Sarasota's Premier Homes

Ranch

51 OAKLEIGH LANE

MAITLAND , FL 32751

MLS#: O6353027

$850,000

Status: Active
Listing number: O6353027
Listing provided by: COLDWELL BANKER RESIDENTIAL RE
Listing agent phone: None
Last update: 15 hours ago
New on site 2 days ago
Browse Properties
OAKLEIGH 3RD ADD - Residential

Property

Beds

4

Full Baths

5

1/2 Baths

None

Year Built

1972

Sq.Footage

4,149

In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home **For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefront estates on an oversized lot, this expansive 4,200 sq ft traditional ranch sits on over one-third of an acre and is filled with natural light. The great room overlooks a private outdoor oasis with a pool, mature landscaping, and a brick-paved patio—perfect for entertaining. The chef’s kitchen features a commercial gas range, double ovens, built-in refrigerator, and a cozy dinette with a wood-burning fireplace—ready for your modern touch. A flexible double-primary split floor plan includes 4 bedrooms, 5 baths, and multiple living spaces, offering endless potential for customization. The primary suite showcases wood beams, hardwood floors, and a sitting area with pool views. The spacious en-suite includes dual showers, walk-in closets, and a skylit garden tub awaiting your personal style. Just minutes from Downtown Maitland, Minnehaha Park, and Lake Maitland, with easy I-4 access, this property offers both prime location and unmatched potential. Whether you’re an investor, designer, or homeowner ready to create your dream home, **51 Oakleigh Lane** is ready to become a masterpiece.

Features & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, Open Floorplan, Walk-In Closet(s), Wet Bar

  • Total Bedrooms

    4

  • Bathrooms

    5

  • Cooling YN

    YES

  • Cooling

    Central Air, Zoned

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central, Zoned

  • Pet friendly

    Yes

Exterior

  • Garage

    No

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Rain Gutters

  • Pool

    Yes

  • Pool Features

    Gunite, In Ground, Pool Sweep, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Features

    Level, Paved

  • Lot Size(acres)

    0.36

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Ranch

Price

  • Sales Price

    $850,000

  • Tax Amount

    5396.88

  • Sq. Footage

    4, 149

  • Price/SqFt

    $204

HOA

  • Association

    NO

School District

  • Elementary School

    Lake Sybelia Elem

  • Middle School

    Maitland Middle

  • High School

    Winter Park High

Property Features

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    050

  • Water Source

    Public

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

Orange

Elementary School

Lake Sybelia Elem

Middle School

Maitland Middle

High School

Winter Park High

Listing Courtesy of Milton James , COLDWELL BANKER RESIDENTIAL RE

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 MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* 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.
In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home **For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefront estates on an oversized lot, this expansive 4,200 sq ft traditional ranch sits on over one-third of an acre and is filled with natural light. The great room overlooks a private outdoor oasis with a pool, mature landscaping, and a brick-paved patio—perfect for entertaining. The chef’s kitchen features a commercial gas range, double ovens, built-in refrigerator, and a cozy dinette with a wood-burning fireplace—ready for your modern touch. A flexible double-primary split floor plan includes 4 bedrooms, 5 baths, and multiple living spaces, offering endless potential for customization. The primary suite showcases wood beams, hardwood floors, and a sitting area with pool views. The spacious en-suite includes dual showers, walk-in closets, and a skylit garden tub awaiting your personal style. Just minutes from Downtown Maitland, Minnehaha Park, and Lake Maitland, with easy I-4 access, this property offers both prime location and unmatched potential. Whether you’re an investor, designer, or homeowner ready to create your dream home, **51 Oakleigh Lane** is ready to become a masterpiece.

51 OAKLEIGH LANE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site 2 days ago
Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the moment you arrive, you'll notice the inviting curb appeal, mature landscaping, and the undeniable charm that sets this home apart from the rest. Inside, the home exudes personality with unique architectural touches, cozy living spaces, and abundant natural light throughout. The well-appointed kitchen flows effortlessly into the main living area, making it perfect for both relaxing and entertaining. Each bedroom is spacious and comfortable, while the bathrooms offer tasteful finishes. Whether you're sipping coffee on the front porch or enjoying the peaceful surroundings, you'll feel right at home in this special space. Situated just minutes from the vibrant shops and restaurants of Park Avenue, this home also features two separate driveways, offering plenty of parking for guests or multiple vehicles—a rare find in this area. With its unbeatable location, timeless charm, and practical layout, 1655 Sunnyside Drive is the perfect blend of convenience and character. Don’t miss your opportunity to own a true gem in one of Maitland’s most desirable neighborhoods. ROOF: 2021 PLUMBING: 2021 AC: 2021 ELECTRICAL: 2021
#O6353374

MAITLAND

1655 SUNNYSIDE DRIVE

3 Beds

2 Baths

1,766 Sq.Ft.

$725,000

MLS#: O6353374

Perfectly positioned on the tranquil shores of Lake Seminary, this beautiful home offers the ultimate lakefront lifestyle in the heart of Maitland. From the moment you arrive, the home’s refreshed landscaping and elegant façade set the tone for what awaits inside. Step through the doors and you’re greeted by open living spaces accented by engineered hardwood floors, stylish finishes, and large windows that frame breathtaking views of the lake. The kitchen is a showcase of both function and design, featuring stainless steel appliances, generous counter space, and an open layout perfect for both entertaining and everyday living. The living room takes full advantage of the home’s lakefront setting, offering panoramic water views. The primary suite serves as a private retreat, featuring a large bathroom with dual vanities, a walk-in shower, and a spacious closet. Outdoors, the expansive backyard offers endless possibilities, whether you envision a custom pool, extended patio, or simply space to unwind and entertain with stunning lake views. An above-ground hot tub and patio overlook the glistening lake, creating the perfect setting to unwind while enjoying kayaking, boating, and fishing right from your own backyard. Set on nearly an acre of pristine land, the property features a rare combination of privacy, space, and stunning water views all just minutes from Maitland’s vibrant dining scene and major roadways, this home offers the perfect blend of lakeside tranquility and everyday convenience.
#O6348448

MAITLAND

195 E FAITH TERRACE

3 Beds

2 Baths

3,052 Sq.Ft.

$849,000

MLS#: O6348448

Welcome to this charming, move-in ready home nestled in the desirable, family-friendly Dommerich neighborhood. Featuring 3 bedrooms, 2 full bathrooms, and an open-concept living area filled with natural light, this home has the perfect blend of comfort and style. Featuring 2 additional dedicated office rooms, ideal for remote work or creative space, this home is ideal for modern living. The updated kitchen boasts stainless steel appliances, marble countertops, and ample cabinet space. Step into an open, light-filled interior with brand new flooring throughout and breathtaking floor-to-ceiling windows that has panoramic views of the sparkling saltwater pool. In the cooler months enjoy your own wood burning fireplace. Outside, enjoy a spacious paver driveway, a large 2-car garage, and a private backyard oasis. Major upgrades include a brand new roof (2025), ensuring peace of mind for years to come. Additional upgrades include recessed lighting, new flooring throughout, marble bathroom tiling, energy-efficient windows, new paver driveway and fresh interior/exterior paint. Enjoy private boat ramp access to the Winter Park Chain of Lakes. Zoned for A-rated Dommerich Elementary, Maitland Middle School and Winter Park High School. Walking distance to the Maitland Community Park, Maitland Social and the Maitland City Center. Minutes from Winter Park’s Park Avenue, known for its exquisite shopping and dining. Don’t miss out on this opportunity!
#O6351223

MAITLAND

421 ARAPAHO TRAIL

3 Beds

2 Baths

2,477 Sq.Ft.

$779,500

MLS#: O6351223

This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive, you’ll sense the refined lifestyle within. soaring ceilings, abundant natural light, and premium finishes throughout. The chef’s kitchen is a showpiece sleek cabinetry, stone countertops, and top-tier appliances. Entertain effortlessly with open living spaces that flow seamlessly to relaxing patios or balconies. With 3 bedrooms and 3½ baths, each space is a sanctuary. The primary suite impresses with its spa-style bath and custom closets. Upstairs, the laundry is tucked neatly beside the bedrooms for ease and efficiency. Thoughtfully designed storage niches and built-ins complete the picture. The real magic is the location. You’re only 5 minutes from Winter Park’s world-class dining, boutique shops, cultural venues, riverside parks, and Sunday farmer’s market. Stroll through cobbled streets, enjoy al fresco cafés, or catch live music on Park Avenue this home gives you that full lifestyle. Live luxuriously in a community where neighbors share the same roof and an unspoken sense of sophistication reigns. While it feels like condominium living, this is fee simple ownership in a four-unit enclave with zero HOA fees. You get the benefits without the burden. This is more than just a home it’s a statement. Don’t miss your opportunity to own a residence that’s as beautiful as it is brilliantly located.
#O6349696

MAITLAND

183 ORANGE PLACE

3 Beds

3 Baths

2,755 Sq.Ft.

$845,000

MLS#: O6349696

Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memories, this home is being offered to the market for the first time since 1974 - and offers the opportunity to make it your own for decades to come. Large living spaces including a kitchen with gas Viking range, additional built-in oven, two prep areas, two dishwashers (Bosch and Fisher & Paykel), 48" stainless refrigerator and deep stainless sinks. The living room includes a gas fireplace and opens to the adjacent Florida/Sun Room. The Primary Suite includes a sitting area with fireplace and a large ensuite bathroom. A covered hot tub/spa is adjacent to the Primary Bath. This spacious home is located on a generous, .39 acre, corner lot with the front of the home facing Willowbrook Trail and the garage entry from N. Lake Sybelia Dr. Roof and Skylights replaced in 2017. Separate utility shed for storing gardening tools or creating a workshop.
#O6349227

MAITLAND

1100 WILLOWBROOK TRAIL

4 Beds

3 Baths

3,929 Sq.Ft.

$799,000

MLS#: O6349227

Discover a unique living experience in this Santa Barbara style townhome condo. Nestled in a sought after neighborhood on the border of Maitland and Winter Park. Inspired by the California architectural charm of Santa Barbara, this property offers a rare blend of style and convenience. Experience a unique lifestyle in a vibrant and sought after location, with proximity to Enzian Theatre and minutes from Park Avenue. These townhomes feature an open floor plan, perfect for modern living and entertaining. Step inside to find an inviting open-concept floor plan with abundant natural light, high ceilings, and thoughtfully crafted details throughout. The expansive main living area seamlessly integrates the kitchen, living room, and dining room. This open-concept design creates a bright and inviting atmosphere, ideal for both entertaining and everyday living. The first floor boasts a gourmet kitchen perfect for culinary enthusiasts. A prominent center island provides ample space for food preparation and serves as an informal seating area for casual dining. Conveniently located on the first floor is a half bath as well as a pantry, a practical addition, offering substantial storage space for kitchen essentials. Welcome to the second floor, where comfort and convenience meet. This level features a loft area and three bedrooms, each a private retreat with its own ensuite bathroom and spacious closet. The primary bedroom provides a private retreat with a generous layout, walk in closet, and spa inspired bathroom featuring dual vanities and a huge walk in shower. The two secondary ensuite bathrooms have bathtubs, perfect for relaxation and provide more versatility. Enjoy the convenience of a dedicated laundry room on the second floor. Private side-entry 2-car garage for convenience and secure parking. This home combines elegance with practicality, making it an exceptional opportunity for those seeking comfort, convenience, and style in one perfect package. Don’t miss this unique opportunity! Call for your private showing today!
#O6347601

MAITLAND

1732 RIDGEWOOD AVENUE S

3 Beds

3 Baths

2,407 Sq.Ft.

$850,000

MLS#: O6347601

A fantastic 4-bedroom, 2.5-bath home with an office/flex space, located on a prime interior lot in the established Maitland Groves neighborhood. Major systems updated with a 40-year architectural roof (2013), Plumbing Re-pipe (2019); New windows and sliding doors (2023); Newer carpet in bedrooms; HVAC/AC (2006 with New Air Handler Blower Motor (Sept. 2025)), water heater (2008), and a whole-house generator (2008). Highlights include an open floorplan, cathedral ceilings, a cozy fireplace, and a spacious, updated island kitchen, white cabinetry with a breakfast nook. The large laundry/mudroom conveniently connects to an oversized side-entry 2-car garage, perfect for groceries and kids. A flex space overlooking the backyard offers great potential as an office, fitness area, or playroom. Both bathrooms feature double sink vanities, and the primary suite has sliding door access and views of the backyard. The property is landscaped for privacy, featuring a partially covered front entry courtyard and both open and covered patios in the backyard. Located in a top school district near Lake Sybelia Elementary, with easy access to parks, sport courts, bike paths, shopping, restaurants, a hospital, and the I-4 corridor.
#O6340648

MAITLAND

380 WHITE OAK CIR

4 Beds

2 Baths

3,712 Sq.Ft.

$785,000

MLS#: O6340648

A mid century modern inspired ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This 4-bedroom 2 bath home was thoughtfully renovated with vintage polished terrazzo, ceramic tile, some vaulted ceilings creating a spacious layout for ease of living. Kitchen is renovated with clean lined shaker cabinets, subway tile back splash, floating shelves, stainless appliances and sliding barn door for pantry. Kitchen blends with living space which can serve as dining or formal living, function possibilities are endless. Family spaces open through clear glass doors to back patio making entertaining a breeze with plenty of room to add on or grow. The 4th bedroom or home office is separate and off the family room while other 3 bedrooms are banked down another hallway. Bathrooms are fully updated with timeless appointments. A very spacious laundry room for great organization, provides easy day-to-day function. Other system updates include 2025 Lenox air conditioning, roof 2020, insulated garage door, vinyl fencing, irrigation system, vaulted ceilings and more. Situated in the heart of Dommerich this location allows you to enjoy an easy walk to schools, the “Quad” & close to the boardwalk to Maitland Community Park. Maitland is full of life home to terrific parks, fabulous restaurants, shopping, home to the Enzian Theatre, Lake Lily and more. This is a rare find.
#O6338101

MAITLAND

814 N THISTLE LANE

4 Beds

2 Baths

2,814 Sq.Ft.

$699,000

MLS#: O6338101

Beautifully maintained Maitland home in the gated community of Montacino on Lake Charity. Conveniently located near Maitland City Center, Park Ave, Downtown Orlando, and RDV Sportsplex. Engineered hardwood floors lead from the entry to a formal living and dining room, powder bath, and into the great room with soaring ceilings open to the kitchen and patio. The gourmet kitchen features custom cabinetry, granite countertops, and stainless appliances. The first-floor owner’s suite offers French door access to the private patio, custom closets, and a spa-style bath with dual vanities, soaking tub, and walk-in shower. Upstairs, find three additional bedrooms (one ensuite) and a loft flex space overlooking the great room. Additional highlights include a new brick paver driveway, Pella windows and sliding doors, Carrier A/C, LED lighting, custom patio tile, and epoxy garage flooring. Private backyard with no rear neighbors plus community pool and maintenance-free lawn care.
#O6334089

MAITLAND

1416 CARING COURT

4 Beds

3 Baths

4,194 Sq.Ft.

$925,000

MLS#: O6334089

- 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