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Feel the Mid-Century Modern magic the second you arrive at this courtyard pool home, set on 1.15 acres on a dead end street with 164 feet of direct frontage on West Crooked Lake. This is one of those houses where the character isn’t just “there”—it’s been carefully kept and respected. A brand new roof gives you peace of mind, and the original charm remains front and center throughout. Step inside and the mid-mod details immediately make sense: a sunken living room that looks right out over the pool and lake, post-and-beam wood ceilings that continue far beyond the classic main spaces. There are 2 cozy wood-burning fireplaces in the living room and family room. With almost 4,300 sq ft under heat and air, you get 4 bedrooms and 5 baths, including the kind of layout that works well for everyday living—and even better for entertaining. Plus, each bedroom has its own en suite, so there’s privacy for everyone. And don’t overlook the built-in storage throughout—it’s functional, and it helps keep the house feeling true to its original Matsche-style design. When you’re ready to slow down, the lanai is the perfect place to enjoy the lake—especially those late-day sunsets. And if you’re the type who loves a little extra story with your homes, the basements here are full of possibilities. One basement level is heated and air-conditioned with stairs from inside and also a separate entrance for serious multi-generation potential. There’s also an additional finished basement with its own outside entrance and window A/C, and to top it all off… the rumored secret trap door. Could it be nothing? Sure. Could it be the start of a totally ridiculous secret speakeasy? Also sure. And because this is more than a pretty picture, the home offers over 6,650 sq ft under roof, giving you space, flexibility, and room to grow. Finish it with the convenience of a 2-car garage, and you’ve got a rare mid-century lakeside opportunity that doesn’t come along often.

4 Beds ⋅ 5 Baths ⋅ G5116336 MLS

Feel the Mid-Century Modern magic the second you arrive at this courtyard pool home, set on 1.15 acres on a dead end street with 164 feet of direct frontage on West Crooked Lake. This is one of those houses where the character isn’t just “there”—it’s been carefully kept and respected. A brand new roof gives you peace of mind, and the original charm remains front and center throughout. Step inside and the mid-mod details immediately make sense: a sunken living room that looks right out over the pool and lake, post-and-beam wood ceilings that continue far beyond the classic main spaces. There are 2 cozy wood-burning fireplaces in the living room and family room. With almost 4,300 sq ft under heat and air, you get 4 bedrooms and 5 baths, including the kind of layout that works well for everyday living—and even better for entertaining. Plus, each bedroom has its own en suite, so there’s privacy for everyone. And don’t overlook the built-in storage throughout—it’s functional, and it helps keep the house feeling true to its original Matsche-style design. When you’re ready to slow down, the lanai is the perfect place to enjoy the lake—especially those late-day sunsets. And if you’re the type who loves a little extra story with your homes, the basements here are full of possibilities. One basement level is heated and air-conditioned with stairs from inside and also a separate entrance for serious multi-generation potential. There’s also an additional finished basement with its own outside entrance and window A/C, and to top it all off… the rumored secret trap door. Could it be nothing? Sure. Could it be the start of a totally ridiculous secret speakeasy? Also sure. And because this is more than a pretty picture, the home offers over 6,650 sq ft under roof, giving you space, flexibility, and room to grow. Finish it with the convenience of a 2-car garage, and you’ve got a rare mid-century lakeside opportunity that doesn’t come along often.

2018 Crooked Lake Estates Lane, Eustis

$409,000

TIMELESS CHARACTER, VINTAGE FLORIDA CHARM, BEAUTIFUL HILLTOP VIEWS OVERLOOKING LAKE GRACIE, AN EXPANSIVE DETACHED WORKSHOP, AND NO HOA! Perched on an expansive corner lot in the heart of Eustis, this one-of-a-kind property offers a rare combination of architectural charm, picturesque surroundings, and exceptional space for hobbies, storage, and additional garage parking. Surrounded by mature trees and established landscaping, this 3-bedroom, 2-bath residence captures the essence of classic Florida with thoughtful improvements that preserve its original character. Step inside to discover beautiful hardwood floors, elegant arched doorways, crown molding, crystal doorknobs, and timeless architectural details. The formal living room features a wood-burning fireplace, while the separate dining room provides an inviting space for entertaining. The kitchen blends vintage character with functionality, featuring custom cabinetry, granite countertops, a charming beadboard ceiling, natural gas cooktop, double ovens, and ample storage. Both bathrooms showcase beautiful original tilework, with the primary bath featuring a custom granite countertop selected to complement its vintage finishes. Plantation shutters add another touch of classic elegance throughout. One of the home's most captivating spaces is the expansive, light-filled sitting room, where three walls of windows frame sweeping elevated views of Lake Gracie and the surrounding landscape. Perfect for morning coffee, relaxing, or entertaining, this inviting space features beautiful French doors opening directly onto the porch and pool deck, seamlessly connecting indoor and outdoor living. Outside, the naturally sloping backyard creates a picturesque, multi-level retreat featuring a swimming pool, spacious deck, and remote-controlled retractable awning. Lush landscaping, mature plantings, and charming courtyard areas create a peaceful, private garden atmosphere ideal for enjoying Florida's beautiful weather. A STANDOUT FEATURE IS THE EXPANSIVE DETACHED WORKSHOP! Offering incredible versatility, this impressive space provides additional garage parking and plenty of room for car enthusiasts, woodworking, hobbies, equipment, or recreational storage. Combined with the attached two-car garage & a partial basement offering additional storage space, this property offers exceptional functional space rarely found in such an established setting. With NO HOA, enjoy added flexibility & freedom to make the most of your property! Numerous improvements over the years include a complete roof replacement, updated HVAC system, kitchen and bathroom enhancements, pool improvements, extensive landscaping and hardscaping, and a newer water heater, all while maintaining the home's original character. Situated in a beautiful, established neighborhood ideal for evening strolls beneath mature trees, this property offers a peaceful residential setting just minutes from historic downtown Eustis. Enjoy nearby restaurants, boutique shops, waterfront parks, festivals, & community events. Convenient access to SR 429 also provides an easy connection to Orlando & surrounding Central Florida destinations. With its distinctive architecture, elevated Lake Gracie views, established grounds, expansive workshop, additional storage, NO HOA, and exceptional indoor & outdoor living spaces, this property offers a rare opportunity to experience vintage Florida charm, modern comforts, and a truly unique lifestyle in the heart of Eustis!

3 Beds ⋅ 2 Baths ⋅ O6450679 MLS

TIMELESS CHARACTER, VINTAGE FLORIDA CHARM, BEAUTIFUL HILLTOP VIEWS OVERLOOKING LAKE GRACIE, AN EXPANSIVE DETACHED WORKSHOP, AND NO HOA! Perched on an expansive corner lot in the heart of Eustis, this one-of-a-kind property offers a rare combination of architectural charm, picturesque surroundings, and exceptional space for hobbies, storage, and additional garage parking. Surrounded by mature trees and established landscaping, this 3-bedroom, 2-bath residence captures the essence of classic Florida with thoughtful improvements that preserve its original character. Step inside to discover beautiful hardwood floors, elegant arched doorways, crown molding, crystal doorknobs, and timeless architectural details. The formal living room features a wood-burning fireplace, while the separate dining room provides an inviting space for entertaining. The kitchen blends vintage character with functionality, featuring custom cabinetry, granite countertops, a charming beadboard ceiling, natural gas cooktop, double ovens, and ample storage. Both bathrooms showcase beautiful original tilework, with the primary bath featuring a custom granite countertop selected to complement its vintage finishes. Plantation shutters add another touch of classic elegance throughout. One of the home's most captivating spaces is the expansive, light-filled sitting room, where three walls of windows frame sweeping elevated views of Lake Gracie and the surrounding landscape. Perfect for morning coffee, relaxing, or entertaining, this inviting space features beautiful French doors opening directly onto the porch and pool deck, seamlessly connecting indoor and outdoor living. Outside, the naturally sloping backyard creates a picturesque, multi-level retreat featuring a swimming pool, spacious deck, and remote-controlled retractable awning. Lush landscaping, mature plantings, and charming courtyard areas create a peaceful, private garden atmosphere ideal for enjoying Florida's beautiful weather. A STANDOUT FEATURE IS THE EXPANSIVE DETACHED WORKSHOP! Offering incredible versatility, this impressive space provides additional garage parking and plenty of room for car enthusiasts, woodworking, hobbies, equipment, or recreational storage. Combined with the attached two-car garage & a partial basement offering additional storage space, this property offers exceptional functional space rarely found in such an established setting. With NO HOA, enjoy added flexibility & freedom to make the most of your property! Numerous improvements over the years include a complete roof replacement, updated HVAC system, kitchen and bathroom enhancements, pool improvements, extensive landscaping and hardscaping, and a newer water heater, all while maintaining the home's original character. Situated in a beautiful, established neighborhood ideal for evening strolls beneath mature trees, this property offers a peaceful residential setting just minutes from historic downtown Eustis. Enjoy nearby restaurants, boutique shops, waterfront parks, festivals, & community events. Convenient access to SR 429 also provides an easy connection to Orlando & surrounding Central Florida destinations. With its distinctive architecture, elevated Lake Gracie views, established grounds, expansive workshop, additional storage, NO HOA, and exceptional indoor & outdoor living spaces, this property offers a rare opportunity to experience vintage Florida charm, modern comforts, and a truly unique lifestyle in the heart of Eustis!

555 Ambassador Avenue, Eustis

$450,000

Fully remodeled in 2026, this 4-unit quadraplex offers turnkey investment appeal with extensive updates throughout. The front building features a new roof, all new windows, fresh interior and exterior paint, and upgraded electric and plumbing. The back building includes new exterior paint, select new windows, a new white vinyl privacy fence, and modernized interiors. Units showcase a blend of beautifully restored hardwood floors, new luxury vinyl plank flooring, updated kitchens and baths, and new window A/C units with heat in select spaces. A well-executed renovation delivering strong rental potential and long-term durability. Broker/Owner.

4 Beds ⋅ 4 Baths ⋅ G5118213 MLS

Fully remodeled in 2026, this 4-unit quadraplex offers turnkey investment appeal with extensive updates throughout. The front building features a new roof, all new windows, fresh interior and exterior paint, and upgraded electric and plumbing. The back building includes new exterior paint, select new windows, a new white vinyl privacy fence, and modernized interiors. Units showcase a blend of beautifully restored hardwood floors, new luxury vinyl plank flooring, updated kitchens and baths, and new window A/C units with heat in select spaces. A well-executed renovation delivering strong rental potential and long-term durability. Broker/Owner.

19 W Pendleton Avenue, Eustis

$865,000

PRICE REDUCTION!!! Situated on an oversized .86-acre corner lot with over 230 feet of East Crooked Lake lakefront, this 4-bedroom, 3-bath home offers 3,672 square feet under air and 4,812 square feet of total area, along with a boat dock/house and multiple outdoor spaces designed to take advantage of the lake views. The home offers plenty of space and an opportunity for a new owner to personalize it while enjoying an exceptional waterfront location. The main level features a spacious kitchen with hardwood flooring, all-new stainless-steel appliances, two large islands with pull-up stool seating, a wine refrigerator, a dual sink and a wet bar with an additional sink. The kitchen and living room both feature sliding doors opening to the covered balcony, bringing the lake views and outdoor setting into the main living areas. A gas fireplace adds character to the living room. The primary suite is located on the main level and features a large bedroom with lake views, two walk-in closets and an en-suite bath. An additional bathroom and flexible living spaces complete the main level. The covered balcony overlooks the property and East Crooked Lake, providing a natural gathering space for enjoying the waterfront setting. The finished lower level adds considerable living space and includes two bedrooms with sliding doors leading directly to the courtyard, a full bathroom, office, laundry room and large family/recreation room. Built-in cabinetry and abundant storage add functionality, while a cedar-lined closet in the hallway provides additional storage. Outside, mature oaks and established landscaping surround the home, while the expansive lakefront provides plenty of room to enjoy the outdoors. The boat dock/house offers a dedicated waterfront space, and the property's over 230 feet of lake frontage provides an opportunity to truly make the lake the centerpiece of everyday living. Additional features include a 22KW backup generator powered by a buried gas tank, two-car garage, covered front entry, covered balcony and courtyard. Located in an established Eustis neighborhood, 1800 Country Club Drive is an opportunity to update a spacious lakefront home and create something special in a setting where the real star is East Crooked Lake, with its expansive shoreline, beautiful views and direct waterfront lifestyle. Call today to schedule your private tour and experience the lakefront setting for yourself!

4 Beds ⋅ 3 Baths ⋅ G5117914 MLS

PRICE REDUCTION!!! Situated on an oversized .86-acre corner lot with over 230 feet of East Crooked Lake lakefront, this 4-bedroom, 3-bath home offers 3,672 square feet under air and 4,812 square feet of total area, along with a boat dock/house and multiple outdoor spaces designed to take advantage of the lake views. The home offers plenty of space and an opportunity for a new owner to personalize it while enjoying an exceptional waterfront location. The main level features a spacious kitchen with hardwood flooring, all-new stainless-steel appliances, two large islands with pull-up stool seating, a wine refrigerator, a dual sink and a wet bar with an additional sink. The kitchen and living room both feature sliding doors opening to the covered balcony, bringing the lake views and outdoor setting into the main living areas. A gas fireplace adds character to the living room. The primary suite is located on the main level and features a large bedroom with lake views, two walk-in closets and an en-suite bath. An additional bathroom and flexible living spaces complete the main level. The covered balcony overlooks the property and East Crooked Lake, providing a natural gathering space for enjoying the waterfront setting. The finished lower level adds considerable living space and includes two bedrooms with sliding doors leading directly to the courtyard, a full bathroom, office, laundry room and large family/recreation room. Built-in cabinetry and abundant storage add functionality, while a cedar-lined closet in the hallway provides additional storage. Outside, mature oaks and established landscaping surround the home, while the expansive lakefront provides plenty of room to enjoy the outdoors. The boat dock/house offers a dedicated waterfront space, and the property's over 230 feet of lake frontage provides an opportunity to truly make the lake the centerpiece of everyday living. Additional features include a 22KW backup generator powered by a buried gas tank, two-car garage, covered front entry, covered balcony and courtyard. Located in an established Eustis neighborhood, 1800 Country Club Drive is an opportunity to update a spacious lakefront home and create something special in a setting where the real star is East Crooked Lake, with its expansive shoreline, beautiful views and direct waterfront lifestyle. Call today to schedule your private tour and experience the lakefront setting for yourself!

1800 Country Club Drive, Eustis

$625,000

This lovely Retreat is designed for your enjoyment. A fully furnished 3-bedroom, 2-bath, 1,806-square-foot waterfront home on the canal with direct access to Lake Eustis. Designed for sailors, boaters, anglers, and anyone who loves peaceful waterfront living, this all-inclusive retreat combines comfort, character, and convenience. Rich in history, the home has a unique story, with more details available in the attachments. Set in a private oasis within walking distance of downtown Eustis shops and restaurants, and less than 10 minutes from downtown Mount Dora and Tavares, the property offers easy access to Lake County’s freshwater lakes and canals, including Lake Eustis and the Chain of Lakes. Along with its private dock, the home is just three houses from the marina. A circular driveway lined with bamboo and palms leads to two large, covered parking areas with space for a pontoon, motorboat or sailboat, while the dock can accommodate up to two boats measuring 30 feet in length each. This home also has a motor home hookup. Eustis Waterfront Grille on Lakeshore Drive is also a short walk away, offering dining, drinks, and beautiful sunset views. This well-maintained home includes two ground-floor bedrooms, main bedroom with an on-suite, and a 2nd full bathroom on the main floor. The upstairs loft can serve as a third bedroom, studio, or office. Ample indoor and outdoor storage includes three sheds, one of which is well suited for a personal retreat or hobby space. Recent updates and features include updated appliances, granite countertops, a distinctive one-piece granite floor in the second bathroom, hidden compartments, new windows, newly installed and refinished floors, shower towers in the main bathroom, and low-maintenance landscaping. Artisan details such as Venetian plaster, layered paintwork, and nautical teak rope trim add distinctive character throughout. Enjoy the calming waterfall just outside the lower-level living room or relax and dine on the rooftop deck while taking in the scenic views. The first floor features the primary bedroom with ensuite bath, a guest bedroom and bath, a galley kitchen, a spacious pantry or office, and a laundry room. Upstairs, the loft offers a spacious bedroom and access to the rooftop outdoor area. This is a wonderful opportunity to enjoy waterfront living in a boat-friendly retreat. Owner willing to entertain Owner Financing under favorable terms.

3 Beds ⋅ 2 Baths ⋅ G5114140 MLS

This lovely Retreat is designed for your enjoyment. A fully furnished 3-bedroom, 2-bath, 1,806-square-foot waterfront home on the canal with direct access to Lake Eustis. Designed for sailors, boaters, anglers, and anyone who loves peaceful waterfront living, this all-inclusive retreat combines comfort, character, and convenience. Rich in history, the home has a unique story, with more details available in the attachments. Set in a private oasis within walking distance of downtown Eustis shops and restaurants, and less than 10 minutes from downtown Mount Dora and Tavares, the property offers easy access to Lake County’s freshwater lakes and canals, including Lake Eustis and the Chain of Lakes. Along with its private dock, the home is just three houses from the marina. A circular driveway lined with bamboo and palms leads to two large, covered parking areas with space for a pontoon, motorboat or sailboat, while the dock can accommodate up to two boats measuring 30 feet in length each. This home also has a motor home hookup. Eustis Waterfront Grille on Lakeshore Drive is also a short walk away, offering dining, drinks, and beautiful sunset views. This well-maintained home includes two ground-floor bedrooms, main bedroom with an on-suite, and a 2nd full bathroom on the main floor. The upstairs loft can serve as a third bedroom, studio, or office. Ample indoor and outdoor storage includes three sheds, one of which is well suited for a personal retreat or hobby space. Recent updates and features include updated appliances, granite countertops, a distinctive one-piece granite floor in the second bathroom, hidden compartments, new windows, newly installed and refinished floors, shower towers in the main bathroom, and low-maintenance landscaping. Artisan details such as Venetian plaster, layered paintwork, and nautical teak rope trim add distinctive character throughout. Enjoy the calming waterfall just outside the lower-level living room or relax and dine on the rooftop deck while taking in the scenic views. The first floor features the primary bedroom with ensuite bath, a guest bedroom and bath, a galley kitchen, a spacious pantry or office, and a laundry room. Upstairs, the loft offers a spacious bedroom and access to the rooftop outdoor area. This is a wonderful opportunity to enjoy waterfront living in a boat-friendly retreat. Owner willing to entertain Owner Financing under favorable terms.

507 Lakeshore Drive, Eustis

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