Orange Homes with Cottage Architectural style

Orange Homes with Cottage Architectural style

Welcome to Orange County, Florida, a vibrant and charming region that perfectly blends natural beauty, cultural richness, and a welcoming community atmosphere. Nestled in the heart of Central Florida, Orange County is renowned for its stunning landscapes, including lush parks, serene lakes, and picturesque neighborhoods. With its close proximity to world-famous attractions like Walt Disney World and Universal Studios, this county offers a unique lifestyle that balances excitement with tranquility.

One of the most delightful architectural styles that you’ll find in Orange County is the enchanting cottage style. These homes exude a sense of warmth and charm, often characterized by their quaint, cozy designs, steeply pitched roofs, and inviting porches. Imagine stepping into a cottage that boasts whimsical details like decorative gables, handcrafted woodwork, and vibrant gardens. These residences are perfect for those seeking a peaceful retreat that feels like a storybook come to life.

Cottage-style homes in Orange County are not just about aesthetics; they also foster a sense of community and connection. Many of these homes are located in friendly neighborhoods, where residents enjoy leisurely strolls, friendly gatherings, and shared experiences. Whether you’re sipping coffee on your porch or hosting a garden party, the cottage lifestyle invites you to embrace a slower pace and appreciate the small joys of life.

In Orange County, the combination of stunning natural surroundings and charming cottage homes creates a unique living experience that is both enchanting and enriching. Come explore this captivating region and discover your dream cottage today!

Newest Orange Homes with Cottage Architectural style

$429,000
3 Beds ⋅ 2 Baths ⋅ Cloverdale Sub SubDv. ⋅ 32806 Zip Code
ALMOST HALF AN ACRE OF LAND IN THE HOURGLASS DISTRICT! Just minutes from Downtown Orlando, Orlando International Airport, and Boone High School. 3 Bedrooms and 2 full baths. Brand new (2026) A/C. Renovated. The lot is over 300 ft deep, a perfect opportunity to build a huge new home or add on to the existing home. Investors and families alike will love the area; it's going through a major renaissance! Excellent schools. Close by to great places to dine and have fun! Sellers may consider help with closing costs or a roof credit. Super clean and easy to access.

2109 E Grant Avenue, Orlando
$434,490
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This Farm-House townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Burlap cabinetry, a decorative tile backsplash, Lagoon quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, bathrooms, and laundry room, is finished with elegant tile for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6258 Sunny Time Avenue, Winter Garden
$439,900
2 Beds ⋅ 1 Baths ⋅ Frst Manor SubDv. ⋅ 32803 Zip Code
Virtually Staged. Virtually Staged. Just minutes from Orlando's vibrant MILK DISTRICT, this charming cottage offers the perfect blend of neighborhood character and urban convenience. Spend your weekends exploring locally owned coffee shops, award-winning restaurants, craft breweries, live music venues, colorful murals, food truck gatherings, and community festivals, then come home to your own peaceful retreat beneath a canopy of mature oak trees. Take the pup for a stroll to nearby Cart T Langford & Dickson Azalea Parks. Enjoy easy access to Downtown Orlando, Lake Eola, Thornton Park, Baldwin Park, and SR-408, making commuting throughout Central Florida quick and convenient. This light-filled 2-bedroom, 1-bath home beautifully combines VINTAGE CHARM with thoughtful modern updates. Ceramic tile flooring runs throughout, while the UPDATED kitchen features granite countertops, 42-inch white soft-close cabinetry, and plenty of workspace. The bathroom showcases its original vintage wall tile, adding authentic mid-century character, while both bedrooms feature original built-in closets and storage that provide timeless charm rarely found in today's homes. The oversized screened porch creates the perfect outdoor living space for entertaining, relaxing with your morning coffee, or enjoying Florida evenings beneath the shade of majestic oak trees. The fully fenced backyard offers privacy, room to garden or play, and excellent potential for an accessory dwelling unit (ADU) under current City of Orlando regulations. Major updates provide peace of mind, including a 2019 ROOF, 2019 HVAC system, replacement windows, a new water heater, and a transferable termite bond. With no HOA, you'll enjoy the freedom to truly make this property your own. Whether you're looking for your first home, a charming primary residence, or an investment opportunity in one of Orlando's most sought-after neighborhoods, this cottage delivers timeless character, modern conveniences, and an exceptional location. Rare oversized lot in the heart of the Milk District with exciting ADU potential (subject to City approval), offering future opportunities for multigenerational living, guest accommodations, or rental income.

301 S Hampton Avenue, Orlando
$450,000
3 Beds ⋅ 2 Baths ⋅ Pleasant Park SubDv. ⋅ 34787 Zip Code
Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.

217 W Story Road, Winter Garden
$7,999,000
6 Beds ⋅ 9 Baths ⋅ Gardens/Isleworth SubDv. ⋅ 34786 Zip Code
Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes throughout. The exterior is highlighted by a durable concrete tile roof and resort-inspired outdoor living featuring a stunning pool with sundeck, deck jets, and a fully equipped summer kitchen with a Wolf grill, designed for year round entertaining. Inside, the expansive great room is framed by solid oak wall paneling and anchored by a striking gas Isokern fireplace.The chef’s kitchen is designed for both function and style with dual islands, Sub-Zero appliances, and an adjoining back kitchen for seamless preparation and hosting. Additional gathering spaces include an elegant sitting room with its own fireplace and a dedicated wine room. Thoughtfully designed for everyday convenience, the first-floor laundry room features dual washers, dual dryers, and a dedicated folding station. Sophistication and functionality come together seamlessly throughout this extraordinary Isleworth residence.

9317 Gladys Garden Court, Windermere
$544,900
3 Beds ⋅ 2 Baths ⋅ Ellman Park SubDv. ⋅ 34787 Zip Code
Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

46 W Vining Street, Winter Garden
$1,790,000
3 Beds ⋅ 3 Baths ⋅ Lake Hart Estate SubDv. ⋅ 32832 Zip Code
Executive Waterfront Sanctuary/1.1 Acre Lake Hart Estate. Rare Opportunity to own a masterfully renovated "unicorn" property combining the seclusion of a private park with direct deep-water access to Lake Hart. Situated on a lush 1.1-acre lot-which feels significantly larger due to bordering protected county land-this estate was extensively expanded and reimagined in 2023, delivering the security of new infrastructure with the soul of a mature Florida landscape. Property Excellence: Complete 2023 infrastructure Overhaul-New roof, new HVAC and ductwork, full exterior siding with enhanced insulation, and a newly installed septic system with drain field. Architectural Living- 2371sq. ft, featuring 3 bedrooms and 3 full baths. The interior flow is anchored by a stunning sunroom and a seamless transition to gourmet outdoor kitchen designed for entertaining. Waterfront Utility-200 linear feet of water frontage on a scenic canal leading directly to Lake Hart. The private dock is currently configured for a pontoon and two jet skies, offering access to Moss Park and the Lake Mary Jane chain. Freedom & Flexibility- located in the Whippoorwill community with no HOA and Agricultural zoning, providing rare flexibility for future expansion, guest accommodation, or hobbyist needs. Specialized Logistics-Dedicated on-site RV parking (currently accommodating a 25ft Airstream) and a recent city water connection. The location-Tucked away in the heart of the fast-growing Lake Nona area, you are minutes from world-class dining, Medical City, and major corridors (417/528), and just 15 minutes from Orlando International Airport. This is more than a home; it is a turnkey, high-performance retreat for those who prioritize privacy, water access, or modern peace of mind. (One or more photo(s) have been virtually staged). Room sizes are approximate and should be independently verified by buyer.

11102 Shady Oak Street, Orlando
$845,000
5 Beds ⋅ 5 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!

17406 Honeybell Tangelo Court, Winter Garden
$389,900
3 Beds ⋅ 2 Baths ⋅ Bryn Mawr SubDv. ⋅ 32812 Zip Code
Step into comfort and style in this beautifully maintained 3-bedroom, 2-bathroom home featuring a spacious loft and eye-catching spiral staircase that adds architectural charm and character. The fully renovated kitchen is a standout, boasting sleek quartz countertops, a modern tile backsplash, brand-new stainless steel appliances, and rich solid wood cabinetry—perfect for both everyday living and entertaining. Wood-grain tile flows seamlessly throughout the home, offering durability with a warm, elegant feel. Gather around the stunning brick fireplace, which serves as a cozy focal point in the living space, while abundant natural light fills every room, creating a bright and inviting atmosphere. Enjoy ample storage throughout, making organization effortless. The master bathroom has been updated and upgraded with quartz countertops, new fixtures, and a brand new shower with large scale tiles and beautiful fixtures. Step outside to your private outdoor lanai—an ideal spot for relaxing or entertaining on warm Florida evenings. Located in the desirable Bryn Mawr community, residents enjoy access to an array of amenities including two sparkling pools, a scenic lake perfect for duck spotting, tennis and pickleball courts, a playground, and a clubhouse for social gatherings and events. The neighborhood is known for its peaceful, walkable setting and convenient proximity to shopping, major highways, and top-rated schools. Major updates provide added peace of mind, including a roof replaced in 2018, AC system updated in 2017 with a new interior unit installed in 2025, and a transferable termite bond that has been consistently maintained. This home offers the perfect blend of comfort, style, and community living—ready for you to move in and enjoy.

2966 Golden View Lane, Orlando
$885,000
4 Beds ⋅ 2 Baths ⋅ Richmond Terrace First Add SubDv. ⋅ 32806 Zip Code
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.

2100 Mae Street, Orlando
$420,000
3 Beds ⋅ 2 Baths ⋅ Page Sub SubDv. ⋅ 32806 Zip Code
Rare opportunity in the heart of SODO and Wadeview Park: a thoughtfully updated 1940s cottage bungalow zoned for Blankner K-8 and Boone High School. This 3-bedroom, 2-bath home pairs original hardwood floors and period architectural detail with nearly $100K in capital improvements — move-in ready, with the infrastructure work already done. The layout includes a versatile bonus room suited to a home office, playroom, or additional living space. The kitchen has shaker cabinetry, granite counters, and a breakfast bar open to the main living area. Double-pane windows run throughout. Outside: a screened porch, adjoining brick patio, and an oversized, fully fenced backyard with new premium vinyl fencing. A one-car garage plus an extended driveway fits up to four additional vehicles. The location puts SODO Shopping Center, Target, and neighborhood dining within easy walking distance. Capital improvements include: City sewer conversion from septic and upgraded electrical. New HVAC system with full duct cleaning, HEPA filter, and UV lamp. Rheem tankless electric water heater, new cistern, and sump pump. Fresh exterior paint, patio renovation, and new back window. Custom closet systems throughout and a transferable termite bond. Historic character, modern systems, and a school zone that's hard to find at this price point. Schedule a private showing.

220 E Grant Street, Orlando
$500,000
3 Beds ⋅ 2 Baths ⋅ Tangerine SubDv. ⋅ 32757 Zip Code
A rare find of Old Florida. This 3 bed/ 2 bath home is nestled on a beautiful 1.32 acre lot just minutes from downtown Mount Dora. This 1920 built home has a spectacular charm with wood floors, ceilings and walls to give it a warm and cozy feeling. Home features a small and quaint kitchen with an offset laundry room. There is a small sitting area as you proceed into the living room with an enclosed front porch to enjoy the evening sunset. There is a spacious Florida room perfect for entertaining. Included with this home is a detached 2 car garage plus a 38x46 warehouse perfect for the car enthusiast or mechanic. Certain not to disappoint and ready for your touch to call home.

5759 Lake Street, Mount Dora
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