Homes In Orlando For Sale Search

Woodlands Homes for Sale

235 Tollgate Trail, Longwood
$480,000
4 Beds ⋅ 2 Baths ⋅ The Woodlands SubDv. ⋅ 32750 Zip Code
Welcome to this beautifully 4 bedroom, 2 bathroom home in the desirable Woodlands community in Longwood! Thoughtfully designed with a versatile layout and inviting living spaces, this home offers the perfect blend of comfort, functionality, and Florida living. Upon entry, you are welcomed into a spacious formal living room, offering an ideal setting for a home office or elegant sitting area. The home flows naturally into the kitchen and adding warmth and character is a dining area that features a fireplace, for relaxing evenings to create a wonderful setting for everyday meals and entertaining. The kitchen features modern appliances and ample wood cabinetry, providing plenty of storage for all your culinary essentials while keeping everything within easy reach. Continue toward the rear of the home to discover an additional flexible living space with direct access to the backyard. Whether envisioned as a playroom, media room, hobby space, or an inviting area for entertaining guests, this versatile room offers endless possibilities to suit your lifestyle. Skylights throughout the home enhance the interior with natural light, that create a bright and welcoming atmosphere. The desirable split bedroom floor plan provides added privacy, while the primary bedroom offers a comfortable retreat complete with a walk-in closet. A secondary bedroom conveniently located adjacent to the primary bedroom offers exceptional versatility and can serve as a nursery, home office, or private sitting room. The remaining bedrooms provide additional flexibility for family members, guests, or creative use to suit your needs. Step outside to enjoy the backyard, offering room to unwind, entertain, garden, or create your own outdoor oasis. With multiple living areas, a flexible floor plan, and spaces designed to adapt to your needs, this home offers far more than just bedrooms and bathrooms, it offers room to live, work, relax, and grow. Located in the established Woodlands community, you will enjoy convenient access to nearby shopping, dining, major roadways, and everyday essentials. If you are searching for a home that combines character, versatility, and generous living space in a desirable Longwood location, this is an opportunity you won't want to miss!

235 Tollgate Trail, Longwood
100 Huntswood Court, Longwood
$499,500
5 Beds ⋅ 3 Baths ⋅ Woodlands Sec 2 SubDv. ⋅ 32750 Zip Code
Discover the perfect blend of space, comfort, and convenience in this inviting five-bedroom, three-bathroom pool home located in Longwood’s established Woodlands neighborhood. With no HOA fees, this single-story residence offers a spacious, open floor plan designed for comfortable everyday living and effortless entertaining. The kitchen features wood cabinetry, granite countertops, stainless steel appliances, and a breakfast bar accented by custom lighting. The expansive great room provides a welcoming space for gathering with family and friends, while the thoughtfully designed split-bedroom floor plan offers added privacy. The generously sized primary suite features a large walk-in closet, with additional storage throughout the home to accommodate your everyday needs. Step outside and enjoy the Florida lifestyle with your private in-ground swimming pool and covered, enclosed patio—ideal for relaxing, entertaining, and enjoying year-round outdoor living. A two-car garage adds convenience and additional storage. Ideally situated near shopping, dining, parks, and major roadways, this home also offers convenient access to Wekiva Springs State Park and Altamonte Mall. With five bedrooms, three bathrooms, a private pool, and no HOA fees, this Longwood home offers the space and flexibility to fit your lifestyle. Schedule your private showing today!

100 Huntswood Court, Longwood
106 Poplar Place, Longwood
$475,000
3 Beds ⋅ 2 Baths ⋅ Woodlands Sec 3 SubDv. ⋅ 32750 Zip Code
Your search is over! This pool home sits on nearly 1/2 acre. The fully fenced cul-de-sac lot is the stuff dreams are made of. Located in a popular Longwood neighborhood with easy access to 434 and Lake Mary, but still peaceful and quiet. This split bedroom home has been very well maintained and updated throughout the years. Most of the windows have been replaced over time. The plumbing, electrical system and A/C including ductwork were all replaced in 2014. The water heater was replaced in 2022. Lovely cabinets with granite tops and stainless steel appliances grace the kitchen. A spacious living room is just off the foyer. The Primary Bedroom includes a dressing area and walk-in closet. The secondary bedrooms are generously sized and are on the left side of the home, along with their bathroom. Both bathrooms have been tastefully updated, including plank style tile flooring, new vanities and stone countertops. Solid sliding doors open from the Dining Room, Family Room and Primary Bedroom to your back yard paradise. This sweet oasis begins with a 380 square foot covered lanai and continues to a sparkling salt water pool and a spa, fully screened. Outside is a charming sitting area. You're going to love it here! Welcome Home!

106 Poplar Place, Longwood
105 Cedar Oak Trail, Longwood
$580,000
4 Beds ⋅ 3 Baths ⋅ Woodlands Sec 4 SubDv. ⋅ 32750 Zip Code
Back on the Market! Buyer financing last minute fell through. VA appraisal was done and approved. Second chance for you to grab this fabulous house with in-law suite. Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool with natural gas heater, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring 42" cabinets, soft-close drawers, granite countertops and backsplash, stainless appliances featuring double ovens with convection, 5 burner gas cooktop 2024, microwave, and ample amounts of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed newer addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool and spa with heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. Seller added a separate Well for Irrigation System to keep your plants lush and green and watering costs low!. Bonus size indoor laundry room, extra storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, Kitchen update, bathroom showers retiled, pool resurfaced within last 10 years, exterior paint and freshly painted living areas. Four-point inspection available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!

105 Cedar Oak Trail, Longwood
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Seminole County › Longwood › Woodlands

Woodlands, Longwood

Woodlands is a 1970s neighborhood in west Longwood, in the 32750 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,700 and 2,400 square feet under air, the median lot is roughly a third of an acre, and a two car garage is standard.

Woodlands has an optional homeowners association rather than a mandatory one, so there is no deed restricted membership to inherit. Dues run about $70 annually for those who join. Confirm the position on a specific parcel before relying on it.

What the homes are

  • Built Mostly built in the 1970s, with homes from 1969 to 1992.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Ranch, Traditional. Predominantly single story.
  • Size Most homes fall between about 1,700 and 2,400 square feet under air.
  • Bedrooms Four bedrooms is the most common plan, then three.
  • Garage A two car garage is standard.
  • Lot The median lot is roughly a third of an acre.
  • HOA Optional rather than mandatory, so there is no deed restricted membership. Dues run about $70 annually for those who join. Confirm on a specific parcel before relying on it.

Where Woodlands is

Woodlands, centered at 28.708943, -81.372138. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Woodlands, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando22 min14.0
Orlando International Airport36 min32.6
Winter Park21 min11.2
Heathrow and Lake Mary offices15 min6.3

Public schools nearby

  • Woodlands Elementary School 3 min, 0.7 mi
  • Seminole County Virtual School 7 min, 3.0 mi
  • Altamonte Elementary School 8 min, 2.7 mi
  • Lyman High School 9 min, 3.2 mi

Private schools nearby

  • Sanlando Christian School 6 min, 1.8 mi

Parks and recreation

  • Shadow Hill Park 3 min, 1.0 mi
  • Sandalwood Park 4 min, 1.1 mi
  • Reiter Park 6 min, 2.1 mi
  • Rolling Hills Community Park 5 min, 1.8 mi

Groceries and errands

  • Publix Super Market at Longwood Hills Market 4 min, 1.3 mi
  • CORA 5 min, 1.7 mi
  • Gandhi Market 8 min, 2.7 mi
  • Cedano 8 min, 3.2 mi

Nearest is not the same as zoned. The schools above are the closest ones to Woodlands by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Seminole County Public Schools before it matters to a decision.

Places and drive times from Google, checked 9 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Woodlands actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 19 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated October 2026.

What homes sold for in Woodlands

$455,000Median sale price
$236Median per square foot
6 daysMedian days to contract
19Homes sold in 12 months

Sale prices ran from $389,000 to $625,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
Under 2,000 sq ft9$436,500$2487 days
2,000 to 3,000 sq ft10$477,750$2094 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 15 sales, closed at 100% of asking4 days
Reduced at least once 4 sales, closed at 97.8% of the reduced price100 days

Sellers who held their number went under contract in a median 4 days. Sellers who had to reduce took 100 days and still closed at 97.8% of their already reduced price, after a typical cut of $25,000.

Seller concessions

53%Of sales included a seller credit
$10,325Typical credit when there was one
10 of 19Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Conventional 11 sales58%
FHA 4 sales21%
Cash 4 sales21%

Cash was 21% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Woodlands, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Woodlands in Longwood, Seminole County, covering closed sales from 13 October 2025 through 8 October 2026, refreshed monthly and current as of October 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.