Location: Orlando
Keyword(s): Boone High
Keyword(s) High School: Boone High
Do Not Show Listings
1316 S BUMBY AVE, ORLANDO, FL 32806
$535,00024 Days on yellowkey MLS ID: O6403856
0 Days Off yellowkey (back on 5/16/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1723 Built: 1972 Tax: $6,007 (2025)Community: Conway ParkApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,007
Elementary School: Lake Como Elem
High School: Boone High
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Detached duplex in the heart of Orlando's Hourglass District. Live in one unit and let the other offset your mortgage, or hold both as income-producing rentals in one of the city's most walkable and in-demand neighborhoods — steps from Foxtail Coffee, Tamale Co., local restaurants, and nearby grocery stores. Unit A has been beautifully remodeled with 2 bed / 1 bath, quartz countertops, updated finishes throughout, and an in-unit washer and dryer. Unit B is 2 bed / 1 bath with an existing month-to-month tenancy gives a new owner maximum flexibility from day one. Whether you're an investor seeking immediate cash flow or a buyer ready to put down roots while building wealth, this property delivers both — in a neighborhood that continues to be one of Orlando's most sought-after. Interior photos are only of unit A.
Listing is courtesy of: BELMONT REALTY (407-745-0696)
Listing Agent: Raul Veitia (321-274-2422)
3130 S SEMORAN BLVD #307, ORLANDO, FL 32822
$175,00032 Days on yellowkey MLS ID: O6404058
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 889 Built: 1988 Tax: $2,811 (2025)Community: Centre Court Condo 01 Ph 03Condo
Taxes:$2,811
Elementary School: Lake George Elem
Middle School: Conway Middle
Remarks: Under contract-accepting backup offers. Seller is offering a 1% lender credit when using the preferred lender. Why rent when you can own, or secure a solid investment opportunity in a highly convenient Orlando location? This 2-bedroom, 2-bath condo is located in the gated Wimbledon community and offers top-floor living with no upstairs neighbors for added privacy. The layout is functional and filled with natural light, creating a comfortable space for everyday living or strong rental potential. A cozy fireplace adds character to the main living area, creating a warm focal point you don’t often find in condo living. Enjoy a private screened-in patio, perfect for relaxing or unwinding, along with in-unit laundry hookups for added convenience. The open living and dining areas flow easily into the kitchen, making the space feel connected and practical. Wimbledon offers a full range of amenities including a community pool, tennis courts, fitness center, clubhouse, and maintained grounds, all within a gated setting. The HOA includes these amenities, providing easy, low-maintenance living. Located along Semoran Blvd, you’re just minutes from Orlando International Airport, major highways including 408 and 417, and a wide range of shopping, dining, and everyday conveniences. Easy access to Downtown Orlando and Lake Nona makes this a highly connected and desirable area. Move-in ready with room to make it your own over time, this is a great opportunity for a primary residence or investment in an established Orlando community. Don’t hesitate and schedule your showing today.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Cassandra King (407-462-2762)
568 S OSCEOLA AVE #15, ORLANDO, FL 32801
$535,000134 Days on yellowkey MLS ID: O6374882
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1886 Built: 1982Monthly Fee: $991 Tax: $7,216 (2024)Community: Cherokee Place Condo Ph 01Condo
Taxes:$7,216
Elementary School: Blankner Elem
Tax Year: 2024
Middle School: Blankner School (K-8)
Remarks: Welcome to 568 S Osceola Avenue, a beautifully renovated 2-bedroom, 2.5-bath townhome-style condo located in the highly sought-after Cherokee Place community along the shores of Lake Cherokee. Surrounded by mature oak trees and lush landscaping, this multi-level residence offers a rare combination of modern design, tranquil lake views, and walkable urban living just minutes from downtown Orlando and Thornton Park. The light-filled interior features an open-concept main level with wide-plank flooring, recessed lighting, and refined finishes throughout. The spacious living and dining areas are anchored by a striking fireplace and open to a private screened balcony overlooking the lake—perfect for morning coffee or evening relaxation. The chef’s kitchen is a true centerpiece, showcasing quartz countertops, crisp white cabinetry, stainless steel appliances, and elegant brass hardware. Upstairs, the primary suite offers a peaceful retreat with its own private balcony, statement fireplace feature wall, and a spa-inspired en-suite bath with dual vanities and a walk-in shower. A generous secondary bedroom with an updated en-suite bath provides flexibility for guests or a home office. Additional highlights include a private garage with alley access, a gated front courtyard, and multiple outdoor living spaces. Residents enjoy access to a resort-style community pool, scenic lakeside walking paths, and beautifully maintained grounds. Ideally located just minutes from downtown Orlando, Lake Eola, and the Dr. Phillips Center for the Performing Arts, this home delivers luxurious, low-maintenance living in one of Orlando’s most desirable neighborhoods.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Brett Jaffee, Jr (407-454-4657)
2102 SHAFFER PL, ORLANDO, FL 32806
$412,50050 Days on yellowkey MLS ID: O6396087
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1448 Built: 1959 Tax: $5,680 (2025)Community: Crystal Lake ManorSingle Family
Taxes:$5,680
Elementary School: None
Remarks: Spacious high-end homes dominate the real estate market west of Crystal Lake Drive. Solid block and on a corner lot size 0.23 acres in Un-incorporated Orlando with a large 2 car attached garage and a carport, so you'll have space for everything you need. This lovely 3 bedroom 2 bath single family home is well over 1,400 sq ft. The living space is defined by comfort, flow, and relaxation, with many notable features including original hardwood floors, thermal pane windows, and a new AC in 2022. This residence offers a cozy eat-in kitchen, which has granite countertops and plenty of cabinet space, a like-new wall oven and cooktop, and a beautiful backsplash. The sleeping areas are tucked away and the remodeled and renovated bathrooms are terrific, boasting tile in the master bath and high-end custom designs with lighting in both showers, truly an expert level detail. This outstanding property also comes with a small shop and storage shed with a workbench, electricity is available, and exterior lighting with motion sensors. Note: Tenant occupied until 07/31/2026 and Seller can provide rental history. Contact us today to schedule a private tour!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: Joan Thompson (407-948-5592)
2100 MAE ST, ORLANDO, FL 32806
$910,00054 Days on yellowkey MLS ID: O6396104
REDUCED by $15,000 (1.6%) on 05/02/2026
Bed: 4 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 2090 Built: 1936 Tax: $11,311 (2025)Community: Richmond Terrace First AddSpa: NoSingle Family
Taxes:$11,311
Middle School: Lake Como School K-8
Remarks: There's a moment when you first arrive at 2100 Mae Street where everything just... slows down. The trees, the water, the quiet, yet somehow you're still right in the heart of Orlando. It feels like you've escaped, but you're just minutes from shopping, restaurants, hospitals, and the city's world-famous attractions. And that's exactly what makes this home so special. Originally built in 1936, this charming cottage has been completely reimagined into a refined lakefront retreat, where timeless character meets modern luxury in all the right ways. Set on over half an acre along the peaceful shoreline of Crystal Lake, this is the kind of property that simply doesn't come around often. Inside, the home unfolds beautifully. Engineered wood floors adorn the dining and living room, where a wood-burning fireplace and built-in shelving accent this cozy gathering space. Natural light pours in from huge windows along the rear of the home, drawing your eye straight through to the water. The fully remodeled custom kitchen is the centerpiece, anchored by a stunning 10-foot island, solid wood soft-close cabinetry with dovetailed drawers, double built-in ovens, induction cooktop, and a 166-bottle wine fridge ready for your next gathering. Whether it's a quiet morning coffee or a lively dinner party, this space rises to the occasion every time. The owner's suite feels like a private escape. Wake up to soft lake views and end your evenings with painted sunsets from the comfort of your bed. The spa-inspired bathroom is thoughtfully upgraded with dual sinks, stone counter, a travertine marble floor, a walk-in tiled shower, a heated towel rack, and a Toto toilet, because the little luxuries matter more than you think. On the opposite side of the home, oversized secondary bedrooms offer comfort and privacy, while the second bath brings a touch of vintage soul with its beautiful clawfoot tub. A smaller fourth bedroom overlooks the front yard and makes a perfect home office. And then there's the backyard, where this home truly becomes something unforgettable. A resurfaced saltwater pool, expansive Trex deck, and a private floating dock create a setting that feels more like a boutique resort than a personal residence. Take the paddleboat out for a sunset cruise, host unforgettable gatherings, or simply unwind and let the lake do what it does best: a chance for a more peaceful way of living. Behind the scenes, nearly everything has been taken care of for you, including a new HVAC system, water heater, pool motor, irrigation pump, dishwasher, washer and dryer, EV charging station, ADT security system, and a newer roof, so you can focus on enjoying the lifestyle, not managing the home. The circular driveway welcomes guests with ease, while the rare double-stacked 4-car garage, complete with an included generator and refrigerator, gives you all the space you didn't think you'd find this close to downtown. Whether you have a boat, a classic car collection, or fun toys that need to be stored, this garage has room for it all. This isn't just a home, it's a feeling. A place where historic charm, modern design, and lakefront living come together in a way that's incredibly hard to replicate. Homes like this don't sit quietly for long. Come experience it for yourself and be ready to fall in love.
Listing is courtesy of: UPWELL REALTY LLC (407-926-9960)
Listing Agent: Kyle Madorin Pa (407-504-9247)
3226 S OSCEOLA AVE, ORLANDO, FL 32806
$975,00094 Days on yellowkey MLS ID: O6386545
REDUCED by $60,000 (5.8%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3237 Built: 1972 Tax: $8,972 (2024)Community: Lake Jewel HillsSpa: NoSingle Family
Taxes:$8,972
Remarks: In an area often defined by its flat horizon and palm-fringed subdivisions, Lake Jewel Hills emerges as a refreshing architectural anomaly. Here, the landscape takes a dramatic turn—literally. Designed to evoke the rolling terrain of the Northeast, this storied enclave features man-made hills and winding elevations that provide a sense of architectural character rarely found in Central Florida. At 3226 S Osceola Ave, this "Northern" spirit is captured perfectly within a multi-level residence that doesn't just sit on the land—it lives with it. Originally built in 1972 and recently reimagined through a comprehensive, high-profile renovation (famously featured on a national TV network), this home is a masterclass in vertical storytelling. The journey begins at the front entry, where a welcoming foyer serves as the central axis for the home’s distinct living zones. On this main level, the flow is effortless: a sophisticated dining room and a chef-inspired kitchen with high-end finishes await your morning coffee and evening soirées. Tucked away on this same floor are three spacious bedrooms and a full bath, offering a traditional footprint with a modern, open-air feel. But the true character of this home lies in its elevation. From the foyer, ascend to the third level—a dedicated sanctuary for the primary suite. This upper-level retreat, complete with a versatile bonus room and views of the surrounding greenery, feels miles away from the world below. Conversely, a few steps down from the main level leads you into the heart of the home: a magnificent family room. Anchored by a floor-to-ceiling stacked stone wood-burning fireplace and soaring exposed beam ceilings, this space mirrors the "hillside" aesthetic of the neighborhood. It is cozy, grand, and perfectly connected to the large laundry suite and the two-car garage, ensuring that daily logistics never interrupt the home's aesthetic peace. The lifestyle extends beyond the threshold into a backyard oasis designed for the Florida sun, featuring a screened-in pool with a flowing river water feature and elegant European pavers. (Note for fans of the home’s TV episode: The dramatic alligator scene was a staged dramatization using a Gatorland guest—rest assured, no gator has ever actually taken residence in this pool!) Living in Lake Jewel Hills means embracing architectural diversity; in this neighborhood, no two homes are alike, creating a vibrant streetscape of unique characters and "hills" that invite evening strolls. Location is the ultimate amenity here. Nestled in the heart of the SODO District, you are minutes from the pulse of Downtown Orlando, yet wrapped in the quietude of a "Silent Zone." You’re within the prestigious Boone-Blankner school district (with Blankner K-8 boasting a stellar 9/10 rating), making this an ideal haven for growing families. Whether you’re grabbing a craft brew at a local SODO haunt, commuting via the nearby I-4/408 interchange, or enjoying the proximity to Orlando Health, everything you need is within a five-minute radius. 3226 S Osceola Ave is more than a renovation; it is a piece of Orlando history elevated for the modern dreamer. If you’ve been searching for a home that offers the soul of the North with the soul-warming sun of the South, your sanctuary has arrived.
Listing is courtesy of: ONE OAK REALTY CORP (407-906-1625)
Listing Agent: Michael Chiorando (407-222-2421)
517 DERRY DOWN RD, ORLANDO, FL 32806
$889,00019 Days on yellowkey MLS ID: O6407854
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3845 Built: 1960 Tax: $7,961 (2025)Community: Jewel OaksSingle Family
Taxes:$7,961
Elementary School: Pershing Elem
Middle School: PERSHING K-8
Remarks: Under contract-accepting backup offers. Tucked away on a quiet dead-end street in Orlando’s highly sought-after SODO district, this rare LAKEFRONT opportunity offers the perfect chance to create your dream home just minutes from Downtown Orlando. Offered on the market for the first time in over 40 years! Situated on OVER half-acre lot with serene waterfront views on Lake Jennie Jewel a private ski lake, 517 Derry Down Road is being offered primariy for land value and presents endless potential for buyers, investors, or builders looking for a private in-town retreat. The existing home is ready for a complete remodel, or demo and build new, making this property a true blank canvas for your vision. New Roof 2025. Whether you choose to renovate and restore or build new, the setting is exceptional — offering the best of both worlds with a peaceful, tucked-away location while remaining close to Downtown Orlando, hospitals, dining, shopping, and major roadways. Zoned for highly regarded Pershing K-8 and Boone High School. Opportunities like this are rare in the heart of SODO — bring your builder, your architect, and your imagination.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
5206 CURRY FORD RD #113, ORLANDO, FL 32812
$125,00019 Days on yellowkey MLS ID: O6408148
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 1973 Tax: $1,748 (2025)Community: Hacienda Del Sol CondoCondo
Taxes:$1,748
Elementary School: Dover Shores Elem
Middle School: Roberto Clemente Middle
Remarks: Well Maintained community, this 1/1 condo located in Hacienda Del Sol, located on first floor, tile flooring throughout, conveniently located off CurryFord Road, close to shopping , Sedanos Supermarket, Semoran Blv, just 5 minutes to Orlando International Airport , close to Highways 408,I-4, Downtown Orlando, UCF, and Full Sail University, to sum up, great location, great investment, great value.
Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)
Listing Agent: Daniel Sanchez (407-952-5066)
515 SUNGLOW DR, ORLANDO, FL 32803
$310,00018 Days on yellowkey MLS ID: O6408455
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1276 Built: 1956 Tax: $2,440 (2025)Community: Crystal Lake TerraceSingle Family
Taxes:$2,440
Remarks: Mid century modern home with prime downtown location. This 1956 home has old world charm and potential. Located in the Milk District and close to downtown, beautiful Lake Como and Lake Underhill, restaurants and easy access to the 408 and I-4. Featuring 3 bedrooms, 2 bathrooms and a 1 car garage.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
1928 CONWAY RD #18, ORLANDO, FL 32812
$127,50018 Days on yellowkey MLS ID: O6407766
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1970Monthly Fee: $353 Tax: $2,011 (2025)Community: Metro/Michigan Park CondoCondo
Taxes:$2,011
Elementary School: Conway Elem
Remarks: Excellent location in the heart of Orlando! This centrally located condominium offers controlled access and convenient access to Highway 408. Ideally situated near Orlando International Airport, Valencia College, Downtown Orlando, supermarkets, restaurants, and major shopping destinations. This property is a fantastic opportunity for first-time homebuyers, investors, or anyone seeking comfort, convenience, and accessibility within an affordable and well-connected community. The unit also includes a washer and dryer for added convenience.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Miriam Rodriguez Rivera (407-225-2895)
28 W ESTHER ST #E, ORLANDO, FL 32806
$369,00077 Days on yellowkey MLS ID: S5145888
REDUCED by $20,000 (5.1%) on 05/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1611 Built: 2007Monthly Fee: $481 Tax: $4,860 (2025)Community: Delaney CourtCondo
Taxes:$4,860
Remarks: Live in the heart of Orlando’s vibrant SODO District with this stunning three story end unit condo offering space, style, and unbeatable convenience. This 3 bedroom, 2.5 bathroom home features ground floor access, a private 2 car garage, and a versatile flex space on the first level that can serve as a home office, guest room, or additional bedroom. The second floor is designed for comfortable living and entertaining, with an open concept layout that connects the kitchen, dining, and spacious living area. Sliding doors lead to a private outdoor terrace, creating the perfect spot to relax or host friends and family. The kitchen overlooks the living area and provides a functional layout for everyday living. On the third floor, you will find two generously sized bedrooms, each with its own private bathroom, along with a conveniently located laundry area. Located just minutes from Downtown Orlando and local restaurants, breweries, and the SODO Target shopping plaza, this home places you close to everything. Orlando Health Medical Complex is nearby, and major attractions such as the Amway Center, Exploria Stadium, and Dr. Phillips Performing Arts Center are just over a mile away. Easy access to I-4, 408, and 417 makes commuting simple. Zoned for highly sought after Blankner K-8 and Boone High School, this home offers the perfect combination of location, comfort, and low maintenance living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lemuel Rojas (321-282-8604)
4878 CONWAY RD #89, ORLANDO, FL 32812
$165,00089 Days on yellowkey MLS ID: O6387371
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $5,000 (2.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 870 Built: 1973Monthly Fee: $400 Tax: $2,013 (2025)Community: Sienna Place CondoCondo
Taxes:$2,013
Elementary School: Shenandoah Elem
Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to easy, comfortable living at Sienna Place Condominiums, where convenience meets THOUGHTFUL UPDATES in this 2-bedroom, 2-bath FIRST-FLOOR END-UNIT condo. THE SPECIAL ASSESSMENT FOR THIS UNIT HAS BEEN PAID IN FULL—saving the new owner approximately $200 a month. With no steps and CLOSE PROXIMITY to parking, this home offers excellent accessibility and everyday ease, making it an ideal option for first-time homeowners, downsizers, or those seeking a LOW-MAINTENANCE LIFESTYLE. Inside, the OPEN FLOOR PLAN allows the Living Room, Dining area, and Kitchen to flow seamlessly together, creating a bright and welcoming space perfect for relaxing or entertaining. WOOD FLOORING runs throughout the main living areas, while durable WOOD-LOOK VINYL FLOORING in the bedrooms means there is NO CARPET anywhere in the home. The UPDATED KITCHEN features beautiful GRANITE COUNTERTOPS, a generous amount of cabinetry for storage, a modern tile backsplash, and a convenient breakfast bar that opens to the main living space. Just off the Kitchen, the SUN-FILLED Dining area includes sliding glass doors that bring in plenty of natural light. The spacious Primary Suite, featuring its own EN SUITE BATH, offers a walk-in closet that also houses the stacked washer and dryer along with the hot water heater, maximizing functionality and convenience. A second GENEROUSLY-SIZED bedroom is located just across from the SECOND FULL BATH, providing flexibility for guests, family members, or a home office. This updated and HANDICAP-ACCESSIBLE unit also benefits from a NEW ROOF installed in 2023. Residents of Sienna Place enjoy a variety of COMMUNITY AMENITIES including a clubhouse, fitness center, and SPARKLING COMMUNITY POOL, along with HOA services that cover water, trash, exterior maintenance, and grounds maintenance, making homeownership truly low maintenance. The association also maintains strong financial reserves. The location offers excellent convenience, with QUICK ACCESS to Orlando International Airport, nearby shopping and dining at LEE VISTA PROMENADE, and outdoor recreation at BARBER PARK and WARREN PARK. Major routes including State Road 528 and State Road 408 make commuting to DOWNTOWN ORLANDO, LAKE NONA, and CENTRAL FLORIDA'S WORLD-FAMOUS ATTRACTIONS simple and convenient.With its FIRST-FLOOR ACCESSIBILITY, modern updates, strong HOA benefits, and PRIME LOCATION, this Sienna Place condo offers a fantastic opportunity for comfortable, low-maintenance living. Call today and schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
4262 LAKE UNDERHILL RD #9C7, ORLANDO, FL 32803
$204,90050 Days on yellowkey MLS ID: O6393319
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1970Monthly Fee: $604 Tax: $700 (2025)Community: Plantation AptsCondo
Taxes:$700
Remarks: Looking for an exceptional value right in the heart of all that Orlando has to offer? Well, this is it! Come check out this charming 2 bedroom, 2 bath condo that includes very nice Resort Style Amenities. You"ll have the perfect mix of comfort, independence and low-maintenance living. Step inside the brand new front door to find a smart and open split bedroom layout which is perfect for roommates or entertaining over night guests. The unit is light and bright and includes a spacious living/dining area that has sliding glass doors leading out to a covered screened porch with park like views. There is an extra storage room on the porch convenient for storing bikes, tools, etc. The 2 bedrooms are both large with walk in closets and ceiling fans. The kitchen has been updated with stone countertops and newer stainless appliances. There is a washer and dryer too. The HOA fee is a great value including almost all of your monthly expenses such as basic cable, Water, Sewer, Trash Valet, etc. This community offers so much value to its residents by including 2 sparking swimming pools, private lake access with a dock, tennis courts, basketball courts, a clubhouse, cat wash station and a pet friendly designated area. You can also kyak and canoe in Lake Giles as part of the community. Lake Underhill Park offers a scenic 1.3 mile walking/bike trails. Just minutes to Major Highways, Orlando International Airport, Area Attractions, University of Central Florida, Downtown Orlando and lots of shopping and restaurants. You'll just love this location. Don't miss seeing this move in ready condo today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Mary Kranz (407-716-6614)
5316 ALCOM DR, ORLANDO, FL 32812
$335,00039 Days on yellowkey MLS ID: O6402115
0 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1612 Built: 1986Monthly Fee: $67 Tax: $5,812 (2025)Community: Bryn MawrHalf Duplex
Taxes:$5,812
Remarks: Under contract-accepting backup offers. Prime Location + Income Potential! This 3-bedroom, 2.5-bath half duplex is ideally located just 10 minutes from Orlando International Airport and about 20 minutes to all major attractions—putting you right where you want to be. Major updates include a roof replaced in 2023 and A/C from 2021 (exterior unit). Inside, the home features an updated kitchen and bathrooms with granite countertops and newer cabinetry, along with vinyl flooring throughout and tile in the bathrooms. All appliances are included. The layout feels open and inviting with vaulted ceilings, skylights, and a cozy fireplace that adds character to the main living space. There’s also a comfortable dinette area for everyday meals or casual gatherings. Step outside to a cute and spacious patio, perfect for barbecues or relaxing, and enjoy the convenience of the community pool just a short walk away. Some photos have been virtually staged to show the home’s potential.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Patti Alonzo (407-432-2777)
4529 SOUTHFIELD AVE, ORLANDO, FL 32812
$299,90084 Days on yellowkey MLS ID: O6386123
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1403 Built: 1984Monthly Fee: $273 Tax: $4,345 (2024)Community: Southern VillasTownhouse
Taxes:$4,345
Remarks: Move-in ready and beautifully updated end-unit townhome featuring a versatile flex space with potential for a third bedroom, home office, guest room, or additional sleeping area. This unique layout provides added functionality rarely found in similar homes in the community. The end-unit location offers additional windows and wonderful natural light, creating a bright and airy feel throughout the home while providing extra privacy with only one neighboring wall. Inside, the home showcases a modernized kitchen, refreshed bathrooms, and clean contemporary finishes throughout, making it truly move-in ready. Step outside to a fully fenced backyard offering a private outdoor space ideal for relaxing, entertaining, or enjoying Florida evenings. Conveniently located in the desirable 32812 area with easy access to Downtown Orlando, Orlando International Airport (MCO), shopping, dining, and major highways. A fantastic opportunity to own a thoughtfully updated home with flexible living space in a central Orlando location.
Listing Agent: Geo Cuevas (407-592-6187)
4490 SIMMONS RD, ORLANDO, FL 32812
$299,999232 Days on yellowkey MLS ID: S5135991
REDUCED by $1 (0.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1941 Tax: $3,778 (2024)Community: Gatlin GardensSingle Family
Taxes:$3,778
Remarks: Single Family Home Alert! - Welcome to 4490 Simmons Road, a beautifully updated and move-in ready home located in the desirable Conway / Gatlin Gardens area of Orlando. This charming single-story residence blends classic mid-century character with modern finishes and thoughtful upgrades throughout. Offering two bedrooms, two full bathrooms, and approximately 1,334 square feet of living space on a generous 7,500 square-foot lot, this home perfectly balances warmth, functionality, and location—all with no HOA. From the moment you arrive, you’ll notice the inviting curb appeal and large front deck that stretches across the home, creating the perfect space for morning coffee, outdoor dining, or entertaining guests in true Florida style. Inside, natural light fills the open floor plan, creating an airy, welcoming feel from the living room through to the dining and kitchen areas. You’ll fall in love with the rich elegance of the wood plank–look tile, installed throughout the home, which combines timeless style with modern durability. The kitchen has been beautifully updated with gleaming quartz countertops, modern cabinetry, and stainless-steel appliances—all included in the sale. In 2025, the seller installed a new microwave and new washer, giving you the peace of mind that key appliances are fresh and efficient. Just off the kitchen, the spacious dining room features a stunning quartz beverage-serving area with ample cabinetry—ideal for entertaining, a coffee bar, or extra storage. The open layout provides a seamless flow for gatherings while maintaining the cozy intimacy of a traditional home. Both bedrooms are generously sized, with convenient access to two full baths, offering flexibility for guests, a home office, or a roommate setup. The home’s interior laundry area adds convenience and functionality to daily living. Structural and mechanical peace of mind come with the roof, which is only about six years old (2019), ensuring durability and reduced maintenance for years to come. Outdoor living shines here—Installed in July 2025, the vinyl fencing adds privacy and definition to the backyard, creating an inviting space for gardening, outdoor gatherings, or relaxing under the Florida evening sky. The property’s size offers plenty of space for entertaining, adding a patio, or even a future expansion. The home includes tile flooring, central A/C and heat, and public utilities, combining efficiency with comfort. Its convenient location puts you minutes from the SoDo District, Orlando International Airport, Downtown Orlando, and the major roadways of 408 and 528, making commuting simple and shopping and dining easily accessible. Zoned for highly regarded Shenandoah Elementary, Conway Middle, and Boone High School, this home offers an exceptional lifestyle opportunity in one of Orlando’s most established neighborhoods. With no HOA, a nearly new roof, quartz-finish upgrades, stainless appliances, a brand-new fence, a huge front deck, and 2025 appliance updates, 4490 Simmons Road delivers move-in readiness and timeless appeal. Whether you’re a first-time buyer, downsizing, or looking for an investment property in a sought-after central location, this home combines character, comfort, and convenience in a way that’s truly hard to find in today’s market. Schedule your showing today and experience all that this lovingly maintained Conway gem has to offer.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Scott Pettengill, Llc (207-735-4270)
310 E ANDERSON ST, ORLANDO, FL 32801
$649,90032 Days on yellowkey MLS ID: S5149023
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1320 Built: 1920 Tax: $8,382 (2025)Community: Groves SubApartment
Taxes:$8,382
Middle School: Howard Middle
Remarks: Fully renovated mixed-use duplex offering exceptional flexibility and income potential in the heart of Orlando. This stand-alone historical building is zoned for both commercial and residential use, creating endless opportunities for investors, business owners, or owner-occupants. Both units are currently operating as successful short-term rentals (Airbnb), generating immediate income. The downstairs unit, previously configured as an office, features three separate rooms, a kitchenette, dining area, and a full bathroom. It can continue as a short-term rental, professional space, or be converted to residential use. The upstairs unit includes two bedrooms, one full bathroom, a full kitchen, and an open-concept living and dining area, making it ideal for guests and consistent rental income. Each unit has its own private entrance and separate electrical meter. The property offers ample parking, accommodating up to seven vehicles total, with dedicated parking areas for each unit. Recent updates include a newer roof (2018). The upstairs unit is equipped with a washer and dryer. Furniture is negotiable. Ideally located just steps from the Dr. Phillips Center for the Performing Arts, Downtown Orlando, and Lake Eola Park, with easy access to dining, entertainment, and major roadways. Live in one unit and rent the other, lease both for maximum return, or operate your business while generating additional income this property offers unmatched versatility and income potential.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sonia Crespo Ballesteros (321-216-1727)
821 BRIERCLIFF DR, ORLANDO, FL 32806
$624,90027 Days on yellowkey MLS ID: O6404630
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1696 Built: 1956 Tax: $9,655 (2025)Community: BrookvillaSpa: YesSingle Family
Taxes:$9,655
Remarks: Welcome to this beautiful home nestled between Lake Davis and Lake Lancaster in the heart of Delaney Park! This fully renovated MID-CENTURY MODERN gem blends timeless style with modern updates. HARDWOOD FLOORS THROUGHOUT and a bright, open floor plan perfect for entertaining. The designer kitchen is a standout, showcasing wood cabinetry, QUARTZ COUNTERTOPS, stainless steel appliances, and the perfect mid-century modern tile backsplash. The inviting family room centers around a cozy WOOD-BURNING FIREPLACE, complemented by wood beam accents and stylish lighting fixtures throughout. The primary suite offers a private retreat with dual closets and an updated bathroom with a WALK-IN SHOWER . Big-ticket upgrades have already been taken care of, including NEWER WINDOWS, REPLUMBED (2023), NEW WIRING AND ELECTRIC PANEL (2023), and a roof replaced in 2018—giving you peace of mind for years to come. Step outside to your BACKYARD OASIS—complete with fresh sod, pavers, a relaxing hot tub, and a large deck ideal for entertaining or unwinding. Located just MINUTES FROM SODO AND DOWNTOWN ORLANDO, near ORMC, with easy access to I-4 and 408. Zoned for the BLANKNER/BOONE SCHOOL DISTRICT.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Margo Rochelle (407-694-0623)
1935 CONWAY RD #F5, ORLANDO, FL 32812
$165,000137 Days on yellowkey MLS ID: O6373773
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 952 Built: 1969 Tax: $2,680 (2025)Community: Mai Kai AptsCondo
Taxes:$2,680
Remarks: *****PRICE IMPROVEMENT!!!********Seller may consider buyer concessions if made in an offer**Set within the heart of Orlando in the GATED Mai Kai community, this beautifully updated second-floor 2-bedroom, 1.5-bath condo offers peaceful green space and TRANQUIL POND VIEWS, along with a long list of RECENT UPGRADES that make it truly MOVE-IN READY. Thoughtfully refreshed and well cared for, this home combines comfort, convenience, and low-maintenance living. Step inside to a bright, OPEN FLOOR PLAN where the Living and Dining areas flow seamlessly into the Kitchen—ideal for everyday living and entertaining. BRAND-NEW LAMINATE FLOORING (2025) adds a clean, modern look throughout the main living spaces. The Kitchen has been recently painted and features solid wood cabinetry, breakfast bar, NEWER STAINLESS STEEL APPLIANCES (2022) and a pantry closet, offering both style and functionality. The Primary Bedroom provides a comfortable retreat with a WALK-IN CLOSET and private access to one of the UPDATED BATHROOMS (2025), reflecting fresh, modern finishes. A SECOND GENEROUS BEDROOM provides flexibility for guests, a home office, or hobby space. Additional upgrades include a NEW AC (2025), NEW ROOF (2024), TANKLESS WATER HEATER (2022), and UPDATED ELECTRICAL PANEL (2022), delivering peace of mind for years to come. Residents of Mai Kai enjoy a variety of COMMUNITY AMENITIES including a sparkling swimming pool, tennis courts, and beautifully maintained grounds surrounded by lush landscaping and water features. The HOA also includes cable TV, internet, trash service, and exterior and grounds maintenance, making everyday living easy and worry-free. IDEALLY LOCATED near the Conway area and the vibrant Milk District, residents enjoy EASY ACCESS to local favorites including hourglass coffee shops, craft breweries, eclectic dining, farmers markets, and boutique shopping. Outdoor enthusiasts will appreciate NEARBY LAKE CONWAY, Barber Park, and Dover Shores Community Center, while QUICK ACCESS to Downtown Orlando, SoDo, and Orlando International Airport keeps commuting simple. With serene pond views, extensive upgrades, and inclusive amenities, this Mai Kai condo is a wonderful opportunity for comfortable, LOW-MAINTENANCE LIVING in a well-kept community. Make this one yours before it's gone!
2501 NANCY ST, ORLANDO, FL 32806
$550,00040 Days on yellowkey MLS ID: O6401417
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1959 Tax: $3,248 (2025)Community: Ardmore Park 1St AddSingle Family
Taxes:$3,248
Remarks: Under contract-accepting backup offers. This well-maintained mid-century ranch has been owned by a single family since it was built and is now ready for its next chapter. Prior to listing, the sellers commissioned a full home inspection — available upon request — so buyers can move forward with confidence knowing any remaining updates are purely cosmetic. Inside, original hardwood floors run through the main living areas, and the open layout connects a spacious living room to a formal dining area with accordion room dividers, offering flexible use of the space. The kitchen features ample cabinet storage and a pass-through window to the adjacent dining room. The primary bedroom includes an en-suite bath, while two additional bedrooms share a second full bath. The in-law suite adds meaningful versatility — whether used for extended family, a home office, or additional living space. Out back, a screened pool enclosure with a private pool anchors the fenced yard, with a paver patio and low-maintenance rock landscaping surrounding it. The attached two-car garage, wide concrete driveway, and mature tree canopy round out a property that has genuine bones and needs only a personal touch to truly shine.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Alex Horton (386-793-2539)
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