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Eastern Shore Homes with Land (5+ Acres)

View homes with land for sale on the Eastern Shore of Maryland including towns like Chester, Easton, Oxford, Queenstown, St. Michaels, Stevensville, and beyond. The houses shown below are on 5 or more acres of land.

Eastern Shore Homes with Land for Sale

Call Chuck Mangold at 410-924-8832 with any questions or to see any of these properties in person.

28343 Mallard Dr Easton MD 21601

Easton, MD28343 Mallard Dr

Price$8,250,000

Est. Mortgage: $/month

MLS Number MDTA139536

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

Mallard Drive is an extraordinary waterfront estate between Easton and Oxford on Peachblossom Creek. This breathtaking property 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 residence, this offering is sure to please the most discerning buyer. The property boasts a stately gated entry setting the pace upon arrival with manicured grounds and a gravel drive leading to a stone bridge. The driveway winds, meandering through a canopy of mature hardwoods and pine. Custom hardscape features throughout the property. A grand entry in the 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 a comfortable and inviting atmosphere. The transverse hall leads to the main living areas with spectacular water views and natural light. To the east, the formal dining room leads to the spacious gourmet kitchen and casual dining. The conservatory provides a delightful and casual living space, augmented by an indoor natural stone koi pond. Here, residents benefit from convenient access to the elevator and the oversized three-car garage for daily entry. Heading west down the traverse hall leads to a screened-in porch with brick flooring and opens to a gorgeous patio under a pergola. The first-floor primary bedroom suite features a waterfront seating area, a luxurious bath with a clawfoot tub, a dressing room, and two spacious custom-built walk-in closets. An elegant office with stained glass doors opens to the library above and is connected by a winding staircase. The second floor features a unique library connecting to the second-floor study, two exquisite waterfront guest suites, one inland guest suite, an additional laundry room, an elevator, and third-floor access. The third floor offers a recreation and billiards room with a wet bar, a king guest suite, and a twin guest suite. The 6,000' basement is easily accessible by elevator and stairwells. In addition to two storage rooms, the basement includes an exercise room, wine cellar, and ample storage. The Au Pair Suite is located above the garage of the primary residence with a separate entrance and offers fantastic waterfront views. This apartment is completely separate and offers a generous living space with a full bath, a living room, dining room, and kitchen. The Caretaker's Cottage is a short remove from the main residence. It also has a full basement, two bedrooms upstairs, an open kitchen, living and dining room. A two-car detached garage is adjacent to the cottage. The shoreline in front of the house is secured with a timber bulkhead along Peachblossom Creek. The pier in front of the house is 100' long with 7' of water at mean low tide. There is an 8,000 lb boat lift, a personal watercraft lift and float along with a concrete ramp. The additional pier is found in the basin, yielding 5' at mean low tide with another boat lift and multiple personal watercraft lifts. Both piers have 50 amp service, lighting, and water. 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, competitive medical services, and everything appreciated by those familiar with the Eastern Shore of Maryland.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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10205 Kintore Easton MD 21601

Easton, MD10205 Kintore

Price$6,900,000

Est. Mortgage: $/month

MLS Number MDTA2000049

  • Single Family
  • Address 10205 Kintore
  • Bathroom 8
  • Square Feet 10302
  • Bedrooms 5

This offering is a once in a lifetime opportunity! The 8,000 square foot (160,000 cubic feet volume) contemporary masterpiece is a magnificent collaboration between a prominent structural engineer, whose works include the world's tallest building Partronas Towers in Malaysia and a renowned New York architect, whose works include Filene Center at Wolf Trap Farm Park, in McLean Virginia and Mann Music Center in Fairmont Park, Philadelphia. The 18 acre parcel is comprised of 2 separately deeded waterfront lots, each with their own septic, well and dock. The main house with 300 windows, bi-level in-ground pool and spa sit majestically on the 8.5 lot with 8 feet MLW water depth at the dock. The second 8.5 acre lot hosts the 2 story barn styled after the main house. It includes 3 parking spaces with operable doors, three stalls, a wash stall, and a feed stall. On the second floor is a 2 bedroom, 1 bath apartment. In addition to the barn, there is a large paddock with two separate areas separated by a fence and a turnout shed that can be entered from either side of the paddock. This lot has 4 feet MLW at the end of the dock.

Listed by Robert D Lacaze of Long & Foster Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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26020 Marengo Rd Easton MD 21601

Easton, MD26020 Marengo Rd

Price$5,850,000

Est. Mortgage: $/month

MLS Number MDTA141104

  • Single Family
  • LocationType Rural
  • Address 26020 Marengo Rd
  • Square Feet 6468
  • Bathroom 5

Knightly is one of the most iconic properties on Maryland's Eastern Shore. This historic waterfront estate was built in the 1820s by Edward Lloyd for his daughter, Elizabeth, and her husband, Edward Winder. Today, Knightly is an 81-acre farm on Leeds Creek in Talbot County located just across the Miles River from St. Michaels and seven miles from Easton. The Federal-style, two-story, three-bay, brick residence maintains a bucolic setting with farm fields on either side of a long tree-lined driveway approaching the front circle with immense trees. The house overlooks three acres of formal English gardens with views to Leeds Creek. The farm consists of 42 tillable acres, fenced pastures, a horse stable, outbuildings, including a caretaker cottage and farm office. The property has 1,200 feet of shoreline along Leeds Creek, including a dock with 6 feet of water at low tide. 'Knightly' has recently seen major improvements throughout the house and grounds. Meaningful upgrades with modern amenities and features to protect and preserve the structure, along with substantial updates rebuilding the pool, gardens, irrigation system, additional storage, and barn structures, combine to create an ideal Eastern Shore retreat.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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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 ft 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 ft 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 an 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 a whole house basement offering an abundance of storage and easy access to mechanical equipment. First-floor guest suite, second-floor primary suite 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 the listing agent for additional information or scheduling.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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5748 Hopkins Neck Rd Easton MD 21601

Easton, MD5748 Hopkins Neck Rd

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA2000588

  • Single Family
  • Address 5748 Hopkins Neck Rd
  • Square Feet 6815
  • Bedrooms 5
  • Year Built 1994

Wind Song is conveniently located between Easton and St. Michaels and enjoys some of the most spectacular water views in Talbot County with 7 Miles of Southwest exposure on the Tred Avon River looking past the Town of Oxford and all the way to Todd's Point in Dorchester County. There is deep water at the dock which has 5' MLW, water, electric and boat and jet ski hoists. The exposure catches the summer's prevailing breezes and enjoys dramatic sunsets. These features along with the large mature trees which bathe the home in shade provide a rarely replicated combination. The home is a lovely brick French Country style with first floor primary bedroom, a total of five bedrooms including a one bedroom apartment, open floor plan, gourmet kitchen, pool house, tennis court, attached and detached garages, 3 fireplaces, guest house and waterside pool at the 50' buffer.

Listed by Schuyler G Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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9170 Hunting Creek Ln Easton MD 21601

Easton, MD9170 Hunting Creek Ln

Price$4,750,000

Est. Mortgage: $/month

MLS Number MDTA141014

  • Single Family
  • LocationType River
  • Bathroom 7
  • Year Built 1994
  • Bedrooms 6

Welcome to Magnificent "Hunting Creek Farm" a Sportsman's Waterfront Dream. Abundant waterfowl cultivated over the years. Located on Hunting Creek, 8500 Sq. Ft. Brick Manor House, Protected Deep Water Dock with 6+ MLW, Large Gunite Pool, 3/4 of a mile shoreline on 34+ acres, Tennis court, Hunting and Fishing. An additional waterfront buildable lot included in this sale. Energy efficient home with Geothermal heating and cooling. Located just 10 minutes from the heart of Easton. Commute to the cities about 90 +/- miles Baltimore/Wash Additional lots and acreage available upon request

Listed by Jana Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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27029 Miles River Rd Easton MD 21601

Easton, MD27029 Miles River Rd

Price$4,650,000

Est. Mortgage: $/month

MLS Number MDTA2000592

  • Single Family
  • Address 27029 Miles River Rd
  • Bedrooms 4
  • Bathroom 6
  • Year Built 1920

Irish Tides is brimming with classic Eastern Shore luxury. With gorgeous views of the Miles River from nearly every room on the property, this 4 bedroom 5.5 half bathroom main house is sure to take your breath away. The main level is beautifully appointed with crown moldings, hardwood floors, and built-ins. Formal living and dining rooms; kitchen with island, beautiful quartz countertops and a waterside dining area for casual dining; family room with cathedral ceilings and gas fireplace; and long hallway with seating area and a front row seat to phenomenal water views. This brings you to the main-level primary suite with cathedral ceiling, built-ins and private patio. The primary en-suite bath has an abundance of natural light, a jetted soaking tub, stall shower, marble countertops and flooring, as well as two spacious walk-in closets. The professionally landscaped grounds provide a colorful backdrop for the well-equipped pool house with guestroom, kitchen, sitting area and bath. In-ground pool with patio, outdoor shower and grill. Private pier with boat lift and approximately 4'+/- MLW and 300'+/-shoreline. Plenty of storage can be found in the main house attic, and the storage shed. 3-car detached garage features a bonus room perfect for an office or recreation room, bath and kitchenette. All of this just minutes to Easton's shopping, entertainment and jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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27029 Miles River Rd Easton MD 21601

Easton, MD27029 Miles River Rd

Price$4,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2001800

  • Single Family
  • Address 27029 Miles River Rd
  • Bathroom 6
  • Year Built 1920
  • Square Feet 5062

Irish Tides is brimming with classic Eastern Shore luxury. With gorgeous views of the Miles River from nearly every room on the property, this 4 bedroom 5.5 half bathroom main house is sure to take your breath away. The main level is beautifully appointed with crown moldings, hardwood floors, and built-ins. Formal living and dining rooms; kitchen with island, beautiful quartz countertops and a waterside dining area for casual dining; family room with cathedral ceilings and gas fireplace; and long hallway with seating area and a front row seat to phenomenal water views. This brings you to the main-level primary suite with cathedral ceiling, built-ins and private patio. The primary en-suite bath has an abundance of natural light, a jetted soaking tub, stall shower, marble countertops and flooring, as well as two spacious walk-in closets. The professionally landscaped grounds provide a colorful backdrop for the well-equipped pool house with guestroom, kitchen, sitting area and bath. In-ground pool with patio, outdoor shower and grill. Private pier with boat lift and approximately 4â+/- MLW and 300â+/-shoreline. Plenty of storage can be found in the main house attic, and the storage shed. 3-car detached garage features a bonus room perfect for an office or recreation room, bath and kitchenette. All of this just minutes to Eastonâs shopping, entertainment and jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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5911 Elston Shore Rd Neavitt MD 21652

Neavitt, MD5911 Elston Shore Rd

Price$4,500,000

Est. Mortgage: $/month

MLS Number MDTA140742

  • Single Family
  • LocationType River
  • Address 5911 Elston Shore Rd
  • Bathroom 6
  • Year Built 2014

BREATHTAKING PRIVATE WATERFRONT ESTATE Turnkey 10-acre family Compound 1.5 hours from Washington DC and Baltimore, 2.5 hours from Philadelphia, and minutes from the nautical charm of St. Michaels. The recently constructed Main House and Carriage House, and the renovated Guest House invite numerous configurations to accommodate 14 guests. Every room affords gorgeous sunrises and spectacular water views at the confluence of the Tred Avon and the Choptank Rivers and the Broad Creek. Experience southerly breezes in a park-like setting at the Pool and 125' Dock with seating area, 2 power lifts, a swim/kayak platform and 4' MLW. Exceptional craftsmanship and finishes provide the ultimate in Chesapeake living. "Windsong"

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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11550 Plugge Rd Cordova MD 21625

Cordova, MD11550 Plugge Rd

Price$4,250,000

Est. Mortgage: $/month

MLS Number MDTA139096

  • Single Family
  • Address 11550 Plugge Rd
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4208

First time offered on the market! Built in 1988 by Foster and Son, with a remodel of great room and kitchen in 1995, this brick Colonial is sure to please the most discerning Buyer. This property offers four parcels with a combined total acreage of 307 acres+/-. With four bedrooms and three baths, this home provides a large great room with boxed ceilings and brick fireplace, 3 car garage, and new roof and HVAC replaced in 2017/2019. A beautiful eat in kitchen with subzero refrigerator and center island opens up to an outdoor entertaining deck. Large upstairs primary bedroom with soaking tub and access to a private office and laundry room. Also upstairs are three well sized bedrooms with an exercise room looking out over the tree lined asphalt driveway. Enjoy your summers relaxing by the in-ground pool or lounging on the brick patio with friends and family. Five outbuildings for plenty of storage, one with a large basketball court and recreation area. The backyard also offers a non tidal pond abundant with waterfowl. 52 acre lot has a perc that is currently being re-evaluated by the TCHD. The 66 acre wooded lot is plentiful with deer and other animals for any nature enthusiast. 185 acres with 140 tillable is in a perpetual conservation easement retaining all the wonderful qualities that the Eastern Shore is known for.

Listed by Alicia G Dulin of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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8831 Quailsar Rd Easton MD 21601

Easton, MD8831 Quailsar Rd

Price$4,200,000

Est. Mortgage: $/month

MLS Number MDTA2000932

  • Single Family
  • Address 8831 Quailsar Rd
  • Bathroom 6
  • Square Feet 8107
  • Year Built 1994

RINASCERE Glebe Creek Waterfront has it all! Spacious Brick home with 8 Bedrooms and 4.5 Baths on 3 levels. 12.7 Acres with gated entry, totally fenced in with mature trees. Gourmet Kitchen with custom painted mural, wrought iron custom-made pot rack, Exotic-grade Brazilian Quartzite countertops, 2 G.E. Monogram refrigerators, 2 Wolf microwaves, 2 Wolf ovens, 2 Wolf warming drawers, 1 Wolf built-in vacuum sealer, Wolf 6 -burner oven with French cooktop, 2 cooper farmhouse sinks both with garbage disposals and G.E. Monogram dishwasher. 5-Gas controlled fireplaces. Elevator with custom painted 3 story mural by Jack Schroeder (renown Smithsonian Illustrator and Duck Stamp winner), random width heart pine hardwood floors throughout, 1st Floor indoor/outdoor sound system. 1300' bulk-head shoreline, brick patio, brick paths throughout property, lighted tennis court with basketball court, 75 yard, Par 3 artificial green with sand trap, 2 Vicenza stone gazebos, 3 cast iron gazebos, Football/Lacrosse field, Wisteria-covered bridge over 2 acre pond with fountains, large screened-in gazebo with ceiling fans/lights/water and electric. 120' x 6' lighted dock with electric & hot /cold water w/2 10,000 lb electric boat lifts, 2 electric Jet ski lifts, floating dock and 2 Jet ski floating docks. 50'x20' propane heated pool with automatic cover, diving board with lights, 40' x 60' playground w/playhouse, Large raised bed colonial vegetable garden with irrigation and 2 tool sheds, Custom built Cedar pavilion with ceiling fans/lights/electric, 9 outbuildings, 3-car garage w/automatic doors attached to a heated/air conditioned wine room. High speed internet cable, and the list goes on and on!

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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4950 Ferry Neck Rd Royal Oak MD 21662

Royal Oak, MD4950 Ferry Neck Rd

Price$4,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA138514

  • Single Family
  • Address 4950 Ferry Neck Rd
  • Bedrooms 3
  • Bathroom 5
  • Year Built 1986

Sited on a proximate point of land jutting out into the Choptank River, this 45+ acre gentleman's farm offers the best broad water sunset views on the Eastern Shore of Maryland. The house sits one half mile from the county road providing extreme privacy with a combination of mature woods and farm fields. The 1700' +/- shoreline is completely rip-rapped with granite stone. The house contains approximately 5,000 sq ft of single floor living space. Four bedrooms and five full baths. Designed by a noted Annapolis architect Lon Overton and constructed in 1986 by Nuttle Builders. The house is heavily constructed to stand the elements with 6" exterior walls and extensive use of brick. The house has corian countertops and Koehler fixtures throughout. 1 Geo-thermal HVAC, 3 heat pumps, 1 wood burning and 1 gas fireplaces. Bailey built dock, riprapped shoreline and 3 1/2ft MLW. Private beach to launch small sailboats and kayaks/canoes. The farm has been improved over the years by the original owners as a great hunting farm with ponds and flooded impoundments fed by a separate well. The inground pool is heated and has a hot tub in the pool. Invisible Dog Fence. The garage attic could be converted into additional living space by dropping the ceiling in the 3 car attached garage. The property is high elevation and on the 500 year flood plan. The entrance gates can be accessed remotely. The open water view extends out the north of the Choptank River, across to the western shore of the Chesapeake, some 30 miles.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2022 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 January 20, 2022. 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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