Refine Search
Map
Sort by
$1,020,000
4 Beds ⋅ 3 Baths ⋅ Price Sub SubDv. ⋅ 32801 Zip Code
Multiple Offer Situation. Highest & Best Offers Due by Noon on Monday 6/15. Welcome to one of downtown Orlando's most distinctive homes, perfectly positioned across from Lake Cherokee in the heart of the Historic Lake Cherokee District. With sweeping lake views and the downtown skyline as your backdrop, this property offers a lifestyle that is truly difficult to replicate. Designed with a blend of timeless Key West charm and open, airy living spaces, the home is filled with architectural character and natural light. Transom windows, French doors, soaring ceilings, and 125-year-old reclaimed heart pine floors create a warm and inviting atmosphere throughout. The kitchen has been thoughtfully updated with newer quartz countertops and features custom wood cabinetry, stainless steel appliances, and a gas range. Additional recent improvements include a newer refrigerator, dishwasher, water heater, lighting fixtures, and fresh interior paint throughout much of the home. The primary bathroom has also been updated with beautiful quartz countertops. One of the home's most appealing features is its flexible floor plan. The spacious primary suite occupies the entire second floor and opens to a private balcony overlooking Lake Cherokee and the downtown skyline. A second en-suite bedroom on the first floor features french doors leading directly to the covered porch, making it ideal for guests or multigenerational living. Need additional space? The large downstairs office could easily function as a fourth bedroom. Outdoor living takes center stage with nearly 1,400 square feet of wraparound porch space designed for relaxing, entertaining, and enjoying the picturesque lake views. Whether you're sipping coffee while watching the swans glide across the water or gathering with friends on a cool evening, this home was designed to embrace its surroundings. A custom pergola over the parking area creates a spacious covered carport while enhancing the beautiful backyard. Located just blocks from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Orlando Health, and Delaney Park, you'll enjoy the convenience of downtown living while being surrounded by one of Orlando's most charming historic neighborhoods. Zoned for highly regarded Blankner K-8 and Boone High School. If you've been searching for a home with character, flexibility, and unforgettable views, this Lake Cherokee gem is one you won't want to miss.

440 Cherokee Drive, Orlando
$980,000
3 Beds ⋅ 4 Baths ⋅ Vilasa Thornton Park SubDv. ⋅ 32801 Zip Code
BRAND NEW! NOW AVAILABLE! 3 bed/3.5-bathroom residence featuring an open loft-style living and kitchen design. An exceptional entry level opportunity enhanced by upgraded light cabinetry. Units professionally designed by Carla Acosta Interiors. Vilasa Thornton Park combines luxury with location in the heart of Thornton Park. Just blocks from Lake Eola and Downtown Orlando experience upscale living in this townhome in the vibrant Thornton Park neighborhood, where you can walk to dining, coffee shops and shopping. Designed for both elegance and convenience, this home features a spacious open layout, and stunning city views. Upon entering, you’re welcomed by a large foyer leading to a versatile first-floor bedroom with a private bathroom- ideal as a private guest suite, home office, or in-law suite. This level also includes a two-car garage with a generous storage closet. The second floor is bathed in natural light, showcasing a gourmet kitchen with stunning, custom floor-to-ceiling cabinetry, high-end Stainless Steel appliances, quartz countertops, waterfall island and floor to ceiling windows. The spacious dining and living areas provide ample space for relaxation and entertainment, rich with character and warmth. Upstairs you will find the primary suite boasting spacious closets and a luxurious bathroom with abundant storage and natural light. The secondary bedroom with its own private bathroom and a cozy open space-perfect for a reading nook, sitting area, or home office. Rooftop offers unparalleled views of Downtown Orlando. The 11-unit townhome community, plus a duplex, is perfectly positioned near Thornton Park’s charming restaurants, boutiques, and salons. Lake Eola’s vibrant events, Sunday Farmers Market, and yoga in the park are just steps away, offering a lifestyle rich in culture and recreation. Walk a short distance to Broadway shows at the Dr. Phillips Center, basketball at Kia Arena, and Michelin-starred restaurants in the Mills 50 District. With Orlando Health and AdventHealth, a couple of miles away, this home is the perfect match for medical professionals. Don’t miss your opportunity to own an elegant urban retreat in one of Orlando’s most sought-after neighborhoods. Vilasa Winter Park sold out in record time. Trusted and reputable builder, Jordan Homes. HOA fee covers insurance, exterior and roof.

1004 E Robinson, Orlando
$997,000
3 Beds ⋅ 4 Baths ⋅ Vilasa Thornton Park SubDv. ⋅ 32801 Zip Code
BRAND NEW! NOW AVAILABLE! 3 bed/3.5-bathroom residence featuring an open loft-style living and kitchen design. An exceptional entry level opportunity enhanced by upgraded light cabinetry. Units professionally designed by Carla Acosta Interiors. Vilasa Thornton Park combines luxury with location in the heart of Thornton Park. Just blocks from Lake Eola and Downtown Orlando experience upscale living in this three-story townhome in the vibrant Thornton Park neighborhood, where you can walk to dining, coffee shops and shopping. Designed for both elegance and convenience, this home features a spacious open layout, and stunning city views. Upon entering, you’re welcomed by a large foyer leading to a versatile first-floor bedroom with an en-suite bathroom- ideal as a private guest suite, home office, or in-law suite. This level also includes a two-car garage with a generous storage closet. The second floor is bathed in natural light, showcasing a gourmet kitchen with stunning, custom floor-to-ceiling cabinetry, high-end appliances, quartz countertops, and floor to ceiling windows. The spacious dining and living areas provide ample space for relaxation and entertainment, rich with character and warmth. On the third floor, you’ll find a secondary en-suite bedroom and a cozy open space-perfect for a reading nook, sitting area, or home office. The primary suite is a true retreat, boasting spacious closets and a luxurious bathroom with abundant storage and natural light. Offers unparalleled views of Downtown Orlando. The 11-unit townhome community, plus a duplex, is perfectly positioned near Thornton Park’s charming restaurants, boutiques, and salons. Lake Eola’s vibrant events, Sunday Farmers Market, and yoga in the park are just steps away, offering a lifestyle rich in culture and recreation. Walk a short distance to Broadway shows at the Dr. Phillips Center, basketball at Kia Arena, and Michelin-starred restaurants in the Mills 50 District. With Orlando Health and AdventHealth, a couple of miles away, this home is the perfect match for medical professionals. Don’t miss your opportunity to own an elegant urban retreat in one of Orlando’s most sought-after neighborhoods. Vilasa Winter Park sold out in record time. Trusted and reputable builder, Jordan Homes. HOA fee covers insurance, exterior and roof.

1008 E Robinson, Orlando
$975,000
6 Beds ⋅ 4 Baths ⋅ F T Poynters Add SubDv. ⋅ 32801 Zip Code
This completely modernized historic residence offers the rare combination of luxury downtown living and built-in income potential with a DETACHED IN-LAW SUITE and sitting on a rare QUARTER ACRE LOT. Just steps from Lake Eola Park and a one-minute walk to beautiful Lake Cherokee. The main home has been thoughtfully renovated throughout, blending modern upgrades with preserved historic charm and character. Inside, you’ll find a renovated kitchen, two spacious bedrooms, and a versatile flex space on the main level—ideal for a home office, studio, or additional living area. Upstairs, the expansive primary suite features a generous walk-in closet. Additionally, you'll find 2 more bedrooms that open to a private deck overlooking the backyard. A standout feature of the property is the 750 sqft DETACHED IN-LAW SUITE, complete with one bedroom, one bathroom, a living area, and a full kitchen. Currently generating $1,900+ per month, it offers excellent income potential or flexibility for multi-generational living. Additional highlights include a 3-CAR GARAGE, NEW ROOF (installed May 2025) with a transferable 7-year warranty, and a rare ¼-acre downtown lot—providing ample space for a large swimming pool and expanded outdoor living. The outdoor space has been recently enhanced with a NEWLY INSTALLED DECK, custom pavers, and a fireplace, creating an ideal setting for entertaining or relaxing year-round. Situated on South Eola Drive in one of Downtown Orlando’s premier residential neighborhoods, this home offers walkable access to Lake Eola’s Sunday farmers market, dining, and cultural attractions—while being surrounded by tree-lined streets, historic architecture, and strong long-term appreciation. A truly unique opportunity to own a move-in-ready downtown home with income potential, space, and an unbeatable location!

530 S Eola Drive, Orlando
$950,000
4 Beds ⋅ 4 Baths ⋅ Eola Rose Annex SubDv. ⋅ 32801 Zip Code
An incredible opportunity to own one of Orlando's most prominent homes in Orlando's most desirable and walkable neighborhoods. Recently featured in the media for its historic charm and modern renovations. This fully updated 4-bedroom, 3.5-bath home masterfully blends historic charm with modern luxury. Set on a calm yet centrally located street in Downtown Orlando’s Thornton Park Historic District, the home spans over 3,000 square feet across three stories and boasts hardwood floors, custom crown molding, a wood-burning fireplace, and 2025 updates, including a reimagined spa-like primary bath, a designer laundry room, and smart home technology for effortless living. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, Thermador appliances, and thoughtful touches like dual sinks and a Waterstone pulldown faucet. The sunlit family room overlooks a private backyard and oversized porch, ideal for entertaining or relaxing. Upstairs, the primary suite offers a private balcony and an en suite bath that rivals a 5-star resort, with two additional bedrooms and the new laundry room completing this level. The third floor, a versatile 800-square-foot retreat, shines with custom details and a full bath. Outside, an electronic driveway gate leads to a detached garage with ample storage. Just steps from Lake Eola, Thornton Park’s boutiques and eateries, and Downtown Orlando’s vibrant energy, this move-in-ready home offers an unparalleled lifestyle. Seller's Preferred Lender will waive lender processing fees if the buyer uses the seller's lender

29 N Brown Avenue, Orlando
$975,000
3 Beds ⋅ 3 Baths ⋅ Eola South SubDv. ⋅ 32801 Zip Code
Rare downtown Orlando penthouse! Experience luxury living at its best in this exclusive penthouse residence in the heart of downtown Orlando, directly across from the city’s iconic Lake Eola Park. In one of the area’s desired and rarely available buildings at Eola South, it features three bedrooms and 2 1/2 baths. The developer planned this unit to have four bedrooms but the owner opened up the fourth, which is just off the foyer, into a game room that also works wonderfully as a home office. This condominium offers a lifestyle of sophistication, convenience and serenity. Go inside to discover a spacious, inviting floor plan filled with natural light through lots of windows and folding glass Nano doors. The open layout features high ceilings, premium finishes, and an unimpaired indoor-outdoor flow to a private terrace, where the built-in gas grille in the fully outfitted outdoor kitchen invites alfresco dining and gatherings against the downtown backdrop. Whether hosting guests or enjoying a quiet evening, this space offers a seamless extension of your living area. The main kitchen is a chef’s dream, with top-of-the-line appliances including a premium gas range, custom cabinetry and a spacious island. The primary suite offers a serene retreat with a spa-inspired luxurious bath with double vanities, soaking tub and separate shower, as well as a large walk-in closet. Just nearby, explore the city’s best restaurants, cafés, cultural venues and weekly farmers market, all right outside your door. Schedule your private showing today and experience urban luxury living at its best.

1 S Eola Drive Unit 22, Orlando
$855,000
3 Beds ⋅ 4 Baths ⋅ Brownstones/Thornton Park SubDv. ⋅ 32801 Zip Code
Welcome to The Brownstones at Thornton Park, in the highly sought-after Thornton Park neighborhood, ideally situated in the vibrant heart of Downtown Orlando. This diverse community offers an unparalleled blend of lifestyle, entertainment, and connectivity, making it a premier destination for discerning homeowners. These distinguished townhomes, developed by the esteemed F and J Development Group, consist of 28 impeccably designed, fee-simple residences with stunning roof top terraces. Step into an impeccably crafted townhome featuring a grand foyer leading to a private guest suite with an en-suite bathroom and access to a two-car garage. The second floor showcases an expansive open layout, bathed in natural light, perfect for entertaining. The chef’s kitchen is a masterpiece, boasting quartz countertops, a gas range with a pot filler, wine storage, high-end appliances, and a generous island with dine-in seating. On the third floor, you’ll find an elegant primary suite with a spacious walk-in closet, built-ins, a soaking tub, and a glass-enclosed shower. This level also hosts a secondary bedroom with an en-suite bathroom and a convenient laundry closet with built-in storage. Located in the desirable South Eola District, residents enjoy effortless access to an array of shops, dining, and cultural destinations, including the Dr. Phillips Center for Performing Arts, Amway Center, and Lake Eola Park. Additionally, the townhomes are just steps away from the city transit system, connecting you to Orlando’s Creative Village, the Sun Rail station, and the International Airport. Zoned for top-tier schools, including Lake Como K-8 and Edgewater High School, and minutes from Lake Highland Prep, this community is ideal for families seeking both luxury and convenience. Experience maintenance-free living at its finest. Discover The Brownstones at Thornton Park—where timeless elegance meets modern innovation.

234 S Summerlin Avenue, Orlando
$949,000
H W Fuller Sub SubDv. ⋅ 32801 Zip Code
Price improvement and $5000 closing credit to buyer!! This stunning 1918-built historic home at 734 S Mills Ave in Orlando, FL, has been thoughtfully and extensively remodeled into a versatile 7-bedroom, 5-bathroom residence offering approximately 3,320 sq ft under air and sitting on a generous 0.26-acre lot. Perfect as a primary residence with income potential or a turnkey investment property, it combines timeless charm with modern luxury. The main house features a brand-new gourmet kitchen with custom all-wood cabinetry (soft-close doors/drawers), luxurious marble countertops and floors, a fire clay sink with motion-sensor faucet, a 36” range with barn-door convection oven and built-in air fryer, counter-depth refrigerator, dual-zone wine fridge, and ultra-quiet dishwasher. New French oak flooring flows throughout, complemented by recessed WiFi-enabled RGB lighting, crown molding, Jeld-Wen solid interior doors, and a stylish Teza front door. Bathrooms are elevated with marble floors/tiles and a spacious freestanding soaking tub for relaxation. Additional highlights include cedar-lined upstairs closets, a private rear deck, and a 2-car garage. This property functions as a triplex with a fully renovated main house plus two attached apartments (a mother-in-law suite downstairs and another upstairs), both currently leased for immediate rental income. There’s also expansion potential with a loft buildout that could create an additional unit. Located in the desirable Delaney Park / Lake Davis area, it offers proximity to parks, dining, and downtown Orlando amenities while sitting on a quiet street with good walk/bike scores in parts of the neighborhood. Key Specs: 7 beds, 5 baths, 3,320 sq ft, built 1918 (renovated), 2-car garage, central AC/heat, listed around $989,900–$999,990 (recent price drop).

734 S Mills Avenue, Orlando
$949,000
7 Beds ⋅ 5 Baths ⋅ H W Fuller Sub SubDv. ⋅ 32801 Zip Code
Price improvement and $5000 credit to buyer for closing costs. Fantastic opportunity to live in the main house and collect income from the attached apartments! This stunning 1918-built historic home at 734 S Mills Ave in Orlando, FL, has been thoughtfully and extensively remodeled into a versatile 7-bedroom, 5-bathroom residence offering approximately 3,320 sq ft under air and sitting on a generous 0.26-acre lot. Perfect as a primary residence with income potential or a turnkey investment property, it combines timeless charm with modern luxury. The main house features a brand-new gourmet kitchen with custom all-wood cabinetry (soft-close doors/drawers), luxurious marble countertops and floors, a fire clay sink with motion-sensor faucet, a 36” range with barn-door convection oven and built-in air fryer, counter-depth refrigerator, dual-zone wine fridge, and ultra-quiet dishwasher. New French oak flooring flows throughout, complemented by recessed WiFi-enabled RGB lighting, crown molding, Jeld-Wen solid interior doors, and a stylish Teza front door. Bathrooms are elevated with marble floors/tiles and a spacious freestanding soaking tub for relaxation. Additional highlights include cedar-lined upstairs closets, a private rear deck, and a 2-car garage. This property functions as a triplex with a fully renovated main house plus two attached apartments (a mother-in-law suite downstairs and another upstairs), both currently leased for immediate rental income. There’s also expansion potential with a loft buildout that could create an additional unit. Located in the desirable Delaney Park / Lake Davis area, it offers proximity to parks, dining, and downtown Orlando amenities while sitting on a quiet street with good walk/bike scores in parts of the neighborhood. Key Specs: 7 beds, 5 baths, 3,320 sq ft, built 1918 (renovated), 2-car garage, central AC/heat, listed around $989,900–$999,990 (recent price drop).

734 S Mills Avenue, Orlando
$920,000
3 Beds ⋅ 3 Baths ⋅ W D Holdens Sub SubDv. ⋅ 32801 Zip Code
Welcome to your dream home in the heart of downtown Orlando’s Lawsona Historic District. This house is 95% New Construction. Including new siding , new roof, all new plumbing and electrical, tankless water heater, new installation, drywall and AC system included all duct work, kitchen , bathrooms ect...This Vintage Sears home built in 1925 has been beautifully renovated and offers the perfect blend of modern luxury and classic charm. A comfortable front porch and walkways with pretty landscaping welcome you to your new chapter of serenity. There’s plenty of space to enjoy everyday living & entertaining in this Dutch Colonial & generously sized 3 bedroom, 2.5 bath with a detached double garage offering 2,402 sq. ft. of elegant finishes. This home has been meticulously renovated and maintained while maintaining all of the charm and character you love in older homes. The stunning foyer with a grand staircase welcome you to an open floor plan with a large gathering room complete with a modern electric fireplace and custom cabinetry. A big and open kitchen delivers function & good looks with quartz counter tops, stainless steel appliances, impressive 42” cabinetry with crown moldings and a sparkling backsplash, a large island, a huge breakfast bar, plenty of pantry space and a nicely sized eat in nook. The formal dining area is perfect for family dinners and casual gatherings. This charming home has undeniable charm and is light and bright due to the windows overlooking the spacious yard allowing natural light in creating a cozy atmosphere for entertaining. Thoughtfully set far from the busy family area, you'll find a spacious master suite with a large walk in closets , private balcony over looking the backyard and an impressive bathroom complete with a substantial walk-in shower, dual sinks & best of all, an oversized tub for luxuriating soaks. A 2-way split plan including three bedrooms, plus a home office, ensures ample personal space for everyone to work, play & rest. A simply stunning home built with the most exquisite luxuries. Additional extras to include; expansive ceilings, new a/c ducting, restored original windows, two new HVAC systems, all new electrical, hand milled window and door moldings, wood flooring throughout,

17 N Shine Avenue, Orlando
$900,000
6 Beds ⋅ 6 Baths ⋅ Daniel Bros Sub SubDv. ⋅ 32801 Zip Code
Downtown Orlando Triplex. Perfect investment opportunity, The three units feature 2 bedrooms, 1.5 baths, a first-floor open plan living space including a living room/dining room combo with kitchen and ½ bath. The sliding glass doors in the living that lead to a private back porch and courtyard with access to the separate exterior laundry room area. The good-sized bedrooms are located on the 2nd floor and share a common bathroom. At the back of the building is a large fenced-in yard. All units have recently been updated with new Kitchens, bathrooms, and flooring and freshly painted throughout. Off-street parking for 6 cars for residents. All units are currently leased with rents at $1750 per unit with room to increase rents to $2000+ per month. Very rarely do Triplexs in this condition and in this location come to market! Minutes to downtown Orlando, Lake Eola, and Delany Park. Blankner K-8 and Boone High School! Call today for more information

517 S Summerlin Avenue, Orlando
$975,000
5 Beds ⋅ 4 Baths ⋅ F T Poynters Add SubDv. ⋅ 32801 Zip Code
Get busy living the downtown Orlando lifestyle in this impeccably restored 1913 Craftsman bungalow in the heart of the Lake Cherokee Historic District. The main house has 4 bedrooms and 2.5 baths and there is a 500 SF detached guest house for in-laws, the boomerang child or rental, complete with a kitchenette, full bath, and a full-size washer/dryer. Sitting on the rare oversized lot, you will love the pool, numerous outdoor entertainment spaces and storage shed/workshop. Enjoy tranquil mornings with a cup of coffee on your covered front porch and come evening, indulge in al fresco dining under the enchanting canopy of a vine-covered pergola. Surrounded by mature landscaping reminiscent of an English garden, this property exudes tranquility and serenity. Thornton Park, Lake Eola, and the Dr. Phillips Performing Arts Center are just a leisurely stroll away and located in the highly sought after Blankner K-8/Boone School district. Check out the virtual tour and call us for your private tour.

514 S Eola Drive, Orlando