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Cape Cod Homes with a Guest House

Cape Cod MA Home with Guest HouseFind homes with guest houses for sale on Cape Cod. Let your family and friends enjoy the Cape as much as you do, and still have plenty of privacy for yourself with one of these properties. View the latest listings for properties with a guest house below in Barnstable, Dennis, Yarmouth, and beyond. You may also be interested in viewing multi family homes.

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51 Cove Hill Road Chatham MA 02650

Chatham, MA51 Cove Hill Road

Price$6,950,000

Est. Mortgage: $/month

Open House

MLS Number 73232841

  • Residential
  • Next Open House: Sat 05/25 10:30 am. to 12:00 pm.
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,550

Escape to unparalleled luxury living in Chatham this summer! This meticulously crafted architectural gem offers a blend of modern sophistication and coastal charm with deeded beach rights and access to Chatham's pristine waterways. Classic entryway welcomes you into a chef's kitchen and spacious living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural light seamlessly integrating indoor and outdoor areas, an expansive deck, patio and inviting pool, perfect for entertaining or relaxing in style. Ascend via the elevator to discover 4 luxurious en-suite bedrooms on the second floor, each appointed with walk-in closets. The primary ensuite boasts a spa like bathroom and private deck. The finished walk-out lower level, offering versatile spaces for wellness pursuits, bunk accommodations or playroom. Additionally, a charming guest house awaits with kitchenette, living area, bedroom & full bath all overlooking the saltwater pool.

Listed by Betsy Hargreaves of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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1272-1276 Main Street Barnstable MA 02635

MLS Number 73238334

  • Residential
  • Bedrooms 9
  • Bathroom 5
  • Square Feet 4,513

Presenting one of the finest beach estates on Cape Cod, this extraordinary compound is available for the first time in over 100 years. Set in the highly sought after Cotuit Highground neighborhood in the heart of the village, the four-bedroom main residence was designed by Albert, Righter & Tittmann Architects with thoughtful scale and timeless elegance across 3,135 square feet. Views of Sampsons Island and Nantucket Sound create the perfect backdrop, with a large wraparound porch that extends the main living space to the outdoors. A five-bedroom guest house exudes Old Cape Cod charm, offering the perfect summer getaway for large families. A spacious lawn leads to two private sandy beach lots just across Ocean View Avenue, where days can be spent surrounded by unsurpassed natural beauty. Additional highlights include a barn and one-half interest in a separate lot with 2 tennis courts. A once-in-a-lifetime offering, this exquisite family compound is ready to be enjoyed for generations.

Listed by Paul E. Grover and Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

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%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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33 The Heights Mashpee MA 02649

Mashpee, MA33 The Heights

Price$3,500,000

Est. Mortgage: $/month

MLS Number 73232496

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,830

Incredible opportunity to own a one of a kind double lot with spectacular golf, pond and cranberry bog views of Willowbend’s premiere 27 hole golf course and a newly renovated meticulously maintained 4 bedroom, 4.5 bath home with walls of glass and unsurpassed outdoor living. Designed by CBT Associates in Boston, this custom Fairway home is a rare find in that it is a double lot grandfathered as one lot so there is only one tax and one HOA fee. This estate offers a stunning, private location high above the golf course, ponds and cranberry bogs with the added benefit of a gated neighborhood with 24 hour security. The very sophisticated yet casual interior is complemented by the exceptional design of expansive outdoor living space, the true focal point of the home. The outdoor space offers every possible amenity for incredible Cape Cod living complete with guest house overlooking pool, hot tub, stone kitchen, stone bar, fire pit, and a living room complete with built-in tv. A gem!

Listed by Team Willowbend of Southworth Willowbend Real Estate,LLC

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$
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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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552 Main Street Barnstable MA 02635

Barnstable, MA552 Main Street, Cotuit

Price$2,250,000

Est. Mortgage: $/month

MLS Number 73231727

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,500

Welcome to 552 Main, an elegant and captivating Greek Revival Farmhouse nestled in the village of Cotuit. You'll quickly fall in love with over 3,500 sqft., of exceptionally renovated living space, including modern kitchen, expansive family room, and uniquely crafted living room. As you enter the home through the beautiful portico, you're drawn into the foyer, and the gracious dining room that flows to the updated kitchen. You'll also be pleased to find on the main level a first-floor bedroom, full bathroom, laundry room. On the second level, you'll find another large bedroom, full bath, a study/office area and a large primary bedroom with luxurious en-suite. The charming Guest House is styled in farm-house chic meets coastal barn and boasts a great entertainment area, full Bathroom and Bedroom. The home sits on just under a half an acre of impeccably maintained and landscaped grounds perfect for entertaining. All this, just steps from the beaches and the quaint village of Cotuit.

Listed by Riley Blizard of Greer Real Estate,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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475 Sisson Road Harwich MA 02645

MLS Number 73227021

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,142
  • High School Monomoy

If these walls could talk, oh what stories they would tell! Formerly known as Pine Grove Cottage this home is a treasure. According to the MA Historical Commission, the building was probably built to house educators or visitors to the Pine Grove Seminary (now Brooks Academy Museum) located across the street. Over the years it has served as a guest house, real estate office, insurance office, and private home. When the current owner purchased the property in 2009 they did several renovations and then opened it as an Airbnb in the summer and welcomed nearly 300 guests.The craftsmanship of the time is evident throughout with tall ceilings, built-ins, wood floors, and thoughtful details. Featuring a large den, living room, and dining room offering ample space to entertain. And there is a first-floor bedroom and bath, with three additional bedrooms and a full bath on the second floor. Wonderfully located in the heart of Harwich Center providing easy access to everything it has to offer.

Listed by Martha Knapp of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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10 Bay Road Yarmouth MA 02673

Yarmouth, MA10 Bay Road, West Yarmouth

Price$2,100,000

Est. Mortgage: $/month

MLS Number 73223942

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,322

Discover the relaxed, coastal lifestyle of this meticulously maintained, completely renovated home with sweeping views of Lewis Bay across the street from deeded beach rights at Wimbledon Shores. Being offered fully furnished, all interiors & soft goods were designed by Interior Designer Karen Booream, which elevates this property to a new level of coastal luxury while preserving it's coveted Cape Cod charm. The kitchen with pantry & granite countertops, opens to the water view dining room and spacious family room with cathedral ceiling. Maple floors, abundant bead board paneling, crown moldings & numerous recessed lights create exquisite beachside living. The perfect setting for making memories, this property boasts a lovely, 480 sq ft guest house and/or private office area. It is fully equipped and includes a FHA furnace, central A/C, a plush full bath with Blue Pearl Granite vanity & walk in shower with seat. The spacious screened porch opens to a wonderful, sprawling backyard.

Listed by Marchildon Hagopian Team, Jesse Hagopian, Danielle Hayward, Dorothy Marchildon and Lee Marchildon of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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200 North Bay Barnstable MA 02655

MLS Number 73222924

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,877

Envision your forever estate on the private, gated island of Oyster Harbors. This elevated 1.31-acre parcel offers the perfect canvas for your dream home. An iconic Royal Barry Wills 3,877 square foot home is currently sited, but expansion or a new home, pool, and guest house are all within reach. Facing the southwesterly trade winds, and the setting sun, this location affords more than 180-degree views in nearly every corner of this estate. The private deep-water dock with ample space for almost any vessel allows you to enjoy the convenience of reaching Edgartown for breakfast in under 20 minutes. Step out of your own Mediterranean style ‘beach club’ and watch your ship come in, embracing the ultimate waterfront lifestyle.

Listed by Zenas Crocker of LandVest,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Trinity Cove Road Harwich MA 02645

MLS Number 73220883

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,084
  • High School Monomoy Reg. Hs

WATERFRONT. DEEPWATER DOCK. DEVELOPMENT POTENTIAL Sail/power to Nantucket Sound from your private, licensed dock w/ 7-foot depth at low tide. Set on the Herring River south of Lower County Road, the 2-lot property offers safe harbor & immediate boating access to the open ocean. Dock & floats are substantial, well-maintained & accommodate multiple craft including a 35-foot sailing or power yacht. Comprising two discrete lots, the property offers myriad development opportunities including building expansion, new construction, guest house, swimming pool & more; a new 6-bedroom septic systems has been designed and permitted. The upper lot hosts a well-maintained 4BR Cape w/ great water views & rental history. The undeveloped waterfront lot is beautiful, level, sunny and open...a magical setting for games, picnics, clambakes & cookouts. Set in a quiet, private neighborhood close to Nantucket Sound beaches (Belmont & Pleasant Road beaches are less than .7mi away. Move-in ready, turnkey.

Listed by Frances Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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118 Shore Drive West Mashpee MA 02649

MLS Number 73220243

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,075

Experience the epitome of coastal living in this exceptional waterfront home in the prestigious New Seabury community. Situated on Succonnesset Point, this remarkable property offers breathtaking views, a private sandy beach, and tranquil walking trails. The current layout boasts four bedrooms in the main house, with the potential for expansion to accommodate three additional bedrooms, as well as a separate in-law or guest house. The interior showcases an open-concept living area, allowing for unobstructed views and an abundance of natural light in every room. The main suite, conveniently located on the first floor, provides a peaceful retreat. With a seven-bedroom septic system and a detached two-car garage, this home offers ample space and functionality. Prepare to be captivated by enchanting sunrises over the ocean, which can be enjoyed from almost every room. Whether you're hosting elegant gatherings or seeking relaxation, this property provides the perfect setting.

Listed by Timothy Brunell and Mary N. Foley of Mary Foley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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180 Scraggy Neck Road Bourne MA 02534

MLS Number 73215461

  • Residential
  • Bedrooms 9
  • Bathroom 12
  • Square Feet 9,000
  • High School Bourne

BIG PRICE DROP! Introducing Long Point at Cataumet. This breathtaking estate sits on a 17.5 acre peninsula capturing sparkling water views in every room from its private setting. Approached by a long driveway to an arrival court, the five bedroom main house and its matching four bedroom guest house are exquisitely designed for year-round enjoyment and resort living. Interior features include a dramatic sun lit atrium, elevator, great room with a double-height kitchen, and a third floor lounge with wet bar and observation deck. A primary suite with a curved wall of glass offers spectacular panoramic views. The lower level wellness center & spa has an indoor pool, exercise room, sauna, and steam shower. The 5-star resort amenities continue outside with a 20’ x 50’ pool, deep-water dock, two boat houses, multiple sandy beaches, and a tennis court. Located within the quaint village of Cataumet, one can take their boat across the harbor for dining, or day trips to The Vineyard & Nantucket

Listed by The Joni Shore Group, Jon Shore and Joni Shore of Douglas Elliman Real Estate - Wellesley

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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504 Old Harbor Road Chatham MA 02650

MLS Number 73207907

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,859
  • High School Monomoy

"Turntide" is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor and the Atlantic. From this magnificent 8 bed/5.5 bath mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the outer beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings, and graciously designed living spaces to accommodate every lifestyle. The 2.94 Acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining & shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier & the best that Chatham has to offer. Location! Location!

Listed by The Nickerson Power Group and Phyllis Power of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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45 Route 28 Harwich MA 02645

Harwich, MA45 Route 28

Price$1,170,000

Est. Mortgage: $/month

MLS Number 73195192

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,660

REPRICED! Great Single family with a inlaw suite and a separate ADU! The Antique Cape Style building features two units in the Main House - a 7 rm, 2+ bdrm and 1 bath and an attached 2 rm, 1 bdrm, 1 bath ensuite inlaw, There is also a separate renovated 1.5 story, 4 rm GUEST House, with a kitchen, dining/living area, two full baths, finished lower level, and upstairs primary bdrm with vaulted ceiling. This property boasts a strong rental history, making it an ideal income generator. Comes completely furnished ready to move in. Conveniently located near shops, beaches, and local restaurants, it appeals to those seeking both convenience and leisure. Enjoy the luxury of your own family compound w/ private heated in-ground pool and large level yard. Don't miss out on owning a piece of Harwich's thriving community - Priced to sell!

Listed by Greg Sullivan of Sullivan Realty Company

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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27 Ocean Bluff Drive Mashpee MA 02649

MLS Number 73172762

  • Residential
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 6,994

For those seeking an exceptional waterfront lifestyle, this New Seabury masterpiece boasts a private sandy beach and panoramic views of Nantucket Sound, located steps from five-star resort amenities. Set in the exclusive enclave known as The Bluff, the property features a stunning six-bedroom residence with a waterside pool and outdoor kitchen just a stone's throw from your beach. Highlights include an open-concept living area with soaring ceilings and unobstructed views, a gourmet kitchen, and a fully finished walkout lower level with a media room. On the second level, wake up to enchanting sunrises over the ocean in the primary suite with a private balcony. Five well-appointed guest bedrooms in the main residence and a two-bedroom guest house offer flexibility for multigenerational living, staff, or guests. A perfect spot to entertain or simply relax, this extraordinary property is minutes from New Seabury's championship golf courses, tennis, marina, fine dining, and more.

Listed by Paul E. Grover and Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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354 Mistic Drive Barnstable MA 02648

MLS Number 73155012

  • Residential
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 6,549
  • High School Barnstable

“I saved you a seat.” Welcome words when showing up late for a performance in a crowded venue. As Cape Cod becomes more crowded, it’s a near impossible challenge to secure your spot in the “front row” next to the view and away from the throngs. Worry not, the “seat” we have for you is on nearly seven acres of pristine land between Hamblin and Middle Ponds, part of the triumvirate that comprise the famed Indian Ponds. This estate features a 4,447 square foot main residence modernized to the highest level, two carriage houses, a resort style pool with outdoor kitchen, bar and beach-side guest house. The dining room can accommodate generations of diners at a single table in front of the fireplace. The seasonal dock extends from the sandy shoreline and is the base to launch small craft. Do you know how much fun you can have on a pontoon boat? Puttering, drifting, diving, grilling or just enjoying a morning brew. The show unfolds daily and hourly, including both sunrise and sunsets.

Listed by Jack Cotton of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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178 Queen Anne Road Chatham MA 02633

MLS Number 73124636

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,700

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham’s quintessential Main Street, this exclusive offering is a must see, by appointment only.

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Bridge Street Barnstable MA 02655

MLS Number 73088912

  • Residential
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 4,033

From its unparalleled location on Little Island in Osterville, this special waterfront estate overlooks the waters of West Bay and offers breathtaking water vistas from its private, elevated setting. This 2.45-acre lot features a substantial deep water dock, private sandy beach and an expansive yard. The 3,315 square foot main house is abundant in space with six bedrooms and a substantial multilevel deck. The first floor features grand living and family rooms with impressive fireplaces and water views on three sides, cook’s kitchen, dining area and a primary suite with two walk-in closets, luxurious bathroom and incredible water views. The second floor features five bedrooms, two full bathrooms and a water view balcony. The outdoor living spaces are equally impressive, with a sprawling backyard and patio areas with ample space for relaxation. A two-bedroom guest house with deck is available for overflow guests. Truly a once-in-a-lifetime opportunity to enjoy your own piece of paradise

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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