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Talbot County Homes with Virtual Tours

Scroll down to browse homes in Talbot County, MD featuring virtual tours including Easton, Oxford, St. Michaels, and surrounding areas. 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.  

Talbot County Maryland Homes for Sale with Virtual Tours

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7751 Rollyston Drive Saint Michaels MD 21663

Saint Michaels, MD7751 Rollyston Drive

Price$15,000,000

Est. Mortgage: $/month

MLS Number MDTA2002950

  • Single Family
  • Bedrooms 9
  • Bathroom 13
  • Square Feet 20,912
  • Acreage 91.19

2 parcels totaling 91 acres on the Miles River. 4-level, main house with elevator, full basement, 9 bedrooms, 9 full baths, 4 half baths, media room, main level bedroom. 4-car garage with rec room, bedroom, full bath and half bath. Heated, waterside pool, pool house with 2 full baths/changing area, covered outdoor kitchen. Pond with fountains, dock, 2 gazebos. Partially riprapped shoreline, sandy beach, dock with water and electric. Guest house with 3 bedrooms, 3 full baths, 1 half bath, barn. Property is priced at $15,000,000 unfurnished. Some furnishings could be included at a price to be determined prior to closing. Or, property can be bought furnished for $16,000,000 with the exception of artwork, personal items, and certain pieces of furniture, etc. that will not convey. Such items will be disclosed to the Buyer within 10 days of a satisfactory contract.

Listed by Clifford E Meredith of Meredith Fine Properties

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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2924 Ocean Gateway Trappe MD 21673

Trappe, MD2924 Ocean Gateway

Price$10,950,000

Est. Mortgage: $/month

MLS Number MDTA2002774

  • Single Family
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 9,833
  • Acreage 670

670 +/- Acres of waterfront farmland in Talbot County, "Middleville" circa 1880 Tidewater Colonial, provides a mature charm and country living on the Eastern Shore. The main house has been kept as a comfortable country residence with subtle charm and recent improvements and upgrades. Enormous effort has been directed toward wildlife habitat improvement with an emphasis on waterfowl. Guest accommodations, a caretaker's house, housekeeper's house, numerous storage and outbuildings, eight waterfowl impoundments, a pier, shoreline revetment, and a living shoreline provide for a 'turn-key' farm on Maryland's Eastern Shore. The listing includes five parcels.

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

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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8573 Marengo Farm Road Easton MD 21601

Easton, MD8573 Marengo Farm Road

Price$8,500,000

Est. Mortgage: $/month

MLS Number MDTA2003780

  • Single Family
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 8,226
  • Acreage 24.84

Miles River Waterfront Estate and Building Lots For Sale- Located at the end of Marengo Farm Road with broad western views. The sun sets over St. Michaels from this unique opportunity including a 9.4-acre residential parcel, and two parcels Lot 2A- 9.4 acres and Lot 3A- 6 acres, that were perc approved in 2002 and just revalidated in Spring 2022. The residence enjoys an amazing and unparalleled presence as Hunting Creek joins with the Miles River including a deep-water dock, 6 feet+ MLW, rip-rap protected shoreline with sand beach, a tennis court and tidal pond. The international architecture and open floor plan provide an inviting atmosphere for entertaining. Dual Primary Suites, guest accessories and caretaker quarters on site. This is a rare opportunity for broad views between Easton and St. Michaels. For the two building sites, the water depth is 2.5 to 3 feet at mean low tide, and the shoreline has partial revetment. The building envelope and setbacks are grandfathered providing a 100-foot buffer for impervious surface coverage. Both parcels are currently in agricultural production and assessed accordingly. Ag transfer taxes will be applicable.

Listed by Coard A Benson of Benson & Mangold,LLC

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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28343 Mallard Drive Easton MD 21601

Easton, MD28343 Mallard Drive

Price$7,300,000

Est. Mortgage: $/month

MLS Number MDTA139536

  • Single Family
  • Bedrooms 7
  • Bathroom 13
  • Square Feet 21,739
  • Acreage 10.5

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 5' of water at mean low tide controlling depth. 7' of water at the dock. 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: 6.29% last updated on Sep 22, 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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4190 Evergreen Road Oxford MD 21654

Oxford, MD4190 Evergreen Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number MDTA2003456

  • Single Family
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 3,696
  • Acreage 121.01

Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (most rip-rapped) bordering the Choptank River and Island Creek, and a large tidal pond which offers incredible views and is an extraordinary habitat for wildlife. Spectacular sunrises and sunsets can be seen from this property, which is one of the few remaining large parcels offering complete privacy yet just minutes to Oxford. The meandering lane leads through the fields and up to the gorgeous point with panoramic vistas. The 6BR/5BA house was built in 1962, remodeled in the mid 1980's, and boasts amazing water views from nearly every room. In addition, there are 2 living areas and wonderful 1st and 2nd floor waterside screened-in porches. Adjacent is the large gunite pool and the protected pier is located in the cove and offers 3.5'MLW. Preliminary work from Lane Engineering indicates potential development rights, and soil testing in 2019 showed acceptable percs though no further site work has been completed. 80 acres are currently being farmed (and have been for decades) and hunting rights have been given to the same hunters for many years. No formal written leases are in place. The house is currently being rented on a short-term basis for a few weeks this summer so please contact the listing agent for showing dates, more information and also property exclusions. The pier and barns are being sold in as-is condition. A right-of-way is in place for the property located at #4184 Evergreen. This is a very unique and rare opportunity to own an outstanding property on the Eastern Shore!

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

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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$4,995,000

Est. Mortgage: $/month

MLS Number MDTA2000049

  • Single Family
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 10,302
  • Acreage 18

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: 6.29% last updated on Sep 22, 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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26490 Presquile Drive N Easton MD 21601

Easton, MD26490 Presquile Drive N

Price$4,400,000

Est. Mortgage: $/month

MLS Number MDTA2001084

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,000
  • Acreage 4.39

Experience the epitome of Eastern Shore living in this modern treasure sited on 4+ acres. Enjoy serene views of the Wye River, everchanging flower gardens, sunrises, and wildlife. The 4-bedroom, 3-full bath, 2-half bath house was recently renovated in 2018 with a Gourmet Chef's kitchen, library, primary bathroom oasis, and enclosed breezeway, all with the finest fixtures and finishes. Other features of the house include a main level primary suite with wood-burning fireplace and sitting area, family room with wood-burning fireplace, dining area, and main level laundry area. The upstairs houses a loft, 2 bedrooms, a full bath, and spacious storage room. A 3-car garage, 1-bedroom/1-bath guest apartment, deep water dock with boat lift, raised bed garden, riprapped shoreline, irrigation system, boat ramp, crab shack, generator, and inground pool with waterfall and fire pots completes the property.

Listed by Clifford E Meredith of Meredith Fine Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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 Drive Trappe MD 21673

Trappe, MD3526 Hampden Drive

Price$4,375,000

Est. Mortgage: $/month

MLS Number MDTA2002524

  • Single Family
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 6,881
  • Acreage 24.73

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

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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7872 Bozman Neavitt Road Bozman MD 21612

Bozman, MD7872 Bozman Neavitt Road

Price$3,975,000

Est. Mortgage: $/month

MLS Number MDTA2003952

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 6,094
  • Acreage 17.46

"MEETINGHOUSE COVE". Highest quality estate set on unique 17 acre point with both sunrise and sunset waterfront views. Morning coffee, evening drinks. Water views from every room. Large comfortable home with first floor bedroom. Adjacent study has full bath and can serve as second downstairs bedroom. First floor bedroom. Modern kitchen. Pool with extensive hardscape. Manicured grounds. Handsome 2 bedroom , LR, K bath guest/caretaker's house (totally remodeled 2022), tennis court (recently resurfaced), dock, two garages accommodation six cars (2 at main house, detached 4 bay garage). Unshared tree-lined "S" shaped driveway in fine repair. Long (1500+ ft) shoreline with double frontage on Harris Creek and Meeting House Cove, riprapped as needed. COUNTY SEWER is on its way to Bozman--- about a year away, but ask Talbot County Public Works. Ten minutes from the Chesapeake Bay Maritime Museum, and the restaurants, galleries, shops, markets and other amenities of St. Michaels. First time offered.

Listed by Robert G Shannahan of Shoreline Realty

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,051
  • Acreage 8.93

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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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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1785 Ocean Gateway Trappe MD 21673

Trappe, MD1785 Ocean Gateway

Price$3,295,000

Est. Mortgage: $/month

MLS Number MDTA2002386

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,244
  • Acreage 8.73

Prestigious Waterfront Home- Brick Georgian style colonial offers extraordinary, quality construction. Slate and copper roof,Impressive moldings, wood floors, finished basement recreation room, renovated custom top-of-the-line kitchen offers sub zero refrigerator, Wolf cooktop with griddle, 2 ovens, warming drawer, separate icemaker, and beverage refrigerator, wet bar and waterside breakfast room. Large dining room with built-in corner cabinets overlooking Bolingbroke Creek and the Choptank River. Family room/ Den with wood burning fireplace, bay window and built-ins. First-floor owner's suite with new bathroom, marble floors, fireplace and walk-in closet. The second floor has wood floors throughout, four bedrooms and three full baths. There is also a walk up attic for storage. The basement has bamboo floors, wainscoting, a pool table,and the extra finished room could be your exercise area. Expansive water views,deepwater pier with lifts, private beach, inground pool and hot tub. Front and rear flagstone-covered patios with massive columns make this home one of the more notable homes in Talbot County. Lavish outdoor infinity pool with sun shelf, spa and flagstone hardscape. Attached 2 car garage, paved tree-lined circular driveway with plenty of parking. A long peninsula juts into Bolingbroke Creek offers sweeping views across Bolingbroke Creek to the Choptank River. Deepwater pier with 2 lifts and special beach area for lounging or launching your kayaks. Privately gated 8 plus acres and 2500 ft +/- of shoreline. Septic is approved for four bedrooms.There are too many details to list. This is truly a must-see home! Call for more information.

Listed by Barbara C Watkins of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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4733 Sailors Retreat Court Oxford MD 21654

Oxford, MD4733 Sailors Retreat Court

Price$3,295,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2003732

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,563
  • Acreage 4.22

Welcome to 'Sailors Retreat', a traditional 5 bedroom/3.5 bath Eastern Shore home dating back to the 1830's. This stunning elevated property offers broad southern unobstructed views overlooking Island Creek, and provides glorious sunrises and sunsets. The current owners updated the home in 2001 along with completing a major addition on the east side of the property. Added were 2 main level bedrooms plus 1.5 baths, a large waterside family room, 2 car attached garage, mudroom/butler's pantry, laundry room, and large bonus room with storage area above. The older part of the home has been restored and the foyer, living room (with fireplace), and dining room (with fireplace) all boast the beautiful original hardwood floors, doors and hardware. The primary bedroom wing with water views has a separate sitting room which could also be used as an office. Bedrooms #3 and 4 are on the second floor and share a full bath. The kitchen has lovely old beams, a cozy fireplace, and a spacious breakfast area facing south. In addition, there is a waterside gunite pool and screened porch overlooking the private back yard. A new pier was installed in 2019 and offers 2 large slips and 6'MLW. A revetment of the shoreline was also done in 2019. Floor plans can be found in online documents and there is an informal road maintenance agreement between 3 properties using the drive.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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 September 28, 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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