Vineyard Haven Real Estate

Vineyard Haven, a community in Tisbury, is the main port of entry to Martha's Vineyard. The town is home to one of the most beautiful harbors on the island. Types of homes in Vineyard Haven include townhouse style condos, vineyard style homes, cottages, contemporary homes, Cape Cod style homes, and vacation homes.

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11 Macs Lane Vineyard Haven MA 02568

Vineyard Haven, MA11 Macs Lane

Price$4,945,000

Est. Mortgage: $/month

MLS Number 41504

  • MultiFamily
  • Mls Status Active
  • Bedrooms 15
  • Bathroom 12.5
  • Acreage 0.84

A unique opportunity to own a one of a kind property with capacity for twenty people complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fourteen bedrooms and twelve full baths and one half bath, in the main building, there is a private owners apartment on the first level. The potential opportunity to subdivide this parcel only adds value to this well-rounded offering. The property is being offered turn key with the opportunity to own a very profitable business. This offering is for both the current business and the real estate. Just a short distance to downtown Vineyard Haven, the harbor and the ferry, look no further for your future investment!

Listed by Wallace & Co. Sotheby's

$
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%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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71 Stoney Hill Road Vineyard Haven MA 02568

Vineyard Haven, MA71 Stoney Hill Road

Price$4,800,000

Est. Mortgage: $/month

MLS Number 41384

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4
  • Acreage 7.17

A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow from one room to the next, perfect for entertaining or simply enjoying daily living. The great room features a beautiful custom Johnny Hoy stone fireplace, cypress ceiling, white ash flooring, and custom cabinetry. High end chef's kitchen with breakfast bar opens into the dining area. Home has state of the art technology, solar panels, and an elevator. From the screened porch, with a second custom fireplace by Johnny Hoy, to the expansive finished basement with media room, this home invites you to enjoy many amazing spaces. Main floor offers the open living concept as well as a separate den, two offices, and two bedrooms, including the primary bedroom suite with office and bathroom. Single story living as well as handicapped accessibility and generational living is possible with this floor plan. In addition to the media and rec room, the lower level has ground floor living space as well as two additional bedrooms, one full baths and a 1/2 bath in the theater room. The beautiful, professionally landscaped yard leads you to a two story post and beam 48x52 barn. Every detail of this home has been carefully designed to exceed your expectations. Impeccable craftsmanship elevate this home to a level of luxury that is unmatched. Don't miss out on the opportunity to make this dream home your home.

Listed by Island Real Estate

$
$
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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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14 East Sound Lane Vineyard Haven MA 02568

Vineyard Haven, MA14 East Sound Lane

Price$4,750,000

Est. Mortgage: $/month

MLS Number 39980

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 4
  • Acreage 4.12

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road. The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails. Buy your fresh eggs and produce right at the Farm! The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking. All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light. The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths. The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath. The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom. All three structures are wrapped in the most gorgeous gardens. Full basement, drive-under garage and a generator. Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property. JUNE 2023 UPDATE: Installation of A/C just completed; home refreshed and redecorated; all new storm/screen doors; all exterior trim newly painted and whole property power washed.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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49 William Street Vineyard Haven MA 02568

Vineyard Haven, MA49 William Street

Price$3,250,000

Est. Mortgage: $/month

MLS Number 41839

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.38

Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence and barn-style guest house seamlessly merges historical charm with modern luxury. Step into this meticulously updated 4-bedroom home and you will find a gourmet kitchen with top-of-the-line appliances and custom butcher block island. Attached to the kitchen is a welcoming dining room and wet-bar and a screened porch with garden views. The multiple spacious living areas are flooded with natural light and fireplaces perfect for both entertaining and everyday living. The second floor features 3 beautifully appointed bedrooms with 3 updated tile baths. Additionally, a serene sitting room awaits, complete with built-in bookshelves, creating the perfect place for relaxation or study. Venture to the third level and discover a hidden retreat—a charming bedroom offering privacy distant water views. Outside, there is an expansive yard, a rare find in-town, offering ample space for outdoor gatherings and gardening. The detached 2-story 1-bedroom barn-style guest house beckons, a charming retreat with its own private back deck. From the elegant facade to the meticulously landscaped grounds, every aspect of this property reflects a rich history and a timeless appeal. The perfect in-town location with easy access to Downtown Vineyard Haven restaurants, shops, beaches and ferry.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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36 Burtsway Vineyard Haven MA 02568

Vineyard Haven, MA36 Burtsway

Price$3,149,000

Est. Mortgage: $/month

MLS Number 41821

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 6
  • Acreage 1.7216

WATERFRONT - Inviting property, just a half mile from town and ferry, is comprised of 2 contiguous parcels plus a 6000 square foot waterfront lot totaling 1.72 acres of land with stunning views down the Lagoon toward the drawbridge and Vineyard Sound beyond. The spacious, 3,640 square foot home was sited and designed to take advantage of those views. The home has multiple gathering spaces on all three floors including an additional 700 square feet in the finished lower level that is not included in the square footage of the home. A comfortable patio with pergola at the front provides outdoor seating with an unobstructed view of the water where you can moor your boat. The large deck at the rear, with a hot tub and a stonewalled garden area with lighted koi pond, completes the experience. In addition to the lot with the home, included is the access road to the property itself (Burts Way), and a small waterfront parcel on the Lagoon, which gives the buyer priority access to a mooring in the Lagoon. The property has a substantial rental history. This area, upper Lagoon Pond Road to Hines Point and Weaver Lane, has seen significant upgrades and investment in recent years and that is ongoing at this time.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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89 Main Street Vineyard Haven MA 02568

Vineyard Haven, MA89 Main Street

Price$2,850,000

Est. Mortgage: $/month

MLS Number 41926

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5
  • Acreage 0.07

Gorgeous waterview home tucked into a corner of Vineyard Haven village. This property is a landmark thanks to its distinctive red door and the stunning flowerbeds visible to passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional and modern design within a completely renovated home (most recently in 2008-2010 and then in 2019). Consider the fact that the house has four large bedrooms all with modern ensuite bathrooms PLUS an office PLUS a separate den PLUS an extra full bathroom. The primary bedroom with its private deck occupies the entire third level of the home and enjoys spectacular 120-degree harbor views of the multitude of wooden sailboats on their moorings and the ferries coming and going. This is a home for entertaining friends and family thanks to its open floor plan that opens onto a large deck. The home is located at the far end of Main Street in what is a bustling part of the village, and yet when one steps inside, the hubbub disappears as the door closes behind you. The cobbled driveway fits two cars and there is also a grassy driveway that leads to a detached two-car garage. The garage is currently configured to accommodate one car in the off-season. The other half of the garage is an art studio that could be used as is or repurposed as an office or gym. Tucked between the house and garage is a peaceful area with bluestone pavers that lead to an outdoor shower - the perfect place to rinse off after a day at the beach or out kayaking or paddle-boarding.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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142 Lake Street Vineyard Haven MA 02568

Vineyard Haven, MA142 Lake Street

Price$2,075,000

Est. Mortgage: $/month

MLS Number 41797

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3.5
  • Acreage 0.3593

Modern Contemporary designed by noted Vineyard architect, Bruce MacNelly. The furnishings complete the design. You can move in and unpack, offered Turnkey (excluding artwork). The well-designed layout provides plenty of room for family and friends to gather while having ample private spaces to relax or work from home. The first floor is bright with open Living, Dining, Kitchen. Large doors open out to the deck with seating and dining area overlooking the lovely landscaped garden. A half bath is off of the entry. The 2nd floor has a lovely primary bedroom with ensuite bath and views of the back garden; and at the opposite end are 2 guest bedrooms which share a full bathroom off the hall. The washer/dryer is also on the 2nd floor. The lower level has a Living/TV room and a large, above-grade bedroom with an ensuite bath. Sliders walk out to a stone terrace and a path that winds up to the backyard. The fire pit is the perfect spot to gather in the evenings and enjoy cocktails or roast marshmallows. It's an easy walk into downtown Vineyard Haven or head down to the town boat landing on Lake Tashmoo or the tennis courts at the end of the street. The property is in the Tashmoo Watershed District. The owner is currently working with the septic engineer on a denitrification upgrade to the current Title V system which passed inspection in 2023.

Listed by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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36 Ferroway Vineyard Haven MA 02568

Vineyard Haven, MA36 Ferroway

Price$1,995,000

Est. Mortgage: $/month

MLS Number 41255

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3.5
  • Acreage 0.3494

Discover the pinnacle of luxury living in Vineyard Haven with this exceptional 5-bedroom, 3.5 bath home, now enhanced by a brand-new farmer's porch. Only 3 years old, this residence seamlessly marries modern sophistication with timeless charm, providing an idyllic retreat for families seeking the finest in comfort and style. From the moment you step inside, you'll be captivated by the expansive eat-in kitchen, boasting a gas stove, double ovens and a free-standing refrigerator as well as a free-standing freezer that cater to your storage needs while showcasing premium cabinetry and countertops. This culinary haven effortlessly flows into the dining area, perfect for daily life and entertaining. For easy clean up, enjoy the central vac system and 2 large pantries in the kitchen. The main floor bedroom, walk-in closet and main bath are an enchanting retreat away from the second-floor bedrooms which provide comfort and seclusion for family members and guests alike. Endless possibilities with the finished attic space which offers versatility to suit your family's evolving needs. Whether you desire a play area for youngsters or a productive home office, this space can be tailored to your preferences. Outdoor living reaches new heights with the addition of a freshly constructed farmer's porch. This charming space provides an inviting entryway and a welcoming spot to enjoy the surroundings. Thoughtfully designed outdoor lighting casts a warm glow over the outdoor spaces, setting the stage for enchanting evenings. The irrigation system ensures that the lawn and gardens remain vibrant and lush year-round. Set in the sought-after Vineyard Haven locale, convenience and elegance converge seamlessly. Local amenities, schools, parks and the delightful downtown area are all within easy reach. Whether you 're spending a leisurely day at the beach or exploring nearby boutiques, this location offers an array of options.

Listed by Compass LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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30 Hillside Path Vineyard Haven MA 02568

Vineyard Haven, MA30 Hillside Path

Price$1,945,000

Est. Mortgage: $/month

MLS Number 41131

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.2031

Vineyard Haven near the Lagoon This wonderful retreat from the world abuts the Brightwood Park/Sheriffs Meadows and will be “forever wild”. Natural landscaping with stone walls, pathways and steps lead to the home’s entrance. The main level of this Island Home features an inviting open floor plan with wood planked cathedral ceilings, gleaming hardwood floors and two sets of double sliding doors that bring you out to an expansive deck with stainless cable rails to allow unobstructed views of the treed backdrop. The open kitchen has a Subzero fridge, Bosch cooktop, double drawer dishwashers, pantry and an island for entertaining. A separate office on the otherwise open plan of the main level allows for privacy. The primary suite on the 2nd level has a new luxurious bath complete with soaking tub, walk in tile shower and a second spacious bedroom and an additional new full bath complete the second level. On the lower level you will find a spacious walkout apartment suite with private entrance, full kitchen and living room, bedroom, new tiled bath & laundry for rental income or guest quarters. Well located close to the bike path and convenient to the Village and Harbor.

Listed by Upper Cape & Vineyard Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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93 Hvoslefway Vineyard Haven MA 02568

Vineyard Haven, MA93 Hvoslefway

Price$1,850,000

Est. Mortgage: $/month

MLS Number 41791

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2.5
  • Acreage 1.65

Nestled in a coveted private enclave on Martha's Vineyard, this charming 4 bedroom, 2.5 bath Cape-style home offers an idyllic retreat on 1.65 acres. Experience exclusivity with deeded access to a serene private beach on Lake Tashmoo, a mere five-minute stroll away. Designed with an open layout, the home features a spacious kitchen with a center island and newly installed quartz countertops, seamlessly flowing into the living and dining areas. Glass sliders open onto a generous deck, providing a tranquil backdrop of natural beauty. The property's landscaping, masterfully crafted by the owner, a professional landscape designer, enhances the home's privacy and aesthetic appeal, creating a sanctuary-like setting. The first-floor primary suite offers convenience and comfort, complemented by a practical mudroom with laundry and a half bath. Upstairs, three additional bedrooms and a full bath accommodate family and guests, including a notably spacious room for versatility. Additional highlights include a full walkout basement with high ceilings, efficient propane heating and cooling for year-round comfort, and captivating sunsets from the welcoming front porch. The property also boasts an enclosed outdoor shower, perfect after a day at the beach or boating from the nearby town landing. Residents can enjoy public tennis courts and walking trails in close proximity, adding to the property's recreational appeal. The 6 Bedroom septic system allows for future expansion. This home is not just a residence but a retreat, offering a blend of privacy, comfort, and exclusive amenities in a serene and picturesque setting.

Listed by Compass | The O'Hanlon Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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191 Spring Hill Road Vineyard Haven MA 02568

Vineyard Haven, MA191 Spring Hill Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 41876

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.3802

THIS IMMACULATELY MAINTAINED AND UPGRADED HOME WITH GUEST COTTAGE AND NEW SEPTIC IS A RARE FIND! Situated on a quiet cul-de-sac and located only minutes from downtown Vineyard Haven, with its unique shops, restaurants, entertainment, markets, beaches, and more…. this five-bedroom home is MOVE-IN-READY! The owner has added many upgrades and renovations, including a charming studio guest cottage and finished walk-out basement. Among the many newer renovations and replacements are: New Nitrogen mitigating Septic System, new Andersen windows, exterior doors and skylights; Irrigation system; Mini splits/Heat and AC installed throughout (in addition to the existing baseboard hot water heat); Hot water heater; All light fixtures replaced; All decks replaced with IPE lumber;… and more! The beautifully landscaped back yard, accented with statuesque Leyland Cypress trees, sprinkled with a variety of other tastefully placed shrubs and trees, creates a perfect island getaway in your own back yard. Other features include solar panels, outdoor shower and hot tub! Entering the front door, you’re greeted with a bright living and dining room area, kitchen with beautiful wood dining counter and beyond the kitchen, is the first-floor bedroom with a full bath across the hall with laundry room and new Samsung washer and dryer. Moving back to the dining area –the double glass patio door opens to an immaculate and spacious 27 x 18 stone patio which flows into the spacious greenery. Beyond the patio, to the left, is the sweet guest cottage studio with kitchen and mini-split. The “everyday” side entrance opens to a mudroom with convenient built-ins and coat hooks for easy storage. Going up - the second floor boasts two spacious bedrooms and hall bath with skylight. Both bedrooms feature custom built-ins as well as roomy closets with extra storage, cathedral ceilings and skylights for star gazing enthusiasts. The finished walk-out basement, including a sizeable fourth bedroom, full bath, generous family room (with upgraded large well window) and additional laundry area with more storage, completes this Vineyard GEM. A MUST SEE!!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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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176 Sandpiper Lane Vineyard Haven MA 02568

Vineyard Haven, MA176 Sandpiper Lane

Price$1,750,000

Est. Mortgage: $/month

MLS Number 41955

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 1.86

TASHMOO WOOD CONDOMINIUM - NEWLY RENOVATED. A Rare Find! Undoubtedly the most comprehensive update of a Tashmoo Condo that has come to market in recent years. This striking tri-level condo in WEST CHOP is move in ready! Architecturally Dramatic, Exceptionally Bright, Surprisingly Spacious, three floors including a Finished Basement. Double height living room with wood burning fireplace, hardwood floors and access to 39' wide deck overlooking treed common land. Dining room, with built-in shelves on either side of a lovely window seat, leads to new Kitchen. White cabinets, beautiful Quartz counters with tiled backsplash, Custom Island with Quartz counter & Stainless Steel appliances. Cosy den off kitchen with second door to the huge deck. Powder room with new vanity. Hardwood floors throughout. Main staircase has been refinished with new wood treads and risers. 2ND FLOOR: PRIMARY BEDROOM SUITE: New Hardwood floors, Vaulted ceilings, bank of windows facing treed common land. ENSUITE with custom tiled floor, new Soaking Tub, new Double Vanity with marble counters & separate custom tiled shower with frameless glass. BEDROOM SUITE #2: Also vaulted ceilings, private bathroom, custom tiled shower with frameless glass, custom tiled floor. New paintwork throughout. LOWER LEVEL: THIRD BEDROOM w/egress window and walk in closet. Second room in addition to third bedroom which can be used as an office and also has an egress window. New Lifeproof vinyl flooring and paintwork throughout. Full bathroom with tub-shower and tiled floors. Linen closets. Separate Basement storage - with walk out. One car garage with storage area. Association Heated Swimming Pool, Two Tennis courts, Basketball, Association Dock, Private, Beautiful Association Beach Vineyard Sound, all set on more than 100 acres of Association land. Close to Mink Meadows Golf, Vineyard Haven Yacht Club, minutes to downtown VH, shopping, restaurants and the Ferry! A must see. Easy to show. (Buyer can select cabinet handles).

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* 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 April 22, 2024 . 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.