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110 Railway Avenue
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Details for 110 Railway Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $2,200,000.00
  2. Price sqft: $416.67 / sqft
  3. Days On Market: 250
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5280
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6246673
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Briley Farm Ph 1a
  5. Provided by: REGENCY REAL ESTATE LLC
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Under Construction. Welcome to your dream retreat in the Central Florida's most coveted new community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. This custom bui
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511 Briley Avenue
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New Construction
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Details for 511 Briley Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $1,895,000.00
  2. Price sqft: $357.01 / sqft
  3. Days On Market: 319
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5308
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6228504
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Briley Farm Ph 1a
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Pre Construction. To be built. Introducing Briley Farm, an exquisite 111 acre sanctuary nestled in the historic charm of Oakland, Florida. Designed by renowned Element Home Builders, this brand new ar
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141 Millholland Street
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Details for 141 Millholland Street, OAKLAND, FL 34760
Single Family
  1. Price: $1,499,900.00
  2. Price sqft: $258.65 / sqft
  3. Previous Price: $1,599,900
  4. Last Price Change: 06/03/25
  5. Days On Market: 67
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5799
  10. Acreage: 1.12 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 2002
MLS#: O6298416
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Southern Oaks At Oakland Shore
  5. Provided by: CLOCK TOWER REALTY
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Live the "Lake Life" in a Tropical Paradise Key West Vibes in Oakland, Florida! Welcome to your own slice of paradise in the heart of The Town of Oakland one of Central Floridas most desirable and
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100 Demens Street
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Details for 100 Demens Street, OAKLAND, FL 34760
Single Family
  1. Price: $1,100,000.00
  2. Price sqft: $234.19 / sqft
  3. Days On Market: 25
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4697
  8. Acreage: 0.48 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1999
MLS#: O6309815
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Southern Oaks At Oakland Shore
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CENTURY 21 CARIOTI
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Custom Entertainers Dream Home, Welcome to the charming town of Oakland, Floridajust minutes from the Florida Turnpike, Johns Lake, new hospitals, top dining options, and the convenience of the new Co
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70 Millholland Street
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Details for 70 Millholland Street, OAKLAND, FL 34760
Single Family
  1. Price: $899,000.00
  2. Price sqft: $256.64 / sqft
  3. Previous Price: $915,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 256
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3503
  10. Acreage: 0.30 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2009
MLS#: O6246862
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Southern Oaks At Oakland Shore
  5. Provided by: BHHS FLORIDA REALTY
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Buyer failed to close. Your opportunity is knocking! *** 2. 25% assumable rate is available for a buyer! *** new roof will be installed prior to closing with negotiated offer. Experience luxury living
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410 Gulley Avenue
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Details for 410 Gulley Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $660,000.00
  2. Price sqft: $267.42 / sqft
  3. Days On Market: 23
  4. Bedrooms: 5
  5. Baths: 3
  6. Bldg sqft: 2468
  7. Acreage: 0.25 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1959
MLS#: G5097508
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Oakland Heights
  5. Provided by: RE/MAX TITANIUM GROUP
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Charming 1959 Gem in the Town of Oakland with In Law Suite. Find where timeless character meets small town charm in the heart of Oakland, FL. This beautifully maintained 4 bedroom, 2 bath, plus the M
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312 Hull Avenue
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Details for 312 Hull Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $545,000.00
  2. Price sqft: $260.27 / sqft
  3. Days On Market: 11
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2094
  8. Acreage: 0.14 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6315592
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Oakland Town
  5. Provided by: BEYCOME OF FLORIDA LLC
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Welcome to this beautifully updated 4 bedroom, 2 bath home located in the heart of Oakland. Nestled in the golf cart district of the charming local town, this home has the blend of small town charm
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409 Gulley Avenue
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Details for 409 Gulley Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $510,000.00
  2. Price sqft: $295.65 / sqft
  3. Previous Price: $535,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 32
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1725
  10. Acreage: 0.27 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1959
MLS#: O6309093
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Oakland
  5. Provided by: HOMEVEST REALTY
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Tucked away in the heart of downtown Oakland, this adorable 3 bedroom, 2 bathroom home captures the essence of small town living with its cozy charm and timeless appeal. Surrounded by mature landscapi
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310 Gulley Avenue
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Details for 310 Gulley Avenue, OAKLAND, FL 34760
Single Family
  1. Price: $489,000.00
  2. Price sqft: $213.35 / sqft
  3. Days On Market: 13
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2292
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1978
MLS#: O6314882
  1. County: ORANGE
  2. City: OAKLAND
  3. Zipcode: 34760
  4. Subdivision: Oakland Heights
  5. Provided by: KELLER WILLIAMS WINTER PARK
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Welcome to 310 E Gulley Avethis inviting 3 bedroom, 2 bathroom home offers the perfect blend of comfort and character in the heart of Oakland, FL. Set on a spacious lot surrounded by mature trees, thi
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121 Oakland Avenue
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Details for 121 Oakland Avenue, Oakland, FL 34760
Single Family
  1. Price: $389,400.00
  2. Price sqft: $280.75 / sqft
  3. Days On Market: 0
  4. Bedrooms: 3
  5. Baths: 1
  6. Bldg sqft: 1387
  7. Acreage: 0.13 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1935
MLS#: O6318648
  1. County: ORANGE
  2. City: Oakland
  3. Zipcode: 34760
  4. Subdivision: Oakland Town
  5. Middle School: Lakeview
  6. High School: West Orange
  7. Provided by: WINDSOR REALTY GROUP INC
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Welcome to 121 W. Oakland Ave. This Charming Bungalow is in the heart of Oakland, you can walk to the Farmers Market on Thursdays, and the downtown area to include West Orange Biking trail and adorned
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