Recently Sold Oakland, FL Homes

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$416,090 Sold Aug 15, 2024
- 1,691 Sq Ft
- $246/SF
- 16 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
15739 Tollington Alley, Oakland, FL 34787

Under Construction. Pre Construction. To be built. The Rutland townhome is 1691 sq ft and offers 3 bedrooms, 2.5 bathrooms, and an open concept floor plan. Detached 2 car garage with paver courtyard area and privacy fencing. Concrete block construction with CoreFill insulation up to second floor in between townhomes allows for ultimate privacy, sound proofing, and energy efficiency. Pricing

Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

15739 Tollington Alley, Oakland, FL 34787
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$490,000 Sold Aug 09, 2024
- 2,418 Sq Ft
- $203/SF
- 75 Days On Market
- 4 Beds
- 3 Baths
- Built 2017
1805 Standing Rock Cir, Oakland, FL 34787

Welcome Home. This practically perfect 4-bedroom 3 full bathroom home sits proudly in the extremely desirable Oakland trails community. Pulling up to the home your eyes will be fixed on the immaculate exterior. The stonework, covered patio, contemporary style, and new landscaping make this the perfect house to come home to. Walking in the front door you will notice the stunning tile and

Nicholas Kovats KELLER WILLIAMS ADVANTAGE REALTY

1805 Standing Rock Cir, Oakland, FL 34787
/2
$420,000 Sold Aug 08, 2024
- 1,663 Sq Ft
- $253/SF
- 35 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2018
2315 Standing Rock Cir, Oakland, FL 34787

Under Contract- Accepting Back up offers. Welcome to this stunning 3 bedroom, 2.5 bathroom home located in the desirable community of Oakland Trails. As you approach, you are greeted by a welcoming front porch that is perfect for enjoying your morning coffee or relaxing in the evenings. Step inside to discover an open floor plan designed for contemporary living and entertaining. You will notice

Dana Gold RE/MAX ASSURED

2315 Standing Rock Cir, Oakland, FL 34787
/2
$650,000 Sold Aug 05, 2024
- 2,182 Sq Ft
- $298/SF
- 42 Days On Market
- 4 Beds
- 3 Baths
- Built 2024
13109 Tollcross Way, Oakland, FL 34787

Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Estimate completion July 2024. 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

Dayene S. Grubert ORLANDO TBI REALTY LLC

13109 Tollcross Way, Oakland, FL 34787
/2
$590,000 Sold Aug 02, 2024
- 3,248 Sq Ft
- $182/SF
- 44 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2018
1540 Stone Arrow Ct, Winter Garden, FL 34787

his stunning 5 BEDROOM + LOFT + DEN, 3.5 BATH home is situated on a spacious CONSERVATION LOT in the all-new Oakland Trail community. Once you step inside you will immediately appreciate the modern open first floor feat NEW VINYL PLANK flooring int the living room/ dining room. The spacious kitchen feat stainless steel appliance package, lots of cabinet storage under beautiful granite counters,

Eric Jia NUMBER 1 BROKER, LLC

1540 Stone Arrow Ct, Winter Garden, FL 34787
/2
$455,000 Sold Aug 02, 2024
- 1,904 Sq Ft
- $239/SF
- 49 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2020
2153 Standing Rock Cir, Winter Garden, FL 34787

Welcome to 2153 Standing Rock Circle, a beautifully designed 3-bedroom, 2.5 bathroom, 2-car garage home nestled in the heart of Oakland. As you enter the home, you’re greeted with lots of natural sunlight and an open floor plan with lots of natural sunlight, where the kitchen, dining area, and living room seamlessly blend together, creating a warm and inviting atmosphere. The modern kitchen

Chad Vaughan REAL BROKER, LLC

2153 Standing Rock Cir, Winter Garden, FL 34787
/2
$910,000 Sold Aug 01, 2024
- 3,334 Sq Ft
- $273/SF
- 6 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2021
9122 Sonoma Coast Dr, Oakland, FL 34787

Welcome to your dream home in the Waterleigh Community near Horizons West! This immaculate 4-bedroom, 3.5-bathroom residence showcases custom upgrades and impeccable condition throughout. From the inviting front porch to the luxurious pool area, every detail exudes elegance and comfort. Meticulously cared for and upgraded, this home is a rare gem offering the ultimate in luxury living. Upon

Carla Trine MAINFRAME REAL ESTATE

9122 Sonoma Coast Dr, Oakland, FL 34787
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$575,000 Sold Jul 31, 2024
- 2,473 Sq Ft
- $233/SF
- 15 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2020
1113 Bobcat Chase Blvd, Oakland, FL 34760

Nestled quietly in Oakland, Florida, 1113 Bobcat Chase Blvd offers a cozy retreat for those seeking comfort and convenience.The beautiful kitchen features stainless appliances, quartz countertops and a classic subway tile backsplash. The primary suite boasts a spacious closet with built-in organizers. Step onto the screened-in patio to enjoy the scenic views of mature oaks and a fenced

Jorge Zea BLUE LIGHTHOUSE REALTY INC

1113 Bobcat Chase Blvd, Oakland, FL 34760
/2
$1,783,268 Sold Jul 30, 2024
- 3,794 Sq Ft
- $470/SF
- 4 Beds
- 5 Baths
- Built 2025
Unlisted Address

Pre-Construction. To be built. SOLD DATA ENTRY ONLY/ Uniquely designed home in Oakland Park being built to suit the buyers. Complete with all the extras you'd desire in a custom home. Large covered clay paver front porch as well as a brick paver lanai with remote automated screens. The 3 car garage has 12 ft ceilings, brick paver driveway & there is a back entrance with mudroom. Courtyard open

Stellar Non-Member Agent Stellar Non-Member Office

Unlisted Address
/2
$755,000 Sold Jul 30, 2024
- 3,747 Sq Ft
- $201/SF
- 33 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2021
3410 Buoy Cir, Oakland, FL 34787

Gorgeous, move in ready 5/4.5 Taylor Morrison, Tortola home in the sought after Lakeview Preserve neighborhood! VA ASSUMABLE LOAN AT RATE OF 2.375%! This beautiful 2 story home features over 3700 sq. ft of living space plus a 3 car garage overlooking John's Lake in Winter Garden. Upon entering, you step into a grand foyer with soaring ceilings, setting the tone for the luxurious living space

Kaley Hansen COLDWELL BANKER HUBBARD HANSEN

3410 Buoy Cir, Oakland, FL 34787
/2
$465,000 Sold Jul 29, 2024
- 1,904 Sq Ft
- $244/SF
- 40 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2020
2165 Standing Rock Cir, Winter Garden, FL 34787

Discover this meticulously upgraded Bungalow nestled in the charming town of Oakland, Florida situated between Winter Garden and Clermont near all of the necessities of life and zoned for great schools. Conveniently located within 10 - 15 minutes from popular shopping and restaurant areas such as Winter Garden Village, Downtown Winter Garden, and Downtown Clermont. The Oakland Trails

Chad Purcell LPT REALTY, LLC

2165 Standing Rock Cir, Winter Garden, FL 34787
/2
$825,000 Sold Jul 29, 2024
- 2,219 Sq Ft
- $372/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
1212 Civitas Way, Winter Garden, FL 34787

ENJOY the HEART and SOUL of HISTORIC OAKLAND FLORIDA! OAKLAND PARK is one of the Most Desirable Communities located on The Shores of Lake Apopka and minutes (or short bike ride) to Olde Downtown Winter Garden. This Exceptional Floor Plan is a Revolution and Close Relationship with Nature. 3 Bedrooms Plus Office / Den, Formal Dining or Additional Living Space. The Gourmet Kitchen and Breakfast

Thad Czapka COLDWELL BANKER RESIDENTIAL RE

1212 Civitas Way, Winter Garden, FL 34787
/2
$600,000 Sold Jul 25, 2025
- 2,832 Sq Ft
- $212/SF
- 52 Days On Market
- 4 Beds
- 3 Baths
- Built 2003
714 Regina Cir, Oakland, FL 34787

A home in Oakland

Jeffrey Eddowes CENTURY 21 CARIOTI

714 Regina Cir, Oakland, FL 34787
/2
$1,000,000 Sold Jul 15, 2025
- 2,711 Sq Ft
- $369/SF
- 4 Beds
- 3 Baths
- Built 2025
1126 Riverway Dr, Oakland, FL 34787

Oakland Park, New Construction built by David Weekly Homes

Stellar Non-Member Agent Stellar Non-Member Office

1126 Riverway Dr, Oakland, FL 34787
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$930,000 Sold Jul 09, 2025
- 2,796 Sq Ft
- $333/SF
- 4 Beds
- 3.5 Baths
- Built 2025
1180 Riverway Dr, Oakland, FL 34787

Sold Data entry only

Stellar Non-Member Agent Stellar Non-Member Office

1180 Riverway Dr, Oakland, FL 34787
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$800,000 Sold Jul 09, 2025
- Land
- 1.17 Acres
- $683,761 per Acre
- 0 Days On Market
533 N Pollard St, Oakland, FL 34760

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

Heather Spirazza REGENCY REAL ESTATE LLC

533 N Pollard St, Oakland, FL 34760
/2
$875,000 Sold Jun 30, 2025
- 3,871 Sq Ft
- $226/SF
- 47 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2025
5319 Citrus Leaf Blvd, Oakland, FL 34787

Under Construction. Brand new, energy-efficient home available by Apr 2025! Enjoy cooking meals in the open kitchen overlooking the family room. Each secondary bedroom features a walk-in closet and there’s plenty of storage in the oversized garage. Use the first-floor study for working or relaxation. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit

Tatiana Souza MERITAGE HOMES OF FL REALTY

5319 Citrus Leaf Blvd, Oakland, FL 34787
/2
$300,000 Sold Jun 24, 2025
- Land
- 0.27 Acre
- $1,111,111 per Acre
380 Jefferson St, Oakland, FL 34760

As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

Stellar Non-Member Agent Stellar Non-Member Office

380 Jefferson St, Oakland, FL 34760
/2
$865,000 Sold Jun 05, 2025
- 2,916 Sq Ft
- $297/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2021
9554 Bolero Rd, Oakland, FL 34787

Sold data only

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

9554 Bolero Rd, Oakland, FL 34787
/2
$419,990 Sold May 28, 2025
- 1,647 Sq Ft
- $255/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2025
2895 Transformation Way, Oakland, FL 34787

Under Construction. The Westwood is timeless and built to last. The Great Room and kitchen share a convenient open floorplan on the first floor of this two-story home, with sliding glass doors that lead to the lanai. All three bedrooms occupy the second level, including the owner’s suite which is comprised of a restful bedroom, en-suite bathroom and walk-in closet. With “Everything’s Included”,

Stellar Non-Member Agent Stellar Non-Member Office

2895 Transformation Way, Oakland, FL 34787
/2
$1,284,682 Sold May 08, 2025
- 3,852 Sq Ft
- $334/SF
- 5 Beds
- 4.5 Baths
- Built 2025
1245 Wilder Oaks Way, Oakland, FL 34787

The Crabtree by David Weekley Homes is a beautifully designed two-story home featuring an open-concept layout, a main-level owner’s suite, elegant finishes, and a detached garage apartment ideal for guests, family members, or a private office. Located in Oakland Park, a walkable, green-certified community in Winter Garden, residents enjoy resort-style amenities, scenic trails, and close proximity

Stellar Non-Member Agent Stellar Non-Member Office

1245 Wilder Oaks Way, Oakland, FL 34787
/2
$849,628 Sold Mar 31, 2025
- 2,837 Sq Ft
- $299/SF
- 4 Beds
- 4.5 Baths
- Built 2025
16193 Honey Harvest St, Oakland, FL 34787

SOLD DATA ONLY

Stellar Non-Member Agent Stellar Non-Member Office

16193 Honey Harvest St, Oakland, FL 34787
/2
$937,239 Sold Mar 26, 2025
- 2,773 Sq Ft
- $338/SF
- 4 Beds
- 3.5 Baths
- Built 2025
1179 Wilder Oaks Way, Oakland, FL 34787

Charming new construction home located in the beautiful neighborhood of Oakland Park. Golf cart to downtown Winter Garden!

Stellar Non-Member Agent Stellar Non-Member Office

1179 Wilder Oaks Way, Oakland, FL 34787
/2
$717,583 Sold Mar 14, 2025
- 2,693 Sq Ft
- $266/SF
- 4 Beds
- 3.5 Baths
- Built 2025
15180 Field Daisy Dr, Oakland, FL 34787

SOLD DATA ENTRY ONLY/HARVEST AT OVATIONS

Stellar Non-Member Agent Stellar Non-Member Office

15180 Field Daisy Dr, Oakland, FL 34787
/2
$455,000 Sold Mar 07, 2025
- 1,835 Sq Ft
- $248/SF
- 18 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2017
1769 White Feather Loop, Oakland, FL 34787

This upgraded & spacious 3/2.5 is just down the road from Winter Garden and only one house away from the community center and pool in Oakland Trails by Meritage Homes.Step into the stunning Kipling model home, where a spacious open kitchen flows seamlessly into the living and dining room on the first floor. Upstairs, a cozy loft ensures privacy between the master suite and secondary bedrooms.

Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

1769 White Feather Loop, Oakland, FL 34787
/2
$675,000 Sold Feb 27, 2025
- Land
- 0.30 Acre
- $2,250,000 per Acre
- 0 Days On Market
1245 Ridge Lake Way, Winter Garden, FL 34787

LOT 252: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orang Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden, and

Tracey McFadden OAK AVENUE REAL ESTATE LLC

1245 Ridge Lake Way, Winter Garden, FL 34787
/2
$1,000,000 Sold Feb 03, 2025
- 3,894 Sq Ft
- $257/SF
- 161 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2024
13229 Tollcross Way, Oakland, FL 34787

Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Home with opportunity to customize Design Studio selection. The arched openings in the 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

Dayene S. Grubert ORLANDO TBI REALTY LLC

13229 Tollcross Way, Oakland, FL 34787
/2
$650,000 Sold Jan 28, 2025
- Land
- 0.30 Acre
- $2,166,667 per Acre
- 0 Days On Market
1233 Ridge Lake Way, Winter Garden, FL 34787

LOT 250: Don't miss your final opportunity to build your dream home in Oakland Park, a charming golf cart community along Lake Apopka and the West Orang Trail. These recently released lots are part the final phase of this coveted neighborhood and some of the best lots available. This is your chance to build an estate or lake front home that is only 2 miles for adorable Downtown Winter Garden, and

Tracey McFadden OAK AVENUE REAL ESTATE LLC

1233 Ridge Lake Way, Winter Garden, FL 34787
/2
$523,905 Sold Jan 27, 2025
- 1,908 Sq Ft
- $275/SF
- 3 Beds
- 2.5 Baths
- Built 2024
12494 Westhaven Oak Dr, Oakland, FL 34787

Sold data entry listing.

Stellar Non-Member Agent Stellar Non-Member Office

12494 Westhaven Oak Dr, Oakland, FL 34787
/2
$435,000 Sold Jan 14, 2025
- 1,867 Sq Ft
- $233/SF
- 4 Beds
- 2.5 Baths
- Built 2025
3119 Armstrong Ave, Oakland, FL 34787

4 bed 2 bath single family new construction home in Clermont, FL Wellness Ridge Community.

Stellar Non-Member Agent Stellar Non-Member Office

3119 Armstrong Ave, Oakland, FL 34787
/2
$835,050 Sold Dec 27, 2024
- 3,860 Sq Ft
- $216/SF
- 5 Beds
- 4.5 Baths
- Built 2024
Unlisted Address

SOLD DATA ONLY

Stellar Non-Member Agent Stellar Non-Member Office

Unlisted Address
/2
$981,728 Sold Dec 18, 2024
- 3,248 Sq Ft
- $302/SF
- 4 Beds
- 3.5 Baths
- Built 2024
3021 Avalon Ridge Ln, Oakland, FL 34787

New construction.

Stellar Non-Member Agent Stellar Non-Member Office

3021 Avalon Ridge Ln, Oakland, FL 34787
/2
$566,000 Sold Dec 16, 2024
- 2,424 Sq Ft
- $233/SF
- 142 Days On Market
- 4 Beds
- 3 Baths
- Built 2024
14103 Frasier St, Oakland, FL 34787

Under Construction. Brand new, energy-efficient home available by Aug 2024! Entertain with ease in this open floorplan, with a chef-inspired kitchen overlooking the dining and great room. A rear home study allows the quiet space you need for work focus and relaxation. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood offers easy

Tatiana Souza MERITAGE HOMES OF FL REALTY

14103 Frasier St, Oakland, FL 34787
/2
$617,430 Sold Dec 13, 2024
- 2,424 Sq Ft
- $255/SF
- 152 Days On Market
- 4 Beds
- 3 Baths
- Built 2024
14087 Frasier St, Oakland, FL 34787

Under Construction. Brand new, energy-efficient home available by Aug 2024! Entertain with ease in this open floorplan, with a chef-inspired kitchen overlooking the dining and great room. A rear home study allows the quiet space you need for work focus and relaxation. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood offers easy

Tatiana Souza MERITAGE HOMES OF FL REALTY

14087 Frasier St, Oakland, FL 34787
/2
$545,000 Sold Dec 12, 2024
- 2,088 Sq Ft
- $261/SF
- 131 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
14099 Frasier St, Oakland, FL 34787

Under Construction. Brand new, energy-efficient home available by Aug 2024! An open-concept floorplan with a kitchen island overlooking the great room, dining and patio. As well as a detached two car garage. Professionally curated interior finishes including granite or quartz countertops and tile flooring. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter

Tatiana Souza MERITAGE HOMES OF FL REALTY

14099 Frasier St, Oakland, FL 34787
/2
$759,735 Sold Dec 10, 2024
- 3,142 Sq Ft
- $242/SF
- 4 Beds
- 3.5 Baths
- Built 2024
Unlisted Address

Beautiful home. Perfect location.

Stellar Non-Member Agent Stellar Non-Member Office

Unlisted Address
/2
$619,040 Sold Dec 09, 2024
- 2,861 Sq Ft
- $216/SF
- 5 Beds
- 4.5 Baths
- Built 2024
15014 Summer Harvest St, Oakland, FL 34787

new construction

Stellar Non-Member Agent Stellar Non-Member Office

15014 Summer Harvest St, Oakland, FL 34787
/2
$1,017,951 Sold Nov 22, 2024
- 2,985 Sq Ft
- $341/SF
- 5 Beds
- 4 Baths
- Built 2024
1144 Riverway Dr, Oakland, FL 34787

NEW CONSTRUCTION

Stellar Non-Member Agent Stellar Non-Member Office

1144 Riverway Dr, Oakland, FL 34787
/2
$625,060 Sold Nov 21, 2024
- 2,080 Sq Ft
- $301/SF
- 1 Day On Market
- 4 Beds
- 2 Baths
- Built 2024
16219 Silver Brook Way, Oakland, FL 34787

Under Construction. Brand new, energy-efficient home available by Oct 2024! This home’s family room is open to a functional kitchen that features a casual dining area. Flex room makes an excellent office or hobby space. The primary suite offers a corner soaking tub, separate shower, and dual vanities. Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in

Tatiana Souza MERITAGE HOMES OF FL REALTY

16219 Silver Brook Way, Oakland, FL 34787
/2
$814,265 Sold Nov 18, 2024
- 3,057 Sq Ft
- $266/SF
- 4 Beds
- 3 Baths
- Built 2024
13803 Fresh Ivy St, Oakland, FL 34787

sold data entry only

Stellar Non-Member Agent Stellar Non-Member Office

13803 Fresh Ivy St, Oakland, FL 34787

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