Features & Amenities

Interior

  • Other Interior Features

    Open Floorplan, Smart Home

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Cats OK, Dogs OK

Exterior

  • Garage

    No

  • Construction Materials

    Block, Brick, Stucco

  • Other Exterior Features

    Private Entrance

  • Pool

    Yes

  • Pool Features

    Gunite, In Ground, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.3

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $749,900

  • Tax Amount

    $1,940

  • Sq. Footage

    1, 877

  • Price/SqFt

    $399

HOA

  • Association

    No

School District

  • Elementary School

    Lake Orienta Elementary

  • Middle School

    Milwee Middle

  • High School

    Lyman High

Property Features

  • Foundation Details

    Block

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    0000

  • Water Source

    Private, Well

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Seminole

Elementary School

Lake Orienta Elementary

Middle School

Milwee Middle

High School

Lyman High

Listing Courtesy of Kikzeny Cartagena , LPT REALTY, LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Ashley Baillio

FOUNDER

Ashley Baillio

Call Ashley today to schedule a private showing.


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
One or more photo(s) has been virtually staged. Seller motivated! Rare opportunity in Maitland! Fully remodeled pool home with access to skiable Lake Seminary and NO HOA — offering modern design, luxury finishes, and true move-in-ready convenience.
This completely renovated home features a brand new roof, HVAC, windows, luxury vinyl plank flooring, and a stunning designer kitchen. The open-concept layout is filled with natural light and centered around a show-stopping kitchen with a waterfall island, wine cooler, sleek cabinetry, and stainless steel appliances—perfect for entertaining or everyday living.
The spacious living area flows seamlessly, while the wood-burning fireplace adds warmth and character for cozy evenings. A flexible bonus space offers endless possibilities for a home office, second living area, or creative retreat.
The primary suite is a private escape, featuring a spa-inspired bathroom with a walk-in shower and soaking tub for a true luxury experience.
Step outside to your private backyard oasis with a sparkling pool, expansive paver patio, and lush landscaping—ideal for relaxing or hosting. Two storage sheds and additional space provide extra functionality and convenience.
Enjoy the added lifestyle benefit of lake access to skiable Lake Seminary, giving you even more ways to experience the outdoors.
Located just minutes from Maitland and Winter Park, with easy access to shopping, dining, and major roadways.
106 Oakwood Drive combines modern renovation, pool living, and prime location—homes like this rarely become available. Schedule your private showing today.

106 OAKWOOD DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site 1 day ago
Welcome to Dommerich Hills! 
This fully renovated property delivers clean modern design with real functionality with NO HOA with a paver driveway, and double-door entry set the tone from the start.

Inside, a bright open layout is anchored by a statement kitchen featuring sleek cabinetry, stainless steel appliances, and a waterfall island with custom wood detailing. The bathrooms follow with spa-inspired finishes, glass-enclosed showers, and modern fixtures throughout.

Step outside to a covered lanai overlooking a private pool and expansive paver patio built for true Florida indoor outdoor living.

Move in ready and designed to stand out, Located just minutes major highways, premium shopping, dining, and entertainment, this home delivers convenience and lifestyle all in one to the city beautiful. call to make a appointment to see this amazing Home.
#S5146322

MAITLAND

2801 WAUMPI TRAIL

5 Beds

3 Baths

2,836 Sq.Ft.

$879,000

MLS#: S5146322

New on site 3 days ago
TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!!  Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium.  All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views.  The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland.  This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services.  This property may be under audio/visual surveillance.
#O6392583

MAITLAND

1100 S ORLANDO AVENUE 306

2 Beds

2 Baths

1,125 Sq.Ft.

$649,000

MLS#: O6392583

In the heart of Dommerich, this thoughtfully renovated mid-century pool home offers deeded access to the Winter Park Chain of Lakes & a well-executed floor plan designed for everyday living. Set on a .20-acre lot measuring 79’ x 111’, the home balances indoor comfort with outdoor livability, beginning with a welcoming front entry that opens to a casual foyer. To the left is a shared formal living and dining space filled with natural light from large-format windows. Wide plank engineered wood flooring, charming built-ins & updated finishes continue throughout the main living areas, creating a cohesive & visually consistent interior. Toward the back of the home, the layout transitions to a family room & adjoining Florida room, which, when used together, create a spacious secondary living area, or may function separately as a family room, casual dining area, office or reading room, all overlooking the pool and functionally connected to the kitchen. The kitchen is positioned at the center of the home & features white shaker cabinetry, grey quartz countertops, a large island with a butcher block countertop, seating and storage on all sides, a vent hood over the range, stainless steel appliances & a large white ceramic single-bowl farmhouse sink with a pull-down commercial-style faucet, along with windows overlooking the pool & backyard. The home offers an ideal split-bedroom plan, with the primary suite located on the back left side of the home and added in 2018 by Winter Brothers Construction. The suite includes a spacious bedroom with recessed lighting, separate closets with built-in organization & a well-appointed bath with dual vanities, a freestanding soaking tub, a glass-enclosed walk-in shower with rain shower head & a private water closet. On the opposite side of the home are three additional bedrooms, including one with an en-suite bath designed with a pedestal sink, wall-mounted storage & a glass-enclosed walk-in shower, along with a full hall-entry bath which comes with a tub/shower combination & new vanity (2026). Highlights of the backyard include a paver deck, saltwater swimming pool with a generous shallow shelf, child safety fence, play set, raised garden bed, lawn space for people and pets and a mature peach tree that produces fresh peaches. The home also features an attached two-car garage with a laundry area, professional landscaping and a newly installed white privacy fence with gated access on both sides. In addition to its charm & interior updates, the home offers meaningful system improvements, including electrical panels (2018), two HVAC systems (2018 and 2022), a full re-pipe to PVC/CPVC, roof replacement (2017–2018) & an electric water heater (2018). The property owner has the option to join the Dommerich Estates Beach Civic Association, which provides access to a private boat ramp, picnic area and lakefront amenities on Lake Minnehaha. Residents also enjoy convenient access via the neighborhood boardwalk to Maitland Community Park, offering tennis and basketball courts, trails, pavilions and year-round activities. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High and located just minutes to Park Avenue, Lake Lily, the Maitland SunRail station and major roadways, this is an opportunity to own a move-in ready home in a well-established neighborhood with strong school zoning, a true sense of community and lake access to the Winter Park Chain of Lakes.
#O6389696

MAITLAND

150 SENECA TRAIL

4 Beds

3 Baths

2,221 Sq.Ft.

$745,000

MLS#: O6389696

LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace surround wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. New roof 2024. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often!
#O6389520

MAITLAND

1501 DRUID ISLE ROAD

3 Beds

2 Baths

3,000 Sq.Ft.

$875,000

MLS#: O6389520

This Maitland Woods charming home is located beneath the canopy of beautiful oak trees in one of Maitland’s most charming and established neighborhoods, this move-in ready pool home offers the perfect combination of space, updates, and location. Near the scenic shoreline of Lake Sybelia and quiet residential streets, the neighborhood feels peaceful and tucked away while still being incredibly convenient to everything Maitland has to offer.


Just minutes away is the newly revitalized Downtown Maitland, where residents gather for outdoor movie nights, local restaurants, coffee shops, and ice cream on warm Florida evenings. The area shows a true small-town feel while remaining close to major roadways, SunRail, and downtown Orlando.


Inside, the home offers a spacious and flexible layout designed for both everyday living and entertaining. A welcoming foyer opens to a large front living room and a dedicated office, perfect for working from home, a study, or creative space. The central dining room connects seamlessly to the kitchen and main living areas, creating an easy flow for gatherings and holidays. Toward the back of the home, an expansive family room serves as the heart of the house, offering plenty of space for relaxing while overlooking the backyard and pool.
The bedrooms are thoughtfully positioned in a private wing of the home, including a generously sized primary suite with dual bathrooms and ample closet space. Two additional bedrooms share a nearby bath, and in addition to the three bedrooms the home also features the dedicated office, offering flexibility for guests, work, or hobbies.


Step outside and enjoy Florida living year-round in this private backyard retreat featuring a resurfaced pool and spa, expansive patio, and covered lanai. The fully fenced yard and mature landscaping create both privacy and shade, making it an ideal setting for relaxing or entertaining.

The home has been meticulously cared for with over $150,000 in improvements, including a kitchen remodel, bathroom renovations, updated HVAC system, newer roof with transferable warranty, updated pool equipment, new PEX plumbing, exterior paint refresh, irrigation inspection, and a new fence.

Homes in this quiet Maitland neighborhood rarely become available, especially those that combine thoughtful updates, a spacious layout, and such close proximity to the charm, restaurants, and community events of Downtown Maitland and nearby Lake Sybelia.
#O6390521

MAITLAND

1180 BANBURY TRAIL

3 Beds

2 Baths

2,663 Sq.Ft.

$825,000

MLS#: O6390521

ENTERTAINING MAITLAND GROVE POOL HOME.  Step inside to discover oversized rooms, including a spacious great room overlooking the covered lanai and swimming pool in a private setting perfect for gatherings.  Back yard includes a vinyl privacy fence, Pool resurfaced with Pebble Tec.  Patio and pool decking have brick pavers with plenty of room for extra lounging. Lots of Room for everyone, including lIving Room, Dining Room and 4 bedrooms.  Kitchen features all new SS appliances and sink w/ faucet, a separate breakfast room and laundry room. Primary room features en suite updated bathroom with dual vanity, shower, w/ tub, walk in closet and large slider doors overlooking the serene pool. Home offers lots of closet and ample storage. Extra Long driveway with side entry oversized garage.  Home has been lovingly cared for. Call to view today!
#O6390473

MAITLAND

320 WHITE OAK CIRCLE

4 Beds

2 Baths

2,681 Sq.Ft.

$869,000

MLS#: O6390473

Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that carries throughout the home. To the right, the formal living room features built-in shelving and a striking brick wood-burning fireplace, while the adjoining formal dining room connects directly to the kitchen and can be closed off with pocket doors if you want a little separation. The eat-in kitchen is truly the heart of the home, showcasing rich solid cherry cabinetry, unique man-made glass countertops, a large farmhouse sink, and top-of-the-line stainless Bosch appliances including a built-in oven and gas cooktop. A generous peninsula overlooks the oversized family room, where French doors open to a stunning Florida room that fills the home with natural light. This space is a showstopper—large, lined with windows, and finished with soaring shiplap ceilings—creating the kind of room you’ll use year-round, with direct access to the backyard. The primary suite is spacious and refined with crown molding, a built-in closet plus a walk-in, and a beautifully renovated bath featuring matching glass countertops, a Kohler vanity, and a glass shower with both a large rain head and handheld fixture. Two additional bedrooms are generously sized and share an updated hall bath with a large vanity, classic subway tile, and a soaking tub. The interior also includes a well-equipped laundry room with cabinetry, a cedar storage closet, and access to the two-car garage. Out back, the fully fenced private yard offers plenty of room for entertainment, recently re-sodded with irrigation and enclosed with a brand new wood fence installed in 2025—leaving ample space for a future pool or patio if desired. Additional upgrades include smooth flat ceilings with recessed lighting throughout, new drywall, plantation shutters, updated windows and doors, and an energy-efficient hybrid water heater. Beyond the home itself, the location is hard to beat—just a short walk to Dommerich Elementary, Maitland Middle School, and Maitland Community Park offering tennis courts, indoor racquetball, and playgrounds. Zoned for highly regarded Winter Park High School. Call today to schedule your private showing!
#O6390221

MAITLAND

2040 GERONIMO TRAIL

3 Beds

2 Baths

2,375 Sq.Ft.

$824,900

MLS#: O6390221

One or more photo(s) has been virtually staged. Dommerich Hills Pool Home | Oversized Lot | No HOA

Tucked into the highly sought-after Dommerich Hills neighborhood, this beautifully updated pool home offers the kind of space, charm, and lifestyle that’s becoming harder to find in Maitland. Sitting on an oversized lot with no HOA, the home provides nearly 3,000 square feet of thoughtfully designed living space both inside and out.

Step inside and you’ll immediately notice how the home flows. The formal living and dining rooms lead naturally into the heart of the home — a beautifully renovated kitchen designed for gathering. An expansive island creates the perfect place for meal prep, casual breakfasts, or hosting friends, while features like double ovens, a large cooktop, stone countertops, abundant cabinetry, and an oversized refrigerator make the kitchen as functional as it is inviting.

Just beyond, the family room feels warm and welcoming with a fireplace, custom feature wall, and a built-in wine bar complete with beverage coolers, bar sink, and a dedicated coffee and tea station — ideal for entertaining or unwinding at the end of the day. Large windows and French doors fill the space with natural light and open directly to the backyard pool area.

The first-floor primary suite offers a peaceful retreat with dual walk-in closets, French doors to the pool, and a beautifully renovated bathroom featuring a double vanity and walk-in shower.

Upstairs you'll find three spacious bedrooms, a full bathroom with dual sinks, charming built-in beds and shelving, and several clever storage areas. A 26 x 17 bonus room with a half bath and built-in daybed adds incredible flexibility — perfect for a media room, playroom, home office, or private guest space.

Outside is where this home truly shines. The backyard feels like a private retreat, complete with a sparkling pool, outdoor shower, fire pit area, multiple gazebo seating spaces, mature landscaping, and fruit trees. Built-in gas lines make outdoor grilling easy, and the fully fenced yard offers both privacy and room to enjoy Florida living year-round.

Recent improvements provide peace of mind, including new windows (2021), new roof (2022), new doors (2025), HVAC (2019), fresh interior paint, and updated landscaping.

Additional highlights include a large indoor laundry room with cabinetry and new flooring, a two-car garage, private irrigation well with city sewer connection, and abundant storage throughout.

Located just minutes from Maitland Social, Maitland City Centre, local parks, and zoned for highly regarded Dommerich Elementary, Maitland Middle, and Winter Park High, this home offers the perfect combination of location, space, and lifestyle.

Homes in Dommerich Hills rarely offer this much space, privacy, and outdoor living — come experience it in person.
#O6385581

MAITLAND

1135 THUNDER TRAIL

5 Beds

2 Baths

2,966 Sq.Ft.

$899,000

MLS#: O6385581

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 4 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, bonus room, and modern finishes
#O6387114

MAITLAND

2642 BROOKSIDE COURT

4 Beds

2 Baths

2,360 Sq.Ft.

$640,000

MLS#: O6387114

 - property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.