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$699,000
3 Beds ⋅ 1 Baths ⋅ Fishback Add SubDv. ⋅ 32801 Zip Code
Nestled on a picturesque brick-paved street in the heart of Thornton Park, Pine Cottage is a beautifully preserved 1925 Craftsman cottage situated on a 7,807 sq ft corner lot, offering a rare combination of historic charm, updated infrastructure, exceptional walkability, and future expansion potential. Filled with natural light, the home showcases rich hardwood and luxury vinyl plank flooring, elegant crown molding, and energy-efficient windows throughout. Major infrastructure improvements provide peace of mind, including updated HVAC, electrical, and plumbing systems, an insta-heat tankless hot water system, and a new CertainTeed roof with warranty (11/2025). Additional enhancements include attic insulation, a 5-year termite bond, and a 12-foot-wide security gate. Outdoor living is equally inviting with a fully fenced yard, welcoming front porch, rear grilling and entertaining area, paver hardscaping, updated landscaping, a mature fruit tree, and a beautiful canopy of majestic oak trees providing privacy and shade. Just minutes from Lake Eola, Dickson Azalea Park, Langford Park, Thornton Park cafés and dining, farmers markets, and downtown Orlando's business, arts, and entertainment district, this location offers one of Orlando's most desirable urban lifestyles. Approved ADU Plans Included A unique feature of this property is the inclusion of approved architectural designs for a 2-car garage with two accessory dwelling units (ADUs), which will be conveyed to the buyer at closing. Whether envisioned for future income potential, guest accommodations, multigenerational living, or long-term investment value, these approved plans provide a rare opportunity while avoiding the time and expense of the initial design process. Buyer to verify permitting and construction requirements. Pine Cottage presents a unique opportunity to own a piece of Thornton Park history while enjoying the benefits of thoughtful updates, a prime corner-lot location, and future expansion possibilities.

900 E Pine Street, Orlando
$535,000
3 Beds ⋅ 1 Baths ⋅ Hibiscus Court SubDv. ⋅ 32801 Zip Code
This lovable 1923 Mediterranean Revival is nestled in the Eola Heights Historic District, just an easy walk to Lake Eola. Located on a quiet street only blocks from the business district, restaurants, farmers market, nightlife, and all that downtown has to offer, this home combines historic charm with an unbeatable location. Filled with character, this home lives large and is ideal for entertaining, offering generous indoor and outdoor living spaces, two courtyards, and a two-car garage. The open floor plan features a cozy living room with a fireplace, refinished oak hardwood floors, lofty ceilings, plaster walls, archways, and a staircase adorned with colorful hand-painted Mexican tile. The spacious kitchen is beautifully updated with new 42-inch cabinets with glass fronts, dolomite countertops, new appliances, and even a view of the Orlando skyline from the kitchen window. The bathroom features a walk-in shower, handsome black fixtures, and slate tile. The primary bedroom is located downstairs, with two additional bedrooms upstairs. An inside utility room just off the kitchen leads to a private courtyard with brick pavers. Recent improvements include a recently replaced roof, fresh interior and exterior paint, New Central Air and Heat, and a termite bond for added peace of mind. Low-maintenance and offering ample parking, the two-car garage also provides lots of possibilities with power, a window unit A/C, and an electric garage door opener. A rare opportunity to own a character-filled home in one of downtown Orlando’s most desirable historic neighborhoods. THANK YOU EOLA HEIGHTS for honoring The Hibiscus house with the "Garden of the month"

225 Hibiscus Court, Orlando
$470,000
2 Beds ⋅ 1 Baths ⋅ Buena Vista SubDv. ⋅ 32801 Zip Code
LOCATION! LOCATION! LOCATION! Charming home located in Lake Lawsona Historic District of Orlando; Less than 1 mile from Lake Eola Park, 0.2 Miles from Dickson Azalea Park 2.4 Miles from Orlando Science Center. You can walk to the Shops, Parks, and top Restaurants that Downtown Orlando has to offer. Step into the Main part of the home and you will be greeted with Lots of Natural Light, Open Concept, and High Ceilings. In the Center of the home is a Living Room, Dining Room, and Fully Remodeled Kitchen with Stainless Steel Appliances. On the Right are two Large Bedrooms and a Full Bathroom. On the Left is a Florida Room with a Hidden Laundry Room, and access to a Covered Back Porch. Florida Room is very spacious and provides extra space for a guest bedroom, an office, craft or workout room. GREAT BONUS is a potential Rental Income from a Converted Garage (Long or Short Term*). Garage is set up as a Studio with a Full Bathroom (In-Law Suite). It comes Fully Furnished, with all Small Appliances and the TV NOTE: All Appliances Convey with the sale. Garage Studio/In-Law Suite comes fully furnished, with all appliances, and the TV. HVAC is 2023. New Tankless Water Heater. Short term rental restrictions must be independently verified with the City

1518 E Jefferson Street, Orlando
$525,000
2 Beds ⋅ 2 Baths ⋅ C H Browns Add SubDv. ⋅ 32801 Zip Code
*Listed Under Appraised Value! Motivated seller offering a $5,000 credit toward buyer's closing costs or rate buy-down with an acceptable offer.* Tucked in one of Orlando's best historic neighborhoods, this 2-bedroom, 2-bath Craftsman bungalow pairs original character with thoughtful modern updates. A covered front porch with a swing looks out over the brick-paved street as the perfect spot to unwind. Step inside and the original hardwood floors lead you through an open living and dining room, where a brick wood-burning fireplace anchors the space and glass block windows on either side wash the room in natural light. The kitchen carries the warmth through with a gas range, granite counters, stainless appliances, and rich wood cabinetry. Both bedrooms are bright and generously sized, and the renovated primary bath delivers a true retreat with a freestanding soaking tub, frameless glass shower, and a double-sink vanity. Out back, the fully fenced yard is made for entertaining and easy upkeep year-round with over 1,500 sq ft of artificial turf and a screened pergola. The home is equipped with a smart lock, smart lighting, a smart sprinkler timer, a Nest thermostat, and a tankless water heater and the property is zoned multi-family, with room to add an ADU or guest unit in the back. And the location? Walkable to Lake Eola, Thornton Park, the Sunday farmers market, and the heart of downtown Orlando - a rare blend of historic character and modern city living, all in one address. Call today for your private showing!

204 N Brown Avenue, Orlando
$569,000
2 Beds ⋅ 2 Baths ⋅ Eola Rose Sub SubDv. ⋅ 32801 Zip Code
Welcome to 16 N. Lawsona Blvd - Recently updated / New floors! Historic Thornton Park Rare 2-bedroom 2-bathroom 1920’s craftsman bungalow with workshop/garage with electrical and plumbing. Major 2025 Upgrades: NEW Roof and DECKING, providing long-term structural coverage with 50 yr warranty on materials, 10 yr on labor, including New fence, gate and a Transferable termite bonded. Detached Workshop with ADU Potential: The property features a versatile detached workshop offering exceptional flexibility. With the option to convert into an Accessory Dwelling Unit (ADU), it’s perfectly suited for a private home office, guest suite, or income-producing rental. Located in a highly walkable urban core and unique opportunity to own a piece of Orlando history. Schedule your private showing today and discover why Thornton Park remains the crown jewel of historic Orlando. Owner/agent Owner/agent.

16 N Lawsona Boulevard, Orlando
$1,689,900
4 Beds ⋅ 2 Baths ⋅ Wilmotts Plan SubDv. ⋅ 32801 Zip Code
Nestled in the vibrant South Eola historic neighborhood, this commercial building occupies a prime corner lot, surrounded by an eclectic mix of mid and high-rise condominiums. Currently operating as a convenience store, this versatile property offers a multitude of business opportunities or potential for redevelopment. Its strategic location ensures high visibility and foot traffic, ideal for retail, dining, or professional services. Just a short walk from the serene Lake Eola and the bustling downtown business district, this site combines the charm of historic surroundings with the convenience of urban living.

300 S Eola Drive, Orlando
$1,679,996
4 Beds ⋅ 5 Baths ⋅ Lawsona Park SubDv. ⋅ 32801 Zip Code
One or more photo(s) has been virtually staged. Meticulously renovated over two years, this residence reflects more than $875,600 in improvements and was independently appraised above the current asking price on July 2, 2026. Located in the coveted Lake Lawsona Historic District in the heart of downtown Orlando, this extraordinary 1920s estate sits on an oversized double lot with dual street access and features a completely reimagined saltwater pool, among the largest in the area, along with a private studio apartment (ADU) with its own entrance, full kitchen, and bath. Just blocks from acclaimed dining, boutique shops, parks, cultural venues, and entertainment, this distinguished historic residence is surrounded by majestic live oaks and offers a rare combination of privacy, outdoor living, and urban convenience. Inspired by the timeless architectural principles of Andrea Palladio, the home harmoniously blends historic character with modern luxury and exceptional craftsmanship. The property offers a 3-bedroom, 3.5-bath main residence with a private office, spacious laundry room, and an independent ADU ideal for guests, multigenerational living, a home office, or income-producing potential. Nearly every major system has been upgraded or replaced, including the 50-year concrete tile roof (2019), Pella windows, complete plumbing and drain systems, gas tankless water heater, electrical system and panel, dual HVAC systems, ductwork, and insulation (2024–2025). The rebuilt carport includes a new engineered foundation designed to support the expanded primary suite above, featuring its spa-like bath and custom walk-in closet. The expansive double lot provides exceptional privacy and future possibilities, while the completely reimagined saltwater pool retreat is surrounded by elegant white travertine decking and complemented by a covered lanai with motorized screens, creating a private resort-style experience rarely found in an urban setting. The thoughtfully designed interior features soaring ceilings, elegant living spaces, a formal dining room, and a chef’s kitchen with custom cabinetry, oversized island, premium Dacor double ovens, and gas cooktop. The primary suite includes a spa-inspired bath with a freestanding bathtub and expansive custom walk-in closet, while additional bedrooms offer comfort and privacy. Minutes from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Winter Park, Park Avenue, Michelin-recognized dining, Orlando Health, and AdventHealth, this extraordinary residence offers a rare opportunity to own a fully reimagined historic estate in the center of Orlando’s most desirable urban lifestyle.

1408 E Church Street, Orlando
$1,849,000
4 Beds ⋅ 5 Baths ⋅ Edgewater Terrace SubDv. ⋅ 32801 Zip Code
Welcome home to one of Thornton Park’s most distinctive private compounds, where expansive outdoor living spaces and thoughtful design create the perfect backdrop for everyday living and unforgettable entertaining. This exceptional 4-bedroom, 4.5-bath residence offers the rare opportunity to enjoy the charm of classic front-porch living paired with the energy and convenience of Downtown Orlando. The moment you arrive, you're greeted by lush landscaping, a tranquil fountain, and an inviting 35-foot-wide covered front porch illuminated by designer gas lanterns. Whether you're enjoying your morning coffee, visiting with neighbors, or unwinding after a long day, this incredible front porch becomes a true extension of the home and sets the tone for the warm, welcoming atmosphere found throughout. Inside, the 3,528-square-foot main residence features soaring ceilings, abundant natural light, newly refinished oak hardwood floors, and an open-concept layout designed for both comfortable daily living and effortless entertaining. The chef’s island kitchen flows seamlessly into the spacious great room with its dramatic fireplace, custom wine display, and flexible bonus space perfect for a home office, media room, or quiet retreat. Upstairs, the private primary suite offers a peaceful escape complete with a spa-inspired bath, custom walk-in closet, and its own balcony overlooking the property. Two additional oversized bedroom suites provide exceptional comfort and privacy for family and guests. Outdoor living truly takes center stage. The oversized covered back porch overlooks a beautifully landscaped and newly fenced backyard, creating the perfect setting for weekend gatherings, al fresco dining, or relaxing under the glow of the custom landscape lighting. And then there’s the showstopper—a spectacular rooftop deck spanning nearly the entire footprint of the main house. With panoramic views of the Downtown Orlando skyline, this incredible space is ideal for sunset cocktails, entertaining under the stars, yoga at sunrise, or simply enjoying front-row seats to the city lights and seasonal fireworks. Adding even more versatility is the detached, air-conditioned three-car garage with Pebble Tech flooring and EV charging, topped by a beautifully appointed 726-square-foot guest residence complete with 1 bedroom, 1 bath, full kitchen, washer and dryer, and private balcony—perfect for guests, multigenerational living, a private office, or income-producing opportunities. Recent upgrades include 27 new Renewal by Andersen custom windows, three brand-new HVAC systems and condensers, all-new fencing, fresh interior and exterior paint, refinished hardwood floors, custom drapery and motorized shades, a new KitchenAid refrigerator, washer and dryer, integrated security system and cameras, plus extensive landscaping and architectural lighting enhancements throughout the property, including the rooftop deck. Perfectly positioned in the heart of the highly walkable Thornton Park District, you'll be just blocks from Lake Eola and Downtown Orlando’s acclaimed dining, entertainment, arts, and sports venues, while still enjoying the privacy and tranquility of this truly one-of-a-kind urban retreat.

119 N Hyer Avenue, Orlando
$699,000
2 Beds ⋅ 2 Baths ⋅ Nathan's Revised Sub SubDv. ⋅ 32801 Zip Code
This rare duplex in the sought-after Lake Eola Heights historic neighborhood features two 1-bedroom, 1-bathroom units, each equipped with newly installed split AC units for modern comfort. The first unit has been completely renovated, boasting new floors and a fully remodeled kitchen, ready for immediate occupancy or personal use. The second unit is tenant-occupied at $1,750 a month, offering a steady income stream—an ideal scenario for investors looking to break into this desirable area. The property also includes a spacious backyard with a 2-car carport and ample room for additional parking or the potential to build an Accessory Dwelling Unit (ADU), adding even more value to this investment. Opportunities like this in Lake Eola Heights are rare and won’t last long, so call now to schedule your appointment to view this exceptional property!

816 E Amelia Street, Orlando