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Eastern Shore Antique & Historic Homes for Sale

Antique House in MDBrowse all antique & historic homes for sale on the Eastern Shore of Maryland. You may also be interested in exploring all Eastern Shore homes.

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24629 Beverly Rd Saint Michaels MD 21663

Saint Michaels, MD24629 Beverly Rd

Price$12,750,000

Est. Mortgage: $/month

MLS Number MDTA2002924

  • Single Family
  • Subdivision Saint Michaels
  • Address 24629 Beverly Rd
  • Bedrooms 5
  • Bathroom 7

Travel down a mature, holly tree-lined drive and One Beverly reveals itself with understated Eastern Shore elegance. Situated on the 9 acre original farmstead of the 1867 Beverly Manor, this Georgian home provides a southwestern view overlooking San Domingo and Broad Creeks. The 5-bedroom main house, first occupied in 2003, is a traditional Georgian design meticulously built according to exacting standards to include handmade brick applications, historical window selections, exotic hardwood flooring, limestone fireplaces, custom architectural elements, and an elevator. Craft woodworking is displayed throughout the home's spiral staircase, large kitchen, pantry, and morning room, bathrooms, powder rooms, library, sunset room, fireplace mantles, snooker room, mudroom, map room, ceiling and baseboard trims, and exterior cornices. The central River Room 19ft ceiling provides expansive views of the creek waters and overlooks the terrace which is accessible through triple hung windows. The kitchen and pantry are outfitted with high-end Viking, Miele and Sub-Zero appliances. The large mudroom includes a laundry station, shower, sauna, powder room, refrigerator drawers, a custom farm sink, and an abundance of storage. This homesite includes a guest cottage nestled close to the water, the original carriage house now converted into an office with direct high-speed broadband service, a large pool, an outdoor Viking grill, a Morton barn, a freshwater pond, a greenhouse, and raised brick cutting garden. Established landscaping and majestic trees provide a lush environment to enjoy your Eastern Shore lifestyle.

Listed by Clifford E Meredith of Meredith Fine Properties

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%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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3526 Hampden Dr Trappe MD 21673

Trappe, MD3526 Hampden Dr

Price$4,675,000

Est. Mortgage: $/month

MLS Number MDTA2002524

  • Single Family
  • LocationType Creek/Stream
  • Address 3526 Hampden Dr
  • Subdivision Hampden
  • Bathroom 8

HAMPDEN Circa 1663 Trappe, Maryland located between Easton and Oxford, Hampden is reported to be the oldest surviving brick residence in Talbot County. On the still waters of Sawmill Cove, Hampden is comprised of two parcels totaling 24 acres. With West/Southwest exposure on the creek and a mature canopy of trees around the house, the setting is bucolic and steeped in time. The main residence is a one- and one-half-story, l-shaped brick dwelling with a five-bay façade. There are four bedrooms with a first-floor primary suite. Quietly removed from the rest of the house, the primary provides a study/library with exemplary millwork, fireplace, and gracious views of Sawmill Cove along with separate ensuite baths. Formal living and dining appointments blend with casual spaces including a remarkable sunroom, open kitchen and family rooms, quintessential Eastern Shore Mud Room, second-floor guest suites, studio, and office join in a remarkable assembly of form, function, and historic significance. Additional improvements complement the setting including an original smokehouse, pool with changing rooms/summer kitchen, a two-bedroom guest accessory, farm office, workshop, greenhouse, and dock with five feet at mean low tide. The grounds of Hampden are complemented by a mature canopy of trees along with open space for agriculture, livestock, or habitat restoration. The location on La Trappe Creek is a proven waterfowl staging area on the sheltered waters of the cove.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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10295 Sherwood Manor Saint Michaels MD 21663

Saint Michaels, MD10295 Sherwood Manor

Price$3,295,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2002994

  • Single Family
  • Address 10295 Sherwood Manor
  • Subdivision Claiborne
  • Year Built 1996
  • Bathroom 6

Welcome to “Wing and Wing”, an exceptional 8.9 acre waterfront property located in one of the most sought after areas in Talbot County and just minutes from historic St Michaels. Charm abounds at every turn in this 6 BR/ 5.5 BA home and the seamless transitions between indoor and outdoor living spaces are unmatched. The picturesque drive takes in the peaceful pastures and leads to a landscaped circular drive. With spectacular water views and surrounded by stunning gardens and flowering trees/ shrubs, one can't help but feel a sense of privacy in this oasis. The interior offers a wonderful flow and provides a glimpse into the thoughtfulness taken when designing the home. The front slate porch, 2 story foyer, cathedral ceilinged library, first-floor primary suite, open kitchen, and wonderful large guest apartment with its separate entrance, all provide room for comfortable entertaining and easy living. Perhaps the most coveted spot is the waterside covered patio with its slate flooring, skylights, and treasured stone fireplace, enjoyed year-round by the current owners. Steps away is the beautiful gunite saltwater pool with waterfall and numerous seating areas and gazebo. Other special additions are an enclosed porch/sunroom, fabulous studio/workshop, large 3- car garage, and a most unique full height dry basement which provides endless storage. Interior features also include hardwood floors, 4 inside fireplaces, radiant heat, retractable awnings, and a deck off one of the upstairs bedrooms. 600' of mostly rip-rapped shoreline, a protected pier with lift and 4-5'MLW, 5-zone irrigation system, and multiple sheds on the property are just a few of the amenities. There is a controlling depth at the mouth of the cove but navigable for most boaters. Please contact listing agent for further information on this very special property.

Listed by Laura H Carney of TTR Sotheby's International Realty

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%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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26238 Saint Michaels Rd Easton MD 21601

Easton, MD26238 Saint Michaels Rd

Price$2,998,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2003144

  • Single Family
  • LocationType River
  • Subdivision Easton
  • Bathroom 4
  • Bedrooms 5

Eastern Shore charisma and breathtaking waterfront views, this Hardi plank-wrapped coastal Farmhouse awaits to be your cherished Chesapeake escape. Constructed by a long-loved Talbot County builder, 5,000+ft are cheerfully refined with masterfully crafted millwork, sun filled windows, high transitions, White Oak floors, and soothing hues. While a formal space to greet guests and casual vista for weeknight gatherings are warmed by a shared double-sided fireplace, the kitchen of art deco-flair draws you in. Here, a wow-worthy silver range hood, candy-apple-colored burner knobs, and onyx-hued farmhouse sink are balanced by sophisticated ivory cabinetry and an island perfect for gossiping with the chef. Create applause-worthy meals using professional-grade appliances, then savor within your versatile all-seasons room where brick-pavers charm coffee-warmed mornings and lively al fresco dinners. Outside, float away afternoons in the salt-water pool, or wait for dark when sapphire hues enchant from under the stars. At the nearly three acre property's rip-rapped edge, your dock keeps watercraft with both small and 10000 lb lifts . Launch excursions onto the Miles River where you'll float by dolphins, fish for crab, and glide throughout scenic Wye Island. Enjoy havens for work, game nights, creativity, and realizing media room dreams, then let five bedrooms - two with bespoke dressing closets - and three and a half spa-like baths refresh. In the main floor primary suite, your bathroom of windows clad in plantation shutters, luxurious marble tile, and a glamorous glass steam shower compete only with the walk out to your porch boasting views of morning fog and spectacular sunsets. While on tour, visit the beautifully designed mudroom/laundry, butlers pantry, and attached plus detached four car garages with oversized doors and ceilings. Minutes to St. Michaels by road or river, you'll appreciate proximity to routes leading to the historic town and Easton where celebrated restaurants and favorite shops delight. This home is permitted for 6 bedroom per TC Health Department

Listed by Cornelia C Heckenbach of Long & Foster Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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4568 Boone Creek Rd Oxford MD 21654

Oxford, MD4568 Boone Creek Rd

Price$2,695,000

Est. Mortgage: $/month

MLS Number MDTA2002954

  • Single Family
  • Address 4568 Boone Creek Rd
  • Subdivision Oxford
  • Bathroom 3
  • Bedrooms 4

Welcome to this beautifully maintained waterfront home on Boone Creek in Oxford, MD. This home has panoramic, sunset water views, a large waterside deck, stunning in-ground swimming pool, and cottage style guest house. The main residence is loaded with impeccable custom finishes, open floor plan great for entertaining, a stylish gourmet kitchen, great room with cozy fireplace, main level owner's suite with fabulous incredible views, plus 3 additional bedrooms. Overlooking Boone Creek, the guest house offers a full kitchen with stainless steel appliances, open living room with dining area, bedroom, bonus room, 2 full baths and waterside deck, with close access to the swimming pool. Private pier, floating dock and protected shoreline. Located only minutes to the Historic waterfront town of Oxford, restaurants, parks, marinas, shopping, beach areas, dog park, tennis courts, and the Oxford Community Center.

Listed by Barbara C Watkins of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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6243 Boston Cliff Rd Easton MD 21601

Easton, MD6243 Boston Cliff Rd

Price$2,695,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA136806

  • Single Family
  • LocationType Rural
  • Address 6243 Boston Cliff Rd
  • Subdivision Easton
  • Square Feet 2699

PLEASE VIEW AERIAL AND INTERIOR TOURS BY CLICKING THE MOVIE CAMERA ICON "VIRTUAL TOURS". "Boston Cliff", patented 1665. Phase one built ca. 1676; phase 2 in 1729; and phase 3 in 1954. Historically and architecturally one of the most important houses in the Chesapeake region. Georgian raised paneling, built-in cupboards, staircase with carved tulip step-ends, mantels with bolection moldings, 5 fireplaces, raised panel doors with original hinges, and paneled window seats. Gunstock cornerposts. Outbuildings including guest house designed by Dr. H. Chandlee Forman. A.I.A. Paddock, horse stalls, tack room. English garden. Large fenced dog yard. Pool. Bailey pier with 10 ft MLW. Minutes from Easton with its hospital, restaurants, museums, galleries; and from the famous sailing seaport Oxford. Current owner rebuilt the swimming pool. installed boat lift on the dock; re-roofed some of the cedar shingle roofs; converted from oil heat to LP Gas; refinished floors; painted interior in early original colors as determined by paint historican Susan Buck; opened the fireplace in the LR; and renovated the guest house. House written up in several books and has been on the Maryland House and Garden Pilgrimage. One of Maryland's few houses with a legitimate claim to 17th Century origin. Family room can also be used as a first story Master Bedroom with private bath.

Listed by Robert G Shannahan of Shoreline Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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7214 Solitude Rd Saint Michaels MD 21663

Saint Michaels, MD7214 Solitude Rd

Price$2,695,000

Est. Mortgage: $/month

MLS Number MDTA2003058

  • Single Family
  • LocationType River
  • Address 7214 Solitude Rd
  • Subdivision St. Michaels
  • Bathroom 4

Welcome to this beautifully maintained waterfront home on Solitude Creek which lies just minutes between beautiful St. Michaels and Easton. This home has panoramic views over Solitude Creek offering sunsets nearly year round. The far shore of the creek is wooded and undeveloped. There is a waterside firepit, and an in-ground swimming pool. The approach to the home is along a driveway that is lined with huge Oak trees, both beautiful and shade producing. The main residence is loaded with impeccable, high end, custom finishes, moldings, high ceilings and an open floor plan that is great for entertaining in one of the two rooms that opens to the "perfect" gourmet kitchen. There is a private pier and protected shoreline. Located only minutes to the Historic town of St. Michaels with its restaurants, lodging and museum or to Easton or to the Oxford Bellevue Ferry which takes you across the Tred Avon River to Oxford. The location and quality of this home can't be beat.

Listed by Ray R Stevens of Benson & Mangold,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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26366 Westerly Rd Easton MD 21601

Easton, MD26366 Westerly Rd

Price$2,100,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2002898

  • Single Family
  • Subdivision Westerly
  • Address 26366 Westerly Rd
  • Square Feet 4770
  • Bathroom 4

Welcome to "Oliver's Roost ", an extraordinary 4.66 acre property located in one of the most sought after areas of Talbot County. Situated between St Michaels and Easton, this fabulous 4 BR/ 3,5 BA home is perfectly sited to take in the western skies over Plaindealing Creek. From water it's just a short boat ride out to the Tred Avon River and historic Oxford. This spectacular home was built in 2000 by Hugh Lofting Timber builders out of PA. Incorporating advanced technology with old-world technique, this home is both efficient yet elegant and distinctive throughout. The main living area is on the upper level and is accessible by the open stairs or a convenient 3 person elevator. The great room is spectacular with its vaulted ceilings, a wall of glass looking out to the water, and gas fireplace. The expansive kitchen is a chef's delight offering wonderful work space and provides room for entertaining as well. The dining area is conveniently off the kitchen, as is a sitting area with access to the lovely eat-in screened porch. The primary suite is located off the great room and includes a large, recently renovated bath with double vanities, large tub and separate shower. The upper level wrap-around deck (with trex decking) is accessible from every room providing outstanding views of Plaindealing creek and the amazing wildlife. A private office and additional sitting area are also on this level. Tucked in is a circular staircase going up to a loft area which overlooks the great room and is currently used as a second office. On the entrance level is a marvelous guest suite offering a living room with fireplace, kitchenette, large bedroom and bath, and lower- level deck access. In addition are two other bedrooms which share a bath and the 2 car garage which is conveniently accessed from the hall . The 150' pier has a 15,000 lb lift, electric and water, and measures 3'MLW. Other features include Hardi plank siding (painted in 2021), new roof (2022), high efficient Carrier heat pumps (2017 & 2019), high speed internet, buried propane tank, well and septic. Room for pool on side of home. Note this property is in flood zone AE requiring flood insurance .

Listed by Laura H Carney of TTR Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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24047 N Porters Creek Ln Saint Michaels MD 21663
Pending

MLS Number MDTA2002944

  • Single Family
  • LocationType River
  • Subdivision Porters Pride
  • Year Built 1985
  • Bathroom 3

Gorgeous with coastal elegance and peaceful rural living, this idyllic Shingle home charms under the trees, surrounded by beautifully fragrant landscaping and relaxed greenspace. With cul de sac privacy and Eastern Shore views, the original 1985 single-level build has been transformed with inspired design and craftsmanship adding extraordinary light and thoughtful loft space. Greet guests from under the wood-clad portico then step inside where hardwoods, trimmed transitions, bright white hues, and endless windows line spaces for gathering, closing deals, creativity, and dinners with friends. While three restful bedrooms and two and a half baths soothe, the chef will enjoy an open kitchen of granite and high-end appliances. Complete holiday brunch for guests, or pack picnics for adventure exploring Porter Creek and Miles River. Just beyond the sunlit greatroom, look forward to morning coffee on the patio sheltered by an ivory-hued pergola, spend summers floating in the pool, and catch fire flies with little loved ones and a four-legged friend. At the nearly two acre property's end, unwind with a glass of cheer where evening wildlife views compete only with the house itself - lit with lightscaping, sunset reflection, and an emerald jacuzzi. While on tour, note the mudroom, airy loft, and high elevation, and visit the private dock where your watercraft awaits to drift into wildlife sanctuaries and Eastern Bay. Just three miles away, enjoy proximity to golf at the prestigious Links at Perry Cabin, and spend weekends in scenic Saint Michaels where antique shops and favorite seafood restaurants await.

Listed by Cornelia C Heckenbach of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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207 South St Oxford MD 21654

Oxford, MD207 South St

Price$1,999,000

Est. Mortgage: $/month

MLS Number MDTA2003362

  • Single Family
  • LocationType Creek/Stream
  • Address 207 South St
  • Subdivision Oxford
  • Bathroom 4

Spectacular Town Creek waterfront home in Historic downtown Oxford. The home features 4 bedrooms, 3 full baths plus a powder room. The kitchen and baths are updated. Large waterside family room overlooking the huge screened porch and Town Creek. Beautiful wood floors. The house sits on a double lot with off street parking. The heating and hot water systems recently updated. New bulkhead and dock in 2022. Small boat shed by the pier is great for storing your boating gear. Water depth measured 7 ft 6 inches 6/20/22 , but to be safe it's being reported as 5 ft +/- MLW. Fabulous views of the creek. Appears to have room for a small pool on the waterside. There is a boat ramp shared between 207 & the house next door at 209 South . Located within a block of the quaint shops, restaurants, bookstore, museum, Oxford market & deli , & Oxford social coffee shop. Also close to the famous Scottish Highland Creamery , Tred Avon Yacht Club, and beaches. Check out the Port of Oxford website for all the activities and amenities the town has to offer.

Listed by Barbara C Watkins of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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9380 Pennywhistle Dr Mcdaniel MD 21647

Mcdaniel, MD9380 Pennywhistle Dr

Price$1,960,000

Est. Mortgage: $/month

MLS Number MDTA2002828

  • Single Family
  • Address 9380 Pennywhistle Dr
  • Subdivision Nutcracker Point
  • Bathroom 5
  • Bedrooms 4

Meticulously maintained since it was built in 2003, this 5000 square foot residence has recently undergone a major update. Located just minutes from historic St. Michaels, this gracious home nestles among towering pines and overlooks the scenic Northwest Branch of Harris Creek. Enter the spacious foyer and admire the sunny living room with fireplace and a huge bay window with waterviews. To the left, an elegant primary suite with massive walk-in closet overlooks the same tranquil view. The primary bath includes a jetted tub, double vanity, bidet and walk-in shower. Walking past the formal dining room, an arched brick entry leads to the handsome kitchen with Amish built custom cabinets, large island, granite counters and pantry. The kitchen opens to the great room with warm American cherry floors and a soaring ceiling overlooking the water. A brick-floored screened porch leads to the newly-installed dock with 5' MLW and a 10' x 20' platform. Upstairs, which may be accessed by stairs or elevator, are two bedrooms that share a bath and a bedroom with en suite bath. A separate staircase in the mudroom (which has a full bath), leads to a bonus room.

Listed by Debra S Crouch of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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Lot 1 & 66,25823/25828 Orchard Ter Royal Oak MD 21662

MLS Number MDTA2002808

  • Single Family
  • LocationType River
  • Subdivision Bellevue
  • Bathroom 4
  • Square Feet 2300

With homesite designs of breezy sophistication boasting Eastern Shore views, "Bellevue on the Tred Avon" awaits to fulfill your lifestyle dreams of coastal boutique community living. Anticipating your personalization, thirteen homesites of three Paquin Designed elevations start at 2,300 square feet of modernized time-honored coastal architecture. Inside, bring your home to life with fluid floor plans, water-front porches, soaring windows, and enchanting water views. While you'll feel the excitement of selecting optional pool and third floor designs, graceful laidback craftsmanship line plank flooring, modern trim, three to five bedrooms, first-floor primary suite, third floor bonus living, custom finishings, and more. In your gourmet kitchen, laugh with loved ones in the great room while filling picnic baskets for outdoor adventure. Here, high-end appliances and a crisp palette inspire delicious bites, while balmy evenings call for cocktails and good neighbors on a wraparound porch. In morning, masterful positioning allows spectacular HOA protected views of the Tred Avon River and beyond to Oxford's shores. Wake from spacious bedrooms, refresh in modern baths, while windows filled with natural Eastern Shore beauty invite you out for adventure. From the community's private beach, launch kayak excursions, toss driftwood for a four-legged friend, or choose a waterfront lot where your private dock provides a sunny launching point for your vessel. Building on the sense of community, enjoy the public playground and dock, close proximity to the culture and fun of historic Saint Michaels and Easton, or stroll to the Oxford/Bellevue Ferry - taking you to Oxford's picturesque shops and fine dining. Located in Bellevue, Maryland, with lot sizes from ½ to 1.5 acres, delivery is possible as soon as spring 2023. Start realizing your dreams today; your serene coastal community lifestyle awaits to be yours. Note: Balcony, 3rd Floor, and pool are all optional. Note: When using GPS, enter address 5639 Poplar Lane, Royal Oak.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 July 6, 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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