27737 County Road 44A, Eustis, FL 32736
FOR SALE
3D VIEW
10.3 ACRES

27737 County Road 44A
Eustis, FL 32736

  • 4 Beds
  • 3.5 Baths
  • 3,866 sqft (on 10.30 acres)

$2,999,999

Est. Mortgage $18,693/mo*
Get Pre-Qualified

$2,999,999

Est. Mortgage $18,693/mo*
Get Pre-Qualified
4 Beds
3.5 Baths
3,866 sqft
(on 10.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

One or more photo(s) has been virtually staged. Welcome to a rare and extraordinary legacy property where time slows, nature surrounds you, and possibilities stretch as far as the eye can see. Set across 66 awe-inspiring acres, this rustic custom estate is enveloped by towering, century-old oak trees, creating a breathtaking canopy of beauty, privacy, and timeless elegance. Built for comfort and peace of mind, this home features solid concrete construction, reinforced openings, insulated interior wall, built in pest control system designed for durability, efficiency, and long-term value. This is more than a home—it’s a private sanctuary. A place where horses can run free, cattle can graze peacefully, and beautiful scenic trails invite you to explore your land at sunrise or sunset. Cast a line into your private pond or surrender to total relaxation in the freeform resort-style pool, complete with a dramatic grotto and soothing hot tub—your own secluded oasis under the Florida sky. The 4-bedroom, 3 1/2-bath ranch-style residence was crafted for both grand entertaining and quiet moments of reflection. Multiple expansive porches beckon you to linger, breathe deeply, and take in the serenity that only wide-open land can promise. Gather family and friends for unforgettable celebrations in the main home, then retreat to the separate in-law suite, perfectly suited for guests, extended family, or a private executive office tucked away from the world. An attached oversized four space garage provides ample space for all your passions—boats, ATVs, equipment, and adventure vehicles—ensuring this estate supports every lifestyle, from refined to rugged. Though it feels worlds away, convenience remains within reach. A short drive east leads you to Florida’s beautiful beaches, while a trip south brings you to Orlando’s international airport and iconic theme parks. From its sweeping acreage and majestic landscape to its versatile living spaces and unmatched privacy, this remarkable estate offers limitless potential. If you’ve been searching for a place that speaks to freedom, legacy, and the luxury of space—your dream retreat has arrived.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
View
Garden, Park/Greenbelt, Pool, Trees/Woods, Water, Pond
HOA
None
Price/Sqft
$776
Listed
118 days ago

Home Details for 27737 County Road 44A

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Bathroom 3, Bathroom 4, Dinette, Dining Room, Foyer, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3866 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Other, Phone Available, Private, Propane, Sprinkler WellAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Range, Range Hood, Refrigerator, Washer, Water SoftenerDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Inside,Laundry Room,Other,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,PropaneHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living Room, Wood BurningSpa: In Ground, OtherHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Insulated Windows, Window Treatments, Skylight(s)Door: French DoorsFlooring: Carpet, Ceramic Tile, Engineered Hardwood, Other, Porcelain Tile, Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Ceramic Tile, Engineered Hardwood, Other, Porcelain Tile, Tile, Hardwood
View
Has a ViewView: Garden, Park/Greenbelt, Pool, Trees/Woods, Water, Pond
Security
Security: Security Fencing/Lighting/Alarms, Security Gate, Security Lights, Security System, Smoke Detector(s), Fire Resistant Exterior

Exterior Features

Exterior Home Features
Roof: Membrane Metal Other ShinglePatio / Porch: Covered, Deck, Enclosed, Front Porch, Other, Patio, Porch, Rear Porch, ScreenedFencing: Barbed Wire, Fenced, WireVegetation: Bamboo, Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped, WoodedOther Structures: Guest House, Other, Shed(s), StorageExterior: Garden, Private Entrance, Private Yard, StorageFoundation: SlabGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 96x100No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Oversized,Parking Pad,Workshop in Garage
Pool
Pool: Deck, Gunite, In Ground, Lighting, Other, Screen EnclosurePool
Frontage
WaterfrontWaterfront: Pond, Pond Access, Boats - None AllowedResponsible for Road Maintenance: Private Maintained Road, Public Maintained RoadRoad Surface Type: Concrete, Dirt, Gravel, Limerock, Other, PavedOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: YATES POND
Farm & Range
Horse Amenities: Other, Riding Ring

Days on Market

Cumulative Days on Market: 98Days on Market: 118

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman,Ranch
Building
Construction Materials: Cedar, Wood Frame, Wood SidingNot a New ConstructionAttached To Another StructureHas Additional ParcelsDoes Not Include Home Warranty
Property Information
Condition: CompletedParcel Number: 341828000400002400Additional Parcels Description: 34-18-28-0004-06800, 34-18-28-004-000-02100, 34-18-28-0001-000-00200

Price & Status

Price
List Price: $2,999,999Price Per Sqft: $776
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Location

Direction & Address
City: EUSTISCommunity: METES AND BOUNDS
School Information
Elementary School: Seminole Springs. ElemJr High / Middle School: Eustis MiddleHigh School: Eustis High School

Agent Information

Listing Agent
Listing ID: O6371691

Building

Building Details
Builder Name: Hubler Whitson
Building Area
Building Area: 6757 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 10.3 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6371691Pets Max Weight: 300Water ViewWater View: Water, PondShowing AttendedShowing Considerations: Inconsistent Cell Service, Remote/Limited Visibility from RoadShowing Requirements: Appointment Only, Call Agent 2, Call Before Showing, Gate Code Required, Gate Key In Listing Off, Key/Agent, Listing Agent Must AccompanyUniversal Property Id: US-12069-N-341828000400002400-R-N
Last check for updates: about 9 hours ago
Listing Provided by: Bethanne Baer, (407) 228-1112
BEAR TEAM REAL ESTATE, (407) 228-1112
Lissette Dennis, (407) 577-9924
BEAR TEAM REAL ESTATE, (407) 228-1112
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6371691
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 27737 County Road 44A

DatePriceEventSource
01/09/2026$2,999,999Listed For SaleStellar MLS #O6371691
12/01/2024$2,999,999ListingRemovedStellar MLS #G5041497
12/01/2021ListingRemovedBHHS broker feed
10/07/2021$2,999,999PendingStellar MLS #G5041497
05/05/2021$2,999,999Listed For SaleStellar MLS #G5041497
08/01/2020$1,295,000ListingRemovedAgent Provided
03/10/2020$1,295,000PriceChange
Agent Provided
08/26/2019$1,395,000PriceChange
Agent Provided
04/30/2019$1,475,000Listed For SaleAgent Provided
02/18/2019$1,490,000ListingRemovedAgent Provided
10/08/2018$1,490,000PriceChange
Agent Provided
02/22/2018$1,500,000PriceChange
Agent Provided
07/26/2017$1,750,000Listed For SaleAgent Provided
11/14/2002$100,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$11,059
Assessment$803,180
Home facts updated by county records

Comparable Sales for 27737 County Road 44A

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36525 Reserve Dr, Eustis, FL
0.81
Single-Family Home
$700,000
10/17/25
3
2
2,568
35651 Huff Rd, Eustis, FL
1.31
Single-Family Home
$5,700,000
01/05/26
4
3
3,830
26920 State Road 44, Eustis, FL
1.57
Single-Family Home
$599,999
10/10/25
3
3
2,650
35807 Nova Ln, Eustis, FL
2.61
Single-Family Home
$500,000
03/23/26
4
2
2,166
36745 Ranch Rd, Eustis, FL
2.26
Single-Family Home
$350,000
07/02/25
3
2
1,146
36732 Nashua Blvd, Sorrento, FL
2.74
Single-Family Home
$575,000
11/21/25
4
3
2,543
36801 Nashua Blvd, Sorrento, FL
2.74
Single-Family Home
$612,500
01/12/26
4
3
2,544

Assigned Schools

These are the assigned schools for 27737 County Road 44A.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Eustis

At least 214 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 84 % Say parking is easy

  • 79 % Say yards are well-kept

  • 74 % Say it's dog friendly

  • 70 % Say there's holiday spirit

  • 66 % Say it's quiet

  • 64 % Say kids play outside

  • 60 % Say people would walk alone at night

  • 56 % Say there are sidewalks

  • 52 % Say streets are well-lit

  • 50 % Say there's wildlife

  • 49 % Say neighbors are friendly

  • 48 % Say they plan to stay for at least 5 years

  • 33 % Say there are community events

  • 30 % Say it's walkable to restaurants

  • 29 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Leljdpa
    "Other dogs, friendly, safe, shaded everybody controls their dogs and the dogs are well managed. It’s a nice way to get to know each other"
    0
    Flag
  • Stephanie Graham
    "Schools ratings are low but the teachers care deeply about the students. And want nothing but to see them succeed "
    0
    Flag
  • Stephanie Graham
    "Schools around here have passionate, caring, under appreciated teachers! They want to see there students succeed and will go above and beyond for them with the help of there parents!!"
    0
    Flag
  • Trulia User
    "There is a great monthly family friendly community event every 1st Friday. Good family fun, live music, vendors and the park is beautiful at night. "
    3
    Flag
  • Llightbourne10
    "Lots of nice areas to walk, nature trails, and dog friendly restaurants. They do shoot a lot of guns in our neighborhood which our dogs hate."
    1
    Flag
  • Wayne W.
    "pretty well mixed neighborhood. Many fairly young families with plenty of kids. Neighborhood feels safe and a lot of people walk or ride their bikes. The streets are fairly narrow and can get congested at times."
    0
    Flag
  • Elizabeth H.
    "This neighborhood is secluded and nice and quiet. I’ve lived here for over 2 years and have loved it since day one! "
    3
    Flag
  • Phyllis T.
    "There are many families in this area. I feel extremely safe. There are some outstanding restaurants close by."
    0
    Flag
  • Stephanieortega9
    "This town has a small town feel good schools and parks and events that are family friendly. A lot of nice places to enjoy "
    0
    Flag
  • Paul R.
    "there are many people in this neighborhood that are nice and will go out of their way to help you in any way possible. Also it is very easy to get to stores whether they are large ones, convenience stores or markets. "
    0
    Flag
  • Paul R.
    "careful of traffic if your dog gets loose. it's best to have a fenced yard if you own a dog . Also from what I see my neighbors clean up after their pets."
    1
    Flag
  • Bwhite4732
    "Where I live, the traffic is bad, the landlord is unbelievable and neighbors really don’t communicate. Then the 24-7 sound of police cars racing down the street and occasional gunfire at nite. Ambulance, fire trucks sirens all the time. However just 2 blocks there is a Park with weekend events, I wouldn’t walk over there,"
    0
    Flag
  • Jacqueline R.
    "courteous, respectful,helpful. they communicate before reacting. I was away from home last June (mom had passed away). I didn't tell anyone ; when I got home the neighbors had keep my grass cut perfectly... Other neighbors had keep watch of my home, omg this was without them knowing what I was going through. no recrimination from anyone just genuine concern.. unbelievable neighbors & community.."
    0
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  • Bob K.
    "Neighbors are very nice! everybody say hello! The lawns are all kept nice mostly by the owners themselves. Great place to live."
    0
    Flag
  • Rosa C.
    "I’ve been here for a little over a month now and I love my Neighborhood so far. Stores are conveniently close and we’re up the block to the lake. My only problem is the “blind mosquitos” they’re a pain and they swarm the houses! Other than that we’re good. "
    0
    Flag
  • Justin
    "I love the small town, I just wish that there were a few more younger families around. We’re heading to Clermont that is a littler newer and more to our family needs. "
    0
    Flag
  • Teri
    "I drive 45 minutes to work on 441. The traffic can be thick at rush hour times of the day. Lots of police monitoring speed. "
    0
    Flag
  • Allitrimble14
    "Our neighborhood is full of friendly dog owners. Most don't have to worry about any breeds being judged. Our neighbors constantly walk the dogs with no problems. Most even bring then to the events eustis has. "
    0
    Flag
  • R M. M.
    "I love this place, I recently move here from Michigan, and I think it was the best thing I ever did in my life"
    0
    Flag
  • Amy E.
    "It's very rural here and most areas are great for walking your dogs as long as they're leashed. We're within close proximity to the highway, so it's better to be safe than sorry. "
    0
    Flag
  • Sunflower92882
    "people steal them out your yard our neighborhood would be better if there were less meth heads and drug dealers when I moved here from NY I thought it was good for my family but it's not "
    0
    Flag
  • Patricia L. M.
    "Easy, breezy to Florida Hospital Waterman in Tavares. The traffic flow well, and the drive along Lake Eustis is beautiful any time of day!"
    1
    Flag
  • Savedtoservelk
    "It’s a dead end street And quite has plenty of trees and good neighborhood no animals plenty of parking "
    0
    Flag
  • Dianemaimone
    "Although there is no HOA our small neighborhood is well-maintained, quiet and the mature trees are stunning. Everyone is friendly and watch out for each other’s homes and properties. It’s a well-kept secret!"
    0
    Flag
  • Thelilladybj
    "love it here my friends and family live here i have lived here all my life we need more shelters for the homeless "
    0
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  • Robattle
    "I've lived here for almost three years and I love it! The neighbors are friendly and the community is quiet and peaceful. "
    0
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LGBTQ Local Legal Protections

Bethanne Baer, BEAR TEAM REAL ESTATE, (407) 228-1112
Agent Phone: (407) 228-1112
27737 County Road 44A, Eustis, FL 32736 is a 4 bedroom, 4 bathroom, 3,866 sqft single-family home built in 2005. This property is currently available for sale and was listed by Stellar MLS on Jan 9, 2026. The MLS # for this home is MLS# O6371691.