Homes for Sale Near Winter Park High in Orlando - 111 homes

Remarks: Wake up to a beautiful fire-lit sunrise over the water. On a private 1.6-acre lot with 150 feet of frontage along 83-acre Lake Georgia, a rare ski-friendly lake in East Orlando, 9889 Lake Georgia Drive is an extraordinary custom-built lakefront estate where every detail has been sourced, engineered and installed at the highest level. Offering five bedrooms and six and one-half baths, this is a home defined by scale and craftsmanship. Pass through the sliding gated entry, follow the brick-paved driveway toward the striking custom pivot door, framed in limestone and accented with Turkish stone, and you understand immediately that this is no ordinary address. Inside, the home opens dramatically as 48-by-48-inch porcelain tile floors extend beneath soaring volume ceilings, flanked by floor-to-ceiling windows that draw the lake directly into the living space. Custom floating stairs rise with sculptural elegance beside a crystal chandelier and glass railings, while curated designer lighting sets a tone of refined permanence throughout. A stacked-stone fireplace anchors the great room, and a wet bar with gas fireplace extends the entertaining space. The chef's kitchen is anchored by a large waterfall-edge quartz island, complemented by German custom high-gloss cabinetry, premium stainless steel appliances, a built-in Thermador espresso machine and a porcelain tile backsplash. A walk-in pantry adds everyday function to a home designed to be lived in as beautifully as it looks. The primary suite offers lake views, dual quartz vanities, glass-enclosed rain showers, a handheld bidet and a walk-in closet with custom organizers. Additional en-suite bedrooms feature luxury vinyl plank floors and designer baths with backlit mirrors and matte fixtures. Most rooms are wired for interior and exterior audio, with surround sound in the media and family rooms, all controllable by phone or remote. A dedicated home office, a game/media room ready for billiards, and a second-floor loft complete the interior. Outside, resort-caliber amenities await. A magnificent summer kitchen is outfitted with a 48-inch barbecue, four gas burners, granite counters, ice maker, mini-refrigerator and sink, all beneath a tongue-and-groove wood porch ceiling with automatic screens. The newly resurfaced lap pool features a spa, sun deck, water feature and Pebble Tec surface, surrounded by 2,000 square feet of paver decking and adjoined by a nine-person spa. Above, a balcony finished with artificial turf delivers panoramic lake views. On the water, a large covered boat dock with upper deck, boat hoist, private slip and Sea-Doo storage, plus a private boat ramp on site, completes the picture. Additional highlights include a 22,000-kilowatt generator, dual tankless water heaters, water filtration and softening, $25,000 in motorized custom blinds throughout, an insulated three-car garage with refinished floors and custom storage racks, a security surveillance system, LED lighting, gas-infused double-pane windows and doors, a lake-fed irrigation system and parking for 12-plus vehicles. Ideally located, zoned for Winter Park schools with an Orlando address, just over three miles from UCF and the Central Florida Research Park, home to Lockheed Martin, Northrop Grumman, Raytheon, Boeing and L3Harris. Downtown Orlando and Orlando Health and AdventHealth medical centers are roughly 12 miles west, while Park Avenue's boutiques and dining are minutes away. This is lakefront living at its best.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Audra Wilks (407-252-8582)

Remarks: Welcome to one of the stunning townhomes in Baldwin Park. A completely reimagined luxury residents where timeless elegance meets modern convenience. Ideally on a quiet street just one block from Baldwin Park's vibrant village center, this exceptional home is near premier dining, shopping, cafes, parks, and lakes while providing the privacy and sophistication of a custom luxury residence. No detail was overlooked in the home's extensive top to bottom renovation. The spectacular chef's kitchen has been completely redesigned with custom cabinetry, premium appliances, designer lighting and exquisite finishes that rival those found in custom built estates. Throughout the home, you'll find high-end upgrades, bespoke millwork, designer finishes and thoughtfully curated finishes that create an elevated living experience. Designed for today's lifestyle, the flexible floor plan offers an ideal work from home environment with dedicated office space and multiple areas for productivity, making it ideal for professionals, entrepreneurs, and anyone seeking a seamless blend of luxury living and remote work functionality. Recent major improvements provide peace of mind, including a newer roof and HVAC system both replaced within the last two years. In one of Orlando's sought-after neighborhoods, Baldwin Park is known for its picturesque streets, charming architecture, outstanding schools, nature trails, community pools, fitness facilities and unmatched sense of community. Homes of this caliber, with this level of customization and location rarely become available. This is more than a home, it's a lifestyle. Luxury. Location. Lifestyle. Welcome to Baldwin Park at its finest.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Jamie Sharon (407-227-0157)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. From the moment you step inside, this home’s thoughtful design and inviting atmosphere are immediately apparent. Vaulted ceilings, abundant natural light, modern lighting fixtures, and distinct yet connected living spaces create both comfort and functionality. The single-story layout offers an ideal balance of openness and separation—well suited for everyday living, entertaining, or working from home. At the center of the home, an updated kitchen features elegant quartz countertops, stainless steel appliances, and a pantry that flow effortlessly into the main living area. The heart of the home is anchored by a spacious family room highlighted by beautiful imported porcelain tile and a European-style custom-built bookcase that adds character and sophistication. Separate formal living and dining rooms provide added versatility for hosting relaxed gatherings or more traditional entertaining, while a casual dining area adjacent to the kitchen offers convenient space for everyday meals. The home’s three-way split floor plan delivers excellent privacy and flexibility. The primary suite offers a peaceful retreat with an updated bathroom, walk-in closet, soaking tub, and separate shower. Three additional bedrooms provide plenty of options for guests, family, or a dedicated home office. Thoughtful upgrades continue throughout, including engineered hardwood flooring in the bedrooms—a welcome alternative to carpet—as well as ceiling fans in every room. A dedicated laundry room and spacious two-car garage add practical functionality. Step outside to a covered patio and private backyard, where updated landscaping and new vinyl fencing create a comfortable outdoor setting for relaxing, dining, or enjoying Florida’s year-round sunshine. Situated on a quiet cul-de-sac, the home offers both privacy and neighborhood charm. Major updates, including the roof replacement in 2017 and HVAC replacement in 2019, bring valuable peace of mind. The location is equally compelling. Zoned for Winter Park High School, this home is just minutes from University of Central Florida, Central Florida Research Park (home to one of the world’s largest clusters of modeling, simulation, and training companies), Valencia College East Campus, and Full Sail University, making it especially convenient for families, educators, and professionals alike. With quick access to SR 417, SR 408, and University Boulevard, commuting to Downtown Orlando, Winter Park, or Orlando International Airport is refreshingly easy. Shopping, dining, entertainment, and cultural opportunities—whether at Waterford Lakes Town Center or Winter Park’s trendy Park Avenue—are just a short drive away, along with nearby Blanchard Park, multiple golf courses, and everyday conveniences. Those who work from home will appreciate that fiber optic internet is available in Deans Reserve. Featuring an exceptional floor plan, distinctive architectural character, and a highly desirable East Orlando location, 9915 Kona Isle Court is a standout opportunity that thoughtfully balances comfort, adaptability, and long-term appeal. Schedule your private showing today.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Welcome to Lake Barton Park, where unbeatable location meets effortless lifestyle, without the restrictions of an HOA. On a generous .34-acre R-2-zoned lot, this charming three-bedroom, one-bath residence offers 1,286 square feet of opportunity in one of the area’s dynamic and desirable neighborhoods. Surrounded by an eclectic mix of upscale homes, cozy bungalows and modern townhomes, with easy access to local businesses, dining and recreation. Inside, the home features durable vinyl and tile flooring throughout, along with a spacious open-concept living and dining area highlighted by a classic brick fireplace. The kitchen offers practical functionality with a pantry for added storage, while the interior laundry room provides direct access to the expansive backyard, opening the door to endless outdoor possibilities. This property is a standout opportunity for a wide range of buyers, whether you're an investor looking to grow your rental portfolio, a renovator ready to bring your vision to life or a first-time homebuyer eager to create your dream space. Enjoy proximity to popular destinations like the scenic Cady Way Trail, Orlando Fashion Square, Baldwin Park Village Center, downtown Orlando, Audubon Park Garden District, Winter Park, as well as convenient travel hubs like Orlando Executive Airport and Orlando International Airport. In a top-rated school district, this home combines lifestyle, location and limitless potential into one exceptional offering.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Jj Mackle (321-217-9553)

Remarks: Under contract-accepting backup offers. No need to look any further than this spacious, upgraded 4-bedroom, 2-bath home offering multiple living areas and flex spaces to check every box on your list. The thoughtfully designed split floor plan strikes the perfect balance. Bright and airy open concept living at its core, with just the right amount of separation to give everyone their own space. The kitchen and bathrooms have been beautifully upgraded, featuring rich cabinetry, solid stone countertops, and a full suite of appliances replaced just six years ago — giving you the look and feel of a modern kitchen without the modern price tag. The home has been meticulously maintained with all the big-ticket items already taken care of. The 2020 roof, 2023 variable-speed Carrier Infinity AC unit, and brand new mini-split in the Florida room are all under transferable warranty. The updated electrical panel is solar and EV-ready; a thoughtful touch for the forward-thinking buyer. The fully fenced yard offers privacy and curb appeal, and a charming mango tree in the yard adds a little Florida appeal. The home is wired for high-speed internet, and a transferable termite warranty adds one more layer of peace of mind. Nestled quietly in the heart of the Hunters Trace community, the location is equally compelling. Suncrest Village Publix is less than a mile away, and direct 417 access puts downtown Orlando, Winter Park, and the theme parks all within easy reach. UCF and Costco are both within ten minutes, making this an ideal fit whether you're a family planting roots or simply looking for a perfectly positioned investment home in the heart of Central Florida.

Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)

Listing Agent: Bruce Gordon (407-580-6566)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2959 Upper Park Road in Orlando, a 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, an open floorplan, and low-maintenance living in a well-connected community. The main level is designed for everyday comfort, with the living, dining, and kitchen areas flowing together to create an easy setup for relaxing, hosting, and daily routines. Inside, the open layout gives the home a practical and inviting feel, with shared living spaces on the first floor and both bedrooms positioned upstairs for added privacy. A half bath on the main level adds convenience for guests, while the 2 full bathrooms upstairs support a comfortable arrangement for residents, visitors, roommates, or a work-from-home setup. The open patio extends the living space outdoors and offers a spot for seating, plants, morning coffee, or casual dining. It adds usable outdoor space while keeping maintenance simple. The community offers a strong lineup of amenities, including a pool, playground, park, fitness center, and clubhouse, giving residents convenient options for recreation and gathering close to home. Located in Orlando, the home is near shopping, dining, parks, schools, major roadways, and everyday conveniences, with access to surrounding areas throughout Central Florida.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Welcome to 4033 Ibis Drive, a beautifully renovated three-bedroom home nestled between Baldwin Park and Audubon Park. Few Orlando neighborhoods have this mix of charm, walkability, and tucked-away calm, with some of the city's best food, shops, and trails just minutes from your door. This home blends mid-century character with clean, contemporary updates, and a large private backyard. Out front, a row of privacy bamboo and a welcoming porch with cedar-wrapped pillars set the tone, with low-maintenance, sustainable landscaping. Inside, the layout makes the most of every square foot. Polished concrete floors run through the main living space and into an updated kitchen with European cabinetry and quartz counters. Three bedrooms and a fully renovated bath are arranged to make the most of the space. The backyard is where this home really opens up. French doors off the dining room lead to a side patio with a new covered pergola, your shaded spot for weekend grilling, morning coffee, or dinner outside no matter the Florida weather. The composite deck wraps around a gorgeous mature oak, and the extended patio adds a fire pit for cooler evenings. The whole yard is fully fenced, with plenty of room for gatherings and pets to play. The major updates are already taken care of: new garage door, PEX repipe (2016), windows (2014), AC (2019), and a roof replaced in 2021. Walk or bike to East End Market, Baldwin Park's shops and restaurants, and the Cady Way Trail, all less than a mile away. Call today for your private showing!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Lindsey Hudson (865-712-8452)

Remarks: Welcome to this 3-bedroom, 2-bathroom split-floor plan home in one of Orlando's most well-kept neighborhoods! This 1,272 sq ft home offers solid bones and great potential in a community that truly shows pride of ownership. The kitchen has been updated with granite countertops, white cabinetry, mosaic backsplash, and a breakfast bar peninsula. French doors lead to a large screened porch overlooking a fully fenced backyard with a mango tree, calabaza, and fresh fruit and vegetables growing right outside your door. Tile and vinyl flooring throughout — no carpet! Minutes from UCF, Full Sail University, SR-408, SR-417, Downtown Orlando, and the airport. Priced as the most competitive home in the area — bring your vision and make it your own!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Christine Fonseca (407-470-0583)

Remarks: Enjoy this second-floor 2-bedroom, 2-bath condo and make it your home! Ideally located near University of Central Florida (UCF), Valencia College, and Full Sail University, this condo offers exceptional convenience with easy access to major roadways, shopping, dining, entertainment, employment centers, public transportation, and area attractions. The unit features a convenient laundry closet in the kitchen/dinette area, a bright and airy oversized family room, and a spacious primary bedroom. Additional attic storage provides valuable extra space. Just a short walk to the community pool adds to the appeal. Located in the highly desirable Colonial Landings community, residents enjoy a central location near major highways, shopping, dining, entertainment, Downtown Orlando, and Orlando International Airport. Outdoor enthusiasts will love the nearby Little Econ Greenway, offering miles of walking trails, riverside recreation, picnicking, and wildlife views. Community amenities include a pool, hot tub, basketball court, and tennis court.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Tanya Fei (626-757-1567)

Remarks: Welcome to this beautifully presented home in Woodside Village, an established lakeside community on the shores of Lake Pearl. Situated on a spacious corner lot, this 3-bedroom, 2-bath residence offers over 1,700 square feet of comfortable living space. An inviting entry foyer opens to generous living and dining spaces, , where abundant natural light, warm wood flooring, and crown molding create an atmosphere that feels both comfortable and refined. The family room is anchored by a vaulted ceiling and cozy wood-burning fireplace, while French doors open to an oversized screened porch that naturally extends the living space outdoors. The kitchen blends timeless style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances, subway tile backsplash, under-cabinet lighting, and plentiful prep space. A window above the sink overlooks the backyard, while the charming breakfast area offers direct access to the porch—ideal for morning coffee or casual dining. The spacious primary suite creates a relaxing retreat with a wall of French doors opening to the screened porch. The updated ensuite bath includes dual sinks and an oversized walk-in shower with built-in seating. A split-bedroom layout enhances privacy, with two additional bedrooms and an updated guest bath thoughtfully positioned on the opposite side of the home. A versatile laundry room adds exceptional functionality with a front-loading washer and dryer, folding space, extra storage, and a built-in desk area perfect for managing household tasks or working from home. Step outside to enjoy the expansive screened porch overlooking a beautifully landscaped, fenced backyard complete with paver patios and market lighting—perfect for outdoor gatherings. Additional highlights include newer windows, a well for irrigation, a Generac generator, and an oversized two-car garage with built-in storage cabinets, all complemented by the home’s desirable corner lot setting within this established lakeside neighborhood. Woodside Village residents enjoy exclusive access to a private boat ramp on Lake Pearl, a lakeside pool, playground, and tennis/pickleball courts. The home is also zoned for highly sought-after schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Don’t miss the opportunity to own this exceptional home —where comfort, style, and community come together. Water Heater 2026, A/C 2022, Plumbing 2012, Roof 12/12.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Mary Colton (407-222-7388)

Remarks: Completely renovated and move-in ready, this charming cottage-style home offers modern updates and flexible living just minutes from Baldwin Park, Downtown Orlando, the 408, and UCF. The updated kitchen features white cabinetry, granite countertops, newer stainless-steel appliances, and a breakfast bar that opens to the dining area. A spacious rear addition provides versatile living space, ideal for a large family room or for easy conversion into a private owner’s suite with potential for an ensuite. Interior upgrades include brand-new luxury vinyl plank flooring throughout, a stylish white slatted wood ceiling, and updated fixtures. Major system improvements include a new roof, new HVAC, a new septic system with dual tanks and a sump pump alarm, plus a newer water heater and front-loading washer/dryer. Transferable Terminix preventative termite treatment warranty. The fully renovated bathroom offers a tub/shower combo, while three additional bedrooms enjoy peaceful wooded views. Outside, enjoy a fully fenced yard with a gated driveway, storage shed, and a covered patio surrounded by tropical landscaping—perfect for relaxing or entertaining.

Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)

Listing Agent: Laura Diss (407-388-4103)

Remarks: Spacious David Weekley Townhome on Corner Homesite in Baldwin Park Area! Located just minutes from premier dining, shopping and entertainment. The beautifully designed Shadyvilla plan offers 3-bedroom, 2.5-bath offers both comfort and convenience. This home features abundant natural light, large windows creating a warm and inviting atmosphere. The main floor boasts stylish laminate flooring, a dedicated study, and an open-concept layout perfect for entertaining. The modern kitchen is outfitted with sleek quartz countertops, full-overlay cabinetry, and plenty of prep and storage space. Upstairs, enjoy a versatile loft area ideal for a media room or play space. Additional highlights include a spacious primary suite, attached two-car garage, and quality craftsmanship throughout. Don’t miss this opportunity to live in the Baldwin Park area.

Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)

Listing Agent: Robert St. Pierre

Remarks: Spacious David Weekley Townhome on Corner Homesite in Baldwin Park Area! Located just minutes from premier dining, shopping and entertainment. The beautifully designed Shadyvilla plan offers 3-bedroom, 2.5-bath offers both comfort and convenience. This home features abundant natural light, large windows creating a warm and inviting atmosphere. The main floor boasts stylish laminate flooring, a dedicated study, and an open-concept layout perfect for entertaining. The modern kitchen is outfitted with sleek quartz countertops, full-overlay cabinetry, and plenty of prep and storage space. Upstairs, enjoy a versatile loft area ideal for a media room or play space. Additional highlights include a spacious primary suite, attached two-car garage, and quality craftsmanship throughout. Don’t miss this opportunity to live in the Baldwin Park area.

Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)

Listing Agent: Robert St. Pierre

Remarks: Welcome to the Summerlyn Homesite 12 in Baldwin Park area! This beautifully designed 3-bedroom, 2.5-bath townhome by award-winning David Weekley Homes offers a bright, open-concept layout with expansive windows that fill the home with natural light. The main level features spacious family and dining ideal for everyday living and entertaining. Upstairs, the owner’s retreat provides a private and peaceful space with a generous en-suite bath and additional bedrooms and a versatile loft offer flexible living—perfect for guests, family, or a home office. Located just steps from the desirable Baldwin Park community, residents enjoy access to scenic parks, fitness trails, dining, shopping, and a weekly farmers market—all just steps from your door. Experience quality craftsmanship, energy efficiency, and an unbeatable location.

Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)

Listing Agent: Robert St. Pierre

Remarks: RECENTLY UPGRADED with wood look ceramic tile, quartz countertops, stainless steel appliances and wood cabinetry. NEW AC installed in 2024. Award winning community of Baldwin Park. This well maintained 3 bedroom, 2 bathroom top floor condo is located in an elevator building and includes a private one car garage with convenient guest parking nearby. Positioned in one of the most desirable locations in the community, this unit overlooks Blue Jacket Park with views of Lake Baldwin. French doors open to a private balcony that brings in beautiful natural light and creates a peaceful space to enjoy your morning coffee, unwind after a long day, or take in holiday fireworks from the comfort of home. The kitchen opens to the living area with a view of Blue Jacket Park and Lake Baldwin! The entire home features ceramic wood look tile flooring throughout, offering a seamless look with durability and easy maintenance. The spacious primary suite offers a walk in closet and an upgraded ensuite bathroom featuring double vanities and a walk in shower. Additional features include an interior laundry area with washer and dryer. Enjoy walkability to top rated schools, Lake Baldwin’s scenic jogging and biking trails, and the Village Center with restaurants, shops, and Publix. Baldwin Park residents also have access to three pools, two fitness centers, clubhouses, parks, and playgrounds, all just minutes from Winter Park and downtown Orlando. As part of ongoing community improvements, the roof for the 2315 Upper Park building is scheduled for replacement, with work anticipated to begin in late April. The garage building roof is also scheduled for replacement. These updates reflect the association’s continued investment in maintaining the quality and longevity of the community. This one won't last long. Schedule your showing today.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Abby Green (321-947-4460)

Remarks: For the first time in more than 3 years, a ground-floor Gramercy model is available for sale in Baldwin Park! RARELY AVAILABLE, this one-story corner-unit condo offers an exceptional opportunity to own one of the community's most sought-after condo floor plans. Built by Centerline Homes in 2010, this spacious 3-bedroom, 2-bath residence with an attached 1-car garage features 1,737 square feet of interior living space, larger than some entry-level homes in Baldwin Park. Flooded with natural light, the condo showcases expansive windows, 10-foot ceilings, and 8-foot doors that create a sense of space and openness unique to this floor plan. Outdoor spaces are equally impressive, with a wrap-around porch and a private terrace off the primary suite, adding an additional 343 square feet of outdoor living space. Altogether, this condo truly lives like a single-family residence while offering the convenience of low-maintenance Florida living in the heart of one of Orlando's most desirable neighborhoods, Baldwin Park. The kitchen is outfitted with 42" wood cabinetry, granite countertops, tile backsplash, pantry closet, and stainless steel appliances, seamlessly connected to a spacious great room, perfect for entertaining. Engineered hardwood and ceramic tile flooring flow throughout the home. The smartly designed floor plan features a split bedroom layout. The expansive primary suite includes a cozy 6’x7' sitting area with French doors opening to a private terrace, two walk-in closets and a spacious ensuite bathroom complete with dual sinks, garden tub and walk-in shower with seamless glass enclosure. Secondary bedrooms are generously sized, providing ample space for family or guests. The condo also offers a centrally located laundry closet with recently upgraded full size side-by-side washer and dryer. Conveniently located between the Baldwin Park City Center and Grace Hopper Hall, the condo puts the vibrant Baldwin Park lifestyle at your doorstep. Baldwin Park residents enjoy 3 resort-style pools, 2 gyms, trails, multiple parks, green spaces and playgrounds. Residents benefit from quick and easy access to Rollins College, downtown Winter Park, Audubon Park Garden District, MILLS/50 and downtown Orlando. Nearby hospitals add convenience and peace of mind. Zoned for highly sought after Winter Park High School, Glenridge Middle School and Baldwin Park Elementary. Don’t miss this exceptional opportunity to call Baldwin Park home!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Bryan Douglas (407-492-6740)

Remarks: Welcome to 2506 Woodside Ave — a meticulously appointed 2017-built home with distinctive modern architecture tucked into one of Orlando's most beloved and established neighborhoods. Clean lines, bold design, and an unmistakable contemporary presence set this home apart on a street of charming older Florida homes and newer construction alike. Surrounded by mature trees and quiet streets where neighbors know each other, this property combines mid-century modern design with a welcoming neighborhood atmosphere. The main residence includes 3 bedrooms and 2.5 bathrooms, with the total property — including a private guest studio — encompassing approximately 2,642 square feet on a 69 x 125 ft lot. The home's interior is finished with the same intention as its exterior: slate floors flow throughout the first level, rich hardwood carries through the upstairs, and the bathrooms feature slate tile, with one showcasing elegant marble floors. Granite countertops and Moen fixtures in the bathrooms and throughout the door hardware complete an interior where every detail was chosen deliberately. KitchenAid appliances anchor a well-appointed kitchen. Every room is equipped with dimmer-controlled lighting, and the home was constructed with non-cellulose sheetrock — a moisture-resistant choice well suited to the Florida climate. All bedrooms include ceiling fans, as does the living room. A dedicated laundry room with side-by-side washer and dryer, built-in storage, and clothes drying area adds convenience and functionality. The attached two-car garage, whole-home Generac generator system, Culligan whole-home water softening system, and Raintree irrigation system covering both the front and back yards provide infrastructure designed for Florida living. Step outside and the property truly shines. A resort-style salt-generating pool anchors the backyard, flanked by distinct outdoor entertaining spaces: two decks, one with a built-in bar and a separate covered porch with an outdoor TV and ceiling fan, creating an inviting outdoor living spaces that can be enjoyed throughout the year. The detached back studio includes a murphy bed, full bathroom, and separate kitchenette area with a breakfast bar, sink, microwave, and space for a small refrigerator. The flexible layout supports a variety of uses, including a home office, studio, workspace, guest accommodations, or additional recreational space. Rarely found in homes of this caliber, the detached studio adds functionality and versatility to the property. With no HOA and located on a uniquely quiet street with no through traffic, the setting is both peaceful and convenient. Two parallel roads connect at the lake, creating a distinctive pocket of the city. Audubon K-8 just blocks away, while the restaurants and shops along Corrine Drive, as well as Winter Park, Baldwin Park, and downtown Orlando, are all easily accessible. A distinctive modern home in one of Orlando's most sought-after neighborhoods, 2506 Woodside Ave presents a unique combination of thoughtful design, quality construction, and exceptional outdoor living.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: ** NEW KITCHEN APPLIANCES INSTALLED APRIL 2026 **First time on the market, this light-filled second-floor corner residence offers an exceptional blend of comfort, quality, and walkable convenience. Spanning 1,429 square feet, this thoughtfully designed two-bedroom, two-bath condominium features the same hard-surface flooring throughout, creating a cohesive, modern aesthetic with no carpet anywhere in the home. High ceilings and expansive windows invite abundant natural light, enhancing the sense of openness and flow while reinforcing the home’s clean, low-maintenance appeal. The open-concept living and dining area connects seamlessly to a well-appointed kitchen with solid wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar—ideal for everyday living and effortless entertaining. The primary suite is a true highlight. Benefiting from the corner-unit position, it is flooded with natural light throughout the day, offering an airy and tranquil retreat rarely found in condominium living. The ensuite bath is beautifully finished with a glass-enclosed shower, soaking tub, and ample vanity storage, providing both comfort and function. A well-proportioned secondary bedroom and full bath offer flexibility for guests, a home office, or additional living needs, while a full-size in-unit washer and dryer add everyday practicality. Step outside to the private covered balcony—ideal for morning coffee or evening unwinding—while enjoying the established charm of the surrounding streetscape. Additional features include an attached one-car garage, well-maintained interiors, and a layout that lives comfortably and efficiently, making this residence particularly appealing for professionals, downsizers, or those seeking a refined, low-maintenance, lock-and-leave lifestyle. Residents enjoy access to community pools, fitness facilities, walking trails, and the lifestyle amenities that define Baldwin Park. This home also lends itself beautifully to golf-cart living, offering an easy and enjoyable way to access Baldwin Park’s own Publix supermarket, pharmacy, cafés, restaurants, and local shops—adding a layer of everyday convenience and charm unique to the neighborhood. Conveniently located near Downtown Orlando, Winter Park, medical center's, and major commuter routes. A rare opportunity to secure a spacious, move-in-ready corner residence—offered to the market for the very first time—in one of Orlando’s most desirable neighborhoods.

Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)

Listing Agent: Emma Kaplan (407-942-7542)

Remarks: One or more photo(s) has been virtually staged. One of the only large-lot, water-facing estate homes in Baldwin Park, offering a level of privacy, scale, and setting that rarely becomes available. Tucked along one of the neighborhood’s most desirable streets, this Mediterranean-style residence spans over 5,300 SF on more than one-third acre, with tranquil water views and no rear neighbors, creating a true retreat within the heart of the community. A private front courtyard with a gas fireplace provides a warm and inviting setting equally suited for quiet evenings or relaxed gatherings. Inside, the home balances warmth and sophistication with hardwood and travertine flooring, custom finishes, and natural light pouring in through expansive windows and French doors. The great room anchors the home with a gas fireplace and built-ins, seamlessly connecting indoor and outdoor living. The kitchen is designed for both everyday living and hosting...featuring marble countertops, custom cabinetry, a full Viking appliance suite, two oversized islands, a walk-in pantry, and a butler’s pantry with dry bar. An adjacent family/media room offers a more relaxed gathering space. The first-floor primary suite is privately positioned with peaceful pool and water views, a sitting area, and a spa-like bath with soaking tub, walk-in shower, dual vanities, and an oversized custom closet. A secondary bedroom with en-suite bath, dedicated office, laundry room, and pool bath complete the main level. Upstairs, three additional bedrooms, two with en-suite baths, are complemented by a spacious bonus lounge or retreat with built-in workspace. Outdoor living is where this home truly shines. A covered, screened lanai with lounge area, dining space, and summer kitchen overlooks a resort-style pool and spa with dual fire features all set against a serene pond backdrop. Additional highlights include a deep tandem "4-car garage", updated HVAC systems, upgraded electrical, updated plumbing, custom drapery and plantation shutters on all windows, whole-home audio, and full irrigation. Located in Baldwin Park, this home enjoys a rare position on a quiet, low-traffic street surrounded by other luxury residences, offering a level of privacy and calm that is increasingly hard to find within the community. Just steps away, you’ll find the neighborhood’s vibrant downtown district with its shops, dining, and everyday conveniences, along with scenic trails along Lake Baldwin, community pools, parks, and a fitness center. Ideally situated, the home is also just minutes from Winter Park, Orlando, and both Orlando International Airport and Orlando Sanford International Airport.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Mick Night (407-629-4446)

Remarks: Welcome home to this beautiful home located in highly desirable Baldwin Park. Thoughtfully updated and full of charm, this 4-bedroom, 3-bath residence offers the perfect combination of comfort, style, and functionality, complete with a spacious playroom/game room ideal for entertaining, relaxing, or creating the perfect flex space for your lifestyle. Recent improvements include a brand-new 2025 roof, 2023 AC system, 2022 hot water heater, and fresh professional landscaping, adding to the home’s impressive curb appeal and providing peace of mind for years to come. Inside, you’ll find a bright and inviting layout with spacious living areas, tasteful finishes, and an effortless flow ideal for both everyday living and entertaining. Located just steps from East End Market, top-rated restaurants, shopping, and entertainment, this home places you in the heart of one of Orlando’s most sought-after communities. Baldwin Park also offers endless walking trails, beautiful parks, community amenities, and so much more for residents to enjoy year-round. Enjoy being just steps from one of Baldwin Park’s three community playgrounds, resort-style pools, and fitness centers, while also being moments from East End Market, top-rated restaurants, endless walking trails, parks, and everything this highly sought-after community has to offer. This one won’t last!

Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)

Listing Agent: Albin Hubscher (407-404-4041)