Regency Oaks

Explore Winter Garden real estate in Regency Oaks, a non-gated subdivision tucked within the highly sought-after Stonecrest community. Regency Oaks features 163 homes built between 2003-2005 by M/I Homes. Various architectural style homes, including Cape Cod, Florida, Ranch, Contemporary, Mediterranean, and Bungalow, can be found in Regency Oaks. 

Regency Oaks Homes for Sale

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New
Timberlane Road, LAKE WALES

$215,000

Timberlane Road, LAKE WALES

0 Beds 0 Baths 0 SqFt Land MLS® # O6448344
New
Timberlane Road, LAKE WALES

$269,000

Timberlane Road, LAKE WALES

0 Beds 0 Baths 0 SqFt Land MLS® # O6448343
New Open House
20 Walden, ORMOND BEACH

$349,900

20 Walden, ORMOND BEACH

3 Beds 2 Baths 1,874 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
MLS® # V4951731
New
Green Lake Drive, EUSTIS

$75,000

Green Lake Drive, EUSTIS

0 Beds 0 Baths 0 SqFt Land MLS® # O6447200
New
Green Lake Drive, EUSTIS

$75,000

Green Lake Drive, EUSTIS

0 Beds 0 Baths 0 SqFt Land MLS® # O6447201
New
Green Lake Drive, EUSTIS

$75,000

Green Lake Drive, EUSTIS

0 Beds 0 Baths 0 SqFt Land MLS® # O6447198
Pending
1624 Sterns Drive, LEESBURG

$285,000

1624 Sterns Drive, LEESBURG

4 Beds 2 Baths 2,936 SqFt Residential MLS® # O6425853
New
3110 Emerald Acres Lane, SANFORD

$374,500

3110 Emerald Acres Lane, SANFORD

3 Beds 3 Baths 1,682 SqFt Residential MLS® # S5159186
New
5714 Cattle Ranch Drive, ST CLOUD

$3,095

5714 Cattle Ranch Drive, ST CLOUD

4 Beds 4 Baths 3,058 SqFt Residential MLS® # O6448300
1211 Nixonton Street, DELTONA

$440,000

1211 Nixonton Street, DELTONA

3 Beds 3 Baths 2,208 SqFt Residential MLS® # V4951068
New
140 Bombay Avenue, WINTER SPRINGS

$355,000

140 Bombay Avenue, WINTER SPRINGS

3 Beds 2 Baths 1,373 SqFt Residential MLS® # O6448262
New
31744 Boadwater Ave, LEESBURG

$369,900

31744 Boadwater Ave, LEESBURG

4 Beds 3 Baths 2,626 SqFt Residential MLS® # O6447594
New
5381 Maddie Drive, HAINES CITY

$399,900

5381 Maddie Drive, HAINES CITY

5 Beds 3 Baths 3,011 SqFt Residential MLS® # O6446669
New Open House
1249 Waterwitch Cove Circle, ORLANDO

$874,900

1249 Waterwitch Cove Circle, ORLANDO

3 Beds 3 Baths 2,715 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 4pm
MLS® # O6446291
New
1881 Red Canyon Drive, KISSIMMEE

$310,000

1881 Red Canyon Drive, KISSIMMEE

3 Beds 3 Baths 1,624 SqFt Residential MLS® # O6448530

Sold Homes in Regency Oaks Winter Garden

Regency Oaks Real Estate Market Statistics

Average Price $575K
Lowest Price $575K
Highest Price $575K
Total Listings 1
Avg. Days On Market 193
Avg. Price/SQFT $228
List to Sell Price Percentage 100 %

Property Types (active listings)

Winter Garden Communities

One and two-story homes grace this subdivision and include between 1,350+ to over 3,500+ square feet of living space, 3-5 bedrooms, 2-4 bathrooms, and mostly 2-3 car garages. Homebuyers will love the spacious owner’s suites that feature a large bedroom area, a bathroom with separate bathtubs and showers, a dual vanity, and walk-in closets. Cathedral ceilings, foyers, and a formal room make a statement when guests enter. Living areas flow through to spacious kitchens perfect for everyday living. Bonus rooms can be used as a guest room, office, or playroom, while additional bedrooms feature a jack- n- jill bath. Some homes even offer a fireplace, water views, or a private pool with a screened-in lanai. One of the best parts of living in Regency Oaks is the wonderful community amenities, such as an impressive swimming pool, tennis courts, two playgrounds, and a recreation facility.

While Regency Oaks offers so much within the community, there is even more to do, just moments from the entrance. There’s something for everyone in Winter Garden, from the charming historic downtown area that boasts boutiques and cafes to Fowler Grove and Winter Garden Village with big box retailers, restaurants, and movie theaters. Outdoor enthusiasts can enjoy the many local freshwater lakes with boat ramps and fishing piers, as well as the 22-mile paved West Orange Trail and championship golf courses. Families will love being close to top-rated schools and childcare centers. Residents of Regency Oaks have access to the 429, Florida Turnpike, and the 408 for an easy commute to downtown Orlando, the Orlando International Airport, and the area’s many theme parks.

Come home to the spectacular homes, amazing community amenities, and coveted Winter Garden location of Regency Oaks.

Regency Oaks Community Information

  • Location: Daniels Rd. & Scenic Dr. Or Roper Rd & Groves End Lane
  • No. of homesites: 163
  • Year(s) Built: 2003-2005
  • HOA: Yes
  • Amount of space: 1,350+ - 3,500+ Square feet
  • Community Amenities: Community pool, 2 playgrounds, tennis court, recreation facility
  • Orlando International Airport- Distance: 26 miles

Orange County Schools

  • Sunridge Elementary School - Distance: 4 miles
  • Sunridge Middle - Distance: 4 miles
  • West Orange High School - Distance: 1 mile

Dining and Shopping

  • Grocery Store (Publix at West Point Commons) - Distance: 2 miles
  • Winter Garden Village-Distance: 3 miles
  • Fowler Grove Shops -Distance: 1 mile
  • Downtown Winter Garden-Distance: 2 miles
  • Restaurant Row - Distance: 16 miles
  • The Mall at Millenia (Retail Shopping Centers & BJ's Wholesale Club)- Distance: 15 Miles
  • Downtown Orlando - Distance: 16 miles

Parks and Recreation

  • Walt Disney World Resort-Distance: 10 miles
  • Universal Orlando Resort-Distance: 15 miles
  • West Orange Trail - Distance: 8 miles
  • Newton Park (Lakefront park, boat launch, covered pavilions, fishing pier)- Distance: 3 miles
  • Veterans Memorial Park - Distance: 2 miles
  • Johns Lake (Boat Ramp) - Distance: 6 miles
  • Stoneybrook West Golf Club - Distance: 3 miles
  • Golden Bear Golf Club - Distance: 8 miles
  • New Smyrna Beach -Distance: 70 miles

Hospitals

  • Orlando Health Central Hospital - Distance: 4 miles
  • AdventHealth Winter Garden - Distance: 1 mile

*Distances are approximately measured from the Regency Oaks entrance.

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