  • Full Bath 5
  • Address 383 Owl Street
  • Construction Existing
  • Bedrooms 5

383 Owl Street is truly one of a kind, and for an investment property, this is the entire package, ready for the new owners to step in and keep the business running. Being sold fully furnished, turn key to continue renting or use. Not one part of this building has gone untouched, from lifting the home and installing a new insulated concrete foundation, to separate/individual unit central A/C and heating with tankless water heaters and utilities, spray foam insulation, new roof, wiring, windows, flooring, and so much more! 383 Owl St is a true turn key property, ideal for the investor looking for a rental property in an excellent, convenient location. Or a family looking to offset their cost of living by renting one side out, or simply a large family looking for personal privacy. The options for usage here are plentiful, and with a full insulated basement already plumbed for radiant heat flooring, there is even more room still for expansion. It is not often you come across a property that has been put together with the kind of attention and care that 383 Owl St has. It boasts all of the latest in modern appurtenances and efficiencies while maintaining the charm that its New Englander style offers. This is one you need to see to appreciate the craftsmanship and attention to detail. It is being sold furnished and with many bookings in place for both units.

Listed by Bailey Clermont of Today Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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390 Pleasant Valley Road Brattleboro VT 05301
Active With Contract

MLS Number 5088064

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Price Improvement! Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting room where the current owners gather around the piano. Upstairs you'll find a generous primary suite, two bedrooms, and one with a connecting room, an ideal playroom or office. The walk-out basement is partially finished with a workout room, laundry room and abundant storage. The house includes high-speed fiber internet and a whole-house generator. The attached 2-car garage is heated and a second heated detached 2-car garage with a finished loft above is perfect for playing pool and foosball with family & friends. Relaxation comes easily by the inviting in-ground pool overlooking tranquil woodlands, the stone-terraced landscape and native wildlife. This special property is nestled in a friendly community on a country road, adjacent to 367 acres of protected land with trails perfect for hiking, biking and snowshoeing. Just 2 hrs to Boston, 3.5 hrs to NYC with direct Amtrak to NYC. Easy drive to ski mountains.

Listed by Kristen Ziter Taylor of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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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 July 27, 2026 4:37 AM UTC