Sarasota's Premier Homes

Contemporary

183 MCGREGOR ROAD

DELAND , FL 32720

MLS#: V4942334

$1,490,000

Status: Active
Listing number: V4942334
Listing provided by: CHARLES RUTENBERG REALTY ORLANDO
Listing agent phone: None
Last update: 10 days ago
On site: 3 months ago
Browse Properties
NOT IN SUBDIVISION - Residential

Property

Beds

5

Full Baths

5

1/2 Baths

2

Year Built

2003

Sq.Footage

4,607

RARE OPPORTUNITY! Elevate your life in this private luxury retreat that boasts elements of a serene & Executive lifestyle. Nestled behind an iron gate & down an oak covered driveway is a stunning 3-bed, 3-bath home with attached mother-in-law suite (1br/1ba) blending timeless charm with modern luxury. It features vaulted ceilings and exquisite details like hardwood & travertine floors, marble tile, central vac, a chef’s kitchen with Thermador stove, 48” refrigerator & walk-in pantry. The allure is amplified by grand living spaces that include a billiard/game room w/ wet bar, a stadium-style theater room, a home office/craft room & an oversized garage with extra storage and Murphy Bed. The 2.75 ac lot displays a large range of premium amenities featuring a resort-style saltwater pool w/ grotto and waterfall, lap swim feature, sun shelf + showcases an outdoor kitchen lanai perfect for entertaining. A large backyard includes garden space, firepit, biergarten, relaxing hammock & swing area to enjoy the peaceful outdoors. A separate 3000 sf warehouse provides additional storage, an office or mancave with built-in shelving and ½ bath + an extra 1br/1ba apartment great for guests or caretaker. A rare opportunity to own a refined home with unparalleled beauty in a coveted area of DeLand—perfect for those looking for a tranquil yet connected lifestyle with easy access to major roads, Sunrail, schools, shopping centers and healthcare facilities, making everyday living exceptionally convenient. Spotlights: Double-sided fireplace; soaring ceilings; hardwood/travertine/marble floors; plantation shutters; gourmet kitchen; central vac; oversized garage; water filtration system; pool; spa; outdoor shower; 3000sf warehouse w/ office/mancave + apartment; attached mother-in-law suite separated by carport; California closet in primary bedroom; billiard/game room; stadium style theatre room; circular drive; neutral color palette; open floor plan; home office.

Features & Amenities

Interior

  • Other Interior Features

    Built-in Features, Cathedral Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Sauna, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Wet Bar

  • Total Bedrooms

    5

  • Bathrooms

    5

  • 1/2 Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air, Ductless

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central, Electric

Exterior

  • Garage

    Yes

  • Garage spaces

    6

  • Construction Materials

    Block, Stone

  • Other Exterior Features

    Dog Run, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Storage

  • Parking

    Boat, Circular Driveway, Garage Door Opener, Oversized, Attached

  • Patio and Porch Features

    Covered, Front Porch, Patio, Rear Porch, Side Porch

  • Pool

    Yes

  • Pool Features

    Gunite, In Ground, Lap, Salt Water, Tile, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Features

    Cul-De-Sac, Landscaped, Level

  • Lot Size(acres)

    2.75

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Contemporary

Price

  • Sales Price

    $1,490,000

  • Tax Amount

    10511.0

  • Sq. Footage

    4, 607

  • Price/SqFt

    $323

HOA

  • Association

    NO

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    0

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

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

Volusia

Elementary School

Middle School

High School

Listing Courtesy of Terry Bailey , CHARLES RUTENBERG REALTY ORLANDO

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.
RARE OPPORTUNITY! Elevate your life in this private luxury retreat that boasts elements of a serene & Executive lifestyle. Nestled behind an iron gate & down an oak covered driveway is a stunning 3-bed, 3-bath home with attached mother-in-law suite (1br/1ba) blending timeless charm with modern luxury. It features vaulted ceilings and exquisite details like hardwood & travertine floors, marble tile, central vac, a chef’s kitchen with Thermador stove, 48” refrigerator & walk-in pantry. The allure is amplified by grand living spaces that include a billiard/game room w/ wet bar, a stadium-style theater room, a home office/craft room & an oversized garage with extra storage and Murphy Bed. The 2.75 ac lot displays a large range of premium amenities featuring a resort-style saltwater pool w/ grotto and waterfall, lap swim feature, sun shelf + showcases an outdoor kitchen lanai perfect for entertaining. A large backyard includes garden space, firepit, biergarten, relaxing hammock & swing area to enjoy the peaceful outdoors. A separate 3000 sf warehouse provides additional storage, an office or mancave with built-in shelving and ½ bath + an extra 1br/1ba apartment great for guests or caretaker. A rare opportunity to own a refined home with unparalleled beauty in a coveted area of DeLand—perfect for those looking for a tranquil yet connected lifestyle with easy access to major roads, Sunrail, schools, shopping centers and healthcare facilities, making everyday living exceptionally convenient. Spotlights: Double-sided fireplace; soaring ceilings; hardwood/travertine/marble floors; plantation shutters; gourmet kitchen; central vac; oversized garage; water filtration system; pool; spa; outdoor shower; 3000sf warehouse w/ office/mancave + apartment; attached mother-in-law suite separated by carport; California closet in primary bedroom; billiard/game room; stadium style theatre room; circular drive; neutral color palette; open floor plan; home office.

183 MCGREGOR ROAD

Message successfully sent.

What would you like to know?

Related Properties

New on site 3 days ago
TOTAL OF 6535 SQ FT BEAUTIFUL HOME HAS IT ALL.. 4 BEDROOMS 3 BATHS 3 CAR ATTACHED GARAGE OVER SIZED SCREENED IN SOLAR HEATED POOL WITH JACUZZI AND CARETAKER SYSTEM. KITCHEN HAS UPGRADED CABINETS ALL NEW HIGH END APPLIANCES INSTALLED THIS YEAR 2 PANTRIES AND SKYLIGHT. ENGINEERED HARD WOOD AND TILE FLOORS THRU OUT. LARGE MASTER WITH 2 WALK IN CLOSETS DUAL VANITIES JACUZZI TUB SEPARATE SHOWER 2ND BEDROOM HAS WALK IN CLOSET AND SIDING GLASS DOOR LEADING TO THE SCREENED IN POOL AND A PRIVATE POOL BATH. KITCHEN AND FAMILY ROOM COMBO WITH GAS FIREPLACE LIVING ROOM AND DINING ROOM AREA AND OFFICE. LAUNDRY ROOM INSIDE HOME SITS ON ALMOST 5 ACRES OF PROPERTY WHICH IS FENCED AND CROSSED FENCED FOR HORSES. 5 STALL BARN 1200 SQ FEET WITH SELF WATERS AND FANS ALONG WITH A CHICKEN COOP. THERE IS A MASSIVE METAL SHOP 50 X 80 4000 SQ FEET PERFECT FOR THE CAR COLLECTOR OR TO JUST STORE YOUR FAVORITE TOYS. 12 X 30 WORKSHOP/STORAGE BUILDING WITH POWER 5 KW SOLAR SYSTEM INSTALLED ON ROOF OF METAL SHOP TO REDUCE THE ENERGY BILL ON YOUR HOME 2 WELL PUMPS ONE FOR IRRIGATION BARN AND SHOP ONE FOR HOME.BOTH WELL PUMPS WERE REPLACED IN 2023 ROOF WAS REPLACED IN 2021 AC IN 2016 . HOME ALSO OFFERS A SOLAR WATER HEATER PROPERTY IS BEAUTIFULLY LANDSCAPED AND GATED FOR PRIVACY THIS PROPERTY IS YOUR OWN PRIVATE OASIS WITH EVERYTHING SOME ONE COULD WANT BUT CLOSE TO ALL MAJOR SHOPPING 25 MINUTES TO BEACHES AND 45 MINUTES TO ATTRACTIONS. THIS PROPERTY IS ONE OF A KIND AND HARD TO FIND CALL NOW FOR YOUR PRIVATE SHOWING!!! SELLER IS A LICENSED REAL ESTATE AGENT
#V4944432

DELAND

975 ROLLING ACRES DRIVE

4 Beds

3 Baths

2,535 Sq.Ft.

$1,299,000

MLS#: V4944432

Welcome to 2660 Winnemissett Oaks Drive, an extraordinary custom estate in one of DeLand’s most exclusive communities. Located on a quiet, dead-end street in Winnemissett Oaks, this 6-bedroom, 5-bath executive pool home offers 4,814 sq. ft. of luxurious living space, a 3-car garage with over 1,100 sq. ft., and a long list of upgrades designed for comfort, performance, and lifestyle.Set on 2.5 meticulously landscaped acres, the home makes a striking first impression with mature landscape architecture, raised garden beds with irrigation, and a fully fenced backyard. Inside, soaring ceilings and a bright, open layout welcome you in. A formal dining room, spacious family room with gas fireplace and custom built-ins, and a chef’s kitchen flow seamlessly into one another, making everyday living and entertaining effortless.The kitchen is a true centerpiece—featuring marble countertops, high-end appliances, soft-close custom cabinetry, and an ice machine. The primary suite on the main floor is a serene retreat with dual walk-in closets, a spa-style bathroom with double walk-in shower and soaking tub, and peaceful views of the pool area. A second flex suite with its own full bath offers the perfect space for a home office, guest quarters, or private study. Upstairs, you’ll find four additional bedrooms and three bonus rooms—ideal for a gym, media room, rec space, or creative studio.Outdoor living is truly elevated with a screen-enclosed pool and spa, surrounded by a double-height pool cage, recently resurfaced deck (July 2025), and a gas-heated hot tub—perfect for relaxing evenings or entertaining guests.This home is as efficient as it is beautiful. A solar panel system generating approximately 24 megawatt-hours per year keeps energy costs down while supporting sustainable living. Additional features include a whole-home water filtration system, water softener, electric vehicle charging station, and coastal storm shutters for peace of mind.The oversized 3-car garage offers plenty of room for vehicles, toys, and projects, complete with a lighted workbench and custom tool storage. Located just minutes from I-4 and downtown DeLand, this property is tucked into a private neighborhood with a low HOA of just $1,100/year. With a perfect balance of style, space, and smart living, 2660 Winnemissett Oaks Drive is more than a home—it’s a lifestyle opportunity. Come see what makes this custom estate truly one of a kind. **MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.**
#V4944214

DELAND

2660 WINNEMISSETT OAKS DRIVE

6 Beds

5 Baths

6,656 Sq.Ft.

$1,398,494

MLS#: V4944214

Discover a one of a kind, lake front multi-generational estate! This exceptional property offers a rare blend of privacy, comfort, and versatility. It truly has it all! Set lake front on Lake Talmadge in DeLand on a sprawling 2.65 acres, featuring a spacious main home, two fully equipped in-law residences, 2 garages, a pool, amazing views, and more! The main home features 3 bedrooms with 3 full en-suite bathrooms and powder room, a gourmet kitchen, butlers pantry, 2 fireplaces and more. The unique qualities are evident from the moment you step through the grand carved oak doors. Chicago brick paves your way through the foyer to the massive great room, featuring luxury vinyl flooring, custom crown molding, and walls of windows. Designed for both the aspiring home chef and effortless entertaining, at the very heart of the home, the gourmet kitchen is as functional as it is breathtaking. Featuring high-end stainless steel appliances, custom cabinetry, Brazilian granite, gas range with pot filler. The open layout flows seamlessly into the surrounding living and dining areas, while the wood burning fireplace and lakefront views create a backdrop of natural beauty while you cook, dine, or entertain. Adding to the homes functionality, is a thoughtfully designed butlers pantry complete with custom cabinetry, stainless steel sink, granite counters, and a huge walk-in pantry. Retreat to the expansive upstairs primary bedroom, a serene retreat designed for both luxury and relaxation. Enjoy breathtaking views while a wood burning fireplace adds warmth and charm. The suite also features 2 custom closets and a luxurious en-suite bathroom complete with soaking tub, shower, and double vanity. The primary home also includes 2 downstairs bedrooms with 2 full en-suite bathrooms, and indoor laundry room, and a 24x26 garage. Primary home updates and features include Roof 2018, HVAC 2015, Tank less W/H 2015, updated Electric 2015, FAS Windows 2024. Adding to its exceptional versatility, the estate also includes two fully equipped in-law homes. Thoughtfully designed, each in-law home includes 1 bedroom, 1 full bathroom, fully updated kitchens, private entrances and beautiful pool and lake front views. The in-law homes provide privacy, comfort and modern conveniences to family and guests. Updates and features to the in-law residences include, Roof 2018, New Mini Splits, Tank-less W/H 2015, Updated electric 2015, FAS Windows 2024, custom closets and cabinetry, 1- wood burning fireplace, 1 -24x25 garage with W/D hook up and new ceiling. Step outside and experience the true beauty of this lakefront estate’s outdoor living space. The expansive grounds feature paved raised garden beds, as well as a dedicated greenhouse for year-round cultivation. Surrounding the property, you’ll find a variety of mature fruit trees that provide abundance and charm. At the center of it all is a sparkling 50x20 pool with unobstructed views of the lake, creating a resort-like atmosphere and true outdoor Florida lifestyle. Exterior property updates include: Gas Powered home Generator, Property Reverse Osmosis Water Filtration System, New Pool pump 2023, New Well Pump 2023, 3 septic tanks, 500 gallon LP tank underground, Resealed driveway 2025, Exterior Paint 2025, Fully Fenced, 12x30 shed and 8x12. This property is a rare offering that has it all! Take the opportunity to own your multi-generational paradise and schedule your showing today.
#V4942014

DELAND

910 N KEPLER ROAD

5 Beds

5 Baths

7,531 Sq.Ft.

$1,399,999

MLS#: V4942014

Exceptional Investment Opportunity: Three Parcels with Structures on Woodland Boulevard. We are excited to present a remarkable investment opportunity encompassing three strategically located parcels along Woodland Boulevard. This prime property features three existing structures and is zoned for MIXED-USE development, offering investors the flexibility to create profitable ventures tailored to the needs of the community. The properties at 2480, 2490 and 2498 Woodland Boulevard are being offered in "as-is" condition, and the seller is open to including all existing assets on the property, including the current business operations. Situated in close proximity to International Speedway Boulevard and just outside historic Downtown DeLand, these parcels benefit from excellent visibility and accessibility. This vibrant area is ripe for development, making it an ideal location for retail, office, or mixed-use projects. With the potential for significant appreciation and an array of development options, this opportunity is not to be overlooked. Whether you are looking to renovate existing structures or start a new venture from the ground up, these parcels provide a solid foundation for success. Seize this unique opportunity to invest in a promising future. Contact us today for more information and to schedule a viewing. * * The info in MLS is thought to be correct but not guaranteed * *
#V4940020

DELAND

2480 N WOODLAND BOULEVARD

2 Beds

1 Baths

1,641 Sq.Ft.

$1,750,000

MLS#: V4940020

Exceptional Investment Opportunity: Three Parcels with Structures on Woodland Boulevard. We are excited to present a remarkable investment opportunity encompassing three strategically located parcels along Woodland Boulevard. This prime property features three existing structures and is zoned for mixed-use development, offering investors the flexibility to create profitable ventures tailored to the needs of the community. The properties at 2480, 2490, and 2498 Woodland Boulevard are being offered in "as-is" condition, and the seller is open to including all existing assets on the property, including the current business operations. Situated in close proximity to International Speedway Boulevard and just outside historic Downtown DeLand, these parcels benefit from excellent visibility and accessibility. This vibrant area is ripe for development, making it an ideal location for retail, office, or mixed-use projects. With the potential for significant appreciation and an array of development options, this opportunity is not to be overlooked. Whether you are looking to renovate existing structures or start a new venture from the ground up, these parcels provide a solid foundation for success. Seize this unique opportunity to invest in a promising future. Contact us today for more information and to schedule a viewing. **The info in MLS is thought to be correct but not guaranteed**
#V4939383

DELAND

2490 N WOODLAND BOULEVARD

None Beds

1 Baths

1,185 Sq.Ft.

$1,750,000

MLS#: V4939383

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

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