Oakland, FL Homes for Sale with Garage

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  $594,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,143 Sq Ft

  12915 Westhaven Oak Dr, Oakland, FL 34787

  Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion July 2026. Single family Bungalow. This home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a master suite is

  DeVahn Powell ORLANDO TBI REALTY LLC

  12915 Westhaven Oak Dr, Oakland, FL 34787
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  $1,275,000

  • 4 Beds
  • 2.5 Baths
  • 2,710 Sq Ft

  1156 Civitas Way, Winter Garden, FL 34787

  Welcome to this exceptional 2022 RCB custom home in Oakland Park, one of Central Florida's most desirable communities. Ideally positioned on a premium corner lot with a view of Apopka Lake, from the second story balcony and no onward facing front neighbors, this residence embodies the front-porch lifestyle that defines Oakland Park's appeal. Located near the scenic West Orange Trail and minutes

  Heidi Pfeffer-Morgan DALTON WADE INC

  1156 Civitas Way, Winter Garden, FL 34787
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  $850,000

  • 4 Beds
  • 3.5 Baths
  • 3,406 Sq Ft

  607 E Oakland Ave, Winter Garden, FL 34787

  Welcome to this exceptional Winter Garden home with 4 bedrooms, 3.5-bathrooms, PLUS home office PLUS upstairs bonus room, flexible living spaces make this home work for you. This is 607 E. Oakland Ave - where classic Old-Florida charm meets modern luxury and unbeatable location. Tile flooring and refined tray ceilings flow throughout the home, while the gourmet kitchen with premium upgrades is

  Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

  607 E Oakland Ave, Winter Garden, FL 34787
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  $1,998,000 New Construction

  • 4 Beds
  • 4 Baths
  • 4,557 Sq Ft

  1258 Ridge Lake Way, Winter Garden, FL 34787

  Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The

  Chris Herlihy NEW HOMES REAL ESTATE, INC.

  1258 Ridge Lake Way, Winter Garden, FL 34787
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  $416,900

  • 3 Beds
  • 3 Baths
  • 1,809 Sq Ft

  2222 Gopher Tortoise Terrace, Oakland, FL 34787

  YOU Can't miss this Gorgeous 3beds,3 full Bath townhouse in Oakland . near Winter Garden and Clermont..Perfect amenities for you enjoy the best of Florida lifestyle..This Property have absolutely the Best Floor Plan : Open floor concept ,that integrate Living space, Kitchen and Dinner space. Surrounded with sunlight windows. Engineering floor, granite counters, stainless appliances. Perfect for

  Wagner ferreira LPT REALTY, LLC

  2222 Gopher Tortoise Terrace, Oakland, FL 34787
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  $1,588,000

  • 4 Beds
  • 4.5 Baths
  • 3,613 Sq Ft

  1412 Johns Cove Ln, Oakland, FL 34787

  Welcome to your ideal lakeside sanctuary in the highly sought-after gated community of Johns Cove! This home features a split bedroom layout with over 3600 s/f of easy, relaxing living complemented by a pool area that boasts stunning views of Johns Lake. The property has been completely reinvented since the current owners purchased it. Renovations include, a kitchen with all new appliances

  Betsey West NEXT RESIDENCE REALTY LLC

  1412 Johns Cove Ln, Oakland, FL 34787
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  $885,000

  • 4 Beds
  • 3 Baths
  • 2,850 Sq Ft

  8 Winters Landing Dr, Oakland, FL 34787

  One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), located in the heart of Oakland is just minutes from downtown Winter Garden.From the moment you step inside,

  Danielle Norvell REGENCY REAL ESTATE LLC

  8 Winters Landing Dr, Oakland, FL 34787
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  $407,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,715 Sq Ft

  Porter Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

  The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

  Dream Finders Homes Builder

  14229 Lanyard Way Unit 36452383, Oakland, FL 34787
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  $1,299,500

  • 5 Beds
  • 3.5 Baths
  • 3,911 Sq Ft

  8978 Sonoma Coast Dr, Oakland, FL 34787

  LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage. The OUTDOOR LIVING Space is

  JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

  8978 Sonoma Coast Dr, Oakland, FL 34787
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  $544,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,175 Sq Ft

  2934 Good Vibes Way, Oakland, FL 34787

  Under Construction. This popular new Hendrix is a four-bedroom home with convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled

  Ben Goldstein LENNAR REALTY

  2934 Good Vibes Way, Oakland, FL 34787
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  /13

  $596,832 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,149 Sq Ft

  14736 Field Daisy Dr, Oakland, FL 34787

  Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that

  Taylor Morrison Builder

  14736 Field Daisy Dr, Oakland, FL 34787
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  /23

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  2228 Gopher Tortoise Terrace, Oakland, FL 34787

  This townhome in Longleaf at Oakland features a bright, open layout with plank vinyl flooring, granite countertops, and recessed lighting. The main level offers seamless flow for everyday living and entertaining. Upstairs, three well-appointed bedrooms provide comfortable and functional space. A private courtyard-style patio adds an inviting outdoor area for relaxing or grilling. Community

  Leslie Anne Campasano ASANO REAL ESTATE LLC

  2228 Gopher Tortoise Terrace, Oakland, FL 34787
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  $759,000

  • 5 Beds
  • 4.5 Baths
  • 3,682 Sq Ft

  3351 Current Ave, Oakland, FL 34787

  Welcome to this stunning two-story Tortola floor plan by Taylor Morrison, ideally located in the gated community of Lakeview Preserve in Winter Garden. Perfectly positioned on an oversized 75-foot-wide corner homesite with no rear neighbors, this home offers exceptional privacy, beautiful rear views, and a welcoming front porch that sets the tone from the moment you arrive. The elegant

  Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  3351 Current Ave, Oakland, FL 34787
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  $679,900

  • 4 Beds
  • 3.5 Baths
  • 3,583 Sq Ft

  729 Strihal Loop, Oakland, FL 34787

  Prince drastically reduced for quick sale !!! Luxury, Location, and Lake Access !! This elegant 5 bedrooms, 3.5 baths home is located in an exclusive gated community on Johns Lake, offering privacy and luxury lifestyle. Home boasts vaulted ceilings and designer quartz counter tops. Step outside to your private pool or take advantage of the community's private boat ramp with direct lake access to

  Subhas C Sawh LIBERTY HOME SALES INC

  729 Strihal Loop, Oakland, FL 34787
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  $1,975,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,596 Sq Ft

  1106 Sarah Mathews Dr, Oakland, FL 34787

  Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that showcases timeless architecture, refined luxury, and exceptional craftsmanship. This thoughtfully designed residence features 5 bedrooms, 5 full bathrooms, a powder room, loft across 3,596 square feet of elegantly curated living

  Heather Spirazza REGENCY REAL ESTATE LLC

  1106 Sarah Mathews Dr, Oakland, FL 34787
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  $498,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  Brantley Plan at Serenade at Ovation - Bungalow, Oakland, FL 34787

  Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out

  Dream Finders Homes Builder

  14229 Lanyard Way Unit 36498626, Oakland, FL 34787
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  $2,238,120 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,204 Sq Ft

  1173 Prado Ln, Oakland, FL 34787

  Pre-Construction. To be built. Introducing the Sunburst Model by Davila HomesDiscover the perfect blend of modern luxury and everyday comfort in the Sunburst, a beautifully designed 4,204-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms, this home offers the ideal balance of open living and private retreat—crafted to meet the needs of

  Alexis Anderson REGENCY REAL ESTATE LLC

  1173 Prado Ln, Oakland, FL 34787
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  $795,000

  • 4 Beds
  • 3 Baths
  • 2,909 Sq Ft

  9611 Lost Creek Dr, Oakland, FL 34787

  No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal

  Mariana Micheti M2M REALTY

  9611 Lost Creek Dr, Oakland, FL 34787
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  $510,000

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  15220 Blue Peacock Ln, Oakland, FL 34787

  Welcome to this beautiful home featuring an open floor plan that blends comfort, style, and functionality. Filled with natural light, the spacious layout is perfect for both everyday living and entertaining. The inviting living area offers a warm setting for gatherings, while the modern kitchen boasts stainless steel appliances, abundant cabinetry, and generous counter space for the home chef.

  DENILEY VALDES TALENT REALTY SOLUTIONS

  15220 Blue Peacock Ln, Oakland, FL 34787
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  $794,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,547 Sq Ft

  4653 Golden Birch Ave, Oakland, FL 34787

  Stunning 3-bedroom, 2.5-bath home with soaring ceilings, a versatile front room, a gourmet kitchen. This is the beautiful Mahogany Estate Floor plan By Pulte, lots of upgrades Slide into this beautiful home, starting with a flexible front room—perfect as an office, study, or formal living space—welcoming you right at the entry. Just beyond, the high-end gourmet kitchen is a showstopper, featuring

  Armando Torres POWERHOUSE REAL ESTATE NETWORK

  4653 Golden Birch Ave, Oakland, FL 34787
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  $390,000

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

  12043 Holystone St, Oakland, FL 34787

  Motivated Seller “Seller is offering $5,000 toward buyer’s closing costs.” MOVE IN READY .Welcome to Waterleigh community! This townhome has 3 bedroom 2.5 bathroom is conveniently located in Waterleigh Phase 4, near the Elementary and Middle School! It offers a welcoming open concept as you immediately enter the foyer, with plenty of cabinet, double sink, granite countertops and a long

  Ruth Santos Blystone WRA BUSINESS & REAL ESTATE

  12043 Holystone St, Oakland, FL 34787
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  $1,032,585 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,894 Sq Ft

  12904 Westhaven Oak Dr, Oakland, FL 34787

  The Griffin's welcoming extended covered porch, and inviting covered entry and foyer, flow past the lovely dining room to the spacious great room and views of the desirable covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and roomy walk-in pantry. The graceful

  Toll Brothers, Inc. Builder

  12904 Westhaven Oak Dr, Oakland, FL 34787
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  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,906 Sq Ft

  13067 Tollcross Way, Oakland, FL 34787

  Located in the heart of Horizon West in Winter Garden, just minutes from the gates of Walt Disney World, this beautiful bungalow is nestled within Westhaven At Ovation, a sought-after residential community by Toll Brothers. The location is truly exceptional, offering quick and easy access to State Road 429, the Flamingo Crossings shopping and dining district, and all the magic Disney has to

  Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

  13067 Tollcross Way, Oakland, FL 34787
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  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  936 Kylee Aly, Winter Garden, FL 34787

  Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks,

  Nelson Cruz REAL BROKER, LLC

  936 Kylee Aly, Winter Garden, FL 34787
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  $565,000

  • 4 Beds
  • 3.5 Baths
  • 2,477 Sq Ft

  16140 Harbor Mist Aly, Oakland, FL 34787

  Priced to sell — don't miss this beautifully maintained 2018-built Clearden model in the highly desirable Waterleigh community. Offering 2,477 sq ft, 4 bedrooms, and 3.5 bathrooms, this home is move-in ready with major updates already done. The open-concept main floor features a chef-ready kitchen with granite countertops, wood cabinetry, and stainless steel appliances, flowing into spacious

  Jeanine Louis-Alcime EXP REALTY LLC

  16140 Harbor Mist Aly, Oakland, FL 34787
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  $700,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,441 Sq Ft

  14780 Field Daisy Dr, Oakland, FL 34787

  Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this thoughtfully designed bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath

  Taylor Morrison Builder

  14780 Field Daisy Dr, Oakland, FL 34787
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  $409,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,729 Sq Ft

  Sage Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

  The Sage floorplan offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space,

  Dream Finders Homes Builder

  14229 Lanyard Way Unit 36488308, Oakland, FL 34787
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  $874,900

  • 4 Beds
  • 4.5 Baths
  • 3,134 Sq Ft

  1231 Foltz Loop, Oakland, FL 34787

  Nestled in the serene, lakefront community of Hull Island, this meticulously maintained corner-lot home offers 4 bedrooms, 4.5 bathrooms, and a spacious bonus/game room. The Dorchester floor plan delivers a modern layout designed for both comfort and functionality. Upon entering the elegant foyer, you are welcomed by a formal dining room or flex space that leads into a bright, open-concept living

  Elisabeth Rusnak SOUTHERN REALTY GROUP LLC

  1231 Foltz Loop, Oakland, FL 34787
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  $625,000

  • 5 Beds
  • 3.5 Baths
  • 3,007 Sq Ft

  2451 Sky Stone Ct, Oakland, FL 34787

  THIS ONE IS A MUST SEE! Upgrades on upgrades on upgrades! Welcome to Oakland Trails in the charming City of Oakland. This spacious 5-bedroom, 3.5-bath home offers a flexible layout perfect for today’s lifestyle. Enjoy a cozy Great Room, formal Dining Room, and a stunning modern staircase that leads into an open-concept Living Room and beautifully upgraded Kitchen featuring ample cabinetry,

  Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

  2451 Sky Stone Ct, Oakland, FL 34787
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  $796,000

  • 5 Beds
  • 3 Baths
  • 3,528 Sq Ft

  1970 Standing Rock Cir, Oakland, FL 34787

  Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1970 Standing Rock Cir, Oakland, FL 34787
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  $899,900

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  13343 Sunny Retreat Ln, Oakland, FL 34787

  The neighbors call this home the best kept secrets in Oasis. Sip your coffee from from the comfort of your backyard facing due east and enjoy the gorgeous sunrise, every morning!In the evening, you'll find great views of the Disney fireworks! You won't be able to find these beautiful views and gorgeous Pergola/Patio set up anywhere in the community! The seller spared no expense in making the

  John Hart ENGEL & VOLKERS ORLANDO DR PHILLIPS

  13343 Sunny Retreat Ln, Oakland, FL 34787
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  $995,000

  • 4 Beds
  • 3.5 Baths
  • 2,758 Sq Ft

  8708 Sonoma Coast Dr, Oakland, FL 34787

  Nestled in Phase 3 of Waterleigh in Horizon West, this stunning single-story home offers 4 bedrooms and 3.5 bathrooms on a premium .41-acre lot with no rear neighbors, providing both privacy and tranquility. Situated on a quiet cul-de-sac, the home features beautiful views and a peaceful setting, just a short stroll from a charming community green space with a pavilion and picnic area. Inside,

  Linda Sirois LONDON FOSTER REALTY

  8708 Sonoma Coast Dr, Oakland, FL 34787
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  $600,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,149 Sq Ft

  14748 Field Daisy Dr, Oakland, FL 34787

  Welcome to the Newberry at 14748 Field Daisy Drive in Harvest at Ovation. The Newberry Bungalow offers modern living with a layout designed for both everyday comfort and effortless entertaining. Step through the foyer into a spacious great room, passing a secondary bedroom and full bath along the way. The designer kitchen overlooks the main living area and flows seamlessly to the bright, inviting

  Taylor Morrison Builder

  14748 Field Daisy Dr, Oakland, FL 34787
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  $829,346 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  15075 Tea Tree Dr, Oakland, FL 34787

  Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully

  Dream Finders Homes Builder

  15075 Tea Tree Dr, Oakland, FL 34787
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  /17

  $399,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  Harbor Plan at Serenade at Ovation - Townhomes, Oakland, FL 34787

  The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

  Dream Finders Homes Builder

  14229 Lanyard Way Unit 36477638, Oakland, FL 34787
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  /3

  $577,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  Lexington Plan at Serenade at Ovation - Single Family Homes, Oakland, FL 34787

  The Lexington floorplan is a spacious one-story design, featuring three comfortable bedrooms and two bathrooms, offering a total of 1,856 square feet. This home includes a versatile three-car garage with tandem space, perfect for extra storage or a workshop area. The open-concept layout connects the great room, cafe, and kitchen, creating a welcoming atmosphere for entertaining and everyday

  Dream Finders Homes Builder

  14229 Lanyard Way Unit 36464864, Oakland, FL 34787
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  $875,000

  • 4 Beds
  • 4 Baths
  • 2,831 Sq Ft

  931 Kylee Aly, Winter Garden, FL 34787

  There is a specific frequency to life in Oakland Park that exists nowhere else in Central Florida. It is a rare, rhythmic harmony between the nostalgia of Old Florida and the crisp, clean lines of modern luxury. As you cross into the community, the atmosphere shifts. The air feels lighter, filtered through the canopy of ancient oaks and manicured greenery of a village designed for connection.

  Barbara Vance PA PREMIER SOTHEBYS INT'L REALTY

  931 Kylee Aly, Winter Garden, FL 34787

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