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Eastern Shore Homes with Virtual Tours

Scroll down to browse homes on the Eastern Shore of MD featuring virtual tours. Select the "Virtual Tour" button below a listing to view the tour. Please note that some of these listings may have virtual tours coming soon. Narrow your results using the filters on the right. 

Eastern Shore Maryland Homes for Sale with Virtual Tours

Contact Chuck Mangold if you have any questions or if you are interested in a specific property. 

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Chester | Easton | Oxford | Queenstown | St. Michaels | Stevensville 

9750 Marthas Landing Rd Ocean City MD 21842

Ocean City, MD9750 Marthas Landing Rd

Price$12,900,000

Est. Mortgage: $/month

MLS Number MDWO115444

  • Single Family
  • LocationType Bayfront
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 10800

Welcome to the White Marlin Manor Estate. This property exceeds expectations!! This is one of the most stunning properties you will find on the East Coast. The location is unique with both Bay and Oceanfront access. This amazing custom build Southern Living Style Coastal home, features: 6 bedrooms, 7 Full Baths, 2 Half Baths, 2 Gas Fireplaces, 12 seat luxury theater, custom cabinetry, Wine Cellar, Granite Countertops, Tray Ceilings in every bedroom, Custom Tile Showers in each bathroom, Etched Glass Elevator with custom painted underwater scene, Designer Lighting, California Closets, Rod Iron Railings, Gourmet Kitchen with heated tile floor, 7 Sub Zeros, Commercial Ice Machine, Teak flooring throughout, 12,000 lb boat lift,7 Ft. MLW at Dock, so many ornate details reminiscent of the Eastern Shore of Maryland. This property is a Fisherman's paradise. All Buyers must be qualified with all documentation presented to listing agent prior to any showings.

Listed by Jana Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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28343 Mallard Dr Easton MD 21601

Easton, MD28343 Mallard Dr

Price$9,250,000

Est. Mortgage: $/month

MLS Number MDTA139536

  • Single Family
  • LocationType River
  • Address 28343 Mallard Dr
  • Bathroom 13
  • Bedrooms 7

Extraordinary waterfront estate between Easton and Oxford on Peachblossom Creek provides a commanding presence with southern exposure, high elevation, mature trees and a private setting. Built in 2004 the residence and improvements bespeak quality, and it shows with attention to detail in every facet. From the manicured grounds to the immaculate systems and infrastructure of the house, this offering is sure to please the most discerning buyer. A grand entry with two story foyer and gallery sets the tone upon entering this magnificent home. The trim work, joinery and finishes are immaculate and spaces within the residence are proportionally balanced creating an extremely comfortable and inviting atmosphere. From the first floor master suite, library, office, media room, formal living & dining, transverse hall, kitchen and casual living space / atrium clad in windows from floor through the ceiling, au-pair suite with kitchen, living and bedroom, oversized garage, gun & rod room, dog wash station, full 6,000 square foot basement with an exercise room and wine cellar to the second and third floors including billiards room, elevator and five guest suites, this residence is remarkable. The guest / caretaker's cottage is a short remove from the residence with screened porch, open living / kitchen, two bedrooms upstairs and a full basement and detached two car garage. Additional property improvements include a utility barn, two docks, one with a unique deep-water basin as well as a boat house, boat ramp, cove-side firepit / patio and extensive landscape lighting and hardscape. The offering of the house, guest house and accessories on 10 acres is complimented by an additional inland parcel across from the driveway entry. This additional 2-acre parcel is included in the sale, Tax ID 2101085166. Proximity to Easton - 6 miles, Oxford- 7.5 miles, Philadelphia - 116 miles, and Washington D.C. - 75 miles puts this offering in a very desirable location enjoying a rural, small town setting with a vibrant arts community, competitve medical services and everything appreciated by those familiar with the Eastern Shore of Maryland.

Listed by Coard A Benson and Alicia G Dulin of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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9380 Gregory Rd Easton MD 21601

Easton, MD9380 Gregory Rd

Price$8,900,000

Est. Mortgage: $/month

MLS Number MDTA138638

  • Single Family
  • LocationType Creek/Stream
  • Address 9380 Gregory Rd
  • Bathroom 8
  • Bedrooms 6

Welcome to Belle Rive. Fall in love with this enchanting waterfront estate situated on over 130 acres on Maryland's famous Eastern shore. This custom Frank Randolph designed residence and its amenities include a private beachfront, boat dock, a two story pool house with Belvedere, an outdoor kitchen and patio, an elegant swimming pool, and a fully stocked pond and 4 plus acre vineyard. Views from every part of the property are absolutely breathtaking. Landscaping designed by Barbara Paca (the only landscape designer in North America to be honored by Her Majesty Queen Elizabeth II) is simply magnificent. The interiors of the main residence, pool house and 4 car garage were designed by renowned Washington, D.C. designer Skip Sroka. Over 1400 feet of direct waterfront on Leeds Creek provides for a tranquil man made beach (added by the current owners) and a private dock. Leeds Creek hosts many famous properties including the home that was the movie set for the memorable film, Wedding Crashers. The spacious foyer with grand circular staircase looks directly through the home out onto the back lawn with views of the waterway. The two-story foyer displays a custom mural. The formal double living rooms to the right of the home offer fireplaces and French doors leading to the lawn and garden with water views. Inspiration for these formal rooms came from two paintings that the current owners purchased in France. Beyond the double living rooms, a private hallway leads to two main level guest bedrooms and full bath. Designed to be in a wing of their own, these bedrooms offer complete privacy for houseguests and easy access to the grounds and other amenities. On the upper level of the home you will find a lovely master suite with fireplace and a new spa inspired marble bath. A huge master closet provides ample space for any wardrobe. Water views from the master suite are stunning as the room runs the full length of the house. Two additional bedrooms on the opposite side of the second level each contain their own bath. Once back in the main entry hall and foyer, a few steps to the left will take one to the grand dining room with fireplace. This room runs from the front to the back of the home and affords seating for up to twenty guests in a warm inviting setting. Additional French doors lead to the lawn and waterway. The adjacent kitchen is classically designed and would please Julia Child. The fireplace is an exact replica of a French hearth. Special amenities include a La Corneau stove, an expansive marble topped island, table space to seat 8 to 10 and top of the line appliances, along with a pantry. From the doorknobs to the faucets, every detail has been singularly sourced and thoughtfully designed. Beyond the cooks kitchen is the oversized family room with a surprise cupboard, and a staircase leading to an upstairs library (or home office/second family room/guest suite, or alternatively bedroom number 6) and full bath. Once back on the main level, French doors lead out to walkways winding through the property between stunning landscaping to the pool house, pool, and outdoor kitchen. The outdoor kitchen can be used year-round and offers ample amenities for entertaining in style. Custom tables and seating throughout the pool area provide ample room for guests and family. Designed by local architects John B. Braithwaite and Lauren Dianich of Attelier 11 the pool house has an exquisite bar area, living room, pool table room, an upstairs open porch with fireplace and two bedrooms with baths. Additional amenities on the property include a 2.5 acre fully stocked pond, and a duck blind. A weekend retreat or a year round residence, Belle Rive offers a rich history, elegant architecture, an inviting and mesmerizing setting, swimming, a private beach, a boat dock, stocked pond, vineyard, a private pool house and brand new 4 car garage with mahogany doors. Welcome Home!

Listed by Nancy S Itteilag and Daniel J Corr of Washington Fine Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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25511 Bruffs Island Rd Easton MD 21601

Easton, MD25511 Bruffs Island Rd

Price$7,900,000

Est. Mortgage: $/month

MLS Number 1003265299

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 3
  • Square Feet 8971

5 separate parcels.16 feet water depth at boat house. Sandy beaches. Magnificent specimen trees. Broad views in every direction with sunsets and sunrises. 2 acre pond. Two guest houses. Pool. Pool house. Tennis court. Multiple barns and outbuildings. Very high elevation. By appointment only.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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6798 Broad Neck Rd Chestertown MD 21620

Chestertown, MD6798 Broad Neck Rd

Price$6,500,000

Est. Mortgage: $/month

MLS Number MDKE116276

  • Single Family
  • LocationType River
  • Address 6798 Broad Neck Rd
  • Bathroom 6
  • Bedrooms 5

"Walnut Point Farm" ~ Exquisite 300+ Acre Waterfront Farm with over a mile of Shoreline is the perfect Eastern Shore Retreat! The Estate offers a 7,500+/- Main House with indoor and outdoor pools, Pier with Grand Boathouse and lift with 7ft+/- MLW, Large 3 bedroom Historic Guest House, Waterfront Caretakers Home, Large Barn for all farming equipment, Covered Bridge with many other outbuildings and blinds plus a few waterfowl ponds. This Estate is perfect for those looking for and escape from the hustle and bustle of the metropolitan lifestyle that would like to take in all that nature offers with a plethora of high end amenities. Please See Truplace Interactive Tour For more Photos and Floorplan at https://mls.TruPlace.com/property/406/84311/

Listed by Fred I Rider III of TTR Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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26557 Bayfield Ln Easton MD 21601

Easton, MD26557 Bayfield Ln

Price$6,200,000

Est. Mortgage: $/month

MLS Number MDTA139014

  • Single Family
  • Address 26557 Bayfield Ln
  • Bathroom 8
  • Bedrooms 9
  • Square Feet 6153

    Rare +17 acre peninsula located midway between Easton and St. Michaels on the beautiful Tred Avon River, a short boat ride from Oxford. South-facing peninsula with wide views for enjoying spectacular sunrises and sunsets over the river. Surrounded by waterfront and forest for total privacy, with a 6,000+/- SF main residence and elegant 20'x60' pool sited on the point for 360-degree panoramic views. Gated entry to tree lined driveway. Private pier with boat lift, multiple slips, and approximately 6' MLW. Nearly one-half mile of private shoreline (2,612+/- lineal feet), well protected with stone rip rap revetment and native grasses. There is a separate and private three-bedroom guest house on its own stretch of waterfront facing Oxford. A separate multi-use "barn" building with a large finished workshop, garage bays, machinery and equipment storage, with a two-bedroom caretaker's apartment on the second floor overlooking the pier. Built and well-maintained with quality materials and craftsmanship in traditional designs with all modern amenities.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

7373 Tilghman Island Rd Sherwood MD 21665

Sherwood, MD7373 Tilghman Island Rd

Price$5,995,000

Est. Mortgage: $/month

MLS Number MDTA138168

  • Single Family
  • LocationType Creek/Stream
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 12578

LANGDON FARM - Elegantly set on more than 143 sweeping and private acres with a commanding, almost three-quarters of a mile of direct water frontage on Harris Creek and Dunn Cove, tributaries of the Chesapeake Bay. Originally built in the 18th century, the Georgian Colonial Revival main residence has been expanded and renovated around its original frame to its present state of more than 10,000 square feet. Offering 8 bedrooms, 6 full baths, & 1 half bath with many stunning elements throughout, its impressive features include a grand parlor, multiple public & private rooms, gourmet eat-in kitchen with brick floors & oversized fireplace, luxurious master suite with porch & updated bathroom, 11 total fireplaces, a partially wood-paneled dining room, sunroom, tranquil library, family room, den with a brick floor, and covered porches. Further details include wide plank hardwood floors, elaborate crown & dentil moldings, built-in bookcases, hand-painted wallpaper, original brick floors, exposed beams, wood & plaster walls, and so much more. A third-floor attic provides additional storage space, as well as additional storage rooms, each paneled in cedar wood. There is also a basement with both interior and exterior access. Beyond the main residence, the stunning estate offers everything you could need or want! There is a protected 280' deep-water dock in Dunn Cove with a cabana and necessary features for a large vessel. A delightful two-story guest/caretaker's cottage features three bedrooms, two full baths, a living room, dining room, den and kitchen. This property also boasts pool with hot tub, a screened-in pool house with a half-bath and changing room. Additional outbuildings and amenities include a four-bay garage, garden house, barns, stables, managers office, green house, potting shed, conference room, hunting lodge, and a Jefferson building to take in the stunning views of Harris Creek. Spectacular landscaping includes extensive informal and formal gardens with meadows, mature trees, boxwoods, apple and peach trees, and a wealth of flowers and shrubs. Colisted . See VT for 3D rendering.

Listed by Thomas A Keane and Marc Bertinelli of Washington Fine Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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7402 Kent Point Rd Stevensville MD 21666

Stevensville, MD7402 Kent Point Rd

Price$5,500,000

Est. Mortgage: $/month

MLS Number 1001760382

  • Single Family
  • LocationType Bayfront
  • Address 7402 Kent Point Rd
  • Bathroom 11
  • Bedrooms 8

Maryland's most beautiful and prestigious address. Stunning views, majestic grounds, gracious and stylish home. Come home to PARADISE EAST - 22,000 sqft of superb living space on 30 gorgeous acres of Chesapeake Bay waterfront. Recently re-mastered with updates to the main level Master Suite, Atrium, Chef's Kitchen, Gathering Room, Main Great Room, Pool and Smart-Home technologies. One visit is all it takes to fall in love. Boasting 2 level Private Movies Theater with Balcony seating, Club Room, Billiard and Game Room, Observatory with Widow's Walk, Fitness Room, Elevator, Safe Room, plus a huge Carriage House with Showroom and 3-bedroom Guest Quarters, separate Pool House with Kitchen and Spa Bath, Private Pool and Spa, Fire Pit, complete with private 150' Pier with multiple lifts. Your own private oasis, and within easy reach of WASHINGTON DC, BALTIMORE, PHILADELPHIA, NEW YORK CITY, all major commuter lines and 3 major east coast airports - DULLES, BWI, REAGAN NATIONAL. Less than 10 Miles to Bay Bridge Airport for private travel options.

Listed by Peter A Fettig Jr. and John F Reynolds of Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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26992 Presquile Rd Easton MD 21601

Easton, MD26992 Presquile Rd

Price$5,400,000

Est. Mortgage: $/month

MLS Number MDTA139318

  • Single Family
  • LocationType River
  • Address 26992 Presquile Rd
  • Bathroom 9
  • Bedrooms 8

Wyecliff - Magnificent estate overlooking the Wye River. Manor house completely rebuilt in 2002 with impeccable attention to detail, two apartment guest house, pool, pool house, tennis court, golf tee and green, pond, gardens,10-stall barn, 4 paddocks, outbuilding, deep water dock, broad views, high elevation, great family compound. Exclusions.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

22020 Benders Ln Sherwood MD 21665

Sherwood, MD22020 Benders Ln

Price$5,350,000

Est. Mortgage: $/month

MLS Number MDTA135344

  • Single Family
  • LocationType River
  • Address 22020 Benders Ln
  • Bathroom 6
  • Bedrooms 4

Harris Creek Farm - 128 acres with development potential, improved by a 10,525 sq' residence with full basement, three bedroom guest house, stable, paddocks, sheds, ponds, pier with six+ feet of water at mean low tide, mature woods and open fields, including a 1,920 foot turf airstrip registered with the FAA. The shoreline is protected and the elevations surrounding this home are above the 500 year flood plain. Broad, very broad views over Harris Creek and down the Choptank River. The farm has numerous sites to accommodate additional homes if subdivision or estate planning is in order and there is abundance of wildlife and waterfowl. The house provides a number of living spaces with a great room/kitchen and casual living space to accommodate large gatherings or quiet retreats. Additional family rooms, media rooms, recreation rooms and whole house basement offering an abundance of storage and easy access to mechanical equipment. First floor guest suite, second floor master with three additional guest rooms with baths en-suite. Designed by the late architect, Alan Meyers, Bald Eagle Point captures the scenic vistas across Harris Creek providing a view of all the Chesapeake has to offer. Located between St. Michaels and Tilghman, Bald Eagle Point is a unique opportunity to own Talbot County Waterfront with division potential and/or conservation measures. Please contact listing agent for additional information or scheduling.

Listed by Coard A Benson and Alicia G Dulin of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

26010 Marengo Rd Easton MD 21601

Easton, MD26010 Marengo Rd

Price$5,125,000

Est. Mortgage: $/month

MLS Number MDTA138634

  • Single Family
  • LocationType River
  • Address 26010 Marengo Rd
  • Bathroom 6
  • Bedrooms 4

Leeds Creek Waterfront Estate - Middlepoint offers a commanding presence with elevation, mature gardens, privacy and a masterfully constructed home using the finest materials. High ceilings, formal entry, living and dining with butler's pantry. Transverse hallway connecting the master suite to the family room / kitchen with vaulted ceiling and picturesque setting with grand views out Leeds Creek, across the Miles River and over to St. Michaels. The house was built by local craftsman incorporating features and design elements from the broker / owner's 52 years in the waterfront estate market. The master suite is a quiet remove from the rest of the house with a quaint den and graciously proportioned bedroom and broad views of the River. There are two guest rooms with baths en-suit on the second floor along with the guest apartment / in-law or au pair suite over the garage. The millwork throughout the house exudes quality and compliments this exceptional pairing of architecture and construction with a point of land intended to please the most discerning buyer. The house parcel Lot 1 includes 44 acres. Lot 2 (4.4 acres) as shown in the attached plat is not part of the offering but available if desired. A long tree-lined driveway, accessory workshop / storage building, dock with over 7 feet of water at mean low tide, greenhouse and exceptional gardens combine in a manner befitting the waterfront estate market.

Listed by Coard A Benson and Schuyler G Benson of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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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220 Lighthouse View Dr Stevensville MD 21666

Stevensville, MD220 Lighthouse View Dr

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDQA144968

  • Single Family
  • LocationType Bayfront
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 9000

Escape to another world with this striking New England-inspired waterfront estate resting on the banks of the Chesapeake Bay. Situated on 1.8 acres with 422 feet of water frontage, this ultra-luxe 9,000 square-foot, 6 bedroom, 9 bathroom custom Nantucket Shingle-style home was built in 2016 and curated with premium quality, low-maintenance materials. Combined with the breath-taking sunset views, exquisite design, waterfront pool and top-tier finishes, 220 Lighthouse View Drive is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream. The 2-story light-filled entrance graciously welcomes you with a marvelous grand staircase and soaring ceilings above. An elevator, 6 bedroom suites plus the separate bonus space with full bath above the three-car garage provide a high level of comfort for all. The interior flow is open and spacious, complemented with a chef's kitchen complete with commercial-grade appliances, waterside bar and billiard room, 700-bottle wine room, circular dining booth and 2 main level powder rooms. The owner's suite is second to none and every detail from the expansive private waterside deck to the seating area overlooking the fireplace and the Chesapeake Bay is breathtaking. The master bath feels like a spa retreat with a cavernous steam shower, free-standing soaking tub, dual vanities, private waterfront balcony and the spacious master closet with a plethora of custom built-in's is a fashionista's dream. The voluminous covered porch spans the entire waterside of the home and features Marvin doors that fold flush to create an open-air space plus electric screens that easily retract. The home was designed to be super efficient with state -of-the-art features including a geothermal system, gas furnaces, tankless water heaters and a backup generator. Outside, you can find lush landscaping, an infinity edge saltwater heated pool, in-ground hot tub, outdoor kitchen, gas fire accents plus a stone patio with a gas fireplace. There, you can behold a unique view - a trifecta of the Bloody Point Bar Lighthouse, Thomas Point Lighthouse and the Bay Bridge. The private pier with 5 feet of water depth is fitted out with a 35,000-pound boat lift, 4 jet ski lifts and is a quick 15-mile cruise by boat to St. Michael's or the Annapolis harbor. Why look anywhere else? This is the one! Don't miss your opportunity to secure arguably the nicest waterfront home currently for sale on the Chesapeake Bay! To explore the property without leaving your home, be sure to view the Matterport virtual tour and the HD video tour: https://youtu.be/YVbPFH_iSvA

Listed by Bradley R Kappel of TTR Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Copyright 2020 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Chuck Mangold participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated October 30, 2020. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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