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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.
One of the most popular communities provided by Michael Graf
413
# of Listings
2
Avg # of Bedrooms
$792
Avg. $ / Sq.Ft.
$1,320,352
Med. List Price

Browse Long Boat Key Real Estate Listings

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Over $5M

85 Properties Found. Page 4 of 6.

Rare opportunity for investment or rental opportunity on lot zoned for Duplex. Rebuild the current structure (1,135 Sq Ft 2 br 2 ba each side) or build your best version of a duplex rental property located on Longboat Key on this 9,000 sq ft lot. Convenient North Key Location. The Gulf, Kayak/Sarasota Bay Access, Euphemia Haye Restaurant, Joan Duarte Park are literally at either end of the block on Gulf Bay Road. Public beaches, Anna Maria Island, Sarasota and St Armand’s Circle shopping area are short drive away. Adjacent property next door also available.
#A4633783

LONGBOAT KEY

650 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633783

This Atrium unit in Building Five of Fairway Bay built in 1988 is behind the gates of and walking distance to the Longboat Key Club & Resort Bayside. It is a three/bedroom, two/bathroom turnkey-furnished unit on the second floor but on the third level of the building and has direct Sarasota Bay views from the living area and the primary bedroom suite. It has 2,039 square feet of air-conditioned space and 200 square feet of exterior covered balcony, as well as both the other bedrooms have glass-blocked enclosed smaller balconies. This unit features a brand new 3.5 ton Trane HVAC system and a brand new electrical panel both in April of 2025. All after storm assessments and the upcoming landscape assessment has been and will be paid by the seller. There is a private, locked and gated entry foyer off the second floor walkway. The unit has a foyer entry also and as soon as you step inside, you see the bay. The large Kitchen with newer appliances and newer Corian countertops is across from the foyer. Both open to the large Living Room/Dining Room combination. Guest Bedroom one is to the left of the front door entry and Bedroom two, which is being used as an office/den/study is next to it with bathroom two between both. Both other bedrooms have walk-in closets. To the right of the Living Room/Dining Room area is a hallway with walk-in laundry room with washer/dryer, utility sink, HVAC system and the newer 2023 hot water heater. At the end of this hallway is the primary suite with the primary bathroom, with separate new tile shower stall and a separate newly enclosed tile bathtub and dual sinks. All the sliding glass doors facing the bay have newer manual hurricane shutters. Everything that you see, you get and this unit is in move-in condition right now. No dogs are allowed in Building Five, only cats are allowed. Your 16 x 20 foot parking space under the building on the ground floor #519 is assigned and covered. There is also 4 x 10 extra feet in front of it to the garage wall. There is also a deeded and 5 x 12 assigned storage room across from the parking space. The Atrium has a private pool between building five and building six. The rental restrictions are a one month minimum, once a year. This address is 2110 Harbourside Drive. The community has its own community swimming pool, clubhouse, and newly enlarged and redone fitness center all close by at 2018 Harbourside Drive. There is a deeded beach access across the street with 600 feet on beach on the Gulf of Mexico that can be accessed by walking, biking or driving with plenty of parking, a gazebo, shaded areas, grills (bring your own charcoal), seating, dining, restrooms and showers for your use 24/7. This is an estate sale and ready for you to buy.
#A4636284

LONGBOAT KEY

2110 HARBOURSIDE DRIVE 522

3 Beds

2 Baths

2,239 Sq.Ft.

$773,750

MLS#: A4636284

ASTONISHING SELLER BONUS OFER! Motivated Seller is offering to pay off remaining balance of the $26,490-7/1/2024 special assessment from list price at closing. LOOK NO FURTHER! THIS IS IT! A DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, and curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom condominium, including an additional Queen size Murphy Bed/Guest Closet situated in the Florida room.  Instantly be captivated by the fusion of elegance and natural beauty coupled with an awe-inspiring Sarasota Bay View. The sheer scale of this impeccable remodel defies description. The open-concept floor plan allows for seamless flow between the living, dining, and cooking areas, creating a warm, cozy and welcoming atmosphere. The heart of the home boasts the show-stopping “Entertaining Gourmet Kitchen, Dining for Six and Bar Area” centered around a spacious granite island countertop. The soul of the home is revealed in the sun filled “Water & Nature Viewing” Living Area and Florida Room, with additional formal dining area for 6. For your viewing pleasure, gaze and experience manatees at play, dancing dolphins, or with your birds-eye view enjoy a cacophony of birds as you overlook Sarasota Bay. A Primary Bedroom Sanctuary with fireplace and brilliantly designed “En-Suite” bathroom awaits, featuring an elegant and sleek “custom walk-in-closet". Bask in the serenity of moonlit nights or wake up to breathtaking sunrises over the water, you may never want to leave this amazing home. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled resort-like amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits/barbecues throughout the property. Steps away from the tranquil Gulf of Mexico with one deeded beach access and two public beach accesses directly across the street. For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. Whether you prefer a peaceful kayak ride or a thrilling jet ski adventure, the possibilities are endless. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs, resealing the buildings bayfront exteriors and painting of all the midrises in 2023/2024. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. Florida Gulf to Bay Living at its finest. Contact us today to schedule your private tour and experience the beauty and luxury of this incredible home for yourself! One of the finest listings ever at Windward Bay, experiencing C-205 will "Make your day!" Seller will consider all offers!
#A4649789

LONGBOAT KEY

4800 GULF OF MEXICO DRIVE 205

2 Beds

2 Baths

1,325 Sq.Ft.

$768,000

MLS#: A4649789

This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a small, waterfront, boutique midrise building containing only 9 residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.
#A4657668

LONGBOAT KEY

490 N SHORE ROAD 6

2 Beds

2 Baths

2,367 Sq.Ft.

$750,000

MLS#: A4657668

One of a kind, never rented, ready for a new owner to put their touches on this opportunity! Unit has endless views. Come look, Being able to rent this unit, by the month, twelve times a year, that offers our beautiful GULF BEACH within seconds of the front door is incredible! Our third floor views are breathtaking, yet fully protected from the elements. Our Building is quiet, but close to BEACHPLACE amenities! Owners are motivated to sell and we can give you a complete tour when you visit. Also new HURRICANE Windows recently added. BONUS TWO PARKING SPACES, ONE IN GARAGE,ONE OUTSIDE! BEST VALUE IN BEACHPLACE BY FAR> GO COMPARE!
#A4624142

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 302

2 Beds

2 Baths

1,392 Sq.Ft.

$749,000

MLS#: A4624142

Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enclave of Bay Isles. Located on the third living level of the four level over parking building 6, you will enjoy panoramic views of Sarasota Bay as you gaze out from your almost 400 foot wrap around terrace. This particular condo has been tastefully updated with new HVAC with Wi-Fi thermostat in 2024; new refrigerator, washer & dryer, Hunter Douglas battery operated remote-controlled window treatments, lighting & plumbing fixtures & freshly painted all in 2023. Nothing more to do but to move in and enjoy everything Grand Bay, Longboat Key and Sarasota have to offer! Your amenities include two large resort style heated swimming pools and spas, tennis courts, state of the art fitness center and expansive clubhouse with social activities as well as access to the private white sandy well maintained beach at the Bay Isles Beach Club on the Gulf of Mexico. You will also have access to beautiful peaceful walking trails winding along the bay front, marina and golf courses. A short drive will lead you to choice eateries along Gulf of Mexico Drive or over the bridge to St Armands Circle and downtown Sarasota.
#A4627468

LONGBOAT KEY

3070 GRAND BAY BOULEVARD 632

2 Beds

2 Baths

1,655 Sq.Ft.

$749,000

MLS#: A4627468

Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome to this beautifully updated 2-bedroom, 2-bath condo in the prestigious Islander Club, one of Longboat Key’s most desirable beachfront communities. Located on the 6th floor, this spacious residence spans over 40 feet along the south/southeast side, offering breathtaking Gulf views from the primary suite and the perfect setting for relaxed coastal living. Inside, you'll find new luxury engineered wood flooring throughout, fresh coastal-inspired paint, and updated lighting that complements the open floor plan. The bright and airy living space flows effortlessly from the kitchen to the main living area, while large impact windows in the primary bedroom bring in stunning natural light and uninterrupted Gulf views. The primary suite also features an ensuite bath, and there is a full-size washer and dryer in-unit along with extra storage off the living room for added convenience. The Islander Club offers an array of resort-style amenities including over 400 feet of private beach frontage, two fishing jetties, two Har-Tru tennis courts, a newly renovated community room with a full-size kitchen, billiards, table tennis, a library, fitness center, saunas, and on-site management and maintenance. A beautiful beachfront heated swimming pool and spa add to the luxury experience. Located just a short bike ride or drive to the Longboat Key Club, you’ll have easy access to exceptional dining, golf, tennis, and pickleball. The world-renowned shops and restaurants of St. Armands Circle are less than four miles away and easily reached by bike or car. Don’t miss the opportunity to enjoy the best of turnkey beachfront living and experience the ultimate in daily relaxation here on Longboat Key—just bring your flip flops and move right in.
#A4655868

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 64S

2 Beds

2 Baths

1,485 Sq.Ft.

$744,000

MLS#: A4655868

Experience direct Gulf-front living in this turnkey-furnished, first-floor walkout residence at The Westchester on Longboat Key. Enjoy turquoise water views from nearly every room, with miles of pristine beach just outside your door. This two-bedroom, two-bath condominium is tastefully decorated in a coastal style and features a spacious split floor plan designed for comfort and privacy, along with seamless indoor-outdoor access to the pool and beach. The living and dining areas include a built-in entertainment center and serving buffet. The kitchen is appointed with stainless steel appliances, generous counter space, and abundant storage. Both bedrooms offer en suite baths and generous walk-in closets, with additional storage in dual closet spaces. The primary suite includes a private screened lanai overlooking the Gulf, and there is an in-unit washer and dryer for added convenience. A larger screened lanai off the great room frames panoramic Gulf views and opens directly to the community pool and pristine shoreline. This well-designed and fully furnished unit includes assigned covered parking and invites you to enjoy effortless coastal living. Community amenities include lighted tennis and pickleball courts, a basketball court, two heated pools, shuffleboard, outdoor grills and cabanas, kayak and bicycle storage, and generous private storage lockers for beach gear. A newly renovated clubhouse is coming soon, featuring a full kitchen, lending library, and fitness area. Rentals are permitted, offering flexibility for seasonal or year-round use. The Westchester’s mid-key location offers convenient proximity to Bayfront Park with its dog parks, as well as to nearby Publix supermarket, pharmacy, banking, and fitness facilities. Residents are also within minutes of the Centre Shops, Whitney Plaza Shops, and popular north-end waterfront dining, including bayside favorites like Shore Restaurant and Mar Vista. Longboat Key offers a private golf course, full-service marina, waterfront parks, and a variety of dining options. Nearby destinations include St. Armands Circle and downtown Sarasota.
#A4658276

LONGBOAT KEY

4805 GULF OF MEXICO DRIVE 105

2 Beds

2 Baths

1,604 Sq.Ft.

$725,000

MLS#: A4658276

Imagine the serene sands of the Gulf, just steps away, offering the ideal blend of luxury and opportunity with rental income while you're away. An on-site rental office ensures seamless bookings for your beautifully renovated condominium with new A/C at Casa Del Mar. You and your guests will relish the gulf-front pool, tennis courts with pickleball, grilling area and picnic tables, all while basking in the soothing embrace of the gulf waters as the simple, fulfilling life awaits. For those who wish to travel light, the unit is turnkey furnished, fully equipped, and ready to provide your ideal beach getaway. Upgrades include new kitchen and baths, quartz countertops and tile throughout, and stainless-steel appliances. The unit comes with a washer and dryer. just a short drive to local restaurants, Anna Maria Island, local parks, grocery shopping, CVS, places of worship, banks, world-renowned St, Armands Circle, top-rated Sarasota and all it offers.
#A4632978

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 16B

2 Beds

2 Baths

900 Sq.Ft.

$720,000

MLS#: A4632978

Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at each pier also features a 10,000 lb lift (elevator type) and is the perfect place to house your boat with quick access to Sarasota Bay and waterways beyond! The lot offers lovely mature trees and plenty of room for a pool. No HOA or CDD. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the buyer). Topsider Homes is a luxury builder that offers a design center for picking finishes and is experienced in building in hurricane prone areas. Prefer a renovation project? The existing Old Florida-style 2-bedroom, 1.5-bath ranch home with classic terrazzo floors offers tons of charm and potential. With a bit of vision, it could become a cozy primary residence or an income-producing rental.
#A4661485

LONGBOAT KEY

755 SAINT JUDES DRIVE N

2 Beds

1 Baths

1,582 Sq.Ft.

$700,000

MLS#: A4661485

Build your dream home on this exceptional vacant lot located in the heart of Longboat Key. Nestled midway on the island, this rare offering includes deeded beach access just a short stroll away, allowing you to enjoy the pristine Gulf shores at your leisure. Perfectly positioned for both privacy and convenience, the property is just moments from the upscale shopping and dining of St. Armands Circle, and the charming waterfront Village of Longboat Key to the north. Enjoy walking distance to grocery stores, boutique shoppes, and local dining, making everyday living effortless. Golf enthusiasts will love quick access to the Harbourside Golf Course at the Longboat Key Club, offering resort-style recreation right next door. With its ideal elevation and location, a future home on this lot could enjoy partial Gulf views, capturing the essence of coastal Florida living. An adjacent lot is also available, presenting a unique opportunity to create a private estate with nearly 300 feet of combined lot frontage—a truly rare find on the island. Endless possibilities await on this coveted stretch of Longboat Key.
#A4646749

LONGBOAT KEY

2929 PYRULA DRIVE

None Beds

None Baths

0.14 acres

$700,000

MLS#: A4646749

Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at each pier also features a 10,000 lb lift (elevator type) and is the perfect place to house your boat with quick access to Sarasota Bay and waterways beyond! The lot offers lovely mature trees and plenty of room for a pool. No HOA or CDD. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the buyer). Topsider Homes is a luxury builder that offers a design center for picking finishes and is experienced in building in hurricane prone areas. Prefer a renovation project? The existing Old Florida-style 2-bedroom, 1.5-bath ranch home with classic terrazzo floors offers tons of charm and potential. With a bit of vision, it could become a cozy primary residence or an income-producing rental.
#A4661483

LONGBOAT KEY

755 SAINT JUDES DRIVE N

None Beds

None Baths

0.25 acres

$700,000

MLS#: A4661483

Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining outdoor lanai. Almost everything is new & improved in this open concept, sunny & bright home from updated electrical to new impact resistant hurricane proof sliders & windows throughout. You’ll really enjoy the large new window in the kitchen with great views of the pool so you can keep an eye on family & grandchildren. The totally redesigned kitchen features all new custom raised panel cabinetry with soft close drawers, light gray with graining Quartz center island & kitchen counters, Frigidaire Gallery induction cooktop, white subway tile back splash & built in Whirlpool microwave & oven. Newly installed Luxury Vinyl Plank flooring is 9” wide plank in a light oak color. Other improvements include a wine refrigerator, a n HVAC system installed in 2023 plus a new roof on this building in 2024 & exterior painted in 2024. The Sellers have invested close to $100,000 to accomplish this stunning remodel. The open floor plan features a large Great Room which includes the dining area & the living room with several couches plus a double bed size Murphy bed attractively hidden between two built in bookshelves & cabinetry for extra sleeping accommodation. The generous sized Primary Bedroom with En Suite bath has serene waterfront Bay views with sliders opening to the screened in balcony. The En Suite features dual sinks, a custom walk-in tub/shower combo & a Toto toilet. The second guest bedroom is bright & comfortable with an adjoining bath with a shower. Bonus feature of the in unit laundry room is a full size LG high efficiency washer & dryer. There is abundant storage room in this unit especially in the number of new kitchen cupboards, storage areas & closets. Assigned storage lockers are also available in the mail room. Pelican Harbour & Beach Club condominium complex offers one of the best Amenity packages on Longboat Key including 200 feet of private deeded beach with new lounge chairs, resort style heated pool, adjoining clubhouse, marina for boats up to 28 feet with Sarasota Bay frontage of 800 feet, kayak storage & launch area and is large dog/pet friendly complex plus has tennis & pickleball courts which have recently been renovated & painted. On site maintenance staff plus a professional management company, funded reserves and has successfully passed its milestone inspection for the beach side midrise condo building plus has installed brand new roofs & hurricane rated carports. None of the units in this building sustained any damage from hurricanes Helene or Milton or had any water intrusion. Pelican Harbour’s perfect location at Mid Key Longboat is close to all the best restaurants & shops on Longboat Key and Bay Front Park which offers walk in pickleball games, tennis courts, dog park areas plus an exercise/fitness classes building.
#A4643486

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Q2

2 Beds

2 Baths

1,248 Sq.Ft.

$699,900

MLS#: A4643486

Million Dollar View!!! This one won't last. Don't miss the incredible bay view from this 2 bed/2 bath, recently redesigned condo. Brand new bathrooms and kitchen with all new appliances, backsplash, countertops and lighting. Spacious floorplan featuring a great room, and open dining and kitchen spaces. Plenty of storage. In-unit laundry. Fantastic patio space to enjoy quiet evenings and enjoy the bay view. Pelican Harbour is a pet-friendly community with a heated, resort-style pool and so many other amenities. Walk across the street to a private, deeded Gulf of Mexico beach access to 10 miles of gorgeous sandy beach and endless sunsets. Bring your own boat. Private docks located on the property available on a first-come basis with additional fee. Your new condo is located near the middle of Longboat Key next to Bayfront Park with basketball, tennis, pickleball courts and the newly installed artificial turf dog parks separated for small and large dogs. Minutes to grocery, pharmacy and banking. This 2nd floor condo had no hurricane damage. From your condo, head south to the legendary St Armands Circle for upscale shopping and top-rated dining, or head north to Bradenton Beach's famous Bridge Street with all the fun, shopping, and food you could want. All directions point to FUN IN THE SUN. This is truly Gulf-to-Bay living!
#A4629857

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Y2

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4629857

Fabulous Gulf-front views from this third-floor beachfront residence in The Westchester. Enjoy morning strolls on the beach, sunsets from your lanai, and island living in this spacious two-bedroom, two-bath plan. With panoramic views of the beach and the Gulf, you'll find nearly 1,400 square feet of thoughtfully designed living space featuring a Gulf-front lanai, generous living spaces, large kitchen, and a split-bedroom plan with both bedroom suites boasting en-suite baths, walk-in closets, and privacy for you and your guests. The Gulf-front primary suite also includes a private screened balcony. You'll also be pleased to find the safety and security of new electric hurricane shutters, a newer AC system, assigned covered parking, and a separate storage unit. Set in a mid-key beachfront location, The Westchester offers residents private beach access, two Gulf-front pools, tennis courts, pickleball courts, kayak storage, and a clubhouse with fitness center coming soon. The Westchester is also conveniently located to Longboat's shops, restaurants, grocery, pharmacy, golf, Durante Park, Longboat Key Town Center with its new outdoor performance stage, and so much more. You'll also find St Armand's Circle, Lido Key, and Downtown Sarasota are all close by. With its professional on-site management, friendly community, and ideal mid-key beachfront location — make Westchester your new Longboat Key home.
#A4661257

LONGBOAT KEY

4825 GULF OF MEXICO DRIVE 304

2 Beds

2 Baths

1,604 Sq.Ft.

$695,000

MLS#: A4661257

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Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
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Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
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Selling Your Home for More $$

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