Oakland, FL Homes

• 

  

  

  /55

  Est $471,266 Not Listed For Sale

  16946 Oakboro St, Oakland, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft
  • Built 2020

  16946 Oakboro St, Oakland, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $284/SF
  • 10 Days On Market

  • Last Sold Price $485,000
  • Jun 06, 2024

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY
• 

  

  

  /35

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  12308 Bracco St, Oakland, FL 34787

  Beautiful and nearly new home in the quiet and friendly Highland Ridge community. This home was built only two years ago and is in perfect condition, offering over 2,114 sq. ft. of air-conditioned space. The layout is open and bright, with a modern kitchen that overlooks the large living and dining areas, perfect for family time and hosting friends. A big plus for this property is the oversized

  Eduardo Lopes ELITE INTERNATIONAL REALTY INC

  12308 Bracco St, Oakland, FL 34787
• 

  

  /2

  $505,000 Sold Jan 28, 2026

  222 Largovista Dr, Oakland, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Above List Price
  • $241/SF
  • 7 Days On Market

  Current Estimated Value $500,466

  Last Listing Agent Sonia Jenkins ORANGE REALTY PROFESSIONALS LLC

  222 Largovista Dr, Oakland, FL 34787
• 

  

  /2

  Est $488,654 Not Listed For Sale

  14122 Frasier St, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 2024

  14122 Frasier St, Oakland, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $278/SF

  • Last Sold Price $497,140
  • Jun 21, 2024

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
• 

  

  

  /30

  $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
• 

  /2

  $375,000 Sold Aug 27, 2025

  5840 Meditation Dr, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $231/SF
  • 22 Days On Market

  Last Listing Agent Ben Goldstein LENNAR REALTY

  5840 Meditation Dr, Oakland, FL 34787
• 

  /2

  Est $474,754 Not Listed For Sale

  11361 Great Rock St, Oakland, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft
  • Built 2024

  11361 Great Rock St, Oakland, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $241/SF

  • Last Sold Price $480,020
  • Mar 30, 2024

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
• 

  

  /3

  $411,990 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
• 

  /2

  $701,270 Sold Mar 17, 2026

  4732 Misty Forest Way, Oakland, FL 34787

  • 5 Beds
  • 3.5 Baths
  • 2,563 Sq Ft
  • Built 2026

  Last Sold Summary

  • $274/SF

  Current Estimated Value $1,164,000

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  4732 Misty Forest Way, Oakland, FL 34787
• 

  /2

  Est $767,414 Not Listed For Sale

  14211 Lanyard Way, Oakland, FL 34787

  • 4 Beds
  • 3 Baths
  • 3,038 Sq Ft
  • Built 2024

  14211 Lanyard Way, Oakland, FL 34787

  Last Sold Summary

  • 4% Below List Price
  • $263/SF
  • 65 Days On Market

  • Last Sold Price $800,000
  • Nov 12, 2024

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
• 

  

  /30

  $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
• 

  /2

  $900,000 Sold Jul 11, 2025

  13193 Tollcross Way, Oakland, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,041 Sq Ft
  • Built 2024

  Last Sold Summary

  • 18% Below List Price
  • $223/SF
  • 232 Days On Market

  Last Listing Agent Chandra Maraj CHARLES RUTENBERG REALTY ORLANDO

  13193 Tollcross Way, Oakland, FL 34787
• 

  /2

  Est $746,649 Not Listed For Sale

  14199 Lanyard Way, Oakland, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,065 Sq Ft
  • Built 2024

  14199 Lanyard Way, Oakland, FL 34787

  Last Sold Summary

  • $245/SF
  • 185 Days On Market

  • Last Sold Price $749,407
  • Oct 30, 2024

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
• 

  

  /27

  $625,000 Pending

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

  2451 Sky Stone Ct, Oakland, FL 34787

  Under contract-accepting backup offers. 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

  Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

  2451 Sky Stone Ct, Oakland, FL 34787
• 

  /2

  $810,000 Sold Aug 01, 2025

  3182 Sailing Pier Ave, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $298/SF
  • 76 Days On Market

  Current Estimated Value $811,160

  Last Listing Agent Ron Howell, II EXP REALTY LLC

  3182 Sailing Pier Ave, Oakland, FL 34787
• 

  

  /69

  Est $746,661 Not Listed For Sale

  11168 Robert Frost Dr, Oakland, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,332 Sq Ft
  • Built 2021

  11168 Robert Frost Dr, Oakland, FL 34787

  Last Sold Summary

  • 10% Above List Price
  • $204/SF
  • 4 Days On Market

  • Last Sold Price $680,000
  • Jun 12, 2024

  Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC
• 

  

  /49

  $849,000

  • 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
• 

  /2

  $768,390 Sold Sep 22, 2025

  16107 Honey Harvest St, Oakland, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 2,837 Sq Ft
  • Built 2025

  Last Sold Summary

  • $271/SF
  • 0 Days On Market

  Current Estimated Value $770,000

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  16107 Honey Harvest St, Oakland, FL 34787
• 

  /2

  Est $758,386 Not Listed For Sale

  16225 Silver Brook Way, Oakland, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft
  • Built 2024

  16225 Silver Brook Way, Oakland, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $263/SF
  • 28 Days On Market

  • Last Sold Price $776,995
  • Dec 30, 2024

  Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES
• 

  

  /56

  $659,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  38 S Pollard St, Oakland, FL 34760

  Brand new 2026 construction with Certificate of Occupancy in place and ready for immediate move-in. This 4-bedroom, 2.5-bath home offers 1,872 sqft of modern living space with custom finishes and a functional open layout. Thoughtfully designed with a clean, contemporary style, the home provides low-maintenance living and the flexibility of a non-HOA setting. Now positioned to reflect current

  Cassia Barros MS LAND & BUILDING LLC

  38 S Pollard St, Oakland, FL 34760
• 

  /2

  $649,000 Sold Mar 09, 2026

  2169 Bay Line Rd, Oakland, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,274 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 14 Days On Market

  Current Estimated Value $658,374

  Last Listing Agent Mariana Wartella LPT REALTY, LLC

  2169 Bay Line Rd, Oakland, FL 34787
• 

  /2

  Est $572,651 Not Listed For Sale

  15129 Summer Harvest St, Oakland, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,338 Sq Ft
  • Built 2024

  15129 Summer Harvest St, Oakland, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $248/SF

  • Last Sold Price $579,655
  • Apr 23, 2024

  Last Listing Agent Antonio Cardoso Desmarais TALENT REALTY SOLUTIONS
• 

  

  /3

  $1,022,000 New Construction

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

  12904 Westhaven Oak Dr, Oakland, FL 34787

  Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a

  Dayene Grubert ORLANDO TBI REALTY LLC

  12904 Westhaven Oak Dr, Oakland, FL 34787
• 

  /2

  $395,000 Sold Feb 19, 2026

  329 E Gulley Ave, Oakland, FL 34760

  • Land
  • 12,196 Sq Ft
  • $1,410,714 per Acre

  Last Sold Summary

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  329 E Gulley Ave, Oakland, FL 34760
• 

  /2

  Est $641,397 Not Listed For Sale

  15022 Summer Harvest St, Oakland, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 2,789 Sq Ft
  • Built 2024

  15022 Summer Harvest St, Oakland, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $224/SF
  • 12 Days On Market

  • Last Sold Price $625,430
  • Dec 17, 2024

  Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC
• 

  /2

  $858,120 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,498 Sq Ft

  15142 Tea Tree Dr, Oakland, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  15142 Tea Tree Dr, Oakland, FL 34787
• 

  /2

  $425,990 Sold Nov 26, 2025

  17496 Northlake Grove Dr, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft
  • Built 2025

  Last Sold Summary

  • $270/SF

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  17496 Northlake Grove Dr, Oakland, FL 34787
• 

  /2

  Est $803,078 Not Listed For Sale

  1215 Wilder Oaks Way, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,247 Sq Ft
  • Built 2024

  1215 Wilder Oaks Way, Oakland, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $356/SF
  • 21 Days On Market

  • Last Sold Price $799,000
  • Dec 20, 2024

  Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC
• 

  

  /78

  $2,850,000

  • 7 Beds
  • 6.5 Baths
  • 6,400 Sq Ft

  15522 Shorebird Ln, Oakland, FL 34787

  Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof

  Jack Zhao EAST PEARL REALTY

  15522 Shorebird Ln, Oakland, FL 34787
• 

  /2

  $1,660,000 Sold Oct 23, 2025

  102 Hammock Preserve Loop, Oakland, FL 34787

  • 6 Beds
  • 5 Baths
  • 3,911 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $424/SF
  • 102 Days On Market

  Current Estimated Value $1,662,779

  Last Listing Agent Ken Pozek REAL BROKER, LLC

  102 Hammock Preserve Loop, Oakland, FL 34787
• 

  /2

  Est $503,625 Not Listed For Sale

  14114 Frasier St, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,985 Sq Ft
  • Built 2024

  14114 Frasier St, Oakland, FL 34787

  Last Sold Summary

  • $254/SF
  • 105 Days On Market

  • Last Sold Price $505,000
  • Sep 11, 2024

  Last Listing Agent Aline Duda V ENTERPRISES LLC
• 

  $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
• 

  /2

  $409,040 Sold Aug 27, 2025

  5832 Meditation Dr, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • Built 2025

  Last Sold Summary

  • $233/SF
  • 15 Days On Market

  Last Listing Agent Ben Goldstein LENNAR REALTY

  5832 Meditation Dr, Oakland, FL 34787
• 

  /2

  Est $513,681 Not Listed For Sale

  14078 Frasier St, Oakland, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft
  • Built 2024

  14078 Frasier St, Oakland, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $237/SF
  • 0 Days On Market

  • Last Sold Price $500,000
  • Apr 25, 2024

  Last Listing Agent Asher Chen AAA GLOBAL VENTURES PA
• 

  

  /68

  $1,374,990

  • 5 Beds
  • 3.5 Baths
  • 3,910 Sq Ft

  9827 Beach Port Dr, Oakland, FL 34787

  Perfectly positioned on a PREMIER WATERFRONT LOT just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand

  Silvia Kinkela SERHANT

  9827 Beach Port Dr, Oakland, FL 34787
• 

  /2

  $645,954 Sold Nov 21, 2025

  17579 Japonica Bloom Dr, Oakland, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft
  • Built 2025

  Last Sold Summary

  • $303/SF

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  17579 Japonica Bloom Dr, Oakland, FL 34787
• 

  /2

  Est $1,441,338 Not Listed For Sale

  100 Millholland St, Oakland, FL 34760

  • 5 Beds
  • 5 Baths
  • 3,747 Sq Ft
  • Built 2015

  100 Millholland St, Oakland, FL 34760

  Last Sold Summary

  • 10% Below List Price
  • $427/SF
  • 137 Days On Market

  • Last Sold Price $1,600,000
  • Oct 22, 2024

  Last Listing Agent Chris Pixley ENGEL & VOLKERS NEW SMYRNA
• 

  

  /38

  $699,000

  • 5 Beds
  • 4.5 Baths
  • 2,931 Sq Ft

  15070 Summer Harvest St, Oakland, FL 34787

  PRICED TO SELL! 5BR Corner Lot + Private In-Law Suite + Soaring Ceilings Near Amenities Rare opportunity to own a spacious 5-bedroom home with a private in-law suite above the garage. Located on a premium corner lot just steps from the amenity center, this home offers flexibility, privacy, and modern upgrades. Priced aggressively for a quick sale—this one will not last. Welcome to this

  Robert Benenati 365 REALTY, INC.

  15070 Summer Harvest St, Oakland, FL 34787
• 

  /2

  $300,000 Sold Jun 24, 2025

  380 Jefferson St, Oakland, FL 34760

  • Land
  • 11,761 Sq Ft
  • $1,111,111 per Acre

  Last Sold Summary

  Current Estimated Value $761,333

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  380 Jefferson St, Oakland, FL 34760
• 

  /2

  Est $800,432 Not Listed For Sale

  1221 Wilder Oaks Way, Oakland, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 2024

  1221 Wilder Oaks Way, Oakland, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $352/SF
  • 162 Days On Market

  • Last Sold Price $788,500
  • Dec 18, 2024

  Last Listing Agent Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

Showing Results 321 - 360, Page 9 of 18