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Explore Similar Condos Within 2 Miles of Oakland, FL

  • /32

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Spacious 3-bedroom, 2-bath condo with an attractive traditional design and an open floor plan that makes daily living easy. The entry foyer with a closet is on the first floor, while all living spaces are located upstairs for added privacy. Features include built-in accents, a laundry room conveniently off the kitchen, and ceiling fans throughout. The community offers resort-style amenities

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 529-3491

    330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /58

    $379,900

    • 2 Beds
    • 2.5 Baths
    • 1,402 Sq Ft

    16300 County Road 455 Unit 714, Montverde, FL 34756

    Welcome to elevated, maintenance-free living at its absolute finest in Siena at Bella Collina. This stunning TOP FLOOR residence offers the BEST unobstructed views of Lake Siena and the surrounding rolling hills. This move-in ready home has over 1,400 square feet of beautifully updated space with two bedrooms and two full baths plus one-half bath. From the moment you walk in, you feel the

    Agent Photo

    Cari Fitzgerald

    REAL BROKER, LLC

    (321) 351-4526

    16300 County Road 455 Unit 714, Montverde, FL 34756
  • /36

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,699 Sq Ft

    15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787

    Located in the gated community of Tucker Oaks in sought after Winter Garden, this beautifully upgraded townhome offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms.This stunning corner-unit townhome offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and

    Ali Mazahaem Flores THE SIMON SIMAAN GROUP

    15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787
  • /34

    $299,000

    • 2 Beds
    • 3 Baths
    • 1,506 Sq Ft

    13436 Fountainbleau Dr Unit 2-5, Clermont, FL 34711

    Welcome to the Guard Gated Community of Magnolia Pointe, Chateau and Sweetwater Ridge Condos located in Clermont. SELLER UPDATES INCLUDE: SELLER IS OFFERING A $5,000 PAINTING ALLOWANCE, A/C: 2022, HOT WATER HEATER: 2023, REFRIGERATOR: 2022, RANGE & MICROWAVE: 2023, DISHWASHER: 2019, DOUBLE PANE WINDOWS: 2010 and a REMODELED PRIMARY BATHROOM. The Seller is also open to a PAINTING CREDIT. The HOA

    Mike Mondello RE/MAX SELECT GROUP

    13436 Fountainbleau Dr Unit 2-5, Clermont, FL 34711
  • /35

    $440,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 307, Montverde, FL 34756

    Siena at Bella Collina – Lakefront Luxury in Montverde Nestled among the rolling hills of Montverde, this exceptional three-bedroom, three-bathroom lakefront residence in Siena at Bella Collina offers an elegant blend of privacy, sophistication, and resort-style living. Encompassing approximately 1,568 square feet of interior space plus a private screened balcony, the home showcases tranquil

    Jimmy Zheng BUILD 2 RENT DIRECT, LLC

    16300 County Road 455 Unit 307, Montverde, FL 34756
  • /18

    $447,500

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 416, Montverde, FL 34756

    Enjoy the tranquility of an end-unit, Spacious 3-Bedroom Condo with Stunning Lake Views in Bella Collina Discover luxury living in this beautiful condo on the 4th floor of the unique Bella Collina community. This home features an open floor plan, with no carpets, filled with natural light and breathtaking views of the lake right from your windows, enjoy peaceful mornings and relaxing evenings.

    Otto Solis VALSTAR REALTY LLC

    16300 County Road 455 Unit 416, Montverde, FL 34756
  • /24

    $398,000

    • 2 Beds
    • 2.5 Baths
    • 1,402 Sq Ft

    16300 County Road 455 Unit 204, Montverde, FL 34756

    FULLY FURNISHED and Gorgeous! Just bring a Toothbrush, Move in and Enjoy Bella Collina Tomorrow!!! Experience lakeside luxury at its finest in this turnkey, beautifully furnished, spacious, second-floor condo, with custom artisan furniture, luxury upgrades, cost saving Electric WindowCovers and security cameras. This home offers 2 bedrooms, 2.5 bathrooms, and stunning views of a pristine

    Joanna Tolbert FLORIDA REALTY INVESTMENTS

    16300 County Road 455 Unit 204, Montverde, FL 34756
  • /49

    $350,000

    • 2 Beds
    • 2.5 Baths
    • 1,402 Sq Ft

    16300 County Road 455 Unit 404, Montverde, FL 34756

    Experience luxury living in the gated community of Sienna. This freshly painted and well-maintained 2-bedroom, 2-bath condominium located in Siena at Bella Collina features elegant finishes, an open-concept layout, and beautiful Lake Siena views. The spacious kitchen offers premium cabinetry, stone countertops, and stainless steel appliances, flowing seamlessly into the living and dining areas.

    Alessandra Sermann Ulmann NOVA REAL ESTATE SERVICES INC

    16300 County Road 455 Unit 404, Montverde, FL 34756
  • /18

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    330 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

    Welcome to this amazing unit, nestled within the gated community of Southern Pines in the sought after area of Winter Garden , Florida; this beautiful 3 bedrooms 2 bathrooms condo is located in the second floor and has an open concept kitchen with a Dinning- living combo area, also an additional space for an office or a play area , the unit also has a split bedroom plan , with a spacious primary

    Libia Rodriguez HOME WISE REALTY GROUP, INC.

    330 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
  • /46

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft

    431 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

    Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency.A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies,

    Ken Pozek REAL BROKER, LLC

    431 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
  • /15

    $445,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 602, Montverde, FL 34756

    Spacious 3-Bedroom Condo with Stunning Lake Views in Bella Collina Discover luxury living in this beautiful condo on the 6th floor of the unique Bella Collina community. This home features an open floor plan filled with natural light and breathtaking views of the lake right from your windows, enjoy peaceful mornings and relaxing evenings. Are included: water, Wi-Fi, cable, and trash pickup for

    Otto Solis VALSTAR REALTY LLC

    16300 County Road 455 Unit 602, Montverde, FL 34756
  • /30

    $445,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 302, Montverde, FL 34756

    Experience luxury lakefront living in this exquisite 3-bedroom, 3-bath condo located in the exclusive Siena at Bella Collina. With sweeping views of Lake Siena from nearly every room, this stunning residence offers an unmatched blend of elegance, comfort, and convenience—all within a gated, resort-style community. The thoughtfully designed open floor plan seamlessly connects the gourmet kitchen,

    David Johnston CREEGAN GROUP

    16300 County Road 455 Unit 302, Montverde, FL 34756
  • /44

    $350,000

    • 2 Beds
    • 2.5 Baths
    • 1,402 Sq Ft

    16300 County Road 455 Unit 513, Montverde, FL 34756

    Welcome to the luxurious Siena condos neighboring the resort-style Bella Collina community. This gate-protected building is renown for high end amenities, and its prime location. Upon entry you're met with the glorious water view of Lake Siena immediately. This unit is situated on the fifth floor, offering an optimal vantage to fully appreciate the waterfront lifestyle at its best. This wide open

    Elijah Lewis FLORIDA IN MOTION REALTY INC

    16300 County Road 455 Unit 513, Montverde, FL 34756
  • /28

    $339,999

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft

    15316 Oak Apple Ct Unit B, Winter Garden, FL 34787

    Welcome to your new dream home! Located in the gated community of Tucker Oaks, this 2-story townhome offers 3 bedrooms, 2.5 bathrooms, and 1,544 square feet of comfortable, thoughtfully designed living space. As a corner unit backing to a peaceful conservation area, you’ll enjoy added privacy and tranquil views with no rear neighbors! Step inside to an open-concept first floor where high

    Daniel DeLuca DENIZ REALTY PARTNERS LLC

    15316 Oak Apple Ct Unit B, Winter Garden, FL 34787
  • /20

    $228,000

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    303 Southern P Cir Unit 102, Winter Garden, FL 34787

    Welcome to the lifestyle you deserve in Winter Garden! This beautiful 1-bedroom, 1-bath condo in Southern Pines offers comfort, convenience, and resort-style living in a prime location. Enjoy outstanding community amenities including a spectacular pool, fully equipped fitness center, tennis courts, basketball court, BBQ area, playground, and expansive green spaces—perfect for relaxing or staying

    Josue Villamizar Sarmiento URBAN-O REAL ESTATE SOLUTIONS

    303 Southern P Cir Unit 102, Winter Garden, FL 34787
  • /41

    $182,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    373 Eron Way Unit 47, Winter Garden, FL 34787

    Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks

    Simi Lakhani KELLER WILLIAMS CLASSIC

    373 Eron Way Unit 47, Winter Garden, FL 34787
  • /20

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    143 Southern Pecan Cir Unit 206, Winter Garden, FL 34787

    Stunning 2-bedroom, 2-Bath condo on the second floor, 1276 sq ft, with new carpet in the bedrooms and stairs. All Appliances updated in the last few years, and the A/C is just a little over a year old. Walk to the pool, enjoy views of the retention pond, and be close to all the community amenities. Don't miss this gem?

    Maria Lloret HOMESMART

    143 Southern Pecan Cir Unit 206, Winter Garden, FL 34787
  • /18

    $252,900

    • 2 Beds
    • 1 Bath
    • 966 Sq Ft

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Perfect if you work from home. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents.

    Maria Lloret HOMESMART

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /26

    $260,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    13421 Fountainbleau Dr Unit 4-1, Clermont, FL 34711

    Price Reduced! Check out this amazing first-floor End Unit in the beautiful Chateau Condos at Magnolia Pointe, a gated community in Clermont Florida. This updated 2 bedroom, 2-bath unit features inside laundry, beautiful wood floors, open floor plan, and a split two-car garage with a shared driveway. Enter into a welcoming space consisting of a tiled wood-burning fireplace, and an updated Kitchen

    Christopher Walker PREFERRED RE BROKERS III

    13421 Fountainbleau Dr Unit 4-1, Clermont, FL 34711
  • /100

    $450,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 606, Montverde, FL 34756

    Luxurious 3-Bed/3-Bath Condo with Stunning Lake Siena Views – Siena at Bella Collina, FLWelcome to elevated lakeside living in Siena at Bella Collina. This exquisite three-bedroom, three-bathroom condo offers the perfect blend of elegance, comfort, and unmatched views of Lake Siena. From tranquil sunrises to breathtaking sunsets, you’ll enjoy every moment from the privacy of your

    Otto Solis VALSTAR REALTY LLC

    16300 County Road 455 Unit 606, Montverde, FL 34756
  • /19

    $199,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    304 Eron Way Unit 2, Winter Garden, FL 34787

    NEW PRICE. CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED PARKING SPACES, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.

    Ramon Rosquete WINDERMERE REALTY GROUP

    304 Eron Way Unit 2, Winter Garden, FL 34787
  • /42

    $228,000

    • 1 Bed
    • 1 Bath
    • 738 Sq Ft

    317 Southern Pecan Cir Unit 102, Winter Garden, FL 34787

    Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community.Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting

    Anna Gay THE REAL ESTATE COLLECTION LLC

    317 Southern Pecan Cir Unit 102, Winter Garden, FL 34787
  • /51

    $470,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 607, Montverde, FL 34756

    The best condo available just got better! Price improvement and NO CARPET!NO NEIGHBORS ABOVE – PRIVATE CORNER UNITExperience luxury lakefront living in this stunning 3-bedroom, 3-bathroom condo in the sought-after Siena at Bella Collina. Perfectly situated on a premier corner with no neighbors above, this residence offers unmatched privacy and breathtaking panoramic views of Lake Siena

    Nathan Alexander KELLER WILLIAMS CLASSIC

    16300 County Road 455 Unit 607, Montverde, FL 34756
  • /40

    $294,900

    • 2 Beds
    • 3 Baths
    • 1,506 Sq Ft

    17318 Promenade Dr Unit 196, Clermont, FL 34711

    SELLER FINANCING AVAILABLE!! Welcome to 17318 Promenade Dr. Where everyday life feels just a little more relaxed and a lot more special, with a location that truly sets it apart.Located inside the premier 24-hour guard-gated Magnolia Pointe community in Clermont, this 2-bedroom, 3 full bath condo with a spacious loft offers the perfect balance of comfort, natural light, and low-maintenance

    Christi Charpia ERA GRIZZARD REAL ESTATE

    17318 Promenade Dr Unit 196, Clermont, FL 34711
  • /40

    $205,000

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    407 Douglas Way Unit 66, Winter Garden, FL 34787

    Great opportunity to move to Winter Garden, this 2 bedroom 2 bathroom condominium is approximately .8 mile to the West Orange Trail and Plant Street. Shopping and the Turnpike are close as well. You enter into a Living Room Dining Room combo with high ceilings. Off the kitchen you have a screen porch to enjoy the sitting outside and enjoying the Florida weather. The second bathroom has been

    William Comer FLORIDA LIFESTYLE REALTY GROUP

    407 Douglas Way Unit 66, Winter Garden, FL 34787
  • /15

    $227,500

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    303 Southern Pecan Cir Unit 107, Winter Garden, FL 34787

    Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a

    Maria Lloret HOMESMART

    303 Southern Pecan Cir Unit 107, Winter Garden, FL 34787
  • /46

    $375,000

    • 2 Beds
    • 2.5 Baths
    • 1,402 Sq Ft

    16300 County Road 455 Unit 503, Montverde, FL 34756

    Experience the Bella Collina Lifestyle with elevated luxury & breathtaking lake views in Siena at Bella Collina. Situated on the 5th floor, this beautifully appointed 2-bedroom, 2.5-bathroom condominium offers refined living with stunning views of Lake Siena & the surrounding rolling hills.The modern, designer kitchen is both elegant & functional, featuring sleek stainless steel appliances,

    Olga Jakubowski ERA GRIZZARD REAL ESTATE

    16300 County Road 455 Unit 503, Montverde, FL 34756
  • /29

    $235,000

    • 1 Bed
    • 1 Bath
    • 738 Sq Ft

    131 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

    Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help

    Elsy Camacho EC REAL ESTATE INVEST.& RENTAL

    131 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
  • /30

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft

    225 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

    Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and

    John Silva JOHN SILVA REALTY & ASSOCIATES

    225 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
  • /27

    $449,500

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 502, Montverde, FL 34756

    Experience elevated living in this beautifully appointed 3-bedroom, 3-bath luxury condominium located within the exclusive, guard-gated community of Bella Collina. Showcasing breathtaking lake views, this residence offers a refined blend of comfort and sophistication, with spacious open-concept living areas designed for both everyday living and effortless entertaining. Each bedroom features its

    Otto Solis VALSTAR REALTY LLC

    16300 County Road 455 Unit 502, Montverde, FL 34756
  • /32

    $360,000

    • 2 Beds
    • 2.5 Baths
    • 1,402 Sq Ft

    16300 County Road 455 Unit 305, Montverde, FL 34756

    Lakefront living with a lock and go lifestyle of luxury and convenience in highly sought after Siena at Bella Collina. This immaculate, move in ready condo overlooks Lake Siena. Enjoy spectacular sunrise views from your private screened balcony. A perfect place for coffee in the morning or a view of rocket launches in the evening. The open floor plan allows views of the lake from the living room,

    Jeannie Stokes BHHS FLORIDA REALTY

    16300 County Road 455 Unit 305, Montverde, FL 34756
  • /28

    $440,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    16300 County Road 455 Unit 306, Montverde, FL 34756

    Elegance meets serene lakefront living in this beautifully updated 3-bedroom, 3-bath condo located in the highly sought-after Siena at Bella Collina. This third-floor residence offers sunrise and gorgeous water views from the private covered balcony and sunset views from the front corridor. The open-concept floorplan features a spacious great room flowing seamlessly into the kitchen, The home has

    Alyssa Barker THE JERRY BARKER GROUP LLC

    16300 County Road 455 Unit 306, Montverde, FL 34756

Why Live in Oakland

Between Lake Apopka and Johns Lake, Oakland, Florida is a small Orange County town with a strong connection to nature and lake access. About 18 miles west of downtown Orlando and 15 miles north of Walt Disney World, it sits close to major attractions while keeping a quiet, low-key feel. Residential streets feature coastal cottages, Colonial Revival homes, and modern traditional builds, many constructed in the 1970s or later, with a large share built in the past decade. Lots are generally a quarter-acre or smaller, shaded by mature oaks and Spanish moss, and many homes include in-ground pools; lakefront properties often add private docks and direct water access. Local students may attend Tildenville Elementary School, which has a high rating, and West Orange High School, also highly rated and known for its dual enrollment options and more than 50 extracurricular activities. Outdoor life centers on the 150-acre Oakland Nature Preserve with wooded trails and regular programs, Speer Park’s playground and sports courts, and the paved West Orange Trail, which runs over 22 miles and links to nearby Winter Garden businesses. The town center along Tubb Street includes the historic Oakland Town Hall and the Healthy West Orange Arts and Heritage Center, which hosts rotating exhibits, classes, and the Oakland Farmers Market, while everyday errands are handled at nearby ALDI and Publix and regional travel relies on Florida’s Turnpike, Route 408, and LYNX bus routes.

Home Trends in Oakland, FL

Housing Trends

Median Sale Price
$635,000
Median Single Family Sale Price
$700,000
Median Townhouse Sale Price
$447,988
Average Price Per Sq Ft
$298
Number of Homes for Sale
61
Last 12 months Home Sales
174
Months of Supply
4.20
Median List Price
$655,990
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
6%
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