Woodstock VT Historic Homes

View a list of historic homes for sale in Woodstock Vermont below and contact me if you would like more information about individual properties.  You can also create an account for free to save all of your favorite Vermont real estate listings.  

6656 South Road, Woodstock, VT 05071

Price$750,000

Est. Mortgage: $/month

MLS Number 4704059

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This pre-Civil War farmstead is located on the southerly side of South Woodstock across from the Green Mt. Horse Association and with access to miles of horse riding trails. This property offers very good potential for economic or home business use in a separate Vermont-style building with heat, electrical service and 1/2 bath. A handsome timber frame is revealed with 9' ceilings above the spacious living-dining room. The country kitchen is an ideal place for friends and family to gather and enjoy a morning meal. The combination family room and library opens onto a broad patio, gardens and playground. Fiber optic cable access expands the possibilities to include IT endeavors and other enterprises requiring the ultimate in high-speed internet connectivity. The historic horse barn with paddocks is 'right sized' for recreational horse activity. Verdant, level fields and forested land enrolled in Current Use invite traditional Vermont pursuits. The homestead includes a guest apartment periodically rented and additional 'possibility' spaces for income and creative uses.

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

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Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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4 The Green, Woodstock, VT 05091

Price$1,650,000

Est. Mortgage: $/month

MLS Number 4702840

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 7
  • Bedrooms 10

This elegant 1827 stone federal-style former residence is located on a quiet corner of the Woodstock Green and is one of village's historic properties. A complete renovation of the 6,800 square feet in 2010 brought back the impressive period finishes, and provided space for 5-6 office suites (3 kitchenettes) and a 4-bedroom 3rd floor apartment. The zoning, overall floor plan, large rooms, and high ceilings open the possibility for a single or multi-family property. Ten private parking spaces are located at the back of the building accessed from Mechanics Street. The building is zoned Central Commercial and has town water & sewer. 94% occupancy.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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18 Pleasant St, Woodstock, VT 05091

Price$895,000

Est. Mortgage: $/month

MLS Number 4700852

  • Residential Single Family
  • Listing Agent Name Danny Kogut
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

The Historic Eaton House is surrounded by a wealth of beautiful period homes in the heart of Woodstock's Historic District. This c1840 Greek Revival inspired home is on a .55 acre village parcel with a long, level manicured lawn fronting the Kedron Brook. The spacious bright rooms flow seamlessly for entertaining and daily living. The home has been thoughtfully stewarded over the years maintaining the period detail with quality updates and custom built-ins to accommodate modern living. Front and rear staircases access the five+ spacious bedrooms on the second level. The well proportioned living room features a wood burning fireplace. The formal dining room has lovely built- in china cabinets flanking french doors. The private outdoor deck is perfect for summer entertaining and relaxation. Attached 2 car garage. Top quality updated systems. Just a short stroll to the Outtauquechee River, and within blocks of shops, restaurants and all village amenities.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

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%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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3364 West Woodstock Road, Woodstock, VT 05091

MLS Number 4700888

  • Residential Single Family
  • Listing Agent Name Mary Mayhew
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This wonderfully updated 4 BR/ 3BA 1840's Cape on two acres is just 5 minutes from the village of Woodstock and 15 minutes from Killington Ski Resort. The wide pine floors and light filled rooms have that nice blend of rustic charm. An open and spacious kitchen/ dining area opens to a lovely and private deck that offers a nice flow for outdoor entertaining. Enjoy the winter months relaxing apres ski by the beautiful wood-burning fireplace in the living room or gather with friends and family for a game of billiards in the game room. The master bedroom has an ensuite bath and there are two additional baths for family and guests.The large, level, and sunny yard is ideal for gardening and recreating. Perfect location for either a primary residence or vacation home!

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 Church Street, Woodstock, VT 05091

Price$945,000

Est. Mortgage: $/month

MLS Number 4698660

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

EXTRAORDINARY RIVERFRONT HOME IN WOODSTOCK VILLAGE! Incomparably situated on nearly an acre of gorgeous lawns with direct river access and views of Mt. Tom, this historic village home has been impeccably updated and maintained. An open and airy kitchen boasts a gorgeous La Cornue range and a new Sub-Zero refrigerator - ideal for entertaining. Central air conditioning, a generator, and a new standing-seam roof make the antique home comfortable in every season. Large upstairs room provides flexible space for guest accommodation, a home office, or a play room. Walk to everything in New England's most beautiful village from this matchless Woodstock home.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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28 The Green, Woodstock, VT 05091

Price$699,000

Est. Mortgage: $/month

MLS Number 4698305

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

An elegantly proportioned brick townhouse, of genteel style and character, situated on the picturesque Woodstock Village Green! A gracious 3 story interior, with attractive antique detailing, 9 foot high ceilings, exposed beams, wood floors and multiple fireplaces. On the ground floor is the kitchen, a dining room with fireplace, a living room with fireplace, a classic entry hall and a half bath. On the second floor is a great room with fireplace, 2 bedrooms and a full bath. On the third floor is the primary bedroom suite, with walk-in closet and full bath. The front exterior of the residence features a formal covered entry. The rear exterior of the residence features an elevated brick patio. An useful amenity is off street parking. There is additional parking and storage in a detached garage. An opportunity to acquire a charming village townhouse residence, ideally located on the Woodstock Village Green!

Listed by John Wetmore of William Raveis Woodstock

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%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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592 Austin Road Road, Woodstock, VT 05091

Price$795,000

Est. Mortgage: $/month

MLS Number 4692489

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing

Quintessential Vermont historic farm property. 47.4 acres of southerly exposed rolling pasture, a lovely babbling brook, private swimming pond, ancient stone walls, antique barns and a sugar house. Only two owners in the past 100 years. The farmhouse has been updated and the attached carriage barn with hand-hewn timberframe structure, was converted into a second living room with stone fireplace and a MBR suite above. Four bedrooms and three baths. This is one of the most charming antique Vermont farm properties we have ever listed at our firm and unspoiled but well maintained - a very special and rare gem. Two well kept barns with concrete foundations, two-car garage, and sugaring shack. There are several additional building locations on the property. Austin Road is a dead end road with only four homes past it on a quiet gravel road just 5 minutes to the heart of Woodstock Village.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 Stanton Street, Woodstock, VT 05091

Price$699,900

Est. Mortgage: $/month

MLS Number 4692607

  • Residential Single Family
  • Listing Agent Name Jason Saphire
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing

Gorgeous Historic Woodstock Village Greek Revival Schoolhouse in prime central location. The Stanton Hill School, est. 1840, has been converted to a single family residence. Dramatic 10 1/2 foot ceilings throughout. Exposed antique rafters in the kitchen. Large 6 over 6 wavy glass windows fill the house with light. Hardwood floors in every room. Large mudroom with laundry on the first floor. Two staircases to the 2nd floor, two living rooms with glass divider. Large farmhouse kitchen with open cupboard and large butcher block island and restored Glenwood insulated propane range. Private west facing yard surround by stone walls let's you enjoy the sunshine while warming up by the built-in firepit.

Listed by Jason Saphire of www.EntryOnly.com

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 The Green, Woodstock, VT 05091

Price$1,195,000

Est. Mortgage: $/month

MLS Number 4687193

  • Residential Single Family
  • Listing Agent Name Laird Bradley
  • Village Woodstock
  • Construction Existing
  • Bathroom 5

"Ebenezer Fitch House" is one of the grand historic homes on the Woodstock Green. Located next to the covered bridge and overlooking the Ottauquechee River, it enjoys perhaps one of the best residential locations in Woodstock village.Although built in 1827, it has both an expansive formal living/dining room as well as an equally expansive family room with an antique fireplace; a primary bedroom suite; 1st floor laundry room (6.9x12); and an elevator! Enjoy having all of the village amenities just outside your front door plus gracious, cozy or spacious gathering spaces inside your home.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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202 Happy Valley Road, Woodstock, VT 05073

Price$749,000

Est. Mortgage: $/month

MLS Number 4683699

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Village Taftsville
  • Construction Existing
  • Bathroom 4

Enjoy the charm of an antique home with the convenience and efficiency of new construction! This gorgeous, fully and thoughtfully renovated 1840's cape with 2013 greek revival addition is nestled in the picturesque village of Taftsville, Vermont. A gourmet kitchen, first- and second-floor master suites, a four-season sunroom, a capacious mudroom, and a well-appointed pantry accommodate living and entertaining with ease. With westerly views, proximity to local trails, mature flowering and fruit-bearing perennials, and frontage along the Happy Valley Brook, this home is ideal for enjoying Vermont in all seasons. Walk to the charming Taftsville Country Store for mail and provisions or hop on Route 4 to take advantage of the close proximity to Woodstock Village and the rest of the Upper Valley.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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486 Benedict Road, Woodstock, VT 05071

Price$1,645,000

Est. Mortgage: $/month

MLS Number 4675093

  • Residential Single Family
  • Listing Agent Name Terry Davis
  • Bedrooms 6
  • Bathroom 7
  • Construction Existing

“Spring Hill Farm” located in the heart of Vermont's equestrian region. The renowned Green Mountain Horse Association and all the events are just up the road. This amazing property offers a 3,040 sq. ft. vintage 1820 stone cape, which has been elegantly restored while keeping the authentic charm and architectural beauty. The gourmet kitchen has stainless steal appliances, brick flooring, and pantry, along with a fireplace keeping a true country feeling. The formal dining room walls have hand painted murals, and the large gathering room, perfect for entertaining, has vaulted ceilings with hand- hewn beams and built-ins. The house is set up with 4 bedrooms, 5 bathrooms, along with 5 wood burning fireplaces. The views of the barns and pastures can be had from most every room. Included is a 3,000 sq. ft. reclaimed barn of the same era that has been beautifully restored serving as a 3-bedroom guesthouse. The guest barn has a 2 story stone fireplace, wide pine floors, full kitchen, and a generous loft with a ¾ bathroom. On the lower lever are 2 additional bedrooms, a full bathroom, and a recreational room. To complete the package is a 5-stall barn with multiple fenced pastures. With over 6,000 sq. ft. of living space there is plenty of privacy for everyone. A truly idyllic piece of Vermont! The town office has the house listed as a 3 bedroom and the guest barn as a 2 bedroom; currently the house is set up with 4 sleeping areas and 3 in the guest barn.

Listed by Terry Davis of Engel & Volkers Okemo-Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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52 Pleasant Street, Woodstock, VT 05091

Price$595,000

Est. Mortgage: $/month

MLS Number 4669030

  • Residential Single Family
  • Listing Agent Name Dan Noble
  • Village Woodstock
  • Construction Existing
  • Bathroom 2

Charming Cape located in the Village of Woodstock over looking the Ottauquechee River with spectacular views rarely found in town. Walking distance to shops and restaurants. Zoned residential and light commercial, this versatile home can be both living and work space concurrently or easily converted into multiple family. Zoned for 11 off-street parking spaces, unheard of in the Village, and located close to public parking. Main house has 3+ bedrooms and ample living space including a large loft area great for kids. Exposed beams and hard wood floors throughout, there is a wood burning fire place as well as gas stove in the family room. Lovely sun room with deck and private backyard look out across Billing's Farm and beyond. There is a newly converted studio with wood burning stove, wood beams and 3 sets of sliding glass doors also with views of Billing's Farm. A must see in the Village!

Listed by Dan Noble of Snyder Donegan Real Estate Group

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Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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21 Mountain Avenue, Woodstock, VT 05091

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4665864

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

This gracious, historic 1849 Brick Gothic Revival Cape on 1.14 acres abuts Mount Tom & the Marsh-Billings-Rockefeller National Historic Park. Rare Mountain Avenue location combines the convenience of Village life in a lovely setting within a four-minute walk to vibrant downtown Woodstock. This 3,500+ sq. ft. well-maintained home, surrounded by established gardens, offers 5 bedrooms, 4 baths, hardwood floors, original window & other distinctive historic features. The modern kitchen includes a 6-burner gas range, convection wall oven, built in refrigerator, butcher block counter-tops & plenty of cupboards for storage. Adjacent to the kitchen, the family room provides an inviting eating area and cold winter nights are made more comfortable by the warmth of a Vermont Castings woodstove. The fenced brick courtyard off the kitchen adds additional living space in warm weather months. Larger gatherings are accommodated in the formal dining room with decorative fireplace & charming built-in cabinets. The bright, spacious living room has built-in bookshelves to store your games & family photos, and is a perfect place for entertaining. A private master bedroom suite has its own bath, walk-in closet, & lovely views of the back lawn; and the other bedrooms & bathrooms offer comfortable space for a growing family to host extended family & friends. Large in town lot along a tree lined street gives privacy & solitude from Village events. This is a unique home in the heart of Woodstock!

Listed by John Bassette of Bassette Real Estate Group

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Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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63-67 Central, Woodstock, VT 05091

Price$850,000

Est. Mortgage: $/month

MLS Number 4657213

  • Residential Single Family
  • Listing Agent Name Phyllis Morris
  • Bedrooms 6
  • Bathroom 8
  • Construction Existing

Live in this well-cared for, immaculate historic building in the center of the quaint village of Woodstock, VT and enjoy walking to many of the interesting establishments and places the town has to offer. This building presently offers five residential apartments and two commercial spaces. The four long term rentals can be short-term again as they were a few months ago if one desires. The studio apartment is part of the business below and can be rented short-term. Owing to its configuration, it is very versatile in its possibilities. The present commercial space can be easily converted to residential living. A location like this one is difficult to find.

Listed by Phyllis Morris of Montshire Properties

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Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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327 Fletcher Schoolhouse Road, Woodstock, VT 05071

MLS Number 4644250

  • Residential Single Family
  • Listing Agent Name Carol Wood
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing

Bybrook Farm is a picturesque country estate , built in 1797, and completely restored with historic integrity and deluxe amenities, including custom hand planed cabinetry and finishes , reclaimed wood floors , hand hewn beams and decorative painting by renowned artist Kevin Paulsen. Sited on 26 acres, with an exquisite brook that meanders throughout the property and leads to a picturesque spring fed pond .Gorgeous and varied regional views. A rare combination of brook, pond, rolling hills, forest, mature gardens, and original stone walls, complete with charming farmhouse , classic wooden bridge and quintessential Vermont red barns. A moments stroll to historic hamlet of South Woodstock and nationally acclaimed Green Mt. Horse Association equestrian center . The best of serene country living with easy access to downtown Woodstock and nearby equestrian, golfing , tennis, skiing, restaurants, spa and fitness facilities. 5 bedrooms in the Main House, and Guest House and 2 separate kitchens provide for cozy relaxation or entertaining friends and relatives. Settle in on the stone terraces or open air porches that overlook the rushing brook ; swim , fish or relax by the serene pond; take a nature walk in the forest ; ice skate on the pond ; snow shoe or cross country ski right out your back door. Enjoy the best of spring wildflowers , summer sunshine , fall foliage and winter wonderland in this unique property. Fun for two or twenty , with separate spaces for all to enjoy !

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

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$
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%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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24 River Street, Woodstock, VT 05091

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4624692

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Village Woodstock
  • Bedrooms 5
  • Bathroom 4

Exceptional location- nestled on the banks of the Ottaquechee River in the heart of historic Woodstock Village- beautiful sprawling lawn down to the river, handsome landscaped gardens with charming potting shed made of old antique barn boards and cedar shingles. The yard is private and quiet -a perfect area for entertaining or retreats. This residence is comprised of the original section of the cape and a large addition to the back with an open floor plan. Large spacious, sunlit rooms with wood floors throughout the home. First floor features a large living room/dining room and sun room accented by a wood burning fireplace and french doors that lead out to a lovely porch overlooking the river and spacious backyard. There is a quiet den, large office and 4th bedroom with bath also on first floor. Second floor features large master suite and 2 more guest ensuite bedrooms. Large 2 bay detached garage finishes this charming property. Five minute walk to all walking trails on Mt Tom- shopping, theatre and restaurants-

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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