Hudson Valley Vacation Homes

The Hudson Valley is a great place to vacation! Whether you are looking for a summer home, winter home, or a place to stay throughout the year when you're in the Hudson Valley you are sure to find what you're looking for below. Contact Colucci Shand Realty to schedule a tour of any of the vacation homes below or if you have any other questions. Create an account to save your favorite Hudson Valley vacation homes and to receive email notifications when similar properties become available. 

5 Kaegill Lane New Paltz NY 12561-2923

New Paltz, NY5 Kaegill Lane

Price$1,375,000

Est. Mortgage: $/month

MLS Number 20202032

  • Residential Single Family
  • Lfd Style VICTORIAN
  • Property Style Colonial
  • Square Feet 2,334
  • Address 5 Kaegill Lane

At the end of a long, forested drive on a private road just outside of town, you approach this home with no idea that you are about to be met with one of the most spectacular views in the area. So many of the most beloved parts of the Shawangunk Ridge - Skytop Tower and Bonticou Crag included - are visible, as well as so much sky and other natural beauty, that it is literally breathtaking. And when you realize that this is also the view from the inground pool and the MASSIVE wrap-around deck and, well, it's hard not to fall in love! The home itself features those same views from many of the windows, including the luxurious bathtub in the master suite or from its massive walk-in closet (that could technically become a bedroom again, but...). The current owners have made a number of stylish and unique upgrades to the home, and the full-height basement (with those same mountain views!) will be finished by closing. There are very few homes that boast this kind of privacy and incredible natural beauty that still have such easy access to NYC (jump on the Thruway, take the bus, get MetroNorth at Poughkeepsie...) and access to one of the larger small towns in the area. New Paltz's restaurants, shops, college town feeling, and, of course, the hiking, climbing, cycling, and exploring that can be done in those mountains of "yours" make it a perenially desirable location to live full-time or to enjoy as a vacation destination. PS The nearly 9 acre lot also boasts a large pond closer to the beginning of the driveway - and this home has naming rights to the private road, so you can pick your actual address!

Listed by Megan Brenn-White, Keller Williams Realty HV Nort

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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20 Church Street New Paltz NY 12561

New Paltz, NY20 Church Street

Price$1,320,000

Est. Mortgage: $/month

MLS Number 20200977

  • Residential Single Family
  • Lfd Style VICTORIAN
  • Property Style Victorian
  • Square Feet 2,905
  • Address 20 Church Street

This is a rare and unbelievable opportunity to own a piece of history in the heart of the vibrant Village of New Paltz. Steps to it all, yet private enough to feel like you are off the grid. Turn-key, three floor multi-use home sited on almost one acre with year-round panoramic Shawangunk Mountain views. At one time this distinguished 1888 beauty was a sought after vacation destination known as "The Inn at Orchard Heights". With 8 rooms, 3 full baths and 4 half baths, the current owners restored much of this home to the original beauty, highlighting the features that make it such a distinguished home. The third floor has a separate entrance and could be used as owners or guest quarters with 3 bedrooms, kitchen, full bathroom, living room and separate entrance with balcony. The detached carriage house was converted to a state-of-the-art two-story gym and yoga studio. The property also features an additional out-building and a greenhouse. Walking distance to the bus station and just 90 miles from NYC. Located in the heart of the Hudson Valley, New Paltz has been dubbed one of the hippest towns in the Catskills. New Paltz has all the charm of Upstate with some downtown flavor. Highly flexible business usage (B-2 zoning). Unlimited opportunity here. LINK TO VIRTUAL TOUR: https://lindsaystevens.chime.me/20churchstreet?utm_source=20%20Church%20Website

Listed by Lindsay Stevens, Stevens Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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34 Orchard Heights New Paltz NY 12561

New Paltz, NY34 Orchard Heights

Price$899,000

Est. Mortgage: $/month

MLS Number 20202824

  • Residential 1Family+Access Apt
  • Lfd Style VICTORIAN
  • Property Style Victorian
  • Square Feet 3,400
  • Address 34 Orchard Heights

Once upon a time in the late 1880's three grand and beautiful homes were built and became a part of New Paltz's history. They were built up on a high hill with commanding views of the Shawangunk Mountains and the famous fire tower with stunning Sunsets. Walking distance to the heart of the brisling Village of New Paltz where the many shops and eateries reside, this home is also a stone's throw to some of the worlds best climbing, hiking, and trails in the world. At 3400 sf this breathtaking Victorian was built in 1890 with three bedrooms and 1-1/2 baths in the main house with one currently being used as an office, art and music room and has a ½ bath (ensuite) then there's 2 bedrooms with 1-1/2 baths in the Airbnb. The apartment is completely private with its own paved parking and entry but can be used as part of the main if you choose it. This house at Serendipity Orchard Heights has great privacy with mature and established gardens of more than 30 years and 4 giant black sugar maples that runs syrups in the fall if you are so inclined. Many locals have no idea this house is even here in the summer once the many maples trees fill out and on a ½ acre of beautiful property and a recent addition of a picnic area on the back of the property that was reclaimed 2 years ago. The large kitchen is a beautiful Modern/Victorian with custom cabinets the sellers designed including a laundry center. The kitchen has a gourmet flair with its reclaimed stainless countertops from a restaurant and all stainless appliances including the Knock Knock door on the brand-new Refrigerator with 2 ice makers for entertaining. The house itself needs nothing but new occupants. On the back of the property is a new and charming “She Shed” with a full length purple deck next to the new garden beds and picnic area that's perfect for BBQ's and on the other side is the frog pond. If you've ever desired to have your own Airbnb then this property is perfect for you. Three years ago part of the house became a beautiful and successful Airbnb that pays for the mortgage and the taxes so it's practically free to live here. There are 4 beautiful porches on this house, four bays and in the back is the fairly recent addition of a deck with beautiful plantings and attached planters! For more information go the Serendipity's Airbnb main page. The apartment is approximately 1200 sf and a real treasure in the main section of the Village. (read the reviews) The Bakery can be seen from the Romeo and Juliet porch on the 2nd floor. We will never want to leave for a “vacation” and if you are an avid Bird lover as we are we have a gorgeous assortment year round. This is a must see in the vibrant Village of New Paltz!

Listed by Lindsay Stevens, Stevens Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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34 Orchard Heights New Paltz NY 12561

New Paltz, NY34 Orchard Heights

Price$899,000

Est. Mortgage: $/month

MLS Number 20202850

  • Residential Single Family
  • Lfd Style VICTORIAN
  • Property Style Victorian
  • Square Feet 3,400
  • Address 34 Orchard Heights

Once upon a time in the late 1880's three grand and beautiful homes were built and became a part of New Paltz's history. They were built up on a high hill with commanding views of the Shawangunk Mountains and the famous fire tower with stunning Sunsets. Walking distance to the heart of the brisling Village of New Paltz where the many shops and eateries reside, this home is also a stone's throw to some of the worlds best climbing, hiking, and trails in the world. At 3400 sf this breathtaking Victorian was built in 1890 with three bedrooms and 1-1/2 baths in the main house with one currently being used as an office, art and music room and has a ½ bath (ensuite) then there's 2 bedrooms with 1-1/2 baths in the Airbnb. The apartment is completely private with its own paved parking and entry but can be used as part of the main if you choose it. This house at Serendipity Orchard Heights has great privacy with mature and established gardens of more than 30 years and 4 giant black sugar maples that runs syrups in the fall if you are so inclined. Many locals have no idea this house is even here in the summer once the many maples trees fill out and on a ½ acre of beautiful property and a recent addition of a picnic area on the back of the property that was reclaimed 2 years ago. The large kitchen is a beautiful Modern/Victorian with custom cabinets the sellers designed including a laundry center. The kitchen has a gourmet flair with its reclaimed stainless countertops from a restaurant and all stainless appliances including the Knock Knock door on the brand-new Refrigerator with 2 ice makers for entertaining. The house itself needs nothing but new occupants. On the back of the property is a new and charming “She Shed” with a full length purple deck next to the new garden beds and picnic area that's perfect for BBQ's and on the other side is the frog pond. If you've ever desired to have your own Airbnb then this property is perfect for you. Three years ago part of the house became a beautiful and successful Airbnb that pays for the mortgage and the taxes so it's practically free to live here. There are 4 beautiful porches on this house, four bays and in the back is the fairly recent addition of a deck with beautiful plantings and attached planters! For more information go the Serendipity's Airbnb main page. The apartment is approximately 1200 sf and a real treasure in the main section of the Village. (read the reviews) The Bakery can be seen from the Romeo and Juliet porch on the 2nd floor. We will never want to leave for a “vacation” and if you are an avid Bird lover as we are we have a gorgeous assortment year round. This is a must see in the vibrant Village of New Paltz!

Listed by Lindsay Stevens, Stevens Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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402 Dave Elliott Road Saugerties NY 12477

Saugerties, NY402 Dave Elliott Road

Price$749,000

Est. Mortgage: $/month

MLS Number 20201424

  • Residential Single Family
  • Lfd Style CONTEMPO, FARM HOUSE
  • Property Style Farm House
  • Square Feet 2,264
  • Year Built 2000

Located on a quite country road with a private blue stone entrance, paved drive leading through landscaped rolling lawns to an elevated residence with mountain and sunset views. Summer fun awaits you in this Cedar & Stone Farmhouse with a sun soaked in ground pool surrounded by a blue stone patios, outdoor fireplace and fountains. Enjoy BBQs on a spacious open timber covered porch which leads to the essential eat in kitchen with granite counters tops, hickory cabinetry and clay fired tile floors. main floor living room, inviting dining room and an relaxing family room with a blue stone fireplace with attached glass atrium filled with year round flowers. Retire up the oak staircase with vaulted ceilings to your master suite equipped with a soaking jet tub. Three additional bedrooms with a shared bath keeps the family close. Late night movie goers are directed downstairs for extended fun or work time in private office. New propane heating system, instant hot water, central AC for year round comfort and reliability, laundry area, convenient heated two car attached garage to ease access. Beautiful flowering trees and planted perennial gardens throughout the property. Just 2 hrs from NYC and a few minutes to the village of Saugerties. Enjoy Hudson Valley golfing, hiking, biking, skiing and antiquing, HITS summer horse shows and the Hudson River access within 3 miles, so bring your boat and enjoy. Investors do not miss potential vacation rental opportunity.

Listed by Laurie Hanenberg, Hunter Windham Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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15 Blueberry Hill Road Accord NY 12404

Accord, NY15 Blueberry Hill Road

Price$695,000

Est. Mortgage: $/month

Pending

MLS Number 20202417

  • Residential Single Family
  • Property Style Farm House
  • Square Feet 2,420
  • Year Built 1988
  • Bedrooms 4

Welcome Home - with an emphasis on "home". 15 Blueberry Hill Road has everything you want when you think of a country house. The perfect place to escape from the city, whether it is for weekends, vacations or full time living. The space and layout of the house is perfect for entertaining a group of friends, coexisting in harmony while working remotely, home schooling or just relaxing. This 4 bedroom, 3 bath home is located on 5 peaceful acres set on a private road. The property is surrounded by lush gardens and exquisitely crafted stone work. There's even a nearby cedar fenced-in veggie garden for your own farm to table meals. The front porch, complete with skylights, allows natural light to filter throughout the home. It's also the perfect place to enjoy your morning coffee while watching the butterflies and hummingbirds. The spacious living room offers wide board floors, beamed ceiling and fireplace, and leads out to the screened porch which adjoins a deck and stone patio located off the kitchen. The eat-in kitchen is complete with stainless steel appliances and generous work area for the master chef; and for those special occasions there is a lovely formal dining room. The second entrance leads into the mud room, a great place to remove shoes and store outdoor gear. At the end of the main floor you will find a beautiful light-filled room with cathedral beamed ceilings. The current owner uses this as a family room however, it could be the perfect spot for an artist space or media room. Upstairs are 4 bedrooms, one of which is the master ensuite and includes a high, cathedral beamed ceiling and a full bath, not to mention a walk in closet. There's a full basement and a recently installed whole house generator. Come and explore this very special property, conveniently located to all amenities. Pride of ownership is reflected in every aspect of this property.

Listed by Marcia Weiss, BHHS HUDSON VALLEY PROP-WDST

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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318 Schroon Hill Road Kerhonkson NY 12446

Kerhonkson, NY318 Schroon Hill Road

Price$675,000

Est. Mortgage: $/month

MLS Number 20202685

  • Residential Single Family
  • Lfd Style CONTEMPO
  • Property Style Contempo
  • Square Feet 1,700
  • Year Built 1988

Welcome to the luxury Villa Ashokan! Breathtaking views of the Catskill Mountains will transport you to a tranquil world of peace and relaxation. Watching sunsets from every room in this villa is a particularly otherworldly experience as the sky lights up above the Catskill Park in an amazing spectrum of colors. Villa Ashokan provides a special level of seclusion as it's situated on the edge of a hill along a private driveway, allowing those staying here to feel even more removed from the stressful and burdensome world. The incredible scenery and private setting offer endless opportunities for additional amenities such as organic gardens, outdoor entertainment and even an infinity pool. Its two-story living room provides an awe-inspiring space for entertainment with floor-to-ceiling glass doors that provide access to the wrap-around balcony and heated jacuzzi tub. The contemporary architectural style, immaculate design and craftsmanship along with multiple efficiency and sustainability features create additional value for generations to come. Villa Ashokan is designed for inspiring indoor/outdoor living with beautiful natural landscapes and could become your second home, vacation rental or a dream home in the heart of Hudson Valley.

Listed by Dino Alexander, Alexander Maxwell Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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4168 Route 32 Saugerties NY 12477

Saugerties, NY4168 Route 32

Price$619,000

Est. Mortgage: $/month

MLS Number 20202138

  • Residential Single Family
  • Lfd Style CAPE
  • Property Style Cape
  • Square Feet 4,414
  • Address 4168 Route 32

Vacation and work at home. Perfectly designed for casual country living with an abundance of amenities and multiple living spaces. Looking for the ultimate social distancing location? This home is 100 miles from NYC, 6 miles from the NYS Thruway and over 700 feet off the main road. While convenient to Saugerties, Woodstock and Hunter, this compound is designed for isolation. The outdoor wood stove provides heat to both the residence and the workshop. The inground 500-gallon propane tank provides months of utilization and can power an optional generator to provide true off-grid living. The spacious interior includes a kitchen, living and dining area that is completely open with vaulted ceiling and exquisite stone fireplace. The master bedroom and bathroom are on the main floor with an adjacent in-home office. The second floor features 2 bedrooms, a full bathroom, a family room and a bonus room which is mother-in-law apartment ready or serves as a fourth bedroom. While in isolation, this home features a commercial quality exercise room complete with semi-sunk Endless [lap] Pool, several pieces of exercise equipment and a conveniently located hot tub. The interior in knotty pine, skylights have electric shades. You will also find a media room with theatre seating and blackout shades. Enjoy mother nature with a gazebo, a custom cedar pergola and a large hardscaped patio. The heart of outdoor living includes a Tiki Hut and full outdoor kitchen with stainless steel countertops, sink, grill, side burners and full complement of cedar cabinetry and stainless drawers. The attached, two-car garage features radiant heat. From there enter into an expansive mud/ laundry room. Like to tinker? Need a workshop or artist studio? This 36x30 feet, includes two overhead doors, two pass doors, unobstructed ceiling and is heated with radiant in the floor and has a built-in air conditioner. This Hudson Valley home will appeal to both dual and full time residents. Come and recharge with your family, friends and guests. And if you like to ski or mt. bike Hunter and Windham are 20 minutes away. There are 7 heat zones, security system and exterior cameras. Underground electric and circular drive. House is set back from the road. Private and quiet. This parcel has recently been subdivided and a new survey is available. Additional refrigerator and freezer not included.

Listed by John Murphy, Murphy Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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14 Wettje Road Shandaken NY 12480

Shandaken, NY14 Wettje Road

Price$499,000

Est. Mortgage: $/month

MLS Number 20201762

  • Residential Single Family
  • Property Style Log
  • Square Feet 2,660
  • Address 14 Wettje Road
  • Year Built 2003

Wonderful private setting, secluded down a private drive, off Rt 28, with expansive Esopus Creek and Broad Hollow Stream water frontage and views. Perfect setting with a private beach, a 60 ft deck overlooking a mountain ridge, wild woods and no houses across the water to spoil the view. A short ride to all Phoenicia attractions. 10 minutes from skiing at Belleayre, close to Plattekill, Windham, and Hunter as well. House was finished in 2006 with 3 bedrooms and open kitchen and living space on upper level, with a wood burning fireplace. Four double doors open out to the huge wrap around deck with water views, partially covered so you can enjoy the outdoors even in the rain. The flat lawn has a large grass area with a firepit and mature trees. Finished level level with two large rooms, one with sliding doors out to the backyard. Laundry room and additional room. Property has a successful AirBnB history, with potential for even more income as a short-term rental . Highly-regarded and reviewed vacation rental over the past several years, with solid rental income history.

Listed by Michael Henry, Lawrence O'Toole Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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147 Tinker Street Woodstock NY 12498

Woodstock, NY147 Tinker Street

Price$499,000

Est. Mortgage: $/month

MLS Number 20200910

  • Residential 1Family+Access Apt
  • Property Style Farm House
  • Square Feet 2,067
  • Address 147 Tinker Street
  • Year Built 1920

Lovely village property right on Tannery Brook! Walk to everything! TWO adorable cottages - excellent vacation rentals, or live/rent: First, a two bedroom with a living room AND great room with high ceilings and a wall of windows, and also a two-story one bedroom, with a separate entrance to a studio/office with its own half bath. Lots of options! Beautiful grounds overlooking the Brook, perfect for outdoor grills and summer sunsets. Both cottages are in good condition with hardwood floors, clawfoot tubs and lots of upgrades. Has its own driveway and parking. Call for an appointment.

Listed by Carol Graham, Lawrence O'Toole Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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31 Tondo Avenue Saugerties NY 12477

Saugerties, NY31 Tondo Avenue

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 20202498

  • Residential Single Family
  • Lfd Style CAPE
  • Property Style Cape
  • Square Feet 2,513
  • Address 31 Tondo Avenue

Welcome to Villa Tondo, nestled in the heart of Hudson Valley and offering breathtaking views and mesmerizing sunsets. A private road leads you to a peaceful and intimate setting where the combination of natural and designed landscapes transports you to a serene and relaxing world. Situated on top of a hill and acres of picturesque landscape, it could become your turnkey second-home, a vacation home, rental or investment property, or an authentic Hudson Valley Style dream home for generations to come. The impressive outdoor Trex decking along with a spacious screened porch are ideal for large entertainment with outdoor dining, family gatherings, or just a restful private oasis. Contemporary, open concept floor plan and a two-story-high foyer bring an abundance of light in the space. The grand loft area gives the flexibility for creating a space that fits any needs from an additional bedroom or office to a lounging and entertainment room.

Listed by Dino Alexander, Alexander Maxwell Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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282 McKinstry Gardiner NY 12525-5134

Gardiner, NY282 McKinstry

Price$399,000

Est. Mortgage: $/month

MLS Number 20202861

  • Residential Single Family
  • Lfd Style CAPE
  • Property Style Cape
  • Square Feet 1,512
  • Address 282 McKinstry

The Great Escape! This remodeled contemporary cape has everything you need to vacation at home! Kitchen features plenty of sunlight with crisp clean lines, at counter seating that flows directly into the dining area with sliding glass doors that lead onto recently upgraded deck, perfect for watching the sunset over the ridge. Large living room with bay window and newly installed cork flooring that adds light, warmth and comfort to this inviting space. First floor features bedroom with custom built nook and full bath with stackable Bosch washer and dryer in hall closet. Upstairs is home to second bedroom with wonderful views of the cliffs and an ample Master bedroom with 2 walk-in closets and a sitting area for desk or vanity. These 2 upstairs bedrooms share a sunny large full bath. Walkout basement is finished and adds additional square footage. Currently being used as a yoga studio but could be family room, media room or home office. The homeowners paid particular attention to turning the backyard into an oasis. Outdoor above ground pool, hot tub and large fenced in deck with dining area provide additional living space from late spring through our temperate fall months. Homeowner cut back and manicured back acreage to create perfect place for all manner of games, bbq's, during your outdoor gatherings. Gorgeous nearly panaromic year round views of the cliffs. Just minutes to Mohonk Preserve, Minnewaska State Park, local wineries, breweries and restaurants. You don't want to miss this opportunity to start enjoying all the wonders of upstate living!

Listed by Victoria Beach, eXp Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 2020
* 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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