Key West

1910 OREGON TRAIL

ENGLEWOOD , FL 34224

MLS#: A4594156

$2,199,000

Status: Active

Listing number: A4594156

Listing provided by: PREMIER SOTHEBYS INTL REALTY

Listing agent phone: None

Last update: 2 months ago

On site: 1 year, 6 months ago

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Property

Beds

Full Baths

1/2 Baths

Year Built

2001

Sq.Footage

3,050

Surrender to the allure of magical sunsets from all levels of this gorgeous tropical escape. You will feel like you are on vacation every day of the year in this spectacular bayfront estate located on the most desirable point lot with over 2.77 acres of land and water to satisfy all aspects of daily life and entertaining. The home was significantly renovated in 2020 to the highest standards, with all PGT impact windows and doors to give peace of mind, full smart home system, three stop elevator to access all floors along with mindful updates. Upon entering the home on the main level into the two-story foyer, you are immediately captivated by dramatic 180 degree views of Lemon Bay from every room in the home. The kitchen is a chef’s dream with a large quartzite island, beverage cooler, gas range with pot filler above and an abundance of cabinets to house a multitude of dinnerware for all occasions. This home is perfect for those desiring privacy for all of their guests with four bedrooms, all ensuite and each with incredible views, three full bathrooms, one half bath and an oversized open space on the lower level, previously used as an exercise space and pool cabana. To add to the already rich amenities of this home, the lanai adjacent to the saltwater pool and spa is the perfect resting spot after a long day on the water or to dine al fresco taking in the drastic waterscapes. With no bridges to the gulf via Stump Pass just a short distance away, this home is a BOATER’S DREAM. Multiple exterior decks and spiral staircase add drama and functionality for access to the multiple levels of this home. A new paver driveway was just installed to enhance the already impressive elevation of this home. So many upgrades, too many to mention here. Schedule your private showing today to discover all this home has to offer. Hurricane damage sustained to pool, cage, elevator and first level of home including the dock. Home being sold As-Is. Upper two levels had no apparent damage. Buyer to verify. New price creates incredible opportunity for this gorgeous waterfront home.

Features & Amenities

Interior

Other Interior Features

Elevator, Eat-in Kitchen, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
Total Bedrooms

4
Bathrooms

3
1/2 Bathrooms

1
Cooling YN

YES
Cooling

N/A
Fireplace YN

NO
Heating YN

YES

Exterior

Garage

Yes
Garage spaces

2
Construction Materials

Block, Frame
Other Exterior Features

Balcony, Rain Gutters
Parking

Circular Driveway, Driveway, Oversized, Tandem, Attached
Patio and Porch Features

Covered, Deck, Patio, Screened, Side Porch
Pool

Yes
Pool Features

Gunite, In Ground, Screen Enclosure, Private
Waterfront YN

YES
View

Water

Area & Lot

Lot Features

Cul-De-Sac, Irregular Lot, Landscaped, Paved, Waterfront
Lot Size(acres)

2.77
Property Type

Residential
Property Sub Type

Single Family Residence
Architectural Style

Key West

Price

Sales Price

$2,199,000
Tax Amount

23284.0
Sq. Footage

3, 050
Price/SqFt

$720

HOA

Association

NO

School District

Elementary School

Vineland Elementary
Middle School

L.A. Ainger Middle
High School

Lemon Bay High

Property Features

Foundation Details

Slab

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Showing scheduled successfully.

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Location

County

Charlotte

Elementary School

Vineland Elementary

Middle School

L.A. Ainger Middle

High School

Lemon Bay High

Listing Courtesy of Denise Mattmuller , PREMIER SOTHEBYS INTL REALTY

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com

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Surrender to the allure of magical sunsets from all levels of this gorgeous tropical escape. You will feel like you are on vacation every day of the year in this spectacular bayfront estate located on the most desirable point lot with over 2.77 acres of land and water to satisfy all aspects of daily life and entertaining. The home was significantly renovated in 2020 to the highest standards, with all PGT impact windows and doors to give peace of mind, full smart home system, three stop elevator to access all floors along with mindful updates. Upon entering the home on the main level into the two-story foyer, you are immediately captivated by dramatic 180 degree views of Lemon Bay from every room in the home. The kitchen is a chef’s dream with a large quartzite island, beverage cooler, gas range with pot filler above and an abundance of cabinets to house a multitude of dinnerware for all occasions. This home is perfect for those desiring privacy for all of their guests with four bedrooms, all ensuite and each with incredible views, three full bathrooms, one half bath and an oversized open space on the lower level, previously used as an exercise space and pool cabana. To add to the already rich amenities of this home, the lanai adjacent to the saltwater pool and spa is the perfect resting spot after a long day on the water or to dine al fresco taking in the drastic waterscapes. With no bridges to the gulf via Stump Pass just a short distance away, this home is a BOATER’S DREAM. Multiple exterior decks and spiral staircase add drama and functionality for access to the multiple levels of this home. A new paver driveway was just installed to enhance the already impressive elevation of this home. So many upgrades, too many to mention here. Schedule your private showing today to discover all this home has to offer. Hurricane damage sustained to pool, cage, elevator and first level of home including the dock. Home being sold As-Is. Upper two levels had no apparent damage. Buyer to verify. New price creates incredible opportunity for this gorgeous waterfront home.

1910 OREGON TRAIL

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Come and make memories to share and last a lifetime. Waterfront living is not for the faint of heart, the risk/reward should be taken into consideration...just like anything else. The upside is potentially wonderful and life changing, give yourself the permission to slow down and enjoy the moment and the journey. This home offers 3 bedrooms 2 baths, beautiful kitchen with 2 large pantries, office, three car garage, boat dock, large screened pool on a one acre parcel with deeded beach easement. The dock is ideal for fishing, kayaking, canoeing, launch your skiff, jon-boat with kicker to use in deeper water. No motorized boats allowed or jet skis, too shallow. The Sarasota County barrier islands have taken a hit from the 2024 hurricanes, Manasota Key is no exception. Much still has to be done and you have the opportunity to make this home yours; leave, return, and enjoy all over again. 7505 stands tall and has dealt with debris of all shapes and sizes crossing her path in the wake of the storms, she's ready for a new owner who comes to be protected and protect as the sun rises and sets over the Intracoastal Waterway and Gulf of Mexico.

ENGLEWOOD

7505 MANASOTA KEY RD

3 Beds

2 Baths

3,710 Sq.Ft.

$1,995,000

MLS#: D6142587

This custom estate is truly in a class of its own—look no further. Built in 2003, this exceptional waterfront retreat is set on over an acre of lush landscaped grounds, overlooking the serene and peaceful waters of Forked Creek. Designed to fulfill your coastal living dreams, this property is the perfect blend of privacy, natural beauty, and elegant comfort.

Surrounded by nature’s bountiful flora and fauna, the yard features mature coconut palms, banana trees, three varieties of mango, olive trees, and more—creating a tropical oasis that is both serene and inviting. The partially fenced backyard also includes a spacious outdoor fire pit, ideal for entertaining, watching the most beautiful sunsets light up the sky or quiet evenings under the stars.

Stepping inside this spacious (3487 ft. under air) abode you enter the sunset room, where you’ll be greeted by spectacular water views. First, you see the crystal blue heated pool and spacious outdoor entertaining spots. Then, turn your attention to the sweeping views of the manicured yard, private wetland preserve, boat dock accommodating up to a 28 ft. vessel, and 2 separate adjoining lifts for 2 jet skis. You’ll all be set for your aquatic adventures on tranquil Forked Creek and beyond. You’re just a few minutes away from Lemon Bay, the intracoastal, and local beaches. Outdoor amenities in this bird watcher’s paradise include an outdoor shower, fire pit, and abundant wildlife.

Designed for entertaining, the eat-in kitchen features an open floor plan, copious cherrywood cabinets, granite counters, a center island, wrap-around high-top seating, glass cooktop, wall oven, cozy dining alcove, walk-in pantry, and an electric fireplace in the adjoining great room.

Relax and entertain guests with brilliant sunsets in the westerly facing, granite-wrapped bar room/man cave which sports a built in, commercial grade dual kegerator with built-in taps, mirrored wall of glass shelves, spacious cabinets and a wood-burning fireplace.

A large laundry/craft room complete with additional cabinets, closet, and counter space provides for convenience and efficiency in this essential task.

Double doors from the sunset room lead into the spacious, private, and beautifully appointed primary bedroom suite. Enjoy peaceful water views, a generous walk-in closet, and a separate study or home office—ideal for quiet productivity. The luxurious en-suite bath completes the space with dual vanities, a Roman-style walk-in shower, and a soothing Jacuzzi tub.

The attached, oversized garage/workshop is capable of fitting four vehicles with room to spare, and is lined by 10 ft. tall, custom-built-in storage cabinets. Abundant outdoor parking is also provided.

Additional amenities include a formal dining room, tray ceilings throughout, newer roof, fresh paint, hurricane windows and double front doors, and a retractable hurricane barrier across the pool seating alcove. This home has remained unaffected by Mother Nature’s hurricane forces. With no HOA, this property comes with an optional membership in a private gulf beach club on Manasota Key. Energy efficiency is at the forefront with the latest Tesla Powerwall 3 system, offering the option for complete independence from the grid—drastically reducing energy bills and increasing peace of mind. For added convenience, the sellers offer the option to purchase the home fully furnished under a separate agreement.

ENGLEWOOD

1415 BAYSHORE DRIVE

3 Beds

2 Baths

5,066 Sq.Ft.

$1,975,000

MLS#: D6142877

One or more photo(s) has been virtually staged. This stunning Key West style waterfront home, located on approximately 100’ of intercoastal waters, is situated on 1.27 acres of landscaped grounds with a winding driveway enhanced by mature trees. The main living space, comprising 2,399 square feet, is located on the second floor to take advantage of the spectacular water views. As you enter the home, you are greeted by an open floor plan that includes a spacious living room, kitchen, and dining area. The home boasts three bedrooms, 2.5 baths, tile flooring throughout the great room, tray and coffered ceilings, and light and airy color decor. The primary bedroom and large office have gleaming wood floors. The large open kitchen is equipped with SS appliances, granite countertops, and a generous island with seating space. A large pantry and laundry room are off the kitchen. The open floor plan is perfect for entertaining, with a living room that opens to a 281 sq. ft. screened lanai overlooking the sparkling saltwater pool and water views. The home also features high-impact glass windows, a metal roof, all Hardie board siding, and an elevator to the second floor.
A 8 car oversized tandem garage and additional storage or a large workshop, which has 1,034 sq. ft. and a bathroom. A new dock, complete with a 10,000 lb. lift for your boat and watercraft, is currently being replaced due to damage from a hurricane. The home did not have any Hurricane damage; the interior living space was unaffected. This exquisite home offers the perfect blend of luxury and comfort, allowing you to enjoy beautiful marine life with its convenient location just minutes from Manasota Beach. You'll have plenty of opportunities for relaxation and views of Manasota Key’s world-famous sunsets. This is more than a home, it’s a lifestyle.

ENGLEWOOD

1784 BAYSHORE DRIVE

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2 Baths

6,436 Sq.Ft.

$2,030,000

MLS#: D6142829

#D6142566

ENGLEWOOD

7420 MANASOTA KEY ROAD

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2 Baths

5,065 Sq.Ft.

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MLS#: D6142566

ENGLEWOOD

1475 BAYSHORE DRIVE

3 Beds

2 Baths

2,970 Sq.Ft.

$1,950,000

MLS#: A4653836

This is more than just a home—it’s a rare opportunity to own a unique, waterfront lifestyle on Manasota Key, where architectural elegance meets the tranquility of Lemon Bay. Discover a rare blend of iconic design and coastal elegance in this stunning Frank Lloyd Wright-inspired home, perfectly positioned on nearly half an acre along the tranquil shores of Lemon Bay. Located on Manasota Key, this FURNISHED, 2-bedroom, 2-bathroom residence has been thoughtfully remodeled after recent hurricanes, seamlessly merging mid-century architectural charm with today’s modern comforts. With the addition of a spacious 720-square-foot studio apartment above the garage, this property offers the flexibility to function as a private family compound, ideal for multigenerational living or hosting guests in style. Enjoy peace of mind with impact-rated windows and sliders throughout the home, and savor the chef’s kitchen featuring solid wood cabinetry, granite countertops, and all-new stainless steel appliances. Step outside to your expansive enclosed lanai, the ultimate outdoor oasis with a heated saltwater pool—perfect for entertaining, relaxing, or soaking in the serene waterfront views. For boating enthusiasts, the property includes a deeded 16,000- pound boat lift (added in 2018) and dock. There is also access to a shared community dock (first come, first served), used by only four owners—ideal for additional watercraft. Deeded beach access on the property means your toes can be in the sand in just minutes. The home also features a sprawling 5-car garage (fits up to 7 vehicles) with ample room for storage or a workshop, plus a dedicated area for RV parking. Above the garage is a fully furnished studio apartment, newly built in 2023, with luxury vinyl plank flooring, granite countertops, and stainless steel appliances. Thoughtfully designed, this space is also plumbed for a future elevator, providing long-term flexibility and accessibility.—making it perfect for guests, rental income, or multigenerational living. Additional features include a 10x20-foot storage shed, a sprinkler system (with some zones needing repair), and lush landscaping that enhances the natural beauty of this unique property.

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6029 MANASOTA KEY ROAD

2 Beds

3 Baths

2,660 Sq.Ft.

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MLS#: D6141914

Rarely available gulf front tri plex can be used as a rental or single family home.First floor damaged by Hurricane Milton flooding can be repaired or torn down to build new.The 2nd floor is in good shape recently remolded with a newer roof and furnished.Can show from outside do not enter the house.

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Absolutely stunning! This beautiful waterfront home offers the luxury coastal lifestyle you have always dreamed of. The tile metal roof, classic columns and grand entrance are just the start. The paver driveway leads you to a 4+ vehicle garage including a climate-controlled area for your cars, a gym or project area. Take the birch lined elevator or stairs to the main floor and experience stunning views and seamless design. Breathtaking wide water and Lemon Bay views are showcased through hurricane impact windows and sliding doors. Multiple living areas flow effortlessly into one another leading out to a gorgeous, very rare, second level, south facing lanai and pool. Perched perfectly for privacy and panoramic views, this lanai offers a solar heated salt water pool, Hot Springs spa, and outdoor kitchen offering the ideal setting to unwind while taking in evening sunsets. Lower your covered boatlift, jump on your boat and enjoy quick access to Lemon Bay, Stump Pass and the Gulf of America. The kayak/paddle board lift and launch are convenient especially on calm mornings, the best time to spot the abundant wildlife in the area. The home features a Generac standby generator and superior solid construction including concrete block exterior walls, spray foamed sealed roof, and sliding metal shutters that completely enclose the back lanai seating area. A few recent upgrades include: new hurricane rated Decra roof (2022), generator (2025), Hvac system(2023), hot water heater (2025), newer sea wall. As a bonus, this home is a Silver rated Certified Florida Green Home which is a testament to the energy efficiency, durability and build quality. This is a truly unique opportunity to own a one of kind home. Whether you're soaking in the scenic beauty, hosting friends, or simply enjoying the quality of a well built home, this is a place where comfort and confidence come together. Your perfect waterfront home awaits.

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Located in Eagle Preserve Estates, a gated community perfectly positioned between Lemon Bay Golf Course and the beautiful waters of Lemon Bay and the Intracoastal Waterway, this exceptional waterfront home offers 111 feet of waterfront and is designed for effortless living, blending contemporary sophistication with breathtaking bayfront views. Just minutes from the charming island of Boca Grande, renowned for its quaint shops, pristine beaches, and exceptional dining, this residence offers an unparalleled Florida lifestyle.

Inside, luxury vinyl plank flooring flows throughout, enhancing the home’s sleek and modern appeal. Thoughtfully designed for both comfort and convenience, the home features a private Elevator, seamlessly connecting all levels, ensuring accessibility and ease of living. Remote-Controlled shades and Plantation Shutters create a refined ambiance, while integrated shades in the lanai doors allow for uninterrupted views of the tranquil bay. In lieu of a traditional open-air lanai, this residence features a thoughtfully enclosed waterside room—a refined and intentional design that elevates both comfort and livability. Framed by oversized picture windows, the space offers sweeping views of Lemon Bay, allowing you to fully immerse yourself in the natural beauty that surrounds you—all while remaining protected from heat, humidity, and seasonal pests. This peaceful retreat serves as a true extension of the home’s living space, merging the feel of outdoor living with the year-round comfort of a climate-controlled interior. Whether you're enjoying a quiet morning coffee or hosting evening guests, the room provides a front-row seat to the ever-changing landscape of coastal life—a daily luxury that redefines waterfront living. The contemporary chef’s kitchen provides style and function, featuring Quartz countertops, an Induction cooktop, a Microthermal Microwave oven, and a "Clear Cubes" Ice Maker—perfect for the true entertainer. A Silgranite Sink in both the kitchen and laundry room, along with a Column Refrigerator and freezer, adds to the sleek and refined aesthetic. Designed with privacy and comfort in mind, this home features three spacious bedrooms, each with its own private bath. The spacious primary bedroom and one guest suite open directly onto a bayfront lanai, creating a peaceful sanctuary where the beauty of the water becomes part of daily living.

On the lower level, functionality meets flexibility with an oversized garage, a separate golf cart bay, a workbench with overhead cabinetry, and two 50-amp service outlets—ideal for hobbies, tools, or extra storage. For the car enthusiast or collector, there's plenty of room with a 12-foot ceiling to accommodate a car lift, offering expanded capacity with ease. Catering to recreation and relaxation the 47-foot heated saltwater lap pool invites you to enjoy aerobics, exercise, or simply unwind while soaking in the bayfront scenery. A kayak-accessible walkway leads directly to Lemon Bay, offering the perfect launch point for waterfront adventures and fishing, or choose to extend a dock should you desire.

This extraordinary home offers luxury, comfort, and ease of living. With its prime location in Eagle Preserve Estates, thoughtful design, and amenities, it’s a rare opportunity to embrace the best of Southwest Florida’s waterfront lifestyle. (Golf Membership not required) Schedule your private showing today!

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9861 EAGLE PRESERVE DRIVE

3 Beds

3 Baths

6,640 Sq.Ft.

$1,890,000

MLS#: D6140270

Sun-Soaked Beach Retreat on Manasota Key – A Perfect Investment Opportunity!
Welcome to your dream beach house on Manasota Key, where every day feels like a vacation. This sun-drenched retreat offers direct access to pristine white sandy beaches, just steps from your door. Spend your days basking in the sun and playing in the waves, then unwind in the evening as you watch breathtaking sunsets paint the sky.
Wake up to the sound of the ocean and enjoy your morning coffee on the private balcony of the primary suite. Host unforgettable dinners on one of two spacious patios, perfect for grilling and outdoor entertaining.
Step inside to an open-concept living space bathed in natural light, where a sleek gourmet kitchen steals the show. Designed for the modern chef, it features a granite waterfall island, soft-close cabinetry, and premium stainless steel appliances.
This stunning home boasts four bedrooms, including one that can serve as a main-floor master suite. The spa-like bathroom on the main floor is a true retreat, featuring a luxurious soaking tub, a waterfall showerhead, and elegant finishes. All four bathrooms showcase floor-to-ceiling custom tile for a sophisticated touch.
Outside, enjoy the convenience of an outdoor shower and a privacy fence surrounding the home. Additional highlights include an oversized two-car garage, a durable metal roof, and impact-resistant windows and doors for peace of mind.
Beyond the home, adventure awaits—shelling, fossil hunting, and searching for prehistoric shark teeth are fun for all ages. Nearby, you'll find dolphin tours, kayak rentals, and beach yoga just a short drive away.
An Unmatched Investment Opportunity
This home is being sold fully furnished and is currently a highly successful Airbnb rental. With no rental restrictions, this property is a cash-flow powerhouse, offering unlimited income potential in one of Florida’s most sought-after beach destinations.
With deeded beach access and the perfect blend of luxury, location, and income potential, this is a rare chance to own a slice of paradise on Manasota Key.

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2726 N BEACH ROAD

4 Beds

3 Baths

2,145 Sq.Ft.

$2,000,000

MLS#: C7504360

Key West

Features & Amenities

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Exterior

Area & Lot

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HOA

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Listing Courtesy of Denise Mattmuller , PREMIER SOTHEBYS INTL REALTY

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