Homesinorlando.forsale Search Results

$1,654,248

Pre-Construction. To be built. Discover the opportunity to build your dream home in the sought-after Briley Farm community with J&J Building. This thoughtfully designed custom residence will feature 4 spacious bedrooms and 4.5 luxurious bathrooms, blending timeless craftsmanship with modern comfort. From the moment you arrive, an oversized front porch welcomes you with classic Southern charm—perfect for relaxing evenings and morning coffee. Inside, the open and functional layout is ideal for both everyday living and entertaining, with high-end finishes and attention to detail throughout. Enjoy seamless indoor-outdoor living with both side and rear porches, offering additional space for gathering, grilling, or simply taking in the peaceful surroundings. The home also includes a three-car attached garage, providing ample room for vehicles, storage, or hobbies. Each bedroom is designed with comfort and privacy in mind, while the primary suite will serve as a true retreat with a spa-inspired bath. With 4.5 bathrooms, convenience is built into every corner of the home. This is your chance to personalize a beautifully crafted home in Briley Farm—where quality construction meets a serene, upscale setting.

4 Beds ⋅ 5 Baths ⋅ Briley Farm Ph 1a SubDv. ⋅ 34760 Zip Code

Pre-Construction. To be built. Discover the opportunity to build your dream home in the sought-after Briley Farm community with J&J Building. This thoughtfully designed custom residence will feature 4 spacious bedrooms and 4.5 luxurious bathrooms, blending timeless craftsmanship with modern comfort. From the moment you arrive, an oversized front porch welcomes you with classic Southern charm—perfect for relaxing evenings and morning coffee. Inside, the open and functional layout is ideal for both everyday living and entertaining, with high-end finishes and attention to detail throughout. Enjoy seamless indoor-outdoor living with both side and rear porches, offering additional space for gathering, grilling, or simply taking in the peaceful surroundings. The home also includes a three-car attached garage, providing ample room for vehicles, storage, or hobbies. Each bedroom is designed with comfort and privacy in mind, while the primary suite will serve as a true retreat with a spa-inspired bath. With 4.5 bathrooms, convenience is built into every corner of the home. This is your chance to personalize a beautifully crafted home in Briley Farm—where quality construction meets a serene, upscale setting.

360 N Jefferson Street, Oakland

$619,999

NEW PRICE IMPROVEMENT! Seller incentive available! Welcome home to this beautiful 2026 newly built residence in the desirable town of Oakland! This 4-bedroom, 2.5-bath home features modern finishes, an open-concept layout, and a spacious design perfect for today’s lifestyle. Enjoy the benefits of owning a newer construction home with peace of mind, energy-efficient features, and low-maintenance living. Don’t miss the opportunity to own a move-in-ready home in Oakland, conveniently located near parks, trails, and local amenities. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code

NEW PRICE IMPROVEMENT! Seller incentive available! Welcome home to this beautiful 2026 newly built residence in the desirable town of Oakland! This 4-bedroom, 2.5-bath home features modern finishes, an open-concept layout, and a spacious design perfect for today’s lifestyle. Enjoy the benefits of owning a newer construction home with peace of mind, energy-efficient features, and low-maintenance living. Don’t miss the opportunity to own a move-in-ready home in Oakland, conveniently located near parks, trails, and local amenities. Schedule your private showing today!

38 S Pollard Street, Oakland

$1,100,000

** Ask your lender about RATE BUY DOWN options. Did you know some lenders have minimal closing costs? Inquire for more information. ** Discover the beauty of lakefront living on the shores of Lake Apopka with this 4-bedroom, 3-bath, 3 CAR garage home with an air-conditioned BONUS space (~ 400 sqft) over the garage. Lake Apopka is the headwaters of the Ocklawaha Chain of Lakes, which connects to Lake Beauclair, Lake Dora, Lake Harris, Lake Griffin and the St Johns River. This waterway system allows boaters to travel from Lake Apopka all the way to the Atlantic Ocean via the St. Johns River, making it one of Florida’s most interconnected lake chains. Boasting expansive water views and stunning sunsets, this property offers a rare opportunity to create your dream waterfront oasis. Inside, you’ll find a spacious layout with an abundance of natural light, spacious living areas, and a primary suite with serene lake views. While the home needs some updating, the solid structure and unbeatable location provide the perfect canvas for customization. As you enter the home you’ll be captivated by the views. On the east side you’ll find the generously sized PRIMARY SUITE, which includes a garden tub, dual sinks, shower, walk-in closet, and FRENCH doors that lead to the screened-in patio. Adjacent to the primary suite is another bedroom and full bath. The 2nd bath also connects to the patio. On the west side of the home are two additional bedrooms, one full bath, and a spacious laundry room with utility sink. The kitchen, which includes stainless steel appliances, opens to the family room, eat-in kitchen area, and the breathtaking and elevated lake views. A separate formal dining space is carved out in the home which makes entertaining a breeze. The property has plenty of room for a pool should you desire to build a backyard oasis. Relax and unwind on the screened-in patio or stroll to the DOCK for an evening sunset cruise. Located in the GOLF CART district which connects to historic downtown Winter Garden where you can enjoy the brewery, shopping, outdoor dining, a play, the FARMERS MARKET, and so much more. Enjoy proximity to the Oakland Town Center, the 22 mile long West Orange Trail, Speer Park's playgrounds, tennis, pickleball & basketball courts, & picnic areas. Conveniently located near the Turnpike, East-West Expressway, 429, grocery shopping, theme parks, & golf courses, this home offers a lifestyle of unparalleled beauty & convenience. Embrace the enchanting Oakland-Winter Garden lifestyle & make this exquisite residence your next place to live!

4 Beds ⋅ 3 Baths ⋅ Southern Oaks At Oakland Shores SubDv. ⋅ 34760 Zip Code

** Ask your lender about RATE BUY DOWN options. Did you know some lenders have minimal closing costs? Inquire for more information. ** Discover the beauty of lakefront living on the shores of Lake Apopka with this 4-bedroom, 3-bath, 3 CAR garage home with an air-conditioned BONUS space (~ 400 sqft) over the garage. Lake Apopka is the headwaters of the Ocklawaha Chain of Lakes, which connects to Lake Beauclair, Lake Dora, Lake Harris, Lake Griffin and the St Johns River. This waterway system allows boaters to travel from Lake Apopka all the way to the Atlantic Ocean via the St. Johns River, making it one of Florida’s most interconnected lake chains. Boasting expansive water views and stunning sunsets, this property offers a rare opportunity to create your dream waterfront oasis. Inside, you’ll find a spacious layout with an abundance of natural light, spacious living areas, and a primary suite with serene lake views. While the home needs some updating, the solid structure and unbeatable location provide the perfect canvas for customization. As you enter the home you’ll be captivated by the views. On the east side you’ll find the generously sized PRIMARY SUITE, which includes a garden tub, dual sinks, shower, walk-in closet, and FRENCH doors that lead to the screened-in patio. Adjacent to the primary suite is another bedroom and full bath. The 2nd bath also connects to the patio. On the west side of the home are two additional bedrooms, one full bath, and a spacious laundry room with utility sink. The kitchen, which includes stainless steel appliances, opens to the family room, eat-in kitchen area, and the breathtaking and elevated lake views. A separate formal dining space is carved out in the home which makes entertaining a breeze. The property has plenty of room for a pool should you desire to build a backyard oasis. Relax and unwind on the screened-in patio or stroll to the DOCK for an evening sunset cruise. Located in the GOLF CART district which connects to historic downtown Winter Garden where you can enjoy the brewery, shopping, outdoor dining, a play, the FARMERS MARKET, and so much more. Enjoy proximity to the Oakland Town Center, the 22 mile long West Orange Trail, Speer Park's playgrounds, tennis, pickleball & basketball courts, & picnic areas. Conveniently located near the Turnpike, East-West Expressway, 429, grocery shopping, theme parks, & golf courses, this home offers a lifestyle of unparalleled beauty & convenience. Embrace the enchanting Oakland-Winter Garden lifestyle & make this exquisite residence your next place to live!

111 Millholland Street, Oakland

$865,000

First Buyer Failed to Close. This is YOUR opportunity. BACK-UP Offers are ENCOURAGED! *** 2.25% ASSUMABLE rate is available for a Buyer! *** NEW ROOF will be installed prior to closing with negotiated offer. Experience LUXURY living in this stunning, CUSTOM-built POOL home, perfectly redesigned to capture elegance and modern comfort. Nestled in the charming town of Oakland in the GOLF CART DISTRICT with partial WATER views, this exceptional residence sits on over a quarter of an ACRE (.3) and features an open-concept layout with high-end finishes. The gourmet kitchen boasts premium appliances, while the expansive living area seamlessly connects to the outdoor oasis, offering a sparkling pool and a spacious covered patio, perfect for entertaining. This home has maximized its space by offering a family 5 bedrooms and 3 baths. The newly RENOVATED kitchen features Australian Dolomite counters, CAFE appliances, including an induction cooktop with vented hood, built-in oven with air fryer, built-in microwave/convection oven, and beverage fridge, under cabinet lighting, solid WOOD shaker cabinetry with soft close doors and drawers, tile backsplash, ample seating at the island, instant hot water and filtered water dispenser, and coastal style lighting to complete the design. Folding GLASS doors were added to enhance the indoor-outdoor living space. Step into your oasis for an evening by the SALTWATER-HEATED pool and enjoy a cold beverage by the fire-pit. The first floor is enhanced with wood plank TILE flooring, shiplap accent ceilings and walls, a STONE wood burning fireplace, updated vanities and mirrors in the baths, and a custom built laundry area. The downstairs PRIMARY suite connects to the pool deck through FRENCH doors and includes a dual vanity, TUB, shower, and walk-in closet. An additional room is located downstairs, which could be utilized as an OFFICE or guest suite. Upstairs you’ll find three additional rooms and one full bath. One bedroom features a 3X10 area that can easily accommodate a desk. The middle room is unique in its design and could be used as a bedroom, play room, or office. The shower and vanity area in the upstairs bath is separated by a pocket door, providing privacy and freedom for use by multiple family members. Key UPDATES: extensive redesigned kitchen, interior PAINT (walls, trim, doors, & ceiling), first floor wood plank TILE, vinyl FENCE (2024), POOL heat pump and filter (2022), pool salt cell (2024), 4-ton AC (2021), 80 gallon Hybrid Water Heater (2024), water heater (~2/3 years old), lighting fixtures, flat LED recessed lighting, garage door opener, spring, & wheels (2021-2023), custom floor to ceiling garage shelving, and a new roof coming soon! Located in the golf cart district which connects to historic downtown Winter Garden where you can enjoy the brewery, shopping, outdoor dining, a play, the FARMERS MARKET, and so much more. Enjoy proximity to the Oakland Town Center, the 22 mile long West Orange Trail, Speer Park's playgrounds, tennis & pickleball courts, basketball courts, picnic areas, & the Healthy West Orange Arts & Heritage Center. Enjoy the tranquility of this peaceful neighborhood, with easy access to the Turnpike, East-West Expressway, 429, grocery shopping, theme parks, and golf courses, this home offers a lifestyle of unparalleled beauty and convenience. Embrace the enchanting OAKLAND-WINTER GARDEN lifestyle and make this exquisite residence your next place to live!

5 Beds ⋅ 3 Baths ⋅ Southern Oaks At Oakland Shores SubDv. ⋅ 34760 Zip Code

First Buyer Failed to Close. This is YOUR opportunity. BACK-UP Offers are ENCOURAGED! *** 2.25% ASSUMABLE rate is available for a Buyer! *** NEW ROOF will be installed prior to closing with negotiated offer. Experience LUXURY living in this stunning, CUSTOM-built POOL home, perfectly redesigned to capture elegance and modern comfort. Nestled in the charming town of Oakland in the GOLF CART DISTRICT with partial WATER views, this exceptional residence sits on over a quarter of an ACRE (.3) and features an open-concept layout with high-end finishes. The gourmet kitchen boasts premium appliances, while the expansive living area seamlessly connects to the outdoor oasis, offering a sparkling pool and a spacious covered patio, perfect for entertaining. This home has maximized its space by offering a family 5 bedrooms and 3 baths. The newly RENOVATED kitchen features Australian Dolomite counters, CAFE appliances, including an induction cooktop with vented hood, built-in oven with air fryer, built-in microwave/convection oven, and beverage fridge, under cabinet lighting, solid WOOD shaker cabinetry with soft close doors and drawers, tile backsplash, ample seating at the island, instant hot water and filtered water dispenser, and coastal style lighting to complete the design. Folding GLASS doors were added to enhance the indoor-outdoor living space. Step into your oasis for an evening by the SALTWATER-HEATED pool and enjoy a cold beverage by the fire-pit. The first floor is enhanced with wood plank TILE flooring, shiplap accent ceilings and walls, a STONE wood burning fireplace, updated vanities and mirrors in the baths, and a custom built laundry area. The downstairs PRIMARY suite connects to the pool deck through FRENCH doors and includes a dual vanity, TUB, shower, and walk-in closet. An additional room is located downstairs, which could be utilized as an OFFICE or guest suite. Upstairs you’ll find three additional rooms and one full bath. One bedroom features a 3X10 area that can easily accommodate a desk. The middle room is unique in its design and could be used as a bedroom, play room, or office. The shower and vanity area in the upstairs bath is separated by a pocket door, providing privacy and freedom for use by multiple family members. Key UPDATES: extensive redesigned kitchen, interior PAINT (walls, trim, doors, & ceiling), first floor wood plank TILE, vinyl FENCE (2024), POOL heat pump and filter (2022), pool salt cell (2024), 4-ton AC (2021), 80 gallon Hybrid Water Heater (2024), water heater (~2/3 years old), lighting fixtures, flat LED recessed lighting, garage door opener, spring, & wheels (2021-2023), custom floor to ceiling garage shelving, and a new roof coming soon! Located in the golf cart district which connects to historic downtown Winter Garden where you can enjoy the brewery, shopping, outdoor dining, a play, the FARMERS MARKET, and so much more. Enjoy proximity to the Oakland Town Center, the 22 mile long West Orange Trail, Speer Park's playgrounds, tennis & pickleball courts, basketball courts, picnic areas, & the Healthy West Orange Arts & Heritage Center. Enjoy the tranquility of this peaceful neighborhood, with easy access to the Turnpike, East-West Expressway, 429, grocery shopping, theme parks, and golf courses, this home offers a lifestyle of unparalleled beauty and convenience. Embrace the enchanting OAKLAND-WINTER GARDEN lifestyle and make this exquisite residence your next place to live!

70 Millholland Street, Oakland

$769,000

Small town living in nature-filled Oakland. Bring your golf cart! No HOA!! This 2-story custom home proudly stands on a .27-acre corner lot, just 2 blocks to the 20+ mile West Orange Trail, half a mile to Lake Apopka access/dock, and 1 mile to Oakland Nature Preserve! On days you want a break from exploring Florida’s wild beauty, this magazine-worthy property can accommodate. The 4 bedroom, 3 bathroom floor plan keeps 1 bedroom/bathroom downstairs, while the upstairs holds the primary bedroom/bathroom with dual closets, and 2 secondary bedrooms with a shared bath. The open-concept gathering areas share a gas fireplace for cozy evenings, and the formal but versatile dining room can be transformed to meet any other living space needs. Outdoors, the fenced backyard offers a screen-enclosed porch with outdoor kitchen area, and beyond the screen is another patio area with firepit and 6-person spa, completely open to Florida’s night sky. Over $60K in upgrades have been completed within the past 2 years to ensure an elegant living experience inside and out. Bonus: The oversized garage has room for 2 cars and your golf cart, plus the attic has flooring for storage. This Oakland treasure is located less than a half mile to Speer Park for playground, picnics & tennis. Convenient roadways West Colonial Dr and FL Turnpike are nearby, both which can start your journey to wherever you may need to go. Two miles to downtown Winter Garden with shopping, restaurants, breweries and more! Schedule a showing today!

4 Beds ⋅ 3 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code

Small town living in nature-filled Oakland. Bring your golf cart! No HOA!! This 2-story custom home proudly stands on a .27-acre corner lot, just 2 blocks to the 20+ mile West Orange Trail, half a mile to Lake Apopka access/dock, and 1 mile to Oakland Nature Preserve! On days you want a break from exploring Florida’s wild beauty, this magazine-worthy property can accommodate. The 4 bedroom, 3 bathroom floor plan keeps 1 bedroom/bathroom downstairs, while the upstairs holds the primary bedroom/bathroom with dual closets, and 2 secondary bedrooms with a shared bath. The open-concept gathering areas share a gas fireplace for cozy evenings, and the formal but versatile dining room can be transformed to meet any other living space needs. Outdoors, the fenced backyard offers a screen-enclosed porch with outdoor kitchen area, and beyond the screen is another patio area with firepit and 6-person spa, completely open to Florida’s night sky. Over $60K in upgrades have been completed within the past 2 years to ensure an elegant living experience inside and out. Bonus: The oversized garage has room for 2 cars and your golf cart, plus the attic has flooring for storage. This Oakland treasure is located less than a half mile to Speer Park for playground, picnics & tennis. Convenient roadways West Colonial Dr and FL Turnpike are nearby, both which can start your journey to wherever you may need to go. Two miles to downtown Winter Garden with shopping, restaurants, breweries and more! Schedule a showing today!

101 W Oakland Avenue, Oakland