Refine Search
Map
Sort by
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Highland Park Add SubDv. ⋅ 32801 Zip Code
Beautifully Renovated Lake Eola Heights Historic District Property with New 2-Car Garage & 600 SF ADU/ In Law Suite/ Garage Apartment just two blocks from Lake Eola. This exceptional property blends historic character with thoughtfully updated modern living. The main residence (1480 sq ft) underwent a comprehensive, down-to-the-studs renovation, including beautifully restored original hardwood floors, vaulted ceilings, updated electrical and plumbing, new HVAC, and redesigned living spaces. The open central living area combines the living room, dining room and kitchen, creating a bright, spacious setting that opens to the sunroom and is ideal for everyday living and entertaining. There is a dry basement for extra storage. The redesigned kitchen features Thermador appliances, Cambria countertops and backsplash, custom cabinetry, and a waterfall island. Historical-inspired details throughout the home complement contemporary finishes, including two beautifully renovated full baths with designer tile, glass enclosures and backlit mirrors. The primary bedroom offers an ensuite bath, while additional bedrooms are served by a second full bath and a convenient half bath. A major highlight is the new modern 2-car garage with approximately 600 SF ADU, thoughtfully designed and in conjunction with the City’s Historic Preservation Division. The ADU includes provisions for a stacked washer/dryer and an elevator shaft/foundation connecting the garage to the second level (electrical and permitting for the elevator is complete). The garage also offers substantial built-in storage. New concrete walkways with brick detailing complete the exterior improvements. The property offers a rare combination of historic charm, extensive renovation, flexible living options and additional garage/ADU space. The location is central to all things downtown such as Lake Eola, shopping and dining in Thornton Park, The Dr, Phillips Center and much more. A true stand out home in the neighborhood!

323 E Amelia Street, Orlando
$689,000
3 Beds ⋅ 3 Baths ⋅ Hibiscus Court SubDv. ⋅ 32801 Zip Code
Experience the charm of one of Orlando’s most iconic historic neighborhoods without sacrificing the comfort of newer construction. Built in 2022 and tucked into the heart of Lake Eola Heights, this custom 3-bedroom, 2.5-bath home blends timeless character with a fresh, modern design, all just five blocks from Lake Eola Park and Downtown Orlando. Inside, wide-plank wood flooring and an open-concept layout create a bright, inviting main living space designed for both everyday living and entertaining. The kitchen is equally stylish and functional, featuring crisp white shaker cabinetry, stainless steel appliances, upgraded lighting, and a picturesque window above the sink. Upstairs, all three bedrooms, two full bathrooms, and the laundry room are thoughtfully positioned away from the main living areas. The primary suite feels like a true retreat, featuring dual walk-in closets and a private balcony showcasing views of the Downtown Orlando skyline—the perfect spot for morning coffee or winding down at the end of the day. Outside your door, enjoy the tree lined streets and historic character Lake Eola Heights is known for, with the Lake Eola Farmers Market, restaurants, coffee shops, entertainment, and the energy of Downtown Orlando just blocks away. With no HOA, newer construction, a coveted downtown location, and a rare combination of historic-neighborhood charm and modern convenience, 210 Hibiscus Ct offers a lifestyle that’s hard to replicate in the heart of Orlando.

210 Hibiscus Court, Orlando
$715,000
4 Beds ⋅ 3 Baths ⋅ Lake Davis SubDv. ⋅ 32801 Zip Code
Virtually Staged. Price Improvement ~ DOWNTOWN ORLANDO CHARACTER, SPACE AND A BACKYARD THAT FEELS LIKE A PRIVATE ESCAPE! This unique 4-bedroom, 3-bath single-story home in the sought-after Lake Davis community pairs Spanish-inspired architecture with flexible living spaces and an incredible .21 ACRE LOT AND FULLY FENCED BACKYARD – all with NO HOA. Major updates include a NEW WATER HEATER (2026) and FRESH INTERIOR PAINT (2026), EXTERIOR PAINT (2025), FENCE & LANDSCAPING (2022), EXPANSIVE SCREENED LANAI (2021), REMODELED KITCHEN (2020), ROOF (2019), plus UPDATED WINDOWS. Inside, natural light, built-in details and character-filled spaces create a floor plan that feels both comfortable and versatile. The remodeled kitchen offers updated finishes, ample storage and thoughtful details, including a pull-out knife stand. A spacious family room offers two distinct living areas – one open and bright and another cozier space anchored by a FIREPLACE FEATURE wall. The generous PRIMARY SUITE is part of a thoughtfully designed 2004 addition, while bedroom three also features its own private en-suite bath, creating excellent flexibility for guests or multi-generational living. There is a separate OFFICE/FLEX SPACE off the dining room for a dedicated home office. Ceiling fans throughout and LED recessed lighting add everyday comfort and efficiency. Outside is where this home truly shines! The manicured, fully fenced backyard feels like a private oasis with mature ornamental landscaping, landscape lighting, irrigation, backyard electric, a large screened lanai, open brick-paver patio, raised garden bed and an awning over the sliding glass doors. A 1-car garage plus 2-car driveway provides convenient off-street parking. And the location is hard to beat – just steps from Greenwood Park and minutes from Lake Davis, Greenwood Lake, Thornton Park and 903 Mills Market. With quick access to S Mills Avenue and SR-408, Downtown Orlando’s restaurants, shopping, parks, recreation and entertainment are at your fingertips, while home still feels comfortably removed from the downtown hustle. A rare opportunity in the heart of Orlando - call today to schedule your tour!

1212 Elmwood Street, Orlando
$430,000
2 Beds ⋅ 1 Baths ⋅ Pittsburgh Heights SubDv. ⋅ 32801 Zip Code
C L A S S I C • U P D A T E D • C H A R M I N G ~ Located in a beautiful neighborhood just south of Downtown Orlando with a premier 32801 address! Zoned R-2B on a 50'x100' lot on a non-through street – blocks away from Lake Davis and Lake Cherokee - and minutes to popular neighborhood market and restaurant, 903 Mills Market! Close to the 408, I-4, Downtown entertainment and dining venues, hospitals and business districts. What you'll love about this home: the open living/dining/kitchen area is perfect for entertaining, the kitchen features quartz counters and breakfast bar seating, the spacious living room has a wood burning fireplace, recessed lighting throughout, lvp flooring throughout, a large Florida room perfect for dining or flex use, a modern bathroom with glass wall/door feature and designer tile, a detached single car garage with a separate laundry room, extra long driveway, a private back yard and more! Totally repiped in 2022 including sewer line. Zoned for Lake Como K-8 and Boone High School. Just up the street from beautiful Greenwood Urban Wetlands. You are going to LOVE living here!

1213 Noble Place, Orlando
$1,525,000
4 Beds ⋅ 5 Baths ⋅ Beuchler Sub SubDv. ⋅ 32801 Zip Code
Sometimes, the best reason to sell a home is a happy one. The owner of this extraordinary Lake Cherokee residence never expected to leave it, but finding love & blending two families created the need for a home with more room. Like the seller, this beautifully reimagined 1928 residence is ready for its next chapter. Set on a .23-acre corner lot directly across from Lake Cherokee & the park, the property offers 3,145 SF of living space & enjoys wide, uninterrupted lake & Downtown Orlando skyline views from its deep wraparound front porch. The 2,631 SF main residence offers 3 bedrooms & 2 1/2 baths. A comprehensive renovation in collaboration with Ted Maines Interiors & Skolfield Homes preserved the home’s architectural character while elevating the interiors through thoughtful design, high-quality materials & curated finishes throughout. Inside, natural light & layered architectural details include original hardwood floors, high ceilings, extensive millwork, hand-selected fixtures & a wood-burning fireplace with custom surround. The kitchen features quartz countertops, custom cabinetry, stainless appliances, a gas range with vent hood, wood-paneled ceiling & peninsula seating. A built-in dining banquette sits beneath a sculptural FLOS multi-pendant fixture, while the adjacent laundry/mudroom is discreetly tucked away. At the rear, a conveniently located powder bath adjoins the family room, featuring dramatic ceiling beams, grasscloth wallpaper, motorized shades & French doors opening to a screened porch with composite decking. Beyond, a courtyard-style outdoor retreat features a heated pool, hot tub, summer kitchen & outdoor shower. Upstairs, the primary suite offers floor-to-ceiling drapes, Avia pendant lights, a customized walk-in closet, expansive private balcony & spa-inspired bath with oversized vanity & glass-enclosed shower. Completing the second floor are 2 additional bedrooms that share a renovated hall-entry full bath. Adding exceptional versatility is a detached 514 SF guest suite located above the garage with its own living area, full kitchen, bedroom & bath, bringing the property to 3,145 SF of total living space. The 728 SF oversized, air-conditioned, side-entry 2-car garage is not included in the living space calculation & features epoxy floors, composite baseboards & a beautiful half bath, making it equally suited for parking, a gym, workshop, studio or poolside cabana. An attached 1-car carport provides additional covered parking. A brick privacy wall with 2 coded entry gates encloses the grounds. Since purchasing the property in 2025, the owner has made substantial additional improvements, with highlights including a new roof on both the main residence & detached garage/guest house, 2 tankless water heaters, engineered wood flooring throughout the 2nd floor of the main home, an extensive outdoor lighting package, a water conditioning system & termite treatment with a transferable bond. Other significant improvements include a full plumbing repipe, historic window restoration with some energy-efficient Indow inserts & hurricane shutters. For buyer review, a 4-point inspection, survey & elevation certificate are available. Located just south of Downtown Orlando & walkable to Lake Cherokee & Delaney Parks, restaurants & top-rated schools, this one-of-a-kind residence blends timeless architecture with thoughtful functionality in one of the city’s most iconic & architecturally rich neighborhoods.

450 Cherokee Drive, Orlando
$499,900
4 Beds ⋅ 4 Baths ⋅ Lake Cherokee Historic District SubDv. ⋅ 32801 Zip Code
Located in Orlando’s Lake Cherokee Historic District, this historic duplex offers two distinct residences in one of downtown Orlando’s most established neighborhoods. Original wood floors, fireplaces, abundant windows and generously sized rooms preserve the property’s character, while each residence features its own kitchen and comfortable living spaces. A large backyard provides additional outdoor space and privacy. The property was converted from a rooming house into a duplex in the mid-1980s through a comprehensive gut renovation that included new plumbing and electrical systems. More recent improvements include a roof replaced approximately eight years ago and air-conditioning systems replaced within the past five years. Conveniently located near downtown Orlando’s dining, entertainment, parks and cultural destinations, this property presents a distinctive opportunity for an owner-occupant, multigenerational living or investment use

522 S Osceola Avenue, Orlando
$450,000
2 Beds ⋅ 2 Baths ⋅ Edgewater Terrace SubDv. ⋅ 32801 Zip Code
Welcome home to 816 E Jefferson St, a beautifully situated 2 bedroom, 2 bathroom plus bonus room bungalow tucked in the heart of Thornton Park. Built in 1934, this 1,138 square foot historic Orlando home is full of rustic charm, with real hardwood flooring throughout that brings warmth and character you just can't recreate. Add in the peace of mind of a brand new roof installed in 2025, and you get the best of both worlds: timeless character and modern reliability. You couldn't ask for a better location. This is one of the most walkable pockets of Orlando, just minutes from Lake Eola Park and all the restaurants, shopping, and nightlife downtown. Everything you need is right outside your door. Inside, the home offers a warm, inviting layout with original hardwood floors, rustic details, and plenty of room to make it your own. Whether you're a first time buyer looking for a home with soul, an investor eyeing one of Orlando's most walkable neighborhoods, or simply someone who loves historic charm paired with modern updates, this one deserves a look. Don't miss your chance to own a piece of Thornton Park history. Schedule your showing today.

816 E Jefferson Street, Orlando
$1,375,000
4 Beds ⋅ 3 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code
Beautifully renovated 4-bedroom, 2.5-bath home in sought-after Baldwin Park, offering a spacious open floor plan, exceptional finishes, and an ideal location. The main level features inviting living and dining areas, a separate office/den, and a light-filled family room. The stunning kitchen boasts quartzite countertops, custom cabinetry, premium Bosch appliances including a 36-inch induction range, and an adjacent dry bar—perfect for entertaining. Upstairs, the spacious primary suite features a tray ceiling, custom walk-in closet, and luxurious bath with dual vanities, soaking tub, separate shower, and marble flooring. The additional bedrooms share a guest bath with dual sinks, walk-in shower, and marble flooring. A generous bonus room with a custom-built closet offers flexibility as a fourth bedroom, media room, playroom, or additional living space. Additional upgrades include Mirage Key Largo Exclusive engineered hardwood flooring, plantation shutters, a whole-house water filtration and softener system, dimmable recessed lighting in the kitchen, den, family room, primary bedroom, and fourth bedroom, a newer AC (2023), and a brand-new roof (May 2024). The laundry room includes cabinetry, a utility sink, and ample storage. Outside, enjoy the brick-paved back porch and patio, mature landscaping, and fenced yard. A covered brick-paved breezeway leads to the rear-entry two-car garage, plus a rare driveway accommodating two additional vehicles. Ideally located near Baldwin Park's parks, playgrounds, pool, fitness center, shops, and restaurants, with easy access to downtown Orlando and Winter Park. Move-in ready and thoughtfully renovated, this exceptional home is ready to welcome you.

4036 Haws Lane, Orlando
$895,000
7 Beds ⋅ 5 Baths ⋅ Woodlawn Add SubDv. ⋅ 32801 Zip Code
Rare opportunity in the heart of Downtown Orlando! This substantial property offers incredible potential for an investor, renovator, or buyer looking to create something special in an established neighborhood surrounded by high value properties. The main residence features 5 bedrooms and 4 bathrooms, plus a separate 825-square-foot garage apartment with 2 bedrooms and 1 bathroom, providing additional living space and flexibility. The home is in need of a renovation and is being sold strictly AS-IS, with the condition and scope of work already reflected in the asking price. The property has been professionally cleaned out and is ready for its next owner to bring their vision. Whether renovating the existing home, reimagining the property, or exploring redevelopment possibilities, the combination of location, square footage, lot value, and surrounding home values creates a compelling opportunity. While the interior requires significant renovation, permit records indicate several major systems have been updated, including a 2020 roof, two HVAC systems from 2020/2021, a 2021 electrical panel, and a 2022 repipe associated with the garage apartment. The garage apartment was built in 2000. Located just minutes from Downtown Orlando and central to some of the city’s most desirable neighborhoods, dining, shopping, parks, and entertainment. A unique opportunity to invest in a fantastic location where beautifully renovated and newly constructed homes command premium values. Property is priced with its current condition and necessary renovations in mind. Cash, Conventional or renovation financing may be best suited for this property. Buyer to independently verify property condition, square footage, permits, zoning, and feasibility of any renovation or redevelopment plans.

813 Greenwood Street, Orlando
$898,900
3 Beds ⋅ 3 Baths ⋅ Baldwin Parka SubDv. ⋅ 32814 Zip Code
PRIME BALDWIN PARK LOCATION – JUST MINUTES FROM LAKE BALDWIN & WINTER PARK! Welcome to 1555 Hanks Avenue, ideally situated on a quiet, wide, tree-lined street in one of Baldwin Park's most desirable neighborhoods. This charming home offers an exceptional lifestyle with easy access to Lake Baldwin, scenic walking and biking trails, beautiful parks, restaurants, shopping, and all the conveniences that make Baldwin Park one of Orlando's premier communities. This inviting two-story home features 3 bedrooms, 2.5 bathrooms, and a versatile upstairs loft that can easily serve as a home office, study area, reading nook, or additional living space. The functional floor plan offers comfortable living areas with wood flooring throughout the main level and carpet in the bedrooms, while ceiling fans in select rooms provide added comfort. The spacious primary suite features a private en-suite bathroom, a large walk-in closet, and an additional closet in the room for extra storage. Both full bathrooms include bathtubs, providing comfort and convenience for family members and guests alike. The home also includes wood furniture, most major appliances, and an equipped laundry area. (Microwave is not included.) One of the home's standout features is the beautiful covered front porch, the perfect place to enjoy your morning coffee, relax in the evenings, or entertain friends and neighbors. At the rear of the property, you'll find a two-car garage, while the fenced side yard offers a private outdoor space ideal for barbecues, entertaining, or simply enjoying Florida's beautiful weather. The location truly sets this home apart. Just minutes from Lake Baldwin, residents enjoy miles of scenic walking and biking trails, waterfront views, parks, playgrounds, and abundant green spaces. Baldwin Park is known for its welcoming, family-friendly atmosphere and vibrant village center, featuring a variety of restaurants, cafés, boutiques, fitness studios, beauty salons, medical offices, and everyday conveniences. The close proximity to Winter Park and Downtown Orlando provides even more exceptional dining, shopping, entertainment, and cultural attractions. Outstanding Community Amenities include three community pools, a clubhouse with a fitness center, two gathering rooms, and two pavilions that residents can reserve for private events such as birthday parties and family gatherings. The community also offers numerous parks, playgrounds, sidewalks, and recreational areas, creating an active and welcoming lifestyle for residents of all ages. The home offers an excellent opportunity for a buyer to update and personalize it while taking advantage of its outstanding location, spacious layout, and incredible neighborhood amenities. A RARE OPPORTUNITY IN ONE OF ORLANDO'S MOST DESIRABLE COMMUNITIES! Whether you're looking for a primary residence or an investment opportunity, this home combines an unbeatable location, outstanding community amenities, and exceptional potential. Just minutes from Lake Baldwin, Winter Park, and Downtown Orlando. Schedule your private showing today and discover the lifestyle that makes Baldwin Park one of Central Florida's most sought-after places to call home!

1555 Hanks Avenue, Orlando
$699,000
4 Beds ⋅ 3 Baths ⋅ Thornton Park Add SubDv. ⋅ 32801 Zip Code
Virtually Staged. **THORNTON PARK TREASURE** NEW PRICE + NEW ROOF | This is your chance to own a piece of Orlando history with a $26,000 PRICE IMPROVEMENT and a BRAND-NEW ROOF to be installed prior to closing, an additional $15,000 Seller investment for the new owner! Built in 1929 and nestled in Orlando's coveted Historic Thornton Park District, this beautifully restored bungalow blends authentic historic character with thoughtful modern improvements. Every effort has been made to preserve the home's original details, from restored rope-and-weight windows, original hardwood floors, and period-correct millwork. The property also includes a detached guest house (ADU), offering a total of 4 bedrooms and 2.5 bathrooms. Complete with its own bedroom, full bath, kitchenette, and main laundry area, the guest house provides exceptional flexibility for extended family, guests, a private home office, studio, or fitness space. Lovingly maintained and thoughtfully refreshed, the home has undergone extensive maintenance and improvements while preserving its historic integrity. Recent upgrades provide peace of mind and include an electrical rewire with two new electrical panels (2021), tankless water heater (2022), a BRAND-NEW ROOF to be installed prior to closing, and a new washer and gas dryer (2024). Unwind on the front porch, entertain on the private backyard deck, and enjoy one of Orlando's most walkable neighborhoods. Just a short stroll to Lake Lawsona Park, Thornton Park's acclaimed restaurants, boutique shopping, Lake Eola, neighborhood parks, and Downtown Orlando, this one-of-a-kind historic home offers an exceptional lifestyle where history, craftsmanship, and modern convenience come together.

12 N Thornton Avenue, Orlando
$669,000
3 Beds ⋅ 3 Baths ⋅ Wilmott J W Rev SubDv. ⋅ 32801 Zip Code
Situated in the heart of Thornton Park on a gorgeous corner lot, 821 E. Church Street offers a rare combination of historic charm and exceptional walkability. The main house features two bedrooms, two updated bathrooms, and a large multi-purpose utility room that can function as an appliance garage/laundry center/bike room/mudroom. Although it looks like a single-family home, there is also a separate 1-bedroom/1-bathroom cottage. The cottage is spacious and updated with a full kitchen, and includes a dishwasher, a built-in microwave, and its own separate laundry closet. This property also boasts a real downtown rarity – two covered parking spaces. The roofed 480 sq. ft carport includes an exterior storage closet. This property offers several vignettes for outdoor living, including a welcoming front porch perfect for morning coffee, a paver side patio perfect for grilling, a sizable backyard fenced on two sides, updated landscaping, mango and lemon trees, and a beautiful canopy of majestic live oaks for shade. Nestled just minutes from Lake Eola and Thornton Park dining venues, you don’t have to fight for Sunday farmer’s market parking. The downtown Orlando business, arts, and entertainment district offers one of Orlando's most desirable urban lifestyles and is just a short stroll away. This property offers exceptional flexibility: live in the home and have a separate guesthouse, or install a mother-in-law in the cottage for multi-generational living, or use the property as two rental units for long-term investment value. Each home is separately metered and each has its own front and back doors. This home is fortuitously located just outside of the historic district, giving it unlimited future potential without oversight of historic preservation’s cumbersome restrictions. Orlando’s most famous street is in transition, as can be seen by the new, large single-family homes constructed recently just a few doors down.

821 E Church Street, Orlando
$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
$2,590,000
7 Beds ⋅ 8 Baths ⋅ Alisa SubDv. ⋅ 32801 Zip Code
One of Orlando’s signature homes in the Cherokee Historic District, this extraordinary estate exudes elegance and timeless grandeur, offering a resort-style pool, private guest house and expansive grounds in one of downtown’s most coveted neighborhoods. Set on an oversized lot (.56 acres), this stately three-story, 18-room residence offers an impressive blend of scale, craftsmanship and thoughtful updates. A dramatic oval, handcrafted three-story staircase creates a striking first impression in the grand black-and-white marble foyer, flanked by formal living and family rooms designed for both elegant entertaining and comfortable living. The living room extends into a light-filled sunroom, ideal as a private office or studio, while the family room opens to a screened porch with slate flooring, seamlessly connecting indoor and outdoor spaces. The chef’s kitchen is both functional and refined, featuring an oversized island, Wolf convection gas range, Sub-Zero refrigeration with additional drawer units, custom cabinetry, and purified drinking water. Overlooking the beautifully refinished pool and outdoor entertaining areas, the kitchen flows effortlessly into a well-appointed summer kitchen, perfect for hosting. Interior details reflect exceptional character and craftsmanship, including wood flooring throughout most of the home, decorative ceiling elements, picture rails, brass antique light switches, and a wood-burning fireplace. The spacious primary suite features soaring ceilings and a large bath with an oversized shower and distinctive metal sinks. A secondary staircase and basement level-with updated laundry, dual washers, drying area, and laundry chute-add both charm and functionality. Extensive recent improvements totalling over $200,000 enhance both beauty and peace of mind, including a new slate roof (2024), copper gutters and soffits, updated flat roofs, new insulation, upgraded electrical and multiple HVAC systems, along with a tankless water heater for the main house and separate for the guest house. The outdoor setting is equally impressive, with mature landscaping, a motor court, two-car garage, and a private one-bedroom guest house complete with full kitchen and bath. Additional features include Tesla charging capability and a prepaid termite bond. Ideally located just minutes from downtown Orlando, within walking distance Restaurants, Farmers market, Arts festivals, Dr. Phillips Center for the Performing Arts and less than a mile from Orlando Health ORMC, the home offers both convenience and prestige. Originally built for Dr. and Mrs. John S. McEwan, among early Orlando’s most prominent families and featured on the cover of Orlando Magazine in 1923, this residence is a rare legacy property, thoughtfully maintained and updated to meet the standards of today’s most discerning buyer while preserving its rich architectural heritage. Furnishings may convey with acceptable contract. Home has been pre-inspected.

705 Delaney Avenue, Orlando
$749,000
4 Beds ⋅ 4 Baths ⋅ Bailey Heights SubDv. ⋅ 32801 Zip Code
NEW PRICE, REDUCED $50,000 FOR QUICK SALE! DONT MISS OUT ON THIS FANTASTIC OPPORTUNITY, PRICED DRASTICALLY BELOW APPRAISED VALUE.This beautiful FULL duplex (BOTH SIDES)is located in the highly desirable Lake Eola Heights Historic District, just minutes from downtown. The property has been completely renovated, offering modern updates while maintaining its classic charm. Each unit features a brand-new kitchen and updated bathrooms, along with two spacious bedrooms and 1.5 renovated baths on each side. The refinished hardwood floors and staircase add warmth and character throughout the home. Major upgrades include a new roof installed in September 2025, along with fresh interior and exterior paint for a crisp, move-in ready fe The exterior offers a beautiful fenced yard with elegant paver walkways and driveways, creating a welcoming outdoor space for residents and guests. This is a rare opportunity to own a fully updated duplex in one of Orlando’s most charming historic neighborhoods. This perfect for investors or owner-occupants seeking rental income. Lease Purchase option as well as possible owner financing available, call Listing agent for details

608 Highland Avenue, 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
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
$1,799,000
4 Beds ⋅ 5 Baths ⋅ Edgewater Terrace SubDv. ⋅ 32801 Zip Code
Price Improvement! 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