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Pinewood of Wellington Homes For Sale

PRESTIGIOUS 1-5 ACRE ESTATES ON DOUBLETREE TRAIL

Expert Perspective: The Doubletree Advantage

In the 2026 market, Pinewood of Wellington (famously centered on Doubletree Trail) is the premier choice for buyers who want an equestrian lifestyle without the high overhead of a commercial farm. As a builder, I love the "sprawl" here—most homes sit on 1 to 5-acre lots, giving you the footprint to add professional-grade barns or guest cottages without the architectural hurdles found in gated clubs.

With an average price-per-square-foot of $540 and a median value of $1.32M, Pinewood is a high-demand "Freedom Asset." Because there is NO mandatory HOA, residents can legally store trailers and equipment on-site, a rarity in Wellington. It’s the perfect blend of established 1980s ranch-style "bones" and ultra-modern estate potential.

Live Pinewood Insider Data: April 2026

Inventory is tight with only 5 properties currently on market. Homes are selling at 100% of ask price. View the latest closed sales and contract data.

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See the Newest Pinewood of Wellington Listings

13670 Doubletree Trail, Wellington image
13670 Doubletree Trail, Wellington $1,749,000

Fantastic opportunity to have a 1.47 acre yard with tons of parking, no HOA,, private back yard, room for pickle ball court, screened in pool in a great neighborhood clos...

  • 4 Beds
  • 3 Baths
  • B26073386 MLS
13343 DOUBLETREE Circle, Wellington image
13343 DOUBLETREE Circle, Wellington $2,795,000

Looking for a spectacular home with generous gathering spaces for family, friends, and holidays? This exceptional Pinewood estate offers nearly 6,000 square feet of thoug...

  • 6 Beds
  • 5 Baths
  • B26069456 MLS
13302 Doubletree Circle, Wellington image
13302 Doubletree Circle, Wellington $2,399,000

Nestled on a 1.23-acre lot, this house offers a blend of luxury and comfort, perfect for both family living and investment opportunities. The property features vaulted t...

  • 5 Beds
  • 6 Baths
  • B26038823 MLS
13406 Doubletree Circle, Wellington image
13406 Doubletree Circle, Wellington $2,100,000 ▼

Nestled on a private 1.02-acre corner lot in the heart of Wellington, the Equestrian Capital of the World, this exceptional estate offers the freedom of no HOA restrictio...

  • 4 Beds
  • 5 Baths
  • B26037165 MLS
13275 Garwood Court, Wellington image
13275 Garwood Court, Wellington — Pinewood Of Wellington $1,995,000

Rarely does a property become available that so effortlessly combines peaceful acreage living with refined modern updates, all without the restrictions of an HOA. Tucked ...

  • 4 Beds
  • 4 Baths
  • B26035219 MLS
  • Pinewood Of Wellington Bldg.
13399 Doubletree Circle, Wellington image
13399 Doubletree Circle, Wellington $1,975,000

Welcome to Pinewood of Wellington, a rare opportunity to own a beautifully renovated estate situated on more than 1.3 acres of meticulously landscaped grounds, complete w...

  • 4 Beds
  • 4 Baths
  • B26034300 MLS
13353 Doubletree Cir, Wellington image
13353 Doubletree Cir, Wellington — Pinewood Of Wellington $1,490,000

Luxury Estate with Flexible Living Spaces & Income Potential in Wellington Rare opportunity to acquire a versatile income-producing estate property situated on approxima...

  • 6 Beds
  • 4 Baths
  • A12024957 MLS
  • Pinewood Of Wellington Bldg.