Martha's Vineyard Luxury Homes

Browse all luxury homes for sale on Martha's Vineyard below. Contact us to ask questions or schedule a tour.

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18 Spruce Gate Road Chilmark MA 02535

Chilmark, MA18 Spruce Gate Road

Price$20,500,000

Est. Mortgage: $/month

MLS Number 40560

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 6.2

Occupying a serene & dramatic peninsula far from the public eye, Squibnocket Farm embodies a Martha’s Vineyard lifestyle in a community that emphasizes environmental sensitivity & discreet privacy. Enjoy 500 acres of forever-deeded conservation land & private access to 2+ miles of vast dune-protected sandy beaches. Life on this quiet corner of the island is accurately described as quaint & boundless. Beyond the gates exists an enclave of 11 well designed & rarely available residential estates coveted for their uniqueness & complemented by unparalleled natural beauty. A rare opportunity to purchase a 6.2 acre ridge top home directly abutting 18 acres of conservation land w/ views of Squibnocket Pond & Atlantic Ocean perfectly framing the endless theater of passing Swans, Ospreys, Pheasants & other fauna harmoniously thriving by the community’s low-density approach on Martha's Vineyard only Pesticide-free zone. The home’s recently renovated exteriors feature cedar shakes, mahogany trim, crown moldings, copper gutters & discreetly placed solar panels on the roofs south side providing a near zero approach to external power supply. Enjoy the mahogany deck & screened in porch with fireplace. Feel the warmth of highly crafted cedar woodwork throughout the interiors. Enjoy a large dining room, living room w/ fireplace, chef’s kitchen, stone counters, custom cabinets, walk-in pantry, high end appliances, cathedral ceilings, open living space, beautiful exposed beams, cherry floors & brick fireplace. First level master suite set on the home’s southern end. Mahogany outdoor shower accessible thru the master bath. The North end has 4 additional bedrooms, 2-car garage & 2nd outdoor shower. The Home is fully wired for sound, including smart home features that control central heat & AC. Internet is robustly distributed w/enterprise grade Ubiquiti products, providing low latency & reliable throughput suitable for high quality data or video transmission. Thoughtfully designed gardens highlight ancient stone walls, flower beds, meadows & lawn overlooking water surrounding the estate. Pastures planted by The Allen Farm of Chilmark are home to sheep & lambs + barn w/ lofts, 19 solar panels, electricity, internet & year-round no freeze water supply. Mobile cedar chicken coop houses award winning French Bresse chickens that produce 2 dozen eggs/wk & meat known as the best tasting chicken in the world. This remarkable property has it all & must be seen to fully experience.

Listed by Grace Hagerty Real Estate Inc

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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8 Snail Road Chilmark MA 02535

Chilmark, MA8 Snail Road

Price$17,590,000

Est. Mortgage: $/month

MLS Number 40676

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6
  • Acreage 4

Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate. Nestled in a private and serene location, this magnificent property offers stunning views of the Atlantic Ocean and Chilmark Pond. Chilmark House, designed by Seattle-based architect Rick Sundberg and constructed by master builder Andrew Flake, merges contemporary amenities with Vineyard themes to create a truly unique living experience. Walking up to the front door you will see an enormous boulder that sits just inches away from the home. The massive stone was deposited on the property from a receding glacier long ago. As you enter the home, you will be greeted by tall ceilings, oak flooring, and natural light. From here, your eye will immediately be drawn to the walls of glass and ocean views. The modern kitchen is a chef's dream, featuring cherry cabinets, granite countertops, and appliances from Sub Zero, Miele, Wolf, and Scotsman. The family room off the kitchen boasts a custom fireplace and is ideal for casual gatherings. Adjacent to the kitchen and deck is a wonderful screened porch with high ceilings and ample room for dining and relaxing. The primary suite is a retreat in itself, featuring access to a private study with fireplace, two luxurious baths, deck and heated floors throughout. The second wing of the house includes three large guest bedrooms, two baths and a dressing room. The heated infinity pool is awe inspiring; a centerpiece of the home with elegant terrace and ocean views. Other outdoor features include the large kitchen garden, fruit trees and half-basketball court. A detached 3-bay garage and additional parking rounds out the main house. Set apart from the main house is the two-bedroom cottage, offering guests a private spot of their own. Chilmark House includes private south shore beach rights, accessible by boat from Chilmark Pond. This one-of-a-kind property, where the Obamas have vacationed, is the ultimate in luxury living. For a truly seamless transaction, all furniture, artwork and gym equipment is available for purchase. Please inquire for more details.

Listed by Compass | The O'Hanlon Group

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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44 Forest Road West Tisbury MA 02575

West Tisbury, MA44 Forest Road

Price$14,000,000

Est. Mortgage: $/month

MLS Number 40610

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 4.5
  • Acreage 4.2

Quintessential waterfront compound in Seven Gates Farm on Martha’s Vineyard. With stunning views and idyllic beachfront, this one of a kind property features a main residence and a three-car carriage house with luxurious guest quarters. Both are in immaculate condition, having been designed and built by South Mountain Company, and are ideally set above sloping lawns that lead to Vineyard Sound. The interior living spaces offer rich details, displaying highest level craftsmanship, and elegant design - perfect for seaside relaxation. Views of the Sound and Elizabeth Islands are readily available from nearly every room in both buildings. Just off the main house is an inviting heated, gunite pool - complete with bluestone patio, extensive stone walls and hardscape, and separate hot-tub area. The property is set within one of the most incomparable private areas of the Island. Seven Gates Farm has a rich history, and comprises approximately 1600 acres. In addition to generous private lot sizes, nearly 1000 common acres are held in permanent conservation with The Trustees of Reservations. Many gorgeous open fields, woodlands, ponds and private trails abound. Properties in the farm enjoy access to miles of private beach, two piers and two tennis courts. This is a coveted opportunity to reside within a timeless community, originally a collection of large farms, that has been deeply focused on preservation and stewardship since the late 1800’s when the Head of Geology for Harvard University first developed his vision for Seven Gates Farm as a ‘civil wilderness’ that should be enjoyed, cherished and protected. Note: 2% fee from buyer to Seven Gates Farm at closing is in addition to purchase price and Land Bank fee.

Listed by Compass | MV Team

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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2 Squibnocket Road Chilmark MA 02535

Chilmark, MA2 Squibnocket Road

Price$12,995,000

Est. Mortgage: $/month

MLS Number 40660

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 5.5
  • Acreage 4.5

OCEAN VIEW OASIS IN CHILMARK. This Squibnocket gem is a Hutker Architect-designed family compound on 4.5 acres. With captivating water views in every direction, this home is the perfect launch pad for the ultimate up-Island lifestyle. Grab your surf or paddle board and head down the path to Squibnocket Beach for a morning surf or swim. Pack the cooler with lunch from the Chilmark Store for a day at Lucy Vincent Beach or on the boat. Pick up some local oysters and lobster rolls in Menemsha and then head home to enjoy a perfect summer sunset on the patio overlooking Menemsha Pond and the Elizabeth Islands. The home is pristine and private with many unique features that make it the perfect place from which to enjoy all that up-Island has to offer. The chef's kitchen and dining area are serene, bright, and functional. The main floor living spaces feature unparalleled Chilmark panoramas with views of South Shore beaches, Quitsa and Menemsha Ponds, and the Vineyard Sound. A stately wood-burning stone fireplace centers the living room which overlooks the expansive lap pool and stone patio area with dining space for outdoor enjoyment. The main house has 4 bedrooms and 3 1/2 baths, all with their own unique water views. The primary bedroom, on the main level, has its own fireplace, ensuite bathroom, walk-in closet, and direct access to the outdoor shower. This rare up-Island property also includes a secluded guest house with a well-appointed kitchen, two ensuite bedrooms, and a spacious living area with wood burning fireplace. A one-car garage on the property is a plus for storing all of your Island toys such as surfboards, beach gear, and the Island car. This Chilmark retreat also features deeded access to a dock for small boat pick-up and drop-off on Menemsha Pond, just across the way. Close to the Chilmark General store, Chilmark Tavern, Beetlebung Farm Stand, and the Chilmark Community Center for your convenience. However you like to spend your days, whether at the beach, by the pool, grilling with a crowd, or curled up with a good book in front of the fire, you can do it all at this one-of-a-kind Chilmark property.

Listed by Compass | Point B

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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47 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA47 East Chop Drive

Price$11,000,000

Est. Mortgage: $/month

MLS Number 40789

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.29

East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 6-unit property includes a 106 ft dock with water/electric for 8 slips and a 40’ T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

Listed by MV Luxury Homes

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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52 South Summer Street Edgartown MA 02539

Edgartown, MA52 South Summer Street

Price$9,995,000

Est. Mortgage: $/month

MLS Number 39755

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 7
  • Acreage 0.2979

RENOVATED CAPTAIN'S HOME MERGES HISTORIC AND MODERN ELEMENTS. Steeped with history and beautifully renovated inside and out by Hutker Architects in 2013, this 1860's gem is situated on a large corner lot in the heart of Edgartown Village. Known as the Captain Ellsworth West House, the home's historic connections coupled with its impeccable quality and lush gardens would be sufficient to make this one of the finest homes in the village -- but add to that, its characterful styling and beautifully curated vintage details and this property is really something special. This expansive retreat is comprised of a Main House, with four floors of living spaces -- plus a private covered porch with wood-burning fireplace overlooking the beautifully landscaped grounds, which is the perfect place to relax with a book or enjoy a quiet fireside evening in the summer. The detached two-story Carriage House features a pool cabana with an inside lounge area plus French doors that open out to a private outdoor living area with gunite pool, built-in whirlpool spa and bluestone terrace with additional poolside lounging. This rare property includes over 7,000 square feet of living space and is a perfect in-town compound for discerning buyers who are seeking a spacious and comfortable home for gathering family and friends -- and creating treasured memories for years to come.

Listed by Compass | Point B

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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29 Slough Cove Road Edgartown MA 02539

Edgartown, MA29 Slough Cove Road

Price$9,995,000

Est. Mortgage: $/month

MLS Number 40757

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5
  • Acreage 1.53

LUXURIOUS COUNTRY ESTATE IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details and styling throughout -- with vaulted ceilings in every room of the house -- and custom millwork and paneling, antique rough hewn beams, and more. In addition, the well-designed floor plan features multiple living areas that open out to a central courtyard with bluestone terrace, an outdoor wood-burning fireplace and an 18'x36' gunite swimming pool with built-in whirlpool spa. The property is ideally located near South Beach, with the sounds of the ocean nearby. Furnishings, artwork and accessories are available separately for a turnkey and move-in ready purchase opportunity.

Listed by Compass | Point B

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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1115 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA1115 Main Street

Price$9,950,000

Est. Mortgage: $/month

MLS Number 40330

  • Residential
  • Mls Status Active
  • Bedrooms 11
  • Bathroom 8.5
  • Acreage 0.3145

Built in 1893 and representing one of the classic Grand Dames of the Chop, lies this 4-story, 11-bedroom, 7,000 sq ft residence. The home is permanently situated atop a gentle bank with a magical path through the vegetation to the beach. A sensitive and well thought-out renovation was completed honoring all of the home’s character and charm, while complementing the flow of the house and adding appropriate freshened finishes. The home offers amazing living spaces with tall ceilings, graced with period ceiling beams, a gourmet kitchen, original fireplaces, and large windows everywhere with “of course” the most incredible North Shore sunset views. There are expansive water views from nearly every room in the house as well as a wrap around porch and balcony. The wonderfully manicured grounds offer rolling grass lawns, stone walls, a stone terrace, mature plantings, and gardens. All of this located within close proximity to the West Chop Club, Mink Meadows Golf Course and downtown Vineyard Haven. This is a rare opportunity to acquire a classic, Martha’s Vineyard waterfront home that felt as wonderful in 1920 as it does 100 years later.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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1 Clam Point Cove Road Chilmark MA 02535

Chilmark, MA1 Clam Point Cove Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 40699

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 6
  • Acreage 3

Martha's Vineyard has many fine waterfront properties but only a handful of exceptional ones. The Lee Family Compound is an exceptional 3 acre waterfront property with breathtaking unobstructed pond views from an elevated secure location, 750+ ft of pond frontage, 48 ft dock with separate mooring for easy access to Menemsha Pond and Vineyard Sound and privacy without an abutter in view - all compliment the spacious 5 bedroom 5 bath comfortable well built main house and well sited 2 bedroom 1 bath contemporary guest house. The stunning views are everywhere so 14 of the 16 rooms in both houses enjoy grand pond views. Because of the elevation -- the sunsets, moonrises, and stargazing are some of the most remarkable the island has to offer. The two home compound can house 18 comfortably and is perfect for year-round family events. Come launch your canoe, kayak or paddle board from spring to fall; swim, clam or sail from private sandy beach off the point all summer long; sunbathe on your private dock or 3 decks or on the terraced lawn overhanging the cove; and enjoy seasonal holidays by a roaring fire with extended family and loved ones. This compound is proof that a picture is worth a 1,000 words.(see Video Aerial Tour)

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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2 Field Club Drive Edgartown MA 02539

Edgartown, MA2 Field Club Drive

Price$9,850,000

Est. Mortgage: $/month

MLS Number 40685

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 7
  • Acreage 0.7

Introducing a luxurious Edgartown estate located in the highly sought-after Field Club. Nestled in this prestigious neighborhood of Edgartown, this high-end home boasts an array of rich features that will elevate your living experience to new heights. From the moment you step inside, you'll be struck by the impeccable attention to detail and the lavish finishes throughout. As you enter the home, the open floor plan seamlessly connects the living spaces. The main living room is the epitome of elegance, featuring custom millwork, soaring ceilings, a fireplace, and French doors that lead to the beautifully landscaped backyard and expansive patio with its own fireplace, built-in gas grill and ample sitting and eating areas. The gourmet kitchen is a chef's dream, complete with top-of-the-line appliances, a large center island, walk-in pantry with separate wine and beverage fridges, and a spacious dining room adjacent to the kitchen. The primary suite is a true retreat, with inviting window seats, private porch, and a spa-like en-suite bathroom featuring a Victoria & Albert limestone soaking tub. The additional bedrooms privately placed throughout the home are spacious and bright, each with its own en-suite bathroom. The carriage house style garage has been transformed into a stunning bar area and entertaining space with radiant heated bluestone tile. The bar is crafted to perfection, with a custom 15-foot mahogany bar and hand wrought iron footrest. The textured black granite counter top offers a touch of sophistication, while the undercounter ice maker and mini fridge add convenience. The loft above the garage is perfect for guests, with a bedroom, sitting area and custom bunks and built-in beds, capable of comfortably sleeping 6. The home theater is a true showstopper, offering an immersive cinematic experience that's second to none. With plush seating and top-of-the-line audiovisual equipment, you'll feel like you're right in the middle of the action. The heart of the home is undoubtedly the stunning pool and spa area, complete with a stylish pool cabana. This tranquil oasis is sure to exceed your expectations. Located just a short distance from both South Beach and Downtown Edgartown, this home offers the best of both worlds. The exclusive amenities of the Edgartown Field Club include 3 pools, spa, tennis and pickleball courts, elegant clubhouse, fitness center, and dining options. Experience the ultimate in luxury living on Martha's Vineyard.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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94 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 40627

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 5.6

This waterfront 4 bedroom 2.5 bath quality custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and the primary bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. A large building envelope allows room for expansion should a new owner desire. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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94 Menemsha Inn Road Chilmark MA 02535

Chilmark, MA94 Menemsha Inn Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 40668

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 5.6

Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area. The septic system has been upgraded to allow for six bedrooms.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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Based on information submitted to LINKMV as of June 3, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.