Mikelchaffeerealtor.com Search Results

$548,925

Well hello, sugar! Let me introduce you to a little lady who knows how to make an entrance. Legends never go out of style, and this 1914 Florida Cracker bungalow is living proof. She is 112 years young, dressed in white with a turquoise front door and sitting pretty on a rare brick-paved street in historic Punta Gorda. Her name is Ohana Oasis, but around here, we simply say Dolly’s still got it. Pour yourself a cup of ambition in a reimagined kitchen with quartz countertops, white shaker cabinetry, brand-new matching stainless steel appliances and storage for every rhinestone, recipe and secret ingredient. Beadboard ceilings, wood accents and sun-filled rooms preserve her character while thoughtful updates bring modern comfort. A bright office and reading nook is ready for dreaming or starting your own Imagination Library. Cozy bedrooms, updated baths and flexible living spaces make this sweetheart as functional as she is charming. From the primary suite, wake up, roll over and watch the boats through your window on Charlotte Harbor. That view makes it awfully hard to get out of bed, even when you are working 9 to 5. She's adorned with a metal roof and has been lovingly restored with updates to the electrical system, windows, insulation, subfloor, drywall, flooring, doors, trim and paint. A brand-new HVAC system, new upstairs mini-split, whole-house tankless water heater, matching washer and dryer and new kitchen appliances make her ready for the next chapter. She is also participating in the Elevate Florida program, should her next owner want to give this little lady a lift. Now, honey, wait until you see the backyard. Behind this bungalow is a private tropical world of mature palms, lush landscaping, low-maintenance shell grounds, shaded patios and quiet corners made for hammocks, champagne and Florida sunshine. There is even a surfboard outdoor shower because life is too short for an ordinary one. A rare alley-access driveway provides off-street parking, while the expansive backyard is perfect for grilling, gathering and entertaining beneath the palms. It is so magical, you could even host a wedding here. In fact, one very special couple already did. And the location? That is where this little lady really belts it out. In about 30 seconds, you can be standing along Charlotte Harbor at Gilchrist Park. Fish from the seawall, play basketball, pickleball or tennis, enjoy the playground or relax beneath the waterfront gazebo. Follow the 2.5-mile Harborwalk to Fishermen’s Village for marina views, dining, boutiques and entertainment. Downtown Punta Gorda’s restaurants, shops, events and historic charm are also just minutes away on foot. For the past several years, this sweetheart has welcomed guests as a highly successful Airbnb. Her established short-term rental history, furnished interior and walkable waterfront location offer an exciting opportunity for someone seeking a distinctive Punta Gorda investment. Best of all, she comes furnished. Just bring your toothbrush, your biggest dreams and perhaps a rhinestone or two. Whether you are looking for a full-time sweetheart, Florida getaway or investment with personality as big as Tennessee, this darling on Dolly Street is ready for her next chapter. Here you come again, and this time, honey, you may never want to leave.

2 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code

Well hello, sugar! Let me introduce you to a little lady who knows how to make an entrance. Legends never go out of style, and this 1914 Florida Cracker bungalow is living proof. She is 112 years young, dressed in white with a turquoise front door and sitting pretty on a rare brick-paved street in historic Punta Gorda. Her name is Ohana Oasis, but around here, we simply say Dolly’s still got it. Pour yourself a cup of ambition in a reimagined kitchen with quartz countertops, white shaker cabinetry, brand-new matching stainless steel appliances and storage for every rhinestone, recipe and secret ingredient. Beadboard ceilings, wood accents and sun-filled rooms preserve her character while thoughtful updates bring modern comfort. A bright office and reading nook is ready for dreaming or starting your own Imagination Library. Cozy bedrooms, updated baths and flexible living spaces make this sweetheart as functional as she is charming. From the primary suite, wake up, roll over and watch the boats through your window on Charlotte Harbor. That view makes it awfully hard to get out of bed, even when you are working 9 to 5. She's adorned with a metal roof and has been lovingly restored with updates to the electrical system, windows, insulation, subfloor, drywall, flooring, doors, trim and paint. A brand-new HVAC system, new upstairs mini-split, whole-house tankless water heater, matching washer and dryer and new kitchen appliances make her ready for the next chapter. She is also participating in the Elevate Florida program, should her next owner want to give this little lady a lift. Now, honey, wait until you see the backyard. Behind this bungalow is a private tropical world of mature palms, lush landscaping, low-maintenance shell grounds, shaded patios and quiet corners made for hammocks, champagne and Florida sunshine. There is even a surfboard outdoor shower because life is too short for an ordinary one. A rare alley-access driveway provides off-street parking, while the expansive backyard is perfect for grilling, gathering and entertaining beneath the palms. It is so magical, you could even host a wedding here. In fact, one very special couple already did. And the location? That is where this little lady really belts it out. In about 30 seconds, you can be standing along Charlotte Harbor at Gilchrist Park. Fish from the seawall, play basketball, pickleball or tennis, enjoy the playground or relax beneath the waterfront gazebo. Follow the 2.5-mile Harborwalk to Fishermen’s Village for marina views, dining, boutiques and entertainment. Downtown Punta Gorda’s restaurants, shops, events and historic charm are also just minutes away on foot. For the past several years, this sweetheart has welcomed guests as a highly successful Airbnb. Her established short-term rental history, furnished interior and walkable waterfront location offer an exciting opportunity for someone seeking a distinctive Punta Gorda investment. Best of all, she comes furnished. Just bring your toothbrush, your biggest dreams and perhaps a rhinestone or two. Whether you are looking for a full-time sweetheart, Florida getaway or investment with personality as big as Tennessee, this darling on Dolly Street is ready for her next chapter. Here you come again, and this time, honey, you may never want to leave.

109 Dolly Street, Punta Gorda

$750,000

Virtually Staged. As the sun settles over Charlotte Harbor and the palms begin to sway, the front porch becomes your favorite seat in the house. Just one property from Gilchrist Park in the heart of Punta Gorda's Historic District, this beautifully restored 1920's residence invites you to slow down and savor a lifestyle where evening strolls along the waterfront, dolphins playing offshore, live music downtown, and unforgettable Florida sunsets become part of your everyday routine. Thoughtfully restored while honoring its historic character, this exceptional home offers nearly 2,758 square feet of living space on a rare double lot, creating opportunities seldom found within the Historic District. A classic brick driveway, mature palms, and one of Punta Gorda's charming brick streets complete the timeless curb appeal. Inside, original refinished wood floors carry the story of the home from room to room, blending beautifully with carefully selected modern updates that make daily living effortless. Sunlight pours through oversized windows, filling the formal living and dining rooms with warmth before opening into a spacious family room where French doors invite the outdoors in. The renovated kitchen offers generous cabinet storage and overlooks the main living area, making it easy to stay connected whether entertaining guests or enjoying a quiet evening at home. The thoughtfully designed floor plan includes three bedrooms and two full baths on the main level, providing comfortable everyday living, while the upstairs bonus room with its own full bath creates an ideal space for guests, a media room, home office, studio, or private retreat. A screened porch with rich wood plank ceilings offers another inviting place to unwind as coastal breezes drift through the property. While the home's character reflects another era, its essential systems have been updated for today's lifestyle, including a 2025 restoration by Wetherington, two 2025 A/C units, updated plumbing and electrical, and assumable flood insurance offering the confidence today's buyers appreciate without sacrificing historic charm. Life here extends well beyond the property. Walk or bike just moments to Gilchrist Park, Charlotte Harbor, Fishermen's Village, marinas, waterfront paths, pickleball and tennis courts, locally owned restaurants, boutique shopping, weekly farmers markets, festivals, and the vibrant downtown Punta Gorda waterfront. Whether searching for a full-time residence, seasonal escape, luxury vacation rental, or an investment in one of Southwest Florida's most treasured historic neighborhoods, this home offers an opportunity that is increasingly difficult to replicate. More than a beautiful home, this is a chance to own a piece of Punta Gorda's past while embracing everything that makes its future so special.

3 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code

Virtually Staged. As the sun settles over Charlotte Harbor and the palms begin to sway, the front porch becomes your favorite seat in the house. Just one property from Gilchrist Park in the heart of Punta Gorda's Historic District, this beautifully restored 1920's residence invites you to slow down and savor a lifestyle where evening strolls along the waterfront, dolphins playing offshore, live music downtown, and unforgettable Florida sunsets become part of your everyday routine. Thoughtfully restored while honoring its historic character, this exceptional home offers nearly 2,758 square feet of living space on a rare double lot, creating opportunities seldom found within the Historic District. A classic brick driveway, mature palms, and one of Punta Gorda's charming brick streets complete the timeless curb appeal. Inside, original refinished wood floors carry the story of the home from room to room, blending beautifully with carefully selected modern updates that make daily living effortless. Sunlight pours through oversized windows, filling the formal living and dining rooms with warmth before opening into a spacious family room where French doors invite the outdoors in. The renovated kitchen offers generous cabinet storage and overlooks the main living area, making it easy to stay connected whether entertaining guests or enjoying a quiet evening at home. The thoughtfully designed floor plan includes three bedrooms and two full baths on the main level, providing comfortable everyday living, while the upstairs bonus room with its own full bath creates an ideal space for guests, a media room, home office, studio, or private retreat. A screened porch with rich wood plank ceilings offers another inviting place to unwind as coastal breezes drift through the property. While the home's character reflects another era, its essential systems have been updated for today's lifestyle, including a 2025 restoration by Wetherington, two 2025 A/C units, updated plumbing and electrical, and assumable flood insurance offering the confidence today's buyers appreciate without sacrificing historic charm. Life here extends well beyond the property. Walk or bike just moments to Gilchrist Park, Charlotte Harbor, Fishermen's Village, marinas, waterfront paths, pickleball and tennis courts, locally owned restaurants, boutique shopping, weekly farmers markets, festivals, and the vibrant downtown Punta Gorda waterfront. Whether searching for a full-time residence, seasonal escape, luxury vacation rental, or an investment in one of Southwest Florida's most treasured historic neighborhoods, this home offers an opportunity that is increasingly difficult to replicate. More than a beautiful home, this is a chance to own a piece of Punta Gorda's past while embracing everything that makes its future so special.

115 Gill Street, Punta Gorda

$650,000

A hard-to-find opportunity to own one of Punta Gorda's most distinctive residences in the heart of the Historic District, walking distance to Downtown PG shopping, restaurants, Fisherman's Village, parks, and grocery stores! Situated on an large homesite framed by mature royal palms and tropical landscaping, this custom-built Southern-inspired estate combines timeless architectural character with modern comfort. From the moment you arrive, the home's commanding presence is undeniable. Sweeping wraparound porches, elevated construction, a NEW Metal roof in 2023, and classic architectural detailing create a striking first impression rarely found in Southwest Florida. Inside, rich hardwood flooring, custom wood trim, high ceilings, and light-filled living spaces showcase craftsmanship that has become increasingly difficult to find. The grand living room serves as the centerpiece of the home, featuring a beautiful WOOD-BURNING fireplace, expansive gathering space, and an inviting atmosphere perfect for entertaining or everyday living. The chef's dream kitchen offers extensive custom cabinetry, granite countertops, a large center island, generous storage, and an adjoining dining area designed for family gatherings and holiday celebrations. The private owner's retreat is a sanctuary of its own, highlighted by a beautifully renovated spa-inspired bathroom featuring elegant finishes, a walk-in glass shower, and timeless design. Additional guest bedrooms provide comfort and privacy for family and visitors alike. Outside, the oversized property offers exceptional flexibility and privacy, while the detached garage (perfect for an ADU or detached Mother-In-Law Suite) and extended driveway provide ample parking and storage. The wraparound porch creates the perfect setting to enjoy morning coffee beneath the palms, evening sunsets, or the vibrant atmosphere of one of Southwest Florida's most beloved waterfront communities. Few homes successfully blend historic district charm, architectural significance, modern updates, and walkable downtown living. This exceptional residence delivers all four, creating a lifestyle that is as unique as the property itself. Experience the character, elegance, and timeless appeal of Historic Punta Gorda living at its finest.

4 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33950 Zip Code

A hard-to-find opportunity to own one of Punta Gorda's most distinctive residences in the heart of the Historic District, walking distance to Downtown PG shopping, restaurants, Fisherman's Village, parks, and grocery stores! Situated on an large homesite framed by mature royal palms and tropical landscaping, this custom-built Southern-inspired estate combines timeless architectural character with modern comfort. From the moment you arrive, the home's commanding presence is undeniable. Sweeping wraparound porches, elevated construction, a NEW Metal roof in 2023, and classic architectural detailing create a striking first impression rarely found in Southwest Florida. Inside, rich hardwood flooring, custom wood trim, high ceilings, and light-filled living spaces showcase craftsmanship that has become increasingly difficult to find. The grand living room serves as the centerpiece of the home, featuring a beautiful WOOD-BURNING fireplace, expansive gathering space, and an inviting atmosphere perfect for entertaining or everyday living. The chef's dream kitchen offers extensive custom cabinetry, granite countertops, a large center island, generous storage, and an adjoining dining area designed for family gatherings and holiday celebrations. The private owner's retreat is a sanctuary of its own, highlighted by a beautifully renovated spa-inspired bathroom featuring elegant finishes, a walk-in glass shower, and timeless design. Additional guest bedrooms provide comfort and privacy for family and visitors alike. Outside, the oversized property offers exceptional flexibility and privacy, while the detached garage (perfect for an ADU or detached Mother-In-Law Suite) and extended driveway provide ample parking and storage. The wraparound porch creates the perfect setting to enjoy morning coffee beneath the palms, evening sunsets, or the vibrant atmosphere of one of Southwest Florida's most beloved waterfront communities. Few homes successfully blend historic district charm, architectural significance, modern updates, and walkable downtown living. This exceptional residence delivers all four, creating a lifestyle that is as unique as the property itself. Experience the character, elegance, and timeless appeal of Historic Punta Gorda living at its finest.

740 W Virginia Avenue, Punta Gorda

$675,000

CUSTOM MULTI-GENERATIONAL POOL ESTATE ON OVER 1 ACRE Rarely does a property offer this much space, flexibility, and opportunity all in one package. This stunning custom-built 4 bedroom, 3 bathroom pool home sits on 4 lots totaling more than 1 acre and is perfectly designed for multi-generational living, large families, or anyone needing extra room for entertaining and storage. With no deed restrictions, there is ample space for RVs, boats, trailers, and recreational toys, while the expansive indoor and outdoor living areas create the ultimate Florida lifestyle. From the oversized pool deck and outdoor cooking area to the upstairs loft space and bonus entertainment room, this property truly has something for everyone. INTERIOR FEATURES • 4 bedroom, 3 bathroom home with flexibility to be 5 bedrooms • Multi-generational layout with potential mother-in-law suite(s) • Formal living room with sliding doors to the pool area • Formal dining room • Eye-catching ceramic tile flooring throughout • Spacious upstairs loft space ideal for additional living space, office, game area, or playroom • Large bonus room featuring a half bathroom and bar area • Bonus room ideal for entertaining, game nights, or man cave setup • Garden room with skylight • Wood-burning fireplace • Bright and spacious layout designed for entertaining KITCHEN FEATURES • Spacious kitchen with abundant cabinetry • Gas stove • Oversized pantry • Ample counter and prep space • Open flow to dining and living areas PRIMARY SUITE • Private sitting area • Two roomy closets • Granite countertops • Dual sink vanity • Garden jacuzzi tub • Oversized glass block walk-in shower EXTERIOR FEATURES • Private screened pool with oversized pool deck • Pool bathroom with outdoor access • Separate covered outdoor cooking area • Storage shed • Ample parking space • Room for RVs, boats, trailers, and recreational vehicles • Additional driveway with private entrance • Over 1 acre across 4 lots • Expansive backyard with room for sports and entertaining • Potential to subdivide or build accessory dwelling • No deed restrictions ADDITIONAL HIGHLIGHTS • Metal roof • Newly installed energy-saving solar panels • Ideal property for large families or multi-generational living • Endless possibilities for entertaining and outdoor enjoyment LOCATION HIGHLIGHTS • Convenient access to Interstate 75 • Close to golf courses, marinas, and boating in Punta Gorda • Near shopping, dining, and entertainment in Port Charlotte • Short drive to Gulf beaches and waterfront attractions Schedule your private showing today and experience the endless possibilities this incredible property has to offer.

4 Beds ⋅ 4 Baths ⋅ Punta Gorda SubDv. ⋅ 33980 Zip Code

CUSTOM MULTI-GENERATIONAL POOL ESTATE ON OVER 1 ACRE Rarely does a property offer this much space, flexibility, and opportunity all in one package. This stunning custom-built 4 bedroom, 3 bathroom pool home sits on 4 lots totaling more than 1 acre and is perfectly designed for multi-generational living, large families, or anyone needing extra room for entertaining and storage. With no deed restrictions, there is ample space for RVs, boats, trailers, and recreational toys, while the expansive indoor and outdoor living areas create the ultimate Florida lifestyle. From the oversized pool deck and outdoor cooking area to the upstairs loft space and bonus entertainment room, this property truly has something for everyone. INTERIOR FEATURES • 4 bedroom, 3 bathroom home with flexibility to be 5 bedrooms • Multi-generational layout with potential mother-in-law suite(s) • Formal living room with sliding doors to the pool area • Formal dining room • Eye-catching ceramic tile flooring throughout • Spacious upstairs loft space ideal for additional living space, office, game area, or playroom • Large bonus room featuring a half bathroom and bar area • Bonus room ideal for entertaining, game nights, or man cave setup • Garden room with skylight • Wood-burning fireplace • Bright and spacious layout designed for entertaining KITCHEN FEATURES • Spacious kitchen with abundant cabinetry • Gas stove • Oversized pantry • Ample counter and prep space • Open flow to dining and living areas PRIMARY SUITE • Private sitting area • Two roomy closets • Granite countertops • Dual sink vanity • Garden jacuzzi tub • Oversized glass block walk-in shower EXTERIOR FEATURES • Private screened pool with oversized pool deck • Pool bathroom with outdoor access • Separate covered outdoor cooking area • Storage shed • Ample parking space • Room for RVs, boats, trailers, and recreational vehicles • Additional driveway with private entrance • Over 1 acre across 4 lots • Expansive backyard with room for sports and entertaining • Potential to subdivide or build accessory dwelling • No deed restrictions ADDITIONAL HIGHLIGHTS • Metal roof • Newly installed energy-saving solar panels • Ideal property for large families or multi-generational living • Endless possibilities for entertaining and outdoor enjoyment LOCATION HIGHLIGHTS • Convenient access to Interstate 75 • Close to golf courses, marinas, and boating in Punta Gorda • Near shopping, dining, and entertainment in Port Charlotte • Short drive to Gulf beaches and waterfront attractions Schedule your private showing today and experience the endless possibilities this incredible property has to offer.

23494 Westchester Boulevard, Punta Gorda

$194,990

Beautifully maintained two story townhouse-style offered fully furnished, featuring 2 bedrooms, 2.5 bathrooms, and a private screened lanai with peaceful lake views, perfect for enjoying the Florida lifestyle in comfort and privacy. New A/C (2026) The open and functional floor plan includes spacious living and dining areas ideal for everyday living and entertaining, while both upstairs bedrooms provide a quiet retreat with ample storage. This home offers low-maintenance vinyl siding, assigned and guest parking, and excellent community amenities such as a pool and clubhouse, with exterior maintenance and landscaping included — all supported by a low HOA fee. Ideally located just minutes from golf courses, top-rated schools, shopping, dining, parks, and the beautiful Gulf beaches in the highly desirable Punta Gorda and Deep Creek area. Perfect as a primary residence, seasonal getaway, or investment opportunity. Exceptional value, lifestyle, and location all in one. Schedule your private showing today before it’s gone!

2 Beds ⋅ 3 Baths ⋅ Punta Gorda SubDv. ⋅ 33983 Zip Code

Beautifully maintained two story townhouse-style offered fully furnished, featuring 2 bedrooms, 2.5 bathrooms, and a private screened lanai with peaceful lake views, perfect for enjoying the Florida lifestyle in comfort and privacy. New A/C (2026) The open and functional floor plan includes spacious living and dining areas ideal for everyday living and entertaining, while both upstairs bedrooms provide a quiet retreat with ample storage. This home offers low-maintenance vinyl siding, assigned and guest parking, and excellent community amenities such as a pool and clubhouse, with exterior maintenance and landscaping included — all supported by a low HOA fee. Ideally located just minutes from golf courses, top-rated schools, shopping, dining, parks, and the beautiful Gulf beaches in the highly desirable Punta Gorda and Deep Creek area. Perfect as a primary residence, seasonal getaway, or investment opportunity. Exceptional value, lifestyle, and location all in one. Schedule your private showing today before it’s gone!

26272 Rampart Boulevard Unit 102, Punta Gorda